3-(3,5-dichlorostyryl)-2-phenylquinazolin-4(3H)-one

ID: ALA5280775

Max Phase: Preclinical

Molecular Formula: C22H14Cl2N2O

Molecular Weight: 393.27

Names and Identifiers

Canonical SMILES:  O=c1c2ccccc2nc(-c2ccccc2)n1/C=C/c1cc(Cl)cc(Cl)c1

Standard InChI:  InChI=1S/C22H14Cl2N2O/c23-17-12-15(13-18(24)14-17)10-11-26-21(16-6-2-1-3-7-16)25-20-9-5-4-8-19(20)22(26)27/h1-14H/b11-10+

Standard InChI Key:  PQVUNPRBAAIIPH-ZHACJKMWSA-N

Molfile:  

 
     RDKit          2D

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   -3.5559   -0.0003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5559   -0.8253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8426   -1.2317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1355   -0.8216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1355    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8443    0.4102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4258    0.4091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7121   -0.0015    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7121   -0.8190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4207   -1.2340    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0005   -1.2299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7112   -0.8192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4203   -1.2295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4203   -2.0515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7130   -2.4617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0005   -2.0551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0023    0.4093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7092   -0.0015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4209    0.4093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4209    1.2310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1309    1.6399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8443    1.2290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8443    0.4113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1355   -0.0033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5559    0.0005    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.1309    2.4617    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.4258    1.2308    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  1  2  0
  5  7  1  0
  8  7  1  0
  9  8  1  0
 10  9  2  0
  4 10  1  0
  9 11  1  0
 12 11  2  0
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 15 14  1  0
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 11 16  1  0
  8 17  1  0
 17 18  2  0
 18 19  1  0
 20 19  2  0
 21 20  1  0
 22 21  2  0
 23 22  1  0
 24 23  2  0
 19 24  1  0
 23 25  1  0
 21 26  1  0
  7 27  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5280775

   ---

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: 3.74

CX LogP: 6.17

CX LogD: 6.17

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.43

Np Likeness Score: -0.67

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