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

ID: ALA320631

Chembl Id: CHEMBL320631

PubChem CID: 44333887

Max Phase: Preclinical

Molecular Formula: C26H26N2O5

Molecular Weight: 446.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCNCc1ccc2c(n1)[C@@H](c1ccc(OC)cc1)[C@H](C(=O)O)[C@H]2c1ccc2c(c1)OCO2

Standard InChI:  InChI=1S/C26H26N2O5/c1-3-27-13-17-7-10-19-22(16-6-11-20-21(12-16)33-14-32-20)24(26(29)30)23(25(19)28-17)15-4-8-18(31-2)9-5-15/h4-12,22-24,27H,3,13-14H2,1-2H3,(H,29,30)/t22-,23-,24+/m0/s1

Standard InChI Key:  VTCDHOQFPYTIFV-KMDXXIMOSA-N

Alternative Forms

1. Parent:

   

   ALA320631

   (R)-5-Benzo[1,3]dioxol-5-yl-2-ethylaminomethyl-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: 446.50

Molecular Weight (Monoisotopic): 446.1842

AlogP: 3.91

#Rotatable Bonds: 7

Polar Surface Area: 89.91

Molecular Species: ZWITTERION

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.42

CX Basic pKa: 8.59

CX LogP: 0.95

CX LogD: 0.92

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.57

Np Likeness Score: 0.13

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