8-Methyl-2-((pyrimidin-2-ylthio)methyl)quinazolin-4(3H)-one

ID: ALA5187963

PubChem CID: 135566723

Max Phase: Preclinical

Molecular Formula: C14H12N4OS

Molecular Weight: 284.34

Names and Identifiers

Canonical SMILES:  Cc1cccc2c(=O)[nH]c(CSc3ncccn3)nc12

Standard InChI:  InChI=1S/C14H12N4OS/c1-9-4-2-5-10-12(9)17-11(18-13(10)19)8-20-14-15-6-3-7-16-14/h2-7H,8H2,1H3,(H,17,18,19)

Standard InChI Key:  ANAUZAZPUGQDNM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   -3.2132    0.6181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4986    1.0304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7868    0.6184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7868   -0.2066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4969   -0.6184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2132   -0.2103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0721    1.0310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3575    0.6184    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3575   -0.2067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0721   -0.6193    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3570   -0.6193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717   -0.2067    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.7864   -0.6193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0721    1.8562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4969   -1.4436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5011   -0.2068    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2132   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2132   -1.4443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5030   -1.8562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7864   -1.4480    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  1  6  1  0
  6  5  2  0
  3  7  1  0
  8  7  1  0
  9  8  1  0
 10  9  2  0
  4 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
  7 14  2  0
  5 15  1  0
 16 13  2  0
 17 16  1  0
 18 17  2  0
 19 18  1  0
 20 19  2  0
 13 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5187963

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 284.34

Molecular Weight (Monoisotopic): 284.0732

AlogP: 2.31

#Rotatable Bonds: 3

Polar Surface Area: 71.53

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.73

CX Basic pKa: 4.90

CX LogP: 2.03

CX LogD: 2.04

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.59

Np Likeness Score: -1.91

References

1. Kirby IT, Person A, Cohen M..  (2021)  Rational design of selective inhibitors of PARP4.,  12  (11.0): [PMID:34825190] [10.1039/D1MD00195G]

2. Nizi MG, Maksimainen MM, Lehtiö L, Tabarrini O..  (2022)  Medicinal Chemistry Perspective on Targeting Mono-ADP-Ribosylating PARPs with Small Molecules.,  65  (11.0): [PMID:35608571] [10.1021/acs.jmedchem.2c00281]

Source

Source(1):

• Scientific Literature