2-(8-Fluoro-2-(thiophene-2-carbonyl)-3,4-dihydro-1Hpyrido[4,3-b]indol-5(2H)-yl)acetic Acid

ID: ALA2386075

Chembl Id: CHEMBL2386075

PubChem CID: 11631813

Max Phase: Preclinical

Molecular Formula: C18H15FN2O3S

Molecular Weight: 358.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)Cn1c2c(c3cc(F)ccc31)CN(C(=O)c1cccs1)CC2

Standard InChI:  InChI=1S/C18H15FN2O3S/c19-11-3-4-14-12(8-11)13-9-20(18(24)16-2-1-7-25-16)6-5-15(13)21(14)10-17(22)23/h1-4,7-8H,5-6,9-10H2,(H,22,23)

Standard InChI Key:  VXAZUHZNPMCSLD-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2386075

   2-[8-fluoro-2-(thiophene-2-carbonyl)-3,4-dihydro-1H-pyrido[4,3-b]indol-5-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: 358.39

Molecular Weight (Monoisotopic): 358.0787

AlogP: 3.13

#Rotatable Bonds: 3

Polar Surface Area: 62.54

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.28

CX Basic pKa: ┄

CX LogP: 2.58

CX LogD: -0.39

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.78

Np Likeness Score: -2.00

References

1. Fretz H, Valdenaire A, Pothier J, Hilpert K, Gnerre C, Peter O, Leroy X, Riederer MA..  (2013)  Identification of 2-(2-(1-naphthoyl)-8-fluoro-3,4-dihydro-1H-pyrido[4,3-b]indol-5(2H)-yl)acetic acid (setipiprant/ACT-129968), a potent, selective, and orally bioavailable chemoattractant receptor-homologous molecule expressed on Th2 cells (CRTH2) antagonist.,  56  (12): [PMID:23721423] [10.1021/jm400122f]

Source

Source(1):

• Scientific Literature