NP-MRD: Showing NP-Card for Undecaprenyl N-acetyl-glucosaminyl-N-acetyl-mannosaminuronate-4-acetamido-4,6-dideoxy-D-galactose pyrophosphate (NP0092017)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-05-11 18:54:51 UTC

Updated at

2022-05-11 18:54:52 UTC

NP-MRD ID

NP0092017

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Undecaprenyl N-acetyl-glucosaminyl-N-acetyl-mannosaminuronate-4-acetamido-4,6-dideoxy-D-galactose pyrophosphate

Description

Undecaprenyl N-acetyl-glucosaminyl-N-acetyl-mannosaminuronate-4-acetamido-4,6-dideoxy-D-galactose pyrophosphate, also known as C55-PP-glcnac-mannaca-fuc4nac or lipid III, belongs to the class of organic compounds known as pyrimidine ribonucleoside diphosphates. These are pyrimidine ribonucleotides with diphosphate group linked to the ribose moiety. Undecaprenyl N-acetyl-glucosaminyl-N-acetyl-mannosaminuronate-4-acetamido-4,6-dideoxy-D-galactose pyrophosphate is an extremely weak basic (essentially neutral) compound (based on its pKa). Completed ECAPG polymers are then incorporated into the exterior leaflet of the outer membrane (PMID: 12621029 ). Undecaprenyl N-acetyl-glucosaminyl-N-acetyl-mannosaminuronate-4-acetamido-4,6-dideoxy-D-galactose pyrophosphate was first documented in 2003 (PMID: 12621029). Undecaprenyl N-acetyl-glucosaminyl-N-acetyl-mannosaminuronate pyrophosphate + dTDP-4-acetamido-4,6-dideoxy-D-galactose = undecaprenyl N-acetyl-glucosaminyl-N-acetyl-mannosaminuronate-4-acetamido-4,6-dideoxy-D-galactose pyrophosphate + dTDP.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 02241203552D          

106108  0  0  1  0            999 V2000
   12.0949  -14.3876    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.0949  -15.2126    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.3805  -13.9751    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3805  -15.6251    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.6660  -14.3876    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.6660  -15.2126    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.9515  -15.6251    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3805  -16.4501    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8094  -15.6251    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8094  -13.9751    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5239  -14.3876    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   13.9364  -13.6731    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2384  -14.8001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1114  -15.1021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9529  -14.3876    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   15.3654  -15.1021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5404  -13.6731    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6673  -13.9751    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9515  -13.9751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9515  -13.1501    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8094  -16.4501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5239  -16.8626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0949  -16.8626    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2371  -16.0376    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.2371  -16.8626    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.5226  -15.6251    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5226  -17.2751    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.8081  -16.0376    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.8081  -16.8626    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.0936  -17.2751    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5226  -18.1001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9515  -17.2751    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0936  -15.6251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0936  -14.8001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9515  -18.1001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2371  -18.5126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6660  -18.5126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8280  -15.1822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8164  -14.3573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0961  -13.9549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5249  -13.9348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3876  -14.3775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6856  -15.1419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6740  -14.3170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9537  -13.9146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3826  -13.8944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2452  -14.3371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5432  -15.1015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5316  -14.2767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8114  -13.8743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2402  -13.8541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1028  -14.2968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4008  -15.0612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3892  -14.2363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6690  -13.8340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0978  -13.8138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9604  -14.2564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2584  -15.0209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2468  -14.1960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5266  -13.7936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9554  -13.7734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8180  -14.2161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1160  -14.9806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1044  -14.1556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3842  -13.7533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8130  -13.7331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6756  -14.1758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9737  -14.9403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9621  -14.1153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2418  -13.7129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6706  -13.6928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5333  -14.1355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8313  -14.8999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8197  -14.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0994  -13.6726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5282  -13.6525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3909  -14.0952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6889  -14.8596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6773  -14.0346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9571  -13.6323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.3859  -13.6121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2485  -14.0548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.5465  -14.8192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.5349  -13.9943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.8147  -13.5919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.2435  -13.5718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1061  -14.0145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.4041  -14.7789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.3925  -13.9540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.6723  -13.5516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   47.1011  -13.5314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.9637  -13.9741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3791  -16.0376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3499  -17.7394    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.3673  -18.5642    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6268  -17.3421    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6617  -18.9917    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9212  -17.7696    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9387  -18.5944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1982  -17.3723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2331  -19.0219    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6791  -19.8165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0904  -18.9615    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2505  -19.8467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5449  -20.2743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9735  -20.2440    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  6  5  1  0  0  0  0
  6  7  1  6  0  0  0
  4  8  1  1  0  0  0
  2  9  1  6  0  0  0
  1 10  1  6  0  0  0
 12 11  2  0  0  0  0
 13 11  1  0  0  0  0
 14 11  1  0  0  0  0
 10 11  1  0  0  0  0
 16 15  2  0  0  0  0
 17 15  1  0  0  0  0
 18 15  1  0  0  0  0
 13 15  1  0  0  0  0
  5 19  1  1  0  0  0
 20 19  1  0  0  0  0
 21  9  1  0  0  0  0
 22 21  1  0  0  0  0
 23 21  2  0  0  0  0
 25 24  1  0  0  0  0
 26 24  1  0  0  0  0
 27 25  1  0  0  0  0
 28 26  1  0  0  0  0
 29 27  1  0  0  0  0
 29 28  1  0  0  0  0
 29 30  1  6  0  0  0
 27 31  1  1  0  0  0
 25 32  1  1  0  0  0
 24  7  1  1  0  0  0
 28 33  1  1  0  0  0
 34 33  2  0  0  0  0
 35 32  1  0  0  0  0
 36 35  2  0  0  0  0
 37 35  1  0  0  0  0
 39 38  1  0  0  0  0
 40 39  2  0  0  0  0
 41 39  1  0  0  0  0
 42 40  1  0  0  0  0
 18 42  1  0  0  0  0
 44 43  1  0  0  0  0
 45 44  2  0  0  0  0
 46 44  1  0  0  0  0
 47 45  1  0  0  0  0
 41 47  1  0  0  0  0
 49 48  1  0  0  0  0
 50 49  2  0  0  0  0
 51 49  1  0  0  0  0
 52 50  1  0  0  0  0
 46 52  1  0  0  0  0
 54 53  1  0  0  0  0
 55 54  2  0  0  0  0
 56 54  1  0  0  0  0
 57 55  1  0  0  0  0
 51 57  1  0  0  0  0
 59 58  1  0  0  0  0
 60 59  2  0  0  0  0
 61 59  1  0  0  0  0
 62 60  1  0  0  0  0
 56 62  1  0  0  0  0
 64 63  1  0  0  0  0
 65 64  2  0  0  0  0
 66 64  1  0  0  0  0
 67 65  1  0  0  0  0
 61 67  1  0  0  0  0
 69 68  1  0  0  0  0
 70 69  2  0  0  0  0
 71 69  1  0  0  0  0
 72 70  1  0  0  0  0
 66 72  1  0  0  0  0
 74 73  1  0  0  0  0
 75 74  2  0  0  0  0
 76 74  1  0  0  0  0
 77 75  1  0  0  0  0
 71 77  1  0  0  0  0
 79 78  1  0  0  0  0
 80 79  2  0  0  0  0
 81 79  1  0  0  0  0
 82 80  1  0  0  0  0
 76 82  1  0  0  0  0
 84 83  1  0  0  0  0
 85 84  2  0  0  0  0
 86 84  1  0  0  0  0
 87 85  1  0  0  0  0
 81 87  1  0  0  0  0
 89 88  1  0  0  0  0
 90 89  2  0  0  0  0
 91 89  1  0  0  0  0
 92 90  1  0  0  0  0
 86 92  1  0  0  0  0
 93 33  1  0  0  0  0
 95 94  1  0  0  0  0
 96 94  1  0  0  0  0
 97 95  1  0  0  0  0
 98 96  1  0  0  0  0
 99 97  1  0  0  0  0
 99 98  1  0  0  0  0
 94 30  1  6  0  0  0
 98100  1  1  0  0  0
101 99  1  0  0  0  0
 97102  1  1  0  0  0
 95103  1  6  0  0  0
104101  1  0  0  0  0
105104  1  0  0  0  0
106104  2  0  0  0  0
M  END

