3-[(3-trifluoromethylphenyl)amino]benzoic acid

ID: ALA2041153

Chembl Id: CHEMBL2041153

Cas Number: 85010-04-4

PubChem CID: 13105472

Max Phase: Preclinical

Molecular Formula: C14H10F3NO2

Molecular Weight: 281.23

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 3-[(3-Trifluoromethylphenyl)Amino]Benzoic Acid | 85010-04-4|3-((3-(Trifluoromethyl)phenyl)amino)benzoic acid|CHEMBL2041153|Benzoic acid, 3-[[3-(trifluoromethyl)phenyl]amino]-|SCHEMBL6109904|BDBM50385747|3-(3-(trifluoromethyl)phenylamino)benzoic acid|3-[(3-Trifluoromethylphenyl)Amino]Benzoic Acid

Canonical SMILES:  O=C(O)c1cccc(Nc2cccc(C(F)(F)F)c2)c1

Standard InChI:  InChI=1S/C14H10F3NO2/c15-14(16,17)10-4-2-6-12(8-10)18-11-5-1-3-9(7-11)13(19)20/h1-8,18H,(H,19,20)

Standard InChI Key:  XRCSMXVHOQYGKW-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2041153

   3-((3-(Trifluoromethyl)phenyl)amino)benzoic acid

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 281.23

Molecular Weight (Monoisotopic): 281.0664

AlogP: 4.15

#Rotatable Bonds: 3

Polar Surface Area: 49.33

Molecular Species: ACID

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.75

CX Basic pKa: ┄

CX LogP: 3.95

CX LogD: 1.35

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.89

Np Likeness Score: -1.14

References

1. Adeniji AO, Twenter BM, Byrns MC, Jin Y, Chen M, Winkler JD, Penning TM..  (2012)  Development of potent and selective inhibitors of aldo-keto reductase 1C3 (type 5 17β-hydroxysteroid dehydrogenase) based on N-phenyl-aminobenzoates and their structure-activity relationships.,  55  (5): [PMID:22263837] [10.1021/jm201547v]

2. Waterloo L, Hübner H, Fierro F, Pfeiffer T, Brox R, Löber S, Weikert D, Niv MY, Gmeiner P..  (2023)  Discovery of 2-Aminopyrimidines as Potent Agonists for the Bitter Taste Receptor TAS2R14.,  66  (5): [PMID:36847646] [10.1021/acs.jmedchem.2c01997]

Source

Source(1):

• Scientific Literature