ID: ALA1774892

Max Phase: Preclinical

Molecular Formula: C24H19FO3S

Molecular Weight: 406.48

Molecule Type: Small molecule

Representations

Canonical SMILES:  Cc1cc(F)cc(C)c1COc1ccc2c(-c3ccsc3)cc(C(=O)O)cc2c1

Standard InChI:  InChI=1S/C24H19FO3S/c1-14-7-19(25)8-15(2)23(14)12-28-20-3-4-21-17(10-20)9-18(24(26)27)11-22(21)16-5-6-29-13-16/h3-11,13H,12H2,1-2H3,(H,26,27)

Standard InChI Key:  BZTYQKZVXFALHW-UHFFFAOYSA-N

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

Properties

Molecular Weight: 406.48

Molecular Weight (Monoisotopic): 406.1039

AlogP: 6.60

#Rotatable Bonds: 5

Polar Surface Area: 46.53

Molecular Species: ACID

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.91

CX Basic pKa:

CX LogP: 6.78

CX LogD: 3.58

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.41

Np Likeness Score: -1.08

References

1. Gauthier JY, Belley M, Deschênes D, Fournier JF, Gagné S, Gareau Y, Hamel M, Hénault M, Hyjazie H, Kargman S, Lavallée G, Levesque JF, Li L, Mamane Y, Mancini J, Morin N, Mulrooney E, Robichaud J, Thérien M, Tranmer G, Wang Z, Wu J, Black WC..  (2011)  The identification of 4,7-disubstituted naphthoic acid derivatives as UDP-competitive antagonists of P2Y14.,  21  (10): [PMID:21507640] [10.1016/j.bmcl.2011.03.081]

2.  (2010)  Substituted 2-naphthoic acids as antagonists of gpr105 activity, 

3. Lu R, Zhang Z, Jiang C..  (2019)  Recent progress on the discovery of P2Y₁₄ receptor antagonists.,  175  [PMID:31071548] [10.1016/j.ejmech.2019.04.068]

4. Conroy S, Kindon N, Kellam B, Stocks MJ..  (2016)  Drug-like Antagonists of P2Y Receptors-From Lead Identification to Drug Development.,  59  (22): [PMID:27413802] [10.1021/acs.jmedchem.5b01972]

Source

Source(2):

• Scientific Literature
• Patent Bioactivity Data