     RDKit          3D

235237  0  0  0  0  0  0  0  0999 V2000
    5.2336   -2.2169   -6.4364 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6479   -3.1434   -5.3602 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4515   -4.0851   -5.5955 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1749   -3.0351   -4.0092 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5901   -3.9486   -2.9709 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4651   -4.8682   -2.6253 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3728   -4.2751   -2.0417 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2105   -4.4399   -2.8049 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5995   -3.1279   -3.0859 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1832   -2.9978   -4.5489 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8074   -1.6877   -4.8430 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5166   -2.7714   -2.3217 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4507   -3.3301   -1.0723 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5382   -3.1442   -0.2570 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1140   -2.5542    1.2609 P   0  0  2  0  0  5  0  0  0  0  0  0
    0.1886   -3.4385    2.0276 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3536   -1.0600    1.0043 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5414   -2.3680    2.1721 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7190   -0.7475    2.6421 P   0  0  2  0  0  5  0  0  0  0  0  0
    2.0575    0.1411    1.5917 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3114   -0.2634    2.7844 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9274   -0.5338    4.1212 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3183    0.6895    4.6218 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6513    0.9868    5.9313 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8854    2.0506    6.0465 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7032    2.9452    4.8433 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2009    2.4505    7.2759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3060    2.5046    7.1575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9234    1.1748    6.8784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8423    0.6713    7.7010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1843    1.5510    8.8942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5228   -0.6094    7.6350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2567   -1.5582    6.5529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6477   -1.1826    5.1764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5769   -1.9245    4.5589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1512   -3.0774    5.3307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0397   -1.7651    3.1861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5286   -1.4712    3.0621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8702   -1.5472    1.6106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7170   -2.4814    1.2030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2538   -3.3827    2.3247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1693   -2.8282   -0.1226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7486   -2.1562   -1.3450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1572   -0.7594   -1.4675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3774    0.2747   -1.7823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9388    0.0442   -2.0374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0461    1.6008   -1.8848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0268    2.1887   -3.2650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7213    2.4965   -3.8429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3942    3.6908   -4.3925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4282    4.7399   -4.4127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0321    3.9383   -4.8846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9346    4.1983   -6.3892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4552    4.3866   -6.6481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9552    5.3369   -7.3700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8902    6.3313   -8.0153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5199    5.5649   -7.5350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6189    4.7562   -6.6479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7515    5.2091   -5.2519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9498    4.4713   -4.2115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0760    3.0068   -4.2462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0034    5.1495   -2.8529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4103    5.0102   -2.2807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4072    5.6304   -0.9301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9262    4.9210    0.0560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4750    3.5810   -0.2142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9586    5.4824    1.4518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1599    4.5462    2.3719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7670    4.4988    1.8683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1753    3.4092    1.4209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8312    2.0847    1.3599 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2562    3.5287    0.9702 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7974    4.9322    1.0980 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2297    4.9453    0.6522 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6071    5.7014   -0.3634 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6943    6.5695   -1.1242 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0576    5.6743   -0.7765 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2360   -4.8301   -1.2603 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1814   -5.4950    0.0173 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0359   -6.0074    0.4932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0932   -6.6816    1.8065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0997   -5.9083   -0.1708 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2463   -5.4210   -2.1820 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6069   -6.0979   -3.2465 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8632   -5.8913   -1.7589 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0621   -5.5961   -1.1210 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.2364   -6.5590   -0.0039 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3003   -6.4885    0.6492 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2508   -7.4969    0.2963 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0620   -4.2053   -0.5618 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.1145   -4.0516    0.3105 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7270   -3.4520    1.5329 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.7551   -4.2732    2.6064 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6951   -4.1545    3.5618 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.0829   -4.6910    4.8701 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1494   -2.7541    3.8880 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.0294   -2.0126    4.4382 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0839   -1.4017    5.7135 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9421   -0.6455    6.2690 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1634   -1.5264    6.3772 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6002   -2.1284    2.5769 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.9557   -0.8228    2.8567 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3918   -2.1192    1.6766 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.8742   -1.7420    0.4063 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1985   -3.2690   -1.7695 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.5569   -2.0645   -1.5809 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9921   -2.7437   -7.3843 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1182   -1.5392   -6.6061 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3537   -1.6141   -6.1755 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5157   -2.2486   -3.8421 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3683   -4.6217   -3.4690 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1862   -5.3778   -3.5982 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5372   -4.9364   -3.7623 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3493   -2.2845   -2.9495 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0004   -3.2887   -5.2237 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3176   -3.6318   -4.7581 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1758   -1.3303   -4.1576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5015   -2.9833   -0.5868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4309   -0.9856    1.5987 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5782    0.3135    2.0033 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4327    0.6931    4.8081 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0973    1.5297    3.9386 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7877    0.3415    6.7875 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2705    2.3753    4.0262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0166    3.7633    5.0962 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6874    3.3856    4.6064 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5194    1.7872    8.1206 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4977    3.4806    7.6431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6697    2.9577    8.0993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5400    3.2341    6.3525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6255    0.6268    6.0184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9971    1.0551    9.4408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5940    2.5186    8.5395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3234    1.6552    9.5557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6439   -0.4145    7.6686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2564   -1.1397    8.6212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6515   -2.5926    6.7969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1316   -1.7818    6.4830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2402   -0.3559    4.6389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5696   -2.7810    6.3056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4239   -3.8839    5.4770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0070   -3.4758    4.7348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8281   -2.6371    2.5560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5002   -0.9038    2.7217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1166   -2.1308    3.6703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6449   -0.4147    3.4086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4599   -0.8724    0.8893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8706   -2.8121    3.0277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4229   -3.8779    2.8166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9444   -4.1529    1.8890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9204   -3.9475   -0.2782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3166   -2.8733   -0.0630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6439   -2.2777   -1.5614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1985   -2.6717   -2.2776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2259   -0.5552   -1.2769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7090   -0.3628   -3.0329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3567    0.9815   -1.8325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5286   -0.6728   -1.2704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0672    1.5601   -1.4795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4798    2.3150   -1.2253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5781    1.5142   -3.9953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6857    3.1063   -3.2459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9122    1.7756   -3.8956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3886    4.3883   -4.8438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0488    5.5912   -5.0188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6367    5.1379   -3.3803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3598    3.1151   -4.5857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6392    4.8881   -4.4075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3348    3.3439   -6.9528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4566    5.1385   -6.6456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7789    3.6392   -6.2160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8035    5.8354   -8.4152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1514    7.1664   -7.3671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3498    6.7251   -8.9039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3222    6.6718   -7.3730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2293    5.4369   -8.6228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7790    3.6740   -6.7807 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4335    4.9361   -6.9936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6649    6.3253   -5.1313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0978    2.6354   -4.1696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5400    2.5725   -5.1192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5431    2.5414   -3.3494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7966    6.2296   -2.9678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2942    4.6356   -2.1879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7082    3.9743   -2.3215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0839    5.6433   -2.9332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9995    6.6171   -0.7586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8936    3.1187    0.7201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7315    2.9007   -0.6249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3173    3.6772   -0.9601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9864    5.6023    1.8161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4502    6.4656    1.4802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6372    3.5882    2.5322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1149    5.1368    3.3488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1855    5.4457    1.8713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7023    1.7150    0.3001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2907    1.3678    2.0108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8879    2.1108    1.5849 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4014    3.1647   -0.0604 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8663    2.8513    1.6329 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8098    5.2525    2.1566 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2476    5.6546    0.4860 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9231    4.3171    1.1937 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2190    7.0721   -1.9575 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8891    5.9341   -1.5828 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2585    7.3734   -0.4888 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5861    4.8657   -0.2181 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4948    6.6629   -0.6591 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0294    5.3804   -1.8571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7769   -4.9249   -1.7286 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0432   -5.5889    0.5690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1120   -6.6640    2.2496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7676   -7.7225    1.7496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4509   -6.1233    2.5372 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8055   -6.2063   -1.6273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2115   -5.6103   -3.5041 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9067   -5.6804   -1.8461 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7583   -7.5163    1.1811 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1022   -3.9316   -0.0867 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6181   -3.2348    1.3581 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6191   -4.7505    3.3979 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2742   -3.9512    5.1144 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5586   -5.6241    4.5943 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8207   -4.7812    5.6690 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9781   -2.7982    4.6210 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1408   -1.9163    3.8934 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0328   -1.2849    6.3724 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6968    0.2461    5.6532 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2030   -0.2789    7.2635 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4348   -2.7257    2.2144 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8699   -0.6468    2.4901 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7224   -1.3324    2.0206 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5431   -1.0177    0.5042 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2665   -3.0765   -1.9669 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8483   -2.0808   -0.9007 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 10  1  0
 10  9  1  0
  9 12  1  0
 12 13  1  0
 13 14  1  0
 15 14  1  6
 15 16  2  0
 15 17  1  0
 15 18  1  0
 19 18  1  6
 19 20  2  0
 19 21  1  0
 19 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  2  0
 35 36  1  0
 35 37  1  0
 37 38  1  0
 38 39  1  0
 39 40  2  0
 40 41  1  0
 40 42  1  0
 42 43  1  0
 43 44  1  0
 44 45  2  0
 45 46  1  0
 45 47  1  0
 47 48  1  0
 48 49  1  0
 49 50  2  0
 50 51  1  0
 50 52  1  0
 52 53  1  0
 53 54  1  0
 54 55  2  0
 55 56  1  0
 55 57  1  0
 57 58  1  0
 58 59  1  0
 59 60  2  0
 60 61  1  0
 60 62  1  0
 62 63  1  0
 63 64  1  0
 64 65  2  0
 65 66  1  0
 65 67  1  0
 67 68  1  0
 68 69  1  0
 69 70  2  0
 70 71  1  0
 70 72  1  0
 72 73  1  0
 73 74  1  0
 74 75  2  3
 75 76  1  0
 75 77  1  0
 13 78  1  0
 78 79  1  0
 79 80  1  0
 80 81  1  0
 80 82  2  0
 78 83  1  0
 83 84  1  0
 83  8  1  0
  8  7  1  0
  7  6  1  0
  6 85  1  0
 85 86  1  0
 86 87  1  0
 87 88  2  0
 87 89  1  0
 86 90  1  0
 90 91  1  0
 91 92  1  0
 92 93  1  0
 93 94  1  0
 94 95  1  0
 94 96  1  0
 96 97  1  0
 97 98  1  0
 98 99  1  0
 98100  2  0
 96101  1  0
101102  1  0
101103  1  0
103104  1  0
 90105  1  0
105106  1  0
105  5  1  0
  5  4  1  0
  4  2  1  0
  2  3  2  0
  2  1  1  0
  8  9  1  0
  5  6  1  0
103 92  1  0
 11117  1  0
 10115  1  0
 10116  1  0
  9114  1  6
 13118  1  1
 17119  1  0
 21120  1  0
 23121  1  0
 23122  1  0
 24123  1  0
 26124  1  0
 26125  1  0
 26126  1  0
 27127  1  0
 27128  1  0
 28129  1  0
 28130  1  0
 29131  1  0
 31132  1  0
 31133  1  0
 31134  1  0
 32135  1  0
 32136  1  0
 33137  1  0
 33138  1  0
 34139  1  0
 36140  1  0
 36141  1  0
 36142  1  0
 37143  1  0
 37144  1  0
 38145  1  0
 38146  1  0
 39147  1  0
 41148  1  0
 41149  1  0
 41150  1  0
 42151  1  0
 42152  1  0
 43153  1  0
 43154  1  0
 44155  1  0
 46156  1  0
 46157  1  0
 46158  1  0
 47159  1  0
 47160  1  0
 48161  1  0
 48162  1  0
 49163  1  0
 51164  1  0
 51165  1  0
 51166  1  0
 52167  1  0
 52168  1  0
 53169  1  0
 53170  1  0
 54171  1  0
 56172  1  0
 56173  1  0
 56174  1  0
 57175  1  0
 57176  1  0
 58177  1  0
 58178  1  0
 59179  1  0
 61180  1  0
 61181  1  0
 61182  1  0
 62183  1  0
 62184  1  0
 63185  1  0
 63186  1  0
 64187  1  0
 66188  1  0
 66189  1  0
 66190  1  0
 67191  1  0
 67192  1  0
 68193  1  0
 68194  1  0
 69195  1  0
 71196  1  0
 71197  1  0
 71198  1  0
 72199  1  0
 72200  1  0
 73201  1  0
 73202  1  0
 74203  1  0
 76204  1  0
 76205  1  0
 76206  1  0
 77207  1  0
 77208  1  0
 77209  1  0
 78210  1  6
 79211  1  0
 81212  1  0
 81213  1  0
 81214  1  0
 83215  1  1
 84216  1  0
  8113  1  6
  6112  1  6
 86217  1  6
 89218  1  0
 90219  1  1
 92220  1  6
 94221  1  6
 95222  1  0
 95223  1  0
 95224  1  0
 96225  1  1
 97226  1  0
 99227  1  0
 99228  1  0
 99229  1  0
101230  1  6
102231  1  0
103232  1  1
104233  1  0
105234  1  6
106235  1  0
  5111  1  6
  4110  1  0
  1107  1  0
  1108  1  0
  1109  1  0
M  END


