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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 22:23:40 UTC

Update Date

2021-09-26 23:17:19 UTC

HMDB ID

HMDB0259640

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Benzonitrile, 3-amino-4-((2-((dimethylamino)methyl)phenyl)thio)-

Description

Benzonitrile, 3-amino-4-((2-((dimethylamino)methyl)phenyl)thio)-, also known as 3-amino-4-({2-[(dimethylamino)methyl]phenyl}sulphanyl)benzonitrile or 3-amino-4-dimenmephs-BZCN, belongs to the class of organic compounds known as diarylthioethers. These are organosulfur compounds containing a thioether group that is substituted by two aryl groups. Based on a literature review very few articles have been published on Benzonitrile, 3-amino-4-((2-((dimethylamino)methyl)phenyl)thio)-. This compound has been identified in human blood as reported by (PMID: 31557052 ). Benzonitrile, 3-amino-4-((2-((dimethylamino)methyl)phenyl)thio)- is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Benzonitrile, 3-amino-4-((2-((dimethylamino)methyl)phenyl)thio)- 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

HMDB0259640
     RDKit          3D
Benzonitrile, 3-amino-4-((2-((dimethylamino)methyl)phenyl)thio)-
 37 38  0  0  0  0  0  0  0  0999 V2000
   -4.1974   -0.5669   -0.2197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0176   -0.9220    0.4953 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0804   -2.1384    1.2412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7759   -0.6603   -0.1431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4622    0.7688   -0.3576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3561    1.7072    0.1375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0843    3.0700   -0.0255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9340    3.4163   -0.6738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0502    2.4822   -1.1627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3070    1.1535   -1.0087 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7864   -0.0770   -1.6358 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.0817   -0.5695   -0.5663 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9392   -1.6364    0.2721 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9756   -2.0042    1.1147 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1545   -1.3315    1.1411 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2432   -1.6999    2.0100 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1349   -1.9979    2.7006 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2956   -0.2476    0.2870 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2657    0.1228   -0.5542 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5006    1.2453   -1.3927 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9894   -0.1200    0.4132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9460    0.0645   -1.1073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6549   -1.5462   -0.5702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1301   -1.8481    2.3309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1657   -2.7864    1.1026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9874   -2.7555    1.0224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9719   -1.0791    0.5292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6682   -1.2522   -1.0930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2660    1.4845    0.6637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7907    3.8105    0.3652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7221    4.4867   -0.8011 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8491    2.8649   -1.6699 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0612   -2.2535    0.3431 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8745   -2.8586    1.7929 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2314    0.2860    0.3083 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7689    1.1976   -2.3929 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3950    2.1903   -0.9682 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  3  0
 15 18  1  0
 18 19  2  0
 19 20  1  0
 10  5  1  0
 19 12  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  6 29  1  0
  7 30  1  0
  8 31  1  0
  9 32  1  0
 13 33  1  0
 14 34  1  0
 18 35  1  0
 20 36  1  0
 20 37  1  0
M  END

  Mrv1652309122100242D          

 20 21  0  0  0  0            999 V2000
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    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
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    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    0.8250    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
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.8875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
 15 18  1  0  0  0  0
 18 19  3  0  0  0  0
 13 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0259640

> <DATABASE_NAME>
hmdb

> <SMILES>
CN(C)CC1=CC=CC=C1SC1=C(N)C=C(C=C1)C#N

> <INCHI_IDENTIFIER>
InChI=1S/C16H17N3S/c1-19(2)11-13-5-3-4-6-15(13)20-16-8-7-12(10-17)9-14(16)18/h3-9H,11,18H2,1-2H3

> <INCHI_KEY>
UVWLEPXXYOYDGR-UHFFFAOYSA-N

> <FORMULA>
C16H17N3S

> <MOLECULAR_WEIGHT>
283.39

> <EXACT_MASS>
283.114318733

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
31.090976542850683

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-amino-4-({2-[(dimethylamino)methyl]phenyl}sulfanyl)benzonitrile

> <ALOGPS_LOGP>
3.12

> <JCHEM_LOGP>
3.130562281

> <ALOGPS_LOGS>
-3.94

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
8.149891828123591

> <JCHEM_POLAR_SURFACE_AREA>
53.05

> <JCHEM_REFRACTIVITY>
87.70680000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.25e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-amino-4-({2-[(dimethylamino)methyl]phenyl}sulfanyl)benzonitrile

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0259640
     RDKit          3D
Benzonitrile, 3-amino-4-((2-((dimethylamino)methyl)phenyl)thio)-
 37 38  0  0  0  0  0  0  0  0999 V2000
   -4.1974   -0.5669   -0.2197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0176   -0.9220    0.4953 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0804   -2.1384    1.2412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7759   -0.6603   -0.1431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4622    0.7688   -0.3576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3561    1.7072    0.1375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0843    3.0700   -0.0255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9340    3.4163   -0.6738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0502    2.4822   -1.1627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3070    1.1535   -1.0087 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7864   -0.0770   -1.6358 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.0817   -0.5695   -0.5663 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9392   -1.6364    0.2721 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9756   -2.0042    1.1147 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1545   -1.3315    1.1411 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2432   -1.6999    2.0100 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1349   -1.9979    2.7006 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2956   -0.2476    0.2870 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2657    0.1228   -0.5542 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5006    1.2453   -1.3927 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9894   -0.1200    0.4132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9460    0.0645   -1.1073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6549   -1.5462   -0.5702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1301   -1.8481    2.3309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1657   -2.7864    1.1026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9874   -2.7555    1.0224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9719   -1.0791    0.5292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6682   -1.2522   -1.0930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2660    1.4845    0.6637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7907    3.8105    0.3652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7221    4.4867   -0.8011 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8491    2.8649   -1.6699 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0612   -2.2535    0.3431 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8745   -2.8586    1.7929 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2314    0.2860    0.3083 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7689    1.1976   -2.3929 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3950    2.1903   -0.9682 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  3  0
 15 18  1  0
 18 19  2  0
 19 20  1  0
 10  5  1  0
 19 12  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  6 29  1  0
  7 30  1  0
  8 31  1  0
  9 32  1  0
 13 33  1  0
 14 34  1  0
 18 35  1  0
 20 36  1  0
 20 37  1  0
M  END

HEADER    PROTEIN                                 12-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-21         0                                  
HETATM    1  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       5.335  -0.000   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   11  S   UNK     0       1.334  -2.310   0.000  0.00  0.00           S+0
HETATM   12  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       1.334   5.390   0.000  0.00  0.00           N+0
HETATM   20  N   UNK     0      -1.334  -0.770   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9    5   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13   12   14   20                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   18                                                  
CONECT   16   15   17                                                       
CONECT   17   16   12                                                       
CONECT   18   15   19                                                       
CONECT   19   18                                                            
CONECT   20   13                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

COMPND    HMDB0259640
HETATM    1  C1  UNL     1      -4.197  -0.567  -0.220  1.00  0.00           C  
HETATM    2  N1  UNL     1      -3.018  -0.922   0.495  1.00  0.00           N  
HETATM    3  C2  UNL     1      -3.080  -2.138   1.241  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.776  -0.660  -0.143  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.462   0.769  -0.358  1.00  0.00           C  
HETATM    6  C5  UNL     1      -2.356   1.707   0.138  1.00  0.00           C  
HETATM    7  C6  UNL     1      -2.084   3.070  -0.025  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.934   3.416  -0.674  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.050   2.482  -1.163  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.307   1.153  -1.009  1.00  0.00           C  
HETATM   11  S1  UNL     1       0.786  -0.077  -1.636  1.00  0.00           S  
HETATM   12  C10 UNL     1       2.082  -0.569  -0.566  1.00  0.00           C  
HETATM   13  C11 UNL     1       1.939  -1.636   0.272  1.00  0.00           C  
HETATM   14  C12 UNL     1       2.976  -2.004   1.115  1.00  0.00           C  
HETATM   15  C13 UNL     1       4.155  -1.332   1.141  1.00  0.00           C  
HETATM   16  C14 UNL     1       5.243  -1.700   2.010  1.00  0.00           C  
HETATM   17  N2  UNL     1       6.135  -1.998   2.701  1.00  0.00           N  
HETATM   18  C15 UNL     1       4.296  -0.248   0.287  1.00  0.00           C  
HETATM   19  C16 UNL     1       3.266   0.123  -0.554  1.00  0.00           C  
HETATM   20  N3  UNL     1       3.501   1.245  -1.393  1.00  0.00           N  
HETATM   21  H1  UNL     1      -4.989  -0.120   0.413  1.00  0.00           H  
HETATM   22  H2  UNL     1      -3.946   0.064  -1.107  1.00  0.00           H  
HETATM   23  H3  UNL     1      -4.655  -1.546  -0.570  1.00  0.00           H  
HETATM   24  H4  UNL     1      -3.130  -1.848   2.331  1.00  0.00           H  
HETATM   25  H5  UNL     1      -2.166  -2.786   1.103  1.00  0.00           H  
HETATM   26  H6  UNL     1      -3.987  -2.756   1.022  1.00  0.00           H  
HETATM   27  H7  UNL     1      -0.972  -1.079   0.529  1.00  0.00           H  
HETATM   28  H8  UNL     1      -1.668  -1.252  -1.093  1.00  0.00           H  
HETATM   29  H9  UNL     1      -3.266   1.485   0.664  1.00  0.00           H  
HETATM   30  H10 UNL     1      -2.791   3.810   0.365  1.00  0.00           H  
HETATM   31  H11 UNL     1      -0.722   4.487  -0.801  1.00  0.00           H  
HETATM   32  H12 UNL     1       0.849   2.865  -1.670  1.00  0.00           H  
HETATM   33  H13 UNL     1       1.061  -2.254   0.343  1.00  0.00           H  
HETATM   34  H14 UNL     1       2.875  -2.859   1.793  1.00  0.00           H  
HETATM   35  H15 UNL     1       5.231   0.286   0.308  1.00  0.00           H  
HETATM   36  H16 UNL     1       3.769   1.198  -2.393  1.00  0.00           H  
HETATM   37  H17 UNL     1       3.395   2.190  -0.968  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3    4
CONECT    3   24   25   26
CONECT    4    5   27   28
CONECT    5    6    6   10
CONECT    6    7   29
CONECT    7    8    8   30
CONECT    8    9   31
CONECT    9   10   10   32
CONECT   10   11
CONECT   11   12
CONECT   12   13   13   19
CONECT   13   14   33
CONECT   14   15   15   34
CONECT   15   16   18
CONECT   16   17   17   17
CONECT   18   19   19   35
CONECT   19   20
CONECT   20   36   37
END

HMDB0259640
     RDKit          3D
Benzonitrile, 3-amino-4-((2-((dimethylamino)methyl)phenyl)thio)-
 37 38  0  0  0  0  0  0  0  0999 V2000
   -4.1974   -0.5669   -0.2197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0176   -0.9220    0.4953 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0804   -2.1384    1.2412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7759   -0.6603   -0.1431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4622    0.7688   -0.3576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3561    1.7072    0.1375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0843    3.0700   -0.0255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9340    3.4163   -0.6738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0502    2.4822   -1.1627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3070    1.1535   -1.0087 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7864   -0.0770   -1.6358 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.0817   -0.5695   -0.5663 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9392   -1.6364    0.2721 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9756   -2.0042    1.1147 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1545   -1.3315    1.1411 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2432   -1.6999    2.0100 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1349   -1.9979    2.7006 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2956   -0.2476    0.2870 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2657    0.1228   -0.5542 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5006    1.2453   -1.3927 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9894   -0.1200    0.4132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9460    0.0645   -1.1073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6549   -1.5462   -0.5702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1301   -1.8481    2.3309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1657   -2.7864    1.1026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9874   -2.7555    1.0224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9719   -1.0791    0.5292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6682   -1.2522   -1.0930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2660    1.4845    0.6637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7907    3.8105    0.3652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7221    4.4867   -0.8011 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8491    2.8649   -1.6699 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0612   -2.2535    0.3431 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8745   -2.8586    1.7929 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2314    0.2860    0.3083 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7689    1.1976   -2.3929 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3950    2.1903   -0.9682 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  3  0
 15 18  1  0
 18 19  2  0
 19 20  1  0
 10  5  1  0
 19 12  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  6 29  1  0
  7 30  1  0
  8 31  1  0
  9 32  1  0
 13 33  1  0
 14 34  1  0
 18 35  1  0
 20 36  1  0
 20 37  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-Amino-4-({2-[(dimethylamino)methyl]phenyl}sulphanyl)benzonitrile	HMDB
3-Amino-4-dimenmephs-BZCN	MeSH
3-Amino-4-(N-methyl-N-(11C)methyl-aminomethylphenylsulfanyl)benzonitrile	MeSH
(11C)DASB	MeSH
3-Amino-4-(2-dimethylaminomethylphenylsulfanyl)benzonitrile	MeSH

Chemical Formula

C₁₆H₁₇N₃S

Average Molecular Weight

283.39

Monoisotopic Molecular Weight

283.114318733

IUPAC Name

3-amino-4-({2-[(dimethylamino)methyl]phenyl}sulfanyl)benzonitrile

Traditional Name

3-amino-4-({2-[(dimethylamino)methyl]phenyl}sulfanyl)benzonitrile

CAS Registry Number

Not Available

SMILES

CN(C)CC1=CC=CC=C1SC1=C(N)C=C(C=C1)C#N

InChI Identifier

InChI=1S/C16H17N3S/c1-19(2)11-13-5-3-4-6-15(13)20-16-8-7-12(10-17)9-14(16)18/h3-9H,11,18H2,1-2H3

InChI Key

UVWLEPXXYOYDGR-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diarylthioethers. These are organosulfur compounds containing a thioether group that is substituted by two aryl groups.

Kingdom

Organic compounds

Super Class

Organosulfur compounds

Class

Thioethers

Sub Class

Aryl thioethers

Direct Parent

Diarylthioethers

Alternative Parents

Substituents

Diarylthioether
Benzonitrile
Benzylamine
Aniline or substituted anilines
Phenylmethylamine
Thiophenol ether
Aralkylamine
Monocyclic benzene moiety
Benzenoid
Tertiary amine
Tertiary aliphatic amine
Sulfenyl compound
Nitrile
Carbonitrile
Primary amine
Organonitrogen compound
Hydrocarbon derivative
Cyanide
Organic nitrogen compound
Amine
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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 (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	3.12	ALOGPS
logP	3.13	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Basic)	8.15	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	53.05 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	87.71 m³·mol⁻¹	ChemAxon
Polarizability	31.09 Å³	ChemAxon
Number of Rings	2	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]+	164.452	30932474
DeepCCS	[M-H]-	162.094	30932474
DeepCCS	[M-2H]-	194.98	30932474
DeepCCS	[M+Na]+	170.545	30932474
AllCCS	[M+H]+	165.5	32859911
AllCCS	[M+H-H2O]+	162.1	32859911
AllCCS	[M+NH4]+	168.6	32859911
AllCCS	[M+Na]+	169.5	32859911
AllCCS	[M-H]-	169.0	32859911
AllCCS	[M+Na-2H]-	168.8	32859911
AllCCS	[M+HCOO]-	168.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Benzonitrile, 3-amino-4-((2-((dimethylamino)methyl)phenyl)thio)-	CN(C)CC1=CC=CC=C1SC1=C(N)C=C(C=C1)C#N	3500.1	Standard polar	33892256
Benzonitrile, 3-amino-4-((2-((dimethylamino)methyl)phenyl)thio)-	CN(C)CC1=CC=CC=C1SC1=C(N)C=C(C=C1)C#N	2473.4	Standard non polar	33892256
Benzonitrile, 3-amino-4-((2-((dimethylamino)methyl)phenyl)thio)-	CN(C)CC1=CC=CC=C1SC1=C(N)C=C(C=C1)C#N	2503.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Benzonitrile, 3-amino-4-((2-((dimethylamino)methyl)phenyl)thio)-,1TMS,isomer #1	CN(C)CC1=CC=CC=C1SC1=CC=C(C#N)C=C1N[Si](C)(C)C	2657.2	Semi standard non polar	33892256
Benzonitrile, 3-amino-4-((2-((dimethylamino)methyl)phenyl)thio)-,1TMS,isomer #1	CN(C)CC1=CC=CC=C1SC1=CC=C(C#N)C=C1N[Si](C)(C)C	2381.3	Standard non polar	33892256
Benzonitrile, 3-amino-4-((2-((dimethylamino)methyl)phenyl)thio)-,1TMS,isomer #1	CN(C)CC1=CC=CC=C1SC1=CC=C(C#N)C=C1N[Si](C)(C)C	3229.6	Standard polar	33892256
Benzonitrile, 3-amino-4-((2-((dimethylamino)methyl)phenyl)thio)-,2TMS,isomer #1	CN(C)CC1=CC=CC=C1SC1=CC=C(C#N)C=C1N([Si](C)(C)C)[Si](C)(C)C	2603.4	Semi standard non polar	33892256
Benzonitrile, 3-amino-4-((2-((dimethylamino)methyl)phenyl)thio)-,2TMS,isomer #1	CN(C)CC1=CC=CC=C1SC1=CC=C(C#N)C=C1N([Si](C)(C)C)[Si](C)(C)C	2471.9	Standard non polar	33892256
Benzonitrile, 3-amino-4-((2-((dimethylamino)methyl)phenyl)thio)-,2TMS,isomer #1	CN(C)CC1=CC=CC=C1SC1=CC=C(C#N)C=C1N([Si](C)(C)C)[Si](C)(C)C	3088.0	Standard polar	33892256
Benzonitrile, 3-amino-4-((2-((dimethylamino)methyl)phenyl)thio)-,1TBDMS,isomer #1	CN(C)CC1=CC=CC=C1SC1=CC=C(C#N)C=C1N[Si](C)(C)C(C)(C)C	2826.4	Semi standard non polar	33892256
Benzonitrile, 3-amino-4-((2-((dimethylamino)methyl)phenyl)thio)-,1TBDMS,isomer #1	CN(C)CC1=CC=CC=C1SC1=CC=C(C#N)C=C1N[Si](C)(C)C(C)(C)C	2599.4	Standard non polar	33892256
Benzonitrile, 3-amino-4-((2-((dimethylamino)methyl)phenyl)thio)-,1TBDMS,isomer #1	CN(C)CC1=CC=CC=C1SC1=CC=C(C#N)C=C1N[Si](C)(C)C(C)(C)C	3338.5	Standard polar	33892256
Benzonitrile, 3-amino-4-((2-((dimethylamino)methyl)phenyl)thio)-,2TBDMS,isomer #1	CN(C)CC1=CC=CC=C1SC1=CC=C(C#N)C=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3022.4	Semi standard non polar	33892256
Benzonitrile, 3-amino-4-((2-((dimethylamino)methyl)phenyl)thio)-,2TBDMS,isomer #1	CN(C)CC1=CC=CC=C1SC1=CC=C(C#N)C=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2873.7	Standard non polar	33892256
Benzonitrile, 3-amino-4-((2-((dimethylamino)methyl)phenyl)thio)-,2TBDMS,isomer #1	CN(C)CC1=CC=CC=C1SC1=CC=C(C#N)C=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3253.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Benzonitrile, 3-amino-4-((2-((dimethylamino)methyl)phenyl)thio)- GC-MS (Non-derivatized) - 70eV, Positive	splash10-000i-1490000000-cead1ff1fd2fb6282573	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Benzonitrile, 3-amino-4-((2-((dimethylamino)methyl)phenyl)thio)- GC-MS (Non-derivatized) - 70eV, Positive	Not Available	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

8621986

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10446567

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 Benzonitrile, 3-amino-4-((2-((dimethylamino)methyl)phenyl)thio)- (HMDB0259640)

MOL for HMDB0259640 (Benzonitrile, 3-amino-4-((2-((dimethylamino)methyl)phenyl)thio)-)

3D MOL for HMDB0259640 (Benzonitrile, 3-amino-4-((2-((dimethylamino)methyl)phenyl)thio)-)

3D SDF for HMDB0259640 (Benzonitrile, 3-amino-4-((2-((dimethylamino)methyl)phenyl)thio)-)

3D-SDF for HMDB0259640 (Benzonitrile, 3-amino-4-((2-((dimethylamino)methyl)phenyl)thio)-)

PDB for HMDB0259640 (Benzonitrile, 3-amino-4-((2-((dimethylamino)methyl)phenyl)thio)-)

3D PDB for HMDB0259640 (Benzonitrile, 3-amino-4-((2-((dimethylamino)methyl)phenyl)thio)-)

SMILES for HMDB0259640 (Benzonitrile, 3-amino-4-((2-((dimethylamino)methyl)phenyl)thio)-)

INCHI for HMDB0259640 (Benzonitrile, 3-amino-4-((2-((dimethylamino)methyl)phenyl)thio)-)

Structure for HMDB0259640 (Benzonitrile, 3-amino-4-((2-((dimethylamino)methyl)phenyl)thio)-)

3D Structure for HMDB0259640 (Benzonitrile, 3-amino-4-((2-((dimethylamino)methyl)phenyl)thio)-)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra