3-[2-benzyloxy-5-(4-isobutoxybenzoyl)phenyl]propionic acid

ID: ALA200031

Chembl Id: CHEMBL200031

PubChem CID: 11495735

Max Phase: Preclinical

Molecular Formula: C27H28O5

Molecular Weight: 432.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)COc1ccc(C(=O)c2ccc(OCc3ccccc3)c(CCC(=O)O)c2)cc1

Standard InChI:  InChI=1S/C27H28O5/c1-19(2)17-31-24-12-8-21(9-13-24)27(30)23-10-14-25(22(16-23)11-15-26(28)29)32-18-20-6-4-3-5-7-20/h3-10,12-14,16,19H,11,15,17-18H2,1-2H3,(H,28,29)

Standard InChI Key:  NJXNIHHAPNCPSO-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA200031

   3-[2-Benzyloxy-5-(4-isobutoxybenzoyl)phenyl]propionic 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: 432.52

Molecular Weight (Monoisotopic): 432.1937

AlogP: 5.55

#Rotatable Bonds: 11

Polar Surface Area: 72.83

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.73

CX Basic pKa: ┄

CX LogP: 6.17

CX LogD: 2.87

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.40

Np Likeness Score: -0.32

References

1. Tsuchida K, Chaki H, Takakura T, Kotsubo H, Tanaka T, Aikawa Y, Shiozawa S, Hirono S..  (2006)  Discovery of nonpeptidic small-molecule AP-1 inhibitors: lead hopping based on a three-dimensional pharmacophore model.,  49  (1): [PMID:16392794] [10.1021/jm050550d]

Source

Source(1):

• Scientific Literature