NP-MRD: Showing NP-Card for Grisemycin (NP0009833)

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Record Information

Version

2.0

Created at

2021-01-05 19:33:37 UTC

Updated at

2021-07-15 17:04:23 UTC

NP-MRD ID

NP0009833

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Grisemycin

Provided By

NPAtlas

Description

2-[(2-{[2-({2-[({1-[(2Z)-2-{[2-(dimethylamino)-1-hydroxypropylidene]amino}but-2-enoyl]pyrrolidin-2-yl}(hydroxy)methylidene)amino]-1-hydroxypropylidene}amino)-1-hydroxy-3-methylbutylidene]amino}-1-hydroxypropylidene)amino]-N-{1-[(1-{[(2R)-1-{[1-({[(2-hydroxy-1-{[(1E)-1-{[(2R)-2-methyl-1-{[(2Z)-5,8,11-trihydroxy-9-(2-methylpropyl)-6-(propan-2-yl)-1-thia-4,7,10-triazacyclotrideca-2,4,7,10-tetraen-12-yl]-C-hydroxycarbonimidoyl}butyl]-C-hydroxycarbonimidoyl}prop-1-en-1-yl]-C-hydroxycarbonimidoyl}ethyl)-C-hydroxycarbonimidoyl]methyl}-C-hydroxycarbonimidoyl)-3-(C-hydroxycarbonimidoyl)propyl]-C-hydroxycarbonimidoyl}-2-methylbutyl]-C-hydroxycarbonimidoyl}-2-methylpropyl)-C-hydroxycarbonimidoyl]-2-phenylethyl}pentanediimidic acid belongs to the class of organic compounds known as polypeptides. These are peptides containing ten or more amino acid residues. Grisemycin is found in Streptomyces and Streptomyces griseus. Grisemycin was first documented in 2011 (PMID: 21421760). Based on a literature review very few articles have been published on 2-[(2-{[2-({2-[({1-[(2Z)-2-{[2-(dimethylamino)-1-hydroxypropylidene]amino}but-2-enoyl]pyrrolidin-2-yl}(hydroxy)methylidene)amino]-1-hydroxypropylidene}amino)-1-hydroxy-3-methylbutylidene]amino}-1-hydroxypropylidene)amino]-N-{1-[(1-{[(2R)-1-{[1-({[(2-hydroxy-1-{[(1E)-1-{[(2R)-2-methyl-1-{[(2Z)-5,8,11-trihydroxy-9-(2-methylpropyl)-6-(propan-2-yl)-1-thia-4,7,10-triazacyclotrideca-2,4,7,10-tetraen-12-yl]-C-hydroxycarbonimidoyl}butyl]-C-hydroxycarbonimidoyl}prop-1-en-1-yl]-C-hydroxycarbonimidoyl}ethyl)-C-hydroxycarbonimidoyl]methyl}-C-hydroxycarbonimidoyl)-3-(C-hydroxycarbonimidoyl)propyl]-C-hydroxycarbonimidoyl}-2-methylbutyl]-C-hydroxycarbonimidoyl}-2-methylpropyl)-C-hydroxycarbonimidoyl]-2-phenylethyl}pentanediimidic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242106533D          

