NP-MRD: Showing NP-Card for Cyclomarin A (NP0081794)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-29 02:52:30 UTC

Updated at

2022-04-29 02:52:30 UTC

NP-MRD ID

NP0081794

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Cyclomarin A

Description

CYCLOMARIN A belongs to the class of organic compounds known as macrolactams. These are cyclic amides of amino carboxylic acids, having a 1-azacycloalkan-2-one structure, or analogues having unsaturation or heteroatoms replacing one or more carbon atoms of the ring. They are nitrogen analogues (the a nitrogen atom replacing the o atom of the cyclic carboxylic acid group ) of the naturally occurring macrolides. Cyclomarin A is found in Bacterium and Streptomyces sp. CNB-982. Based on a literature review very few articles have been published on CYCLOMARIN A.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304292204522D          

 75 79  0  0  1  0            999 V2000
   -2.2204   -7.9003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5122   -8.3234    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2080   -7.0753    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4356   -6.7855    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3005   -5.9716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5281   -5.6817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9377   -5.4476    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6828   -4.6630    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2348   -4.0499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9799   -3.2653    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0418   -4.2214    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4963   -3.5329    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3198   -3.5823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7743   -2.8937    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6888   -4.3201    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5105   -4.2462    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.9854   -4.9208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8071   -4.8468    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6386   -5.6694    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2087   -6.2657    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.9774   -7.0576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5475   -7.6539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1759   -7.2532    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0652   -8.0707    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3018   -8.3835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1910   -9.2011    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6492   -7.8789    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9409   -8.3020    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9533   -9.1269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2451   -9.5501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5245   -9.1483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2574  -10.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6985   -7.0554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7178   -8.5754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6071   -9.3929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4812   -8.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0102   -6.0701    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.5803   -6.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3490   -7.4583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9191   -8.0546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7206   -7.8590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9519   -7.0671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3818   -6.4708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2416   -5.2782    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0430   -5.0826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8573   -3.4976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1273   -2.7951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5817   -2.1065    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2127   -1.3687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6672   -0.6802    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4053   -2.1559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3547   -4.9848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8758   -4.4915    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6209   -3.7069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1637   -3.4519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1637   -2.6269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6209   -2.3720    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1058   -3.0394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8758   -1.5874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0912   -1.3324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1308   -0.8027    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7439   -0.2507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9592    0.0042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6604   -1.8423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8782   -2.2144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5927   -2.6269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5927   -3.4519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8782   -3.8644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3238   -5.1046    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7984   -7.3094    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9335   -8.1233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0260   -7.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6112   -7.5435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4761   -8.3574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3836   -7.2536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  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
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
  1 28  1  0  0  0  0
 28 29  1  6  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 27 33  1  0  0  0  0
 24 34  1  6  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 20 37  1  6  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 38 43  1  0  0  0  0
 37 44  1  1  0  0  0
 44 45  1  0  0  0  0
 16 46  1  6  0  0  0
 12 47  1  6  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 48 51  1  1  0  0  0
 11 52  1  0  0  0  0
  8 53  1  6  0  0  0
 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
 55 56  1  0  0  0  0
 56 57  1  0  0  0  0
 57 58  1  0  0  0  0
 54 58  2  0  0  0  0
 57 59  1  0  0  0  0
 59 60  1  0  0  0  0
 61 59  1  6  0  0  0
 61 62  1  0  0  0  0
 62 63  1  0  0  0  0
 61 63  1  0  0  0  0
 59 64  1  0  0  0  0
 56 65  2  0  0  0  0
 65 66  1  0  0  0  0
 66 67  2  0  0  0  0
 67 68  1  0  0  0  0
 55 68  2  0  0  0  0
 53 69  1  1  0  0  0
  4 70  1  6  0  0  0
 70 71  1  1  0  0  0
 70 72  1  0  0  0  0
 72 73  2  0  0  0  0
 73 74  1  0  0  0  0
 73 75  1  0  0  0  0
M  END

