4-(2-Chlorobenzylideneamino)naphthalene-1,2-dione

ID: ALA2282731

PubChem CID: 76312735

Max Phase: Preclinical

Molecular Formula: C17H10ClNO2

Molecular Weight: 295.73

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1C=C(/N=C\c2ccccc2Cl)c2ccccc2C1=O

Standard InChI:  InChI=1S/C17H10ClNO2/c18-14-8-4-1-5-11(14)10-19-15-9-16(20)17(21)13-7-3-2-6-12(13)15/h1-10H/b19-10-

Standard InChI Key:  KBFNAMAUJCVGDY-GRSHGNNSSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
    9.8090   -6.9420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8079   -7.7615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5159   -8.1705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5141   -6.5331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2227   -6.9384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2261   -7.7636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9385   -8.1710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6521   -7.7577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6487   -6.9325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9317   -6.5206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9272   -5.7034    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3551   -6.5217    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9407   -8.9881    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6495   -9.3948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3561   -8.9843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0613   -9.3925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7674   -8.9827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7656   -8.1646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0519   -7.7581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3487   -8.1703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0618  -10.2097    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 10  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
  9 12  2  0
  7 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
 16 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2282731

   4-[(2-Chlorophenyl)methylideneamino]naphthalene-1,2-dione

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: 295.73

Molecular Weight (Monoisotopic): 295.0400

AlogP: 3.57

#Rotatable Bonds: 2

Polar Surface Area: 46.50

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.98

CX LogP: 3.97

CX LogD: 3.97

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.63

Np Likeness Score: -0.40

References

1. Shukla S, Srivastava RS, Shrivastava SK, Sodhi A, Kumar P.  (2013)  Synthesis, characterization, in vitro anticancer activity, and docking of Schiff bases of 4-amino-1,2-naphthoquinone,  22  (4): [10.1007/s00044-012-0150-7]

Source

Source(1):

• Scientific Literature