3-[1-(4-Fluorophenyl)-3-(2-phenylethyl)-1H-indol-5-yl]propanoic Acid

ID: ALA3327095

Chembl Id: CHEMBL3327095

PubChem CID: 59317915

Max Phase: Preclinical

Molecular Formula: C25H22FNO2

Molecular Weight: 387.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)CCc1ccc2c(c1)c(CCc1ccccc1)cn2-c1ccc(F)cc1

Standard InChI:  InChI=1S/C25H22FNO2/c26-21-10-12-22(13-11-21)27-17-20(9-6-18-4-2-1-3-5-18)23-16-19(7-14-24(23)27)8-15-25(28)29/h1-5,7,10-14,16-17H,6,8-9,15H2,(H,28,29)

Standard InChI Key:  OFJSECVXURTWIF-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3327095

   3-[1-(4-Fluorophenyl)-3-(2-phenylethyl)indol-5-yl]propanoic 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: 387.45

Molecular Weight (Monoisotopic): 387.1635

AlogP: 5.57

#Rotatable Bonds: 7

Polar Surface Area: 42.23

Molecular Species: ACID

HBA: 2

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.59

CX Basic pKa:

CX LogP: 6.72

CX LogD: 3.98

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.45

Np Likeness Score: -0.58

References

1. Tomoo T, Nakatsuka T, Katayama T, Hayashi Y, Fujieda Y, Terakawa M, Nagahira K..  (2014)  Design, synthesis, and biological evaluation of 3-(1-Aryl-1H-indol-5-yl)propanoic acids as new indole-based cytosolic phospholipase A2α inhibitors.,  57  (17): [PMID:25102418] [10.1021/jm500494y]

Source

Source(1):

• Scientific Literature