     RDKit          3D

157161  0  0  0  0  0  0  0  0999 V2000
   -5.5089   -3.7813    2.4523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7554   -3.6223    1.0930 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0931   -2.2859    0.7912 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.4718   -2.2172    0.2598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8964   -2.8839   -0.8683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2035   -2.8096   -1.3044 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1445   -2.0561   -0.6184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7369   -1.3844    0.5099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4120   -1.4748    0.9305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0423   -1.8199   -0.1686 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7432   -1.9378    0.4619 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8224   -2.9647    0.3518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3102   -3.4086    1.4468 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3280   -3.6423   -0.8705 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4266   -4.4555   -1.5714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2045   -4.5219   -0.5906 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0849   -4.2012   -0.2112 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4894   -4.7053    0.9078 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0714   -3.3455   -0.9319 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0006   -3.3662   -2.3989 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1690   -4.6153   -3.1564 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9995   -4.2876   -4.6687 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5988   -5.1486   -3.1024 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4044   -4.1356   -3.6537 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3871   -3.4127   -0.3482 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8314   -4.4948    0.5059 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3357   -2.3669   -0.5806 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5707   -2.6612   -0.7794 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9993   -0.9260   -0.6120 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1102   -0.1950   -1.3188 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3030   -0.7369   -2.5828 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3717   -0.1461   -0.5794 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6241   -0.5664    0.6990 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9204   -0.3090    0.9587 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5624   -0.6141    2.2375 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.6501   -1.4921    3.0743 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7511    0.6659    3.0523 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8772   -1.3176    2.0880 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.9537   -2.5796    1.4312 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0145   -2.5683    2.8456 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5285    0.2616   -0.0950 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8034    0.7130   -0.3642 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1278    1.2639   -1.5771 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1737    1.3872   -2.5880 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9019    0.9304   -2.3037 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5445    0.3710   -1.0905 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7313   -0.4447    0.7262 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6066    0.8863    1.1476 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3452    1.3017    2.0576 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5991    1.8531    0.5392 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3415    3.1760    0.3546 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7829    3.8694    1.5774 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9325    3.9341   -0.8242 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8735    5.1858   -1.1119 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3745    5.5731   -2.4919 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2581    6.2924   -0.2409 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4957    1.9500    1.4854 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8478    1.6738    1.4296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2456    0.5218    1.9235 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0351    2.4303    0.9081 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6894    3.7902    0.5291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6268    4.7635    0.0027 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8792    6.0867   -0.3110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7865    5.1937    0.8306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1098    2.2565    1.8781 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8556    2.7640    3.2129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3292    1.6100    1.6022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8353    0.8299    2.5034 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1564    1.6920    0.3847 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.6329    1.7971    0.7814 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.4826    1.8838   -0.4479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7885    3.1009    1.5395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8767    0.7405   -0.6362 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2869   -0.5657   -0.8758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0346   -0.7211   -1.9385 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2399   -4.8458    2.6045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4196   -3.6175    3.0656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6752   -3.1352    2.7533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0358   -1.7232    1.7205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1758   -3.4695   -1.4064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5697   -3.3279   -2.1947 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1720   -1.9902   -0.9551 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4065   -0.7706    1.1093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1190   -0.9507    1.8273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0132   -2.6750   -0.9347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5001   -1.1035    1.0839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9928   -2.9161   -1.6404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1599   -4.8671   -0.8814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9027   -5.3805   -1.9832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8023   -3.9667   -2.4752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4085   -5.5721   -0.6890 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6689   -2.2755   -0.6673 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8137   -2.6383   -2.7568 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0703   -2.8311   -2.7707 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4622   -5.4152   -2.9573 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8144   -5.2226   -5.2447 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8951   -3.7870   -5.0527 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1482   -3.5881   -4.7374 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6835   -6.0629   -3.7451 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9632   -5.4117   -2.1300 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1131   -4.5093   -4.2419 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6563   -4.2703    1.5837 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4851   -5.4948    0.2008 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9652   -4.5833    0.4494 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0842   -0.8433   -1.2507 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6989    0.8405   -1.5194 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0671   -1.3685   -2.6418 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9448   -1.0318    1.4188 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7292   -0.9427    3.4140 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4110   -2.4520    2.6019 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2117   -1.7143    4.0140 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7814    1.5566    2.4189 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6350    0.5223    3.6983 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8828    0.8120    3.7611 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7930   -0.7127    2.3427 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9010   -2.8791    0.9243 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0549   -2.9988    0.9525 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5514    0.6284    0.3970 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1605    1.6077   -1.7426 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4746    1.8262   -3.5252 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1594    1.0219   -3.0828 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6085   -1.1954    1.4793 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3294    1.5355   -0.4642 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4232    2.7929   -0.0614 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6220    3.2233    2.4775 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8196    4.1952    1.5276 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1022    4.7548    1.7994 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5947    3.2186   -1.6616 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6957    6.5864   -2.7720 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2705    5.5779   -2.4209 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7367    4.8205   -3.2328 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3363    7.2679   -0.8349 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4488    6.5268    0.4829 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2026    6.1472    0.3218 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8625    2.2790    2.4539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3136    1.8675   -0.0455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8140    3.6940   -0.1949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1637    4.2556    1.4262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0200    4.4382   -0.9817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0176    6.7952    0.5385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8071    5.8184   -0.3274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1762    6.4803   -1.2798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2722    4.4660    1.4553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4237    6.0109    1.5235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4899    5.7334    0.1393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0258    2.2357    3.7181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7129    2.7582    3.8852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5440    3.8360    3.1156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0005    2.7464   -0.0311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9398    1.0130    1.4559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1932    1.0331   -0.4667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8885    1.8578   -1.3896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1304    2.8077   -0.4497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1075    3.1269    2.4446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8180    3.1416    2.0036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5857    3.9911    0.9527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1982    1.1314   -1.3993 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 19 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  2  0
 27 29  1  0
 29 47  1  0
 47 48  1  0
 48 49  2  0
 48 50  1  0
 50 57  1  0
 57 58  1  0
 58 59  2  0
 58 60  1  0
 60 61  1  0
 61 62  1  0
 62 63  1  0
 62 64  1  0
 60 65  1  0
 65 66  1  0
 65 67  1  0
 67 68  2  0
 67 69  1  0
 69 73  1  0
 73 74  1  0
 74 75  2  0
 69 70  1  0
 70 71  1  0
 70 72  1  0
 50 51  1  0
 51 52  1  0
 51 53  1  0
 53 54  2  3
 54 55  1  0
 54 56  1  0
 29 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  2  0
 33 34  1  0
 34 41  1  0
 41 42  2  0
 42 43  1  0
 43 44  2  0
 44 45  1  0
 45 46  2  0
 34 35  1  0
 35 36  1  1
 35 37  1  0
 35 38  1  0
 38 39  1  0
 39 40  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
 74 10  1  0
 46 32  1  0
 40 38  1  0
  9  4  1  0
 46 41  1  0
  1 76  1  0
  1 77  1  0
  1 78  1  0
  3 79  1  1
 10 85  1  6
 11 86  1  0
 14 87  1  6
 15 88  1  0
 15 89  1  0
 15 90  1  0
 16 91  1  0
 19 92  1  1
 20 93  1  0
 20 94  1  0
 21 95  1  1
 22 96  1  0
 22 97  1  0
 22 98  1  0
 23 99  1  0
 23100  1  0
 24101  1  0
 26102  1  0
 26103  1  0
 26104  1  0
 29105  1  6
 47122  1  0
 50123  1  6
 57135  1  0
 60136  1  6
 61137  1  0
 61138  1  0
 62139  1  6
 63140  1  0
 63141  1  0
 63142  1  0
 64143  1  0
 64144  1  0
 64145  1  0
 66146  1  0
 66147  1  0
 66148  1  0
 69149  1  6
 73157  1  0
 70150  1  1
 71151  1  0
 71152  1  0
 71153  1  0
 72154  1  0
 72155  1  0
 72156  1  0
 51124  1  6
 52125  1  0
 52126  1  0
 52127  1  0
 53128  1  0
 55129  1  0
 55130  1  0
 55131  1  0
 56132  1  0
 56133  1  0
 56134  1  0
 30106  1  6
 31107  1  0
 33108  1  0
 42118  1  0
 43119  1  0
 44120  1  0
 45121  1  0
 36109  1  0
 36110  1  0
 36111  1  0
 37112  1  0
 37113  1  0
 37114  1  0
 38115  1  6
 39116  1  0
 39117  1  0
  5 80  1  0
  6 81  1  0
  7 82  1  0
  8 83  1  0
  9 84  1  0
M  END


