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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 10:11:17 UTC

Update Date

2021-09-26 23:04:48 UTC

HMDB ID

HMDB0252309

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Floctafenic acid

Description

2-{[8-(trifluoromethyl)quinolin-4-yl]amino}benzoic acid belongs to the class of organic compounds known as 4-aminoquinolines. These are organic compounds containing an amino group attached to the 4-position of a quinoline ring system. Based on a literature review very few articles have been published on 2-{[8-(trifluoromethyl)quinolin-4-yl]amino}benzoic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). Floctafenic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Floctafenic 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

HMDB0252309
     RDKit          3D
Floctafenic acid
 35 37  0  0  0  0  0  0  0  0999 V2000
   -4.5395    2.0372    1.5844 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4323    1.5790    1.2077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3119    2.2790    1.5197 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4053    0.3368    0.4680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6209   -0.3352    0.2490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6861   -1.5302   -0.4046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5452   -2.1435   -0.8889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3473   -1.5047   -0.6880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2573   -0.2773   -0.0184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0020    0.3852    0.0635 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2515   -0.2768    0.0543 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3892   -1.5855    0.4549 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6473   -2.1763    0.5111 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7420   -1.4856    0.1797 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6758   -0.2054   -0.2177 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8496    0.4313   -0.5440 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1487   -0.3165   -0.4403 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3642   -0.7432    0.8444 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.0807   -1.3679   -1.3320 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.1753    0.5025   -0.8622 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.7883    1.7398   -0.9562 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5759    2.3832   -1.0356 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4075    1.7049   -0.6965 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4241    0.3972   -0.2794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1606    3.2434    1.2903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5318    0.1124    0.6115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6410   -2.0463   -0.5692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6212   -3.0916   -1.4036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4754   -1.9701   -1.1068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9669    1.4218    0.1209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4607   -2.2119    0.7859 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7174   -3.2076    0.8292 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7123    2.2382   -1.2120 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5610    3.4147   -1.3643 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4947    2.2689   -0.7878 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  2  0
  5  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  1  0
 17 19  1  0
 17 20  1  0
 16 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
  9  4  1  0
 24 11  1  0
 24 15  1  0
  3 25  1  0
  5 26  1  0
  6 27  1  0
  7 28  1  0
  8 29  1  0
 10 30  1  0
 12 31  1  0
 13 32  1  0
 21 33  1  0
 22 34  1  0
 23 35  1  0
M  END


  Mrv1652306031609502D          

 24 26  0  0  0  0            999 V2000
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    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
    0.7145    2.0625    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    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    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
    3.5724   -1.2375    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
    3.5724   -0.4125    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
    2.1434    2.0625    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
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.1250    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539    3.3000    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.6039    3.3000    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 N   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
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  4  1  1  0  0  0  0
  5  3  2  0  0  0  0
  6  3  1  0  0  0  0
  7  2  1  0  0  0  0
  9  8  2  0  0  0  0
 10  5  1  0  0  0  0
 11  4  2  0  0  0  0
 12  6  2  0  0  0  0
 13  7  2  0  0  0  0
 13 11  1  0  0  0  0
 14  8  1  0  0  0  0
 14 10  2  0  0  0  0
 15 10  1  0  0  0  0
 15 12  1  0  0  0  0
 16 11  1  0  0  0  0
 17 12  1  0  0  0  0
 18 17  1  0  0  0  0
 19 17  1  0  0  0  0
 20 17  1  0  0  0  0
 21  9  1  0  0  0  0
 21 15  2  0  0  0  0
 22 13  1  0  0  0  0
 22 14  1  0  0  0  0
 23 16  2  0  0  0  0
 24 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0252309

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)C1=CC=CC=C1NC1=C2C=CC=C(C2=NC=C1)C(F)(F)F

> <INCHI_IDENTIFIER>
InChI=1S/C17H11F3N2O2/c18-17(19,20)12-6-3-5-10-14(8-9-21-15(10)12)22-13-7-2-1-4-11(13)16(23)24/h1-9H,(H,21,22)(H,23,24)

