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

ID: ALA320208

Chembl Id: CHEMBL320208

PubChem CID: 44334129

Max Phase: Preclinical

Molecular Formula: C28H29NO5

Molecular Weight: 459.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCc1ccc2c(n1)[C@@H](c1ccc(OC)cc1)[C@H](C(=O)O)[C@H]2c1ccc2c(c1)OCO2

Standard InChI:  InChI=1S/C28H29NO5/c1-3-4-5-6-19-10-13-21-24(18-9-14-22-23(15-18)34-16-33-22)26(28(30)31)25(27(21)29-19)17-7-11-20(32-2)12-8-17/h7-15,24-26H,3-6,16H2,1-2H3,(H,30,31)/t24-,25-,26+/m0/s1

Standard InChI Key:  FHOLSLVTQPRBKJ-KKUQBAQOSA-N

Alternative Forms

1. Parent:

   

   ALA320208

   5-Benzo[1,3]dioxol-5-yl-7-(4-methoxy-phenyl)-2-pentyl-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: 459.54

Molecular Weight (Monoisotopic): 459.2046

AlogP: 5.53

#Rotatable Bonds: 8

Polar Surface Area: 77.88

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.65

CX Basic pKa: 4.46

CX LogP: 4.68

CX LogD: 2.32

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.45

Np Likeness Score: 0.34

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