NP-MRD: Showing NP-Card for Cepaciamide A (NP0069683)

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Record Information

Version

2.0

Created at

2022-04-28 15:03:01 UTC

Updated at

2022-04-28 15:03:01 UTC

NP-MRD ID

NP0069683

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Cepaciamide A

Description

(3S)-3-{[(2S)-10-[(1S,2R)-2-hexylcyclopropyl]-2-hydroxydecanoyl]oxy}-N-[(3R)-2-hydroxy-3,4,5,6-tetrahydropyridin-3-yl]hexadecanimidic acid belongs to the class of organic compounds known as n-acyl-alpha amino acids and derivatives. N-acyl-alpha amino acids and derivatives are compounds containing an alpha amino acid (or a derivative thereof) which bears an acyl group at its terminal nitrogen atom. Cepaciamide A is found in Pseudomonas cepacia. Based on a literature review very few articles have been published on (3S)-3-{[(2S)-10-[(1S,2R)-2-hexylcyclopropyl]-2-hydroxydecanoyl]oxy}-N-[(3R)-2-hydroxy-3,4,5,6-tetrahydropyridin-3-yl]hexadecanimidic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282217032D          

 47 48  0  0  1  0            999 V2000
    2.0329   -9.0750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579   -9.0750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4454   -9.7895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -8.6625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.0026   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -9.9000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -9.0750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.4315   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460  -11.1375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -9.9000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749  -10.3125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.2894   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0039  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0039  -11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894  -11.5500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749  -11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605  -11.5500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0039   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7184   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4328   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1473   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8618   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5762   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2907   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0052   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7197   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3184   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6039   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5395   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2539   -9.0750    0.0000 C   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
  1  3  1  0  0  0  0
  2  4  1  1  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  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  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 16 15  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 21 20  1  6  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 21 26  1  0  0  0  0
 26 27  2  0  0  0  0
 16 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 12 41  1  6  0  0  0
  1 42  1  1  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
M  END

     RDKit          3D

121122  0  0  0  0  0  0  0  0999 V2000
   -9.7531    7.5149    0.6242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4039    6.8211    0.6115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5441    5.5922   -0.2235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5856    4.6901    0.3459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2509    4.2621    1.7402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9169    3.5611    1.7563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9625    2.3867    0.8430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6368    1.6088    0.7748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2181    1.0654    2.0677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9047    0.4208    2.1466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6118   -0.7328    1.2926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4961   -0.5145   -0.1711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1658   -1.7876   -0.9489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8127   -2.2946   -0.5800 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5983   -3.5459   -1.4076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3019   -4.1341   -1.1719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3610   -3.5551   -0.6236 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0533   -5.4933   -1.5913 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2387   -6.1056   -1.3771 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5905   -6.9519   -2.5602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2596   -8.1886   -2.5851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0076   -9.0469   -1.3800 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4966   -8.3145   -0.2371 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2444   -6.9212   -0.1242 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0400   -6.4208    0.9932 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7674   -1.4239   -0.7355 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8753   -1.0043    0.2107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0021   -1.4631    1.3604 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2508   -0.0120   -0.0945 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1896   -0.0233    0.8977 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7322   -0.2384   -1.4630 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8662    0.5598   -1.9721 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7518    2.0248   -1.9542 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7618    2.7355   -0.6604 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0761    2.5167    0.1064 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2359    3.1159   -0.6460 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5090    2.9032    0.1077 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9047    1.4292    0.2555 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1030    0.7951   -1.0649 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.1718    1.3704   -2.0101 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1227   -0.0620   -1.5916 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.3420   -0.6976   -1.1184 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5128    0.0615   -0.6455 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4268    0.8757    0.5723 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1472    0.2120    1.8678 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1450   -0.7031    2.4415 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4969   -1.9061    1.6353 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3777    7.2615    1.4905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6474    8.6010    0.5703 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3624    7.2148   -0.2765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1641    6.5375    1.6487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6074    7.4891    0.2137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5803    5.0395   -0.2827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8959    5.8398   -1.2682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8005    3.8085   -0.2989 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5791    5.2519    0.3502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2493    5.1018    2.4850 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0757    3.5447    2.0340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6428    3.2660    2.8104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1403    4.2934    1.4797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1288    2.7131   -0.2051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7791    1.6836    1.0955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9903    0.7027    0.1563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9182    2.1392    0.1606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2610    1.8252    2.9083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9715    0.2709    2.4425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7035    0.0619    3.2323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0608    1.2058    1.9999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3874   -1.5620    1.4214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6691   -1.2698    1.6122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2578    0.0553   -0.6900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5577    0.1771   -0.2548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3783   -1.7146   -2.0086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8920   -2.5407   -0.5311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8440   -2.6291    0.4915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7411   -3.2177   -2.4754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4540   -4.2437   -1.2097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7951   -6.0540   -2.0517 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9427   -5.2330   -1.2298 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6757   -7.1984   -2.5659 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3203   -6.3460   -3.4677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0188   -8.7542   -3.5408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3408   -7.9072   -2.6613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0056   -9.5205   -1.1231 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7166   -9.8632   -1.6342 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0365   -8.8458    0.4864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3671    0.9517   -0.0704 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8395   -0.7437    0.7047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1890   -0.0908   -2.1542 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.7875    0.1934   -1.4218 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0038    0.2277   -3.0652 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.8887    2.6302   -0.0499 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7898    3.8563   -0.9371 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9731    3.0535    1.0651 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2833    1.4471    0.2004 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1128    4.2269   -0.7540 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2832    2.6372   -1.6482 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4123    3.2610    1.1707 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3587    3.4955   -0.3059 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0056    0.9453    0.7668 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6750    1.3689    1.0046 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0702    0.7390   -1.6080 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8547    2.1136   -1.6153 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8161    1.6552   -3.0455 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6963   -0.6971   -2.5085 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7584   -1.4423   -1.9017 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1027   -1.4495   -0.2797 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8030    0.8183   -1.4814 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4596   -0.5833   -0.6697 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4572    1.4320    0.7219 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7661    1.7526    0.4514 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9578    1.0422    2.6198 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1568   -0.3225    1.8454 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7186   -1.1182    3.4178 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0682   -0.1728    2.8145 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7013   -2.3241    1.0099 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7631   -2.7846    2.3269 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.4636   -1.7491    1.0892 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
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 29 30  1  0
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  7 61  1  0
  7 62  1  0
  8 63  1  0
  8 64  1  0
  9 65  1  0
  9 66  1  0
 10 67  1  0
 10 68  1  0
 11 69  1  0
 11 70  1  0
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 12 72  1  0
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 14 75  1  1
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 15 77  1  0
 18 78  1  0
 19 79  1  1
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 21 82  1  0
 21 83  1  0
 22 84  1  0
 22 85  1  0
 23 86  1  0
 29 87  1  6
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 31 89  1  0
 31 90  1  0
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 32 92  1  0
 33 93  1  0
 33 94  1  0
 34 95  1  0
 34 96  1  0
 35 97  1  0
 35 98  1  0
 36 99  1  0
 36100  1  0
 37101  1  0
 37102  1  0
 38103  1  0
 38104  1  0
 39105  1  6
 40106  1  0
 40107  1  0
 41108  1  6
 42109  1  0
 42110  1  0
 43111  1  0
 43112  1  0
 44113  1  0
 44114  1  0
 45115  1  0
 45116  1  0
 46117  1  0
 46118  1  0
 47119  1  0
 47120  1  0
 47121  1  0
M  END


  Mrv1652304282217032D          

 47 48  0  0  1  0            999 V2000
    2.0329   -9.0750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579   -9.0750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4454   -9.7895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -8.6625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.0026   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -9.9000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -9.0750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.4315   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460  -11.1375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -9.9000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749  -10.3125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.2894   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0039  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0039  -11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894  -11.5500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749  -11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605  -11.5500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0039   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7184   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4328   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1473   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8618   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5762   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2907   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0052   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7197   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3184   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6039   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5395   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2539   -9.0750    0.0000 C   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
  1  3  1  0  0  0  0
  2  4  1  1  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  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  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 16 15  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 21 20  1  6  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 21 26  1  0  0  0  0
 26 27  2  0  0  0  0
 16 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 12 41  1  6  0  0  0
  1 42  1  1  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0069683

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCCCCCCC[C@@H](CC(=O)N[C@@H]1CCCNC1=O)OC(=O)[C@@H](O)CCCCCCCC[C@H]1C[C@H]1CCCCCC

> <INCHI_IDENTIFIER>
InChI=1S/C40H74N2O5/c1-3-5-7-9-10-11-12-13-14-18-22-27-35(32-38(44)42-36-28-24-30-41-39(36)45)47-40(46)37(43)29-23-19-16-15-17-21-26-34-31-33(34)25-20-8-6-4-2/h33-37,43H,3-32H2,1-2H3,(H,41,45)(H,42,44)/t33-,34+,35+,36-,37+/m1/s1

> <INCHI_KEY>
DFIVDLXXMDDJMT-AESTUDHESA-N

> <FORMULA>
C40H74N2O5

> <MOLECULAR_WEIGHT>
663.041

> <EXACT_MASS>
662.559773491

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
121

> <JCHEM_AVERAGE_POLARIZABILITY>
85.15059204358239

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-1-{[(3R)-2-oxopiperidin-3-yl]carbamoyl}pentadecan-2-yl (2S)-10-[(1S,2R)-2-hexylcyclopropyl]-2-hydroxydecanoate

> <JCHEM_LOGP>
10.559844614000003

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.026085383061194

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.393017617312196

> <JCHEM_PKA_STRONGEST_BASIC>
-1.8825782236483337

> <JCHEM_POLAR_SURFACE_AREA>
104.73

> <JCHEM_REFRACTIVITY>
192.38739999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
32

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-1-{[(3R)-2-oxopiperidin-3-yl]carbamoyl}pentadecan-2-yl (2S)-10-[(1S,2R)-2-hexylcyclopropyl]-2-hydroxydecanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       3.795 -16.940   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335 -16.940   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.565 -18.274   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.668 -16.170   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.002 -16.940   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.336 -16.170   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.669 -16.940   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.003 -16.170   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      13.337 -16.940   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      14.670 -16.170   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      16.004 -16.940   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      17.338 -16.170   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      18.672 -16.940   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      18.672 -18.480   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      20.005 -16.170   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      21.339 -16.940   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      21.339 -18.480   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      22.673 -19.250   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      22.673 -20.790   0.000  0.00  0.00           O+0
HETATM   20  N   UNK     0      24.006 -18.480   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0      25.340 -19.250   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      26.674 -18.480   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      28.007 -19.250   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      28.007 -20.790   0.000  0.00  0.00           C+0
HETATM   25  N   UNK     0      26.674 -21.560   0.000  0.00  0.00           N+0
HETATM   26  C   UNK     0      25.340 -20.790   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      24.006 -21.560   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      22.673 -16.170   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      24.006 -16.940   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      25.340 -16.170   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      26.674 -16.940   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      28.007 -16.170   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      29.341 -16.940   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      30.675 -16.170   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      32.008 -16.940   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      33.342 -16.170   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      34.676 -16.940   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      36.009 -16.170   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      37.343 -16.940   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      38.677 -16.170   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      17.338 -14.630   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0       2.461 -16.170   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       1.127 -16.940   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      -0.206 -16.170   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      -1.540 -16.940   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      -2.874 -16.170   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      -4.207 -16.940   0.000  0.00  0.00           C+0
CONECT    1    2    3   42                                                  
CONECT    2    1    3    4                                                  
CONECT    3    2    1                                                       
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   41                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17   28                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22   26                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   21   27                                                  
CONECT   27   26                                                            
CONECT   28   16   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39                                                            
CONECT   41   12                                                            
CONECT   42    1   43                                                       
CONECT   43   42   44                                                       
CONECT   44   43   45                                                       
CONECT   45   44   46                                                       
CONECT   46   45   47                                                       
CONECT   47   46                                                            
MASTER        0    0    0    0    0    0    0    0   47    0   96    0
END

