(R)-5-Benzo[1,3]dioxol-5-yl-7-(4-methoxy-phenyl)-2-pyrrolidin-1-yl-6,7-dihydro-5H-[1]pyrindine-6-carboxylic acid

ID: ALA102173

Chembl Id: CHEMBL102173

PubChem CID: 44334130

Max Phase: Preclinical

Molecular Formula: C27H26N2O5

Molecular Weight: 458.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc([C@@H]2c3nc(N4CCCC4)ccc3[C@H](c3ccc4c(c3)OCO4)[C@H]2C(=O)O)cc1

Standard InChI:  InChI=1S/C27H26N2O5/c1-32-18-7-4-16(5-8-18)24-25(27(30)31)23(17-6-10-20-21(14-17)34-15-33-20)19-9-11-22(28-26(19)24)29-12-2-3-13-29/h4-11,14,23-25H,2-3,12-13,15H2,1H3,(H,30,31)/t23-,24-,25+/m0/s1

Standard InChI Key:  HAIMYEQNXQUSSG-CCDWMCETSA-N

Alternative Forms

1. Parent:

   

   ALA102173

   (R)-5-Benzo[1,3]dioxol-5-yl-7-(4-methoxy-phenyl)-2-pyrrolidin-1-yl-6,7-dihydro-5H-[1]pyrindine-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: 458.51

Molecular Weight (Monoisotopic): 458.1842

AlogP: 4.40

#Rotatable Bonds: 5

Polar Surface Area: 81.12

Molecular Species: ACID

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.81

CX Basic pKa: 6.19

CX LogP: 2.57

CX LogD: 1.49

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.61

Np Likeness Score: -0.19

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