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

ID: ALA102411

Chembl Id: CHEMBL102411

PubChem CID: 44334053

Max Phase: Preclinical

Molecular Formula: C29H23NO5

Molecular Weight: 465.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc([C@@H]2c3nc(-c4ccccc4)ccc3[C@H](c3ccc4c(c3)OCO4)[C@H]2C(=O)O)cc1

Standard InChI:  InChI=1S/C29H23NO5/c1-33-20-10-7-18(8-11-20)26-27(29(31)32)25(19-9-14-23-24(15-19)35-16-34-23)21-12-13-22(30-28(21)26)17-5-3-2-4-6-17/h2-15,25-27H,16H2,1H3,(H,31,32)/t25-,26-,27+/m0/s1

Standard InChI Key:  UIYNSXMUJGBENK-GMQQYTKMSA-N

Alternative Forms

1. Parent:

   

   ALA102411

   (R)-5-Benzo[1,3]dioxol-5-yl-7-(4-methoxy-phenyl)-2-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: 465.51

Molecular Weight (Monoisotopic): 465.1576

AlogP: 5.46

#Rotatable Bonds: 5

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: 4.00

CX Basic pKa: 3.03

CX LogP: 5.03

CX LogD: 2.24

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.42

Np Likeness Score: 0.08

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