NP-MRD: Showing NP-Card for (2e)-n-{2-[(2-{[(2e)-3-[3-bromo-4-(sulfooxy)phenyl]-1-hydroxy-2-(n-hydroxyimino)propylidene]amino}ethyl)disulfanyl]ethyl}-3-(3-bromo-4-hydroxyphenyl)-2-(n-hydroxyimino)propanimidic acid (NP0234127)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-06 15:59:17 UTC

Updated at

2022-09-06 15:59:17 UTC

NP-MRD ID

NP0234127

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2e)-n-{2-[(2-{[(2e)-3-[3-bromo-4-(sulfooxy)phenyl]-1-hydroxy-2-(n-hydroxyimino)propylidene]amino}ethyl)disulfanyl]ethyl}-3-(3-bromo-4-hydroxyphenyl)-2-(n-hydroxyimino)propanimidic acid

Description

CHEMBL1208123 belongs to the class of organic compounds known as phenylsulfates. Phenylsulfates are compounds containing a sulfuric acid group conjugated to a phenyl group. (2e)-n-{2-[(2-{[(2e)-3-[3-bromo-4-(sulfooxy)phenyl]-1-hydroxy-2-(n-hydroxyimino)propylidene]amino}ethyl)disulfanyl]ethyl}-3-(3-bromo-4-hydroxyphenyl)-2-(n-hydroxyimino)propanimidic acid is found in Aplysinella rhax. Based on a literature review very few articles have been published on CHEMBL1208123.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309062217592D          

 40 41  0  0  0  0            999 V2000
   -8.5737   -9.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737   -8.2500    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7487   -8.2500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3987   -8.2500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -7.0125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -6.1875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -5.7750    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -6.1875    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -5.7750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -7.0125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -6.1875    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -8.2500    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  2  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
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 16 17  1  4  0  0  0
 17 18  1  0  0  0  0
 18 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
 23 22  1  4  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  2  0  0  0  0
 28 35  1  0  0  0  0
 26 36  2  0  0  0  0
 36 37  1  0  0  0  0
  9 38  1  0  0  0  0
 38 39  2  0  0  0  0
  6 39  1  0  0  0  0
 39 40  1  0  0  0  0
M  END

     RDKit          3D

 64 65  0  0  0  0  0  0  0  0999 V2000
    8.9270   -4.1280   -0.2515 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5195   -2.9050   -0.9317 S   0  0  0  0  0  6  0  0  0  0  0  0
   10.4730   -3.3251   -2.0209 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3919   -1.9954    0.1805 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2693   -1.9401   -1.5420 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6359   -0.9718   -0.7764 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0876    0.3286   -0.7226 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4913    1.3086    0.0189 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3649    0.9881    0.7632 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6836    2.0316    1.5917 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9713    2.9141    0.6398 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3947    4.1604    0.6118 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3909    4.5904    1.4490 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9141    2.4792   -0.2552 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3907    3.3904   -1.1615 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4620    1.2887   -0.2328 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4854    0.6224   -0.9681 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6176    1.5259   -1.7959 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7399    2.6656   -0.7015 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6282    1.5305    0.4822 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1783    1.4218   -0.4067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2762    0.7046    0.3456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4252    0.7004   -0.5550 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2550   -0.3010   -0.4752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0169   -1.3045    0.4498 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4194   -0.3968   -1.3239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3513   -1.5148   -1.2351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0014   -1.5966    0.0899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0573   -0.7183    0.3840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7079   -0.7588    1.5934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3506   -1.6653    2.5710 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0224   -1.6971    3.8010 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3213   -2.5301    2.2994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8019   -3.7934    3.6376 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -7.6519   -2.4971    1.0697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6972    0.5227   -2.2218 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7965    0.4091   -3.0058 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8821   -0.2903    0.7398 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5101   -1.2755   -0.0251 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8304   -3.0493   -0.0372 Br  0  0  0  0  0  0  0  0  0  0  0  0
    9.8456   -1.2284    0.4813 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9810    0.5402   -1.3338 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8493    2.3172    0.0546 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9512    1.5143    2.2255 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3790    2.5832    2.2381 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3527    4.3981    1.2194 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9560    3.8886   -1.8390 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7385    0.0549   -0.3082 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8856   -0.2076   -1.6217 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8709    0.9039   -2.3604 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1691    2.0870   -2.5818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9948    0.7994   -1.3229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5269    2.4304   -0.6431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0417   -0.3204    0.6313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5757    1.2921    1.2555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9458   -1.1190    1.4640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1459   -1.4935   -2.0149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8003   -2.4809   -1.4397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3181   -0.0192   -0.3966 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5109   -0.0795    1.8048 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7872   -1.0173    3.9330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8543   -3.2001    0.8897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9529    1.1094   -3.7321 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0011   -0.5244    1.3244 H   0  0  0  0  0  0  0  0  0  0  0  0
 37 36  1  0
 36 26  2  0
 26 27  1  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 31 33  1  0
 33 34  1  0
 33 35  2  0
 26 24  1  0
 24 25  1  0
 24 23  2  0
 23 22  1  0
 22 21  1  0
 21 20  1  0
 20 19  1  0
 19 18  1  0
 18 17  1  0
 17 16  1  0
 16 14  2  0
 14 15  1  0
 14 11  1  0
 11 10  1  0
 10  9  1  0
  9  8  2  0
  8  7  1  0
  7  6  2  0
  6  5  1  0
  5  2  1  0
  2  4  1  0
  2  1  2  0
  2  3  2  0
  6 39  1  0
 39 40  1  0
 39 38  2  0
 11 12  2  0
 12 13  1  0
 35 28  1  0
 38  9  1  0
 37 63  1  0
 27 57  1  0
 27 58  1  0
 29 59  1  0
 30 60  1  0
 32 61  1  0
 35 62  1  0
 25 56  1  0
 22 54  1  0
 22 55  1  0
 21 52  1  0
 21 53  1  0
 18 50  1  0
 18 51  1  0
 17 48  1  0
 17 49  1  0
 15 47  1  0
 10 44  1  0
 10 45  1  0
  8 43  1  0
  7 42  1  0
  4 41  1  0
 38 64  1  0
 13 46  1  0
M  END


