4-[4-(benzylamino)benzoyl]benzoic acid

ID: ALA381789

Chembl Id: CHEMBL381789

PubChem CID: 11602388

Max Phase: Preclinical

Molecular Formula: C21H17NO3

Molecular Weight: 331.37

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 4-[4-(Benzylamino)Benzoyl]Benzoic Acid | 4-[4-(benzylamino)benzoyl]benzoic Acid|CHEMBL381789|PD182004

Canonical SMILES:  O=C(O)c1ccc(C(=O)c2ccc(NCc3ccccc3)cc2)cc1

Standard InChI:  InChI=1S/C21H17NO3/c23-20(16-6-8-18(9-7-16)21(24)25)17-10-12-19(13-11-17)22-14-15-4-2-1-3-5-15/h1-13,22H,14H2,(H,24,25)

Standard InChI Key:  HTOJJEGICHZIJA-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA381789

   4-[4-(benzylamino)benzoyl]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: 331.37

Molecular Weight (Monoisotopic): 331.1208

AlogP: 4.23

#Rotatable Bonds: 6

Polar Surface Area: 66.40

Molecular Species: ACID

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.80

CX Basic pKa: 2.71

CX LogP: 4.02

CX LogD: 1.01

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.66

Np Likeness Score: -0.60

References

1. 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