  Mrv1652304292204522D          

 75 79  0  0  1  0            999 V2000
   -2.2204   -7.9003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5122   -8.3234    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2080   -7.0753    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4356   -6.7855    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3005   -5.9716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5281   -5.6817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9377   -5.4476    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6828   -4.6630    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2348   -4.0499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9799   -3.2653    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0418   -4.2214    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4963   -3.5329    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3198   -3.5823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7743   -2.8937    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6888   -4.3201    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5105   -4.2462    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.9854   -4.9208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8071   -4.8468    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6386   -5.6694    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2087   -6.2657    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.9774   -7.0576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5475   -7.6539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1759   -7.2532    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0652   -8.0707    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3018   -8.3835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1910   -9.2011    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6492   -7.8789    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9409   -8.3020    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9533   -9.1269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2451   -9.5501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5245   -9.1483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2574  -10.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6985   -7.0554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7178   -8.5754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6071   -9.3929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4812   -8.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0102   -6.0701    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.5803   -6.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3490   -7.4583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9191   -8.0546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7206   -7.8590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9519   -7.0671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3818   -6.4708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2416   -5.2782    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0430   -5.0826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8573   -3.4976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1273   -2.7951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5817   -2.1065    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2127   -1.3687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6672   -0.6802    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4053   -2.1559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3547   -4.9848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8758   -4.4915    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6209   -3.7069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1637   -3.4519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1637   -2.6269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6209   -2.3720    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1058   -3.0394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8758   -1.5874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0912   -1.3324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1308   -0.8027    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7439   -0.2507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9592    0.0042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6604   -1.8423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8782   -2.2144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5927   -2.6269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5927   -3.4519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8782   -3.8644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3238   -5.1046    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7984   -7.3094    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9335   -8.1233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0260   -7.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6112   -7.5435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4761   -8.3574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3836   -7.2536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  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
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
  1 28  1  0  0  0  0
 28 29  1  6  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 27 33  1  0  0  0  0
 24 34  1  6  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 20 37  1  6  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 38 43  1  0  0  0  0
 37 44  1  1  0  0  0
 44 45  1  0  0  0  0
 16 46  1  6  0  0  0
 12 47  1  6  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 48 51  1  1  0  0  0
 11 52  1  0  0  0  0
  8 53  1  6  0  0  0
 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
 55 56  1  0  0  0  0
 56 57  1  0  0  0  0
 57 58  1  0  0  0  0
 54 58  2  0  0  0  0
 57 59  1  0  0  0  0
 59 60  1  0  0  0  0
 61 59  1  6  0  0  0
 61 62  1  0  0  0  0
 62 63  1  0  0  0  0
 61 63  1  0  0  0  0
 59 64  1  0  0  0  0
 56 65  2  0  0  0  0
 65 66  1  0  0  0  0
 66 67  2  0  0  0  0
 67 68  1  0  0  0  0
 55 68  2  0  0  0  0
 53 69  1  1  0  0  0
  4 70  1  6  0  0  0
 70 71  1  1  0  0  0
 70 72  1  0  0  0  0
 72 73  2  0  0  0  0
 73 74  1  0  0  0  0
 73 75  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0081794

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CO[C@@H]([C@@H]1NC(=O)[C@H](C)NC(=O)[C@H](C[C@@H](C)CO)N(C)C(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](CC(C)C)N(C)C(=O)[C@@H](NC1=O)C(C)C)[C@H](C)C=C(C)C)[C@H](O)C1=CN(C2=CC=CC=C12)C(C)(C)[C@@H]1CO1)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C56H82N8O11/c1-30(2)24-34(8)44-52(70)60-45(47(66)38-27-64(56(10,11)42-29-75-42)39-23-19-18-22-37(38)39)55(73)63(13)41(26-33(7)28-65)50(68)57-35(9)49(67)61-46(48(74-14)36-20-16-15-17-21-36)53(71)58-43(32(5)6)54(72)62(12)40(25-31(3)4)51(69)59-44/h15-24,27,31-35,40-48,65-66H,25-26,28-29H2,1-14H3,(H,57,68)(H,58,71)(H,59,69)(H,60,70)(H,61,67)/t33-,34-,35+,40+,41+,42+,43+,44+,45+,46+,47-,48-/m1/s1

