2-phenyl-3-(4-(trifluoromethyl)styryl)quinazolin-4(3H)-one

ID: ALA5290758

Max Phase: Preclinical

Molecular Formula: C23H15F3N2O

Molecular Weight: 392.38

Names and Identifiers

Canonical SMILES:  O=c1c2ccccc2nc(-c2ccccc2)n1/C=C/c1ccc(C(F)(F)F)cc1

Standard InChI:  InChI=1S/C23H15F3N2O/c24-23(25,26)18-12-10-16(11-13-18)14-15-28-21(17-6-2-1-3-7-17)27-20-9-5-4-8-19(20)22(28)29/h1-15H/b15-14+

Standard InChI Key:  DATUHYXUONUBGV-CCEZHUSRSA-N

Molfile:  

 
     RDKit          2D

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   -1.0715   -0.0015    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3588    0.4110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3556   -0.0015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0701    0.4110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7877   -0.0032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4978    0.4131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4978    1.2340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7831    1.6467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.2124    1.6466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2124    2.4716    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.9269    1.2340    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.9269    2.0591    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7881    0.4109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7881    1.2359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5007    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5007   -0.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.9269   -0.8286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9269   -0.0002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2124    0.4119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3576   -0.8225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0696   -1.2345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0696   -2.0598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3594   -2.4716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3570   -2.0635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 28 27  1  0
 29 28  2  0
  1 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5290758

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 392.38

Molecular Weight (Monoisotopic): 392.1136

AlogP: 5.71

#Rotatable Bonds: 3

Polar Surface Area: 34.89

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 3.76

CX LogP: 5.84

CX LogD: 5.84

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.45

Np Likeness Score: -0.69

References

1. Alagarsamy V, Chitra K, Saravanan G, Solomon VR, Sulthana MT, Narendhar B..  (2018)  An overview of quinazolines: Pharmacological significance and recent developments.,  151  [PMID:29656203] [10.1016/j.ejmech.2018.03.076]

Source

Source(1):

• Scientific Literature