4-(Benzyloxy)-2-(3-cyano-1-phenylpropoxy)benzoic acid

ID: ALA3400998

Chembl Id: CHEMBL3400998

PubChem CID: 73669992

Max Phase: Preclinical

Molecular Formula: C24H21NO4

Molecular Weight: 387.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#CCCC(Oc1cc(OCc2ccccc2)ccc1C(=O)O)c1ccccc1

Standard InChI:  InChI=1S/C24H21NO4/c25-15-7-12-22(19-10-5-2-6-11-19)29-23-16-20(13-14-21(23)24(26)27)28-17-18-8-3-1-4-9-18/h1-6,8-11,13-14,16,22H,7,12,17H2,(H,26,27)

Standard InChI Key:  VHKPWZAMTGZDHP-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3400998

   2-(3-Cyano-1-phenylpropoxy)-4-phenylmethoxybenzoic 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: 387.44

Molecular Weight (Monoisotopic): 387.1471

AlogP: 5.39

#Rotatable Bonds: 9

Polar Surface Area: 79.55

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.99

CX Basic pKa: ┄

CX LogP: 4.89

CX LogD: 1.72

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.53

Np Likeness Score: -0.39

References

1. Cai J, Liu L, Hong KH, Wang P, Li L, Cao M, Sun C, Wu X, Zong X, Chen J, Ji M..  (2015)  Discovery of phenoxybutanoic acid derivatives as potent endothelin antagonists with antihypertensive activity.,  23  (4): [PMID:25614116] [10.1016/j.bmc.2015.01.003]

Source

Source(1):

• Scientific Literature