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

ID: ALA2282725

PubChem CID: 76327190

Max Phase: Preclinical

Molecular Formula: C15H13NO2

Molecular Weight: 239.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1C=C(N=C2CCCC2)c2ccccc2C1=O

Standard InChI:  InChI=1S/C15H13NO2/c17-14-9-13(16-10-5-1-2-6-10)11-7-3-4-8-12(11)15(14)18/h3-4,7-9H,1-2,5-6H2

Standard InChI Key:  NPDLABKKGLUJJO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 20  0  0  0  0  0  0  0  0999 V2000
    7.3327  -24.6725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3315  -25.4921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0396  -25.9010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0378  -24.2637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7464  -24.6689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7498  -25.4941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4622  -25.9015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1757  -25.4883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1723  -24.6631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4554  -24.2511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4509  -23.4340    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8788  -24.2523    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4644  -26.7187    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1732  -27.1254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2617  -27.9336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0615  -28.1013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4682  -27.3925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9197  -26.7868    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  1  0
 16 17  1  0
 17 18  1  0
 18 14  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2282725

   4-(Cyclopentylideneamino)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: 239.27

Molecular Weight (Monoisotopic): 239.0946

AlogP: 2.81

#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: 4.82

CX LogP: 2.72

CX LogD: 2.72

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.71

Np Likeness Score: 0.20

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