1-(6-Chloro-3,4-dihydro-3-isopropyl-2-(1H-1,2,4-triazol-1-yl)-quinazolin-4-yl)propan-2-one

ID: ALA2289218

PubChem CID: 71540315

Max Phase: Preclinical

Molecular Formula: C16H18ClN5O

Molecular Weight: 331.81

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)CC1c2cc(Cl)ccc2N=C(n2cncn2)N1C(C)C

Standard InChI:  InChI=1S/C16H18ClN5O/c1-10(2)22-15(6-11(3)23)13-7-12(17)4-5-14(13)20-16(22)21-9-18-8-19-21/h4-5,7-10,15H,6H2,1-3H3

Standard InChI Key:  RPGHLTVXWVYGMA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   16.2055  -10.0959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4829   -9.7143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7904  -10.1505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4528   -8.8964    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2979  -12.5457    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.9903  -12.1096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9583  -11.2954    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.2357  -10.9137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5451  -11.3463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8225  -10.9646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1301  -11.4008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1621  -12.2150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8847  -12.5967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5753  -12.1641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6246  -13.4217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3981  -13.6875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.8912  -13.0359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4225  -12.3671    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.6419  -12.6030    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.4070  -11.0201    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   17.6497  -10.8598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3726  -11.2408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6182  -10.0432    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
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 15 19  1  0
  6 19  1  0
  1  8  1  0
 11 20  1  0
  7 21  1  0
 21 22  1  0
 21 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2289218

   1-[6-chloro-3-propan-2-yl-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: 331.81

Molecular Weight (Monoisotopic): 331.1200

AlogP: 3.21

#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: 6.31

CX LogP: 2.16

CX LogD: 2.13

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.87

Np Likeness Score: -1.07

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