ID: ALA177529

Max Phase: Preclinical

Molecular Formula: C8H6O5

Molecular Weight: 182.13

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C(O)C(=O)CC(=O)c1ccco1

Standard InChI:  InChI=1S/C8H6O5/c9-5(4-6(10)8(11)12)7-2-1-3-13-7/h1-3H,4H2,(H,11,12)

Standard InChI Key:  DQHQTWRAARLYCW-UHFFFAOYSA-N

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

Properties

Molecular Weight: 182.13

Molecular Weight (Monoisotopic): 182.0215

AlogP: 0.51

#Rotatable Bonds: 4

Polar Surface Area: 84.58

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 2.02

CX Basic pKa:

CX LogP: 0.77

CX LogD: -2.80

Aromatic Rings: 1

Heavy Atoms: 13

QED Weighted: 0.42

Np Likeness Score: -0.21

References

1. Summa V, Petrocchi A, Pace P, Matassa VG, De Francesco R, Altamura S, Tomei L, Koch U, Neuner P..  (2004)  Discovery of alpha,gamma-diketo acids as potent selective and reversible inhibitors of hepatitis C virus NS5b RNA-dependent RNA polymerase.,  47  (1): [PMID:14695815] [10.1021/jm0342109]

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