> <INCHI_KEY>
RGUIKQRAZCQMBM-UHFFFAOYSA-N

> <FORMULA>
C17H11F3N2O2

> <MOLECULAR_WEIGHT>
332.282

> <EXACT_MASS>
332.077262091

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
29.93166144400829

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-{[8-(trifluoromethyl)quinolin-4-yl]amino}benzoic acid

> <ALOGPS_LOGP>
5.04

> <JCHEM_LOGP>
3.9172230959857375

> <ALOGPS_LOGS>
-4.53

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
18.75462453992026

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.804817608991227

> <JCHEM_PKA_STRONGEST_BASIC>
5.891564710496114

> <JCHEM_POLAR_SURFACE_AREA>
62.22

> <JCHEM_REFRACTIVITY>
81.69540000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.84e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-{[8-(trifluoromethyl)quinolin-4-yl]amino}benzoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0252309
     RDKit          3D
Floctafenic acid
 35 37  0  0  0  0  0  0  0  0999 V2000
   -4.5395    2.0372    1.5844 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4323    1.5790    1.2077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3119    2.2790    1.5197 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4053    0.3368    0.4680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6209   -0.3352    0.2490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6861   -1.5302   -0.4046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5452   -2.1435   -0.8889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3473   -1.5047   -0.6880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2573   -0.2773   -0.0184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0020    0.3852    0.0635 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2515   -0.2768    0.0543 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3892   -1.5855    0.4549 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6473   -2.1763    0.5111 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7420   -1.4856    0.1797 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6758   -0.2054   -0.2177 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8496    0.4313   -0.5440 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1487   -0.3165   -0.4403 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3642   -0.7432    0.8444 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.0807   -1.3679   -1.3320 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.1753    0.5025   -0.8622 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.7883    1.7398   -0.9562 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5759    2.3832   -1.0356 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4075    1.7049   -0.6965 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4241    0.3972   -0.2794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1606    3.2434    1.2903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5318    0.1124    0.6115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6410   -2.0463   -0.5692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6212   -3.0916   -1.4036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4754   -1.9701   -1.1068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9669    1.4218    0.1209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4607   -2.2119    0.7859 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7174   -3.2076    0.8292 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7123    2.2382   -1.2120 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5610    3.4147   -1.3643 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4947    2.2689   -0.7878 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  2  0
  5  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  1  0
 17 19  1  0
 17 20  1  0
 16 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
  9  4  1  0
 24 11  1  0
 24 15  1  0
  3 25  1  0
  5 26  1  0
  6 27  1  0
  7 28  1  0
  8 29  1  0
 10 30  1  0
 12 31  1  0
 13 32  1  0
 21 33  1  0
 22 34  1  0
 23 35  1  0
M  END

HEADER    PROTEIN                                 03-JUN-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-JUN-16         0                                  
HETATM    1  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM   18  F   UNK     0       2.667   7.700   0.000  0.00  0.00           F+0
HETATM   19  F   UNK     0       4.207   6.160   0.000  0.00  0.00           F+0
HETATM   20  F   UNK     0       1.127   6.160   0.000  0.00  0.00           F+0
HETATM   21  N   UNK     0       5.335   4.620   0.000  0.00  0.00           N+0
HETATM   22  N   UNK     0       5.335   0.000   0.000  0.00  0.00           N+0
HETATM   23  O   UNK     0       4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
CONECT    1    2    4                                                       
CONECT    2    1    7                                                       
CONECT    3    5    6                                                       
CONECT    4    1   11                                                       
CONECT    5    3   10                                                       
CONECT    6    3   12                                                       
CONECT    7    2   13                                                       
CONECT    8    9   14                                                       
CONECT    9    8   21                                                       
CONECT   10    5   14   15                                                  
CONECT   11    4   13   16                                                  
CONECT   12    6   15   17                                                  
CONECT   13    7   11   22                                                  
CONECT   14    8   10   22                                                  
CONECT   15   10   12   21                                                  
CONECT   16   11   23   24                                                  
CONECT   17   12   18   19   20                                             
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   17                                                            
CONECT   21    9   15                                                       
CONECT   22   13   14                                                       
CONECT   23   16                                                            
CONECT   24   16                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

