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

ID: ALA2282724

PubChem CID: 76327189

Max Phase: Preclinical

Molecular Formula: C16H15NO2

Molecular Weight: 253.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1C=C(N=C2CCCCC2)c2ccccc2C1=O

Standard InChI:  InChI=1S/C16H15NO2/c18-15-10-14(17-11-6-2-1-3-7-11)12-8-4-5-9-13(12)16(15)19/h4-5,8-10H,1-3,6-7H2

Standard InChI Key:  QILDRRJOXBGRTF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
    1.5463  -24.8252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5451  -25.6448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2532  -26.0537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2514  -24.4164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9600  -24.8216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9634  -25.6468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6758  -26.0542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3894  -25.6410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3860  -24.8158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6690  -24.4038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6645  -23.5867    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0924  -24.4050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6780  -26.8714    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3868  -27.2781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3875  -28.0949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0923  -28.5015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8013  -28.0944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8010  -27.2763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0918  -26.8652    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
 14 19  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2282724

   4-(Cyclohexylideneamino)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: 253.30

Molecular Weight (Monoisotopic): 253.1103

AlogP: 3.20

#Rotatable Bonds: 1

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: 3.17

CX LogD: 3.16

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.72

Np Likeness Score: 0.17

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