3-(3,4-difluorostyryl)-2-phenylquinazolin-4(3H)-one

ID: ALA5278122

Max Phase: Preclinical

Molecular Formula: C22H14F2N2O

Molecular Weight: 360.36

Names and Identifiers

Canonical SMILES:  O=c1c2ccccc2nc(-c2ccccc2)n1/C=C/c1ccc(F)c(F)c1

Standard InChI:  InChI=1S/C22H14F2N2O/c23-18-11-10-15(14-19(18)24)12-13-26-21(16-6-2-1-3-7-16)25-20-9-5-4-8-17(20)22(26)27/h1-14H/b13-12+

Standard InChI Key:  HXBDDNAZPRUKJX-OUKQBFOZSA-N

Molfile:  

 
     RDKit          2D

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   -0.7142   -0.8224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7142   -0.0015    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0016    0.4109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7129   -0.0015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4274    0.4109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1449   -0.0033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8550    0.4130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8550    1.2339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1403    1.6465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4274    1.2359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1403    2.4716    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.5695    1.6465    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4308    0.4107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4308    1.2358    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1433    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.4257   -1.2390    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8533   -1.2366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5695   -0.8286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5695   -0.0003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8550    0.4118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7148   -0.8226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4268   -1.2345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4268   -2.0598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7166   -2.4716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0002   -2.0635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
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  6  7  1  0
  7  8  2  0
  8  9  1  0
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 10 11  1  0
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  9 13  1  0
  3 14  1  0
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 19 17  1  0
 20 19  2  0
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 16 22  1  0
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 24 23  1  0
 25 24  2  0
 26 25  1  0
 27 26  2  0
  1 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5278122

   ---

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: 360.36

Molecular Weight (Monoisotopic): 360.1074

AlogP: 4.97

#Rotatable Bonds: 3

Polar Surface Area: 34.89

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.75

CX LogP: 5.24

CX LogD: 5.24

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.52

Np Likeness Score: -0.88

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