 58 63  0  0  0  0            999 V2000
   -4.1101   -2.6268    2.7891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1887   -1.7966    2.1156 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5297   -2.2056    0.9789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7874   -3.4932    0.4777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1432   -3.9327   -0.6595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2580   -3.1144   -1.2923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0129   -1.8461   -0.7863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6399   -1.3812    0.3434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3414   -0.0213    0.7940 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0876    0.2300    1.2563 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5924    1.2826    0.7202 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2217    2.5858    0.6352 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5403    2.2301    0.0608 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2683    3.4460   -1.0636 S   0  0  2  0  0  4  0  0  0  0  0  0
   -1.0854    3.6413   -2.4308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0672    4.8002   -0.2925 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4820    0.8418   -0.4980 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6589    0.4294   -1.0802 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3234    0.5096   -1.3623 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9832    1.0260   -0.7370 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9510   -0.0897   -0.9115 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4943    0.0065   -2.1908 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2917   -1.0735   -2.5132 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0907   -0.0572    0.0704 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6684    0.2616    1.4713 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9192    0.4853    2.2986 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8752   -0.7396    2.0240 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8409    1.5388    1.5106 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1835   -1.2111   -0.8160 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0314   -0.9449   -1.4453 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3434   -2.1593    3.7734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0393   -2.7484    2.1915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6152   -3.5852    3.0088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4814   -4.1735    0.9489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3525   -4.9489   -1.0479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7509   -3.4585   -2.1862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0727    0.3596    1.5495 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3936    3.2608    0.0143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3014    3.0551    1.6313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2367    2.1186    0.9714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3134    2.9534   -3.2686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0530    3.6828   -2.1047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2845    4.6709   -2.8773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4440    0.9639   -0.8704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4334    0.9498   -2.3795 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2716    1.9517   -1.2278 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1495   -1.2276   -1.8600 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6808   -0.8990   -3.5375 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7244   -2.0280   -2.5627 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7924    0.7472   -0.2572 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5817   -1.0554    0.0916 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7834    0.1362    3.3480 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2346    1.5431    2.2954 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7630   -0.1094    1.8620 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2678   -1.6274    1.8448 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5343    1.6838    2.5851 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3919    2.4057    1.1286 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0396   -1.2428   -2.5317 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  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  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  6  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  6  0  0  0
 14 16  2  0  0  0  0
 13 17  1  0  0  0  0
 17 18  1  6  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  1  6  0  0  0
 22 23  1  0  0  0  0
 21 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  1  0  0  0
 25 28  1  0  0  0  0
 21 29  1  0  0  0  0
 29 30  1  0  0  0  0
  8  3  2  0  0  0  0
 17  9  1  0  0  0  0
 30 19  1  0  0  0  0
 30  7  1  0  0  0  0
 20 11  1  0  0  0  0
 11 28  1  0  0  0  0
  1 31  1  0  0  0  0
  1 32  1  0  0  0  0
  1 33  1  0  0  0  0
  4 34  1  0  0  0  0
  5 35  1  0  0  0  0
  6 36  1  0  0  0  0
  9 37  1  1  0  0  0
 12 38  1  0  0  0  0
 12 39  1  0  0  0  0
 13 40  1  1  0  0  0
 15 41  1  0  0  0  0
 15 42  1  0  0  0  0
 15 43  1  0  0  0  0
 18 44  1  0  0  0  0
 19 45  1  6  0  0  0
 20 46  1  6  0  0  0
 23 47  1  0  0  0  0
 23 48  1  0  0  0  0
 23 49  1  0  0  0  0
 24 50  1  0  0  0  0
 24 51  1  0  0  0  0
 26 52  1  0  0  0  0
 26 53  1  0  0  0  0
 26 54  1  0  0  0  0
 27 55  1  0  0  0  0
 28 56  1  0  0  0  0
 28 57  1  0  0  0  0
 30 58  1  6  0  0  0
M  END

     RDKit          3D

 58 63  0  0  0  0  0  0  0  0999 V2000
   -4.1101   -2.6268    2.7891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1887   -1.7966    2.1156 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5297   -2.2056    0.9789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7874   -3.4932    0.4777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1432   -3.9327   -0.6595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2580   -3.1144   -1.2923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0129   -1.8461   -0.7863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6399   -1.3812    0.3434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3414   -0.0213    0.7940 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0876    0.2300    1.2563 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5924    1.2826    0.7202 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2217    2.5858    0.6352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5403    2.2301    0.0608 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2683    3.4460   -1.0636 S   0  0  0  0  0  4  0  0  0  0  0  0
   -1.0854    3.6413   -2.4308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0672    4.8002   -0.2925 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4820    0.8418   -0.4980 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6589    0.4294   -1.0802 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3234    0.5096   -1.3623 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9832    1.0260   -0.7370 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9510   -0.0897   -0.9115 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4943    0.0065   -2.1908 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2917   -1.0735   -2.5132 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0907   -0.0572    0.0704 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6684    0.2616    1.4713 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9192    0.4853    2.2986 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8752   -0.7396    2.0240 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8409    1.5388    1.5106 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1835   -1.2111   -0.8160 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0314   -0.9449   -1.4453 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3434   -2.1593    3.7734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0393   -2.7484    2.1915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6152   -3.5852    3.0088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4814   -4.1735    0.9489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3525   -4.9489   -1.0479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7509   -3.4585   -2.1862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0727    0.3596    1.5495 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3936    3.2608    0.0143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3014    3.0551    1.6313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2367    2.1186    0.9714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3134    2.9534   -3.2686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0530    3.6828   -2.1047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2845    4.6709   -2.8773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4440    0.9639   -0.8704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4334    0.9498   -2.3795 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2716    1.9517   -1.2278 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1495   -1.2276   -1.8600 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6808   -0.8990   -3.5375 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7244   -2.0280   -2.5627 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7924    0.7472   -0.2572 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5817   -1.0554    0.0916 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7834    0.1362    3.3480 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2346    1.5431    2.2954 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7630   -0.1094    1.8620 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2678   -1.6274    1.8448 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5343    1.6838    2.5851 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3919    2.4057    1.1286 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0396   -1.2428   -2.5317 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  6
 12 13  1  0
 13 14  1  0
 14 15  1  6
 14 16  2  0
 13 17  1  0
 17 18  1  6
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  6
 22 23  1  0
 21 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  1
 25 28  1  0
 21 29  1  0
 29 30  1  0
  8  3  2  0
 17  9  1  0
 30 19  1  0
 30  7  1  0
 20 11  1  0
 11 28  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  4 34  1  0
  5 35  1  0
  6 36  1  0
  9 37  1  1
 12 38  1  0
 12 39  1  0
 13 40  1  1
 15 41  1  0
 15 42  1  0
 15 43  1  0
 18 44  1  0
 19 45  1  6
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 23 47  1  0
 23 48  1  0
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 24 50  1  0
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 26 52  1  0
 26 53  1  0
 26 54  1  0
 27 55  1  0
 28 56  1  0
 28 57  1  0
 30 58  1  6
M  END


  Mrv1652306242106533D          

 58 63  0  0  0  0            999 V2000
   -4.1101   -2.6268    2.7891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1887   -1.7966    2.1156 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5297   -2.2056    0.9789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7874   -3.4932    0.4777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1432   -3.9327   -0.6595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2580   -3.1144   -1.2923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0129   -1.8461   -0.7863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6399   -1.3812    0.3434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3414   -0.0213    0.7940 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0876    0.2300    1.2563 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5924    1.2826    0.7202 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2217    2.5858    0.6352 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5403    2.2301    0.0608 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2683    3.4460   -1.0636 S   0  0  2  0  0  4  0  0  0  0  0  0
   -1.0854    3.6413   -2.4308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0672    4.8002   -0.2925 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4820    0.8418   -0.4980 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6589    0.4294   -1.0802 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3234    0.5096   -1.3623 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9832    1.0260   -0.7370 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9510   -0.0897   -0.9115 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4943    0.0065   -2.1908 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2917   -1.0735   -2.5132 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0907   -0.0572    0.0704 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6684    0.2616    1.4713 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9192    0.4853    2.2986 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8752   -0.7396    2.0240 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8409    1.5388    1.5106 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1835   -1.2111   -0.8160 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0314   -0.9449   -1.4453 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3434   -2.1593    3.7734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0393   -2.7484    2.1915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6152   -3.5852    3.0088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4814   -4.1735    0.9489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3525   -4.9489   -1.0479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7509   -3.4585   -2.1862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0727    0.3596    1.5495 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3936    3.2608    0.0143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3014    3.0551    1.6313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2367    2.1186    0.9714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3134    2.9534   -3.2686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0530    3.6828   -2.1047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2845    4.6709   -2.8773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4440    0.9639   -0.8704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4334    0.9498   -2.3795 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2716    1.9517   -1.2278 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1495   -1.2276   -1.8600 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6808   -0.8990   -3.5375 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7244   -2.0280   -2.5627 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7924    0.7472   -0.2572 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5817   -1.0554    0.0916 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7834    0.1362    3.3480 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2346    1.5431    2.2954 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7630   -0.1094    1.8620 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2678   -1.6274    1.8448 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5343    1.6838    2.5851 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3919    2.4057    1.1286 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0396   -1.2428   -2.5317 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  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  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  6  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  6  0  0  0
 14 16  2  0  0  0  0
 13 17  1  0  0  0  0
 17 18  1  6  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  1  6  0  0  0
 22 23  1  0  0  0  0
 21 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  1  0  0  0
 25 28  1  0  0  0  0
 21 29  1  0  0  0  0
 29 30  1  0  0  0  0
  8  3  2  0  0  0  0
 17  9  1  0  0  0  0
 30 19  1  0  0  0  0
 30  7  1  0  0  0  0
 20 11  1  0  0  0  0
 11 28  1  0  0  0  0
  1 31  1  0  0  0  0
  1 32  1  0  0  0  0
  1 33  1  0  0  0  0
  4 34  1  0  0  0  0
  5 35  1  0  0  0  0
  6 36  1  0  0  0  0
  9 37  1  1  0  0  0
 12 38  1  0  0  0  0
 12 39  1  0  0  0  0
 13 40  1  1  0  0  0
 15 41  1  0  0  0  0
 15 42  1  0  0  0  0
 15 43  1  0  0  0  0
 18 44  1  0  0  0  0
 19 45  1  6  0  0  0
 20 46  1  6  0  0  0
 23 47  1  0  0  0  0
 23 48  1  0  0  0  0
 23 49  1  0  0  0  0
 24 50  1  0  0  0  0
 24 51  1  0  0  0  0
 26 52  1  0  0  0  0
 26 53  1  0  0  0  0
 26 54  1  0  0  0  0
 27 55  1  0  0  0  0
 28 56  1  0  0  0  0
 28 57  1  0  0  0  0
 30 58  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0009833

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@@]1(C([H])([H])[H])C([H])([H])[C@@]2(OC([H])([H])[H])O[C@@]3([H])C4=C([H])C([H])=C([H])C(OC([H])([H])[H])=C4[C@@]4([H])O[C@@]5(C([H])([H])[C@@]([H])([S@@](=O)C([H])([H])[H])[C@@]4(O[H])[C@@]3([H])[C@]25[H])C1([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C22H28O7S/c1-19(23)9-20-8-13(30(4)25)22(24)15-16(28-21(10-19,27-3)17(15)20)11-6-5-7-12(26-2)14(11)18(22)29-20/h5-7,13,15-18,23-24H,8-10H2,1-4H3/t13-,15-,16+,17+,18-,19-,20+,21-,22-,30+/m1/s1

> <INCHI_KEY>
OIQYGWMODDNMOB-PTYYYPKJSA-N

> <FORMULA>
C86H137N21O21S

> <MOLECULAR_WEIGHT>
1833.23

> <EXACT_MASS>
1832.001861689

> <JCHEM_ACCEPTOR_COUNT>
22

> <JCHEM_ATOM_COUNT>
266

> <JCHEM_AVERAGE_POLARIZABILITY>
192.49949421489066

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
20

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[(3R)-2-(2-{2-[4-carbamoyl-2-(2-{2-[2-({1-[(2Z)-2-[2-(dimethylamino)propanamido]but-2-enoyl]pyrrolidin-2-yl}formamido)propanamido]-3-methylbutanamido}propanamido)butanamido]-3-phenylpropanamido}-3-methylbutanamido)-3-methylpentanamido]-N-{[(2-hydroxy-1-{[(1E)-1-{[(2R)-2-methyl-1-{[(2Z)-9-(2-methylpropyl)-5,8,11-trioxo-6-(propan-2-yl)-1-thia-4,7,10-triazacyclotridec-2-en-12-yl]carbamoyl}butyl]carbamoyl}prop-1-en-1-yl]carbamoyl}ethyl)carbamoyl]methyl}pentanediamide

> <ALOGPS_LOGP>
0.65

> <JCHEM_LOGP>
-4.258345568333334

> <ALOGPS_LOGS>
-1.72

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
11.435523936443909

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.822906700547637

> <JCHEM_PKA_STRONGEST_BASIC>
7.563872435775033

> <JCHEM_POLAR_SURFACE_AREA>
624.6599999999999

> <JCHEM_REFRACTIVITY>
475.98990000000026

> <JCHEM_ROTATABLE_BOND_COUNT>
48

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.38e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[(3R)-2-(2-{2-[4-carbamoyl-2-(2-{2-[2-({1-[(2Z)-2-[2-(dimethylamino)propanamido]but-2-enoyl]pyrrolidin-2-yl}formamido)propanamido]-3-methylbutanamido}propanamido)butanamido]-3-phenylpropanamido}-3-methylbutanamido)-3-methylpentanamido]-N-{[(2-hydroxy-1-{[(1E)-1-{[(2R)-1-{[(2Z)-6-isopropyl-9-(2-methylpropyl)-5,8,11-trioxo-1-thia-4,7,10-triazacyclotridec-2-en-12-yl]carbamoyl}-2-methylbutyl]carbamoyl}prop-1-en-1-yl]carbamoyl}ethyl)carbamoyl]methyl}pentanediamide

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 58 63  0  0  0  0  0  0  0  0999 V2000
   -4.1101   -2.6268    2.7891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1887   -1.7966    2.1156 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5297   -2.2056    0.9789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7874   -3.4932    0.4777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1432   -3.9327   -0.6595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2580   -3.1144   -1.2923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0129   -1.8461   -0.7863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6399   -1.3812    0.3434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3414   -0.0213    0.7940 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0876    0.2300    1.2563 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5924    1.2826    0.7202 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2217    2.5858    0.6352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5403    2.2301    0.0608 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2683    3.4460   -1.0636 S   0  0  0  0  0  4  0  0  0  0  0  0
   -1.0854    3.6413   -2.4308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0672    4.8002   -0.2925 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4820    0.8418   -0.4980 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6589    0.4294   -1.0802 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3234    0.5096   -1.3623 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9832    1.0260   -0.7370 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9510   -0.0897   -0.9115 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4943    0.0065   -2.1908 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2917   -1.0735   -2.5132 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0907   -0.0572    0.0704 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6684    0.2616    1.4713 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9192    0.4853    2.2986 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8752   -0.7396    2.0240 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8409    1.5388    1.5106 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1835   -1.2111   -0.8160 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0314   -0.9449   -1.4453 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3434   -2.1593    3.7734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0393   -2.7484    2.1915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6152   -3.5852    3.0088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4814   -4.1735    0.9489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3525   -4.9489   -1.0479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7509   -3.4585   -2.1862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0727    0.3596    1.5495 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3936    3.2608    0.0143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3014    3.0551    1.6313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2367    2.1186    0.9714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3134    2.9534   -3.2686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0530    3.6828   -2.1047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2845    4.6709   -2.8773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4440    0.9639   -0.8704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4334    0.9498   -2.3795 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2716    1.9517   -1.2278 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1495   -1.2276   -1.8600 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6808   -0.8990   -3.5375 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7244   -2.0280   -2.5627 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7924    0.7472   -0.2572 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5817   -1.0554    0.0916 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7834    0.1362    3.3480 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2346    1.5431    2.2954 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7630   -0.1094    1.8620 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2678   -1.6274    1.8448 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5343    1.6838    2.5851 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3919    2.4057    1.1286 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0396   -1.2428   -2.5317 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  6
 12 13  1  0
 13 14  1  0
 14 15  1  6
 14 16  2  0
 13 17  1  0
 17 18  1  6
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  6
 22 23  1  0
 21 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  1
 25 28  1  0
 21 29  1  0
 29 30  1  0
  8  3  2  0
 17  9  1  0
 30 19  1  0
 30  7  1  0
 20 11  1  0
 11 28  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  4 34  1  0
  5 35  1  0
  6 36  1  0
  9 37  1  1
 12 38  1  0
 12 39  1  0
 13 40  1  1
 15 41  1  0
 15 42  1  0
 15 43  1  0
 18 44  1  0
 19 45  1  6
 20 46  1  6
 23 47  1  0
 23 48  1  0
 23 49  1  0
 24 50  1  0
 24 51  1  0
 26 52  1  0
 26 53  1  0
 26 54  1  0
 27 55  1  0
 28 56  1  0
 28 57  1  0
 30 58  1  6
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0      -4.110  -2.627   2.789  0.00  0.00           C+0
HETATM    2  O   UNK     0      -3.189  -1.797   2.116  0.00  0.00           O+0
HETATM    3  C   UNK     0      -2.530  -2.206   0.979  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.787  -3.493   0.478  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.143  -3.933  -0.660  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.258  -3.114  -1.292  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.013  -1.846  -0.786  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.640  -1.381   0.343  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.341  -0.021   0.794  0.00  0.00           C+0
HETATM   10  O   UNK     0      -0.088   0.230   1.256  0.00  0.00           O+0
HETATM   11  C   UNK     0       0.592   1.283   0.720  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.222   2.586   0.635  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.540   2.230   0.061  0.00  0.00           C+0
HETATM   14  S   UNK     0      -2.268   3.446  -1.064  0.00  0.00           S+0
HETATM   15  C   UNK     0      -1.085   3.641  -2.431  0.00  0.00           C+0
HETATM   16  O   UNK     0      -2.067   4.800  -0.293  0.00  0.00           O+0
HETATM   17  C   UNK     0      -1.482   0.842  -0.498  0.00  0.00           C+0
HETATM   18  O   UNK     0      -2.659   0.429  -1.080  0.00  0.00           O+0
HETATM   19  C   UNK     0      -0.323   0.510  -1.362  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.983   1.026  -0.737  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.951  -0.090  -0.912  0.00  0.00           C+0
HETATM   22  O   UNK     0       2.494   0.007  -2.191  0.00  0.00           O+0
HETATM   23  C   UNK     0       3.292  -1.073  -2.513  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.091  -0.057   0.070  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.668   0.262   1.471  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.919   0.485   2.299  0.00  0.00           C+0
HETATM   27  O   UNK     0       1.875  -0.740   2.024  0.00  0.00           O+0
HETATM   28  C   UNK     0       1.841   1.539   1.511  0.00  0.00           C+0
HETATM   29  O   UNK     0       1.184  -1.211  -0.816  0.00  0.00           O+0
HETATM   30  C   UNK     0      -0.031  -0.945  -1.445  0.00  0.00           C+0
HETATM   31  H   UNK     0      -4.343  -2.159   3.773  0.00  0.00           H+0
HETATM   32  H   UNK     0      -5.039  -2.748   2.192  0.00  0.00           H+0
HETATM   33  H   UNK     0      -3.615  -3.585   3.009  0.00  0.00           H+0
HETATM   34  H   UNK     0      -3.481  -4.173   0.949  0.00  0.00           H+0
HETATM   35  H   UNK     0      -2.353  -4.949  -1.048  0.00  0.00           H+0
HETATM   36  H   UNK     0      -0.751  -3.458  -2.186  0.00  0.00           H+0
HETATM   37  H   UNK     0      -2.073   0.360   1.550  0.00  0.00           H+0
HETATM   38  H   UNK     0       0.394   3.261   0.014  0.00  0.00           H+0
HETATM   39  H   UNK     0      -0.301   3.055   1.631  0.00  0.00           H+0
HETATM   40  H   UNK     0      -2.237   2.119   0.971  0.00  0.00           H+0
HETATM   41  H   UNK     0      -1.313   2.953  -3.269  0.00  0.00           H+0
HETATM   42  H   UNK     0      -0.053   3.683  -2.105  0.00  0.00           H+0
HETATM   43  H   UNK     0      -1.285   4.671  -2.877  0.00  0.00           H+0
HETATM   44  H   UNK     0      -3.444   0.964  -0.870  0.00  0.00           H+0
HETATM   45  H   UNK     0      -0.433   0.950  -2.380  0.00  0.00           H+0
HETATM   46  H   UNK     0       1.272   1.952  -1.228  0.00  0.00           H+0
HETATM   47  H   UNK     0       4.149  -1.228  -1.860  0.00  0.00           H+0
HETATM   48  H   UNK     0       3.681  -0.899  -3.538  0.00  0.00           H+0
HETATM   49  H   UNK     0       2.724  -2.028  -2.563  0.00  0.00           H+0
HETATM   50  H   UNK     0       3.792   0.747  -0.257  0.00  0.00           H+0
HETATM   51  H   UNK     0       3.582  -1.055   0.092  0.00  0.00           H+0
HETATM   52  H   UNK     0       3.783   0.136   3.348  0.00  0.00           H+0
HETATM   53  H   UNK     0       4.235   1.543   2.295  0.00  0.00           H+0
HETATM   54  H   UNK     0       4.763  -0.109   1.862  0.00  0.00           H+0
HETATM   55  H   UNK     0       2.268  -1.627   1.845  0.00  0.00           H+0
HETATM   56  H   UNK     0       1.534   1.684   2.585  0.00  0.00           H+0
HETATM   57  H   UNK     0       2.392   2.406   1.129  0.00  0.00           H+0
HETATM   58  H   UNK     0       0.040  -1.243  -2.532  0.00  0.00           H+0
CONECT    1    2   31   32   33                                             
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5   34                                                  
CONECT    5    4    6   35                                                  
CONECT    6    5    7   36                                                  
CONECT    7    6    8   30                                                  
CONECT    8    7    9    3                                                  
CONECT    9    8   10   17   37                                             
CONECT   10    9   11                                                       
CONECT   11   10   12   20   28                                             
CONECT   12   11   13   38   39                                             
CONECT   13   12   14   17   40                                             
CONECT   14   13   15   16                                                  
CONECT   15   14   41   42   43                                             
CONECT   16   14                                                            
CONECT   17   13   18   19    9                                             
CONECT   18   17   44                                                       
CONECT   19   17   20   30   45                                             
CONECT   20   19   21   11   46                                             
CONECT   21   20   22   24   29                                             
CONECT   22   21   23                                                       
CONECT   23   22   47   48   49                                             
CONECT   24   21   25   50   51                                             
CONECT   25   24   26   27   28                                             
CONECT   26   25   52   53   54                                             
CONECT   27   25   55                                                       
CONECT   28   25   11   56   57                                             
CONECT   29   21   30                                                       
CONECT   30   29   19    7   58                                             
CONECT   31    1                                                            
CONECT   32    1                                                            
CONECT   33    1                                                            
CONECT   34    4                                                            
CONECT   35    5                                                            
CONECT   36    6                                                            
CONECT   37    9                                                            
CONECT   38   12                                                            
CONECT   39   12                                                            
CONECT   40   13                                                            
CONECT   41   15                                                            
CONECT   42   15                                                            
CONECT   43   15                                                            
CONECT   44   18                                                            
CONECT   45   19                                                            
CONECT   46   20                                                            
CONECT   47   23                                                            
CONECT   48   23                                                            
CONECT   49   23                                                            
CONECT   50   24                                                            
CONECT   51   24                                                            
CONECT   52   26                                                            
CONECT   53   26                                                            
CONECT   54   26                                                            
CONECT   55   27                                                            
CONECT   56   28                                                            
CONECT   57   28                                                            
CONECT   58   30                                                            
MASTER        0    0    0    0    0    0    0    0   58    0  126    0
END

RDKit          3D

58 63  0  0  0  0  0  0  0  0999 V2000
   -4.1101   -2.6268    2.7891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1887   -1.7966    2.1156 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5297   -2.2056    0.9789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7874   -3.4932    0.4777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1432   -3.9327   -0.6595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2580   -3.1144   -1.2923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0129   -1.8461   -0.7863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6399   -1.3812    0.3434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3414   -0.0213    0.7940 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0876    0.2300    1.2563 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5924    1.2826    0.7202 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2217    2.5858    0.6352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5403    2.2301    0.0608 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2683    3.4460   -1.0636 S   0  0  0  0  0  4  0  0  0  0  0  0
   -1.0854    3.6413   -2.4308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0672    4.8002   -0.2925 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4820    0.8418   -0.4980 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6589    0.4294   -1.0802 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3234    0.5096   -1.3623 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9832    1.0260   -0.7370 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9510   -0.0897   -0.9115 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4943    0.0065   -2.1908 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2917   -1.0735   -2.5132 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0907   -0.0572    0.0704 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6684    0.2616    1.4713 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9192    0.4853    2.2986 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8752   -0.7396    2.0240 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8409    1.5388    1.5106 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1835   -1.2111   -0.8160 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0314   -0.9449   -1.4453 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3434   -2.1593    3.7734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0393   -2.7484    2.1915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6152   -3.5852    3.0088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4814   -4.1735    0.9489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3525   -4.9489   -1.0479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7509   -3.4585   -2.1862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0727    0.3596    1.5495 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3936    3.2608    0.0143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3014    3.0551    1.6313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2367    2.1186    0.9714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3134    2.9534   -3.2686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0530    3.6828   -2.1047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2845    4.6709   -2.8773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4440    0.9639   -0.8704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4334    0.9498   -2.3795 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2716    1.9517   -1.2278 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1495   -1.2276   -1.8600 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6808   -0.8990   -3.5375 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7244   -2.0280   -2.5627 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7924    0.7472   -0.2572 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5817   -1.0554    0.0916 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7834    0.1362    3.3480 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2346    1.5431    2.2954 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7630   -0.1094    1.8620 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2678   -1.6274    1.8448 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5343    1.6838    2.5851 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3919    2.4057    1.1286 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0396   -1.2428   -2.5317 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  6
 12 13  1  0
 13 14  1  0
 14 15  1  6
 14 16  2  0
 13 17  1  0
 17 18  1  6
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  6
 22 23  1  0
 21 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  1
 25 28  1  0
 21 29  1  0
 29 30  1  0
  8  3  2  0
 17  9  1  0
 30 19  1  0
 30  7  1  0
 20 11  1  0
 11 28  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  4 34  1  0
  5 35  1  0
  6 36  1  0
  9 37  1  1
 12 38  1  0
 12 39  1  0
 13 40  1  1
 15 41  1  0
 15 42  1  0
 15 43  1  0
 18 44  1  0
 19 45  1  6
 20 46  1  6
 23 47  1  0
 23 48  1  0
 23 49  1  0
 24 50  1  0
 24 51  1  0
 26 52  1  0
 26 53  1  0
 26 54  1  0
 27 55  1  0
 28 56  1  0
 28 57  1  0
 30 58  1  6
M  END

View in JSmol View NMR Assignments

Synonyms

Value

Source

Generator

Chemical Formula

C₈₆H₁₃₇N₂₁O₂₁S

Average Mass

1833.2300 Da

Monoisotopic Mass

1832.00186 Da

IUPAC Name

2-[(3R)-2-(2-{2-[4-carbamoyl-2-(2-{2-[2-({1-[(2Z)-2-[2-(dimethylamino)propanamido]but-2-enoyl]pyrrolidin-2-yl}formamido)propanamido]-3-methylbutanamido}propanamido)butanamido]-3-phenylpropanamido}-3-methylbutanamido)-3-methylpentanamido]-N-{[(2-hydroxy-1-{[(1E)-1-{[(2R)-2-methyl-1-{[(2Z)-9-(2-methylpropyl)-5,8,11-trioxo-6-(propan-2-yl)-1-thia-4,7,10-triazacyclotridec-2-en-12-yl]carbamoyl}butyl]carbamoyl}prop-1-en-1-yl]carbamoyl}ethyl)carbamoyl]methyl}pentanediamide

Traditional Name

2-[(3R)-2-(2-{2-[4-carbamoyl-2-(2-{2-[2-({1-[(2Z)-2-[2-(dimethylamino)propanamido]but-2-enoyl]pyrrolidin-2-yl}formamido)propanamido]-3-methylbutanamido}propanamido)butanamido]-3-phenylpropanamido}-3-methylbutanamido)-3-methylpentanamido]-N-{[(2-hydroxy-1-{[(1E)-1-{[(2R)-1-{[(2Z)-6-isopropyl-9-(2-methylpropyl)-5,8,11-trioxo-1-thia-4,7,10-triazacyclotridec-2-en-12-yl]carbamoyl}-2-methylbutyl]carbamoyl}prop-1-en-1-yl]carbamoyl}ethyl)carbamoyl]methyl}pentanediamide

CAS Registry Number

Not Available

SMILES

CC[C@@H](C)C(NC(=O)C(NC(=O)C(CC1=CC=CC=C1)NC(=O)C(CCC(N)=O)NC(=O)C(C)NC(=O)C(NC(=O)C(C)NC(=O)C1CCCN1C(=O)C(\NC(=O)C(C)N(C)C)=C\C)C(C)C)C(C)C)C(=O)NC(CCC(N)=O)C(=O)NCC(=O)NC(CO)C(=O)N\C(=C\C)C(=O)NC([C@H](C)CC)C(=O)NC1CS\C=C/NC(=O)C(NC(=O)C(CC(C)C)NC1=O)C(C)C

InChI Identifier

InChI=1S/C86H137N21O21S/c1-20-47(13)68(85(127)100-60-42-129-37-35-89-81(123)65(44(7)8)102-76(118)57(38-43(5)6)98-79(60)121)104-74(116)53(22-3)94-78(120)59(41-108)93-64(111)40-90-73(115)55(31-33-62(87)109)97-84(126)69(48(14)21-2)105-83(125)67(46(11)12)103-77(119)58(39-52-28-25-24-26-29-52)99-75(117)56(32-34-63(88)110)96-70(112)49(15)92-82(124)66(45(9)10)101-71(113)50(16)91-80(122)61-30-27-36-107(61)86(128)54(23-4)95-72(114)51(17)106(18)19/h22-26,28-29,35,37,43-51,55-61,65-69,108H,20-21,27,30-34,36,38-42H2,1-19H3,(H2,87,109)(H2,88,110)(H,89,123)(H,90,115)(H,91,122)(H,92,124)(H,93,111)(H,94,120)(H,95,114)(H,96,112)(H,97,126)(H,98,121)(H,99,117)(H,100,127)(H,101,113)(H,102,118)(H,103,119)(H,104,116)(H,105,125)/b37-35-,53-22+,54-23-/t47-,48-,49?,50?,51?,55?,56?,57?,58?,59?,60?,61?,65?,66?,67?,68?,69?/m1/s1

InChI Key

OIQYGWMODDNMOB-PTYYYPKJSA-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
Streptomyces	NPAtlas	21421760
Streptomyces griseus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as polypeptides. These are peptides containing ten or more amino acid residues.

Kingdom

Organic compounds

Super Class

Organic Polymers

Class

Polypeptides

Sub Class

Not Available

Direct Parent

Polypeptides

Alternative Parents

Substituents

Polypeptide
Cyclic alpha peptide
Phenylalanine or derivatives
Glutamine or derivatives
Isoleucine or derivatives
Valine or derivatives
Proline or derivatives
Macrolactam
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Serine or derivatives
Alanine or derivatives
N-substituted-alpha-amino acid
Alpha-amino acid or derivatives
Amphetamine or derivatives
N-acylpyrrolidine
Pyrrolidine carboxylic acid or derivatives
Pyrrolidine-2-carboxamide
Benzenoid
Monocyclic benzene moiety
Fatty amide
Fatty acyl
N-acyl-amine
Tertiary carboxylic acid amide
Pyrrolidine
Thioenolether
Tertiary amine
Secondary carboxylic acid amide
Tertiary aliphatic amine
Primary carboxylic acid amide
Amino acid or derivatives
Carboxamide group
Lactam
Organoheterocyclic compound
Carboxylic acid derivative
Azacycle
Organic oxygen compound
Organonitrogen compound
Carbonyl group
Organooxygen compound
Organic oxide
Primary alcohol
Amine
Organopnictogen compound
Hydrocarbon derivative
Alcohol
Organic nitrogen compound
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	0.65	ALOGPS
logP	-4.3	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	10.82	ChemAxon
pKa (Strongest Basic)	7.56	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	22	ChemAxon
Hydrogen Donor Count	20	ChemAxon
Polar Surface Area	624.66 Å²	ChemAxon
Rotatable Bond Count	48	ChemAxon
Refractivity	475.99 m³·mol⁻¹	ChemAxon
Polarizability	192.5 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

NPAtlas ID

NPA024684

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

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

145720583

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Claesen J, Bibb MJ: Biosynthesis and regulation of grisemycin, a new member of the linaridin family of ribosomally synthesized peptides produced by Streptomyces griseus IFO 13350. J Bacteriol. 2011 May;193(10):2510-6. doi: 10.1128/JB.00171-11. Epub 2011 Mar 18. [PubMed:21421760 ]

Showing NP-Card for Grisemycin (NP0009833)

MOL for NP0009833 (Grisemycin )

3D MOL for NP0009833 (Grisemycin )

3D SDF for NP0009833 (Grisemycin )

3D-SDF for NP0009833 (Grisemycin )

PDB for NP0009833 (Grisemycin )

3D PDB for NP0009833 (Grisemycin )

SMILES for NP0009833 (Grisemycin )

INCHI for NP0009833 (Grisemycin )

Structure for NP0009833 (Grisemycin )

3D Structure for NP0009833 (Grisemycin )