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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 22:20:35 UTC

Update Date

2021-09-26 23:17:16 UTC

HMDB ID

HMDB0259610

Secondary Accession Numbers

None

Metabolite Identification

Common Name

2-[(3-Chlorophenyl)amino]phenylacetic acid

Description

2-{2-[(3-chlorophenyl)amino]phenyl}acetic acid belongs to the class of organic compounds known as aniline and substituted anilines. These are organic compounds containing an aminobenzene moiety. Based on a literature review very few articles have been published on 2-{2-[(3-chlorophenyl)amino]phenyl}acetic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). 2-[(3-chlorophenyl)amino]phenylacetic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 2-[(3-Chlorophenyl)amino]phenylacetic acid 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

HMDB0259610
     RDKit          3D
2-[(3-Chlorophenyl)amino]phenylacetic acid
 30 31  0  0  0  0  0  0  0  0999 V2000
    2.1980    1.8045   -0.6170 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6614    1.5068    0.4926 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2573    2.3938    1.3738 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5860    0.0802    0.9453 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9331   -0.7851   -0.0660 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7270   -1.6227   -0.8205 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1597   -2.4475   -1.7687 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7924   -2.4040   -1.9303 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0183   -1.5478   -1.1527 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5588   -0.7173   -0.2044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1767    0.1494    0.6340 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5436    0.4707    0.5110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3257    0.6720    1.6613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6443    1.0213    1.6233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2787    1.1953    0.4233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5403    1.0060   -0.7177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3793    1.2356   -2.2510 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.1988    0.6513   -0.6853 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2393    2.6521    1.2204 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6711   -0.2160    1.0596 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1438   -0.0113    1.9536 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8029   -1.6676   -0.7040 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7287   -3.1239   -2.3897 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3475   -3.0538   -2.6764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0378   -1.5858   -1.3183 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3036    0.6356    1.4581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8130    0.5317    2.6032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1750    1.1567    2.5526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3233    1.4714    0.4246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6922    0.5483   -1.6348 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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  1  0
 16 18  2  0
 10  5  1  0
 18 12  1  0
  3 19  1  0
  4 20  1  0
  4 21  1  0
  6 22  1  0
  7 23  1  0
  8 24  1  0
  9 25  1  0
 11 26  1  0
 13 27  1  0
 14 28  1  0
 15 29  1  0
 18 30  1  0
M  END


  Mrv1652309122100202D          

 18 19  0  0  0  0            999 V2000
    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
    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
    2.1434   -0.4125    0.0000 C   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 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 N   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    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
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
  4 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
 14 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0259610

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)CC1=CC=CC=C1NC1=CC(Cl)=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C14H12ClNO2/c15-11-5-3-6-12(9-11)16-13-7-2-1-4-10(13)8-14(17)18/h1-7,9,16H,8H2,(H,17,18)

> <INCHI_KEY>
ZTFVCZLJMNRVHT-UHFFFAOYSA-N

> <FORMULA>
C14H12ClNO2

> <MOLECULAR_WEIGHT>
261.71

> <EXACT_MASS>
261.0556563

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
26.468590080204642

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-{2-[(3-chlorophenyl)amino]phenyl}acetic acid

> <ALOGPS_LOGP>
4.43

> <JCHEM_LOGP>
3.654964556999999

> <ALOGPS_LOGS>
-4.15

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
19.080579902155158

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.255953007114135

> <JCHEM_PKA_STRONGEST_BASIC>
-0.48456369808671573

> <JCHEM_POLAR_SURFACE_AREA>
49.33

> <JCHEM_REFRACTIVITY>
70.6566

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.86e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
{2-[(3-chlorophenyl)amino]phenyl}acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0259610
     RDKit          3D
2-[(3-Chlorophenyl)amino]phenylacetic acid
 30 31  0  0  0  0  0  0  0  0999 V2000
    2.1980    1.8045   -0.6170 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6614    1.5068    0.4926 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2573    2.3938    1.3738 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5860    0.0802    0.9453 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9331   -0.7851   -0.0660 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7270   -1.6227   -0.8205 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1597   -2.4475   -1.7687 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7924   -2.4040   -1.9303 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0183   -1.5478   -1.1527 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5588   -0.7173   -0.2044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1767    0.1494    0.6340 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5436    0.4707    0.5110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3257    0.6720    1.6613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6443    1.0213    1.6233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2787    1.1953    0.4233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5403    1.0060   -0.7177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3793    1.2356   -2.2510 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.1988    0.6513   -0.6853 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2393    2.6521    1.2204 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6711   -0.2160    1.0596 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1438   -0.0113    1.9536 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8029   -1.6676   -0.7040 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7287   -3.1239   -2.3897 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3475   -3.0538   -2.6764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0378   -1.5858   -1.3183 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3036    0.6356    1.4581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8130    0.5317    2.6032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1750    1.1567    2.5526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3233    1.4714    0.4246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6922    0.5483   -1.6348 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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  1  0
 16 18  2  0
 10  5  1  0
 18 12  1  0
  3 19  1  0
  4 20  1  0
  4 21  1  0
  6 22  1  0
  7 23  1  0
  8 24  1  0
  9 25  1  0
 11 26  1  0
 13 27  1  0
 14 28  1  0
 15 29  1  0
 18 30  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  -4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667  -3.080   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       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       6.668  -0.770   0.000  0.00  0.00           O+0
HETATM   11  N   UNK     0       1.334  -2.310   0.000  0.00  0.00           N+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 Cl   UNK     0      -1.334   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   11                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    4   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   18                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   12                                                       
CONECT   18   14                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   38    0
END

COMPND    HMDB0259610
HETATM    1  O1  UNL     1       2.198   1.804  -0.617  1.00  0.00           O  
HETATM    2  C1  UNL     1       2.661   1.507   0.493  1.00  0.00           C  
HETATM    3  O2  UNL     1       3.257   2.394   1.374  1.00  0.00           O  
HETATM    4  C2  UNL     1       2.586   0.080   0.945  1.00  0.00           C  
HETATM    5  C3  UNL     1       1.933  -0.785  -0.066  1.00  0.00           C  
HETATM    6  C4  UNL     1       2.727  -1.623  -0.821  1.00  0.00           C  
HETATM    7  C5  UNL     1       2.160  -2.448  -1.769  1.00  0.00           C  
HETATM    8  C6  UNL     1       0.792  -2.404  -1.930  1.00  0.00           C  
HETATM    9  C7  UNL     1       0.018  -1.548  -1.153  1.00  0.00           C  
HETATM   10  C8  UNL     1       0.559  -0.717  -0.204  1.00  0.00           C  
HETATM   11  N1  UNL     1      -0.177   0.149   0.634  1.00  0.00           N  
HETATM   12  C9  UNL     1      -1.544   0.471   0.511  1.00  0.00           C  
HETATM   13  C10 UNL     1      -2.326   0.672   1.661  1.00  0.00           C  
HETATM   14  C11 UNL     1      -3.644   1.021   1.623  1.00  0.00           C  
HETATM   15  C12 UNL     1      -4.279   1.195   0.423  1.00  0.00           C  
HETATM   16  C13 UNL     1      -3.540   1.006  -0.718  1.00  0.00           C  
HETATM   17 CL1  UNL     1      -4.379   1.236  -2.251  1.00  0.00          CL  
HETATM   18  C14 UNL     1      -2.199   0.651  -0.685  1.00  0.00           C  
HETATM   19  H1  UNL     1       4.239   2.652   1.220  1.00  0.00           H  
HETATM   20  H2  UNL     1       3.671  -0.216   1.060  1.00  0.00           H  
HETATM   21  H3  UNL     1       2.144  -0.011   1.954  1.00  0.00           H  
HETATM   22  H4  UNL     1       3.803  -1.668  -0.704  1.00  0.00           H  
HETATM   23  H5  UNL     1       2.729  -3.124  -2.390  1.00  0.00           H  
HETATM   24  H6  UNL     1       0.348  -3.054  -2.676  1.00  0.00           H  
HETATM   25  H7  UNL     1      -1.038  -1.586  -1.318  1.00  0.00           H  
HETATM   26  H8  UNL     1       0.304   0.636   1.458  1.00  0.00           H  
HETATM   27  H9  UNL     1      -1.813   0.532   2.603  1.00  0.00           H  
HETATM   28  H10 UNL     1      -4.175   1.157   2.553  1.00  0.00           H  
HETATM   29  H11 UNL     1      -5.323   1.471   0.425  1.00  0.00           H  
HETATM   30  H12 UNL     1      -1.692   0.548  -1.635  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   19
CONECT    4    5   20   21
CONECT    5    6    6   10
CONECT    6    7   22
CONECT    7    8    8   23
CONECT    8    9   24
CONECT    9   10   10   25
CONECT   10   11
CONECT   11   12   26
CONECT   12   13   13   18
CONECT   13   14   27
CONECT   14   15   15   28
CONECT   15   16   29
CONECT   16   17   18   18
CONECT   18   30
END

HMDB0259610
     RDKit          3D
2-[(3-Chlorophenyl)amino]phenylacetic acid
 30 31  0  0  0  0  0  0  0  0999 V2000
    2.1980    1.8045   -0.6170 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6614    1.5068    0.4926 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2573    2.3938    1.3738 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5860    0.0802    0.9453 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9331   -0.7851   -0.0660 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7270   -1.6227   -0.8205 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1597   -2.4475   -1.7687 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7924   -2.4040   -1.9303 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0183   -1.5478   -1.1527 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5588   -0.7173   -0.2044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1767    0.1494    0.6340 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5436    0.4707    0.5110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3257    0.6720    1.6613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6443    1.0213    1.6233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2787    1.1953    0.4233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5403    1.0060   -0.7177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3793    1.2356   -2.2510 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.1988    0.6513   -0.6853 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2393    2.6521    1.2204 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6711   -0.2160    1.0596 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1438   -0.0113    1.9536 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8029   -1.6676   -0.7040 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7287   -3.1239   -2.3897 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3475   -3.0538   -2.6764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0378   -1.5858   -1.3183 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3036    0.6356    1.4581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8130    0.5317    2.6032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1750    1.1567    2.5526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3233    1.4714    0.4246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6922    0.5483   -1.6348 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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  1  0
 16 18  2  0
 10  5  1  0
 18 12  1  0
  3 19  1  0
  4 20  1  0
  4 21  1  0
  6 22  1  0
  7 23  1  0
  8 24  1  0
  9 25  1  0
 11 26  1  0
 13 27  1  0
 14 28  1  0
 15 29  1  0
 18 30  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-{2-[(3-chlorophenyl)amino]phenyl}acetate	Generator
2-[(3-Chlorophenyl)amino]phenylacetate	Generator
2-(3-Chlorophenylamino)phenylacetic acid	MeSH
23CPPA CPD	MeSH
GLY-230	MeSH

Chemical Formula

C₁₄H₁₂ClNO₂

Average Molecular Weight

261.71

Monoisotopic Molecular Weight

261.0556563

IUPAC Name

2-{2-[(3-chlorophenyl)amino]phenyl}acetic acid

Traditional Name

{2-[(3-chlorophenyl)amino]phenyl}acetic acid

CAS Registry Number

Not Available

SMILES

OC(=O)CC1=CC=CC=C1NC1=CC(Cl)=CC=C1

InChI Identifier

InChI=1S/C14H12ClNO2/c15-11-5-3-6-12(9-11)16-13-7-2-1-4-10(13)8-14(17)18/h1-7,9,16H,8H2,(H,17,18)

InChI Key

ZTFVCZLJMNRVHT-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aniline and substituted anilines. These are organic compounds containing an aminobenzene moiety.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Aniline and substituted anilines

Direct Parent

Aniline and substituted anilines

Alternative Parents

Substituents

Aniline or substituted anilines
Chlorobenzene
Halobenzene
Aryl chloride
Aryl halide
Primary aromatic amine
Amino acid or derivatives
Amino acid
Carboxylic acid derivative
Secondary amine
Carboxylic acid
Monocarboxylic acid or derivatives
Amine
Organohalogen compound
Organochloride
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organic oxygen compound
Organic nitrogen compound
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)

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	4.43	ALOGPS
logP	3.65	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	4.26	ChemAxon
pKa (Strongest Basic)	-0.48	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	49.33 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	70.66 m³·mol⁻¹	ChemAxon
Polarizability	26.47 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]+	153.896	30932474
DeepCCS	[M-H]-	151.538	30932474
DeepCCS	[M-2H]-	184.487	30932474
DeepCCS	[M+Na]+	159.989	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-[(3-Chlorophenyl)amino]phenylacetic acid	OC(=O)CC1=CC=CC=C1NC1=CC(Cl)=CC=C1	3946.9	Standard polar	33892256
2-[(3-Chlorophenyl)amino]phenylacetic acid	OC(=O)CC1=CC=CC=C1NC1=CC(Cl)=CC=C1	2312.4	Standard non polar	33892256
2-[(3-Chlorophenyl)amino]phenylacetic acid	OC(=O)CC1=CC=CC=C1NC1=CC(Cl)=CC=C1	2358.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2-[(3-Chlorophenyl)amino]phenylacetic acid,2TMS,isomer #1	C[Si](C)(C)OC(=O)CC1=CC=CC=C1N(C1=CC=CC(Cl)=C1)[Si](C)(C)C	2198.6	Semi standard non polar	33892256
2-[(3-Chlorophenyl)amino]phenylacetic acid,2TMS,isomer #1	C[Si](C)(C)OC(=O)CC1=CC=CC=C1N(C1=CC=CC(Cl)=C1)[Si](C)(C)C	2234.3	Standard non polar	33892256
2-[(3-Chlorophenyl)amino]phenylacetic acid,2TMS,isomer #1	C[Si](C)(C)OC(=O)CC1=CC=CC=C1N(C1=CC=CC(Cl)=C1)[Si](C)(C)C	2662.5	Standard polar	33892256
2-[(3-Chlorophenyl)amino]phenylacetic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC1=CC=CC=C1N(C1=CC=CC(Cl)=C1)[Si](C)(C)C(C)(C)C	2661.3	Semi standard non polar	33892256
2-[(3-Chlorophenyl)amino]phenylacetic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC1=CC=CC=C1N(C1=CC=CC(Cl)=C1)[Si](C)(C)C(C)(C)C	2673.3	Standard non polar	33892256
2-[(3-Chlorophenyl)amino]phenylacetic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC1=CC=CC=C1N(C1=CC=CC(Cl)=C1)[Si](C)(C)C(C)(C)C	2850.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2-[(3-Chlorophenyl)amino]phenylacetic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-014i-0190000000-a4b02efd1e03c92d6344	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-[(3-Chlorophenyl)amino]phenylacetic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-[(3-Chlorophenyl)amino]phenylacetic acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-[(3-Chlorophenyl)amino]phenylacetic acid GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-[(3-Chlorophenyl)amino]phenylacetic acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-[(3-Chlorophenyl)amino]phenylacetic acid GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-05	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

8374622

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10199122

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-[(3-Chlorophenyl)amino]phenylacetic acid (HMDB0259610)

MOL for HMDB0259610 (2-[(3-Chlorophenyl)amino]phenylacetic acid)

3D MOL for HMDB0259610 (2-[(3-Chlorophenyl)amino]phenylacetic acid)

3D SDF for HMDB0259610 (2-[(3-Chlorophenyl)amino]phenylacetic acid)

3D-SDF for HMDB0259610 (2-[(3-Chlorophenyl)amino]phenylacetic acid)

PDB for HMDB0259610 (2-[(3-Chlorophenyl)amino]phenylacetic acid)

3D PDB for HMDB0259610 (2-[(3-Chlorophenyl)amino]phenylacetic acid)

SMILES for HMDB0259610 (2-[(3-Chlorophenyl)amino]phenylacetic acid)

INCHI for HMDB0259610 (2-[(3-Chlorophenyl)amino]phenylacetic acid)

Structure for HMDB0259610 (2-[(3-Chlorophenyl)amino]phenylacetic acid)

3D Structure for HMDB0259610 (2-[(3-Chlorophenyl)amino]phenylacetic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra