5-(1-(5-(methylsulfonyl)pyridin-2-yl)-3-(trifluoromethyl)-1H-pyrazol-5-yl)-2-(thiazol-2-yl)benzonitrile

ID: ALA206207

Chembl Id: CHEMBL206207

PubChem CID: 18768821

Max Phase: Preclinical

Molecular Formula: C20H12F3N5O2S2

Molecular Weight: 475.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CS(=O)(=O)c1ccc(-n2nc(C(F)(F)F)cc2-c2ccc(-c3nccs3)c(C#N)c2)nc1

Standard InChI:  InChI=1S/C20H12F3N5O2S2/c1-32(29,30)14-3-5-18(26-11-14)28-16(9-17(27-28)20(21,22)23)12-2-4-15(13(8-12)10-24)19-25-6-7-31-19/h2-9,11H,1H3

Standard InChI Key:  QHQAKSMOAUBKBQ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA206207

   5-(1-(5-(methylsulfonyl)pyridin-2-yl)-3-(trifluoromethyl)-1H-pyrazol-5-yl)-2-(thiazol-2-yl)benzonitrile

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: 475.48

Molecular Weight (Monoisotopic): 475.0385

AlogP: 4.35

#Rotatable Bonds: 4

Polar Surface Area: 101.53

Molecular Species: NEUTRAL

HBA: 8

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.36

CX LogP: 3.65

CX LogD: 3.65

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.43

Np Likeness Score: -2.00

References

1. Cheng H, Lundy DeMello KM, Li J, Sakya SM, Ando K, Kawamura K, Kato T, Rafka RJ, Jaynes BH, Ziegler CB, Stevens R, Lund LA, Mann DW, Kilroy C, Haven ML, Nimz EL, Dutra JK, Li C, Minich ML, Kolosko NL, Petras C, Silvia AM, Seibel SB..  (2006)  Synthesis and SAR of heteroaryl-phenyl-substituted pyrazole derivatives as highly selective and potent canine COX-2 inhibitors.,  16  (8): [PMID:16464588] [10.1016/j.bmcl.2006.01.059]

Source

Source(1):

• Scientific Literature