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

ID: ALA322434

Chembl Id: CHEMBL322434

PubChem CID: 44334084

Max Phase: Preclinical

Molecular Formula: C26H23NO7

Molecular Weight: 461.47

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C26H23NO7/c1-32-17-7-2-14(3-8-17)23-24(26(30)31)22(15-4-10-19-20(12-15)34-13-33-19)18-9-5-16(27-25(18)23)6-11-21(28)29/h2-5,7-10,12,22-24H,6,11,13H2,1H3,(H,28,29)(H,30,31)/t22-,23-,24+/m0/s1

Standard InChI Key:  QZLAMPMKCJHEKL-KMDXXIMOSA-N

Alternative Forms

1. Parent:

   

   ALA322434

   (R)-5-Benzo[1,3]dioxol-5-yl-2-(2-carboxy-ethyl)-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: 461.47

Molecular Weight (Monoisotopic): 461.1475

AlogP: 3.81

#Rotatable Bonds: 7

Polar Surface Area: 115.18

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.85

CX Basic pKa: 4.28

CX LogP: 2.66

CX LogD: -3.20

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.55

Np Likeness Score: 0.30

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