2-(5-fluoro-2-methyl-3-(2-(phenylsulfonyl)benzyl)-1H-indol-1-yl)acetic acid

ID: ALA2385124

Chembl Id: CHEMBL2385124

PubChem CID: 23725171

Max Phase: Preclinical

Molecular Formula: C24H20FNO4S

Molecular Weight: 437.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1c(Cc2ccccc2S(=O)(=O)c2ccccc2)c2cc(F)ccc2n1CC(=O)O

Standard InChI:  InChI=1S/C24H20FNO4S/c1-16-20(21-14-18(25)11-12-22(21)26(16)15-24(27)28)13-17-7-5-6-10-23(17)31(29,30)19-8-3-2-4-9-19/h2-12,14H,13,15H2,1H3,(H,27,28)

Standard InChI Key:  GHYFLKZMAHTBNE-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2385124

   [3-(2-Benzenesulfonylbenzyl)-5-fluoro-2-methylindol-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: 437.49

Molecular Weight (Monoisotopic): 437.1097

AlogP: 4.60

#Rotatable Bonds: 6

Polar Surface Area: 76.37

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.55

CX Basic pKa: ┄

CX LogP: 5.16

CX LogD: 1.80

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.48

Np Likeness Score: -1.23

References

1. Andrés M, Bravo M, Buil MA, Calbet M, Castro J, Domènech T, Eichhorn P, Ferrer M, Gómez E, Lehner MD, Moreno I, Roberts RS, Sevilla S..  (2013)  2-(1H-Pyrazol-4-yl)acetic acids as CRTh2 antagonists.,  23  (11): [PMID:23601708] [10.1016/j.bmcl.2013.03.093]

2. 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]

3. 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