  Mrv0541 02241203552D          

106108  0  0  1  0            999 V2000
   12.0949  -14.3876    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.0949  -15.2126    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.3805  -13.9751    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3805  -15.6251    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.6660  -14.3876    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.6660  -15.2126    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.9515  -15.6251    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3805  -16.4501    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8094  -15.6251    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8094  -13.9751    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5239  -14.3876    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   13.9364  -13.6731    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2384  -14.8001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1114  -15.1021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9529  -14.3876    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   15.3654  -15.1021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5404  -13.6731    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6673  -13.9751    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9515  -13.9751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9515  -13.1501    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8094  -16.4501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5239  -16.8626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0949  -16.8626    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2371  -16.0376    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.2371  -16.8626    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.5226  -15.6251    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5226  -17.2751    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.8081  -16.0376    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.8081  -16.8626    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.0936  -17.2751    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5226  -18.1001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9515  -17.2751    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0936  -15.6251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0936  -14.8001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9515  -18.1001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2371  -18.5126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6660  -18.5126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8280  -15.1822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8164  -14.3573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0961  -13.9549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5249  -13.9348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3876  -14.3775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6856  -15.1419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6740  -14.3170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9537  -13.9146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3826  -13.8944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2452  -14.3371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5432  -15.1015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5316  -14.2767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8114  -13.8743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2402  -13.8541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1028  -14.2968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4008  -15.0612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3892  -14.2363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6690  -13.8340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0978  -13.8138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9604  -14.2564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2584  -15.0209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2468  -14.1960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5266  -13.7936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9554  -13.7734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8180  -14.2161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1160  -14.9806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1044  -14.1556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3842  -13.7533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8130  -13.7331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6756  -14.1758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9737  -14.9403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9621  -14.1153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2418  -13.7129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6706  -13.6928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5333  -14.1355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8313  -14.8999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8197  -14.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0994  -13.6726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5282  -13.6525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3909  -14.0952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6889  -14.8596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6773  -14.0346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9571  -13.6323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.3859  -13.6121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2485  -14.0548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.5465  -14.8192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.5349  -13.9943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.8147  -13.5919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.2435  -13.5718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1061  -14.0145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.4041  -14.7789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.3925  -13.9540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.6723  -13.5516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   47.1011  -13.5314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.9637  -13.9741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3791  -16.0376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3499  -17.7394    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.3673  -18.5642    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6268  -17.3421    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6617  -18.9917    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9212  -17.7696    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9387  -18.5944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1982  -17.3723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2331  -19.0219    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6791  -19.8165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0904  -18.9615    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2505  -19.8467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5449  -20.2743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9735  -20.2440    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  6  5  1  0  0  0  0
  6  7  1  6  0  0  0
  4  8  1  1  0  0  0
  2  9  1  6  0  0  0
  1 10  1  6  0  0  0
 12 11  2  0  0  0  0
 13 11  1  0  0  0  0
 14 11  1  0  0  0  0
 10 11  1  0  0  0  0
 16 15  2  0  0  0  0
 17 15  1  0  0  0  0
 18 15  1  0  0  0  0
 13 15  1  0  0  0  0
  5 19  1  1  0  0  0
 20 19  1  0  0  0  0
 21  9  1  0  0  0  0
 22 21  1  0  0  0  0
 23 21  2  0  0  0  0
 25 24  1  0  0  0  0
 26 24  1  0  0  0  0
 27 25  1  0  0  0  0
 28 26  1  0  0  0  0
 29 27  1  0  0  0  0
 29 28  1  0  0  0  0
 29 30  1  6  0  0  0
 27 31  1  1  0  0  0
 25 32  1  1  0  0  0
 24  7  1  1  0  0  0
 28 33  1  1  0  0  0
 34 33  2  0  0  0  0
 35 32  1  0  0  0  0
 36 35  2  0  0  0  0
 37 35  1  0  0  0  0
 39 38  1  0  0  0  0
 40 39  2  0  0  0  0
 41 39  1  0  0  0  0
 42 40  1  0  0  0  0
 18 42  1  0  0  0  0
 44 43  1  0  0  0  0
 45 44  2  0  0  0  0
 46 44  1  0  0  0  0
 47 45  1  0  0  0  0
 41 47  1  0  0  0  0
 49 48  1  0  0  0  0
 50 49  2  0  0  0  0
 51 49  1  0  0  0  0
 52 50  1  0  0  0  0
 46 52  1  0  0  0  0
 54 53  1  0  0  0  0
 55 54  2  0  0  0  0
 56 54  1  0  0  0  0
 57 55  1  0  0  0  0
 51 57  1  0  0  0  0
 59 58  1  0  0  0  0
 60 59  2  0  0  0  0
 61 59  1  0  0  0  0
 62 60  1  0  0  0  0
 56 62  1  0  0  0  0
 64 63  1  0  0  0  0
 65 64  2  0  0  0  0
 66 64  1  0  0  0  0
 67 65  1  0  0  0  0
 61 67  1  0  0  0  0
 69 68  1  0  0  0  0
 70 69  2  0  0  0  0
 71 69  1  0  0  0  0
 72 70  1  0  0  0  0
 66 72  1  0  0  0  0
 74 73  1  0  0  0  0
 75 74  2  0  0  0  0
 76 74  1  0  0  0  0
 77 75  1  0  0  0  0
 71 77  1  0  0  0  0
 79 78  1  0  0  0  0
 80 79  2  0  0  0  0
 81 79  1  0  0  0  0
 82 80  1  0  0  0  0
 76 82  1  0  0  0  0
 84 83  1  0  0  0  0
 85 84  2  0  0  0  0
 86 84  1  0  0  0  0
 87 85  1  0  0  0  0
 81 87  1  0  0  0  0
 89 88  1  0  0  0  0
 90 89  2  0  0  0  0
 91 89  1  0  0  0  0
 92 90  1  0  0  0  0
 86 92  1  0  0  0  0
 93 33  1  0  0  0  0
 95 94  1  0  0  0  0
 96 94  1  0  0  0  0
 97 95  1  0  0  0  0
 98 96  1  0  0  0  0
 99 97  1  0  0  0  0
 99 98  1  0  0  0  0
 94 30  1  6  0  0  0
 98100  1  1  0  0  0
101 99  1  0  0  0  0
 97102  1  1  0  0  0
 95103  1  6  0  0  0
104101  1  0  0  0  0
105104  1  0  0  0  0
106104  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0092017

