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

ID: ALA2282733

PubChem CID: 76323611

Max Phase: Preclinical

Molecular Formula: C18H13NO2

Molecular Weight: 275.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(/C=N\C2=CC(=O)C(=O)c3ccccc32)cc1

Standard InChI:  InChI=1S/C18H13NO2/c1-12-6-8-13(9-7-12)11-19-16-10-17(20)18(21)15-5-3-2-4-14(15)16/h2-11H,1H3/b19-11-

Standard InChI Key:  YKZZIAVEDZATMK-ODLFYWEKSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   24.3121   -7.8912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3109   -8.7108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0190   -9.1197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0172   -7.4824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7258   -7.8876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7292   -8.7128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4416   -9.1202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1551   -8.7070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1518   -7.8818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4348   -7.4698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4303   -6.6527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.8582   -7.4710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.4438   -9.9374    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.1526  -10.3441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8592   -9.9336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5644  -10.3418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2705   -9.9320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2687   -9.1139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5549   -8.7074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8517   -9.1196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9748   -8.7024    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
 18 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2282733

   4-[(4-Methylphenyl)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: 275.31

Molecular Weight (Monoisotopic): 275.0946

AlogP: 3.22

#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: 5.05

CX LogP: 3.88

CX LogD: 3.87

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.62

Np Likeness Score: -0.22

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