{5-Methyl-3-phenyl-4-[2-(phenylsulfonyl)benzyl]-1Hpyrazol-1-yl}acetic acid

ID: ALA3099133

Chembl Id: CHEMBL3099133

PubChem CID: 76310047

Max Phase: Preclinical

Molecular Formula: C25H22N2O4S

Molecular Weight: 446.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1c(Cc2ccccc2S(=O)(=O)c2ccccc2)c(-c2ccccc2)nn1CC(=O)O

Standard InChI:  InChI=1S/C25H22N2O4S/c1-18-22(25(19-10-4-2-5-11-19)26-27(18)17-24(28)29)16-20-12-8-9-15-23(20)32(30,31)21-13-6-3-7-14-21/h2-15H,16-17H2,1H3,(H,28,29)

Standard InChI Key:  VRKJPABSKAXYBK-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3099133

   2-[4-[[2-(Benzenesulfonyl)phenyl]methyl]-5-methyl-3-phenylpyrazol-1-yl]acetic 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: 446.53

Molecular Weight (Monoisotopic): 446.1300

AlogP: 4.37

#Rotatable Bonds: 7

Polar Surface Area: 89.26

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.54

CX Basic pKa: 2.61

CX LogP: 4.83

CX LogD: 1.77

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.46

Np Likeness Score: -1.20

References

1. Andrés M, Bravo M, Buil MA, Calbet M, Castillo M, Castro J, Eichhorn P, Ferrer M, Lehner MD, Moreno I, Roberts RS, Sevilla S..  (2014)  2-(1H-Pyrazol-1-yl)acetic acids as chemoattractant receptor-homologous molecule expressed on Th2 lymphocytes (CRTh2) antagonists.,  71  [PMID:24292338] [10.1016/j.ejmech.2013.10.072]

2. Buil MA, Calbet M, Castillo M, Castro J, Esteve C, Ferrer M, Forns P, González J, López S, Roberts RS, Sevilla S, Vidal B, Vidal L, Vilaseca P..  (2016)  Structure-activity relationships (SAR) and structure-kinetic relationships (SKR) of sulphone-based CRTh2 antagonists.,  113  [PMID:26922232] [10.1016/j.ejmech.2016.02.023]

Source

Source(1):

• Scientific Literature