2-(2-Trifluoromethyl-pyridin-4-ylamino)-benzoic acid

ID: ALA366063

Chembl Id: CHEMBL366063

Cas Number: 478068-00-7

PubChem CID: 1484876

Max Phase: Preclinical

Molecular Formula: C13H9F3N2O2

Molecular Weight: 282.22

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)c1ccccc1Nc1ccnc(C(F)(F)F)c1

Standard InChI:  InChI=1S/C13H9F3N2O2/c14-13(15,16)11-7-8(5-6-17-11)18-10-4-2-1-3-9(10)12(19)20/h1-7H,(H,17,18)(H,19,20)

Standard InChI Key:  HBIPTBWKXDEDEJ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA366063

   2-{[2-(Trifluoromethyl)-4-pyridinyl]amino}benzenecarboxylic 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: 282.22

Molecular Weight (Monoisotopic): 282.0616

AlogP: 3.54

#Rotatable Bonds: 3

Polar Surface Area: 62.22

Molecular Species: ACID

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.69

CX Basic pKa: 4.44

CX LogP: 3.62

CX LogD: 1.20

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.90

Np Likeness Score: -1.16

References

1. Cocco MT, Congiu C, Lilliu V, Onnis V..  (2004)  Synthesis of new N-(2-(trifluoromethyl)pyridin-4-yl)anthranilic acid derivatives and their evaluation as anticancer agents.,  14  (23): [PMID:15501041] [10.1016/j.bmcl.2004.09.045]

2. PubChem BioAssay data set, 

3. 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(2):

• Scientific Literature
• PubChem BioAssays