4-(4-Phenoxy-benzoyl)-benzoic acid

ID: ALA36392

Chembl Id: CHEMBL36392

PubChem CID: 10087225

Max Phase: Preclinical

Molecular Formula: C20H14O4

Molecular Weight: 318.33

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 4-(4-Phenoxybenzoyl)Benzoic Acid | 4-(4-phenoxybenzoyl)benzoic Acid|CHEMBL36392|SCHEMBL7822422|4-(4-Phenoxy-benzoyl)-benzoic acid|BDBM50180894|PD181795

Canonical SMILES:  O=C(O)c1ccc(C(=O)c2ccc(Oc3ccccc3)cc2)cc1

Standard InChI:  InChI=1S/C20H14O4/c21-19(14-6-8-16(9-7-14)20(22)23)15-10-12-18(13-11-15)24-17-4-2-1-3-5-17/h1-13H,(H,22,23)

Standard InChI Key:  SQQFOBWKPOREAO-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA36392

   4-(4-phenoxybenzoyl)benzoic 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: 318.33

Molecular Weight (Monoisotopic): 318.0892

AlogP: 4.41

#Rotatable Bonds: 5

Polar Surface Area: 63.60

Molecular Species: ACID

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.76

CX Basic pKa: ┄

CX LogP: 4.59

CX LogD: 1.31

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.71

Np Likeness Score: -0.29

References

1. Holt DA, Yamashita DS, Konialian-Beck AL, Luengo JI, Abell AD, Bergsma DJ, Brandt M, Levy MA..  (1995)  Benzophenone- and indolecarboxylic acids: potent type-2 specific inhibitors of human steroid 5 alpha-reductase.,  38  (1): [PMID:7837223] [10.1021/jm00001a004]

2. Salem OI, Frotscher M, Scherer C, Neugebauer A, Biemel K, Streiber M, Maas R, Hartmann RW..  (2006)  Novel 5alpha-reductase inhibitors: synthesis, structure-activity studies, and pharmacokinetic profile of phenoxybenzoylphenyl acetic acids.,  49  (2): [PMID:16420060] [10.1021/jm050728w]

Source

Source(1):

• Scientific Literature