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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 11:54:36 UTC

Update Date

2021-10-01 22:03:52 UTC

HMDB ID

HMDB0253462

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Indisulam

Description

Indisulam, also known as e-7070, belongs to the class of organic compounds known as sulfanilides. These are organic aromatic compounds containing a sulfanilide moiety, with the general structure RS(=O)(=O)NC1=CC=CC=C1. Based on a literature review a significant number of articles have been published on Indisulam. This compound has been identified in human blood as reported by (PMID: 31557052 ). Indisulam is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Indisulam is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0253462
     RDKit          3D
Indisulam
 36 38  0  0  0  0  0  0  0  0999 V2000
    5.0047    1.6196   -3.1239 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9457    0.3140   -2.7571 S   0  0  0  0  0  6  0  0  0  0  0  0
    3.2178   -0.1207   -4.0032 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7512   -0.8449   -2.2304 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7756    0.7945   -1.5518 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0643    0.6215   -0.2139 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1831    0.9803    0.7827 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9408    1.5434    0.4682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1183    1.9790    1.7974 S   0  0  0  0  0  6  0  0  0  0  0  0
   -1.0051    3.1304    1.4032 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7185    2.4140    2.9649 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0139    0.5959    2.2358 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9242   -0.0969    1.3805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4980    0.4956    0.2781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3844   -0.1665   -0.5448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7397   -1.4712   -0.2942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1730   -2.0764    0.8062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3311   -3.3649    1.3137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3513   -4.6442    0.6560 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.5237   -3.4332    2.4381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8990   -2.2462    2.6153 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2804   -1.4088    1.6342 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6487    1.7175   -0.8506 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5518    1.3491   -1.8546 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4632    2.5170   -3.1151 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4917    1.4575   -4.0321 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0344    0.1816    0.0368 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4423    0.8303    1.8270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8829    0.2201    3.2267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2257    1.5217    0.0832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8132    0.3311   -1.3994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4323   -2.0241   -0.9173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4162   -4.3026    3.0687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2381   -2.0548    3.3979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2898    2.1486   -1.1171 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3067    1.4929   -2.8972 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  2  0
  2  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  2  0
  9 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 21 22  1  0
  8 23  1  0
 23 24  2  0
 24  5  1  0
 22 13  1  0
 22 17  2  0
  1 25  1  0
  1 26  1  0
  6 27  1  0
  7 28  1  0
 12 29  1  0
 14 30  1  0
 15 31  1  0
 16 32  1  0
 20 33  1  0
 21 34  1  0
 23 35  1  0
 24 36  1  0
M  END

  Mrv0541 02231218162D          

 24 26  0  0  0  0            999 V2000
    8.1314   -3.0423    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.6655    0.4683    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075    2.1183    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.2530   -0.2462    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0780    1.1828    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2200    2.8329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3950    1.4039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3799    0.0558    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8750   -0.9303    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0930    2.5308    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0944   -1.1818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3799   -0.7692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0944   -2.0068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509    0.8808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6655   -1.1818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8750   -2.2582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3799   -2.4193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220    1.7058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509    1.7058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365    0.4683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3565   -1.5943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6655   -2.0068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365    2.1183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220    0.8808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 16  1  0  0  0  0
  2  4  2  0  0  0  0
  2  5  2  0  0  0  0
  2  8  1  0  0  0  0
  2 14  1  0  0  0  0
  3  6  2  0  0  0  0
  3  7  2  0  0  0  0
  3 10  1  0  0  0  0
  3 18  1  0  0  0  0
  8 12  1  0  0  0  0
  9 11  1  0  0  0  0
  9 21  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
 12 15  2  0  0  0  0
 13 16  1  0  0  0  0
 13 17  1  0  0  0  0
 14 19  2  0  0  0  0
 14 20  1  0  0  0  0
 15 22  1  0  0  0  0
 16 21  2  0  0  0  0
 17 22  2  0  0  0  0
 18 23  2  0  0  0  0
 18 24  1  0  0  0  0
 19 23  1  0  0  0  0
 20 24  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0253462

> <DATABASE_NAME>
hmdb

> <SMILES>
NS(=O)(=O)C1=CC=C(C=C1)S(=O)(=O)NC1=CC=CC2=C1NC=C2Cl

> <INCHI_IDENTIFIER>
InChI=1S/C14H12ClN3O4S2/c15-12-8-17-14-11(12)2-1-3-13(14)18-24(21,22)10-6-4-9(5-7-10)23(16,19)20/h1-8,17-18H,(H2,16,19,20)

> <INCHI_KEY>
SETFNECMODOHTO-UHFFFAOYSA-N

> <FORMULA>
C14H12ClN3O4S2

> <MOLECULAR_WEIGHT>
385.846

> <EXACT_MASS>
384.995774974

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
35.227691057833916

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N1-(3-chloro-1H-indol-7-yl)benzene-1,4-disulfonamide

> <ALOGPS_LOGP>
2.21

> <JCHEM_LOGP>
1.769748539

> <ALOGPS_LOGS>
-4.26

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.987223273890526

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.8541675177802635

> <JCHEM_POLAR_SURFACE_AREA>
122.11999999999999

> <JCHEM_REFRACTIVITY>
90.93940000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.13e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
indisulam

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0253462
     RDKit          3D
Indisulam
 36 38  0  0  0  0  0  0  0  0999 V2000
    5.0047    1.6196   -3.1239 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9457    0.3140   -2.7571 S   0  0  0  0  0  6  0  0  0  0  0  0
    3.2178   -0.1207   -4.0032 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7512   -0.8449   -2.2304 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7756    0.7945   -1.5518 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0643    0.6215   -0.2139 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1831    0.9803    0.7827 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9408    1.5434    0.4682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1183    1.9790    1.7974 S   0  0  0  0  0  6  0  0  0  0  0  0
   -1.0051    3.1304    1.4032 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7185    2.4140    2.9649 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0139    0.5959    2.2358 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9242   -0.0969    1.3805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4980    0.4956    0.2781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3844   -0.1665   -0.5448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7397   -1.4712   -0.2942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1730   -2.0764    0.8062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3311   -3.3649    1.3137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3513   -4.6442    0.6560 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.5237   -3.4332    2.4381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8990   -2.2462    2.6153 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2804   -1.4088    1.6342 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6487    1.7175   -0.8506 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5518    1.3491   -1.8546 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4632    2.5170   -3.1151 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4917    1.4575   -4.0321 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0344    0.1816    0.0368 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4423    0.8303    1.8270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8829    0.2201    3.2267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2257    1.5217    0.0832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8132    0.3311   -1.3994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4323   -2.0241   -0.9173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4162   -4.3026    3.0687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2381   -2.0548    3.3979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2898    2.1486   -1.1171 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3067    1.4929   -2.8972 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  2  0
  2  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  2  0
  9 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 21 22  1  0
  8 23  1  0
 23 24  2  0
 24  5  1  0
 22 13  1  0
 22 17  2  0
  1 25  1  0
  1 26  1  0
  6 27  1  0
  7 28  1  0
 12 29  1  0
 14 30  1  0
 15 31  1  0
 16 32  1  0
 20 33  1  0
 21 34  1  0
 23 35  1  0
 24 36  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1 Cl   UNK     0      15.179  -5.679   0.000  0.00  0.00          Cl+0
HETATM    2  S   UNK     0      10.576   0.874   0.000  0.00  0.00           S+0
HETATM    3  S   UNK     0       5.241   3.954   0.000  0.00  0.00           S+0
HETATM    4  O   UNK     0       9.806  -0.460   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      11.346   2.208   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       6.011   5.288   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       4.471   2.621   0.000  0.00  0.00           O+0
HETATM    8  N   UNK     0      11.909   0.104   0.000  0.00  0.00           N+0
HETATM    9  N   UNK     0      14.700  -1.737   0.000  0.00  0.00           N+0
HETATM   10  N   UNK     0       3.907   4.724   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0      13.243  -2.206   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.909  -1.436   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.243  -3.746   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.242   1.644   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.576  -2.206   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      14.700  -4.215   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.909  -4.516   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.574   3.184   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.242   3.184   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.908   0.874   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      15.599  -2.976   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      10.576  -3.746   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.908   3.954   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.574   1.644   0.000  0.00  0.00           C+0
CONECT    1   16                                                            
CONECT    2    4    5    8   14                                             
CONECT    3    6    7   10   18                                             
CONECT    4    2                                                            
CONECT    5    2                                                            
CONECT    6    3                                                            
CONECT    7    3                                                            
CONECT    8    2   12                                                       
CONECT    9   11   21                                                       
CONECT   10    3                                                            
CONECT   11    9   12   13                                                  
CONECT   12    8   11   15                                                  
CONECT   13   11   16   17                                                  
CONECT   14    2   19   20                                                  
CONECT   15   12   22                                                       
CONECT   16    1   13   21                                                  
CONECT   17   13   22                                                       
CONECT   18    3   23   24                                                  
CONECT   19   14   23                                                       
CONECT   20   14   24                                                       
CONECT   21    9   16                                                       
CONECT   22   15   17                                                       
CONECT   23   18   19                                                       
CONECT   24   18   20                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

COMPND    HMDB0253462
HETATM    1  N1  UNL     1       5.005   1.620  -3.124  1.00  0.00           N  
HETATM    2  S1  UNL     1       3.946   0.314  -2.757  1.00  0.00           S  
HETATM    3  O1  UNL     1       3.218  -0.121  -4.003  1.00  0.00           O  
HETATM    4  O2  UNL     1       4.751  -0.845  -2.230  1.00  0.00           O  
HETATM    5  C1  UNL     1       2.776   0.795  -1.552  1.00  0.00           C  
HETATM    6  C2  UNL     1       3.064   0.622  -0.214  1.00  0.00           C  
HETATM    7  C3  UNL     1       2.183   0.980   0.783  1.00  0.00           C  
HETATM    8  C4  UNL     1       0.941   1.543   0.468  1.00  0.00           C  
HETATM    9  S2  UNL     1      -0.118   1.979   1.797  1.00  0.00           S  
HETATM   10  O3  UNL     1      -1.005   3.130   1.403  1.00  0.00           O  
HETATM   11  O4  UNL     1       0.719   2.414   2.965  1.00  0.00           O  
HETATM   12  N2  UNL     1      -1.014   0.596   2.236  1.00  0.00           N  
HETATM   13  C5  UNL     1      -1.924  -0.097   1.380  1.00  0.00           C  
HETATM   14  C6  UNL     1      -2.498   0.496   0.278  1.00  0.00           C  
HETATM   15  C7  UNL     1      -3.384  -0.167  -0.545  1.00  0.00           C  
HETATM   16  C8  UNL     1      -3.740  -1.471  -0.294  1.00  0.00           C  
HETATM   17  C9  UNL     1      -3.173  -2.076   0.806  1.00  0.00           C  
HETATM   18  C10 UNL     1      -3.331  -3.365   1.314  1.00  0.00           C  
HETATM   19 CL1  UNL     1      -4.351  -4.644   0.656  1.00  0.00          CL  
HETATM   20  C11 UNL     1      -2.524  -3.433   2.438  1.00  0.00           C  
HETATM   21  N3  UNL     1      -1.899  -2.246   2.615  1.00  0.00           N  
HETATM   22  C12 UNL     1      -2.280  -1.409   1.634  1.00  0.00           C  
HETATM   23  C13 UNL     1       0.649   1.717  -0.851  1.00  0.00           C  
HETATM   24  C14 UNL     1       1.552   1.349  -1.855  1.00  0.00           C  
HETATM   25  H1  UNL     1       4.463   2.517  -3.115  1.00  0.00           H  
HETATM   26  H2  UNL     1       5.492   1.457  -4.032  1.00  0.00           H  
HETATM   27  H3  UNL     1       4.034   0.182   0.037  1.00  0.00           H  
HETATM   28  H4  UNL     1       2.442   0.830   1.827  1.00  0.00           H  
HETATM   29  H5  UNL     1      -0.883   0.220   3.227  1.00  0.00           H  
HETATM   30  H6  UNL     1      -2.226   1.522   0.083  1.00  0.00           H  
HETATM   31  H7  UNL     1      -3.813   0.331  -1.399  1.00  0.00           H  
HETATM   32  H8  UNL     1      -4.432  -2.024  -0.917  1.00  0.00           H  
HETATM   33  H9  UNL     1      -2.416  -4.303   3.069  1.00  0.00           H  
HETATM   34  H10 UNL     1      -1.238  -2.055   3.398  1.00  0.00           H  
HETATM   35  H11 UNL     1      -0.290   2.149  -1.117  1.00  0.00           H  
HETATM   36  H12 UNL     1       1.307   1.493  -2.897  1.00  0.00           H  
CONECT    1    2   25   26
CONECT    2    3    3    4    4
CONECT    2    5
CONECT    5    6    6   24
CONECT    6    7   27
CONECT    7    8    8   28
CONECT    8    9   23
CONECT    9   10   10   11   11
CONECT    9   12
CONECT   12   13   29
CONECT   13   14   14   22
CONECT   14   15   30
CONECT   15   16   16   31
CONECT   16   17   32
CONECT   17   18   22   22
CONECT   18   19   20   20
CONECT   20   21   33
CONECT   21   22   34
CONECT   23   24   24   35
CONECT   24   36
END

HMDB0253462
     RDKit          3D
Indisulam
 36 38  0  0  0  0  0  0  0  0999 V2000
    5.0047    1.6196   -3.1239 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9457    0.3140   -2.7571 S   0  0  0  0  0  6  0  0  0  0  0  0
    3.2178   -0.1207   -4.0032 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7512   -0.8449   -2.2304 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7756    0.7945   -1.5518 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0643    0.6215   -0.2139 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1831    0.9803    0.7827 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9408    1.5434    0.4682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1183    1.9790    1.7974 S   0  0  0  0  0  6  0  0  0  0  0  0
   -1.0051    3.1304    1.4032 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7185    2.4140    2.9649 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0139    0.5959    2.2358 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9242   -0.0969    1.3805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4980    0.4956    0.2781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3844   -0.1665   -0.5448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7397   -1.4712   -0.2942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1730   -2.0764    0.8062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3311   -3.3649    1.3137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3513   -4.6442    0.6560 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.5237   -3.4332    2.4381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8990   -2.2462    2.6153 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2804   -1.4088    1.6342 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6487    1.7175   -0.8506 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5518    1.3491   -1.8546 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4632    2.5170   -3.1151 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4917    1.4575   -4.0321 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0344    0.1816    0.0368 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4423    0.8303    1.8270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8829    0.2201    3.2267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2257    1.5217    0.0832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8132    0.3311   -1.3994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4323   -2.0241   -0.9173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4162   -4.3026    3.0687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2381   -2.0548    3.3979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2898    2.1486   -1.1171 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3067    1.4929   -2.8972 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  2  0
  2  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  2  0
  9 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 21 22  1  0
  8 23  1  0
 23 24  2  0
 24  5  1  0
 22 13  1  0
 22 17  2  0
  1 25  1  0
  1 26  1  0
  6 27  1  0
  7 28  1  0
 12 29  1  0
 14 30  1  0
 15 31  1  0
 16 32  1  0
 20 33  1  0
 21 34  1  0
 23 35  1  0
 24 36  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
e-7070	ChEBI
e7070	ChEBI
Indisulamum	ChEBI
N-(3-Chloro-1H-indol-7-yl)-4-sulfamoylbenzenesulfonamide	ChEBI
N(1)-(3-Chloro-1H-indol-7-yl)benzene-1,4-disulfonamide	ChEBI
N-(3-Chloro-1H-indol-7-yl)-4-sulphamoylbenzenesulphonamide	Generator
N(1)-(3-Chloro-1H-indol-7-yl)benzene-1,4-disulphonamide	Generator
N-(3-Chloro-7-indolyl)-1,4-benzenedisulfonamide	MeSH
N-(3-Chloro-7-indolyl)-1,4-benzenedisulphonamide	MeSH

Chemical Formula

C₁₄H₁₂ClN₃O₄S₂

Average Molecular Weight

385.846

Monoisotopic Molecular Weight

384.995774974

IUPAC Name

N1-(3-chloro-1H-indol-7-yl)benzene-1,4-disulfonamide

Traditional Name

indisulam

CAS Registry Number

Not Available

SMILES

NS(=O)(=O)C1=CC=C(C=C1)S(=O)(=O)NC1=CC=CC2=C1NC=C2Cl

InChI Identifier

InChI=1S/C14H12ClN3O4S2/c15-12-8-17-14-11(12)2-1-3-13(14)18-24(21,22)10-6-4-9(5-7-10)23(16,19)20/h1-8,17-18H,(H2,16,19,20)

InChI Key

SETFNECMODOHTO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sulfanilides. These are organic aromatic compounds containing a sulfanilide moiety, with the general structure RS(=O)(=O)NC1=CC=CC=C1.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Sulfanilides

Direct Parent

Sulfanilides

Alternative Parents

Substituents

Benzenesulfonamide
Sulfanilide
Indole
Benzenesulfonyl group
Indole or derivatives
Aryl chloride
Aryl halide
Substituted pyrrole
Organosulfonic acid amide
Heteroaromatic compound
Pyrrole
Aminosulfonyl compound
Sulfonyl
Organosulfonic acid or derivatives
Organic sulfonic acid or derivatives
Azacycle
Organoheterocyclic compound
Organosulfur compound
Organonitrogen compound
Organochloride
Organohalogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (HMDB: HMDB0253462)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular 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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	2.21	ALOGPS
logP	1.77	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	6.85	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	122.12 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	90.94 m³·mol⁻¹	ChemAxon
Polarizability	35.23 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	171.804	30932474
DeepCCS	[M-H]-	169.446	30932474
DeepCCS	[M-2H]-	203.498	30932474
DeepCCS	[M+Na]+	178.611	30932474
AllCCS	[M+H]+	182.2	32859911
AllCCS	[M+H-H2O]+	179.4	32859911
AllCCS	[M+NH4]+	184.8	32859911
AllCCS	[M+Na]+	185.6	32859911
AllCCS	[M-H]-	174.8	32859911
AllCCS	[M+Na-2H]-	174.4	32859911
AllCCS	[M+HCOO]-	174.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Indisulam	NS(=O)(=O)C1=CC=C(C=C1)S(=O)(=O)NC1=CC=CC2=C1NC=C2Cl	4974.6	Standard polar	33892256
Indisulam	NS(=O)(=O)C1=CC=C(C=C1)S(=O)(=O)NC1=CC=CC2=C1NC=C2Cl	3586.5	Standard non polar	33892256
Indisulam	NS(=O)(=O)C1=CC=C(C=C1)S(=O)(=O)NC1=CC=CC2=C1NC=C2Cl	3767.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Indisulam,1TMS,isomer #1	C[Si](C)(C)NS(=O)(=O)C1=CC=C(S(=O)(=O)NC2=CC=CC3=C2[NH]C=C3Cl)C=C1	3639.8	Semi standard non polar	33892256
Indisulam,1TMS,isomer #1	C[Si](C)(C)NS(=O)(=O)C1=CC=C(S(=O)(=O)NC2=CC=CC3=C2[NH]C=C3Cl)C=C1	3412.0	Standard non polar	33892256
Indisulam,1TMS,isomer #1	C[Si](C)(C)NS(=O)(=O)C1=CC=C(S(=O)(=O)NC2=CC=CC3=C2[NH]C=C3Cl)C=C1	4957.7	Standard polar	33892256
Indisulam,1TMS,isomer #2	C[Si](C)(C)N(C1=CC=CC2=C1[NH]C=C2Cl)S(=O)(=O)C1=CC=C(S(N)(=O)=O)C=C1	3514.9	Semi standard non polar	33892256
Indisulam,1TMS,isomer #2	C[Si](C)(C)N(C1=CC=CC2=C1[NH]C=C2Cl)S(=O)(=O)C1=CC=C(S(N)(=O)=O)C=C1	3474.1	Standard non polar	33892256
Indisulam,1TMS,isomer #2	C[Si](C)(C)N(C1=CC=CC2=C1[NH]C=C2Cl)S(=O)(=O)C1=CC=C(S(N)(=O)=O)C=C1	5542.7	Standard polar	33892256
Indisulam,1TMS,isomer #3	C[Si](C)(C)N1C=C(Cl)C2=CC=CC(NS(=O)(=O)C3=CC=C(S(N)(=O)=O)C=C3)=C21	3722.8	Semi standard non polar	33892256
Indisulam,1TMS,isomer #3	C[Si](C)(C)N1C=C(Cl)C2=CC=CC(NS(=O)(=O)C3=CC=C(S(N)(=O)=O)C=C3)=C21	3492.4	Standard non polar	33892256
Indisulam,1TMS,isomer #3	C[Si](C)(C)N1C=C(Cl)C2=CC=CC(NS(=O)(=O)C3=CC=C(S(N)(=O)=O)C=C3)=C21	5607.5	Standard polar	33892256
Indisulam,2TMS,isomer #1	C[Si](C)(C)N([Si](C)(C)C)S(=O)(=O)C1=CC=C(S(=O)(=O)NC2=CC=CC3=C2[NH]C=C3Cl)C=C1	3508.2	Semi standard non polar	33892256
Indisulam,2TMS,isomer #1	C[Si](C)(C)N([Si](C)(C)C)S(=O)(=O)C1=CC=C(S(=O)(=O)NC2=CC=CC3=C2[NH]C=C3Cl)C=C1	3550.0	Standard non polar	33892256
Indisulam,2TMS,isomer #1	C[Si](C)(C)N([Si](C)(C)C)S(=O)(=O)C1=CC=C(S(=O)(=O)NC2=CC=CC3=C2[NH]C=C3Cl)C=C1	4696.7	Standard polar	33892256
Indisulam,2TMS,isomer #2	C[Si](C)(C)NS(=O)(=O)C1=CC=C(S(=O)(=O)N(C2=CC=CC3=C2[NH]C=C3Cl)[Si](C)(C)C)C=C1	3472.2	Semi standard non polar	33892256
Indisulam,2TMS,isomer #2	C[Si](C)(C)NS(=O)(=O)C1=CC=C(S(=O)(=O)N(C2=CC=CC3=C2[NH]C=C3Cl)[Si](C)(C)C)C=C1	3499.5	Standard non polar	33892256
Indisulam,2TMS,isomer #2	C[Si](C)(C)NS(=O)(=O)C1=CC=C(S(=O)(=O)N(C2=CC=CC3=C2[NH]C=C3Cl)[Si](C)(C)C)C=C1	4504.4	Standard polar	33892256
Indisulam,2TMS,isomer #3	C[Si](C)(C)NS(=O)(=O)C1=CC=C(S(=O)(=O)NC2=CC=CC3=C2N([Si](C)(C)C)C=C3Cl)C=C1	3641.1	Semi standard non polar	33892256
Indisulam,2TMS,isomer #3	C[Si](C)(C)NS(=O)(=O)C1=CC=C(S(=O)(=O)NC2=CC=CC3=C2N([Si](C)(C)C)C=C3Cl)C=C1	3522.2	Standard non polar	33892256
Indisulam,2TMS,isomer #3	C[Si](C)(C)NS(=O)(=O)C1=CC=C(S(=O)(=O)NC2=CC=CC3=C2N([Si](C)(C)C)C=C3Cl)C=C1	4594.1	Standard polar	33892256
Indisulam,2TMS,isomer #4	C[Si](C)(C)N(C1=CC=CC2=C1N([Si](C)(C)C)C=C2Cl)S(=O)(=O)C1=CC=C(S(N)(=O)=O)C=C1	3529.8	Semi standard non polar	33892256
Indisulam,2TMS,isomer #4	C[Si](C)(C)N(C1=CC=CC2=C1N([Si](C)(C)C)C=C2Cl)S(=O)(=O)C1=CC=C(S(N)(=O)=O)C=C1	3562.1	Standard non polar	33892256
Indisulam,2TMS,isomer #4	C[Si](C)(C)N(C1=CC=CC2=C1N([Si](C)(C)C)C=C2Cl)S(=O)(=O)C1=CC=C(S(N)(=O)=O)C=C1	5168.6	Standard polar	33892256
Indisulam,3TMS,isomer #1	C[Si](C)(C)N(C1=CC=CC2=C1[NH]C=C2Cl)S(=O)(=O)C1=CC=C(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)C=C1	3465.5	Semi standard non polar	33892256
Indisulam,3TMS,isomer #1	C[Si](C)(C)N(C1=CC=CC2=C1[NH]C=C2Cl)S(=O)(=O)C1=CC=C(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)C=C1	3653.8	Standard non polar	33892256
Indisulam,3TMS,isomer #1	C[Si](C)(C)N(C1=CC=CC2=C1[NH]C=C2Cl)S(=O)(=O)C1=CC=C(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)C=C1	4363.5	Standard polar	33892256
Indisulam,3TMS,isomer #2	C[Si](C)(C)N([Si](C)(C)C)S(=O)(=O)C1=CC=C(S(=O)(=O)NC2=CC=CC3=C2N([Si](C)(C)C)C=C3Cl)C=C1	3542.8	Semi standard non polar	33892256
Indisulam,3TMS,isomer #2	C[Si](C)(C)N([Si](C)(C)C)S(=O)(=O)C1=CC=C(S(=O)(=O)NC2=CC=CC3=C2N([Si](C)(C)C)C=C3Cl)C=C1	3678.3	Standard non polar	33892256
Indisulam,3TMS,isomer #2	C[Si](C)(C)N([Si](C)(C)C)S(=O)(=O)C1=CC=C(S(=O)(=O)NC2=CC=CC3=C2N([Si](C)(C)C)C=C3Cl)C=C1	4405.2	Standard polar	33892256
Indisulam,3TMS,isomer #3	C[Si](C)(C)NS(=O)(=O)C1=CC=C(S(=O)(=O)N(C2=CC=CC3=C2N([Si](C)(C)C)C=C3Cl)[Si](C)(C)C)C=C1	3501.1	Semi standard non polar	33892256
Indisulam,3TMS,isomer #3	C[Si](C)(C)NS(=O)(=O)C1=CC=C(S(=O)(=O)N(C2=CC=CC3=C2N([Si](C)(C)C)C=C3Cl)[Si](C)(C)C)C=C1	3605.0	Standard non polar	33892256
Indisulam,3TMS,isomer #3	C[Si](C)(C)NS(=O)(=O)C1=CC=C(S(=O)(=O)N(C2=CC=CC3=C2N([Si](C)(C)C)C=C3Cl)[Si](C)(C)C)C=C1	4305.0	Standard polar	33892256
Indisulam,4TMS,isomer #1	C[Si](C)(C)N(C1=CC=CC2=C1N([Si](C)(C)C)C=C2Cl)S(=O)(=O)C1=CC=C(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)C=C1	3497.9	Semi standard non polar	33892256
Indisulam,4TMS,isomer #1	C[Si](C)(C)N(C1=CC=CC2=C1N([Si](C)(C)C)C=C2Cl)S(=O)(=O)C1=CC=C(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)C=C1	3785.6	Standard non polar	33892256
Indisulam,4TMS,isomer #1	C[Si](C)(C)N(C1=CC=CC2=C1N([Si](C)(C)C)C=C2Cl)S(=O)(=O)C1=CC=C(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)C=C1	4203.2	Standard polar	33892256
Indisulam,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NS(=O)(=O)C1=CC=C(S(=O)(=O)NC2=CC=CC3=C2[NH]C=C3Cl)C=C1	3909.5	Semi standard non polar	33892256
Indisulam,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NS(=O)(=O)C1=CC=C(S(=O)(=O)NC2=CC=CC3=C2[NH]C=C3Cl)C=C1	3649.2	Standard non polar	33892256
Indisulam,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NS(=O)(=O)C1=CC=C(S(=O)(=O)NC2=CC=CC3=C2[NH]C=C3Cl)C=C1	4849.0	Standard polar	33892256
Indisulam,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C1=CC=CC2=C1[NH]C=C2Cl)S(=O)(=O)C1=CC=C(S(N)(=O)=O)C=C1	3851.6	Semi standard non polar	33892256
Indisulam,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C1=CC=CC2=C1[NH]C=C2Cl)S(=O)(=O)C1=CC=C(S(N)(=O)=O)C=C1	3692.6	Standard non polar	33892256
Indisulam,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C1=CC=CC2=C1[NH]C=C2Cl)S(=O)(=O)C1=CC=C(S(N)(=O)=O)C=C1	5420.8	Standard polar	33892256
Indisulam,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N1C=C(Cl)C2=CC=CC(NS(=O)(=O)C3=CC=C(S(N)(=O)=O)C=C3)=C21	3982.1	Semi standard non polar	33892256
Indisulam,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N1C=C(Cl)C2=CC=CC(NS(=O)(=O)C3=CC=C(S(N)(=O)=O)C=C3)=C21	3685.6	Standard non polar	33892256
Indisulam,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N1C=C(Cl)C2=CC=CC(NS(=O)(=O)C3=CC=C(S(N)(=O)=O)C=C3)=C21	5513.0	Standard polar	33892256
Indisulam,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N([Si](C)(C)C(C)(C)C)S(=O)(=O)C1=CC=C(S(=O)(=O)NC2=CC=CC3=C2[NH]C=C3Cl)C=C1	4118.4	Semi standard non polar	33892256
Indisulam,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N([Si](C)(C)C(C)(C)C)S(=O)(=O)C1=CC=C(S(=O)(=O)NC2=CC=CC3=C2[NH]C=C3Cl)C=C1	3955.0	Standard non polar	33892256
Indisulam,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N([Si](C)(C)C(C)(C)C)S(=O)(=O)C1=CC=C(S(=O)(=O)NC2=CC=CC3=C2[NH]C=C3Cl)C=C1	4574.6	Standard polar	33892256
Indisulam,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NS(=O)(=O)C1=CC=C(S(=O)(=O)N(C2=CC=CC3=C2[NH]C=C3Cl)[Si](C)(C)C(C)(C)C)C=C1	4039.2	Semi standard non polar	33892256
Indisulam,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NS(=O)(=O)C1=CC=C(S(=O)(=O)N(C2=CC=CC3=C2[NH]C=C3Cl)[Si](C)(C)C(C)(C)C)C=C1	3957.2	Standard non polar	33892256
Indisulam,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NS(=O)(=O)C1=CC=C(S(=O)(=O)N(C2=CC=CC3=C2[NH]C=C3Cl)[Si](C)(C)C(C)(C)C)C=C1	4430.5	Standard polar	33892256
Indisulam,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NS(=O)(=O)C1=CC=C(S(=O)(=O)NC2=CC=CC3=C2N([Si](C)(C)C(C)(C)C)C=C3Cl)C=C1	4143.6	Semi standard non polar	33892256
Indisulam,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NS(=O)(=O)C1=CC=C(S(=O)(=O)NC2=CC=CC3=C2N([Si](C)(C)C(C)(C)C)C=C3Cl)C=C1	3968.4	Standard non polar	33892256
Indisulam,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NS(=O)(=O)C1=CC=C(S(=O)(=O)NC2=CC=CC3=C2N([Si](C)(C)C(C)(C)C)C=C3Cl)C=C1	4490.7	Standard polar	33892256
Indisulam,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(C1=CC=CC2=C1N([Si](C)(C)C(C)(C)C)C=C2Cl)S(=O)(=O)C1=CC=C(S(N)(=O)=O)C=C1	4071.9	Semi standard non polar	33892256
Indisulam,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(C1=CC=CC2=C1N([Si](C)(C)C(C)(C)C)C=C2Cl)S(=O)(=O)C1=CC=C(S(N)(=O)=O)C=C1	3984.6	Standard non polar	33892256
Indisulam,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(C1=CC=CC2=C1N([Si](C)(C)C(C)(C)C)C=C2Cl)S(=O)(=O)C1=CC=C(S(N)(=O)=O)C=C1	5045.9	Standard polar	33892256
Indisulam,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=CC=CC2=C1[NH]C=C2Cl)S(=O)(=O)C1=CC=C(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1	4277.3	Semi standard non polar	33892256
Indisulam,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=CC=CC2=C1[NH]C=C2Cl)S(=O)(=O)C1=CC=C(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1	4297.6	Standard non polar	33892256
Indisulam,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=CC=CC2=C1[NH]C=C2Cl)S(=O)(=O)C1=CC=C(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1	4312.1	Standard polar	33892256
Indisulam,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N([Si](C)(C)C(C)(C)C)S(=O)(=O)C1=CC=C(S(=O)(=O)NC2=CC=CC3=C2N([Si](C)(C)C(C)(C)C)C=C3Cl)C=C1	4343.1	Semi standard non polar	33892256
Indisulam,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N([Si](C)(C)C(C)(C)C)S(=O)(=O)C1=CC=C(S(=O)(=O)NC2=CC=CC3=C2N([Si](C)(C)C(C)(C)C)C=C3Cl)C=C1	4296.9	Standard non polar	33892256
Indisulam,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N([Si](C)(C)C(C)(C)C)S(=O)(=O)C1=CC=C(S(=O)(=O)NC2=CC=CC3=C2N([Si](C)(C)C(C)(C)C)C=C3Cl)C=C1	4367.0	Standard polar	33892256
Indisulam,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NS(=O)(=O)C1=CC=C(S(=O)(=O)N(C2=CC=CC3=C2N([Si](C)(C)C(C)(C)C)C=C3Cl)[Si](C)(C)C(C)(C)C)C=C1	4241.2	Semi standard non polar	33892256
Indisulam,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NS(=O)(=O)C1=CC=C(S(=O)(=O)N(C2=CC=CC3=C2N([Si](C)(C)C(C)(C)C)C=C3Cl)[Si](C)(C)C(C)(C)C)C=C1	4294.9	Standard non polar	33892256
Indisulam,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NS(=O)(=O)C1=CC=C(S(=O)(=O)N(C2=CC=CC3=C2N([Si](C)(C)C(C)(C)C)C=C3Cl)[Si](C)(C)C(C)(C)C)C=C1	4307.2	Standard polar	33892256
Indisulam,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=CC=CC2=C1N([Si](C)(C)C(C)(C)C)C=C2Cl)S(=O)(=O)C1=CC=C(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1	4458.3	Semi standard non polar	33892256
Indisulam,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=CC=CC2=C1N([Si](C)(C)C(C)(C)C)C=C2Cl)S(=O)(=O)C1=CC=C(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1	4649.3	Standard non polar	33892256
Indisulam,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=CC=CC2=C1N([Si](C)(C)C(C)(C)C)C=C2Cl)S(=O)(=O)C1=CC=C(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1	4256.7	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Indisulam GC-MS (Non-derivatized) - 70eV, Positive	splash10-014i-0911000000-434c314af3b235f6c4ac	2017-08-28	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Indisulam GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Indisulam 10V, Positive-QTOF	splash10-0f79-0709000000-fe0e25ee897ee2fbbedc	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Indisulam 20V, Positive-QTOF	splash10-0udi-0900000000-7da5ac15862687467bdc	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Indisulam 40V, Positive-QTOF	splash10-0udi-1900000000-117dd484c851c6d55e76	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Indisulam 10V, Negative-QTOF	splash10-001i-0019000000-bfd240724007b41765e7	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Indisulam 20V, Negative-QTOF	splash10-00lr-2269000000-07e28fcaab1f00a9e0c4	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Indisulam 40V, Negative-QTOF	splash10-004i-9230000000-6ad1d5cca188963dec39	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Indisulam 10V, Positive-QTOF	splash10-000i-0009000000-3f715732456d91c2c6ed	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Indisulam 20V, Positive-QTOF	splash10-00kr-0329000000-edae9c4febeceb088ddc	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Indisulam 40V, Positive-QTOF	splash10-014r-1942000000-3f0275bed88e8beecc33	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Indisulam 10V, Negative-QTOF	splash10-001i-0009000000-3fd141064922663e399d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Indisulam 20V, Negative-QTOF	splash10-001i-0009000000-f201b35464d15e98a509	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Indisulam 40V, Negative-QTOF	splash10-02di-4941000000-ccdcf21f40e1e180d41e	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB06370

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

187608

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

E7070

METLIN ID

Not Available

PubChem Compound

216468

PDB ID

Not Available

ChEBI ID

145431

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Enzymes

Enzyme Details

1. DDB1- and CUL4-associated factor 15

General function:: Not Available
Specific function:: Substrate-recognition component of the DCX(DCAF15) complex, a cullin-4-RING E3 ubiquitin-protein ligase complex that mediates ubiquitination and degradation of target proteins (PubMed:16949367, PubMed:31452512). The DCX(DCAF15) complex acts as a regulator of the natural killer (NK) cells effector functions, possibly by mediating ubiquitination and degradation of cohesin subunits SMC1A and SMC3 (PubMed:31452512). May play a role in the activation of antigen-presenting cells (APC) and their interaction with NK cells (PubMed:31452512).Binding of aryl sulfonamide anticancer drugs, such as indisulam (E7070) or E7820, change the substrate specificity of the DCX(DCAF15) complex, leading to promote ubiquitination and degradation of splicing factor RBM39 (PubMed:28437394, PubMed:28302793, PubMed:31693891, PubMed:31452512). RBM39 degradation results in splicing defects and death in cancer cell lines (PubMed:28437394, PubMed:28302793, PubMed:31693891). Aryl sulfonamide anticancer drugs change the substrate specificity of DCAF15 by acting as a molecular glue that promotes binding between DCAF15 and weak affinity interactor RBM39 (PubMed:31686031, PubMed:31819272). Aryl sulfonamide anticancer drugs also promote ubiquitination and degradation of RBM23 and PRPF39 (PubMed:31693891, PubMed:31626998, PubMed:31686031).
Gene Name:: DCAF15
Uniprot ID:: Q66K64
Molecular weight:: 66462.845

Showing metabocard for Indisulam (HMDB0253462)

MOL for HMDB0253462 (Indisulam)

3D MOL for HMDB0253462 (Indisulam)

3D SDF for HMDB0253462 (Indisulam)

3D-SDF for HMDB0253462 (Indisulam)

PDB for HMDB0253462 (Indisulam)

3D PDB for HMDB0253462 (Indisulam)

SMILES for HMDB0253462 (Indisulam)

INCHI for HMDB0253462 (Indisulam)

Structure for HMDB0253462 (Indisulam)

3D Structure for HMDB0253462 (Indisulam)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes