6,8-Dimethyl-2-((pyrimidin-2-ylthio)methyl)quinazolin-4(3H)-one

ID: ALA5198711

PubChem CID: 168287766

Max Phase: Preclinical

Molecular Formula: C15H14N4OS

Molecular Weight: 298.37

Names and Identifiers

Canonical SMILES:  Cc1cc(C)c2nc(CSc3ncccn3)[nH]c(=O)c2c1

Standard InChI:  InChI=1S/C15H14N4OS/c1-9-6-10(2)13-11(7-9)14(20)19-12(18-13)8-21-15-16-4-3-5-17-15/h3-7H,8H2,1-2H3,(H,18,19,20)

Standard InChI Key:  JNLILESBBKKTIC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   -2.8559    0.6180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1413    1.0303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4295    0.6184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4295   -0.2066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1395   -0.6184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8559   -0.2103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7148    1.0310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0002    0.6184    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0002   -0.2067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7148   -0.6193    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7144   -0.6193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4290   -0.2067    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.1436   -0.6193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7148    1.8562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1395   -1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8584   -0.2068    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5706   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5706   -1.4443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8603   -1.8562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1436   -1.4480    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5706    1.0307    0.0000 C   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
  1 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5198711

   ---

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: 298.37

Molecular Weight (Monoisotopic): 298.0888

AlogP: 2.62

#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: 9.74

CX Basic pKa: 5.37

CX LogP: 2.55

CX LogD: 2.57

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.59

Np Likeness Score: -1.88

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. Thorsell, Ann-Gerd and 8 more authors.  2017-02-23  Structural Basis for Potency and Promiscuity in Poly(ADP-ribose) Polymerase (PARP) and Tankyrase Inhibitors.  [PMID:28001384]

Source

Source(1):

• Scientific Literature