6-Bromo-3-(3,4-dimethoxystyryl)-2-methylquinazolin-4(3H)-one

ID: ALA5290627

Max Phase: Preclinical

Molecular Formula: C19H17BrN2O3

Molecular Weight: 401.26

Names and Identifiers

Canonical SMILES:  COc1ccc(/C=C/n2c(C)nc3ccc(Br)cc3c2=O)cc1OC

Standard InChI:  InChI=1S/C19H17BrN2O3/c1-12-21-16-6-5-14(20)11-15(16)19(23)22(12)9-8-13-4-7-17(24-2)18(10-13)25-3/h4-11H,1-3H3/b9-8+

Standard InChI Key:  COMBYZBNMGZAIZ-CMDGGOBGSA-N

Molfile:  

 
     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   -4.0332   -0.4103    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -3.3188   -0.8228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3188   -1.6510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6026   -2.0590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8927   -1.6474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1751   -2.0614    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4637   -1.6448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2506   -2.0573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4637   -0.8240    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2488   -0.4115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9633   -0.8240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6777   -0.4115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3952   -0.8258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1052   -0.4094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1052    0.4113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3906    0.8239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6777    0.4134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3906    1.6489    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6762    2.0614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8197    0.8239    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1802   -0.4117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1802    0.4132    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8927   -0.8224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6044   -0.4106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8196    1.6489    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
 18 19  1  0
 15 20  1  0
  9 21  1  0
 21 22  2  0
 23 21  1  0
  5 23  2  0
 23 24  1  0
 24  2  2  0
 20 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5290627

   ---

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: 401.26

Molecular Weight (Monoisotopic): 400.0423

AlogP: 4.11

#Rotatable Bonds: 4

Polar Surface Area: 53.35

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.70

CX LogP: 3.56

CX LogD: 3.56

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.66

Np Likeness Score: -0.47

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