NP-MRD: Showing NP-Card for Fasmerianamine B (NP0068897)

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Record Information

Version

2.0

Created at

2022-04-28 14:10:24 UTC

Updated at

2022-04-28 14:10:24 UTC

NP-MRD ID

NP0068897

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Fasmerianamine B

Description

(2Z)-2-{3-[(2S,4S,5S)-5-hydroxy-4-(4-hydroxy-3-methoxyphenyl)-4-(1H-imidazol-2-yl)-1,3-dithian-2-yl]-1H-indol-2-yl}-2-(N-hydroxyimino)acetic acid belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. Fasmerianamine B is found in Hypsistozoa fasmeriana. Based on a literature review very few articles have been published on (2Z)-2-{3-[(2S,4S,5S)-5-hydroxy-4-(4-hydroxy-3-methoxyphenyl)-4-(1H-imidazol-2-yl)-1,3-dithian-2-yl]-1H-indol-2-yl}-2-(N-hydroxyimino)acetic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282216102D          

 36 40  0  0  1  0            999 V2000
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    0.0709    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0768   -0.1006    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1781   -0.8853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3739   -1.4984    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1809   -1.3268    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4358   -0.5422    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.0054   -1.3556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4426   -0.6560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2671   -0.6848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6544   -1.4132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2172   -2.1129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3927   -2.0841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6045   -2.8413    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4290   -2.8701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4789   -1.4420    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3805   -2.1273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8502   -2.7593    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2873   -3.4590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0878   -3.2594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1454   -2.4364    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1190   -2.2830    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837    2.2374    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087    2.2374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837    0.8085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712    0.0940    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087    0.8085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  4  9  1  0  0  0  0
 10  9  1  6  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  1  0  0  0  0
 14 15  1  0  0  0  0
 10 15  1  0  0  0  0
 14 16  1  6  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 16 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 19 24  1  0  0  0  0
 14 25  1  1  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 25 29  1  0  0  0  0
 13 30  1  1  0  0  0
  8 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 31 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
M  END

     RDKit          3D

 58 62  0  0  0  0  0  0  0  0999 V2000
    5.9005   -0.9003   -1.0700 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4762    0.2578   -1.7556 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2048    0.7479   -1.4839 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3752    0.1396   -0.5817 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1044    0.6249   -0.3067 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1909   -0.0376    0.6760 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8381   -0.0711    2.0071 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6472    0.8673    2.9492 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3742    0.5589    4.0349 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0218   -0.6179    3.7108 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6939   -0.9988    2.4763 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2933    0.9817    0.7951 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7407    0.0031    1.3444 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8091    0.2519    0.3839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6492   -0.5839   -0.2727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7508   -2.0290   -0.2301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0297   -2.8179    0.4792 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1369   -4.1847    0.5097 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7450   -2.7159   -1.0491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5583   -2.1763   -1.8191 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8494   -4.1247   -1.0140 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4653    0.2025   -1.0446 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1298    1.5045   -0.8625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6509    2.6789   -1.4032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1115    3.8745   -1.0267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0691    3.9998   -0.1328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5789    2.8144    0.3817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0977    1.6000    0.0232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3189   -1.6104    1.8531 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.1579   -2.3035    1.0886 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8168   -1.3718    0.1284 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8502   -2.0592   -0.4915 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7040    1.7429   -0.9738 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5230    2.3780   -1.8915 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7855    1.8910   -2.1610 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5926    2.5454   -3.0877 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8823   -0.7462    0.0239 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9153   -1.2057   -1.3770 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1862   -1.7194   -1.3211 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7191   -0.7471   -0.0632 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4089    1.1338    4.9310 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7003   -1.1511    4.3728 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0384   -1.8459    1.9800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0724    0.5782    2.2943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8950   -4.5990    1.0700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6090   -4.6823   -1.8402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2296   -0.1076   -1.6800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4600    2.5877   -2.0975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5250    4.7932   -1.4553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6642    4.9680    0.1447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7795    2.8935    1.0848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1697   -3.1992    0.4829 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8269   -2.7180    1.8658 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0628   -1.1819   -0.6905 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9555   -1.7285   -1.4118 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7222    2.1955   -0.8218 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1874    3.2659   -2.4120 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5266    2.1541   -3.2634 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5 33  2  0
 33 34  1  0
 34 35  2  0
 35 36  1  0
  6  5  1  0
  6 12  1  1
 12 13  1  0
 13 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 13 14  1  0
 14 15  2  0
 15 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 16 19  1  0
 19 21  1  0
 19 20  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 35  3  1  0
 31  6  1  0
 28 14  1  0
 11  7  1  0
 28 23  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
  4 40  1  0
 33 56  1  0
 34 57  1  0
 36 58  1  0
 13 44  1  1
 30 52  1  0
 30 53  1  0
 31 54  1  6
 32 55  1  0
 22 47  1  0
 24 48  1  0
 25 49  1  0
 26 50  1  0
 27 51  1  0
 18 45  1  0
 21 46  1  0
  9 41  1  0
 10 42  1  0
 11 43  1  0
M  END


  Mrv1652304282216102D          

 36 40  0  0  1  0            999 V2000
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    0.0709    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0768   -0.1006    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1781   -0.8853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3739   -1.4984    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1809   -1.3268    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4358   -0.5422    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.0054   -1.3556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4426   -0.6560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2671   -0.6848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6544   -1.4132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2172   -2.1129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3927   -2.0841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6045   -2.8413    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4290   -2.8701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4789   -1.4420    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3805   -2.1273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8502   -2.7593    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2873   -3.4590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0878   -3.2594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1454   -2.4364    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1190   -2.2830    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837    2.2374    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087    2.2374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837    0.8085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712    0.0940    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087    0.8085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  4  9  1  0  0  0  0
 10  9  1  6  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  1  0  0  0  0
 14 15  1  0  0  0  0
 10 15  1  0  0  0  0
 14 16  1  6  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 16 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 19 24  1  0  0  0  0
 14 25  1  1  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 25 29  1  0  0  0  0
 13 30  1  1  0  0  0
  8 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 31 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0068897

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(=CC=C1O)[C@]1(S[C@H](SC[C@@H]1O)C1=C(NC2=CC=CC=C12)C(=N\O)\C(O)=O)C1=NC=CN1

> <INCHI_IDENTIFIER>
InChI=1S/C24H22N4O6S2/c1-34-16-10-12(6-7-15(16)29)24(23-25-8-9-26-23)17(30)11-35-22(36-24)18-13-4-2-3-5-14(13)27-19(18)20(28-33)21(31)32/h2-10,17,22,27,29-30,33H,11H2,1H3,(H,25,26)(H,31,32)/b28-20-/t17-,22-,24+/m0/s1

> <INCHI_KEY>
SPLFXCMZWBNPBW-KJCMYCNKSA-N

> <FORMULA>
C24H22N4O6S2

> <MOLECULAR_WEIGHT>
526.58

> <EXACT_MASS>
526.098076792

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
50.83142371283416

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2Z)-2-{3-[(2S,4S,5S)-5-hydroxy-4-(4-hydroxy-3-methoxyphenyl)-4-(1H-imidazol-2-yl)-1,3-dithian-2-yl]-1H-indol-2-yl}-2-(N-hydroxyimino)acetic acid

> <ALOGPS_LOGP>
2.99

> <JCHEM_LOGP>
1.6675202175851067

> <ALOGPS_LOGS>
-4.68

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.906602823118508

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.1851238358882905

> <JCHEM_PKA_STRONGEST_BASIC>
6.006785798306282

> <JCHEM_POLAR_SURFACE_AREA>
164.05

> <JCHEM_REFRACTIVITY>
136.6938

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.09e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2Z)-{3-[(2S,4S,5S)-5-hydroxy-4-(4-hydroxy-3-methoxyphenyl)-4-(1H-imidazol-2-yl)-1,3-dithian-2-yl]-1H-indol-2-yl}(N-hydroxyimino)acetic acid

> <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       6.258   3.613   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.924   1.303   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       2.126   4.089   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       1.220   2.843   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.126   1.597   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.650   0.132   0.000  0.00  0.00           C+0
HETATM   11  S   UNK     0       0.143  -0.188   0.000  0.00  0.00           S+0
HETATM   12  C   UNK     0      -0.333  -1.652   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.698  -2.797   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.204  -2.477   0.000  0.00  0.00           C+0
HETATM   15  S   UNK     0       2.680  -1.012   0.000  0.00  0.00           S+0
HETATM   16  C   UNK     0       3.743  -2.531   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.559  -1.225   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.099  -1.278   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.821  -2.638   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.005  -3.944   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.466  -3.890   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       6.728  -5.304   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       8.267  -5.357   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       8.361  -2.692   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       2.577  -3.971   0.000  0.00  0.00           C+0
HETATM   26  N   UNK     0       1.587  -5.151   0.000  0.00  0.00           N+0
HETATM   27  C   UNK     0       2.403  -6.457   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       3.897  -6.084   0.000  0.00  0.00           C+0
HETATM   29  N   UNK     0       4.005  -4.548   0.000  0.00  0.00           N+0
HETATM   30  O   UNK     0       0.222  -4.262   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      -0.320   2.843   0.000  0.00  0.00           C+0
HETATM   32  N   UNK     0      -1.090   4.177   0.000  0.00  0.00           N+0
HETATM   33  O   UNK     0      -2.630   4.177   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      -1.090   1.509   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      -0.320   0.175   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      -2.630   1.509   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8                                                       
CONECT    8    7    9   31                                                  
CONECT    9    8    4   10                                                  
CONECT   10    9   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   30                                                  
CONECT   14   13   15   16   25                                             
CONECT   15   14   10                                                       
CONECT   16   14   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   24                                                  
CONECT   20   19   21   22                                                  
CONECT   21   20   16                                                       
CONECT   22   20   23                                                       
CONECT   23   22                                                            
CONECT   24   19                                                            
CONECT   25   14   26   29                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   25                                                       
CONECT   30   13                                                            
CONECT   31    8   32   34                                                  
CONECT   32   31   33                                                       
CONECT   33   32                                                            
CONECT   34   31   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   80    0
END

View in JSmol

Synonyms

Value	Source
(2Z)-2-{3-[(2S,4S,5S)-5-hydroxy-4-(4-hydroxy-3-methoxyphenyl)-4-(1H-imidazol-2-yl)-1,3-dithian-2-yl]-1H-indol-2-yl}-2-(N-hydroxyimino)acetate	Generator

Chemical Formula

C₂₄H₂₂N₄O₆S₂

Average Mass

526.5800 Da

Monoisotopic Mass

526.09808 Da

IUPAC Name

(2Z)-2-{3-[(2S,4S,5S)-5-hydroxy-4-(4-hydroxy-3-methoxyphenyl)-4-(1H-imidazol-2-yl)-1,3-dithian-2-yl]-1H-indol-2-yl}-2-(N-hydroxyimino)acetic acid

Traditional Name

(2Z)-{3-[(2S,4S,5S)-5-hydroxy-4-(4-hydroxy-3-methoxyphenyl)-4-(1H-imidazol-2-yl)-1,3-dithian-2-yl]-1H-indol-2-yl}(N-hydroxyimino)acetic acid

CAS Registry Number

Not Available

SMILES

COC1=CC(=CC=C1O)[C@]1(S[C@H](SC[C@@H]1O)C1=C(NC2=CC=CC=C12)C(=N\O)\C(O)=O)C1=NC=CN1

InChI Identifier

InChI=1S/C24H22N4O6S2/c1-34-16-10-12(6-7-15(16)29)24(23-25-8-9-26-23)17(30)11-35-22(36-24)18-13-4-2-3-5-14(13)27-19(18)20(28-33)21(31)32/h2-10,17,22,27,29-30,33H,11H2,1H3,(H,25,26)(H,31,32)/b28-20-/t17-,22-,24+/m0/s1

InChI Key

SPLFXCMZWBNPBW-KJCMYCNKSA-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
Hypsistozoa fasmeriana	-	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

3-alkylindole
Methoxyphenol
Indole or derivatives
Indole
Phenoxy compound
Methoxybenzene
Phenol ether
Imidazolyl carboxylic acid derivative
Anisole
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Substituted pyrrole
1,3-dithiane
Monocyclic benzene moiety
Heteroaromatic compound
Pyrrole
Ketoxime
Imidazole
Thioacetal
Azole
Secondary alcohol
Azacycle
Organoheterocyclic compound
Dialkylthioether
Thioether
Monocarboxylic acid or derivatives
Ether
Carboxylic acid
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	2.99	ALOGPS
logP	1.67	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	3.19	ChemAxon
pKa (Strongest Basic)	6.01	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	164.05 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	136.69 m³·mol⁻¹	ChemAxon
Polarizability	50.83 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

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

162949045

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Fasmerianamine B (NP0068897)

MOL for NP0068897 (Fasmerianamine B)

3D MOL for NP0068897 (Fasmerianamine B)

3D SDF for NP0068897 (Fasmerianamine B)

3D-SDF for NP0068897 (Fasmerianamine B)

PDB for NP0068897 (Fasmerianamine B)

3D PDB for NP0068897 (Fasmerianamine B)

SMILES for NP0068897 (Fasmerianamine B)

INCHI for NP0068897 (Fasmerianamine B)

Structure for NP0068897 (Fasmerianamine B)

3D Structure for NP0068897 (Fasmerianamine B)