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC[C@H]1O[C@H](OP(=O)(O)OP(=O)(O)OC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)[C@H](NC(C)=O)[C@@H](O)[C@@H]1O[C@@H]1O[C@H](C(=O)O)[C@@H](O[C@H]2O[C@H](C)C(NC(C)=O)[C@H](O)[C@H]2O)[C@H](O)[C@@H]1NC(=O)C

> <INCHI_IDENTIFIER>
InChI=1S/C79H129N3O22P2/c1-50(2)27-17-28-51(3)29-18-30-52(4)31-19-32-53(5)33-20-34-54(6)35-21-36-55(7)37-22-38-56(8)39-23-40-57(9)41-24-42-58(10)43-25-44-59(11)45-26-46-60(12)47-48-97-105(93,94)104-106(95,96)103-78-68(82-64(16)86)70(88)73(65(49-83)99-78)100-77-67(81-63(15)85)71(89)74(75(102-77)76(91)92)101-79-72(90)69(87)66(61(13)98-79)80-62(14)84/h27,29,31,33,35,37,39,41,43,45,47,61,65-75,77-79,83,87-90H,17-26,28,30,32,34,36,38,40,42,44,46,48-49H2,1-16H3,(H,80,84)(H,81,85)(H,82,86)(H,91,92)(H,93,94)(H,95,96)/b51-29+,52-31+,53-33+,54-35+,55-37+,56-39+,57-41+,58-43+,59-45+,60-47+/t61-,65-,66?,67+,68-,69+,70-,71-,72-,73-,74+,75+,77-,78-,79-/m1/s1

> <INCHI_KEY>
PSONHUYFSWYIME-JNYPHZTQSA-N

> <FORMULA>
C79H129N3O22P2

> <MOLECULAR_WEIGHT>
1534.824

> <EXACT_MASS>
1533.854295851

> <JCHEM_ACCEPTOR_COUNT>
19

> <JCHEM_AVERAGE_POLARIZABILITY>
172.90132789523102

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
11

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3S,4R,5S,6R)-5-acetamido-3-{[(2R,3R,4S,6R)-5-acetamido-3,4-dihydroxy-6-methyloxan-2-yl]oxy}-6-{[(2R,3S,4R,5R,6R)-5-acetamido-4-hydroxy-6-{[hydroxy({[hydroxy({[(2E,6E,10E,14E,18E,22E,26E,30E,34E,38E)-3,7,11,15,19,23,27,31,35,39,43-undecamethyltetratetraconta-2,6,10,14,18,22,26,30,34,38,42-undecaen-1-yl]oxy})phosphoryl]oxy})phosphoryl]oxy}-2-(hydroxymethyl)oxan-3-yl]oxy}-4-hydroxyoxane-2-carboxylic acid

> <ALOGPS_LOGP>
6.83

> <JCHEM_LOGP>
11.81985346633333

> <ALOGPS_LOGS>
-5.72

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
2.9734413993441087

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.724039020353275

> <JCHEM_PKA_STRONGEST_BASIC>
-3.9332657109249825

> <JCHEM_POLAR_SURFACE_AREA>
374.19

> <JCHEM_REFRACTIVITY>
415.7498999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
46

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.95e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3S,4R,5S,6R)-5-acetamido-3-{[(2R,3R,4S,6R)-5-acetamido-3,4-dihydroxy-6-methyloxan-2-yl]oxy}-6-{[(2R,3S,4R,5R,6R)-5-acetamido-4-hydroxy-6-{[hydroxy({hydroxy[(2E,6E,10E,14E,18E,22E,26E,30E,34E,38E)-3,7,11,15,19,23,27,31,35,39,43-undecamethyltetratetraconta-2,6,10,14,18,22,26,30,34,38,42-undecaen-1-yl]oxyphosphoryl}oxy)phosphoryl]oxy}-2-(hydroxymethyl)oxan-3-yl]oxy}-4-hydroxyoxane-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      22.577 -26.857   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      22.577 -28.397   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      21.244 -26.087   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      21.244 -29.167   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      19.910 -26.857   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      19.910 -28.397   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      18.576 -29.167   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      21.244 -30.707   0.000  0.00  0.00           O+0
HETATM    9  N   UNK     0      23.911 -29.167   0.000  0.00  0.00           N+0
HETATM   10  O   UNK     0      23.911 -26.087   0.000  0.00  0.00           O+0
HETATM   11  P   UNK     0      25.245 -26.857   0.000  0.00  0.00           P+0
HETATM   12  O   UNK     0      26.015 -25.523   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      26.578 -27.627   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      24.475 -28.191   0.000  0.00  0.00           O+0
HETATM   15  P   UNK     0      27.912 -26.857   0.000  0.00  0.00           P+0
HETATM   16  O   UNK     0      28.682 -28.191   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      27.142 -25.523   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      29.246 -26.087   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      18.576 -26.087   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      18.576 -24.547   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      23.911 -30.707   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      25.245 -31.477   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      22.577 -31.477   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      17.243 -29.937   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      17.243 -31.477   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      15.909 -29.167   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      15.909 -32.247   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      14.575 -29.937   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      14.575 -31.477   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      13.241 -32.247   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      15.909 -33.787   0.000  0.00  0.00           O+0
HETATM   32  N   UNK     0      18.576 -32.247   0.000  0.00  0.00           N+0
HETATM   33  C   UNK     0      13.241 -29.167   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      13.241 -27.627   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      18.576 -33.787   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      17.243 -34.557   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      19.910 -34.557   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      33.279 -28.340   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      33.257 -26.800   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      31.913 -26.049   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      34.580 -26.012   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      30.590 -26.838   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      38.613 -28.265   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      38.591 -26.725   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      37.247 -25.974   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      39.914 -25.936   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      35.924 -26.763   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      43.947 -28.189   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      43.926 -26.650   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      42.581 -25.899   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      45.248 -25.861   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      41.259 -26.687   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      49.281 -28.114   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      49.260 -26.574   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      47.915 -25.823   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      50.583 -25.786   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      46.593 -26.612   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      54.616 -28.039   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0      54.594 -26.499   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0      53.250 -25.748   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0      55.917 -25.710   0.000  0.00  0.00           C+0
HETATM   62  C   UNK     0      51.927 -26.537   0.000  0.00  0.00           C+0
HETATM   63  C   UNK     0      59.950 -27.964   0.000  0.00  0.00           C+0
HETATM   64  C   UNK     0      59.928 -26.424   0.000  0.00  0.00           C+0
HETATM   65  C   UNK     0      58.584 -25.673   0.000  0.00  0.00           C+0
HETATM   66  C   UNK     0      61.251 -25.635   0.000  0.00  0.00           C+0
HETATM   67  C   UNK     0      57.261 -26.461   0.000  0.00  0.00           C+0
HETATM   68  C   UNK     0      65.284 -27.889   0.000  0.00  0.00           C+0
HETATM   69  C   UNK     0      65.263 -26.349   0.000  0.00  0.00           C+0
HETATM   70  C   UNK     0      63.918 -25.597   0.000  0.00  0.00           C+0
HETATM   71  C   UNK     0      66.585 -25.560   0.000  0.00  0.00           C+0
HETATM   72  C   UNK     0      62.595 -26.386   0.000  0.00  0.00           C+0
HETATM   73  C   UNK     0      70.618 -27.813   0.000  0.00  0.00           C+0
HETATM   74  C   UNK     0      70.597 -26.273   0.000  0.00  0.00           C+0
HETATM   75  C   UNK     0      69.252 -25.522   0.000  0.00  0.00           C+0
HETATM   76  C   UNK     0      71.919 -25.485   0.000  0.00  0.00           C+0
HETATM   77  C   UNK     0      67.930 -26.311   0.000  0.00  0.00           C+0
HETATM   78  C   UNK     0      75.953 -27.738   0.000  0.00  0.00           C+0
HETATM   79  C   UNK     0      75.931 -26.198   0.000  0.00  0.00           C+0
HETATM   80  C   UNK     0      74.587 -25.447   0.000  0.00  0.00           C+0
HETATM   81  C   UNK     0      77.254 -25.409   0.000  0.00  0.00           C+0
HETATM   82  C   UNK     0      73.264 -26.236   0.000  0.00  0.00           C+0
HETATM   83  C   UNK     0      81.287 -27.663   0.000  0.00  0.00           C+0
HETATM   84  C   UNK     0      81.265 -26.123   0.000  0.00  0.00           C+0
HETATM   85  C   UNK     0      79.921 -25.372   0.000  0.00  0.00           C+0
HETATM   86  C   UNK     0      82.588 -25.334   0.000  0.00  0.00           C+0
HETATM   87  C   UNK     0      78.598 -26.160   0.000  0.00  0.00           C+0
HETATM   88  C   UNK     0      86.621 -27.587   0.000  0.00  0.00           C+0
HETATM   89  C   UNK     0      86.599 -26.047   0.000  0.00  0.00           C+0
HETATM   90  C   UNK     0      85.255 -25.296   0.000  0.00  0.00           C+0
HETATM   91  C   UNK     0      87.922 -25.259   0.000  0.00  0.00           C+0
HETATM   92  C   UNK     0      83.932 -26.085   0.000  0.00  0.00           C+0
HETATM   93  O   UNK     0      11.908 -29.937   0.000  0.00  0.00           O+0
HETATM   94  C   UNK     0      11.853 -33.114   0.000  0.00  0.00           C+0
HETATM   95  C   UNK     0      11.886 -34.653   0.000  0.00  0.00           C+0
HETATM   96  O   UNK     0      10.503 -32.372   0.000  0.00  0.00           O+0
HETATM   97  C   UNK     0      10.569 -35.451   0.000  0.00  0.00           C+0
HETATM   98  C   UNK     0       9.186 -33.170   0.000  0.00  0.00           C+0
HETATM   99  C   UNK     0       9.219 -34.710   0.000  0.00  0.00           C+0
HETATM  100  C   UNK     0       7.837 -32.428   0.000  0.00  0.00           C+0
HETATM  101  N   UNK     0       7.902 -35.508   0.000  0.00  0.00           N+0
HETATM  102  O   UNK     0      10.601 -36.991   0.000  0.00  0.00           O+0
HETATM  103  O   UNK     0      13.235 -35.395   0.000  0.00  0.00           O+0
HETATM  104  C   UNK     0       7.934 -37.047   0.000  0.00  0.00           C+0
HETATM  105  C   UNK     0       6.617 -37.845   0.000  0.00  0.00           C+0
HETATM  106  O   UNK     0       9.284 -37.789   0.000  0.00  0.00           O+0
CONECT    1    2    3   10                                                  
CONECT    2    1    4    9                                                  
CONECT    3    1    5                                                       
CONECT    4    2    6    8                                                  
CONECT    5    3    6   19                                                  
CONECT    6    4    5    7                                                  
CONECT    7    6   24                                                       
CONECT    8    4                                                            
CONECT    9    2   21                                                       
CONECT   10    1   11                                                       
CONECT   11   12   13   14   10                                             
CONECT   12   11                                                            
CONECT   13   11   15                                                       
CONECT   14   11                                                            
CONECT   15   16   17   18   13                                             
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   15   42                                                       
CONECT   19    5   20                                                       
CONECT   20   19                                                            
CONECT   21    9   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24   25   26    7                                                  
CONECT   25   24   27   32                                                  
CONECT   26   24   28                                                       
CONECT   27   25   29   31                                                  
CONECT   28   26   29   33                                                  
CONECT   29   27   28   30                                                  
CONECT   30   29   94                                                       
CONECT   31   27                                                            
CONECT   32   25   35                                                       
CONECT   33   28   34   93                                                  
CONECT   34   33                                                            
CONECT   35   32   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35                                                            
CONECT   38   39                                                            
CONECT   39   38   40   41                                                  
CONECT   40   39   42                                                       
CONECT   41   39   47                                                       
CONECT   42   40   18                                                       
CONECT   43   44                                                            
CONECT   44   43   45   46                                                  
CONECT   45   44   47                                                       
CONECT   46   44   52                                                       
CONECT   47   45   41                                                       
CONECT   48   49                                                            
CONECT   49   48   50   51                                                  
CONECT   50   49   52                                                       
CONECT   51   49   57                                                       
CONECT   52   50   46                                                       
CONECT   53   54                                                            
CONECT   54   53   55   56                                                  
CONECT   55   54   57                                                       
CONECT   56   54   62                                                       
CONECT   57   55   51                                                       
CONECT   58   59                                                            
CONECT   59   58   60   61                                                  
CONECT   60   59   62                                                       
CONECT   61   59   67                                                       
CONECT   62   60   56                                                       
CONECT   63   64                                                            
CONECT   64   63   65   66                                                  
CONECT   65   64   67                                                       
CONECT   66   64   72                                                       
CONECT   67   65   61                                                       
CONECT   68   69                                                            
CONECT   69   68   70   71                                                  
CONECT   70   69   72                                                       
CONECT   71   69   77                                                       
CONECT   72   70   66                                                       
CONECT   73   74                                                            
CONECT   74   73   75   76                                                  
CONECT   75   74   77                                                       
CONECT   76   74   82                                                       
CONECT   77   75   71                                                       
CONECT   78   79                                                            
CONECT   79   78   80   81                                                  
CONECT   80   79   82                                                       
CONECT   81   79   87                                                       
CONECT   82   80   76                                                       
CONECT   83   84                                                            
CONECT   84   83   85   86                                                  
CONECT   85   84   87                                                       
CONECT   86   84   92                                                       
CONECT   87   85   81                                                       
CONECT   88   89                                                            
CONECT   89   88   90   91                                                  
CONECT   90   89   92                                                       
CONECT   91   89                                                            
CONECT   92   90   86                                                       
CONECT   93   33                                                            
CONECT   94   95   96   30                                                  
CONECT   95   94   97  103                                                  
CONECT   96   94   98                                                       
CONECT   97   95   99  102                                                  
CONECT   98   96   99  100                                                  
CONECT   99   97   98  101                                                  
CONECT  100   98                                                            
CONECT  101   99  104                                                       
CONECT  102   97                                                            
CONECT  103   95                                                            
CONECT  104  101  105  106                                                  
CONECT  105  104                                                            
CONECT  106  104                                                            
MASTER        0    0    0    0    0    0    0    0  106    0  216    0
END

View in JSmol

Synonyms

Value	Source
Undecaprenyl N-acetyl-glucosaminyl-N-acetyl-mannosaminuronic acid-4-acetamido-4,6-dideoxy-D-galactose pyrophosphoric acid	Generator
C55-PP-GlcNAc-mannaca-fuc4nac	HMDB
Lipid III	HMDB
ManNAcA-glcnac-fuc4nac-PP-lipid	HMDB
ManNAcA-glcnac-fuc4nac-pyrophosphorylundecaprenol	HMDB
Undecaprenyl-diphospho N-acetylglucosamine-N-acetylmannosaminuronate-N-acetamido-4,6-dideoxy-D-galactose	HMDB
Ceramide nonasaccharide	HMDB

Chemical Formula

C₇₉H₁₂₉N₃O₂₂P₂

Average Mass

1534.8240 Da

Monoisotopic Mass

1533.85430 Da

IUPAC Name

(2S,3S,4R,5S,6R)-5-acetamido-3-{[(2R,3R,4S,6R)-5-acetamido-3,4-dihydroxy-6-methyloxan-2-yl]oxy}-6-{[(2R,3S,4R,5R,6R)-5-acetamido-4-hydroxy-6-{[hydroxy({[hydroxy({[(2E,6E,10E,14E,18E,22E,26E,30E,34E,38E)-3,7,11,15,19,23,27,31,35,39,43-undecamethyltetratetraconta-2,6,10,14,18,22,26,30,34,38,42-undecaen-1-yl]oxy})phosphoryl]oxy})phosphoryl]oxy}-2-(hydroxymethyl)oxan-3-yl]oxy}-4-hydroxyoxane-2-carboxylic acid

Traditional Name

(2S,3S,4R,5S,6R)-5-acetamido-3-{[(2R,3R,4S,6R)-5-acetamido-3,4-dihydroxy-6-methyloxan-2-yl]oxy}-6-{[(2R,3S,4R,5R,6R)-5-acetamido-4-hydroxy-6-{[hydroxy({hydroxy[(2E,6E,10E,14E,18E,22E,26E,30E,34E,38E)-3,7,11,15,19,23,27,31,35,39,43-undecamethyltetratetraconta-2,6,10,14,18,22,26,30,34,38,42-undecaen-1-yl]oxyphosphoryl}oxy)phosphoryl]oxy}-2-(hydroxymethyl)oxan-3-yl]oxy}-4-hydroxyoxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

OC[C@H]1O[C@H](OP(=O)(O)OP(=O)(O)OC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)[C@H](NC(C)=O)[C@@H](O)[C@@H]1O[C@@H]1O[C@H](C(=O)O)[C@@H](O[C@H]2O[C@H](C)C(NC(C)=O)[C@H](O)[C@H]2O)[C@H](O)[C@@H]1NC(=O)C

InChI Identifier

InChI=1S/C79H129N3O22P2/c1-50(2)27-17-28-51(3)29-18-30-52(4)31-19-32-53(5)33-20-34-54(6)35-21-36-55(7)37-22-38-56(8)39-23-40-57(9)41-24-42-58(10)43-25-44-59(11)45-26-46-60(12)47-48-97-105(93,94)104-106(95,96)103-78-68(82-64(16)86)70(88)73(65(49-83)99-78)100-77-67(81-63(15)85)71(89)74(75(102-77)76(91)92)101-79-72(90)69(87)66(61(13)98-79)80-62(14)84/h27,29,31,33,35,37,39,41,43,45,47,61,65-75,77-79,83,87-90H,17-26,28,30,32,34,36,38,40,42,44,46,48-49H2,1-16H3,(H,80,84)(H,81,85)(H,82,86)(H,91,92)(H,93,94)(H,95,96)/b51-29+,52-31+,53-33+,54-35+,55-37+,56-39+,57-41+,58-43+,59-45+,60-47+/t61-,65-,66?,67+,68-,69+,70-,71-,72-,73-,74+,75+,77-,78-,79-/m1/s1

InChI Key

PSONHUYFSWYIME-JNYPHZTQSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	FooDB
Anser anser	FooDB	FooDB
Bison bison	FooDB	FooDB
Bos taurus	FooDB	FooDB
Bos taurus X Bison bison	FooDB	FooDB
Bubalus bubalis	FooDB	FooDB
Capra aegagrus hircus	FooDB	FooDB
Cervidae	FooDB	FooDB
Cervus canadensis	FooDB	FooDB
Columba	FooDB	FooDB
Columbidae	FooDB	FooDB
Dromaius novaehollandiae	FooDB	FooDB
Equus caballus	FooDB	FooDB
Gallus gallus	FooDB	FooDB
Lagopus muta	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Melanitta fusca	FooDB	FooDB
Meleagris gallopavo	FooDB	FooDB
Numida meleagris	FooDB	FooDB
Odocoileus	FooDB	FooDB
Oryctolagus	FooDB	FooDB
Ovis aries	FooDB	FooDB
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Struthio camelus	FooDB	FooDB
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	FooDB

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrimidine ribonucleoside diphosphates. These are pyrimidine ribonucleotides with diphosphate group linked to the ribose moiety.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Pyrimidine nucleotides

Sub Class

Pyrimidine ribonucleotides

Direct Parent

Pyrimidine ribonucleoside diphosphates

Alternative Parents

Substituents

Pyrimidine ribonucleoside diphosphate
Pentose phosphate
Pentose-5-phosphate
Glycosyl compound
N-glycosyl compound
Monosaccharide phosphate
Organic pyrophosphate
Pyrimidone
Monoalkyl phosphate
Hydropyrimidine
Monosaccharide
Organic phosphoric acid derivative
Phosphoric acid ester
Pyrimidine
Alkyl phosphate
Vinylogous amide
Heteroaromatic compound
Tetrahydrofuran
Tertiary alcohol
Secondary alcohol
Lactam
Urea
Azacycle
Oxacycle
Organoheterocyclic compound
Alcohol
Organic oxide
Organic nitrogen compound
Organopnictogen compound
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Primary alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	6.83	ALOGPS
logP	11.82	ChemAxon
logS	-5.7	ALOGPS
pKa (Strongest Acidic)	1.72	ChemAxon
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	19	ChemAxon
Hydrogen Donor Count	11	ChemAxon
Polar Surface Area	374.19 Å²	ChemAxon
Rotatable Bond Count	46	ChemAxon
Refractivity	415.75 m³·mol⁻¹	ChemAxon
Polarizability	172.9 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0012307

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB028930

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53481400

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Rick PD, Barr K, Sankaran K, Kajimura J, Rush JS, Waechter CJ: Evidence that the wzxE gene of Escherichia coli K-12 encodes a protein involved in the transbilayer movement of a trisaccharide-lipid intermediate in the assembly of enterobacterial common antigen. J Biol Chem. 2003 May 9;278(19):16534-42. doi: 10.1074/jbc.M301750200. Epub 2003 Mar 5. [PubMed:12621029 ]

Showing NP-Card for Undecaprenyl N-acetyl-glucosaminyl-N-acetyl-mannosaminuronate-4-acetamido-4,6-dideoxy-D-galactose pyrophosphate (NP0092017)

MOL for NP0092017 (Undecaprenyl N-acetyl-glucosaminyl-N-acetyl-mannosaminuronate-4-acetamido-4,6-dideoxy-D-galactose pyrophosphate)

3D MOL for NP0092017 (Undecaprenyl N-acetyl-glucosaminyl-N-acetyl-mannosaminuronate-4-acetamido-4,6-dideoxy-D-galactose pyrophosphate)

3D SDF for NP0092017 (Undecaprenyl N-acetyl-glucosaminyl-N-acetyl-mannosaminuronate-4-acetamido-4,6-dideoxy-D-galactose pyrophosphate)

3D-SDF for NP0092017 (Undecaprenyl N-acetyl-glucosaminyl-N-acetyl-mannosaminuronate-4-acetamido-4,6-dideoxy-D-galactose pyrophosphate)

PDB for NP0092017 (Undecaprenyl N-acetyl-glucosaminyl-N-acetyl-mannosaminuronate-4-acetamido-4,6-dideoxy-D-galactose pyrophosphate)

3D PDB for NP0092017 (Undecaprenyl N-acetyl-glucosaminyl-N-acetyl-mannosaminuronate-4-acetamido-4,6-dideoxy-D-galactose pyrophosphate)

SMILES for NP0092017 (Undecaprenyl N-acetyl-glucosaminyl-N-acetyl-mannosaminuronate-4-acetamido-4,6-dideoxy-D-galactose pyrophosphate)

INCHI for NP0092017 (Undecaprenyl N-acetyl-glucosaminyl-N-acetyl-mannosaminuronate-4-acetamido-4,6-dideoxy-D-galactose pyrophosphate)

Structure for NP0092017 (Undecaprenyl N-acetyl-glucosaminyl-N-acetyl-mannosaminuronate-4-acetamido-4,6-dideoxy-D-galactose pyrophosphate)

3D Structure for NP0092017 (Undecaprenyl N-acetyl-glucosaminyl-N-acetyl-mannosaminuronate-4-acetamido-4,6-dideoxy-D-galactose pyrophosphate)