6-Bromo-3-(3-chlorostyryl)-2-methylquinazolin-4(3H)-one

ID: ALA5280935

Max Phase: Preclinical

Molecular Formula: C17H12BrClN2O

Molecular Weight: 375.65

Names and Identifiers

Canonical SMILES:  Cc1nc2ccc(Br)cc2c(=O)n1/C=C/c1cccc(Cl)c1

Standard InChI:  InChI=1S/C17H12BrClN2O/c1-11-20-16-6-5-13(18)10-15(16)17(22)21(11)8-7-12-3-2-4-14(19)9-12/h2-10H,1H3/b8-7+

Standard InChI Key:  CDAZDGMTXNAGLK-BQYQJAHWSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   -3.5700   -0.2040    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -2.8556   -0.6166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8556   -1.4448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1394   -1.8528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4295   -1.4411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7119   -1.8551    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0005   -1.4386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7138   -1.8511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0005   -0.6178    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7120   -0.2053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4264   -0.6178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1409   -0.2053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8584   -0.6196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5700   -0.2032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5700    0.6176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8538    1.0302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1409    0.6196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8538    1.8551    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.7170   -0.2054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7170    0.6194    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4295   -0.6162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1412   -0.2044    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  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 12  2  0
 16 18  1  0
  9 19  1  0
 19 20  2  0
 21 19  1  0
  5 21  2  0
 21 22  1  0
 22  2  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5280935

   ---

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: 375.65

Molecular Weight (Monoisotopic): 373.9822

AlogP: 4.75

#Rotatable Bonds: 2

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: 4.68

CX LogP: 4.48

CX LogD: 4.48

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.65

Np Likeness Score: -0.99

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