(S)-3-(3-((R)-2-(4-(5-chloropyridin-3-yl)phenyl)-2-cyclopentylacetamido)-2-methylphenyl)butanoic acid

ID: ALA4439662

Chembl Id: CHEMBL4439662

PubChem CID: 121417168

Max Phase: Preclinical

Molecular Formula: C29H31ClN2O3

Molecular Weight: 491.03

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1c(NC(=O)[C@@H](c2ccc(-c3cncc(Cl)c3)cc2)C2CCCC2)cccc1[C@@H](C)CC(=O)O

Standard InChI:  InChI=1S/C29H31ClN2O3/c1-18(14-27(33)34)25-8-5-9-26(19(25)2)32-29(35)28(21-6-3-4-7-21)22-12-10-20(11-13-22)23-15-24(30)17-31-16-23/h5,8-13,15-18,21,28H,3-4,6-7,14H2,1-2H3,(H,32,35)(H,33,34)/t18-,28+/m0/s1

Standard InChI Key:  ZMPUWAPOGIXWRT-XDBZFTIUSA-N

Alternative Forms

1. Parent:

   

   ALA4439662

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Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 491.03

Molecular Weight (Monoisotopic): 490.2023

AlogP: 7.20

#Rotatable Bonds: 8

Polar Surface Area: 79.29

Molecular Species: ACID

HBA: 3

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.29

CX Basic pKa: 2.89

CX LogP: 6.44

CX LogD: 3.68

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.35

Np Likeness Score: -0.83

References

1. Koppitz M, Bräuer N, Ter Laak A, Irlbacher H, Rotgeri A, Coelho AM, Walter D, Steinmeyer A, Zollner TM, Peters M, Nagel J..  (2019)  Discovery and optimization of pyridyl-cycloalkyl-carboxylic acids as inhibitors of microsomal prostaglandin E synthase-1 for the treatment of endometriosis.,  29  (18): [PMID:31362919] [10.1016/j.bmcl.2019.07.007]

Source

Source(1):

• Scientific Literature