COMPND    HMDB0252309
HETATM    1  O1  UNL     1      -4.539   2.037   1.584  1.00  0.00           O  
HETATM    2  C1  UNL     1      -3.432   1.579   1.208  1.00  0.00           C  
HETATM    3  O2  UNL     1      -2.312   2.279   1.520  1.00  0.00           O  
HETATM    4  C2  UNL     1      -3.405   0.337   0.468  1.00  0.00           C  
HETATM    5  C3  UNL     1      -4.621  -0.335   0.249  1.00  0.00           C  
HETATM    6  C4  UNL     1      -4.686  -1.530  -0.405  1.00  0.00           C  
HETATM    7  C5  UNL     1      -3.545  -2.144  -0.889  1.00  0.00           C  
HETATM    8  C6  UNL     1      -2.347  -1.505  -0.688  1.00  0.00           C  
HETATM    9  C7  UNL     1      -2.257  -0.277  -0.018  1.00  0.00           C  
HETATM   10  N1  UNL     1      -1.002   0.385   0.063  1.00  0.00           N  
HETATM   11  C8  UNL     1       0.252  -0.277   0.054  1.00  0.00           C  
HETATM   12  C9  UNL     1       0.389  -1.585   0.455  1.00  0.00           C  
HETATM   13  C10 UNL     1       1.647  -2.176   0.511  1.00  0.00           C  
HETATM   14  N2  UNL     1       2.742  -1.486   0.180  1.00  0.00           N  
HETATM   15  C11 UNL     1       2.676  -0.205  -0.218  1.00  0.00           C  
HETATM   16  C12 UNL     1       3.850   0.431  -0.544  1.00  0.00           C  
HETATM   17  C13 UNL     1       5.149  -0.317  -0.440  1.00  0.00           C  
HETATM   18  F1  UNL     1       5.364  -0.743   0.844  1.00  0.00           F  
HETATM   19  F2  UNL     1       5.081  -1.368  -1.332  1.00  0.00           F  
HETATM   20  F3  UNL     1       6.175   0.502  -0.862  1.00  0.00           F  
HETATM   21  C14 UNL     1       3.788   1.740  -0.956  1.00  0.00           C  
HETATM   22  C15 UNL     1       2.576   2.383  -1.036  1.00  0.00           C  
HETATM   23  C16 UNL     1       1.407   1.705  -0.697  1.00  0.00           C  
HETATM   24  C17 UNL     1       1.424   0.397  -0.279  1.00  0.00           C  
HETATM   25  H1  UNL     1      -2.161   3.243   1.290  1.00  0.00           H  
HETATM   26  H2  UNL     1      -5.532   0.112   0.611  1.00  0.00           H  
HETATM   27  H3  UNL     1      -5.641  -2.046  -0.569  1.00  0.00           H  
HETATM   28  H4  UNL     1      -3.621  -3.092  -1.404  1.00  0.00           H  
HETATM   29  H5  UNL     1      -1.475  -1.970  -1.107  1.00  0.00           H  
HETATM   30  H6  UNL     1      -0.967   1.422   0.121  1.00  0.00           H  
HETATM   31  H7  UNL     1      -0.461  -2.212   0.786  1.00  0.00           H  
HETATM   32  H8  UNL     1       1.717  -3.208   0.829  1.00  0.00           H  
HETATM   33  H9  UNL     1       4.712   2.238  -1.212  1.00  0.00           H  
HETATM   34  H10 UNL     1       2.561   3.415  -1.364  1.00  0.00           H  
HETATM   35  H11 UNL     1       0.495   2.269  -0.788  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   25
CONECT    4    5    5    9
CONECT    5    6   26
CONECT    6    7    7   27
CONECT    7    8   28
CONECT    8    9    9   29
CONECT    9   10
CONECT   10   11   30
CONECT   11   12   12   24
CONECT   12   13   31
CONECT   13   14   14   32
CONECT   14   15
CONECT   15   16   16   24
CONECT   16   17   21
CONECT   17   18   19   20
CONECT   21   22   22   33
CONECT   22   23   34
CONECT   23   24   24   35
END

HMDB0252309
     RDKit          3D
Floctafenic acid
 35 37  0  0  0  0  0  0  0  0999 V2000
   -4.5395    2.0372    1.5844 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4323    1.5790    1.2077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3119    2.2790    1.5197 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4053    0.3368    0.4680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6209   -0.3352    0.2490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6861   -1.5302   -0.4046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5452   -2.1435   -0.8889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3473   -1.5047   -0.6880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2573   -0.2773   -0.0184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0020    0.3852    0.0635 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2515   -0.2768    0.0543 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3892   -1.5855    0.4549 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6473   -2.1763    0.5111 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7420   -1.4856    0.1797 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6758   -0.2054   -0.2177 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8496    0.4313   -0.5440 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1487   -0.3165   -0.4403 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3642   -0.7432    0.8444 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.0807   -1.3679   -1.3320 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.1753    0.5025   -0.8622 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.7883    1.7398   -0.9562 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5759    2.3832   -1.0356 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4075    1.7049   -0.6965 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4241    0.3972   -0.2794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1606    3.2434    1.2903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5318    0.1124    0.6115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6410   -2.0463   -0.5692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6212   -3.0916   -1.4036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4754   -1.9701   -1.1068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9669    1.4218    0.1209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4607   -2.2119    0.7859 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7174   -3.2076    0.8292 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7123    2.2382   -1.2120 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5610    3.4147   -1.3643 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4947    2.2689   -0.7878 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  2  0
  5  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  1  0
 17 19  1  0
 17 20  1  0
 16 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
  9  4  1  0
 24 11  1  0
 24 15  1  0
  3 25  1  0
  5 26  1  0
  6 27  1  0
  7 28  1  0
  8 29  1  0
 10 30  1  0
 12 31  1  0
 13 32  1  0
 21 33  1  0
 22 34  1  0
 23 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-{[8-(trifluoromethyl)quinolin-4-yl]amino}benzoate	Generator
Floctafenate	Generator

Chemical Formula

C₁₇H₁₁F₃N₂O₂

Average Molecular Weight

332.282

Monoisotopic Molecular Weight

332.077262091

IUPAC Name

2-{[8-(trifluoromethyl)quinolin-4-yl]amino}benzoic acid

Traditional Name

2-{[8-(trifluoromethyl)quinolin-4-yl]amino}benzoic acid

CAS Registry Number

Not Available

SMILES

OC(=O)C1=CC=CC=C1NC1=C2C=CC=C(C2=NC=C1)C(F)(F)F

InChI Identifier

InChI=1S/C17H11F3N2O2/c18-17(19,20)12-6-3-5-10-14(8-9-21-15(10)12)22-13-7-2-1-4-11(13)16(23)24/h1-9H,(H,21,22)(H,23,24)

InChI Key

RGUIKQRAZCQMBM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 4-aminoquinolines. These are organic compounds containing an amino group attached to the 4-position of a quinoline ring system.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Aminoquinolines and derivatives

