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

ID: ALA123798

Chembl Id: CHEMBL123798

PubChem CID: 135513721

Max Phase: Preclinical

Molecular Formula: C16H11F3N2O2

Molecular Weight: 320.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cccc2c(O)nc(-c3ccc(C(F)(F)F)cc3)nc12

Standard InChI:  InChI=1S/C16H11F3N2O2/c1-23-12-4-2-3-11-13(12)20-14(21-15(11)22)9-5-7-10(8-6-9)16(17,18)19/h2-8H,1H3,(H,20,21,22)

Standard InChI Key:  PFWLEODBNCMHGH-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA123798

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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: 320.27

Molecular Weight (Monoisotopic): 320.0773

AlogP: 4.03

#Rotatable Bonds: 2

Polar Surface Area: 55.24

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.98

CX Basic pKa: 0.15

CX LogP: 4.82

CX LogD: 4.82

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.77

Np Likeness Score: -1.21

References

1. Costantino G, Macchiarulo A, Camaioni E, Pellicciari R..  (2001)  Modeling of poly(ADP-ribose)polymerase (PARP) inhibitors. Docking of ligands and quantitative structure-activity relationship analysis.,  44  (23): [PMID:11689065] [10.1021/jm010116l]

2. 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]

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