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

ID: ALA102773

Chembl Id: CHEMBL102773

PubChem CID: 44333578

Max Phase: Preclinical

Molecular Formula: C25H23NO5

Molecular Weight: 417.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCc1ccc2c(n1)[C@@H](c1ccc(OC)cc1)[C@H](C(=O)O)[C@H]2c1ccc2c(c1)OCO2

Standard InChI:  InChI=1S/C25H23NO5/c1-3-16-7-10-18-21(15-6-11-19-20(12-15)31-13-30-19)23(25(27)28)22(24(18)26-16)14-4-8-17(29-2)9-5-14/h4-12,21-23H,3,13H2,1-2H3,(H,27,28)/t21-,22-,23+/m0/s1

Standard InChI Key:  XIIITWQEAPOZLF-RJGXRXQPSA-N

Alternative Forms

1. Parent:

   

   ALA102773

   5-Benzo[1,3]dioxol-5-yl-2-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: 417.46

Molecular Weight (Monoisotopic): 417.1576

AlogP: 4.36

#Rotatable Bonds: 5

Polar Surface Area: 77.88

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.66

CX Basic pKa: 4.49

CX LogP: 3.33

CX LogD: 0.99

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.66

Np Likeness Score: 0.21

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