1-(3,4-Dihydro-3-phenyl-2-(1H-1,2,4-triazol-1-yl)quinazolin-4-yl)-3,3-dimethylbutan-2-one

ID: ALA2289224

PubChem CID: 71540433

Max Phase: Preclinical

Molecular Formula: C22H23N5O

Molecular Weight: 373.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)C(=O)CC1c2ccccc2N=C(n2cncn2)N1c1ccccc1

Standard InChI:  InChI=1S/C22H23N5O/c1-22(2,3)20(28)13-19-17-11-7-8-12-18(17)25-21(26-15-23-14-24-26)27(19)16-9-5-4-6-10-16/h4-12,14-15,19H,13H2,1-3H3

Standard InChI Key:  QVRONIKLCZDDLD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
   16.9973   -3.5089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2678   -3.1237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5688   -3.5640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0905   -5.9821    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.7896   -5.5418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7572   -4.7198    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.0277   -4.3346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3306   -4.7712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6012   -4.3860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9021   -4.8263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9345   -5.6482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6639   -6.0335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3610   -5.5968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4563   -4.2795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4299   -6.8664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2108   -7.1348    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.7085   -6.4769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2354   -5.8017    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.4474   -6.0400    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.1852   -4.6698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8838   -4.2302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8524   -3.4037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1164   -3.0189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4209   -3.4607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2363   -2.2993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9346   -1.8598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5068   -1.9144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2287   -1.4708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
  4 13  1  0
  8 13  2  0
  6 14  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 15 19  1  0
  5 19  1  0
  1  7  1  0
 14 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 14  1  0
  2 25  1  0
 25 26  1  0
 25 27  1  0
 25 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2289224

   3,3-dimethyl-1-[3-phenyl-2-(1,2,4-triazol-1-yl)-4H-quinazolin-4-yl]butan-2-one

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: 373.46

Molecular Weight (Monoisotopic): 373.1903

AlogP: 4.38

#Rotatable Bonds: 3

Polar Surface Area: 63.38

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.07

CX LogP: 4.40

CX LogD: 4.40

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.68

Np Likeness Score: -0.89

References

1. Li WJ, Li Q, Liu DL, Ding MW..  (2013)  Synthesis, fungicidal activity, and sterol 14α-demethylase binding interaction of 2-azolyl-3,4-dihydroquinazolines on Penicillium digitatum.,  61  (7): [PMID:23350742] [10.1021/jf305355u]

Source

Source(1):

• Scientific Literature