8-Methyl-2-(4-trifluoromethyl-phenyl)-3H-quinazolin-4-one

ID: ALA346886

Chembl Id: CHEMBL346886

PubChem CID: 135456762

Max Phase: Preclinical

Molecular Formula: C16H11F3N2O

Molecular Weight: 304.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cccc2c(O)nc(-c3ccc(C(F)(F)F)cc3)nc12

Standard InChI:  InChI=1S/C16H11F3N2O/c1-9-3-2-4-12-13(9)20-14(21-15(12)22)10-5-7-11(8-6-10)16(17,18)19/h2-8H,1H3,(H,20,21,22)

Standard InChI Key:  GDPZGQDEZJRADO-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA346886

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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: 304.27

Molecular Weight (Monoisotopic): 304.0823

AlogP: 4.33

#Rotatable Bonds: 1

Polar Surface Area: 46.01

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.02

CX Basic pKa: 1.14

CX LogP: 5.51

CX LogD: 5.51

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.73

Np Likeness Score: -1.47

References

1. Griffin RJ, Srinivasan S, Bowman K, Calvert AH, Curtin NJ, Newell DR, Pemberton LC, Golding BT..  (1998)  Resistance-modifying agents. 5. Synthesis and biological properties of quinazolinone inhibitors of the DNA repair enzyme poly(ADP-ribose) polymerase (PARP).,  41  (26): [PMID:9857092] [10.1021/jm980273t]

2. Nathubhai A, Wood PJ, Lloyd MD, Thompson AS, Threadgill MD..  (2013)  Design and Discovery of 2-Arylquinazolin-4-ones as Potent and Selective Inhibitors of Tankyrases.,  4  (12): [PMID:24900625] [10.1021/ml400260b]

3. Mark Wenlock and Nicholas Tomkinson. Experimental in vitro DMPK and physicochemical data on a set of publicly disclosed compounds,  [10.6019/CHEMBL3301361]

4. Nathubhai A, Haikarainen T, Hayward PC, Muñoz-Descalzo S, Thompson AS, Lloyd MD, Lehtiö L, Threadgill MD..  (2016)  Structure-activity relationships of 2-arylquinazolin-4-ones as highly selective and potent inhibitors of the tankyrases.,  118  [PMID:27163581] [10.1016/j.ejmech.2016.04.041]

Source

Source(2):

• Scientific Literature
• AstraZeneca Deposited Data