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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-04-09 21:19:14 UTC

Update Date

2019-07-23 07:13:24 UTC

HMDB ID

HMDB0060006

Secondary Accession Numbers

HMDB60006

Metabolite Identification

Common Name

N-(2-formyl-3-chlorophenyl)anthranilic acid

Description

N-(2-formyl-3-chlorophenyl)anthranilic acid belongs to the class of organic compounds known as aminobenzoic acids. These are benzoic acids containing an amine group attached to the benzene moiety. N-(2-formyl-3-chlorophenyl)anthranilic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

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

HMDB0060006
     RDKit          3D
N-(2-formyl-3-chlorophenyl)anthranilic acid
 29 30  0  0  0  0  0  0  0  0999 V2000
    1.7805   -0.4962   -2.7992 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7348   -0.3987   -2.0184 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6029   -0.1285   -0.6059 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7944   -0.1123    0.1501 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3166   -0.3657   -0.6728 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.7464    0.0996    1.5041 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5389    0.2952    2.1131 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3854    0.2787    1.3653 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3786    0.0662   -0.0145 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1787    0.1694   -0.7588 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0913   -0.1313   -0.1654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1320   -1.0535    0.8405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3534   -1.4365    1.3514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5482   -0.9365    0.8975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4968   -0.0132   -0.1124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2838    0.3978   -0.6508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2976    1.4043   -1.6922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3179    1.9133   -2.2595 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5672    1.8610   -2.1129 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7243   -0.5356   -2.4859 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6642    0.1087    2.0692 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4404    0.4684    3.1911 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4393    0.4788    1.8611 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1912    0.4674   -1.7518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2118   -1.5279    1.2252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3723   -2.1757    2.1588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5196   -1.2420    1.3040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4550    0.3827   -0.4722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2698    2.1622   -1.4588 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
  9  3  1  0
 16 11  1  0
  2 20  1  0
  6 21  1  0
  7 22  1  0
  8 23  1  0
 10 24  1  0
 12 25  1  0
 13 26  1  0
 14 27  1  0
 15 28  1  0
 19 29  1  0
M  END

  Mrv0541 04091314192D          

 20 21  0  0  0  0            999 V2000
    1.5321   -0.7071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8177   -1.1196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8177   -1.9447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5321   -2.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2466   -1.9447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2466   -1.1196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5321    0.1179    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.9611   -0.7071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9611   -2.3571    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9611   -3.1821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2466   -3.5947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2466   -4.4197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9611   -4.8322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6756   -4.4197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6756   -3.5947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3900   -3.1822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3900   -2.3572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1045   -3.5947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9611    0.1179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6756   -1.1196    0.0000 H   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
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  1  6  2  0  0  0  0
  1  7  1  0  0  0  0
  6  8  1  0  0  0  0
  5  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 15  2  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
  8 19  2  0  0  0  0
  8 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0060006

> <DATABASE_NAME>
hmdb

> <SMILES>
[H]C(=O)C1=C(Cl)C=CC=C1NC1=C(C=CC=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C14H10ClNO3/c15-11-5-3-7-13(10(11)8-17)16-12-6-2-1-4-9(12)14(18)19/h1-8,16H,(H,18,19)

> <INCHI_KEY>
LGDLLXQRAYRQSC-UHFFFAOYSA-N

> <FORMULA>
C14H10ClNO3

> <MOLECULAR_WEIGHT>
275.687

> <EXACT_MASS>
275.034920898

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
26.580071382616826

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[(3-chloro-2-formylphenyl)amino]benzoic acid

> <ALOGPS_LOGP>
4.18

> <JCHEM_LOGP>
4.6873015203333335

> <ALOGPS_LOGS>
-4.28

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
17.9915486863498

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.8345373768644015

> <JCHEM_PKA_STRONGEST_BASIC>
-3.719057435153048

> <JCHEM_POLAR_SURFACE_AREA>
66.4

> <JCHEM_REFRACTIVITY>
73.18919999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.46e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[(3-chloro-2-formylphenyl)amino]benzoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0060006
     RDKit          3D
N-(2-formyl-3-chlorophenyl)anthranilic acid
 29 30  0  0  0  0  0  0  0  0999 V2000
    1.7805   -0.4962   -2.7992 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7348   -0.3987   -2.0184 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6029   -0.1285   -0.6059 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7944   -0.1123    0.1501 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3166   -0.3657   -0.6728 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.7464    0.0996    1.5041 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5389    0.2952    2.1131 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3854    0.2787    1.3653 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3786    0.0662   -0.0145 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1787    0.1694   -0.7588 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0913   -0.1313   -0.1654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1320   -1.0535    0.8405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3534   -1.4365    1.3514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5482   -0.9365    0.8975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4968   -0.0132   -0.1124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2838    0.3978   -0.6508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2976    1.4043   -1.6922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3179    1.9133   -2.2595 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5672    1.8610   -2.1129 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7243   -0.5356   -2.4859 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6642    0.1087    2.0692 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4404    0.4684    3.1911 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4393    0.4788    1.8611 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1912    0.4674   -1.7518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2118   -1.5279    1.2252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3723   -2.1757    2.1588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5196   -1.2420    1.3040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4550    0.3827   -0.4722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2698    2.1622   -1.4588 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
  9  3  1  0
 16 11  1  0
  2 20  1  0
  6 21  1  0
  7 22  1  0
  8 23  1  0
 10 24  1  0
 12 25  1  0
 13 26  1  0
 14 27  1  0
 15 28  1  0
 19 29  1  0
M  END

HEADER    PROTEIN                                 09-APR-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-APR-13         0                                  
HETATM    1  C   UNK     0       2.860  -1.320   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.526  -2.090   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.526  -3.630   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.860  -4.400   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.194  -3.630   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.194  -2.090   0.000  0.00  0.00           C+0
HETATM    7 Cl   UNK     0       2.860   0.220   0.000  0.00  0.00          Cl+0
HETATM    8  C   UNK     0       5.527  -1.320   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       5.527  -4.400   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       5.527  -5.940   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.194  -6.710   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.194  -8.250   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.527  -9.020   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.861  -8.250   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.861  -6.710   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.195  -5.940   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       8.195  -4.400   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       9.528  -6.710   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       5.527   0.220   0.000  0.00  0.00           O+0
HETATM   20  H   UNK     0       6.861  -2.090   0.000  0.00  0.00           H+0
CONECT    1    2    6    7                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    9                                                  
CONECT    6    5    1    8                                                  
CONECT    7    1                                                            
CONECT    8    6   19   20                                                  
CONECT    9    5   10                                                       
CONECT   10    9   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   10   14   16                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19    8                                                            
CONECT   20    8                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

COMPND    HMDB0060006
HETATM    1  O1  UNL     1       1.781  -0.496  -2.799  1.00  0.00           O  
HETATM    2  C1  UNL     1       2.735  -0.399  -2.018  1.00  0.00           C  
HETATM    3  C2  UNL     1       2.603  -0.129  -0.606  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.794  -0.112   0.150  1.00  0.00           C  
HETATM    5 CL1  UNL     1       5.317  -0.366  -0.673  1.00  0.00          CL  
HETATM    6  C4  UNL     1       3.746   0.100   1.504  1.00  0.00           C  
HETATM    7  C5  UNL     1       2.539   0.295   2.113  1.00  0.00           C  
HETATM    8  C6  UNL     1       1.385   0.279   1.365  1.00  0.00           C  
HETATM    9  C7  UNL     1       1.379   0.066  -0.014  1.00  0.00           C  
HETATM   10  N1  UNL     1       0.179   0.169  -0.759  1.00  0.00           N  
HETATM   11  C8  UNL     1      -1.091  -0.131  -0.165  1.00  0.00           C  
HETATM   12  C9  UNL     1      -1.132  -1.053   0.840  1.00  0.00           C  
HETATM   13  C10 UNL     1      -2.353  -1.437   1.351  1.00  0.00           C  
HETATM   14  C11 UNL     1      -3.548  -0.937   0.897  1.00  0.00           C  
HETATM   15  C12 UNL     1      -3.497  -0.013  -0.112  1.00  0.00           C  
HETATM   16  C13 UNL     1      -2.284   0.398  -0.651  1.00  0.00           C  
HETATM   17  C14 UNL     1      -2.298   1.404  -1.692  1.00  0.00           C  
HETATM   18  O2  UNL     1      -1.318   1.913  -2.259  1.00  0.00           O  
HETATM   19  O3  UNL     1      -3.567   1.861  -2.113  1.00  0.00           O  
HETATM   20  H1  UNL     1       3.724  -0.536  -2.486  1.00  0.00           H  
HETATM   21  H2  UNL     1       4.664   0.109   2.069  1.00  0.00           H  
HETATM   22  H3  UNL     1       2.440   0.468   3.191  1.00  0.00           H  
HETATM   23  H4  UNL     1       0.439   0.479   1.861  1.00  0.00           H  
HETATM   24  H5  UNL     1       0.191   0.467  -1.752  1.00  0.00           H  
HETATM   25  H6  UNL     1      -0.212  -1.528   1.225  1.00  0.00           H  
HETATM   26  H7  UNL     1      -2.372  -2.176   2.159  1.00  0.00           H  
HETATM   27  H8  UNL     1      -4.520  -1.242   1.304  1.00  0.00           H  
HETATM   28  H9  UNL     1      -4.455   0.383  -0.472  1.00  0.00           H  
HETATM   29  H10 UNL     1      -4.270   2.162  -1.459  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   20
CONECT    3    4    4    9
CONECT    4    5    6
CONECT    6    7    7   21
CONECT    7    8   22
CONECT    8    9    9   23
CONECT    9   10
CONECT   10   11   24
CONECT   11   12   12   16
CONECT   12   13   25
CONECT   13   14   14   26
CONECT   14   15   27
CONECT   15   16   16   28
CONECT   16   17
CONECT   17   18   18   19
CONECT   19   29
END

HMDB0060006
     RDKit          3D
N-(2-formyl-3-chlorophenyl)anthranilic acid
 29 30  0  0  0  0  0  0  0  0999 V2000
    1.7805   -0.4962   -2.7992 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7348   -0.3987   -2.0184 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6029   -0.1285   -0.6059 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7944   -0.1123    0.1501 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3166   -0.3657   -0.6728 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.7464    0.0996    1.5041 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5389    0.2952    2.1131 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3854    0.2787    1.3653 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3786    0.0662   -0.0145 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1787    0.1694   -0.7588 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0913   -0.1313   -0.1654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1320   -1.0535    0.8405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3534   -1.4365    1.3514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5482   -0.9365    0.8975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4968   -0.0132   -0.1124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2838    0.3978   -0.6508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2976    1.4043   -1.6922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3179    1.9133   -2.2595 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5672    1.8610   -2.1129 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7243   -0.5356   -2.4859 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6642    0.1087    2.0692 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4404    0.4684    3.1911 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4393    0.4788    1.8611 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1912    0.4674   -1.7518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2118   -1.5279    1.2252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3723   -2.1757    2.1588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5196   -1.2420    1.3040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4550    0.3827   -0.4722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2698    2.1622   -1.4588 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
  9  3  1  0
 16 11  1  0
  2 20  1  0
  6 21  1  0
  7 22  1  0
  8 23  1  0
 10 24  1  0
 12 25  1  0
 13 26  1  0
 14 27  1  0
 15 28  1  0
 19 29  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
N-(2-Formyl-3-chlorophenyl)anthranilate	Generator
2-[(3-Chloro-2-formylphenyl)amino]benzoate	Generator

Chemical Formula

C₁₄H₁₀ClNO₃

Average Molecular Weight

275.687

Monoisotopic Molecular Weight

275.034920898

IUPAC Name

2-[(3-chloro-2-formylphenyl)amino]benzoic acid

Traditional Name

2-[(3-chloro-2-formylphenyl)amino]benzoic acid

CAS Registry Number

Not Available

SMILES

[H]C(=O)C1=C(Cl)C=CC=C1NC1=C(C=CC=C1)C(O)=O

InChI Identifier

InChI=1S/C14H10ClNO3/c15-11-5-3-7-13(10(11)8-17)16-12-6-2-1-4-9(12)14(18)19/h1-8,16H,(H,18,19)

InChI Key

LGDLLXQRAYRQSC-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aminobenzoic acids. These are benzoic acids containing an amine group attached to the benzene moiety.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Aminobenzoic acids

Alternative Parents

Substituents

Aminobenzoic acid
Benzoic acid
Benzaldehyde
Benzoyl
Aniline or substituted anilines
Chlorobenzene
Halobenzene
Aryl-aldehyde
Aryl chloride
Aryl halide
Vinylogous amide
Vinylogous halide
Amino acid or derivatives
Amino acid
Secondary amine
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Carboxylic acid
Organonitrogen compound
Aldehyde
Amine
Hydrocarbon derivative
Organohalogen compound
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Organochloride
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0060006)

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
Water Solubility	0.015 g/L	ALOGPS
logP	4.18	ALOGPS
logP	4.69	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	3.83	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.4 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	73.19 m³·mol⁻¹	ChemAxon
Polarizability	26.58 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]+	162.331	30932474
DeepCCS	[M-H]-	159.973	30932474
DeepCCS	[M-2H]-	192.86	30932474
DeepCCS	[M+Na]+	168.424	30932474
AllCCS	[M+H]+	158.4	32859911
AllCCS	[M+H-H2O]+	154.8	32859911
AllCCS	[M+NH4]+	161.8	32859911
AllCCS	[M+Na]+	162.8	32859911
AllCCS	[M-H]-	156.2	32859911
AllCCS	[M+Na-2H]-	155.6	32859911
AllCCS	[M+HCOO]-	155.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-(2-formyl-3-chlorophenyl)anthranilic acid	[H]C(=O)C1=C(Cl)C=CC=C1NC1=C(C=CC=C1)C(O)=O	3873.2	Standard polar	33892256
N-(2-formyl-3-chlorophenyl)anthranilic acid	[H]C(=O)C1=C(Cl)C=CC=C1NC1=C(C=CC=C1)C(O)=O	2240.1	Standard non polar	33892256
N-(2-formyl-3-chlorophenyl)anthranilic acid	[H]C(=O)C1=C(Cl)C=CC=C1NC1=C(C=CC=C1)C(O)=O	2426.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-(2-formyl-3-chlorophenyl)anthranilic acid,1TMS,isomer #1	C[Si](C)(C)OC(=O)C1=CC=CC=C1NC1=CC=CC(Cl)=C1C=O	2424.1	Semi standard non polar	33892256
N-(2-formyl-3-chlorophenyl)anthranilic acid,1TMS,isomer #2	C[Si](C)(C)N(C1=CC=CC=C1C(=O)O)C1=CC=CC(Cl)=C1C=O	2374.7	Semi standard non polar	33892256
N-(2-formyl-3-chlorophenyl)anthranilic acid,2TMS,isomer #1	C[Si](C)(C)OC(=O)C1=CC=CC=C1N(C1=CC=CC(Cl)=C1C=O)[Si](C)(C)C	2376.5	Semi standard non polar	33892256
N-(2-formyl-3-chlorophenyl)anthranilic acid,2TMS,isomer #1	C[Si](C)(C)OC(=O)C1=CC=CC=C1N(C1=CC=CC(Cl)=C1C=O)[Si](C)(C)C	2425.9	Standard non polar	33892256
N-(2-formyl-3-chlorophenyl)anthranilic acid,2TMS,isomer #1	C[Si](C)(C)OC(=O)C1=CC=CC=C1N(C1=CC=CC(Cl)=C1C=O)[Si](C)(C)C	2830.6	Standard polar	33892256
N-(2-formyl-3-chlorophenyl)anthranilic acid,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1=CC=CC=C1NC1=CC=CC(Cl)=C1C=O	2653.5	Semi standard non polar	33892256
N-(2-formyl-3-chlorophenyl)anthranilic acid,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C1=CC=CC=C1C(=O)O)C1=CC=CC(Cl)=C1C=O	2602.5	Semi standard non polar	33892256
N-(2-formyl-3-chlorophenyl)anthranilic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1=CC=CC=C1N(C1=CC=CC(Cl)=C1C=O)[Si](C)(C)C(C)(C)C	2817.9	Semi standard non polar	33892256
N-(2-formyl-3-chlorophenyl)anthranilic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1=CC=CC=C1N(C1=CC=CC(Cl)=C1C=O)[Si](C)(C)C(C)(C)C	2798.8	Standard non polar	33892256
N-(2-formyl-3-chlorophenyl)anthranilic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1=CC=CC=C1N(C1=CC=CC(Cl)=C1C=O)[Si](C)(C)C(C)(C)C	3022.7	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N-(2-formyl-3-chlorophenyl)anthranilic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a7i-0290000000-906c6bdcf5249b1bdb29	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(2-formyl-3-chlorophenyl)anthranilic acid GC-MS (1 TMS) - 70eV, Positive	splash10-05fr-9283000000-d8a46a7edb2f24b417f2	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(2-formyl-3-chlorophenyl)anthranilic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(2-formyl-3-chlorophenyl)anthranilic acid 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-(2-formyl-3-chlorophenyl)anthranilic acid 10V, Positive-QTOF	splash10-0a6r-0090000000-d85cdc47852e8a6f93ce	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(2-formyl-3-chlorophenyl)anthranilic acid 20V, Positive-QTOF	splash10-0a5i-0290000000-4f2651f02c19624a4b2c	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(2-formyl-3-chlorophenyl)anthranilic acid 40V, Positive-QTOF	splash10-000i-5950000000-c6bd9b9c7d67680786d7	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(2-formyl-3-chlorophenyl)anthranilic acid 10V, Negative-QTOF	splash10-0089-0090000000-1e701aad21466d2cdd74	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(2-formyl-3-chlorophenyl)anthranilic acid 20V, Negative-QTOF	splash10-0f89-0090000000-62023fe094c844b6993c	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(2-formyl-3-chlorophenyl)anthranilic acid 40V, Negative-QTOF	splash10-0f6x-4590000000-6536f2d3b99c727c1344	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(2-formyl-3-chlorophenyl)anthranilic acid 10V, Positive-QTOF	splash10-0a6r-0090000000-8f912cd38144bb291f25	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(2-formyl-3-chlorophenyl)anthranilic acid 20V, Positive-QTOF	splash10-0ab9-0090000000-13244f8fdc118d5580d1	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(2-formyl-3-chlorophenyl)anthranilic acid 40V, Positive-QTOF	splash10-0089-0390000000-50625da227e722a5374f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(2-formyl-3-chlorophenyl)anthranilic acid 10V, Negative-QTOF	splash10-00dj-1090000000-732b2552e0cede66b004	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(2-formyl-3-chlorophenyl)anthranilic acid 20V, Negative-QTOF	splash10-001i-9000000000-c2fa753da65a4bac80a1	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(2-formyl-3-chlorophenyl)anthranilic acid 40V, Negative-QTOF	splash10-001i-9000000000-c2fa753da65a4bac80a1	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

15817774

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

Not Available

Showing metabocard for N-(2-formyl-3-chlorophenyl)anthranilic acid (HMDB0060006)

MOL for HMDB0060006 (N-(2-formyl-3-chlorophenyl)anthranilic acid)

3D MOL for HMDB0060006 (N-(2-formyl-3-chlorophenyl)anthranilic acid)

3D SDF for HMDB0060006 (N-(2-formyl-3-chlorophenyl)anthranilic acid)

3D-SDF for HMDB0060006 (N-(2-formyl-3-chlorophenyl)anthranilic acid)

PDB for HMDB0060006 (N-(2-formyl-3-chlorophenyl)anthranilic acid)

3D PDB for HMDB0060006 (N-(2-formyl-3-chlorophenyl)anthranilic acid)

SMILES for HMDB0060006 (N-(2-formyl-3-chlorophenyl)anthranilic acid)

INCHI for HMDB0060006 (N-(2-formyl-3-chlorophenyl)anthranilic acid)

Structure for HMDB0060006 (N-(2-formyl-3-chlorophenyl)anthranilic acid)

3D Structure for HMDB0060006 (N-(2-formyl-3-chlorophenyl)anthranilic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra