2,2-Dimethyl-7-(2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-1-yl)-1-[(1R)-1-phenylethyl]-2,3-dihydroquinazolin-4(1H)-one

ID: ALA3798011

PubChem CID: 91933875

Product Number: P612855, Order Now?

Max Phase: Preclinical

Molecular Formula: C24H23N5O2

Molecular Weight: 413.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@H](c1ccccc1)N1c2cc(-n3c(=O)[nH]c4ncccc43)ccc2C(=O)NC1(C)C

Standard InChI:  InChI=1S/C24H23N5O2/c1-15(16-8-5-4-6-9-16)29-20-14-17(11-12-18(20)22(30)27-24(29,2)3)28-19-10-7-13-25-21(19)26-23(28)31/h4-15H,1-3H3,(H,27,30)(H,25,26,31)/t15-/m1/s1

Standard InChI Key:  WNYKGJHEQVIFGL-OAHLLOKOSA-N

Molfile:  

     RDKit          2D

 31 35  0  0  0  0  0  0  0  0999 V2000
   -1.2964    1.4973    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6111    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6111   -0.7486    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964   -1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964   -1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964    1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2928   -2.6973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2856    2.9981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2418    3.5902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5793    3.7588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8854    3.0210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1774    3.7830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1635    5.2829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8575    6.0208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5655    5.2588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4918    3.2828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0290    2.9741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0125    4.0825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4907    5.5251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9535    5.8337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9738    4.7074    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2169    0.8769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2314    1.9854    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8926    1.4990    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4497   -0.3003    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5795    1.9482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6380    0.1277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  1 10  1  0
  5 10  2  0
  4 11  2  0
 12 13  1  1
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 14 19  2  0
 12 14  1  0
  1 12  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 20 25  2  0
 26 27  1  0
 26 28  1  0
 20 27  1  0
 21 28  1  0
 26 29  2  0
  8 28  1  0
  2 30  1  0
  2 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3798011

   PKCθ inhibitor 14

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: 413.48

Molecular Weight (Monoisotopic): 413.1852

AlogP: 3.76

#Rotatable Bonds: 3

Polar Surface Area: 83.02

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.58

CX Basic pKa: 3.04

CX LogP: 3.96

CX LogD: 3.96

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.54

Np Likeness Score: -0.58

References

1. Katoh T, Takai T, Yukawa T, Tsukamoto T, Watanabe E, Mototani H, Arita T, Hayashi H, Nakagawa H, Klein MG, Zou H, Sang BC, Snell G, Nakada Y..  (2016)  Discovery and optimization of 1,7-disubstituted-2,2-dimethyl-2,3-dihydroquinazolin-4(1H)-ones as potent and selective PKCθ inhibitors.,  24  (11): [PMID:27117263] [10.1016/j.bmc.2016.04.008]

Source

Source(1):

• Scientific Literature