> <INCHI_KEY>
WCNJVJCYRBJSLC-BCJYPDSRSA-N

> <FORMULA>
C56H82N8O11

> <MOLECULAR_WEIGHT>
1043.317

> <EXACT_MASS>
1042.610305492

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
157

> <JCHEM_AVERAGE_POLARIZABILITY>
112.18182683624596

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3S,6S,9S,12S,15S,18S,21S)-3-[(R)-hydroxy(1-{2-[(2R)-oxiran-2-yl]propan-2-yl}-1H-indol-3-yl)methyl]-21-[(2R)-3-hydroxy-2-methylpropyl]-15-[(R)-methoxy(phenyl)methyl]-1,10,18-trimethyl-6-[(2R)-4-methylpent-3-en-2-yl]-9-(2-methylpropyl)-12-(propan-2-yl)-1,4,7,10,13,16,19-heptaazacyclohenicosane-2,5,8,11,14,17,20-heptone

> <ALOGPS_LOGP>
4.02

> <JCHEM_LOGP>
3.365425278666665

> <ALOGPS_LOGS>
-4.98

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.929442783541981

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.474609125301065

> <JCHEM_PKA_STRONGEST_BASIC>
-3.362243294498053

> <JCHEM_POLAR_SURFACE_AREA>
253.26999999999998

> <JCHEM_REFRACTIVITY>
282.8549999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.10e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3S,6S,9S,12S,15S,18S,21S)-3-[(R)-hydroxy(1-{2-[(2R)-oxiran-2-yl]propan-2-yl}indol-3-yl)methyl]-21-[(2R)-3-hydroxy-2-methylpropyl]-12-isopropyl-15-[(R)-methoxy(phenyl)methyl]-1,10,18-trimethyl-6-[(2R)-4-methylpent-3-en-2-yl]-9-(2-methylpropyl)-1,4,7,10,13,16,19-heptaazacyclohenicosane-2,5,8,11,14,17,20-heptone

