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

ID: ALA2289221

PubChem CID: 71540318

Max Phase: Preclinical

Molecular Formula: C19H16ClN5O

Molecular Weight: 365.82

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)CC1c2ccccc2N=C(n2cncn2)N1c1ccc(Cl)cc1

Standard InChI:  InChI=1S/C19H16ClN5O/c1-13(26)10-18-16-4-2-3-5-17(16)23-19(24-12-21-11-22-24)25(18)15-8-6-14(20)7-9-15/h2-9,11-12,18H,10H2,1H3

Standard InChI Key:  VLWAWFHZQYVYOF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
    5.4541  -24.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7315  -24.3329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0390  -24.7691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7013  -23.5151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5464  -27.1644    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2389  -26.7282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2068  -25.9140    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4842  -25.5324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7937  -25.9649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0711  -25.5833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3786  -26.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4107  -26.8337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1333  -27.2153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8238  -26.7827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8993  -25.4778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8732  -28.0403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6467  -28.3062    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1397  -27.6545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6711  -26.9857    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8905  -27.2217    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6213  -25.8645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3133  -25.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2822  -24.6103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5532  -24.2291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8642  -24.6668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9730  -24.1739    0.0000 Cl  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
 23 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2289221

   1-[3-(4-chlorophenyl)-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: 365.82

Molecular Weight (Monoisotopic): 365.1043

AlogP: 4.01

#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: 4.60

CX LogP: 3.20

CX LogD: 3.20

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.70

Np Likeness Score: -0.90

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