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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 11:50:47 UTC

Update Date

2021-09-26 23:06:36 UTC

HMDB ID

HMDB0253408

Secondary Accession Numbers

None

Metabolite Identification

Common Name

N-(3,5-Bis(trifluoromethyl)phenyl)-5-chloro-2-hydroxybenzamide

Description

N-(3,5-Bis(trifluoromethyl)phenyl)-5-chloro-2-hydroxybenzamide belongs to the class of organic compounds known as benzanilides. These are aromatic compounds containing an anilide group in which the carboxamide group is substituted with a benzene ring. They have the general structure RNC(=O)R', where R,R'= benzene. Based on a literature review a significant number of articles have been published on N-(3,5-Bis(trifluoromethyl)phenyl)-5-chloro-2-hydroxybenzamide. This compound has been identified in human blood as reported by (PMID: 31557052 ). N-(3,5-bis(trifluoromethyl)phenyl)-5-chloro-2-hydroxybenzamide is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically N-(3,5-Bis(trifluoromethyl)phenyl)-5-chloro-2-hydroxybenzamide 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

  Mrv1652309112113512D          

 25 26  0  0  0  0            999 V2000
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -3.3000    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5888   -2.9980    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4138   -4.4270    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -7.0125    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3974   -6.1875    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7474   -6.1875    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 O   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
  6  7  1  0  0  0  0
  4  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  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  2  0  0  0  0
 11 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 17 20  1  0  0  0  0
 13 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 21 24  1  0  0  0  0
  3 25  1  0  0  0  0
M  END

HMDB0253408
     RDKit          3D
N-(3,5-Bis(trifluoromethyl)phenyl)-5-chloro-2-hydroxybenzamide
 33 34  0  0  0  0  0  0  0  0999 V2000
    0.8446    0.4776    1.1355 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.1134   -0.1309 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3393    0.1889   -0.9916 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0483    0.3694   -0.5561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3629   -0.0461    0.7156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7326   -0.1397    1.0757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0332   -0.5787    2.4717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8648   -0.5730    3.2049 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7120   -1.7555    2.5219 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8170    0.4136    3.0017 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6584    0.1870    0.1376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3912    0.6172   -1.1414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4491    0.9476   -2.1500 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7212    2.2713   -2.0068 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0930    0.5226   -3.3907 F   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5953    0.2494   -1.7006 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0202    0.7155   -1.4911 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7305   -0.1730    0.0891 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3420    0.2620    1.3048 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6943    0.1215    1.4475 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4018    0.5872    3.0167 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.4836   -0.4296    0.4555 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8920   -0.8561   -0.7081 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5196   -0.7259   -0.8696 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9375   -1.2290   -2.0898 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4144    0.1521   -2.0816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6846   -0.3666    1.4663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7102    0.0305    0.4179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7638    1.0893   -2.4412 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7779    0.6465    2.1386 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5516   -0.4870    0.6188 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4884   -1.2831   -1.5265 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8847   -1.3192   -1.9438 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  7 10  1  0
  6 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 13 16  1  0
 12 17  2  0
  2 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 17  4  1  0
 24 18  1  0
  3 26  1  0
  5 27  1  0
 11 28  1  0
 17 29  1  0
 19 30  1  0
 22 31  1  0
 23 32  1  0
 25 33  1  0
M  END

  Mrv1652309112113512D          

 25 26  0  0  0  0            999 V2000
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -3.3000    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5888   -2.9980    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4138   -4.4270    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -7.0125    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3974   -6.1875    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7474   -6.1875    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 O   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
  6  7  1  0  0  0  0
  4  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  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  2  0  0  0  0
 11 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 17 20  1  0  0  0  0
 13 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 21 24  1  0  0  0  0
  3 25  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0253408

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=C(C=C(Cl)C=C1)C(=O)NC1=CC(=CC(=C1)C(F)(F)F)C(F)(F)F

> <INCHI_IDENTIFIER>
InChI=1S/C15H8ClF6NO2/c16-9-1-2-12(24)11(6-9)13(25)23-10-4-7(14(17,18)19)3-8(5-10)15(20,21)22/h1-6,24H,(H,23,25)

> <INCHI_KEY>
CHILCFMQWMQVAL-UHFFFAOYSA-N

> <FORMULA>
C15H8ClF6NO2

> <MOLECULAR_WEIGHT>
383.67

> <EXACT_MASS>
383.0147752

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
29.72744741362468

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-[3,5-bis(trifluoromethyl)phenyl]-5-chloro-2-hydroxybenzamide

> <ALOGPS_LOGP>
4.88

> <JCHEM_LOGP>
5.121306939666667

> <ALOGPS_LOGS>
-4.79

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.203355489443318

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.3929088655525375

> <JCHEM_PKA_STRONGEST_BASIC>
-4.318223962086608

> <JCHEM_POLAR_SURFACE_AREA>
49.33

> <JCHEM_REFRACTIVITY>
80.32460000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.18e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-[3,5-bis(trifluoromethyl)phenyl]-5-chloro-2-hydroxybenzamide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0253408
     RDKit          3D
N-(3,5-Bis(trifluoromethyl)phenyl)-5-chloro-2-hydroxybenzamide
 33 34  0  0  0  0  0  0  0  0999 V2000
    0.8446    0.4776    1.1355 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.1134   -0.1309 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3393    0.1889   -0.9916 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0483    0.3694   -0.5561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3629   -0.0461    0.7156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7326   -0.1397    1.0757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0332   -0.5787    2.4717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8648   -0.5730    3.2049 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7120   -1.7555    2.5219 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8170    0.4136    3.0017 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6584    0.1870    0.1376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3912    0.6172   -1.1414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4491    0.9476   -2.1500 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7212    2.2713   -2.0068 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0930    0.5226   -3.3907 F   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5953    0.2494   -1.7006 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0202    0.7155   -1.4911 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7305   -0.1730    0.0891 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3420    0.2620    1.3048 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6943    0.1215    1.4475 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4018    0.5872    3.0167 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.4836   -0.4296    0.4555 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8920   -0.8561   -0.7081 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5196   -0.7259   -0.8696 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9375   -1.2290   -2.0898 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4144    0.1521   -2.0816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6846   -0.3666    1.4663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7102    0.0305    0.4179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7638    1.0893   -2.4412 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7779    0.6465    2.1386 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5516   -0.4870    0.6188 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4884   -1.2831   -1.5265 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8847   -1.3192   -1.9438 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  7 10  1  0
  6 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 13 16  1  0
 12 17  2  0
  2 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 17  4  1  0
 24 18  1  0
  3 26  1  0
  5 27  1  0
 11 28  1  0
 17 29  1  0
 19 30  1  0
 22 31  1  0
 23 32  1  0
 25 33  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       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    7 Cl   UNK     0       0.000  -3.080   0.000  0.00  0.00          Cl+0
HETATM    8  C   UNK     0      -2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -2.667  -9.240   0.000  0.00  0.00           O+0
HETATM   10  N   UNK     0      -4.001  -6.930   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0      -5.335  -7.700   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -5.335  -9.240   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -6.668 -10.010   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -8.002  -9.240   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -8.002  -7.700   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -9.336  -6.930   0.000  0.00  0.00           C+0
HETATM   18  F   UNK     0     -10.669  -6.160   0.000  0.00  0.00           F+0
HETATM   19  F   UNK     0      -8.566  -5.596   0.000  0.00  0.00           F+0
HETATM   20  F   UNK     0     -10.106  -8.264   0.000  0.00  0.00           F+0
HETATM   21  C   UNK     0      -6.668 -11.550   0.000  0.00  0.00           C+0
HETATM   22  F   UNK     0      -6.668 -13.090   0.000  0.00  0.00           F+0
HETATM   23  F   UNK     0      -8.208 -11.550   0.000  0.00  0.00           F+0
HETATM   24  F   UNK     0      -5.128 -11.550   0.000  0.00  0.00           F+0
HETATM   25  O   UNK     0       0.000  -9.240   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   25                                                  
CONECT    4    3    5    8                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1    7                                                  
CONECT    7    6                                                            
CONECT    8    4    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   21                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15   11                                                       
CONECT   17   15   18   19   20                                             
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   17                                                            
CONECT   21   13   22   23   24                                             
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24   21                                                            
CONECT   25    3                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   52    0
END