View in JSmol

Synonyms

Value	Source
(3S)-3-{[(2S)-10-[(1S,2R)-2-hexylcyclopropyl]-2-hydroxydecanoyl]oxy}-N-[(3R)-2-hydroxy-3,4,5,6-tetrahydropyridin-3-yl]hexadecanimidate	Generator

Chemical Formula

C₄₀H₇₄N₂O₅

Average Mass

663.0410 Da

Monoisotopic Mass

662.55977 Da

IUPAC Name

(2S)-1-{[(3R)-2-oxopiperidin-3-yl]carbamoyl}pentadecan-2-yl (2S)-10-[(1S,2R)-2-hexylcyclopropyl]-2-hydroxydecanoate

Traditional Name

(2S)-1-{[(3R)-2-oxopiperidin-3-yl]carbamoyl}pentadecan-2-yl (2S)-10-[(1S,2R)-2-hexylcyclopropyl]-2-hydroxydecanoate

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCCC[C@@H](CC(=O)N[C@@H]1CCCNC1=O)OC(=O)[C@@H](O)CCCCCCCC[C@H]1C[C@H]1CCCCCC

InChI Identifier

InChI=1S/C40H74N2O5/c1-3-5-7-9-10-11-12-13-14-18-22-27-35(32-38(44)42-36-28-24-30-41-39(36)45)47-40(46)37(43)29-23-19-16-15-17-21-26-34-31-33(34)25-20-8-6-4-2/h33-37,43H,3-32H2,1-2H3,(H,41,45)(H,42,44)/t33-,34+,35+,36-,37+/m1/s1

InChI Key

DFIVDLXXMDDJMT-AESTUDHESA-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
Burkholderia cepacia	Bacteria	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acyl-alpha amino acids and derivatives. N-acyl-alpha amino acids and derivatives are compounds containing an alpha amino acid (or a derivative thereof) which bears an acyl group at its terminal nitrogen atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

N-acyl-alpha amino acids and derivatives

Alternative Parents

Substituents

N-acyl-alpha amino acid or derivatives
Delta-lactam
Fatty acid ester
Piperidinone
Fatty amide
Fatty acyl
Piperidine
Monosaccharide
N-acyl-amine
Carboxamide group
Carboxylic acid ester
Lactam
Secondary carboxylic acid amide
Secondary alcohol
Azacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Alcohol
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Organooxygen compound
Organonitrogen compound
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	10.56	ChemAxon
pKa (Strongest Acidic)	12.39	ChemAxon
pKa (Strongest Basic)	-1.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	104.73 Å²	ChemAxon
Rotatable Bond Count	32	ChemAxon
Refractivity	192.39 m³·mol⁻¹	ChemAxon
Polarizability	85.15 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

8614795

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10439374

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Cepaciamide A (NP0069683)

MOL for NP0069683 (Cepaciamide A)

3D MOL for NP0069683 (Cepaciamide A)

3D SDF for NP0069683 (Cepaciamide A)

3D-SDF for NP0069683 (Cepaciamide A)

PDB for NP0069683 (Cepaciamide A)

3D PDB for NP0069683 (Cepaciamide A)

SMILES for NP0069683 (Cepaciamide A)

INCHI for NP0069683 (Cepaciamide A)

Structure for NP0069683 (Cepaciamide A)

3D Structure for NP0069683 (Cepaciamide A)