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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 21:30:09 UTC

Update Date

2021-09-26 22:52:01 UTC

HMDB ID

HMDB0244337

Secondary Accession Numbers

None

Metabolite Identification

Common Name

N-(6-Methoxy-8-quinolyl)-4-toluenesulfonamide

Description

N-(6-methoxyquinolin-8-yl)-4-methylbenzene-1-sulfonamide belongs to the class of organic compounds known as p-toluenesulfonamides. These are aromatic heterocyclic compounds containing a toluene that is p-substituted with a sulfonamide group. Based on a literature review very few articles have been published on N-(6-methoxyquinolin-8-yl)-4-methylbenzene-1-sulfonamide. This compound has been identified in human blood as reported by (PMID: 31557052 ). N-(6-methoxy-8-quinolyl)-4-toluenesulfonamide is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically N-(6-Methoxy-8-quinolyl)-4-toluenesulfonamide 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

HMDB0244337
     RDKit          3D
N-(6-Methoxy-8-quinolyl)-4-toluenesulfonamide
 39 41  0  0  0  0  0  0  0  0999 V2000
   -2.2023    3.4484    1.0461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2444    2.4150    0.9159 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6198    1.1393    0.4816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6705    0.1250    0.3554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0404   -1.1189   -0.0694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1300   -2.1887   -0.1950 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3111   -2.1410   -1.1207 S   0  0  0  0  0  6  0  0  0  0  0  0
    1.9555   -3.5087   -1.1457 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9320   -1.8764   -2.5784 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3887   -0.9289   -0.5341 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5519    0.3307   -1.1043 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4281    1.2655   -0.5961 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1730    0.9450    0.5189 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1285    1.9521    1.0806 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0447   -0.2841    1.1134 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1547   -1.2049    0.5797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3658   -1.3879   -0.3794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7226   -2.6127   -0.7958 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9855   -2.9416   -1.1121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9382   -1.9513   -0.9931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6333   -0.6883   -0.5748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3254   -0.3869   -0.2585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9285    0.8588    0.1709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0183    3.0492    1.6876 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.3450    0.3666    0.6187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3242   -3.1143    0.3144 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9522    0.5384   -1.9711 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5409    2.2551   -1.0631 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8814    1.4297    1.6982 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5996    2.7381    1.6504 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5899    2.4549    0.2023 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6521   -0.4803    1.9827 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0650   -2.1821    1.0676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2647   -3.9406   -1.4496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9538   -2.2018   -1.2435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3581    0.1094   -0.4715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7034    1.6298    0.2575 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  6  1  0
  6  7  1  0
  7  8  2  0
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  7 10  1  0
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  5 17  2  0
 17 18  1  0
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 23  3  1  0
 16 10  1  0
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  1 24  1  0
  1 25  1  0
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  4 27  1  0
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 11 29  1  0
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 14 33  1  0
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 16 35  1  0
 19 36  1  0
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 21 38  1  0
 23 39  1  0
M  END


  Mrv1652309102123302D          

 23 25  0  0  0  0            999 V2000
    3.5724   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.4289   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.1270   -2.1730    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -3.6020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
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M  END
> <DATABASE_ID>
HMDB0244337

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC(NS(=O)(=O)C2=CC=C(C)C=C2)=C2N=CC=CC2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C17H16N2O3S/c1-12-5-7-15(8-6-12)23(20,21)19-16-11-14(22-2)10-13-4-3-9-18-17(13)16/h3-11,19H,1-2H3

> <INCHI_KEY>
HKRNYOZJJMFDBV-UHFFFAOYSA-N

> <FORMULA>
C17H16N2O3S

> <MOLECULAR_WEIGHT>
328.39

> <EXACT_MASS>
328.088163557

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
33.207615907464685

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-(6-methoxyquinolin-8-yl)-4-methylbenzene-1-sulfonamide

> <ALOGPS_LOGP>
2.56

> <JCHEM_LOGP>
2.9743158790000006

> <ALOGPS_LOGS>
-4.07

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.98721070433867

> <JCHEM_PKA_STRONGEST_BASIC>
3.82926292187763

> <JCHEM_POLAR_SURFACE_AREA>
68.29

> <JCHEM_REFRACTIVITY>
88.3159

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.78e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
TSQ

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0244337
     RDKit          3D
N-(6-Methoxy-8-quinolyl)-4-toluenesulfonamide
 39 41  0  0  0  0  0  0  0  0999 V2000
   -2.2023    3.4484    1.0461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2444    2.4150    0.9159 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6198    1.1393    0.4816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6705    0.1250    0.3554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0404   -1.1189   -0.0694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1300   -2.1887   -0.1950 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3111   -2.1410   -1.1207 S   0  0  0  0  0  6  0  0  0  0  0  0
    1.9555   -3.5087   -1.1457 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9320   -1.8764   -2.5784 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3887   -0.9289   -0.5341 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5519    0.3307   -1.1043 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4281    1.2655   -0.5961 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1730    0.9450    0.5189 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1285    1.9521    1.0806 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0447   -0.2841    1.1134 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1547   -1.2049    0.5797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3658   -1.3879   -0.3794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7226   -2.6127   -0.7958 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9855   -2.9416   -1.1121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9382   -1.9513   -0.9931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6333   -0.6883   -0.5748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3254   -0.3869   -0.2585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9285    0.8588    0.1709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0183    3.0492    1.6876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7071    4.2825    1.5847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5580    3.8059    0.0759 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3450    0.3666    0.6187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3242   -3.1143    0.3144 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9522    0.5384   -1.9711 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5409    2.2551   -1.0631 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8814    1.4297    1.6982 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5996    2.7381    1.6504 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5899    2.4549    0.2023 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6521   -0.4803    1.9827 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0650   -2.1821    1.0676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2647   -3.9406   -1.4496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9538   -2.2018   -1.2435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3581    0.1094   -0.4715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7034    1.6298    0.2575 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  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  2  0
  7 10  1  0
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 23  3  1  0
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 14 32  1  0
 14 33  1  0
 15 34  1  0
 16 35  1  0
 19 36  1  0
 20 37  1  0
 21 38  1  0
 23 39  1  0
M  END

HEADER    PROTEIN                                 10-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-21         0                                  
HETATM    1  C   UNK     0       6.668  -8.470   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.001  -8.470   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667  -6.160   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.335  -6.160   0.000  0.00  0.00           C+0
HETATM    8  S   UNK     0       1.334  -5.390   0.000  0.00  0.00           S+0
HETATM    9  O   UNK     0       2.104  -4.056   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       0.564  -6.724   0.000  0.00  0.00           O+0
HETATM   11  N   UNK     0      -0.000  -4.620   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0      -0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -2.667  -0.000   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0       2.667  -3.080   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    8                                                  
CONECT    6    5    7                                                       
CONECT    7    6    2                                                       
CONECT    8    5    9   10   11                                             
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    8   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13   12   14   23                                                  
CONECT   14   13   15   20                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16   12                                                       
CONECT   18   16   19                                                       
CONECT   19   18                                                            
CONECT   20   14   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   13                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

COMPND    HMDB0244337
HETATM    1  C1  UNL     1      -2.202   3.448   1.046  1.00  0.00           C  
HETATM    2  O1  UNL     1      -1.244   2.415   0.916  1.00  0.00           O  
HETATM    3  C2  UNL     1      -1.620   1.139   0.482  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.670   0.125   0.355  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.040  -1.119  -0.069  1.00  0.00           C  
HETATM    6  N1  UNL     1      -0.130  -2.189  -0.195  1.00  0.00           N  
HETATM    7  S1  UNL     1       1.311  -2.141  -1.121  1.00  0.00           S  
HETATM    8  O2  UNL     1       1.955  -3.509  -1.146  1.00  0.00           O  
HETATM    9  O3  UNL     1       0.932  -1.876  -2.578  1.00  0.00           O  
HETATM   10  C5  UNL     1       2.389  -0.929  -0.534  1.00  0.00           C  
HETATM   11  C6  UNL     1       2.552   0.331  -1.104  1.00  0.00           C  
HETATM   12  C7  UNL     1       3.428   1.266  -0.596  1.00  0.00           C  
HETATM   13  C8  UNL     1       4.173   0.945   0.519  1.00  0.00           C  
HETATM   14  C9  UNL     1       5.129   1.952   1.081  1.00  0.00           C  
HETATM   15  C10 UNL     1       4.045  -0.284   1.113  1.00  0.00           C  
HETATM   16  C11 UNL     1       3.155  -1.205   0.580  1.00  0.00           C  
HETATM   17  C12 UNL     1      -2.366  -1.388  -0.379  1.00  0.00           C  
HETATM   18  N2  UNL     1      -2.723  -2.613  -0.796  1.00  0.00           N  
HETATM   19  C13 UNL     1      -3.985  -2.942  -1.112  1.00  0.00           C  
HETATM   20  C14 UNL     1      -4.938  -1.951  -0.993  1.00  0.00           C  
HETATM   21  C15 UNL     1      -4.633  -0.688  -0.575  1.00  0.00           C  
HETATM   22  C16 UNL     1      -3.325  -0.387  -0.259  1.00  0.00           C  
HETATM   23  C17 UNL     1      -2.928   0.859   0.171  1.00  0.00           C  
HETATM   24  H1  UNL     1      -3.018   3.049   1.688  1.00  0.00           H  
HETATM   25  H2  UNL     1      -1.707   4.282   1.585  1.00  0.00           H  
HETATM   26  H3  UNL     1      -2.558   3.806   0.076  1.00  0.00           H  
HETATM   27  H4  UNL     1       0.345   0.367   0.619  1.00  0.00           H  
HETATM   28  H5  UNL     1      -0.324  -3.114   0.314  1.00  0.00           H  
HETATM   29  H6  UNL     1       1.952   0.538  -1.971  1.00  0.00           H  
HETATM   30  H7  UNL     1       3.541   2.255  -1.063  1.00  0.00           H  
HETATM   31  H8  UNL     1       5.881   1.430   1.698  1.00  0.00           H  
HETATM   32  H9  UNL     1       4.600   2.738   1.650  1.00  0.00           H  
HETATM   33  H10 UNL     1       5.590   2.455   0.202  1.00  0.00           H  
HETATM   34  H11 UNL     1       4.652  -0.480   1.983  1.00  0.00           H  
HETATM   35  H12 UNL     1       3.065  -2.182   1.068  1.00  0.00           H  
HETATM   36  H13 UNL     1      -4.265  -3.941  -1.450  1.00  0.00           H  
HETATM   37  H14 UNL     1      -5.954  -2.202  -1.243  1.00  0.00           H  
HETATM   38  H15 UNL     1      -5.358   0.109  -0.471  1.00  0.00           H  
HETATM   39  H16 UNL     1      -3.703   1.630   0.257  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3
CONECT    3    4    4   23
CONECT    4    5   27
CONECT    5    6   17   17
CONECT    6    7   28
CONECT    7    8    8    9    9
CONECT    7   10
CONECT   10   11   11   16
CONECT   11   12   29
CONECT   12   13   13   30
CONECT   13   14   15
CONECT   14   31   32   33
CONECT   15   16   16   34
CONECT   16   35
CONECT   17   18   22
CONECT   18   19   19
CONECT   19   20   36
CONECT   20   21   21   37
CONECT   21   22   38
CONECT   22   23   23
CONECT   23   39
END

HMDB0244337
     RDKit          3D
N-(6-Methoxy-8-quinolyl)-4-toluenesulfonamide
 39 41  0  0  0  0  0  0  0  0999 V2000
   -2.2023    3.4484    1.0461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2444    2.4150    0.9159 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6198    1.1393    0.4816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6705    0.1250    0.3554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0404   -1.1189   -0.0694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1300   -2.1887   -0.1950 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3111   -2.1410   -1.1207 S   0  0  0  0  0  6  0  0  0  0  0  0
    1.9555   -3.5087   -1.1457 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9320   -1.8764   -2.5784 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3887   -0.9289   -0.5341 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5519    0.3307   -1.1043 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4281    1.2655   -0.5961 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1730    0.9450    0.5189 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1285    1.9521    1.0806 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0447   -0.2841    1.1134 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1547   -1.2049    0.5797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3658   -1.3879   -0.3794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7226   -2.6127   -0.7958 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9855   -2.9416   -1.1121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9382   -1.9513   -0.9931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6333   -0.6883   -0.5748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3254   -0.3869   -0.2585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9285    0.8588    0.1709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0183    3.0492    1.6876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7071    4.2825    1.5847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5580    3.8059    0.0759 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3450    0.3666    0.6187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3242   -3.1143    0.3144 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9522    0.5384   -1.9711 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5409    2.2551   -1.0631 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8814    1.4297    1.6982 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5996    2.7381    1.6504 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5899    2.4549    0.2023 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6521   -0.4803    1.9827 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0650   -2.1821    1.0676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2647   -3.9406   -1.4496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9538   -2.2018   -1.2435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3581    0.1094   -0.4715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7034    1.6298    0.2575 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  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  2  0
  7 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
  5 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23  3  1  0
 16 10  1  0
 22 17  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  6 28  1  0
 11 29  1  0
 12 30  1  0
 14 31  1  0
 14 32  1  0
 14 33  1  0
 15 34  1  0
 16 35  1  0
 19 36  1  0
 20 37  1  0
 21 38  1  0
 23 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
N-(6-Methoxyquinolin-8-yl)-4-methylbenzene-1-sulphonamide	Generator
N-(6-Methoxy-8-quinolyl)-4-toluenesulphonamide	Generator
6-TSQ	MeSH
6-Methoxy-8-(4-toluenesulfonamide)quinoline	MeSH
N-(6-Methoxy-8-quinolyl)-p-toluenesulfonamide	MeSH
TS-Q	MeSH
TSQ-6N	MeSH

Chemical Formula

C₁₇H₁₆N₂O₃S

Average Molecular Weight

328.39

Monoisotopic Molecular Weight

328.088163557

IUPAC Name

N-(6-methoxyquinolin-8-yl)-4-methylbenzene-1-sulfonamide

Traditional Name

TSQ

CAS Registry Number

Not Available

SMILES

COC1=CC(NS(=O)(=O)C2=CC=C(C)C=C2)=C2N=CC=CC2=C1

InChI Identifier

InChI=1S/C17H16N2O3S/c1-12-5-7-15(8-6-12)23(20,21)19-16-11-14(22-2)10-13-4-3-9-18-17(13)16/h3-11,19H,1-2H3

InChI Key

HKRNYOZJJMFDBV-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as p-toluenesulfonamides. These are aromatic heterocyclic compounds containing a toluene that is p-substituted with a sulfonamide group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Toluenes

Direct Parent

P-toluenesulfonamides

Alternative Parents

Substituents

P-toluenesulfonamide
Benzenesulfonamide
Quinoline
Sulfanilide
Benzenesulfonyl group
Methoxyaniline
Anisole
Alkyl aryl ether
Pyridine
Organosulfonic acid amide
Heteroaromatic compound
Organic sulfonic acid or derivatives
Organosulfonic acid or derivatives
Sulfonyl
Aminosulfonyl compound
Azacycle
Ether
Organoheterocyclic compound
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organopnictogen 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)

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	2.56	ALOGPS
logP	2.97	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	6.99	ChemAxon
pKa (Strongest Basic)	3.83	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	68.29 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	88.32 m³·mol⁻¹	ChemAxon
Polarizability	33.21 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]+	176.443	30932474
DeepCCS	[M-H]-	174.085	30932474
DeepCCS	[M-2H]-	208.141	30932474
DeepCCS	[M+Na]+	183.368	30932474
AllCCS	[M+H]+	176.2	32859911
AllCCS	[M+H-H2O]+	172.8	32859911
AllCCS	[M+NH4]+	179.3	32859911
AllCCS	[M+Na]+	180.2	32859911
AllCCS	[M-H]-	175.9	32859911
AllCCS	[M+Na-2H]-	175.4	32859911
AllCCS	[M+HCOO]-	174.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-(6-Methoxy-8-quinolyl)-4-toluenesulfonamide	COC1=CC(NS(=O)(=O)C2=CC=C(C)C=C2)=C2N=CC=CC2=C1	4225.5	Standard polar	33892256
N-(6-Methoxy-8-quinolyl)-4-toluenesulfonamide	COC1=CC(NS(=O)(=O)C2=CC=C(C)C=C2)=C2N=CC=CC2=C1	3014.1	Standard non polar	33892256
N-(6-Methoxy-8-quinolyl)-4-toluenesulfonamide	COC1=CC(NS(=O)(=O)C2=CC=C(C)C=C2)=C2N=CC=CC2=C1	2880.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-(6-Methoxy-8-quinolyl)-4-toluenesulfonamide,1TMS,isomer #1	COC1=CC(N([Si](C)(C)C)S(=O)(=O)C2=CC=C(C)C=C2)=C2N=CC=CC2=C1	2795.6	Semi standard non polar	33892256
N-(6-Methoxy-8-quinolyl)-4-toluenesulfonamide,1TMS,isomer #1	COC1=CC(N([Si](C)(C)C)S(=O)(=O)C2=CC=C(C)C=C2)=C2N=CC=CC2=C1	2797.5	Standard non polar	33892256
N-(6-Methoxy-8-quinolyl)-4-toluenesulfonamide,1TMS,isomer #1	COC1=CC(N([Si](C)(C)C)S(=O)(=O)C2=CC=C(C)C=C2)=C2N=CC=CC2=C1	3859.7	Standard polar	33892256
N-(6-Methoxy-8-quinolyl)-4-toluenesulfonamide,1TBDMS,isomer #1	COC1=CC(N([Si](C)(C)C(C)(C)C)S(=O)(=O)C2=CC=C(C)C=C2)=C2N=CC=CC2=C1	3105.4	Semi standard non polar	33892256
N-(6-Methoxy-8-quinolyl)-4-toluenesulfonamide,1TBDMS,isomer #1	COC1=CC(N([Si](C)(C)C(C)(C)C)S(=O)(=O)C2=CC=C(C)C=C2)=C2N=CC=CC2=C1	3014.3	Standard non polar	33892256
N-(6-Methoxy-8-quinolyl)-4-toluenesulfonamide,1TBDMS,isomer #1	COC1=CC(N([Si](C)(C)C(C)(C)C)S(=O)(=O)C2=CC=C(C)C=C2)=C2N=CC=CC2=C1	3860.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N-(6-Methoxy-8-quinolyl)-4-toluenesulfonamide GC-MS (Non-derivatized) - 70eV, Positive	splash10-00dl-7903000000-6bdad23062d31af7121a	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(6-Methoxy-8-quinolyl)-4-toluenesulfonamide 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 - N-(6-Methoxy-8-quinolyl)-4-toluenesulfonamide 10V, Positive-QTOF	splash10-004i-0009000000-6140f3359edba03d0c6a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(6-Methoxy-8-quinolyl)-4-toluenesulfonamide 20V, Positive-QTOF	splash10-056r-2901000000-789c9deca4aa531dfb27	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(6-Methoxy-8-quinolyl)-4-toluenesulfonamide 40V, Positive-QTOF	splash10-0006-9200000000-63d69793d0e36872d482	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(6-Methoxy-8-quinolyl)-4-toluenesulfonamide 10V, Negative-QTOF	splash10-004i-0009000000-de01f02584e73127b52d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(6-Methoxy-8-quinolyl)-4-toluenesulfonamide 20V, Negative-QTOF	splash10-056r-2709000000-376be49b03e026a8a2bb	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(6-Methoxy-8-quinolyl)-4-toluenesulfonamide 40V, Negative-QTOF	splash10-0006-3900000000-4bad602799a237d06f5a	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

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

115530

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

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 ]

Showing metabocard for N-(6-Methoxy-8-quinolyl)-4-toluenesulfonamide (HMDB0244337)

MOL for HMDB0244337 (N-(6-Methoxy-8-quinolyl)-4-toluenesulfonamide)

3D MOL for HMDB0244337 (N-(6-Methoxy-8-quinolyl)-4-toluenesulfonamide)

3D SDF for HMDB0244337 (N-(6-Methoxy-8-quinolyl)-4-toluenesulfonamide)

3D-SDF for HMDB0244337 (N-(6-Methoxy-8-quinolyl)-4-toluenesulfonamide)

PDB for HMDB0244337 (N-(6-Methoxy-8-quinolyl)-4-toluenesulfonamide)

3D PDB for HMDB0244337 (N-(6-Methoxy-8-quinolyl)-4-toluenesulfonamide)

SMILES for HMDB0244337 (N-(6-Methoxy-8-quinolyl)-4-toluenesulfonamide)

INCHI for HMDB0244337 (N-(6-Methoxy-8-quinolyl)-4-toluenesulfonamide)

Structure for HMDB0244337 (N-(6-Methoxy-8-quinolyl)-4-toluenesulfonamide)

3D Structure for HMDB0244337 (N-(6-Methoxy-8-quinolyl)-4-toluenesulfonamide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra