(E)-7-chloro-3-(4-chlorobenzylideneamino)-2-phenylquinazolin-4(3H)-one

ID: ALA3310036

PubChem CID: 118706245

Max Phase: Preclinical

Molecular Formula: C21H13Cl2N3O

Molecular Weight: 394.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1c2ccc(Cl)cc2nc(-c2ccccc2)n1/N=C/c1ccc(Cl)cc1

Standard InChI:  InChI=1S/C21H13Cl2N3O/c22-16-8-6-14(7-9-16)13-24-26-20(15-4-2-1-3-5-15)25-19-12-17(23)10-11-18(19)21(26)27/h1-13H/b24-13+

Standard InChI Key:  OYTFAHKFJNXDRX-ZMOGYAJESA-N

Molfile:  

     RDKit          2D

 27 30  0  0  0  0  0  0  0  0999 V2000
    4.0804  -12.5137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0793  -13.3333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7873  -13.7422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7855  -12.1049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4941  -12.5101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4930  -13.3308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2015  -12.0985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9077  -12.5125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9111  -13.3328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1994  -13.7396    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2028  -11.2813    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6160  -12.1048    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6170  -11.2876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3252  -10.8799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0312  -11.2926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7389  -10.8856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7404  -10.0675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0283   -9.6582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3234  -10.0675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4481   -9.6589    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.6174  -13.7395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6160  -14.5578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3229  -14.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0316  -14.5578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0290  -13.7364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3216  -13.3315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3712  -13.7413    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  5  7  1  0
  6 10  1  0
  9  8  1  0
  7  8  1  0
  9 10  2  0
  7 11  2  0
  8 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 17 20  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
  9 21  1  0
  2 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3310036

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 394.26

Molecular Weight (Monoisotopic): 393.0436

AlogP: 5.25

#Rotatable Bonds: 3

Polar Surface Area: 47.25

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 1.71

CX LogP: 5.97

CX LogD: 5.97

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.45

Np Likeness Score: -1.28

References

1. Khan I, Ibrar A, Abbas N, Saeed A..  (2014)  Recent advances in the structural library of functionalized quinazoline and quinazolinone scaffolds: synthetic approaches and multifarious applications.,  76  [PMID:24583357] [10.1016/j.ejmech.2014.02.005]

Source

Source(1):

• Scientific Literature