Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 15:36:50 UTC

Update Date

2021-09-26 23:10:54 UTC

HMDB ID

HMDB0255771

Secondary Accession Numbers

None

Metabolite Identification

Common Name

1-(2-Hydroxy-5-(trifluoromethyl)phenyl)-5-(trifluoromethyl)-1H-benzo[d]imidazol-2(3H)-one

Description

NS 1619, also known as NS-1619, belongs to the class of organic compounds known as phenylbenzimidazoles. Phenylbenzimidazoles are compounds containing a phenylbenzimidazole skeleton, which consists of a benzimidazole moiety where its imidazole ring is attached to a phenyl group. Based on a literature review a significant number of articles have been published on NS 1619. This compound has been identified in human blood as reported by (PMID: 31557052 ). 1-(2-hydroxy-5-(trifluoromethyl)phenyl)-5-(trifluoromethyl)-1h-benzo[d]imidazol-2(3h)-one is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 1-(2-Hydroxy-5-(trifluoromethyl)phenyl)-5-(trifluoromethyl)-1H-benzo[d]imidazol-2(3H)-one 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


  Mrv1652309112117372D          

 25 27  0  0  0  0            999 V2000
    2.0701    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    2.7604    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.3720    3.0624    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.1970    1.6335    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    2.1904    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534    1.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    0.8555    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984    0.0709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1536   -0.5422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1014   -1.3268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9083   -1.4984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4604   -0.8853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2054   -0.1006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2673   -1.0568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0743   -1.2283    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4389   -0.2498    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0958   -1.8638    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.9606   -0.3707    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
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  7 10  1  0  0  0  0
  4 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
  3 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 15 20  1  0  0  0  0
 19 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
 16 25  1  0  0  0  0
M  END

HMDB0255771
     RDKit          3D
1-(2-Hydroxy-5-(trifluoromethyl)phenyl)-5-(trifluoromethyl)-1H-benzo[d]imidaz...
 33 35  0  0  0  0  0  0  0  0999 V2000
   -0.9205   -2.4738    1.0913 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0685   -1.7996    0.7398 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3239   -2.1506    0.7035 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0636   -1.1078    0.2520 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3810   -0.9208    0.0261 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8703    0.2998   -0.4534 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3196    0.3970   -0.6643 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6710   -0.4377   -1.7462 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.8948   -0.2837    0.4484 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.8096    1.6331   -0.7801 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.9884    1.3458   -0.7019 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6522    1.1388   -0.4657 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1482   -0.0676    0.0113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0729   -0.4635    0.3031 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3551    0.1170    0.2444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3974   -0.6507   -0.3182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6861   -0.2512   -0.3744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7779   -1.1122   -0.9517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8939   -0.9764   -2.3115 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3412   -2.4410   -0.7696 F   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9614   -1.0097   -0.2754 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0088    0.9957    0.1511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0211    1.8107    0.7180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7007    1.3147    0.7382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7458    2.1625    1.3285 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7739   -3.0777    0.9836 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0459   -1.7434    0.2349 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3451    2.2766   -1.0855 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9517    1.9416   -0.6875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1397   -1.5933   -0.7283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0402    1.3057    0.1276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2702    2.7672    1.1553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9744    3.0546    1.7034 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  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 18 21  1  0
 17 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 14  2  1  0
 24 15  1  0
 13  4  1  0
  3 26  1  0
  5 27  1  0
 11 28  1  0
 12 29  1  0
 16 30  1  0
 22 31  1  0
 23 32  1  0
 25 33  1  0
M  END


  Mrv1652309112117372D          

 25 27  0  0  0  0            999 V2000
    2.0701    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    2.7604    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.3720    3.0624    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.1970    1.6335    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    2.1904    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534    1.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    0.8555    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984    0.0709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1536   -0.5422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1014   -1.3268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9083   -1.4984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4604   -0.8853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2054   -0.1006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2673   -1.0568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0743   -1.2283    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4389   -0.2498    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0958   -1.8638    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.9606   -0.3707    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
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  7 10  1  0  0  0  0
  4 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
  3 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 15 20  1  0  0  0  0
 19 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
 16 25  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0255771

