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

ID: ALA2289215

PubChem CID: 71540196

Max Phase: Preclinical

Molecular Formula: C19H16ClN5O

Molecular Weight: 365.82

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)CC1c2cc(Cl)ccc2N=C(n2cncn2)N1c1ccccc1

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

Standard InChI Key:  HPVRJLDUKVRZAC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    5.4499   -2.9063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7273   -2.5246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0349   -2.9608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6972   -1.7068    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5423   -5.3561    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2348   -4.9199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2027   -4.1057    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4801   -3.7241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7896   -4.1566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0670   -3.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3745   -4.2112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4066   -5.0254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1292   -5.4070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8197   -4.9745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8952   -3.6695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8691   -6.2320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6425   -6.4979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1356   -5.8462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6670   -5.1775    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8864   -5.4134    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6514   -3.8305    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.6172   -4.0562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3092   -3.6207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2780   -2.8021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5491   -2.4208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8601   -2.8586    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
 11 21  1  0
 15 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2289215

   1-[6-chloro-3-phenyl-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: 4.63

CX LogP: 3.20

CX LogD: 3.20

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.70

Np Likeness Score: -1.06

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