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

ID: ALA430695

Chembl Id: CHEMBL430695

PubChem CID: 44334065

Max Phase: Preclinical

Molecular Formula: C26H23NO5

Molecular Weight: 429.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc([C@@H]2c3nc(C4CC4)ccc3[C@H](c3ccc4c(c3)OCO4)[C@H]2C(=O)O)cc1

Standard InChI:  InChI=1S/C26H23NO5/c1-30-17-7-4-15(5-8-17)23-24(26(28)29)22(16-6-11-20-21(12-16)32-13-31-20)18-9-10-19(14-2-3-14)27-25(18)23/h4-12,14,22-24H,2-3,13H2,1H3,(H,28,29)/t22-,23-,24+/m0/s1

Standard InChI Key:  YZQQVZQBQWFHTP-KMDXXIMOSA-N

Alternative Forms

1. Parent:

   

   ALA430695

   (R)-5-Benzo[1,3]dioxol-5-yl-2-but-3-enyl-7-(4-methoxy-phenyl)-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: 429.47

Molecular Weight (Monoisotopic): 429.1576

AlogP: 4.67

#Rotatable Bonds: 5

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: 3.58

CX Basic pKa: 4.29

CX LogP: 3.54

CX LogD: 1.06

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.63

Np Likeness Score: 0.32

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