  Mrv1652309062217592D          

 40 41  0  0  0  0            999 V2000
   -8.5737   -9.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737   -8.2500    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7487   -8.2500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3987   -8.2500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -7.0125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -6.1875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -5.7750    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -6.1875    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -5.7750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -7.0125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -6.1875    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -8.2500    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  2  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
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 16 17  1  4  0  0  0
 17 18  1  0  0  0  0
 18 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
 23 22  1  4  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  2  0  0  0  0
 28 35  1  0  0  0  0
 26 36  2  0  0  0  0
 36 37  1  0  0  0  0
  9 38  1  0  0  0  0
 38 39  2  0  0  0  0
  6 39  1  0  0  0  0
 39 40  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0234127

> <DATABASE_NAME>
NP-MRD

> <SMILES>
O\N=C(/CC1=CC=C(O)C(Br)=C1)C(O)=NCCSSCCN=C(O)C(\CC1=CC=C(OS(O)(=O)=O)C(Br)=C1)=N\O

> <INCHI_IDENTIFIER>
InChI=1S/C22H24Br2N4O9S3/c23-15-9-13(1-3-19(15)29)11-17(27-32)21(30)25-5-7-38-39-8-6-26-22(31)18(28-33)12-14-2-4-20(16(24)10-14)37-40(34,35)36/h1-4,9-10,29,32-33H,5-8,11-12H2,(H,25,30)(H,26,31)(H,34,35,36)/b27-17+,28-18+

> <INCHI_KEY>
ZMKGRTIBYGQWSC-XUIWWLCJSA-N

> <FORMULA>
C22H24Br2N4O9S3

> <MOLECULAR_WEIGHT>
744.44

> <EXACT_MASS>
741.907218

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
64

> <JCHEM_AVERAGE_POLARIZABILITY>
63.97290057705672

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2E)-N-{2-[(2-{[(2E)-3-[3-bromo-4-(sulfooxy)phenyl]-1-hydroxy-2-(N-hydroxyimino)propylidene]amino}ethyl)disulfanyl]ethyl}-3-(3-bromo-4-hydroxyphenyl)-2-(N-hydroxyimino)propanimidic acid

> <JCHEM_LOGP>
3.074904441536431

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
1.376880324408034

> <JCHEM_PKA_STRONGEST_ACIDIC>
-2.694263511284662

> <JCHEM_PKA_STRONGEST_BASIC>
3.8779302354340164

> <JCHEM_POLAR_SURFACE_AREA>
214.19000000000003

> <JCHEM_REFRACTIVITY>
160.12139999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2E)-N-{2-[(2-{[(2E)-3-[3-bromo-4-(sulfooxy)phenyl]-1-hydroxy-2-(N-hydroxyimino)propylidene]amino}ethyl)disulfanyl]ethyl}-3-(3-bromo-4-hydroxyphenyl)-2-(N-hydroxyimino)propanimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  O   UNK     0     -16.004 -16.940   0.000  0.00  0.00           O+0
HETATM    2  S   UNK     0     -16.004 -15.400   0.000  0.00  0.00           S+0
HETATM    3  O   UNK     0     -14.464 -15.400   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0     -17.544 -15.400   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0     -16.004 -13.860   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0     -14.670 -13.090   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0     -14.670 -11.550   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0     -13.337 -10.780   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0     -12.003 -11.550   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0     -10.669 -10.780   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -9.336 -11.550   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0      -9.336 -13.090   0.000  0.00  0.00           N+0
HETATM   13  O   UNK     0     -10.669 -13.860   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -8.002 -10.780   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -8.002  -9.240   0.000  0.00  0.00           O+0
HETATM   16  N   UNK     0      -6.668 -11.550   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0      -5.335 -10.780   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -4.001 -11.550   0.000  0.00  0.00           C+0
HETATM   19  S   UNK     0      -2.667 -10.780   0.000  0.00  0.00           S+0
HETATM   20  S   UNK     0      -1.334 -11.550   0.000  0.00  0.00           S+0
HETATM   21  C   UNK     0       0.000 -10.780   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.334 -11.550   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0       2.667 -10.780   0.000  0.00  0.00           N+0
HETATM   24  C   UNK     0       4.001 -11.550   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       4.001 -13.090   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       5.335 -10.780   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.668 -11.550   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       8.002 -10.780   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       8.002  -9.240   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       9.336  -8.470   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      10.669  -9.240   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      12.003  -8.470   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      10.669 -10.780   0.000  0.00  0.00           C+0
HETATM   34 Br   UNK     0      12.003 -11.550   0.000  0.00  0.00          Br+0
HETATM   35  C   UNK     0       9.336 -11.550   0.000  0.00  0.00           C+0
HETATM   36  N   UNK     0       5.335  -9.240   0.000  0.00  0.00           N+0
HETATM   37  O   UNK     0       6.668  -8.470   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0     -12.003 -13.090   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0     -13.337 -13.860   0.000  0.00  0.00           C+0
HETATM   40 Br   UNK     0     -13.337 -15.400   0.000  0.00  0.00          Br+0
CONECT    1    2                                                            
CONECT    2    1    3    4    5                                             
CONECT    3    2                                                            
CONECT    4    2                                                            
CONECT    5    2    6                                                       
CONECT    6    5    7   39                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   38                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   14                                                  
CONECT   12   11   13                                                       
CONECT   13   12                                                            
CONECT   14   11   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   36                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29   35                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   28                                                       
CONECT   36   26   37                                                       
CONECT   37   36                                                            
CONECT   38    9   39                                                       
CONECT   39   38    6   40                                                  
CONECT   40   39                                                            
MASTER        0    0    0    0    0    0    0    0   40    0   82    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₂₄Br₂N₄O₉S₃

Average Mass

744.4400 Da

Monoisotopic Mass

741.90722 Da

IUPAC Name

(2E)-N-{2-[(2-{[(2E)-3-[3-bromo-4-(sulfooxy)phenyl]-1-hydroxy-2-(N-hydroxyimino)propylidene]amino}ethyl)disulfanyl]ethyl}-3-(3-bromo-4-hydroxyphenyl)-2-(N-hydroxyimino)propanimidic acid

Traditional Name

(2E)-N-{2-[(2-{[(2E)-3-[3-bromo-4-(sulfooxy)phenyl]-1-hydroxy-2-(N-hydroxyimino)propylidene]amino}ethyl)disulfanyl]ethyl}-3-(3-bromo-4-hydroxyphenyl)-2-(N-hydroxyimino)propanimidic acid

CAS Registry Number

Not Available

SMILES

O\N=C(/CC1=CC=C(O)C(Br)=C1)C(O)=NCCSSCCN=C(O)C(\CC1=CC=C(OS(O)(=O)=O)C(Br)=C1)=N\O

InChI Identifier

InChI=1S/C22H24Br2N4O9S3/c23-15-9-13(1-3-19(15)29)11-17(27-32)21(30)25-5-7-38-39-8-6-26-22(31)18(28-33)12-14-2-4-20(16(24)10-14)37-40(34,35)36/h1-4,9-10,29,32-33H,5-8,11-12H2,(H,25,30)(H,26,31)(H,34,35,36)/b27-17+,28-18+

InChI Key

ZMKGRTIBYGQWSC-XUIWWLCJSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Aplysinella rhax	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylsulfates. Phenylsulfates are compounds containing a sulfuric acid group conjugated to a phenyl group.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Organic sulfuric acids and derivatives

Sub Class

Arylsulfates

Direct Parent

Phenylsulfates

Alternative Parents

Substituents

Phenylsulfate
Phenoxy compound
2-halophenol
2-bromophenol
Bromobenzene
1-hydroxy-2-unsubstituted benzenoid
Halobenzene
Phenol
Aryl bromide
Aryl halide
Monocyclic benzene moiety
Fatty amide
Fatty acyl
Sulfuric acid monoester
Sulfate-ester
Sulfuric acid ester
Benzenoid
Ketoxime
Carboxamide group
Secondary carboxylic acid amide
Dialkyldisulfide
Organic disulfide
Oxime
Carboxylic acid derivative
Sulfenyl compound
Organosulfur compound
Organic oxide
Organic oxygen compound
Hydrocarbon derivative
Organohalogen compound
Organic nitrogen compound
Organobromide
Carbonyl group
Organonitrogen compound
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	3.07	ChemAxon
pKa (Strongest Acidic)	-2.7	ChemAxon
pKa (Strongest Basic)	3.88	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	214.19 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	160.12 m³·mol⁻¹	ChemAxon
Polarizability	63.97 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

8756391

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10581012

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2e)-n-{2-[(2-{[(2e)-3-[3-bromo-4-(sulfooxy)phenyl]-1-hydroxy-2-(n-hydroxyimino)propylidene]amino}ethyl)disulfanyl]ethyl}-3-(3-bromo-4-hydroxyphenyl)-2-(n-hydroxyimino)propanimidic acid (NP0234127)

MOL for NP0234127 ((2e)-n-{2-[(2-{[(2e)-3-[3-bromo-4-(sulfooxy)phenyl]-1-hydroxy-2-(n-hydroxyimino)propylidene]amino}ethyl)disulfanyl]ethyl}-3-(3-bromo-4-hydroxyphenyl)-2-(n-hydroxyimino)propanimidic acid)

3D MOL for NP0234127 ((2e)-n-{2-[(2-{[(2e)-3-[3-bromo-4-(sulfooxy)phenyl]-1-hydroxy-2-(n-hydroxyimino)propylidene]amino}ethyl)disulfanyl]ethyl}-3-(3-bromo-4-hydroxyphenyl)-2-(n-hydroxyimino)propanimidic acid)

3D SDF for NP0234127 ((2e)-n-{2-[(2-{[(2e)-3-[3-bromo-4-(sulfooxy)phenyl]-1-hydroxy-2-(n-hydroxyimino)propylidene]amino}ethyl)disulfanyl]ethyl}-3-(3-bromo-4-hydroxyphenyl)-2-(n-hydroxyimino)propanimidic acid)

3D-SDF for NP0234127 ((2e)-n-{2-[(2-{[(2e)-3-[3-bromo-4-(sulfooxy)phenyl]-1-hydroxy-2-(n-hydroxyimino)propylidene]amino}ethyl)disulfanyl]ethyl}-3-(3-bromo-4-hydroxyphenyl)-2-(n-hydroxyimino)propanimidic acid)

PDB for NP0234127 ((2e)-n-{2-[(2-{[(2e)-3-[3-bromo-4-(sulfooxy)phenyl]-1-hydroxy-2-(n-hydroxyimino)propylidene]amino}ethyl)disulfanyl]ethyl}-3-(3-bromo-4-hydroxyphenyl)-2-(n-hydroxyimino)propanimidic acid)

3D PDB for NP0234127 ((2e)-n-{2-[(2-{[(2e)-3-[3-bromo-4-(sulfooxy)phenyl]-1-hydroxy-2-(n-hydroxyimino)propylidene]amino}ethyl)disulfanyl]ethyl}-3-(3-bromo-4-hydroxyphenyl)-2-(n-hydroxyimino)propanimidic acid)

SMILES for NP0234127 ((2e)-n-{2-[(2-{[(2e)-3-[3-bromo-4-(sulfooxy)phenyl]-1-hydroxy-2-(n-hydroxyimino)propylidene]amino}ethyl)disulfanyl]ethyl}-3-(3-bromo-4-hydroxyphenyl)-2-(n-hydroxyimino)propanimidic acid)

INCHI for NP0234127 ((2e)-n-{2-[(2-{[(2e)-3-[3-bromo-4-(sulfooxy)phenyl]-1-hydroxy-2-(n-hydroxyimino)propylidene]amino}ethyl)disulfanyl]ethyl}-3-(3-bromo-4-hydroxyphenyl)-2-(n-hydroxyimino)propanimidic acid)

Structure for NP0234127 ((2e)-n-{2-[(2-{[(2e)-3-[3-bromo-4-(sulfooxy)phenyl]-1-hydroxy-2-(n-hydroxyimino)propylidene]amino}ethyl)disulfanyl]ethyl}-3-(3-bromo-4-hydroxyphenyl)-2-(n-hydroxyimino)propanimidic acid)

3D Structure for NP0234127 ((2e)-n-{2-[(2-{[(2e)-3-[3-bromo-4-(sulfooxy)phenyl]-1-hydroxy-2-(n-hydroxyimino)propylidene]amino}ethyl)disulfanyl]ethyl}-3-(3-bromo-4-hydroxyphenyl)-2-(n-hydroxyimino)propanimidic acid)