(3S)-3-(3-(2-cyclopentyl-2-(4-(5-isobutylpyridin-3-yl)phenyl)acetamido)-2-methylphenyl)pentanoic acid

ID: ALA4459950

Chembl Id: CHEMBL4459950

PubChem CID: 155527581

Max Phase: Preclinical

Molecular Formula: C34H42N2O3

Molecular Weight: 526.72

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC[C@@H](CC(=O)O)c1cccc(NC(=O)C(c2ccc(-c3cncc(CC(C)C)c3)cc2)C2CCCC2)c1C

Standard InChI:  InChI=1S/C34H42N2O3/c1-5-25(19-32(37)38)30-11-8-12-31(23(30)4)36-34(39)33(27-9-6-7-10-27)28-15-13-26(14-16-28)29-18-24(17-22(2)3)20-35-21-29/h8,11-16,18,20-22,25,27,33H,5-7,9-10,17,19H2,1-4H3,(H,36,39)(H,37,38)/t25-,33?/m0/s1

Standard InChI Key:  OYYPUWHVMWNOPI-CPMFFWQLSA-N

Alternative Forms

1. Parent:

   

   ALA4459950

   ---

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: 526.72

Molecular Weight (Monoisotopic): 526.3195

AlogP: 8.14

#Rotatable Bonds: 11

Polar Surface Area: 79.29

Molecular Species: ACID

HBA: 3

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 4.27

CX Basic pKa: 5.22

CX LogP: 7.25

CX LogD: 5.37

Aromatic Rings: 3

Heavy Atoms: 39

QED Weighted: 0.26

Np Likeness Score: -0.52

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