NP-MRD: Showing NP-Card for [(1s,2r,3r,4s,5s)-4-amino-3-[n,n-dimethyl-(c-hydroxycarbonimidoyl)amino]-1,2-dihydroxy-5-{[3-(2-hydroxyacetyl)phenyl]amino}-3-(1-hydroxyethyl)-2-methylcyclopentyl]methyl 2-hydroxy-6-methylbenzoate (NP0183131)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-03 21:59:10 UTC

Updated at

2022-09-03 21:59:10 UTC

NP-MRD ID

NP0183131

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[(1s,2r,3r,4s,5s)-4-amino-3-[n,n-dimethyl-(c-hydroxycarbonimidoyl)amino]-1,2-dihydroxy-5-{[3-(2-hydroxyacetyl)phenyl]amino}-3-(1-hydroxyethyl)-2-methylcyclopentyl]methyl 2-hydroxy-6-methylbenzoate

Description

8''-Hydroxypactamycin belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group. [(1s,2r,3r,4s,5s)-4-amino-3-[n,n-dimethyl-(c-hydroxycarbonimidoyl)amino]-1,2-dihydroxy-5-{[3-(2-hydroxyacetyl)phenyl]amino}-3-(1-hydroxyethyl)-2-methylcyclopentyl]methyl 2-hydroxy-6-methylbenzoate was first documented in 1986 (PMID: 3818452). Based on a literature review very few articles have been published on 8''-Hydroxypactamycin.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309032223592D          

 41 43  0  0  1  0            999 V2000
    1.3454    1.9379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5385    2.1094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2835    2.8940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5235    3.0656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0755    2.4525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8205    1.6679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3726    1.0548    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0136    1.4963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2414    0.7117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0483    0.5402    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3107    0.0986    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0557   -0.6860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6078   -1.2991    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1598   -0.6860    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2752   -1.7840    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0598   -1.5291    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6729   -2.0811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5014   -2.8881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1145   -3.4401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8991   -3.1852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0706   -2.3782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8553   -2.1233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0268   -1.3163    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4684   -2.6753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2530   -2.4204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4575   -1.8262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0203   -2.5687    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5052   -3.2361    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1953   -2.5687    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6117   -2.7402    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8666   -3.5248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3146   -4.1379    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6736   -3.6963    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2257   -3.0832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9286   -4.4809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2815   -3.3891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0352   -3.7247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0266   -4.1738    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0597   -1.7840    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8684   -1.9471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6181   -1.1767    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  2  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 13 12  1  6  0  0  0
 13 14  1  1  0  0  0
 13 15  1  0  0  0  0
 15 16  1  6  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 21 26  2  0  0  0  0
 17 26  1  0  0  0  0
 15 27  1  0  0  0  0
 27 28  1  1  0  0  0
 27 29  1  0  0  0  0
 29 30  1  1  0  0  0
 30 31  2  0  0  0  0
 31 32  1  4  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 29 36  1  6  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 29 39  1  0  0  0  0
 13 39  1  0  0  0  0
 39 40  1  1  0  0  0
 39 41  1  6  0  0  0
M  END

     RDKit          3D

 79 81  0  0  0  0  0  0  0  0999 V2000
   -3.5981   -4.0363   -2.7456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0647   -3.8067   -1.3528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0953   -4.6499   -0.9214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5585   -4.4747    0.3559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0500   -3.5240    1.1883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0184   -2.6829    0.7510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5856   -1.7616    1.6785 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5300   -2.8317   -0.5257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750   -1.9896   -1.0080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0592   -2.1755   -2.2104 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8277   -0.9749   -0.3306 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8022   -0.2357   -0.9553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2304    0.7981   -0.0951 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2954    1.6446    0.2976 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5752    0.4848    1.0828 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6725   -0.4164    0.8983 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6067   -1.8336    0.7871 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5212   -2.5616    1.1854 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230   -3.9184    1.0283 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6339   -4.5596    0.4618 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7533   -3.8791    0.0435 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9307   -4.4502   -0.5455 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8801   -3.6461   -0.8694 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1821   -5.8508   -0.8240 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2045   -6.7387   -0.5058 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6810   -2.4857    0.2357 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1560    1.8514    1.4212 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2282    2.5137    2.3376 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2626    2.6558    0.1844 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4976    3.8593    0.1870 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4778    4.8293    0.9948 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2284    4.9848    2.1416 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4268    5.9213    0.7133 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1876    6.4650    1.8108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5800    6.4644   -0.6102 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6646    2.9534   -0.2698 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5169    3.7385    0.6377 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5904    3.4979   -1.5497 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6983    1.7244   -0.9025 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1330    2.4089   -1.9147 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6733    0.9031   -1.4470 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2243   -4.8294   -3.2355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5262   -4.3353   -2.7888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7860   -3.1316   -3.3518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5095   -5.4081   -1.5673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3624   -5.1114    0.7340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4506   -3.4251    2.1904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8774   -1.1119    1.5193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3233    0.3030   -1.8062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0736   -0.8863   -1.4808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0500    1.0400    0.5288 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0167    0.1585    1.9806 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6290   -0.0092    0.8414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3215   -2.0420    1.6309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3268   -4.5360    1.3339 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6138   -5.6351    0.3473 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1876   -6.1905   -0.4324 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3088   -5.9197   -1.9612 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5267   -7.6260   -0.2052 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5593   -1.9316   -0.0906 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1302    1.6569    1.9228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6546    1.9703    2.4814 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7183    2.5611    3.2713 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8661    5.1425    3.0572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1053    5.8247    1.9479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6111    6.5135    2.7493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4966    7.5242    1.5965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4170    7.5423   -0.6827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6228    6.1993   -0.9451 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0853    5.8970   -1.3135 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1446    1.9374   -0.4254 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4635    3.4966    1.6952 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6051    3.5756    0.3603 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3767    4.8321    0.4560 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4058    3.3446   -2.0767 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1696    3.4444   -2.1481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0330    1.8378   -2.8840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2186    2.4238   -1.7048 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5429    0.6885   -2.3833 H   0  0  0  0  0  0  0  0  0  0  0  0
 37 36  1  0
 36 38  1  0
 36 29  1  0
 29 30  1  1
 30 31  2  0
 31 32  1  0
 31 33  1  0
 33 34  1  0
 33 35  1  0
 29 27  1  0
 27 28  1  0
 27 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 26  2  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 15 13  1  0
 13 14  1  1
 13 12  1  0
 12 11  1  0
 11  9  1  0
  9 10  2  0
  9  8  1  0
  8  6  2  0
  6  7  1  0
  6  5  1  0
  5  4  2  0
  4  3  1  0
  3  2  2  0
  2  1  1  0
 13 39  1  0
 39 40  1  0
 39 41  1  6
 39 29  1  0
 26 17  1  0
  2  8  1  0
 37 72  1  0
 37 73  1  0
 37 74  1  0
 36 71  1  6
 38 75  1  0
 32 64  1  0
 34 65  1  0
 34 66  1  0
 34 67  1  0
 35 68  1  0
 35 69  1  0
 35 70  1  0
 27 61  1  1
 28 62  1  0
 28 63  1  0
 15 52  1  1
 16 53  1  0
 18 54  1  0
 19 55  1  0
 20 56  1  0
 26 60  1  0
 24 57  1  0
 24 58  1  0
 25 59  1  0
 14 51  1  0
 12 49  1  0
 12 50  1  0
  7 48  1  0
  5 47  1  0
  4 46  1  0
  3 45  1  0
  1 42  1  0
  1 43  1  0
  1 44  1  0
 40 76  1  0
 40 77  1  0
 40 78  1  0
 41 79  1  0
M  END


  Mrv1652309032223592D          

 41 43  0  0  1  0            999 V2000
    1.3454    1.9379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5385    2.1094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2835    2.8940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5235    3.0656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0755    2.4525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8205    1.6679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3726    1.0548    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0136    1.4963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2414    0.7117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0483    0.5402    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3107    0.0986    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0557   -0.6860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6078   -1.2991    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1598   -0.6860    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2752   -1.7840    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0598   -1.5291    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6729   -2.0811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5014   -2.8881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1145   -3.4401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8991   -3.1852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0706   -2.3782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8553   -2.1233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0268   -1.3163    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4684   -2.6753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2530   -2.4204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4575   -1.8262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0203   -2.5687    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5052   -3.2361    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1953   -2.5687    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6117   -2.7402    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8666   -3.5248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3146   -4.1379    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6736   -3.6963    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2257   -3.0832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9286   -4.4809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2815   -3.3891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0352   -3.7247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0266   -4.1738    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0597   -1.7840    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8684   -1.9471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6181   -1.1767    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  2  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 13 12  1  6  0  0  0
 13 14  1  1  0  0  0
 13 15  1  0  0  0  0
 15 16  1  6  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 21 26  2  0  0  0  0
 17 26  1  0  0  0  0
 15 27  1  0  0  0  0
 27 28  1  1  0  0  0
 27 29  1  0  0  0  0
 29 30  1  1  0  0  0
 30 31  2  0  0  0  0
 31 32  1  4  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 29 36  1  6  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 29 39  1  0  0  0  0
 13 39  1  0  0  0  0
 39 40  1  1  0  0  0
 39 41  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0183131

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(O)[C@]1(N=C(O)N(C)C)[C@@H](N)[C@H](NC2=CC=CC(=C2)C(=O)CO)[C@](O)(COC(=O)C2=C(O)C=CC=C2C)[C@]1(C)O

> <INCHI_IDENTIFIER>
InChI=1S/C28H38N4O9/c1-15-8-6-11-19(35)21(15)24(37)41-14-27(40)23(30-18-10-7-9-17(12-18)20(36)13-33)22(29)28(16(2)34,26(27,3)39)31-25(38)32(4)5/h6-12,16,22-23,30,33-35,39-40H,13-14,29H2,1-5H3,(H,31,38)/t16?,22-,23-,26-,27+,28-/m0/s1

> <INCHI_KEY>
REZOEBXINKYJRQ-HTTUFWJVSA-N

> <FORMULA>
C28H38N4O9

> <MOLECULAR_WEIGHT>
574.631

> <EXACT_MASS>
574.26387882

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
79

> <JCHEM_AVERAGE_POLARIZABILITY>
59.40226003479221

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(1S,2R,3R,4S,5S)-4-amino-3-[N,N-dimethyl-(C-hydroxycarbonimidoyl)amino]-1,2-dihydroxy-5-{[3-(2-hydroxyacetyl)phenyl]amino}-3-(1-hydroxyethyl)-2-methylcyclopentyl]methyl 2-hydroxy-6-methylbenzoate

> <JCHEM_LOGP>
-0.8934855281211871

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.852815915208044

> <JCHEM_PKA_STRONGEST_ACIDIC>
-4.468031263171814

> <JCHEM_PKA_STRONGEST_BASIC>
15.661530507954394

> <JCHEM_POLAR_SURFACE_AREA>
218.4

> <JCHEM_REFRACTIVITY>
150.32150000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
[(1S,2R,3R,4S,5S)-4-amino-3-[N,N-dimethyl-(C-hydroxycarbonimidoyl)amino]-1,2-dihydroxy-5-{[3-(2-hydroxyacetyl)phenyl]amino}-3-(1-hydroxyethyl)-2-methylcyclopentyl]methyl 2-hydroxy-6-methylbenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  C   UNK     0       2.511   3.617   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.005   3.938   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.529   5.402   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.977   5.722   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.008   4.578   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.532   3.113   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -2.562   1.969   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -0.025   2.793   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.451   1.329   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       1.957   1.008   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      -0.580   0.184   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -0.104  -1.281   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.134  -2.425   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -2.165  -1.281   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -2.380  -3.330   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0      -3.845  -2.854   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0      -4.989  -3.885   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -4.669  -5.391   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -5.814  -6.422   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -7.278  -5.946   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -7.599  -4.439   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -9.063  -3.963   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -9.383  -2.457   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0     -10.208  -4.994   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0     -11.672  -4.518   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -6.454  -3.409   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -1.904  -4.795   0.000  0.00  0.00           C+0
HETATM   28  N   UNK     0      -2.810  -6.041   0.000  0.00  0.00           N+0
HETATM   29  C   UNK     0      -0.364  -4.795   0.000  0.00  0.00           C+0
HETATM   30  N   UNK     0       1.142  -5.115   0.000  0.00  0.00           N+0
HETATM   31  C   UNK     0       1.618  -6.580   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       0.587  -7.724   0.000  0.00  0.00           O+0
HETATM   33  N   UNK     0       3.124  -6.900   0.000  0.00  0.00           N+0
HETATM   34  C   UNK     0       4.155  -5.755   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       3.600  -8.364   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -0.525  -6.326   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -1.932  -6.953   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      -0.050  -7.791   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0       0.111  -3.330   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       1.621  -3.635   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0       1.154  -2.197   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    8                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    2    9                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15   39                                             
CONECT   14   13                                                            
CONECT   15   13   16   27                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   26                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   26                                                  
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24                                                            
CONECT   26   21   17                                                       
CONECT   27   15   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30   36   39                                             
CONECT   30   29   31                                                       
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33                                                            
CONECT   36   29   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36                                                            
CONECT   39   29   13   40   41                                             
CONECT   40   39                                                            
CONECT   41   39                                                            
MASTER        0    0    0    0    0    0    0    0   41    0   86    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₈H₃₈N₄O₉

Average Mass

574.6310 Da

Monoisotopic Mass

574.26388 Da

IUPAC Name

[(1S,2R,3R,4S,5S)-4-amino-3-[N,N-dimethyl-(C-hydroxycarbonimidoyl)amino]-1,2-dihydroxy-5-{[3-(2-hydroxyacetyl)phenyl]amino}-3-(1-hydroxyethyl)-2-methylcyclopentyl]methyl 2-hydroxy-6-methylbenzoate

Traditional Name

[(1S,2R,3R,4S,5S)-4-amino-3-[N,N-dimethyl-(C-hydroxycarbonimidoyl)amino]-1,2-dihydroxy-5-{[3-(2-hydroxyacetyl)phenyl]amino}-3-(1-hydroxyethyl)-2-methylcyclopentyl]methyl 2-hydroxy-6-methylbenzoate

CAS Registry Number

Not Available

SMILES

CC(O)[C@]1(N=C(O)N(C)C)[C@@H](N)[C@H](NC2=CC=CC(=C2)C(=O)CO)[C@](O)(COC(=O)C2=C(O)C=CC=C2C)[C@]1(C)O

InChI Identifier

InChI=1S/C28H38N4O9/c1-15-8-6-11-19(35)21(15)24(37)41-14-27(40)23(30-18-10-7-9-17(12-18)20(36)13-33)22(29)28(16(2)34,26(27,3)39)31-25(38)32(4)5/h6-12,16,22-23,30,33-35,39-40H,13-14,29H2,1-5H3,(H,31,38)/t16?,22-,23-,26-,27+,28-/m0/s1

InChI Key

REZOEBXINKYJRQ-HTTUFWJVSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Alkyl-phenylketones

Alternative Parents

Substituents

Alkyl-phenylketone
O-hydroxybenzoic acid ester
Salicylic acid or derivatives
Monoterpenoid
Monocyclic monoterpenoid
11-noriridane monoterpenoid
Benzoate ester
Aromatic monoterpenoid
Benzoic acid or derivatives
Phenylalkylamine
Aniline or substituted anilines
Aryl alkyl ketone
M-cresol
Benzoyl
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Toluene
Secondary aliphatic/aromatic amine
Phenol
Benzenoid
Cyclopentanol
Monocyclic benzene moiety
Vinylogous acid
Tertiary alcohol
Cyclic alcohol
Alpha-hydroxy ketone
1,3-aminoalcohol
Urea
Secondary alcohol
Carbonic acid derivative
Carboxylic acid ester
Amino acid or derivatives
1,2-aminoalcohol
Secondary amine
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic nitrogen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Primary amine
Primary alcohol
Organonitrogen compound
Primary aliphatic amine
Amine
Alcohol
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	-0.89	ChemAxon
pKa (Strongest Acidic)	-4.5	ChemAxon
pKa (Strongest Basic)	15.66	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	218.4 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	150.32 m³·mol⁻¹	ChemAxon
Polarizability	59.4 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

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00017796

Chemspider ID

114041

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

128681

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Dobashi K, Isshiki K, Sawa T, Obata T, Hamada M, Naganawa H, Takita T, Takeuchi T, Umezawa H, Bei HS, et al.: 8''-Hydroxypactamycin and 7-deoxypactamycin, new members of the pactamycin group. J Antibiot (Tokyo). 1986 Dec;39(12):1779-83. doi: 10.7164/antibiotics.39.1779. [PubMed:3818452 ]
LOTUS database [Link]

Showing NP-Card for [(1s,2r,3r,4s,5s)-4-amino-3-[n,n-dimethyl-(c-hydroxycarbonimidoyl)amino]-1,2-dihydroxy-5-{[3-(2-hydroxyacetyl)phenyl]amino}-3-(1-hydroxyethyl)-2-methylcyclopentyl]methyl 2-hydroxy-6-methylbenzoate (NP0183131)

MOL for NP0183131 ([(1s,2r,3r,4s,5s)-4-amino-3-[n,n-dimethyl-(c-hydroxycarbonimidoyl)amino]-1,2-dihydroxy-5-{[3-(2-hydroxyacetyl)phenyl]amino}-3-(1-hydroxyethyl)-2-methylcyclopentyl]methyl 2-hydroxy-6-methylbenzoate)

3D MOL for NP0183131 ([(1s,2r,3r,4s,5s)-4-amino-3-[n,n-dimethyl-(c-hydroxycarbonimidoyl)amino]-1,2-dihydroxy-5-{[3-(2-hydroxyacetyl)phenyl]amino}-3-(1-hydroxyethyl)-2-methylcyclopentyl]methyl 2-hydroxy-6-methylbenzoate)

3D SDF for NP0183131 ([(1s,2r,3r,4s,5s)-4-amino-3-[n,n-dimethyl-(c-hydroxycarbonimidoyl)amino]-1,2-dihydroxy-5-{[3-(2-hydroxyacetyl)phenyl]amino}-3-(1-hydroxyethyl)-2-methylcyclopentyl]methyl 2-hydroxy-6-methylbenzoate)

3D-SDF for NP0183131 ([(1s,2r,3r,4s,5s)-4-amino-3-[n,n-dimethyl-(c-hydroxycarbonimidoyl)amino]-1,2-dihydroxy-5-{[3-(2-hydroxyacetyl)phenyl]amino}-3-(1-hydroxyethyl)-2-methylcyclopentyl]methyl 2-hydroxy-6-methylbenzoate)

PDB for NP0183131 ([(1s,2r,3r,4s,5s)-4-amino-3-[n,n-dimethyl-(c-hydroxycarbonimidoyl)amino]-1,2-dihydroxy-5-{[3-(2-hydroxyacetyl)phenyl]amino}-3-(1-hydroxyethyl)-2-methylcyclopentyl]methyl 2-hydroxy-6-methylbenzoate)

3D PDB for NP0183131 ([(1s,2r,3r,4s,5s)-4-amino-3-[n,n-dimethyl-(c-hydroxycarbonimidoyl)amino]-1,2-dihydroxy-5-{[3-(2-hydroxyacetyl)phenyl]amino}-3-(1-hydroxyethyl)-2-methylcyclopentyl]methyl 2-hydroxy-6-methylbenzoate)

SMILES for NP0183131 ([(1s,2r,3r,4s,5s)-4-amino-3-[n,n-dimethyl-(c-hydroxycarbonimidoyl)amino]-1,2-dihydroxy-5-{[3-(2-hydroxyacetyl)phenyl]amino}-3-(1-hydroxyethyl)-2-methylcyclopentyl]methyl 2-hydroxy-6-methylbenzoate)

INCHI for NP0183131 ([(1s,2r,3r,4s,5s)-4-amino-3-[n,n-dimethyl-(c-hydroxycarbonimidoyl)amino]-1,2-dihydroxy-5-{[3-(2-hydroxyacetyl)phenyl]amino}-3-(1-hydroxyethyl)-2-methylcyclopentyl]methyl 2-hydroxy-6-methylbenzoate)

Structure for NP0183131 ([(1s,2r,3r,4s,5s)-4-amino-3-[n,n-dimethyl-(c-hydroxycarbonimidoyl)amino]-1,2-dihydroxy-5-{[3-(2-hydroxyacetyl)phenyl]amino}-3-(1-hydroxyethyl)-2-methylcyclopentyl]methyl 2-hydroxy-6-methylbenzoate)

3D Structure for NP0183131 ([(1s,2r,3r,4s,5s)-4-amino-3-[n,n-dimethyl-(c-hydroxycarbonimidoyl)amino]-1,2-dihydroxy-5-{[3-(2-hydroxyacetyl)phenyl]amino}-3-(1-hydroxyethyl)-2-methylcyclopentyl]methyl 2-hydroxy-6-methylbenzoate)