COMPND    HMDB0253408
HETATM    1  O1  UNL     1       0.845   0.478   1.135  1.00  0.00           O  
HETATM    2  C1  UNL     1       1.356   0.113  -0.131  1.00  0.00           C  
HETATM    3  N1  UNL     1       0.339   0.189  -0.992  1.00  0.00           N  
HETATM    4  C2  UNL     1      -1.048   0.369  -0.556  1.00  0.00           C  
HETATM    5  C3  UNL     1      -1.363  -0.046   0.716  1.00  0.00           C  
HETATM    6  C4  UNL     1      -2.733  -0.140   1.076  1.00  0.00           C  
HETATM    7  C5  UNL     1      -3.033  -0.579   2.472  1.00  0.00           C  
HETATM    8  F1  UNL     1      -1.865  -0.573   3.205  1.00  0.00           F  
HETATM    9  F2  UNL     1      -3.712  -1.756   2.522  1.00  0.00           F  
HETATM   10  F3  UNL     1      -3.817   0.414   3.002  1.00  0.00           F  
HETATM   11  C6  UNL     1      -3.658   0.187   0.138  1.00  0.00           C  
HETATM   12  C7  UNL     1      -3.391   0.617  -1.141  1.00  0.00           C  
HETATM   13  C8  UNL     1      -4.449   0.948  -2.150  1.00  0.00           C  
HETATM   14  F4  UNL     1      -4.721   2.271  -2.007  1.00  0.00           F  
HETATM   15  F5  UNL     1      -4.093   0.523  -3.391  1.00  0.00           F  
HETATM   16  F6  UNL     1      -5.595   0.249  -1.701  1.00  0.00           F  
HETATM   17  C9  UNL     1      -2.020   0.715  -1.491  1.00  0.00           C  
HETATM   18  C10 UNL     1       2.730  -0.173   0.089  1.00  0.00           C  
HETATM   19  C11 UNL     1       3.342   0.262   1.305  1.00  0.00           C  
HETATM   20  C12 UNL     1       4.694   0.121   1.447  1.00  0.00           C  
HETATM   21 CL1  UNL     1       5.402   0.587   3.017  1.00  0.00          CL  
HETATM   22  C13 UNL     1       5.484  -0.430   0.455  1.00  0.00           C  
HETATM   23  C14 UNL     1       4.892  -0.856  -0.708  1.00  0.00           C  
HETATM   24  C15 UNL     1       3.520  -0.726  -0.870  1.00  0.00           C  
HETATM   25  O2  UNL     1       2.938  -1.229  -2.090  1.00  0.00           O  
HETATM   26  H1  UNL     1       0.414   0.152  -2.082  1.00  0.00           H  
HETATM   27  H2  UNL     1      -0.685  -0.367   1.466  1.00  0.00           H  
HETATM   28  H3  UNL     1      -4.710   0.030   0.418  1.00  0.00           H  
HETATM   29  H4  UNL     1      -1.764   1.089  -2.441  1.00  0.00           H  
HETATM   30  H5  UNL     1       2.778   0.646   2.139  1.00  0.00           H  
HETATM   31  H6  UNL     1       6.552  -0.487   0.619  1.00  0.00           H  
HETATM   32  H7  UNL     1       5.488  -1.283  -1.527  1.00  0.00           H  
HETATM   33  H8  UNL     1       1.885  -1.319  -1.944  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   18
CONECT    3    4   26
CONECT    4    5    5   17
CONECT    5    6   27
CONECT    6    7   11   11
CONECT    7    8    9   10
CONECT   11   12   28
CONECT   12   13   17   17
CONECT   13   14   15   16
CONECT   17   29
CONECT   18   19   19   24
CONECT   19   20   30
CONECT   20   21   22   22
CONECT   22   23   31
CONECT   23   24   24   32
CONECT   24   25
CONECT   25   33
END

HMDB0253408
     RDKit          3D
N-(3,5-Bis(trifluoromethyl)phenyl)-5-chloro-2-hydroxybenzamide
 33 34  0  0  0  0  0  0  0  0999 V2000
    0.8446    0.4776    1.1355 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.1134   -0.1309 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3393    0.1889   -0.9916 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0483    0.3694   -0.5561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3629   -0.0461    0.7156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7326   -0.1397    1.0757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0332   -0.5787    2.4717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8648   -0.5730    3.2049 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7120   -1.7555    2.5219 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8170    0.4136    3.0017 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6584    0.1870    0.1376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3912    0.6172   -1.1414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4491    0.9476   -2.1500 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7212    2.2713   -2.0068 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0930    0.5226   -3.3907 F   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5953    0.2494   -1.7006 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0202    0.7155   -1.4911 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7305   -0.1730    0.0891 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3420    0.2620    1.3048 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6943    0.1215    1.4475 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4018    0.5872    3.0167 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.4836   -0.4296    0.4555 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8920   -0.8561   -0.7081 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5196   -0.7259   -0.8696 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9375   -1.2290   -2.0898 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4144    0.1521   -2.0816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6846   -0.3666    1.4663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7102    0.0305    0.4179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7638    1.0893   -2.4412 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7779    0.6465    2.1386 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5516   -0.4870    0.6188 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4884   -1.2831   -1.5265 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8847   -1.3192   -1.9438 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  7 10  1  0
  6 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 13 16  1  0
 12 17  2  0
  2 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 17  4  1  0
 24 18  1  0
  3 26  1  0
  5 27  1  0
 11 28  1  0
 17 29  1  0
 19 30  1  0
 22 31  1  0
 23 32  1  0
 25 33  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₅H₈ClF₆NO₂

Average Molecular Weight

383.67

Monoisotopic Molecular Weight

383.0147752

IUPAC Name

N-[3,5-bis(trifluoromethyl)phenyl]-5-chloro-2-hydroxybenzamide

Traditional Name

N-[3,5-bis(trifluoromethyl)phenyl]-5-chloro-2-hydroxybenzamide

CAS Registry Number

Not Available

SMILES

OC1=C(C=C(Cl)C=C1)C(=O)NC1=CC(=CC(=C1)C(F)(F)F)C(F)(F)F

InChI Identifier

InChI=1S/C15H8ClF6NO2/c16-9-1-2-12(24)11(6-9)13(25)23-10-4-7(14(17,18)19)3-8(5-10)15(20,21)22/h1-6,24H,(H,23,25)

InChI Key

CHILCFMQWMQVAL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzanilides. These are aromatic compounds containing an anilide group in which the carboxamide group is substituted with a benzene ring. They have the general structure RNC(=O)R', where R,R'= benzene.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Anilides

Direct Parent

Benzanilides

Alternative Parents

Substituents

Benzanilide
Salicylamide
Salicylic acid or derivatives
3-halobenzoic acid or derivatives
Halobenzoic acid or derivatives
Trifluoromethylbenzene
Benzoic acid or derivatives
Benzamide
Benzoyl
4-chlorophenol
4-halophenol
Phenol
Chlorobenzene
Halobenzene
1-hydroxy-2-unsubstituted benzenoid
Aryl chloride
Aryl halide
Vinylogous acid
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid derivative
Organohalogen compound
Organonitrogen compound
Organooxygen compound
Alkyl halide
Alkyl fluoride
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Organochloride
Organofluoride
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	4.88	ALOGPS
logP	5.12	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	7.39	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	49.33 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	80.32 m³·mol⁻¹	ChemAxon
Polarizability	29.73 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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]+	181.22	30932474
DeepCCS	[M-H]-	178.862	30932474
DeepCCS	[M-2H]-	213.253	30932474
DeepCCS	[M+Na]+	188.542	30932474
AllCCS	[M+H]+	175.4	32859911
AllCCS	[M+H-H2O]+	172.5	32859911
AllCCS	[M+NH4]+	178.1	32859911
AllCCS	[M+Na]+	178.8	32859911
AllCCS	[M-H]-	162.5	32859911
AllCCS	[M+Na-2H]-	161.2	32859911
AllCCS	[M+HCOO]-	159.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-(3,5-Bis(trifluoromethyl)phenyl)-5-chloro-2-hydroxybenzamide	OC1=C(C=C(Cl)C=C1)C(=O)NC1=CC(=CC(=C1)C(F)(F)F)C(F)(F)F	3129.2	Standard polar	33892256
N-(3,5-Bis(trifluoromethyl)phenyl)-5-chloro-2-hydroxybenzamide	OC1=C(C=C(Cl)C=C1)C(=O)NC1=CC(=CC(=C1)C(F)(F)F)C(F)(F)F	2111.0	Standard non polar	33892256
N-(3,5-Bis(trifluoromethyl)phenyl)-5-chloro-2-hydroxybenzamide	OC1=C(C=C(Cl)C=C1)C(=O)NC1=CC(=CC(=C1)C(F)(F)F)C(F)(F)F	2223.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-(3,5-Bis(trifluoromethyl)phenyl)-5-chloro-2-hydroxybenzamide,2TMS,isomer #1	C[Si](C)(C)OC1=CC=C(Cl)C=C1C(=O)N(C1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1)[Si](C)(C)C	2099.8	Semi standard non polar	33892256
N-(3,5-Bis(trifluoromethyl)phenyl)-5-chloro-2-hydroxybenzamide,2TMS,isomer #1	C[Si](C)(C)OC1=CC=C(Cl)C=C1C(=O)N(C1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1)[Si](C)(C)C	2216.6	Standard non polar	33892256
N-(3,5-Bis(trifluoromethyl)phenyl)-5-chloro-2-hydroxybenzamide,2TMS,isomer #1	C[Si](C)(C)OC1=CC=C(Cl)C=C1C(=O)N(C1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1)[Si](C)(C)C	2175.2	Standard polar	33892256
N-(3,5-Bis(trifluoromethyl)phenyl)-5-chloro-2-hydroxybenzamide,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(Cl)C=C1C(=O)N(C1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1)[Si](C)(C)C(C)(C)C	2495.9	Semi standard non polar	33892256
N-(3,5-Bis(trifluoromethyl)phenyl)-5-chloro-2-hydroxybenzamide,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(Cl)C=C1C(=O)N(C1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1)[Si](C)(C)C(C)(C)C	2564.6	Standard non polar	33892256
N-(3,5-Bis(trifluoromethyl)phenyl)-5-chloro-2-hydroxybenzamide,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(Cl)C=C1C(=O)N(C1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1)[Si](C)(C)C(C)(C)C	2386.2	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N-(3,5-Bis(trifluoromethyl)phenyl)-5-chloro-2-hydroxybenzamide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udi-5923000000-9f151003a70b522df040	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(3,5-Bis(trifluoromethyl)phenyl)-5-chloro-2-hydroxybenzamide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(3,5-Bis(trifluoromethyl)phenyl)-5-chloro-2-hydroxybenzamide GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(3,5-Bis(trifluoromethyl)phenyl)-5-chloro-2-hydroxybenzamide GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(3,5-Bis(trifluoromethyl)phenyl)-5-chloro-2-hydroxybenzamide GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(3,5-Bis(trifluoromethyl)phenyl)-5-chloro-2-hydroxybenzamide 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 - N-(3,5-Bis(trifluoromethyl)phenyl)-5-chloro-2-hydroxybenzamide 10V, Positive-QTOF	splash10-001i-0009000000-e695c60aee17d8bdd565	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(3,5-Bis(trifluoromethyl)phenyl)-5-chloro-2-hydroxybenzamide 20V, Positive-QTOF	splash10-0ue9-0904000000-e55e5d3f9c1c5485893c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(3,5-Bis(trifluoromethyl)phenyl)-5-chloro-2-hydroxybenzamide 40V, Positive-QTOF	splash10-004i-1900000000-f1d17d3b1c90bba86aab	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(3,5-Bis(trifluoromethyl)phenyl)-5-chloro-2-hydroxybenzamide 10V, Negative-QTOF	splash10-001i-0009000000-1b78a1dad3180fb851a2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(3,5-Bis(trifluoromethyl)phenyl)-5-chloro-2-hydroxybenzamide 20V, Negative-QTOF	splash10-004i-0093000000-4a03d32b874080f19bcb	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(3,5-Bis(trifluoromethyl)phenyl)-5-chloro-2-hydroxybenzamide 40V, Negative-QTOF	splash10-004i-1090000000-2257c1de39a25e97f007	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

4258263

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5081913

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 N-(3,5-Bis(trifluoromethyl)phenyl)-5-chloro-2-hydroxybenzamide (HMDB0253408)

MOL for HMDB0253408 (N-(3,5-Bis(trifluoromethyl)phenyl)-5-chloro-2-hydroxybenzamide)

3D MOL for HMDB0253408 (N-(3,5-Bis(trifluoromethyl)phenyl)-5-chloro-2-hydroxybenzamide)

3D SDF for HMDB0253408 (N-(3,5-Bis(trifluoromethyl)phenyl)-5-chloro-2-hydroxybenzamide)

3D-SDF for HMDB0253408 (N-(3,5-Bis(trifluoromethyl)phenyl)-5-chloro-2-hydroxybenzamide)

PDB for HMDB0253408 (N-(3,5-Bis(trifluoromethyl)phenyl)-5-chloro-2-hydroxybenzamide)

3D PDB for HMDB0253408 (N-(3,5-Bis(trifluoromethyl)phenyl)-5-chloro-2-hydroxybenzamide)

SMILES for HMDB0253408 (N-(3,5-Bis(trifluoromethyl)phenyl)-5-chloro-2-hydroxybenzamide)

INCHI for HMDB0253408 (N-(3,5-Bis(trifluoromethyl)phenyl)-5-chloro-2-hydroxybenzamide)

Structure for HMDB0253408 (N-(3,5-Bis(trifluoromethyl)phenyl)-5-chloro-2-hydroxybenzamide)

3D Structure for HMDB0253408 (N-(3,5-Bis(trifluoromethyl)phenyl)-5-chloro-2-hydroxybenzamide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra