1-(3,4-Dihydro-3-m-tolyl-2-(1H-1,2,4-triazol-1-yl)quinazolin-4-yl)propan-2-one

ID: ALA2289220

PubChem CID: 71540317

Max Phase: Preclinical

Molecular Formula: C20H19N5O

Molecular Weight: 345.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)CC1c2ccccc2N=C(n2cncn2)N1c1cccc(C)c1

Standard InChI:  InChI=1S/C20H19N5O/c1-14-6-5-7-16(10-14)25-19(11-15(2)26)17-8-3-4-9-18(17)23-20(25)24-13-21-12-22-24/h3-10,12-13,19H,11H2,1-2H3

Standard InChI Key:  MWGXAQNORNQJLH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
   15.8960  -16.8398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1734  -16.4582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4809  -16.8943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1432  -15.6403    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9883  -19.2896    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.6808  -18.8534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6487  -18.0393    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.9261  -17.6576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2356  -18.0902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5130  -17.7085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8205  -18.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8526  -18.9589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5752  -19.3405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2657  -18.9080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3412  -17.6031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3151  -20.1656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0886  -20.4314    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.5816  -19.7797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1130  -19.1110    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.3324  -19.3469    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.0632  -17.9898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7552  -17.5543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7241  -16.7356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9951  -16.3544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3061  -16.7921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9607  -15.5379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
  5 14  1  0
  9 14  2  0
  7 15  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 16 20  1  0
  6 20  1  0
  1  8  1  0
 15 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 15  1  0
 24 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2289220

   1-[3-(3-methylphenyl)-2-(1,2,4-triazol-1-yl)-4H-quinazolin-4-yl]propan-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: 345.41

Molecular Weight (Monoisotopic): 345.1590

AlogP: 3.66

#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: 5.05

CX LogP: 3.11

CX LogD: 3.11

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.73

Np Likeness Score: -0.95

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