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

ID: ALA2282726

PubChem CID: 76330848

Max Phase: Preclinical

Molecular Formula: C17H11NO2

Molecular Weight: 261.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1C=C(/N=C\c2ccccc2)c2ccccc2C1=O

Standard InChI:  InChI=1S/C17H11NO2/c19-16-10-15(18-11-12-6-2-1-3-7-12)13-8-4-5-9-14(13)17(16)20/h1-11H/b18-11-

Standard InChI Key:  PAGWNZNGOLOBCW-WQRHYEAKSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
    2.2603   -2.2369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2592   -3.0565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9672   -3.4654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9654   -1.8281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6740   -2.2333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6774   -3.0585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3898   -3.4659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1034   -3.0527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1000   -2.2275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3830   -1.8155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3785   -0.9983    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8064   -1.8167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3920   -4.2831    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1008   -4.6898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8074   -4.2792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5126   -4.6875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2187   -4.2777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2169   -3.4596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5031   -3.0531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8000   -3.4653    0.0000 C   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
M  END

Alternative Forms

1. Parent:

   

   ALA2282726

   4-(Benzylideneamino)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: 261.28

Molecular Weight (Monoisotopic): 261.0790

AlogP: 2.91

#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: 4.90

CX LogP: 3.36

CX LogD: 3.36

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.62

Np Likeness Score: -0.05

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