4-Biphenyl-4-yl-2,4-dioxo-butyric acid

ID: ALA274003

Chembl Id: CHEMBL274003

Cas Number: 85763-16-2

PubChem CID: 55396

Max Phase: Preclinical

Molecular Formula: C16H12O4

Molecular Weight: 268.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)C(=O)CC(=O)c1ccc(-c2ccccc2)cc1

Standard InChI:  InChI=1S/C16H12O4/c17-14(10-15(18)16(19)20)13-8-6-12(7-9-13)11-4-2-1-3-5-11/h1-9H,10H2,(H,19,20)

Standard InChI Key:  OCTADEKBEAHCGJ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA274003

   (1,1'-BIPHENYL)-4-BUTANOIC ACID, alpha,gamma-DIOXO-

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: 268.27

Molecular Weight (Monoisotopic): 268.0736

AlogP: 2.58

#Rotatable Bonds: 5

Polar Surface Area: 71.44

Molecular Species: ACID

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.00

CX Basic pKa: ┄

CX LogP: 3.36

CX LogD: -0.12

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.51

Np Likeness Score: -0.04

References

1. Williams HW, Eichler E, Randall WC, Rooney CS, Cragoe EJ, Streeter KB, Schwam H, Michelson SR, Patchett AA, Taub D..  (1983)  Inhibitors of glycolic acid oxidase. 4-substituted 2,4-dioxobutanoic acid derivatives.,  26  (8): [PMID:6348285] [10.1021/jm00362a020]

2. Tumey LN, Huck B, Gleason E, Wang J, Silver D, Brunden K, Boozer S, Rundlett S, Sherf B, Murphy S, Bailey A, Dent T, Leventhal C, Harrington J, Bennani YL..  (2004)  The identification and optimization of 2,4-diketobutyric acids as flap endonuclease 1 inhibitors.,  14  (19): [PMID:15341951] [10.1016/j.bmcl.2004.07.028]

Source

Source(1):

• Scientific Literature