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  C   UNK     0      -4.145 -14.747   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -2.823 -15.537   0.000  0.00  0.00           O+0
HETATM    3  N   UNK     0      -4.122 -13.207   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      -2.680 -12.666   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.428 -11.147   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -0.986 -10.606   0.000  0.00  0.00           O+0
HETATM    7  N   UNK     0      -3.617 -10.169   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      -3.141  -8.704   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.172  -7.560   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -3.696  -6.095   0.000  0.00  0.00           O+0
HETATM   11  N   UNK     0      -5.678  -7.880   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0      -6.526  -6.595   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -8.064  -6.687   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -8.912  -5.402   0.000  0.00  0.00           O+0
HETATM   15  N   UNK     0      -8.753  -8.064   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0     -10.286  -7.926   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0     -11.173  -9.185   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0     -12.707  -9.047   0.000  0.00  0.00           O+0
HETATM   19  N   UNK     0     -10.525 -10.583   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0     -11.590 -11.696   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0     -11.158 -13.174   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0     -12.222 -14.287   0.000  0.00  0.00           O+0
HETATM   23  N   UNK     0      -9.662 -13.539   0.000  0.00  0.00           N+0
HETATM   24  C   UNK     0      -9.455 -15.065   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -8.030 -15.649   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -7.823 -17.175   0.000  0.00  0.00           O+0
HETATM   27  N   UNK     0      -6.812 -14.707   0.000  0.00  0.00           N+0
HETATM   28  C   UNK     0      -5.490 -15.497   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -5.513 -17.037   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -4.191 -17.827   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -2.846 -17.077   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -4.214 -19.367   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -6.904 -13.170   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0     -10.673 -16.007   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0     -10.466 -17.533   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0     -12.098 -15.423   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0     -13.086 -11.331   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0     -14.150 -12.444   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0     -13.718 -13.922   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0     -14.782 -15.035   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0     -16.278 -14.670   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0     -16.710 -13.192   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0     -15.646 -12.079   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0     -13.518  -9.853   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0     -15.014  -9.487   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0     -10.934  -6.529   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      -5.838  -5.217   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      -6.686  -3.932   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      -5.997  -2.555   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0      -6.845  -1.270   0.000  0.00  0.00           O+0
HETATM   51  C   UNK     0      -8.223  -4.024   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      -6.262  -9.305   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      -1.635  -8.384   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      -1.159  -6.919   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0       0.306  -6.444   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0       0.306  -4.904   0.000  0.00  0.00           C+0
HETATM   57  N   UNK     0      -1.159  -4.428   0.000  0.00  0.00           N+0
HETATM   58  C   UNK     0      -2.064  -5.674   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0      -1.635  -2.963   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0      -0.170  -2.487   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0      -2.111  -1.498   0.000  0.00  0.00           C+0
HETATM   62  C   UNK     0      -3.255  -0.468   0.000  0.00  0.00           C+0
HETATM   63  O   UNK     0      -1.791   0.008   0.000  0.00  0.00           O+0
HETATM   64  C   UNK     0      -3.099  -3.439   0.000  0.00  0.00           C+0
HETATM   65  C   UNK     0       1.639  -4.134   0.000  0.00  0.00           C+0
HETATM   66  C   UNK     0       2.973  -4.904   0.000  0.00  0.00           C+0
HETATM   67  C   UNK     0       2.973  -6.444   0.000  0.00  0.00           C+0
HETATM   68  C   UNK     0       1.639  -7.214   0.000  0.00  0.00           C+0
HETATM   69  O   UNK     0      -0.604  -9.529   0.000  0.00  0.00           O+0
HETATM   70  C   UNK     0      -1.490 -13.644   0.000  0.00  0.00           C+0
HETATM   71  C   UNK     0      -1.743 -15.163   0.000  0.00  0.00           C+0
HETATM   72  C   UNK     0      -0.049 -13.103   0.000  0.00  0.00           C+0
HETATM   73  C   UNK     0       1.141 -14.081   0.000  0.00  0.00           C+0
HETATM   74  C   UNK     0       0.889 -15.600   0.000  0.00  0.00           C+0
HETATM   75  C   UNK     0       2.583 -13.540   0.000  0.00  0.00           C+0
CONECT    1    2    3   28                                                  
CONECT    2    1                                                            
CONECT    3    1    4                                                       
CONECT    4    3    5   70                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   53                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   52                                                  
CONECT   12   11   13   47                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17   46                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21   37                                                  
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25   34                                                  
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28   33                                                  
CONECT   28   27    1   29                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30                                                            
CONECT   33   27                                                            
CONECT   34   24   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34                                                            
CONECT   37   20   38   44                                                  
CONECT   38   37   39   43                                                  
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42   38                                                       
CONECT   44   37   45                                                       
CONECT   45   44                                                            
CONECT   46   16                                                            
CONECT   47   12   48                                                       
CONECT   48   47   49   51                                                  
CONECT   49   48   50                                                       
CONECT   50   49                                                            
CONECT   51   48                                                            
CONECT   52   11                                                            
CONECT   53    8   54   69                                                  
CONECT   54   53   55   58                                                  
CONECT   55   54   56   68                                                  
CONECT   56   55   57   65                                                  
CONECT   57   56   58   59                                                  
CONECT   58   57   54                                                       
CONECT   59   57   60   61   64                                             
CONECT   60   59                                                            
CONECT   61   59   62   63                                                  
CONECT   62   61   63                                                       
CONECT   63   62   61                                                       
CONECT   64   59                                                            
CONECT   65   56   66                                                       
CONECT   66   65   67                                                       
CONECT   67   66   68                                                       
CONECT   68   67   55                                                       
CONECT   69   53                                                            
CONECT   70    4   71   72                                                  
CONECT   71   70                                                            
CONECT   72   70   73                                                       
CONECT   73   72   74   75                                                  
CONECT   74   73                                                            
CONECT   75   73                                                            
MASTER        0    0    0    0    0    0    0    0   75    0  158    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₅₆H₈₂N₈O₁₁

Average Mass

1043.3170 Da

Monoisotopic Mass

1042.61031 Da

IUPAC Name

(3S,6S,9S,12S,15S,18S,21S)-3-[(R)-hydroxy(1-{2-[(2R)-oxiran-2-yl]propan-2-yl}-1H-indol-3-yl)methyl]-21-[(2R)-3-hydroxy-2-methylpropyl]-15-[(R)-methoxy(phenyl)methyl]-1,10,18-trimethyl-6-[(2R)-4-methylpent-3-en-2-yl]-9-(2-methylpropyl)-12-(propan-2-yl)-1,4,7,10,13,16,19-heptaazacyclohenicosane-2,5,8,11,14,17,20-heptone

Traditional Name

(3S,6S,9S,12S,15S,18S,21S)-3-[(R)-hydroxy(1-{2-[(2R)-oxiran-2-yl]propan-2-yl}indol-3-yl)methyl]-21-[(2R)-3-hydroxy-2-methylpropyl]-12-isopropyl-15-[(R)-methoxy(phenyl)methyl]-1,10,18-trimethyl-6-[(2R)-4-methylpent-3-en-2-yl]-9-(2-methylpropyl)-1,4,7,10,13,16,19-heptaazacyclohenicosane-2,5,8,11,14,17,20-heptone

CAS Registry Number

Not Available

SMILES

CO[C@@H]([C@@H]1NC(=O)[C@H](C)NC(=O)[C@H](C[C@@H](C)CO)N(C)C(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](CC(C)C)N(C)C(=O)[C@@H](NC1=O)C(C)C)[C@H](C)C=C(C)C)[C@H](O)C1=CN(C2=CC=CC=C12)C(C)(C)[C@@H]1CO1)C1=CC=CC=C1

InChI Identifier

InChI=1S/C56H82N8O11/c1-30(2)24-34(8)44-52(70)60-45(47(66)38-27-64(56(10,11)42-29-75-42)39-23-19-18-22-37(38)39)55(73)63(13)41(26-33(7)28-65)50(68)57-35(9)49(67)61-46(48(74-14)36-20-16-15-17-21-36)53(71)58-43(32(5)6)54(72)62(12)40(25-31(3)4)51(69)59-44/h15-24,27,31-35,40-48,65-66H,25-26,28-29H2,1-14H3,(H,57,68)(H,58,71)(H,59,69)(H,60,70)(H,61,67)/t33-,34-,35+,40+,41+,42+,43+,44+,45+,46+,47-,48-/m1/s1

InChI Key

WCNJVJCYRBJSLC-BCJYPDSRSA-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
Bacterium; sewage; soil	LOTUS Database	35616633
Streptomyces sp. CNB-982	Bacteria	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as macrolactams. These are cyclic amides of amino carboxylic acids, having a 1-azacycloalkan-2-one structure, or analogues having unsaturation or heteroatoms replacing one or more carbon atoms of the ring. They are nitrogen analogues (the a nitrogen atom replacing the o atom of the cyclic carboxylic acid group ) of the naturally occurring macrolides.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Macrolactams

Sub Class

Not Available

Direct Parent

Macrolactams

Alternative Parents

Substituents

Macrolactam
Alpha-amino acid or derivatives
N-alkylindole
3-alkylindole
Benzylether
Indole
Indole or derivatives
Monocyclic benzene moiety
Substituted pyrrole
Benzenoid
Pyrrole
Heteroaromatic compound
Tertiary carboxylic acid amide
Lactam
Secondary carboxylic acid amide
Secondary alcohol
Carboxamide group
Carboxylic acid derivative
Dialkyl ether
Oxirane
Ether
Oxacycle
Azacycle
Organoheterocyclic compound
Organic oxygen compound
Organic nitrogen compound
Alcohol
Organic oxide
Carbonyl group
Hydrocarbon derivative
Aromatic alcohol
Organonitrogen compound
Organooxygen compound
Primary alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	4.02	ALOGPS
logP	3.37	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	11.47	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	253.27 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	282.86 m³·mol⁻¹	ChemAxon
Polarizability	112.18 Å³	ChemAxon
Number of Rings	5	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

C00048369

Chemspider ID

8947744

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10772429

PDB ID

Not Available

ChEBI ID

182606

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Cyclomarin A (NP0081794)

MOL for NP0081794 (Cyclomarin A)

3D MOL for NP0081794 (Cyclomarin A)

3D SDF for NP0081794 (Cyclomarin A)

3D-SDF for NP0081794 (Cyclomarin A)

PDB for NP0081794 (Cyclomarin A)

3D PDB for NP0081794 (Cyclomarin A)

SMILES for NP0081794 (Cyclomarin A)

INCHI for NP0081794 (Cyclomarin A)

Structure for NP0081794 (Cyclomarin A)

3D Structure for NP0081794 (Cyclomarin A)