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

ID: ALA323561

Chembl Id: CHEMBL323561

PubChem CID: 44334097

Max Phase: Preclinical

Molecular Formula: C26H25NO6

Molecular Weight: 447.49

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C26H25NO6/c1-31-18-8-4-15(5-9-18)23-24(26(29)30)22(16-6-11-20-21(13-16)33-14-32-20)19-10-7-17(3-2-12-28)27-25(19)23/h4-11,13,22-24,28H,2-3,12,14H2,1H3,(H,29,30)/t22-,23-,24+/m0/s1

Standard InChI Key:  JOMWRKGBRATICM-KMDXXIMOSA-N

Alternative Forms

1. Parent:

   

   ALA323561

   (R)-5-Benzo[1,3]dioxol-5-yl-2-(3-hydroxy-propyl)-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: 447.49

Molecular Weight (Monoisotopic): 447.1682

AlogP: 3.72

#Rotatable Bonds: 7

Polar Surface Area: 98.11

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.62

CX Basic pKa: 4.43

CX LogP: 2.35

CX LogD: -0.02

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.57

Np Likeness Score: 0.42

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