(5S,7R)-5-(1,3-benzodioxol-5-yl)-7-(4-methoxyphenyl)-6,7-dihydro-5H-cyclopenta[b]pyridine-6-carboxylic acid

ID: ALA102825

Chembl Id: CHEMBL102825

PubChem CID: 9821701

Max Phase: Preclinical

Molecular Formula: C23H19NO5

Molecular Weight: 389.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc([C@@H]2c3ncccc3[C@H](c3ccc4c(c3)OCO4)[C@H]2C(=O)O)cc1

Standard InChI:  InChI=1S/C23H19NO5/c1-27-15-7-4-13(5-8-15)20-21(23(25)26)19(16-3-2-10-24-22(16)20)14-6-9-17-18(11-14)29-12-28-17/h2-11,19-21H,12H2,1H3,(H,25,26)/t19-,20-,21+/m0/s1

Standard InChI Key:  AIJJGHXRGHAKEG-PCCBWWKXSA-N

Alternative Forms

1. Parent:

   

   ALA102825

   (5S,7R)-5-(1,3-benzodioxol-5-yl)-7-(4-methoxyphenyl)-6,7-dihydro-5H-cyclopenta[b]pyridine-6-carboxylic 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: 389.41

Molecular Weight (Monoisotopic): 389.1263

AlogP: 3.80

#Rotatable Bonds: 4

Polar Surface Area: 77.88

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.42

CX Basic pKa: 4.07

CX LogP: 2.70

CX LogD: 0.10

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.73

Np Likeness Score: 0.25

References

1. Niiyama K, Takahashi H, Nagase T, Kojima H, Amano Y, Katsuki K, Yamakawa T, Ozaki S, Ihara M, Yano M, Fukuroda T, Nishikibe M, Ishikawa K..  (2002)  Structure-Activity relationships of 2-substituted 5,7-Diarylcyclopenteno[1,2-b]pyridine-6-carboxylic acids as a novel class of endothelin receptor antagonists.,  12  (21): [PMID:12372497] [10.1016/s0960-894x(02)00663-7]

Source

Source(1):

• Scientific Literature