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=C(C=C(C=C1)C(F)(F)F)N1C(=O)NC2=C1C=CC(=C2)C(F)(F)F

> <INCHI_IDENTIFIER>
InChI=1S/C15H8F6N2O2/c16-14(17,18)7-1-3-10-9(5-7)22-13(25)23(10)11-6-8(15(19,20)21)2-4-12(11)24/h1-6,24H,(H,22,25)

> <INCHI_KEY>
YLFMCMWKHSDUCT-UHFFFAOYSA-N

> <FORMULA>
C15H8F6N2O2

> <MOLECULAR_WEIGHT>
362.231

> <EXACT_MASS>
362.048996484

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
28.03675165516612

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-[2-hydroxy-5-(trifluoromethyl)phenyl]-5-(trifluoromethyl)-2,3-dihydro-1H-1,3-benzodiazol-2-one

> <ALOGPS_LOGP>
3.79

> <JCHEM_LOGP>
4.3004988373333335

> <ALOGPS_LOGS>
-4.36

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.586477891189187

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.307408299819008

> <JCHEM_PKA_STRONGEST_BASIC>
-6.226285559490262

> <JCHEM_POLAR_SURFACE_AREA>
52.57000000000001

> <JCHEM_REFRACTIVITY>
76.81660000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.58e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-[2-hydroxy-5-(trifluoromethyl)phenyl]-5-(trifluoromethyl)-3H-1,3-benzodiazol-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0255771
     RDKit          3D
1-(2-Hydroxy-5-(trifluoromethyl)phenyl)-5-(trifluoromethyl)-1H-benzo[d]imidaz...
 33 35  0  0  0  0  0  0  0  0999 V2000
   -0.9205   -2.4738    1.0913 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0685   -1.7996    0.7398 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3239   -2.1506    0.7035 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0636   -1.1078    0.2520 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3810   -0.9208    0.0261 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8703    0.2998   -0.4534 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3196    0.3970   -0.6643 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6710   -0.4377   -1.7462 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.8948   -0.2837    0.4484 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.8096    1.6331   -0.7801 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.9884    1.3458   -0.7019 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6522    1.1388   -0.4657 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1482   -0.0676    0.0113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0729   -0.4635    0.3031 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3551    0.1170    0.2444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3974   -0.6507   -0.3182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6861   -0.2512   -0.3744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7779   -1.1122   -0.9517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8939   -0.9764   -2.3115 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3412   -2.4410   -0.7696 F   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9614   -1.0097   -0.2754 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0088    0.9957    0.1511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0211    1.8107    0.7180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7007    1.3147    0.7382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7458    2.1625    1.3285 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7739   -3.0777    0.9836 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0459   -1.7434    0.2349 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3451    2.2766   -1.0855 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9517    1.9416   -0.6875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1397   -1.5933   -0.7283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0402    1.3057    0.1276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2702    2.7672    1.1553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9744    3.0546    1.7034 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  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 18 21  1  0
 17 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 14  2  1  0
 24 15  1  0
 13  4  1  0
  3 26  1  0
  5 27  1  0
 11 28  1  0
 12 29  1  0
 16 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       3.864   2.073   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.530   1.303   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.197   2.073   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.197   3.613   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.530   4.383   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.864   3.613   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.198   4.383   0.000  0.00  0.00           C+0
HETATM    8  F   UNK     0       6.531   5.153   0.000  0.00  0.00           F+0
HETATM    9  F   UNK     0       4.428   5.717   0.000  0.00  0.00           F+0
HETATM   10  F   UNK     0       5.968   3.049   0.000  0.00  0.00           F+0
HETATM   11  N   UNK     0      -0.268   4.089   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0      -1.173   2.843   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -2.713   2.843   0.000  0.00  0.00           O+0
HETATM   14  N   UNK     0      -0.268   1.597   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0      -0.744   0.132   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.287  -1.012   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.189  -2.477   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.696  -2.797   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.726  -1.652   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.250  -0.188   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -4.232  -1.973   0.000  0.00  0.00           C+0
HETATM   22  F   UNK     0      -5.739  -2.293   0.000  0.00  0.00           F+0
HETATM   23  F   UNK     0      -4.553  -0.466   0.000  0.00  0.00           F+0
HETATM   24  F   UNK     0      -3.912  -3.479   0.000  0.00  0.00           F+0
HETATM   25  O   UNK     0       1.793  -0.692   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   14                                                  
CONECT    4    3    5   11                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1    7                                                  
CONECT    7    6    8    9   10                                             
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    7                                                            
CONECT   11    4   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12    3   15                                                  
CONECT   15   14   16   20                                                  
CONECT   16   15   17   25                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19   15                                                       
CONECT   21   19   22   23   24                                             
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24   21                                                            
CONECT   25   16                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

