2-(3-(4-(4-fluorophenyl)-5,6-dihydropyridin-1(2H)-yl)propyl)-8-methylquinazolin-4(3H)-one

ID: ALA401843

Chembl Id: CHEMBL401843

PubChem CID: 135460986

Max Phase: Preclinical

Molecular Formula: C23H24FN3O

Molecular Weight: 377.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cccc2c(=O)[nH]c(CCCN3CC=C(c4ccc(F)cc4)CC3)nc12

Standard InChI:  InChI=1S/C23H24FN3O/c1-16-4-2-5-20-22(16)25-21(26-23(20)28)6-3-13-27-14-11-18(12-15-27)17-7-9-19(24)10-8-17/h2,4-5,7-11H,3,6,12-15H2,1H3,(H,25,26,28)

Standard InChI Key:  LOFDUAJQRUYHBR-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA401843

   ---

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: 377.46

Molecular Weight (Monoisotopic): 377.1903

AlogP: 4.09

#Rotatable Bonds: 5

Polar Surface Area: 48.99

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.98

CX Basic pKa: 8.79

CX LogP: 3.81

CX LogD: 2.62

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.73

Np Likeness Score: -1.33

References

1. Hattori K, Kido Y, Yamamoto H, Ishida J, Iwashita A, Mihara K..  (2007)  Rational design of conformationally restricted quinazolinone inhibitors of poly(ADP-ribose)polymerase.,  17  (20): [PMID:17804225] [10.1016/j.bmcl.2007.07.091]

2. Zhang WT, Ruan JL, Wu PF, Jiang FC, Zhang LN, Fang W, Chen XL, Wang Y, Cao BS, Chen GY, Zhu YJ, Gu J, Chen JG..  (2009)  Design, synthesis, and cytoprotective effect of 2-aminothiazole analogues as potent poly(ADP-ribose) polymerase-1 inhibitors.,  52  (3): [PMID:19125579] [10.1021/jm800902t]

3. Wang YQ, Wang PY, Wang YT, Yang GF, Zhang A, Miao ZH..  (2016)  An Update on Poly(ADP-ribose)polymerase-1 (PARP-1) Inhibitors: Opportunities and Challenges in Cancer Therapy.,  59  (21): [PMID:27416328] [10.1021/acs.jmedchem.6b00055]

Source

Source(1):

• Scientific Literature