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

ID: ALA103090

Chembl Id: CHEMBL103090

PubChem CID: 44334145

Max Phase: Preclinical

Molecular Formula: C27H28N2O5

Molecular Weight: 460.53

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C27H28N2O5/c1-15(2)29(3)22-12-10-19-23(17-7-11-20-21(13-17)34-14-33-20)25(27(30)31)24(26(19)28-22)16-5-8-18(32-4)9-6-16/h5-13,15,23-25H,14H2,1-4H3,(H,30,31)/t23-,24-,25+/m0/s1

Standard InChI Key:  OYGNCRBWGRCEDM-CCDWMCETSA-N

Alternative Forms

1. Parent:

   

   ALA103090

   (R)-5-Benzo[1,3]dioxol-5-yl-2-(isopropyl-methyl-amino)-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: 460.53

Molecular Weight (Monoisotopic): 460.1998

AlogP: 4.64

#Rotatable Bonds: 6

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: 2.87

CX Basic pKa: 6.19

CX LogP: 2.94

CX LogD: 1.88

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.57

Np Likeness Score: -0.01

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