2-((3-(cyclopentylethynyl)-5-(trifluoromethyl)phenyl)amino)benzoic acid

ID: ALA5289943

Chembl Id: CHEMBL5289943

Max Phase: Preclinical

Molecular Formula: C21H18F3NO2

Molecular Weight: 373.37

Names and Identifiers

Canonical SMILES:  O=C(O)c1ccccc1Nc1cc(C#CC2CCCC2)cc(C(F)(F)F)c1

Standard InChI:  InChI=1S/C21H18F3NO2/c22-21(23,24)16-11-15(10-9-14-5-1-2-6-14)12-17(13-16)25-19-8-4-3-7-18(19)20(26)27/h3-4,7-8,11-14,25H,1-2,5-6H2,(H,26,27)

Standard InChI Key:  OLEOWNOUALXQNA-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA5289943

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Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 373.37

Molecular Weight (Monoisotopic): 373.1290

AlogP: 5.69

#Rotatable Bonds: 3

Polar Surface Area: 49.33

Molecular Species: ACID

HBA: 2

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.87

CX Basic pKa: ┄

CX LogP: 7.39

CX LogD: 4.17

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.68

Np Likeness Score: -0.88

References

1. 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