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

ID: ALA2289222

PubChem CID: 71540319

Max Phase: Preclinical

Molecular Formula: C19H16FN5O

Molecular Weight: 349.37

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C19H16FN5O/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:  BLNGSWWCDGWBTR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
   14.5505  -24.6196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8279  -24.2380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1354  -24.6742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7977  -23.4201    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6429  -27.0695    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.3353  -26.6333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3032  -25.8191    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.5806  -25.4374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8901  -25.8700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1675  -25.4884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4750  -25.9245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5071  -26.7387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2297  -27.1204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9203  -26.6878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9957  -25.3829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9696  -27.9454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7431  -28.2113    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.2362  -27.5596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7675  -26.8908    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.9869  -27.1268    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.7177  -25.7696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4097  -25.3341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3786  -24.5154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6496  -24.1342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9606  -24.5719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0694  -24.0789    0.0000 F   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:

   

   ALA2289222

   1-[3-(4-fluorophenyl)-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: 349.37

Molecular Weight (Monoisotopic): 349.1339

AlogP: 3.49

#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: 4.76

CX LogP: 2.74

CX LogD: 2.74

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.73

Np Likeness Score: -0.99

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