COMPND    HMDB0255771
HETATM    1  O1  UNL     1      -0.921  -2.474   1.091  1.00  0.00           O  
HETATM    2  C1  UNL     1       0.068  -1.800   0.740  1.00  0.00           C  
HETATM    3  N1  UNL     1       1.324  -2.151   0.703  1.00  0.00           N  
HETATM    4  C2  UNL     1       2.064  -1.108   0.252  1.00  0.00           C  
HETATM    5  C3  UNL     1       3.381  -0.921   0.026  1.00  0.00           C  
HETATM    6  C4  UNL     1       3.870   0.300  -0.453  1.00  0.00           C  
HETATM    7  C5  UNL     1       5.320   0.397  -0.664  1.00  0.00           C  
HETATM    8  F1  UNL     1       5.671  -0.438  -1.746  1.00  0.00           F  
HETATM    9  F2  UNL     1       5.895  -0.284   0.448  1.00  0.00           F  
HETATM   10  F3  UNL     1       5.810   1.633  -0.780  1.00  0.00           F  
HETATM   11  C6  UNL     1       2.988   1.346  -0.702  1.00  0.00           C  
HETATM   12  C7  UNL     1       1.652   1.139  -0.466  1.00  0.00           C  
HETATM   13  C8  UNL     1       1.148  -0.068   0.011  1.00  0.00           C  
HETATM   14  N2  UNL     1      -0.073  -0.463   0.303  1.00  0.00           N  
HETATM   15  C9  UNL     1      -1.355   0.117   0.244  1.00  0.00           C  
HETATM   16  C10 UNL     1      -2.397  -0.651  -0.318  1.00  0.00           C  
HETATM   17  C11 UNL     1      -3.686  -0.251  -0.374  1.00  0.00           C  
HETATM   18  C12 UNL     1      -4.778  -1.112  -0.952  1.00  0.00           C  
HETATM   19  F4  UNL     1      -4.894  -0.976  -2.312  1.00  0.00           F  
HETATM   20  F5  UNL     1      -4.341  -2.441  -0.770  1.00  0.00           F  
HETATM   21  F6  UNL     1      -5.961  -1.010  -0.275  1.00  0.00           F  
HETATM   22  C13 UNL     1      -4.009   0.996   0.151  1.00  0.00           C  
HETATM   23  C14 UNL     1      -3.021   1.811   0.718  1.00  0.00           C  
HETATM   24  C15 UNL     1      -1.701   1.315   0.738  1.00  0.00           C  
HETATM   25  O2  UNL     1      -0.746   2.163   1.328  1.00  0.00           O  
HETATM   26  H1  UNL     1       1.774  -3.078   0.984  1.00  0.00           H  
HETATM   27  H2  UNL     1       4.046  -1.743   0.235  1.00  0.00           H  
HETATM   28  H3  UNL     1       3.345   2.277  -1.085  1.00  0.00           H  
HETATM   29  H4  UNL     1       0.952   1.942  -0.687  1.00  0.00           H  
HETATM   30  H5  UNL     1      -2.140  -1.593  -0.728  1.00  0.00           H  
HETATM   31  H6  UNL     1      -5.040   1.306   0.128  1.00  0.00           H  
HETATM   32  H7  UNL     1      -3.270   2.767   1.155  1.00  0.00           H  
HETATM   33  H8  UNL     1      -0.974   3.055   1.703  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   14
CONECT    3    4   26
CONECT    4    5    5   13
CONECT    5    6   27
CONECT    6    7   11   11
CONECT    7    8    9   10
CONECT   11   12   28
CONECT   12   13   13   29
CONECT   13   14
CONECT   14   15
CONECT   15   16   16   24
CONECT   16   17   30
CONECT   17   18   22   22
CONECT   18   19   20   21
CONECT   22   23   31
CONECT   23   24   24   32
CONECT   24   25
CONECT   25   33
END

HMDB0255771
     RDKit          3D
1-(2-Hydroxy-5-(trifluoromethyl)phenyl)-5-(trifluoromethyl)-1H-benzo[d]imidaz...
 33 35  0  0  0  0  0  0  0  0999 V2000
   -0.9205   -2.4738    1.0913 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0685   -1.7996    0.7398 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3239   -2.1506    0.7035 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0636   -1.1078    0.2520 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3810   -0.9208    0.0261 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8703    0.2998   -0.4534 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3196    0.3970   -0.6643 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6710   -0.4377   -1.7462 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.8948   -0.2837    0.4484 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.8096    1.6331   -0.7801 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.9884    1.3458   -0.7019 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6522    1.1388   -0.4657 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1482   -0.0676    0.0113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0729   -0.4635    0.3031 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3551    0.1170    0.2444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3974   -0.6507   -0.3182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6861   -0.2512   -0.3744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7779   -1.1122   -0.9517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8939   -0.9764   -2.3115 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3412   -2.4410   -0.7696 F   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9614   -1.0097   -0.2754 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0088    0.9957    0.1511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0211    1.8107    0.7180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7007    1.3147    0.7382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7458    2.1625    1.3285 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7739   -3.0777    0.9836 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0459   -1.7434    0.2349 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3451    2.2766   -1.0855 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9517    1.9416   -0.6875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1397   -1.5933   -0.7283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0402    1.3057    0.1276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2702    2.7672    1.1553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9744    3.0546    1.7034 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  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 18 21  1  0
 17 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 14  2  1  0
 24 15  1  0
 13  4  1  0
  3 26  1  0
  5 27  1  0
 11 28  1  0
 12 29  1  0
 16 30  1  0
 22 31  1  0
 23 32  1  0
 25 33  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1,3-Dihydro-1-[2-hydroxy-5-(trifluoromethyl)phenyl]-5-(trifluoromethyl)-2H-benzimidazol-2-one	ChEBI
1-(2'-Hydroxy-5'-trifluoromethylphenyl)-5-trifluoromethyl-2(3H)-benzimidazolone	ChEBI
5-Trifluoromethyl-2,3-dihydro-1-(5-trifluoromethyl-2-hydroxyphenyl)-1H-2-oxo-benzimidazole	ChEBI
NS-1619	ChEBI
NS1619	ChEBI

Chemical Formula

C₁₅H₈F₆N₂O₂

Average Molecular Weight

362.231

Monoisotopic Molecular Weight

362.048996484

IUPAC Name

1-[2-hydroxy-5-(trifluoromethyl)phenyl]-5-(trifluoromethyl)-2,3-dihydro-1H-1,3-benzodiazol-2-one

Traditional Name

1-[2-hydroxy-5-(trifluoromethyl)phenyl]-5-(trifluoromethyl)-3H-1,3-benzodiazol-2-one

CAS Registry Number

Not Available

SMILES

OC1=C(C=C(C=C1)C(F)(F)F)N1C(=O)NC2=C1C=CC(=C2)C(F)(F)F

InChI Identifier

InChI=1S/C15H8F6N2O2/c16-14(17,18)7-1-3-10-9(5-7)22-13(25)23(10)11-6-8(15(19,20)21)2-4-12(11)24/h1-6,24H,(H,22,25)

InChI Key

YLFMCMWKHSDUCT-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylbenzimidazoles. Phenylbenzimidazoles are compounds containing a phenylbenzimidazole skeleton, which consists of a benzimidazole moiety where its imidazole ring is attached to a phenyl group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzimidazoles

Sub Class

Phenylbenzimidazoles

Direct Parent

Phenylbenzimidazoles

Alternative Parents

Substituents

Phenylbenzimidazole
1-phenylimidazole
Trifluoromethylbenzene
Phenol
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
N-substituted imidazole
Benzenoid
Heteroaromatic compound
Azole
Imidazole
Urea
Azacycle
Organic oxide
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Organofluoride
Organohalogen compound
Alkyl halide
Organic oxygen compound
Alkyl fluoride
Organopnictogen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

phenols (CHEBI:34879 )
benzimidazoles (CHEBI:34879 )
(trifluoromethyl)benzenes (CHEBI:34879 )

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	3.79	ALOGPS
logP	4.3	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	8.31	ChemAxon
pKa (Strongest Basic)	-6.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	52.57 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	76.82 m³·mol⁻¹	ChemAxon
Polarizability	28.04 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]+	174.62	30932474
DeepCCS	[M-H]-	172.262	30932474
DeepCCS	[M-2H]-	206.543	30932474
DeepCCS	[M+Na]+	181.616	30932474
AllCCS	[M+H]+	173.4	32859911
AllCCS	[M+H-H2O]+	170.4	32859911
AllCCS	[M+NH4]+	176.2	32859911
AllCCS	[M+Na]+	177.0	32859911
AllCCS	[M-H]-	165.6	32859911
AllCCS	[M+Na-2H]-	164.0	32859911
AllCCS	[M+HCOO]-	162.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1-(2-Hydroxy-5-(trifluoromethyl)phenyl)-5-(trifluoromethyl)-1H-benzo[d]imidazol-2(3H)-one	OC1=C(C=C(C=C1)C(F)(F)F)N1C(=O)NC2=C1C=CC(=C2)C(F)(F)F	2478.0	Standard polar	33892256
1-(2-Hydroxy-5-(trifluoromethyl)phenyl)-5-(trifluoromethyl)-1H-benzo[d]imidazol-2(3H)-one	OC1=C(C=C(C=C1)C(F)(F)F)N1C(=O)NC2=C1C=CC(=C2)C(F)(F)F	2028.8	Standard non polar	33892256
1-(2-Hydroxy-5-(trifluoromethyl)phenyl)-5-(trifluoromethyl)-1H-benzo[d]imidazol-2(3H)-one	OC1=C(C=C(C=C1)C(F)(F)F)N1C(=O)NC2=C1C=CC(=C2)C(F)(F)F	2318.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
1-(2-Hydroxy-5-(trifluoromethyl)phenyl)-5-(trifluoromethyl)-1H-benzo[d]imidazol-2(3H)-one,2TMS,isomer #1	C[Si](C)(C)OC1=CC=C(C(F)(F)F)C=C1N1C(=O)N([Si](C)(C)C)C2=CC(C(F)(F)F)=CC=C21	2060.4	Semi standard non polar	33892256
1-(2-Hydroxy-5-(trifluoromethyl)phenyl)-5-(trifluoromethyl)-1H-benzo[d]imidazol-2(3H)-one,2TMS,isomer #1	C[Si](C)(C)OC1=CC=C(C(F)(F)F)C=C1N1C(=O)N([Si](C)(C)C)C2=CC(C(F)(F)F)=CC=C21	2378.0	Standard non polar	33892256
1-(2-Hydroxy-5-(trifluoromethyl)phenyl)-5-(trifluoromethyl)-1H-benzo[d]imidazol-2(3H)-one,2TMS,isomer #1	C[Si](C)(C)OC1=CC=C(C(F)(F)F)C=C1N1C(=O)N([Si](C)(C)C)C2=CC(C(F)(F)F)=CC=C21	2224.3	Standard polar	33892256
1-(2-Hydroxy-5-(trifluoromethyl)phenyl)-5-(trifluoromethyl)-1H-benzo[d]imidazol-2(3H)-one,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(C(F)(F)F)C=C1N1C(=O)N([Si](C)(C)C(C)(C)C)C2=CC(C(F)(F)F)=CC=C21	2440.5	Semi standard non polar	33892256
1-(2-Hydroxy-5-(trifluoromethyl)phenyl)-5-(trifluoromethyl)-1H-benzo[d]imidazol-2(3H)-one,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(C(F)(F)F)C=C1N1C(=O)N([Si](C)(C)C(C)(C)C)C2=CC(C(F)(F)F)=CC=C21	2742.8	Standard non polar	33892256
1-(2-Hydroxy-5-(trifluoromethyl)phenyl)-5-(trifluoromethyl)-1H-benzo[d]imidazol-2(3H)-one,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(C(F)(F)F)C=C1N1C(=O)N([Si](C)(C)C(C)(C)C)C2=CC(C(F)(F)F)=CC=C21	2429.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 1-(2-Hydroxy-5-(trifluoromethyl)phenyl)-5-(trifluoromethyl)-1H-benzo[d]imidazol-2(3H)-one GC-MS (Non-derivatized) - 70eV, Positive	splash10-00lu-0119000000-a505872f4279f50f6dfe	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-(2-Hydroxy-5-(trifluoromethyl)phenyl)-5-(trifluoromethyl)-1H-benzo[d]imidazol-2(3H)-one GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-(2-Hydroxy-5-(trifluoromethyl)phenyl)-5-(trifluoromethyl)-1H-benzo[d]imidazol-2(3H)-one GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-(2-Hydroxy-5-(trifluoromethyl)phenyl)-5-(trifluoromethyl)-1H-benzo[d]imidazol-2(3H)-one GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-(2-Hydroxy-5-(trifluoromethyl)phenyl)-5-(trifluoromethyl)-1H-benzo[d]imidazol-2(3H)-one GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-(2-Hydroxy-5-(trifluoromethyl)phenyl)-5-(trifluoromethyl)-1H-benzo[d]imidazol-2(3H)-one GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-04	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

4392

KEGG Compound ID

C13833

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

4552

PDB ID

Not Available

ChEBI ID

34879

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 1-(2-Hydroxy-5-(trifluoromethyl)phenyl)-5-(trifluoromethyl)-1H-benzo[d]imidazol-2(3H)-one (HMDB0255771)

MOL for HMDB0255771 (1-(2-Hydroxy-5-(trifluoromethyl)phenyl)-5-(trifluoromethyl)-1H-benzo[d]imidazol-2(3H)-one)

3D MOL for HMDB0255771 (1-(2-Hydroxy-5-(trifluoromethyl)phenyl)-5-(trifluoromethyl)-1H-benzo[d]imidazol-2(3H)-one)

3D SDF for HMDB0255771 (1-(2-Hydroxy-5-(trifluoromethyl)phenyl)-5-(trifluoromethyl)-1H-benzo[d]imidazol-2(3H)-one)

3D-SDF for HMDB0255771 (1-(2-Hydroxy-5-(trifluoromethyl)phenyl)-5-(trifluoromethyl)-1H-benzo[d]imidazol-2(3H)-one)

PDB for HMDB0255771 (1-(2-Hydroxy-5-(trifluoromethyl)phenyl)-5-(trifluoromethyl)-1H-benzo[d]imidazol-2(3H)-one)

3D PDB for HMDB0255771 (1-(2-Hydroxy-5-(trifluoromethyl)phenyl)-5-(trifluoromethyl)-1H-benzo[d]imidazol-2(3H)-one)

SMILES for HMDB0255771 (1-(2-Hydroxy-5-(trifluoromethyl)phenyl)-5-(trifluoromethyl)-1H-benzo[d]imidazol-2(3H)-one)

INCHI for HMDB0255771 (1-(2-Hydroxy-5-(trifluoromethyl)phenyl)-5-(trifluoromethyl)-1H-benzo[d]imidazol-2(3H)-one)

Structure for HMDB0255771 (1-(2-Hydroxy-5-(trifluoromethyl)phenyl)-5-(trifluoromethyl)-1H-benzo[d]imidazol-2(3H)-one)

3D Structure for HMDB0255771 (1-(2-Hydroxy-5-(trifluoromethyl)phenyl)-5-(trifluoromethyl)-1H-benzo[d]imidazol-2(3H)-one)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra