NP-MRD: Showing NP-Card for Jamaicamide B (NP0005405)

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Record Information

Version

2.0

Created at

2020-12-09 02:39:18 UTC

Updated at

2021-07-15 16:51:54 UTC

NP-MRD ID

NP0005405

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Jamaicamide B

Provided By

NPAtlas

Description

(4E,9E)-9-(chloromethylidene)-N-[(3E)-3-methoxy-5-(2-methyl-5-oxo-2,5-dihydro-1H-pyrrol-1-yl)-5-oxopent-3-en-1-yl]-6-methyltetradec-4-en-13-ynimidic acid belongs to the class of organic compounds known as n-acyl amines. N-acyl amines are compounds containing a fatty acid moiety linked to an amine group through an ester linkage. Jamaicamide B is found in Lyngbya and Lyngbya majuscula. Based on a literature review very few articles have been published on (4E,9E)-9-(chloromethylidene)-N-[(3E)-3-methoxy-5-(2-methyl-5-oxo-2,5-dihydro-1H-pyrrol-1-yl)-5-oxopent-3-en-1-yl]-6-methyltetradec-4-en-13-ynimidic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242118183D          

 71 71  0  0  0  0            999 V2000
  -11.3834    1.7171   -0.3679 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3794    1.7266   -1.0160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1682    1.7596   -1.8137 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.2106    0.7099   -1.3003 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.8412    0.9510    0.1480 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.8873   -0.1657    0.5217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1985   -0.9916    1.4995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7410   -0.7310    2.3301 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -5.6467   -0.2340   -0.2184 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4782   -0.9403    0.3335 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7908   -0.3886    1.5178 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5154   -0.2004    2.7881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6213   -1.3026    1.8239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3600   -0.9446    1.6346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2774   -1.9050    1.9622 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5257   -2.2039    0.7448 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1685   -0.9796    0.2257 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0410    0.0936    0.8533 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9347   -0.9715   -0.9715 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5866    0.1771   -1.5304 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6349    0.7936   -0.6176 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7014   -0.1381   -0.2815 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9452    0.0905   -0.6310 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4777    1.2091   -1.3575 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8399    2.1675   -1.7960 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9076    1.2152   -1.6026 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5930    2.2176   -2.3367 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0786    3.2535   -2.8612 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9891    1.8170   -2.3630 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1571    0.6874   -1.7114 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8667    0.2393   -1.1868 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.9011    0.0722    0.3211 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3955   -1.3279    0.4434 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4318   -2.1645    0.9218 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -9.3291    1.5661   -2.8853 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -8.6659   -0.3021   -1.3888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2747    0.6765   -1.8948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7221    0.9466    0.7964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3385    1.9300    0.2087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6164   -1.8208    1.8223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2962    0.8335   -0.4324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8460   -0.6304   -1.2552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6594   -2.0353    0.5059 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.2762    0.5852    1.2245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7214    0.1528    3.5425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2808    0.6029    2.8060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8708   -1.1595    3.2038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8495   -2.2873    2.2139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2021    0.0490    1.2453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7393   -2.8417    2.3410 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3736   -1.4536    2.7454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1956   -2.5415   -0.0483 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2659   -2.9995    0.9732 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0096   -1.9146   -1.4684 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7908    0.9708   -1.6418 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9584   -0.0525   -2.5272 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9923    1.7140   -1.0414 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0432    1.0914    0.3167 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6730   -0.7028   -0.3199 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7648    2.4102   -2.8715 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1216    0.1939   -1.6016 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6708   -0.7699   -1.6211 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9247    0.4167    0.6474 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1858    0.7143    0.8558 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8713   -0.9923    0.5661 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0575   -3.0351    1.4572 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9327   -2.5736   -0.0050 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2185   -1.6005    1.4566 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  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
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  9 10  1  0  0  0  0
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 23 24  1  0  0  0  0
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 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 22 33  1  0  0  0  0
 33 34  1  0  0  0  0
 31 26  1  0  0  0  0
  1 35  1  0  0  0  0
  3 36  1  0  0  0  0
  3 37  1  0  0  0  0
  4 38  1  0  0  0  0
  4 39  1  0  0  0  0
  5 40  1  0  0  0  0
  5 41  1  0  0  0  0
  7 42  1  0  0  0  0
  9 43  1  0  0  0  0
  9 44  1  0  0  0  0
 10 45  1  0  0  0  0
 10 46  1  0  0  0  0
 11 47  1  6  0  0  0
 12 48  1  0  0  0  0
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 12 50  1  0  0  0  0
 13 51  1  0  0  0  0
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 16 55  1  0  0  0  0
 16 56  1  0  0  0  0
 19 57  1  0  0  0  0
 20 58  1  0  0  0  0
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 21 60  1  0  0  0  0
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 23 62  1  0  0  0  0
 29 63  1  0  0  0  0
 30 64  1  0  0  0  0
 31 65  1  6  0  0  0
 32 66  1  0  0  0  0
 32 67  1  0  0  0  0
 32 68  1  0  0  0  0
 34 69  1  0  0  0  0
 34 70  1  0  0  0  0
 34 71  1  0  0  0  0
M  END

     RDKit          3D

 71 71  0  0  0  0  0  0  0  0999 V2000
  -11.3834    1.7171   -0.3679 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3794    1.7266   -1.0160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1682    1.7596   -1.8137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2106    0.7099   -1.3003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8412    0.9510    0.1480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8873   -0.1657    0.5217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1985   -0.9916    1.4995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7410   -0.7310    2.3301 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -5.6467   -0.2340   -0.2184 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.0410    0.0936    0.8533 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.5866    0.1771   -1.5304 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.4777    1.2091   -1.3575 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8399    2.1675   -1.7960 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9076    1.2152   -1.6026 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5930    2.2176   -2.3367 C   0  0  0  0  0  0  0  0  0  0  0  0
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 21 61  1  0
 23 62  1  0
 29 63  1  0
 30 64  1  0
 31 65  1  6
 32 66  1  0
 32 67  1  0
 32 68  1  0
 34 69  1  0
 34 70  1  0
 34 71  1  0
M  END


  Mrv1652306242118183D          

 71 71  0  0  0  0            999 V2000
  -11.3834    1.7171   -0.3679 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3794    1.7266   -1.0160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1682    1.7596   -1.8137 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.2106    0.7099   -1.3003 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.8412    0.9510    0.1480 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.8873   -0.1657    0.5217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1985   -0.9916    1.4995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7410   -0.7310    2.3301 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -5.6467   -0.2340   -0.2184 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4782   -0.9403    0.3335 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7908   -0.3886    1.5178 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5154   -0.2004    2.7881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6213   -1.3026    1.8239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3600   -0.9446    1.6346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2774   -1.9050    1.9622 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5257   -2.2039    0.7448 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1685   -0.9796    0.2257 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0410    0.0936    0.8533 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9347   -0.9715   -0.9715 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5866    0.1771   -1.5304 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6349    0.7936   -0.6176 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7014   -0.1381   -0.2815 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9452    0.0905   -0.6310 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4777    1.2091   -1.3575 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8399    2.1675   -1.7960 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9076    1.2152   -1.6026 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5930    2.2176   -2.3367 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0786    3.2535   -2.8612 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9891    1.8170   -2.3630 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1571    0.6874   -1.7114 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8667    0.2393   -1.1868 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.9011    0.0722    0.3211 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3955   -1.3279    0.4434 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4318   -2.1645    0.9218 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2750    1.7263    0.2030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3291    1.5661   -2.8853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6733    2.7516   -1.7372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6659   -0.3021   -1.3888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2747    0.6765   -1.8948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7221    0.9466    0.7964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3385    1.9300    0.2087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6164   -1.8208    1.8223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2962    0.8335   -0.4324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8460   -0.6304   -1.2552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6594   -2.0353    0.5059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6989   -0.9614   -0.4978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2762    0.5852    1.2245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7214    0.1528    3.5425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2808    0.6029    2.8060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8708   -1.1595    3.2038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8495   -2.2873    2.2139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2021    0.0490    1.2453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7393   -2.8417    2.3410 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3736   -1.4536    2.7454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1956   -2.5415   -0.0483 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2659   -2.9995    0.9732 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0096   -1.9146   -1.4684 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7908    0.9708   -1.6418 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9584   -0.0525   -2.5272 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9923    1.7140   -1.0414 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0432    1.0914    0.3167 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6730   -0.7028   -0.3199 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7648    2.4102   -2.8715 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1216    0.1939   -1.6016 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6708   -0.7699   -1.6211 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9247    0.4167    0.6474 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1858    0.7143    0.8558 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8713   -0.9923    0.5661 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0575   -3.0351    1.4572 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9327   -2.5736   -0.0050 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2185   -1.6005    1.4566 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  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
  6  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 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  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 22 33  1  0  0  0  0
 33 34  1  0  0  0  0
 31 26  1  0  0  0  0
  1 35  1  0  0  0  0
  3 36  1  0  0  0  0
  3 37  1  0  0  0  0
  4 38  1  0  0  0  0
  4 39  1  0  0  0  0
  5 40  1  0  0  0  0
  5 41  1  0  0  0  0
  7 42  1  0  0  0  0
  9 43  1  0  0  0  0
  9 44  1  0  0  0  0
 10 45  1  0  0  0  0
 10 46  1  0  0  0  0
 11 47  1  6  0  0  0
 12 48  1  0  0  0  0
 12 49  1  0  0  0  0
 12 50  1  0  0  0  0
 13 51  1  0  0  0  0
 14 52  1  0  0  0  0
 15 53  1  0  0  0  0
 15 54  1  0  0  0  0
 16 55  1  0  0  0  0
 16 56  1  0  0  0  0
 19 57  1  0  0  0  0
 20 58  1  0  0  0  0
 20 59  1  0  0  0  0
 21 60  1  0  0  0  0
 21 61  1  0  0  0  0
 23 62  1  0  0  0  0
 29 63  1  0  0  0  0
 30 64  1  0  0  0  0
 31 65  1  6  0  0  0
 32 66  1  0  0  0  0
 32 67  1  0  0  0  0
 32 68  1  0  0  0  0
 34 69  1  0  0  0  0
 34 70  1  0  0  0  0
 34 71  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0005405

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C#CC([H])([H])C([H])([H])C([H])([H])C(=C(\[H])Cl)\C([H])([H])C([H])([H])[C@]([H])(C(\[H])=C(/[H])C([H])([H])C([H])([H])C(=O)N([H])C([H])([H])C([H])([H])C(\OC([H])([H])[H])=C(\[H])C(=O)N1C(=O)C([H])=C([H])[C@@]1([H])C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C27H37ClN2O4/c1-5-6-7-11-23(20-28)15-13-21(2)10-8-9-12-25(31)29-18-17-24(34-4)19-27(33)30-22(3)14-16-26(30)32/h1,8,10,14,16,19-22H,6-7,9,11-13,15,17-18H2,2-4H3,(H,29,31)/b10-8+,23-20+,24-19+/t21-,22+/m0/s1

> <INCHI_KEY>
KZVHAGNFWJIOMX-GDKFLGFMSA-N

> <FORMULA>
C27H37ClN2O4

> <MOLECULAR_WEIGHT>
489.05

> <EXACT_MASS>
488.2441854

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
71

> <JCHEM_AVERAGE_POLARIZABILITY>
55.44514224987277

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4E,6R,9E)-9-(chloromethylidene)-N-[(3E)-3-methoxy-5-[(2R)-2-methyl-5-oxo-2,5-dihydro-1H-pyrrol-1-yl]-5-oxopent-3-en-1-yl]-6-methyltetradec-4-en-13-ynamide

> <ALOGPS_LOGP>
4.80

> <JCHEM_LOGP>
4.020671512666667

> <ALOGPS_LOGS>
-5.33

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.917116519442253

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.475445480501188

> <JCHEM_PKA_STRONGEST_BASIC>
-1.160812683459159

> <JCHEM_POLAR_SURFACE_AREA>
75.71000000000001

> <JCHEM_REFRACTIVITY>
140.38039999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.27e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4E,6R,9E)-9-(chloromethylidene)-N-[(3E)-3-methoxy-5-[(2R)-2-methyl-5-oxo-2H-pyrrol-1-yl]-5-oxopent-3-en-1-yl]-6-methyltetradec-4-en-13-ynamide

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 71 71  0  0  0  0  0  0  0  0999 V2000
  -11.3834    1.7171   -0.3679 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3794    1.7266   -1.0160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1682    1.7596   -1.8137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2106    0.7099   -1.3003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8412    0.9510    0.1480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8873   -0.1657    0.5217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1985   -0.9916    1.4995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7410   -0.7310    2.3301 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -5.6467   -0.2340   -0.2184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4782   -0.9403    0.3335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7908   -0.3886    1.5178 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5154   -0.2004    2.7881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6213   -1.3026    1.8239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3600   -0.9446    1.6346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2774   -1.9050    1.9622 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5257   -2.2039    0.7448 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1685   -0.9796    0.2257 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0410    0.0936    0.8533 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9347   -0.9715   -0.9715 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5866    0.1771   -1.5304 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6349    0.7936   -0.6176 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7014   -0.1381   -0.2815 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9452    0.0905   -0.6310 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4777    1.2091   -1.3575 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8399    2.1675   -1.7960 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9076    1.2152   -1.6026 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5930    2.2176   -2.3367 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0786    3.2535   -2.8612 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9891    1.8170   -2.3630 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1571    0.6874   -1.7114 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8667    0.2393   -1.1868 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.9011    0.0722    0.3211 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3955   -1.3279    0.4434 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4318   -2.1645    0.9218 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2750    1.7263    0.2030 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.3385    1.9300    0.2087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6164   -1.8208    1.8223 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.8460   -0.6304   -1.2552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6594   -2.0353    0.5059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6989   -0.9614   -0.4978 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.7214    0.1528    3.5425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2808    0.6029    2.8060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8708   -1.1595    3.2038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8495   -2.2873    2.2139 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.7393   -2.8417    2.3410 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3736   -1.4536    2.7454 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.2659   -2.9995    0.9732 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0096   -1.9146   -1.4684 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7908    0.9708   -1.6418 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9584   -0.0525   -2.5272 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9923    1.7140   -1.0414 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0432    1.0914    0.3167 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6730   -0.7028   -0.3199 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7648    2.4102   -2.8715 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1216    0.1939   -1.6016 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6708   -0.7699   -1.6211 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9247    0.4167    0.6474 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1858    0.7143    0.8558 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8713   -0.9923    0.5661 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0575   -3.0351    1.4572 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9327   -2.5736   -0.0050 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2185   -1.6005    1.4566 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 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
 22 23  2  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  1  0
 22 33  1  0
 33 34  1  0
 31 26  1  0
  1 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
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  5 40  1  0
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  7 42  1  0
  9 43  1  0
  9 44  1  0
 10 45  1  0
 10 46  1  0
 11 47  1  6
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 12 50  1  0
 13 51  1  0
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 15 53  1  0
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 19 57  1  0
 20 58  1  0
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 29 63  1  0
 30 64  1  0
 31 65  1  6
 32 66  1  0
 32 67  1  0
 32 68  1  0
 34 69  1  0
 34 70  1  0
 34 71  1  0
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     -11.383   1.717  -0.368  0.00  0.00           C+0
HETATM    2  C   UNK     0     -10.379   1.727  -1.016  0.00  0.00           C+0
HETATM    3  C   UNK     0      -9.168   1.760  -1.814  0.00  0.00           C+0
HETATM    4  C   UNK     0      -8.211   0.710  -1.300  0.00  0.00           C+0
HETATM    5  C   UNK     0      -7.841   0.951   0.148  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.887  -0.166   0.522  0.00  0.00           C+0
HETATM    7  C   UNK     0      -7.199  -0.992   1.500  0.00  0.00           C+0
HETATM    8 Cl   UNK     0      -8.741  -0.731   2.330  0.00  0.00          Cl+0
HETATM    9  C   UNK     0      -5.647  -0.234  -0.218  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.478  -0.940   0.334  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.791  -0.389   1.518  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.515  -0.200   2.788  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.621  -1.303   1.824  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.360  -0.945   1.635  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.277  -1.905   1.962  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.526  -2.204   0.745  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.169  -0.980   0.226  0.00  0.00           C+0
HETATM   18  O   UNK     0       1.041   0.094   0.853  0.00  0.00           O+0
HETATM   19  N   UNK     0       1.935  -0.972  -0.972  0.00  0.00           N+0
HETATM   20  C   UNK     0       2.587   0.177  -1.530  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.635   0.794  -0.618  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.701  -0.138  -0.282  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.945   0.091  -0.631  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.478   1.209  -1.357  0.00  0.00           C+0
HETATM   25  O   UNK     0       5.840   2.167  -1.796  0.00  0.00           O+0
HETATM   26  N   UNK     0       7.908   1.215  -1.603  0.00  0.00           N+0
HETATM   27  C   UNK     0       8.593   2.218  -2.337  0.00  0.00           C+0
HETATM   28  O   UNK     0       8.079   3.253  -2.861  0.00  0.00           O+0
HETATM   29  C   UNK     0       9.989   1.817  -2.363  0.00  0.00           C+0
HETATM   30  C   UNK     0      10.157   0.687  -1.711  0.00  0.00           C+0
HETATM   31  C   UNK     0       8.867   0.239  -1.187  0.00  0.00           C+0
HETATM   32  C   UNK     0       8.901   0.072   0.321  0.00  0.00           C+0
HETATM   33  O   UNK     0       4.396  -1.328   0.443  0.00  0.00           O+0
HETATM   34  C   UNK     0       5.432  -2.164   0.922  0.00  0.00           C+0
HETATM   35  H   UNK     0     -12.275   1.726   0.203  0.00  0.00           H+0
HETATM   36  H   UNK     0      -9.329   1.566  -2.885  0.00  0.00           H+0
HETATM   37  H   UNK     0      -8.673   2.752  -1.737  0.00  0.00           H+0
HETATM   38  H   UNK     0      -8.666  -0.302  -1.389  0.00  0.00           H+0
HETATM   39  H   UNK     0      -7.275   0.677  -1.895  0.00  0.00           H+0
HETATM   40  H   UNK     0      -8.722   0.947   0.796  0.00  0.00           H+0
HETATM   41  H   UNK     0      -7.338   1.930   0.209  0.00  0.00           H+0
HETATM   42  H   UNK     0      -6.616  -1.821   1.822  0.00  0.00           H+0
HETATM   43  H   UNK     0      -5.296   0.834  -0.432  0.00  0.00           H+0
HETATM   44  H   UNK     0      -5.846  -0.630  -1.255  0.00  0.00           H+0
HETATM   45  H   UNK     0      -4.659  -2.035   0.506  0.00  0.00           H+0
HETATM   46  H   UNK     0      -3.699  -0.961  -0.498  0.00  0.00           H+0
HETATM   47  H   UNK     0      -3.276   0.585   1.224  0.00  0.00           H+0
HETATM   48  H   UNK     0      -3.721   0.153   3.543  0.00  0.00           H+0
HETATM   49  H   UNK     0      -5.281   0.603   2.806  0.00  0.00           H+0
HETATM   50  H   UNK     0      -4.871  -1.159   3.204  0.00  0.00           H+0
HETATM   51  H   UNK     0      -2.849  -2.287   2.214  0.00  0.00           H+0
HETATM   52  H   UNK     0      -1.202   0.049   1.245  0.00  0.00           H+0
HETATM   53  H   UNK     0      -0.739  -2.842   2.341  0.00  0.00           H+0
HETATM   54  H   UNK     0       0.374  -1.454   2.745  0.00  0.00           H+0
HETATM   55  H   UNK     0      -0.196  -2.542  -0.048  0.00  0.00           H+0
HETATM   56  H   UNK     0       1.266  -2.999   0.973  0.00  0.00           H+0
HETATM   57  H   UNK     0       2.010  -1.915  -1.468  0.00  0.00           H+0
HETATM   58  H   UNK     0       1.791   0.971  -1.642  0.00  0.00           H+0
HETATM   59  H   UNK     0       2.958  -0.053  -2.527  0.00  0.00           H+0
HETATM   60  H   UNK     0       3.992   1.714  -1.041  0.00  0.00           H+0
HETATM   61  H   UNK     0       3.043   1.091   0.317  0.00  0.00           H+0
HETATM   62  H   UNK     0       6.673  -0.703  -0.320  0.00  0.00           H+0
HETATM   63  H   UNK     0      10.765   2.410  -2.872  0.00  0.00           H+0
HETATM   64  H   UNK     0      11.122   0.194  -1.602  0.00  0.00           H+0
HETATM   65  H   UNK     0       8.671  -0.770  -1.621  0.00  0.00           H+0
HETATM   66  H   UNK     0       9.925   0.417   0.647  0.00  0.00           H+0
HETATM   67  H   UNK     0       8.186   0.714   0.856  0.00  0.00           H+0
HETATM   68  H   UNK     0       8.871  -0.992   0.566  0.00  0.00           H+0
HETATM   69  H   UNK     0       5.058  -3.035   1.457  0.00  0.00           H+0
HETATM   70  H   UNK     0       5.933  -2.574  -0.005  0.00  0.00           H+0
HETATM   71  H   UNK     0       6.218  -1.601   1.457  0.00  0.00           H+0
CONECT    1    2   35                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   36   37                                             
CONECT    4    3    5   38   39                                             
CONECT    5    4    6   40   41                                             
CONECT    6    5    7    9                                                  
CONECT    7    6    8   42                                                  
CONECT    8    7                                                            
CONECT    9    6   10   43   44                                             
CONECT   10    9   11   45   46                                             
CONECT   11   10   12   13   47                                             
CONECT   12   11   48   49   50                                             
CONECT   13   11   14   51                                                  
CONECT   14   13   15   52                                                  
CONECT   15   14   16   53   54                                             
CONECT   16   15   17   55   56                                             
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   57                                                  
CONECT   20   19   21   58   59                                             
CONECT   21   20   22   60   61                                             
CONECT   22   21   23   33                                                  
CONECT   23   22   24   62                                                  
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   31                                                  
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30   63                                                  
CONECT   30   29   31   64                                                  
CONECT   31   30   32   26   65                                             
CONECT   32   31   66   67   68                                             
CONECT   33   22   34                                                       
CONECT   34   33   69   70   71                                             
CONECT   35    1                                                            
CONECT   36    3                                                            
CONECT   37    3                                                            
CONECT   38    4                                                            
CONECT   39    4                                                            
CONECT   40    5                                                            
CONECT   41    5                                                            
CONECT   42    7                                                            
CONECT   43    9                                                            
CONECT   44    9                                                            
CONECT   45   10                                                            
CONECT   46   10                                                            
CONECT   47   11                                                            
CONECT   48   12                                                            
CONECT   49   12                                                            
CONECT   50   12                                                            
CONECT   51   13                                                            
CONECT   52   14                                                            
CONECT   53   15                                                            
CONECT   54   15                                                            
CONECT   55   16                                                            
CONECT   56   16                                                            
CONECT   57   19                                                            
CONECT   58   20                                                            
CONECT   59   20                                                            
CONECT   60   21                                                            
CONECT   61   21                                                            
CONECT   62   23                                                            
CONECT   63   29                                                            
CONECT   64   30                                                            
CONECT   65   31                                                            
CONECT   66   32                                                            
CONECT   67   32                                                            
CONECT   68   32                                                            
CONECT   69   34                                                            
CONECT   70   34                                                            
CONECT   71   34                                                            
MASTER        0    0    0    0    0    0    0    0   71    0  142    0
END

RDKit          3D

71 71  0  0  0  0  0  0  0  0999 V2000
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  -10.3794    1.7266   -1.0160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1682    1.7596   -1.8137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2106    0.7099   -1.3003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8412    0.9510    0.1480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8873   -0.1657    0.5217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1985   -0.9916    1.4995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7410   -0.7310    2.3301 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -5.6467   -0.2340   -0.2184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4782   -0.9403    0.3335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7908   -0.3886    1.5178 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5154   -0.2004    2.7881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6213   -1.3026    1.8239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3600   -0.9446    1.6346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2774   -1.9050    1.9622 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5257   -2.2039    0.7448 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1685   -0.9796    0.2257 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0410    0.0936    0.8533 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9347   -0.9715   -0.9715 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5866    0.1771   -1.5304 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6349    0.7936   -0.6176 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7014   -0.1381   -0.2815 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9452    0.0905   -0.6310 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.1571    0.6874   -1.7114 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8667    0.2393   -1.1868 C   0  0  1  0  0  0  0  0  0  0  0  0
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    4.3955   -1.3279    0.4434 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4318   -2.1645    0.9218 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2750    1.7263    0.2030 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.2747    0.6765   -1.8948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7221    0.9466    0.7964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3385    1.9300    0.2087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6164   -1.8208    1.8223 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.8460   -0.6304   -1.2552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6594   -2.0353    0.5059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6989   -0.9614   -0.4978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2762    0.5852    1.2245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7214    0.1528    3.5425 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.0096   -1.9146   -1.4684 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7908    0.9708   -1.6418 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9584   -0.0525   -2.5272 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9923    1.7140   -1.0414 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0432    1.0914    0.3167 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6730   -0.7028   -0.3199 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7648    2.4102   -2.8715 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1216    0.1939   -1.6016 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6708   -0.7699   -1.6211 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9247    0.4167    0.6474 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1858    0.7143    0.8558 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8713   -0.9923    0.5661 H   0  0  0  0  0  0  0  0  0  0  0  0
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    5.9327   -2.5736   -0.0050 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2185   -1.6005    1.4566 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
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M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
(4E,9E)-9-(Chloromethylidene)-N-[(3E)-3-methoxy-5-(2-methyl-5-oxo-2,5-dihydro-1H-pyrrol-1-yl)-5-oxopent-3-en-1-yl]-6-methyltetradec-4-en-13-ynimidate	Generator

Chemical Formula

C₂₇H₃₇ClN₂O₄

Average Mass

489.0500 Da

Monoisotopic Mass

488.24419 Da

IUPAC Name

(4E,6R,9E)-9-(chloromethylidene)-N-[(3E)-3-methoxy-5-[(2R)-2-methyl-5-oxo-2,5-dihydro-1H-pyrrol-1-yl]-5-oxopent-3-en-1-yl]-6-methyltetradec-4-en-13-ynamide

Traditional Name

(4E,6R,9E)-9-(chloromethylidene)-N-[(3E)-3-methoxy-5-[(2R)-2-methyl-5-oxo-2H-pyrrol-1-yl]-5-oxopent-3-en-1-yl]-6-methyltetradec-4-en-13-ynamide

CAS Registry Number

Not Available

SMILES

CO\C(CCNC(=O)CC\C=C\C(C)CC\C(CCCC#C)=C\Cl)=C\C(=O)N1C(C)C=CC1=O

InChI Identifier

InChI=1S/C27H37ClN2O4/c1-5-6-7-11-23(20-28)15-13-21(2)10-8-9-12-25(31)29-18-17-24(34-4)19-27(33)30-22(3)14-16-26(30)32/h1,8,10,14,16,19-22H,6-7,9,11-13,15,17-18H2,2-4H3,(H,29,31)/b10-8+,23-20+,24-19+

InChI Key

KZVHAGNFWJIOMX-GDKFLGFMSA-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
Lyngbya	NPAtlas	15217615
Lyngbya majuscula	-	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acyl amines. N-acyl amines are compounds containing a fatty acid moiety linked to an amine group through an ester linkage.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty amides

Direct Parent

N-acyl amines

Alternative Parents

Substituents

N-acyl-amine
Carboxylic acid imide, n-substituted
Carboxylic acid imide
Dicarboximide
Pyrroline
Vinylogous ester
Carboxamide group
Secondary carboxylic acid amide
Haloalkene
Organoheterocyclic compound
Azacycle
Vinyl halide
Vinyl chloride
Chloroalkene
Carboxylic acid derivative
Acetylide
Hydrocarbon derivative
Organonitrogen compound
Organochloride
Organohalogen compound
Organooxygen compound
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Organic oxide
Carbonyl group
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic 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	4.8	ALOGPS
logP	4.02	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	10.48	ChemAxon
pKa (Strongest Basic)	-1.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	75.71 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	140.38 m³·mol⁻¹	ChemAxon
Polarizability	55.45 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA000374

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

10207719

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21589266

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Jamaicamide B (NP0005405)

MOL for NP0005405 (Jamaicamide B)

3D MOL for NP0005405 (Jamaicamide B)

3D SDF for NP0005405 (Jamaicamide B)

3D-SDF for NP0005405 (Jamaicamide B)

PDB for NP0005405 (Jamaicamide B)

3D PDB for NP0005405 (Jamaicamide B)

SMILES for NP0005405 (Jamaicamide B)

INCHI for NP0005405 (Jamaicamide B)

Structure for NP0005405 (Jamaicamide B)

3D Structure for NP0005405 (Jamaicamide B)