3-(2,6-dichlorostyryl)-2-phenylquinazolin-4(3H)-one

ID: ALA5283226

Max Phase: Preclinical

Molecular Formula: C22H14Cl2N2O

Molecular Weight: 393.27

Names and Identifiers

Canonical SMILES:  O=c1c2ccccc2nc(-c2ccccc2)n1/C=C/c1c(Cl)cccc1Cl

Standard InChI:  InChI=1S/C22H14Cl2N2O/c23-18-10-6-11-19(24)16(18)13-14-26-21(15-7-2-1-3-8-15)25-20-12-5-4-9-17(20)22(26)27/h1-14H/b14-13+

Standard InChI Key:  FNAVDIUFDZLBKU-BUHFOSPRSA-N

Molfile:  

 
     RDKit          2D

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   -0.3577   -0.4108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3577    0.4099    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3548    0.8224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0693    0.4099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7840    0.8224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5012    0.4081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2128    0.8244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2128    1.6453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4966    2.0579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7840    1.6473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0695    2.0599    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.5012   -0.4167    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.0742    0.8222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0742    1.6472    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7867    0.4115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7867   -0.4134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0692   -0.8274    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4966   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2128   -0.4170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2128    0.4111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4984    0.8233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0712   -0.4110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7831   -0.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7831   -1.6481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0731   -2.0599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3567   -1.6518    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
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11  6  2  0
 11 12  1  0
  7 13  1  0
  3 14  1  0
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 18  2  2  0
 19 17  1  0
 20 19  2  0
 21 20  1  0
 22 21  2  0
 16 22  1  0
 23  1  2  0
 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:

   

   ALA5283226

   ---

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: 393.27

Molecular Weight (Monoisotopic): 392.0483

AlogP: 6.00

#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: 3.71

CX LogP: 6.17

CX LogD: 6.17

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.43

Np Likeness Score: -0.74

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