Direct Parent

4-aminoquinolines

Alternative Parents

Substituents

4-aminoquinoline
Aminobenzoic acid
Aminobenzoic acid or derivatives
Benzoic acid or derivatives
Benzoic acid
Aniline or substituted anilines
Benzoyl
Aminopyridine
Monocyclic benzene moiety
Benzenoid
Pyridine
Heteroaromatic compound
Vinylogous amide
Amino acid or derivatives
Amino acid
Azacycle
Secondary amine
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Amine
Organooxygen compound
Alkyl halide
Alkyl fluoride
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic nitrogen compound
Organic oxygen compound
Organohalogen compound
Organofluoride
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	5.04	ALOGPS
logP	3.92	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	3.8	ChemAxon
pKa (Strongest Basic)	5.89	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	62.22 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	81.7 m³·mol⁻¹	ChemAxon
Polarizability	29.93 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	168.232	30932474
DeepCCS	[M-H]-	165.874	30932474
DeepCCS	[M-2H]-	199.833	30932474
DeepCCS	[M+Na]+	174.989	30932474
AllCCS	[M+H]+	173.4	32859911
AllCCS	[M+H-H2O]+	170.1	32859911
AllCCS	[M+NH4]+	176.4	32859911
AllCCS	[M+Na]+	177.3	32859911
AllCCS	[M-H]-	170.6	32859911
AllCCS	[M+Na-2H]-	169.4	32859911
AllCCS	[M+HCOO]-	168.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Floctafenic acid	OC(=O)C1=CC=CC=C1NC1=C2C=CC=C(C2=NC=C1)C(F)(F)F	3327.7	Standard polar	33892256
Floctafenic acid	OC(=O)C1=CC=CC=C1NC1=C2C=CC=C(C2=NC=C1)C(F)(F)F	2625.0	Standard non polar	33892256
Floctafenic acid	OC(=O)C1=CC=CC=C1NC1=C2C=CC=C(C2=NC=C1)C(F)(F)F	2712.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Floctafenic acid,2TMS,isomer #1	C[Si](C)(C)OC(=O)C1=CC=CC=C1N(C1=CC=NC2=C(C(F)(F)F)C=CC=C12)[Si](C)(C)C	2424.7	Semi standard non polar	33892256
Floctafenic acid,2TMS,isomer #1	C[Si](C)(C)OC(=O)C1=CC=CC=C1N(C1=CC=NC2=C(C(F)(F)F)C=CC=C12)[Si](C)(C)C	2567.7	Standard non polar	33892256
Floctafenic acid,2TMS,isomer #1	C[Si](C)(C)OC(=O)C1=CC=CC=C1N(C1=CC=NC2=C(C(F)(F)F)C=CC=C12)[Si](C)(C)C	2672.1	Standard polar	33892256
Floctafenic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1=CC=CC=C1N(C1=CC=NC2=C(C(F)(F)F)C=CC=C12)[Si](C)(C)C(C)(C)C	2838.8	Semi standard non polar	33892256
Floctafenic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1=CC=CC=C1N(C1=CC=NC2=C(C(F)(F)F)C=CC=C12)[Si](C)(C)C(C)(C)C	2907.4	Standard non polar	33892256
Floctafenic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1=CC=CC=C1N(C1=CC=NC2=C(C(F)(F)F)C=CC=C12)[Si](C)(C)C(C)(C)C	2876.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Floctafenic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-03dr-1389000000-12aa03ebdcbed0fe3230	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Floctafenic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Floctafenic acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Floctafenic acid GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Floctafenic acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Floctafenic acid GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-04	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 - Floctafenic acid 10V, Positive-QTOF	splash10-00lr-0009000000-e356e171cdc21c9c21e0	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Floctafenic acid 20V, Positive-QTOF	splash10-014i-0019000000-a38599ef9a817270b403	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Floctafenic acid 40V, Positive-QTOF	splash10-0gba-2092000000-a13634751f06dabd9c0a	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Floctafenic acid 10V, Negative-QTOF	splash10-0019-0098000000-77ae18dd56d4ab3277b3	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Floctafenic acid 20V, Negative-QTOF	splash10-000i-0091000000-743ca41ef8aa413ea4fc	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Floctafenic acid 40V, Negative-QTOF	splash10-000i-0090000000-00beb1945ea205287bfd	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Floctafenic acid 10V, Positive-QTOF	splash10-0159-0009000000-a31513a265db43e84bc0	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Floctafenic acid 20V, Positive-QTOF	splash10-014i-0009000000-efcb62c9d9e3dfa8b888	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Floctafenic acid 40V, Positive-QTOF	splash10-014j-0195000000-5b24bfa5e5b7c75227b3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Floctafenic acid 10V, Negative-QTOF	splash10-0019-0096000000-9dbc470938fb742c0e4f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Floctafenic acid 20V, Negative-QTOF	splash10-000i-0091000000-13afcaac9943894f0644	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Floctafenic acid 40V, Negative-QTOF	splash10-000i-0091000000-08476408f318b2a68f01	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

34438

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Floctafenic acid (HMDB0252309)

MOL for HMDB0252309 (Floctafenic acid)

3D MOL for HMDB0252309 (Floctafenic acid)

3D SDF for HMDB0252309 (Floctafenic acid)

3D-SDF for HMDB0252309 (Floctafenic acid)

PDB for HMDB0252309 (Floctafenic acid)

3D PDB for HMDB0252309 (Floctafenic acid)

SMILES for HMDB0252309 (Floctafenic acid)

INCHI for HMDB0252309 (Floctafenic acid)

Structure for HMDB0252309 (Floctafenic acid)

3D Structure for HMDB0252309 (Floctafenic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra