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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 23:42:17 UTC

Update Date

2021-09-26 22:55:55 UTC

HMDB ID

HMDB0246686

Secondary Accession Numbers

None

Metabolite Identification

Common Name

2-(4-Amino-2-chlorophenyl)-2-phenylacetonitrile

Description

2-(4-Amino-2-chlorophenyl)-2-phenylacetonitrile, also known as azaperone or stresnil, belongs to the class of organic compounds known as diphenylacetonitriles. These are cyclic aromatic compounds containing a diphenylacetonitrile moiety, which consists of a diphenylmethane linked to and acetonitrile to form 2,2-diphenylacetonitrile. Based on a literature review very few articles have been published on 2-(4-Amino-2-chlorophenyl)-2-phenylacetonitrile. This compound has been identified in human blood as reported by (PMID: 31557052 ). 2-(4-amino-2-chlorophenyl)-2-phenylacetonitrile is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 2-(4-Amino-2-chlorophenyl)-2-phenylacetonitrile 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

HMDB0246686
     RDKit          3D
2-(4-Amino-2-chlorophenyl)-2-phenylacetonitrile
 28 29  0  0  0  0  0  0  0  0999 V2000
   -0.9985   -2.9112    1.9709 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7764   -2.2696    1.0340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5155   -1.4404   -0.1578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6394   -0.4706   -0.3720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9679   -0.0456   -1.6421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0039    0.8482   -1.8426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7136    1.3164   -0.7536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4168    0.9185    0.5123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3762    0.0246    0.6807 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7822   -0.7580    0.0181 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9486    0.2042    0.9839 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1739    0.8525    1.1534 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2384    0.5176    0.3320 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4766    1.1839    0.5147 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0661   -0.4378   -0.6238 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8399   -1.0918   -0.7990 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6393   -2.3168   -2.0331 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.5125   -2.1307   -1.0238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087   -0.4126   -2.5169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2600    1.1818   -2.8516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5287    2.0206   -0.9196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9977    1.3073    1.3556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1550   -0.2810    1.6954 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1247    0.4544    1.6102 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2543    1.5925    1.9166 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1340    0.8312    1.2366 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6854    2.0075   -0.0836 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9070   -0.6951   -1.2646 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  3 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
 16 17  1  0
  9  4  1  0
 16 10  1  0
  3 18  1  0
  5 19  1  0
  6 20  1  0
  7 21  1  0
  8 22  1  0
  9 23  1  0
 11 24  1  0
 12 25  1  0
 14 26  1  0
 14 27  1  0
 15 28  1  0
M  END

  Mrv1652309112101422D          

 17 18  0  0  0  0            999 V2000
    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
    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   -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
    0.7145    0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   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
    5.0013    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  3  0  0  0  0
  7 10  1  0  0  0  0
 10 11  2  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
 10 15  1  0  0  0  0
 13 16  1  0  0  0  0
 11 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0246686

> <DATABASE_NAME>
hmdb

> <SMILES>
NC1=CC(Cl)=C(C=C1)C(C#N)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C14H11ClN2/c15-14-8-11(17)6-7-12(14)13(9-16)10-4-2-1-3-5-10/h1-8,13H,17H2

> <INCHI_KEY>
ISOPQUKKXCXJIJ-UHFFFAOYSA-N

> <FORMULA>
C14H11ClN2

> <MOLECULAR_WEIGHT>
242.71

> <EXACT_MASS>
242.0610761

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
28

> <JCHEM_AVERAGE_POLARIZABILITY>
24.956431343705635

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(4-amino-2-chlorophenyl)-2-phenylacetonitrile

> <ALOGPS_LOGP>
3.65

> <JCHEM_LOGP>
3.1208519453333334

> <ALOGPS_LOGS>
-4.29

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.902927312337798

> <JCHEM_PKA_STRONGEST_BASIC>
3.4029306306316474

> <JCHEM_POLAR_SURFACE_AREA>
49.81

> <JCHEM_REFRACTIVITY>
70.5196

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.24e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(4-amino-2-chlorophenyl)-2-phenylacetonitrile

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0246686
     RDKit          3D
2-(4-Amino-2-chlorophenyl)-2-phenylacetonitrile
 28 29  0  0  0  0  0  0  0  0999 V2000
   -0.9985   -2.9112    1.9709 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7764   -2.2696    1.0340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5155   -1.4404   -0.1578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6394   -0.4706   -0.3720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9679   -0.0456   -1.6421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0039    0.8482   -1.8426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7136    1.3164   -0.7536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4168    0.9185    0.5123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3762    0.0246    0.6807 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7822   -0.7580    0.0181 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9486    0.2042    0.9839 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1739    0.8525    1.1534 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2384    0.5176    0.3320 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4766    1.1839    0.5147 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0661   -0.4378   -0.6238 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8399   -1.0918   -0.7990 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6393   -2.3168   -2.0331 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.5125   -2.1307   -1.0238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087   -0.4126   -2.5169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2600    1.1818   -2.8516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5287    2.0206   -0.9196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9977    1.3073    1.3556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1550   -0.2810    1.6954 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1247    0.4544    1.6102 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2543    1.5925    1.9166 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1340    0.8312    1.2366 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6854    2.0075   -0.0836 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9070   -0.6951   -1.2646 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  3 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
 16 17  1  0
  9  4  1  0
 16 10  1  0
  3 18  1  0
  5 19  1  0
  6 20  1  0
  7 21  1  0
  8 22  1  0
  9 23  1  0
 11 24  1  0
 12 25  1  0
 14 26  1  0
 14 27  1  0
 15 28  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       1.334   0.770   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       9.336   2.310   0.000  0.00  0.00           N+0
HETATM   17 Cl   UNK     0       4.001   2.310   0.000  0.00  0.00          Cl+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1                                                       
CONECT    7    4    8   10                                                  
CONECT    8    7    9                                                       
CONECT    9    8                                                            
CONECT   10    7   11   15                                                  
CONECT   11   10   12   17                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   16                                                  
CONECT   14   13   15                                                       
CONECT   15   14   10                                                       
CONECT   16   13                                                            
CONECT   17   11                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END

COMPND    HMDB0246686
HETATM    1  N1  UNL     1      -0.999  -2.911   1.971  1.00  0.00           N  
HETATM    2  C1  UNL     1      -0.776  -2.270   1.034  1.00  0.00           C  
HETATM    3  C2  UNL     1      -0.515  -1.440  -0.158  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.639  -0.471  -0.372  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.968  -0.046  -1.642  1.00  0.00           C  
HETATM    6  C5  UNL     1      -3.004   0.848  -1.843  1.00  0.00           C  
HETATM    7  C6  UNL     1      -3.714   1.316  -0.754  1.00  0.00           C  
HETATM    8  C7  UNL     1      -3.417   0.918   0.512  1.00  0.00           C  
HETATM    9  C8  UNL     1      -2.376   0.025   0.681  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.782  -0.758   0.018  1.00  0.00           C  
HETATM   11  C10 UNL     1       0.949   0.204   0.984  1.00  0.00           C  
HETATM   12  C11 UNL     1       2.174   0.853   1.153  1.00  0.00           C  
HETATM   13  C12 UNL     1       3.238   0.518   0.332  1.00  0.00           C  
HETATM   14  N2  UNL     1       4.477   1.184   0.515  1.00  0.00           N  
HETATM   15  C13 UNL     1       3.066  -0.438  -0.624  1.00  0.00           C  
HETATM   16  C14 UNL     1       1.840  -1.092  -0.799  1.00  0.00           C  
HETATM   17 CL1  UNL     1       1.639  -2.317  -2.033  1.00  0.00          CL  
HETATM   18  H1  UNL     1      -0.512  -2.131  -1.024  1.00  0.00           H  
HETATM   19  H2  UNL     1      -1.409  -0.413  -2.517  1.00  0.00           H  
HETATM   20  H3  UNL     1      -3.260   1.182  -2.852  1.00  0.00           H  
HETATM   21  H4  UNL     1      -4.529   2.021  -0.920  1.00  0.00           H  
HETATM   22  H5  UNL     1      -3.998   1.307   1.356  1.00  0.00           H  
HETATM   23  H6  UNL     1      -2.155  -0.281   1.695  1.00  0.00           H  
HETATM   24  H7  UNL     1       0.125   0.454   1.610  1.00  0.00           H  
HETATM   25  H8  UNL     1       2.254   1.593   1.917  1.00  0.00           H  
HETATM   26  H9  UNL     1       5.134   0.831   1.237  1.00  0.00           H  
HETATM   27  H10 UNL     1       4.685   2.007  -0.084  1.00  0.00           H  
HETATM   28  H11 UNL     1       3.907  -0.695  -1.265  1.00  0.00           H  
CONECT    1    2    2    2
CONECT    2    3
CONECT    3    4   10   18
CONECT    4    5    5    9
CONECT    5    6   19
CONECT    6    7    7   20
CONECT    7    8   21
CONECT    8    9    9   22
CONECT    9   23
CONECT   10   11   11   16
CONECT   11   12   24
CONECT   12   13   13   25
CONECT   13   14   15
CONECT   14   26   27
CONECT   15   16   16   28
CONECT   16   17
END

HMDB0246686
     RDKit          3D
2-(4-Amino-2-chlorophenyl)-2-phenylacetonitrile
 28 29  0  0  0  0  0  0  0  0999 V2000
   -0.9985   -2.9112    1.9709 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7764   -2.2696    1.0340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5155   -1.4404   -0.1578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6394   -0.4706   -0.3720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9679   -0.0456   -1.6421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0039    0.8482   -1.8426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7136    1.3164   -0.7536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4168    0.9185    0.5123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3762    0.0246    0.6807 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7822   -0.7580    0.0181 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9486    0.2042    0.9839 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1739    0.8525    1.1534 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2384    0.5176    0.3320 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4766    1.1839    0.5147 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0661   -0.4378   -0.6238 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8399   -1.0918   -0.7990 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6393   -2.3168   -2.0331 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.5125   -2.1307   -1.0238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087   -0.4126   -2.5169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2600    1.1818   -2.8516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5287    2.0206   -0.9196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9977    1.3073    1.3556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1550   -0.2810    1.6954 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1247    0.4544    1.6102 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2543    1.5925    1.9166 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1340    0.8312    1.2366 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6854    2.0075   -0.0836 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9070   -0.6951   -1.2646 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  3 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
 16 17  1  0
  9  4  1  0
 16 10  1  0
  3 18  1  0
  5 19  1  0
  6 20  1  0
  7 21  1  0
  8 22  1  0
  9 23  1  0
 11 24  1  0
 12 25  1  0
 14 26  1  0
 14 27  1  0
 15 28  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Azaperone	HMDB
Stresnil	HMDB

Chemical Formula

C₁₄H₁₁ClN₂

Average Molecular Weight

242.71

Monoisotopic Molecular Weight

242.0610761

IUPAC Name

2-(4-amino-2-chlorophenyl)-2-phenylacetonitrile

Traditional Name

2-(4-amino-2-chlorophenyl)-2-phenylacetonitrile

CAS Registry Number

Not Available

SMILES

NC1=CC(Cl)=C(C=C1)C(C#N)C1=CC=CC=C1

InChI Identifier

InChI=1S/C14H11ClN2/c15-14-8-11(17)6-7-12(14)13(9-16)10-4-2-1-3-5-10/h1-8,13H,17H2

InChI Key

ISOPQUKKXCXJIJ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diphenylacetonitriles. These are cyclic aromatic compounds containing a diphenylacetonitrile moiety, which consists of a diphenylmethane linked to and acetonitrile to form 2,2-diphenylacetonitrile.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Diphenylacetonitriles

Direct Parent

Diphenylacetonitriles

Alternative Parents

Substituents

Diphenylacetonitrile
Diphenylmethane
Aniline or substituted anilines
Halobenzene
Chlorobenzene
Aryl halide
Aryl chloride
Nitrile
Carbonitrile
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Primary amine
Organonitrogen compound
Organochloride
Organohalogen 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	3.65	ALOGPS
logP	3.12	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	12.9	ChemAxon
pKa (Strongest Basic)	3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	49.81 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	70.52 m³·mol⁻¹	ChemAxon
Polarizability	24.96 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]+	156.743	30932474
DeepCCS	[M-H]-	154.365	30932474
DeepCCS	[M-2H]-	187.37	30932474
DeepCCS	[M+Na]+	162.816	30932474
AllCCS	[M+H]+	152.7	32859911
AllCCS	[M+H-H2O]+	148.6	32859911
AllCCS	[M+NH4]+	156.4	32859911
AllCCS	[M+Na]+	157.5	32859911
AllCCS	[M-H]-	152.7	32859911
AllCCS	[M+Na-2H]-	152.4	32859911
AllCCS	[M+HCOO]-	152.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-(4-Amino-2-chlorophenyl)-2-phenylacetonitrile	NC1=CC(Cl)=C(C=C1)C(C#N)C1=CC=CC=C1	3359.6	Standard polar	33892256
2-(4-Amino-2-chlorophenyl)-2-phenylacetonitrile	NC1=CC(Cl)=C(C=C1)C(C#N)C1=CC=CC=C1	2267.5	Standard non polar	33892256
2-(4-Amino-2-chlorophenyl)-2-phenylacetonitrile	NC1=CC(Cl)=C(C=C1)C(C#N)C1=CC=CC=C1	2243.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2-(4-Amino-2-chlorophenyl)-2-phenylacetonitrile,1TMS,isomer #1	C[Si](C)(C)NC1=CC=C(C(C#N)C2=CC=CC=C2)C(Cl)=C1	2138.6	Semi standard non polar	33892256
2-(4-Amino-2-chlorophenyl)-2-phenylacetonitrile,1TMS,isomer #1	C[Si](C)(C)NC1=CC=C(C(C#N)C2=CC=CC=C2)C(Cl)=C1	2363.8	Standard non polar	33892256
2-(4-Amino-2-chlorophenyl)-2-phenylacetonitrile,1TMS,isomer #1	C[Si](C)(C)NC1=CC=C(C(C#N)C2=CC=CC=C2)C(Cl)=C1	2730.4	Standard polar	33892256
2-(4-Amino-2-chlorophenyl)-2-phenylacetonitrile,2TMS,isomer #1	C[Si](C)(C)N(C1=CC=C(C(C#N)C2=CC=CC=C2)C(Cl)=C1)[Si](C)(C)C	2059.2	Semi standard non polar	33892256
2-(4-Amino-2-chlorophenyl)-2-phenylacetonitrile,2TMS,isomer #1	C[Si](C)(C)N(C1=CC=C(C(C#N)C2=CC=CC=C2)C(Cl)=C1)[Si](C)(C)C	2413.6	Standard non polar	33892256
2-(4-Amino-2-chlorophenyl)-2-phenylacetonitrile,2TMS,isomer #1	C[Si](C)(C)N(C1=CC=C(C(C#N)C2=CC=CC=C2)C(Cl)=C1)[Si](C)(C)C	2615.6	Standard polar	33892256
2-(4-Amino-2-chlorophenyl)-2-phenylacetonitrile,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=CC=C(C(C#N)C2=CC=CC=C2)C(Cl)=C1	2338.8	Semi standard non polar	33892256
2-(4-Amino-2-chlorophenyl)-2-phenylacetonitrile,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=CC=C(C(C#N)C2=CC=CC=C2)C(Cl)=C1	2603.5	Standard non polar	33892256
2-(4-Amino-2-chlorophenyl)-2-phenylacetonitrile,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=CC=C(C(C#N)C2=CC=CC=C2)C(Cl)=C1	2835.4	Standard polar	33892256
2-(4-Amino-2-chlorophenyl)-2-phenylacetonitrile,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=CC=C(C(C#N)C2=CC=CC=C2)C(Cl)=C1)[Si](C)(C)C(C)(C)C	2539.8	Semi standard non polar	33892256
2-(4-Amino-2-chlorophenyl)-2-phenylacetonitrile,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=CC=C(C(C#N)C2=CC=CC=C2)C(Cl)=C1)[Si](C)(C)C(C)(C)C	2830.3	Standard non polar	33892256
2-(4-Amino-2-chlorophenyl)-2-phenylacetonitrile,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=CC=C(C(C#N)C2=CC=CC=C2)C(Cl)=C1)[Si](C)(C)C(C)(C)C	2779.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2-(4-Amino-2-chlorophenyl)-2-phenylacetonitrile GC-MS (Non-derivatized) - 70eV, Positive	splash10-014i-1690000000-f28f879751cecca67aa7	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-(4-Amino-2-chlorophenyl)-2-phenylacetonitrile 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 - 2-(4-Amino-2-chlorophenyl)-2-phenylacetonitrile 10V, Positive-QTOF	splash10-0006-0090000000-793b3ddeac5fcedd83ea	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(4-Amino-2-chlorophenyl)-2-phenylacetonitrile 20V, Positive-QTOF	splash10-00kf-0390000000-e712cb38b30a91fcdf6a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(4-Amino-2-chlorophenyl)-2-phenylacetonitrile 40V, Positive-QTOF	splash10-00lr-2930000000-7739d3e576a4086d48a3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(4-Amino-2-chlorophenyl)-2-phenylacetonitrile 10V, Negative-QTOF	splash10-0006-0090000000-30bb3625308cc0ba02d9	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(4-Amino-2-chlorophenyl)-2-phenylacetonitrile 20V, Negative-QTOF	splash10-03dl-0090000000-52a33cbe0e411b724830	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(4-Amino-2-chlorophenyl)-2-phenylacetonitrile 40V, Negative-QTOF	splash10-0ikc-3920000000-cd237816f74eb23b9f8d	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

96599

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

107335

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 2-(4-Amino-2-chlorophenyl)-2-phenylacetonitrile (HMDB0246686)

MOL for HMDB0246686 (2-(4-Amino-2-chlorophenyl)-2-phenylacetonitrile)

3D MOL for HMDB0246686 (2-(4-Amino-2-chlorophenyl)-2-phenylacetonitrile)

3D SDF for HMDB0246686 (2-(4-Amino-2-chlorophenyl)-2-phenylacetonitrile)

3D-SDF for HMDB0246686 (2-(4-Amino-2-chlorophenyl)-2-phenylacetonitrile)

PDB for HMDB0246686 (2-(4-Amino-2-chlorophenyl)-2-phenylacetonitrile)

3D PDB for HMDB0246686 (2-(4-Amino-2-chlorophenyl)-2-phenylacetonitrile)

SMILES for HMDB0246686 (2-(4-Amino-2-chlorophenyl)-2-phenylacetonitrile)

INCHI for HMDB0246686 (2-(4-Amino-2-chlorophenyl)-2-phenylacetonitrile)

Structure for HMDB0246686 (2-(4-Amino-2-chlorophenyl)-2-phenylacetonitrile)

3D Structure for HMDB0246686 (2-(4-Amino-2-chlorophenyl)-2-phenylacetonitrile)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra