4-(3-Bromobenzylideneamino)naphthalene-1,2-dione

ID: ALA2282732

PubChem CID: 76319960

Max Phase: Preclinical

Molecular Formula: C17H10BrNO2

Molecular Weight: 340.18

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1C=C(/N=C\c2cccc(Br)c2)c2ccccc2C1=O

Standard InChI:  InChI=1S/C17H10BrNO2/c18-12-5-3-4-11(8-12)10-19-15-9-16(20)17(21)14-7-2-1-6-13(14)15/h1-10H/b19-10-

Standard InChI Key:  CJCPLSYDHIGVNY-GRSHGNNSSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   16.8294   -7.7715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8283   -8.5911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5363   -9.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5345   -7.3627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2432   -7.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2465   -8.5931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9589   -9.0005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6725   -8.5873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6691   -7.7621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9521   -7.3501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9477   -6.5330    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.3755   -7.3513    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.9611   -9.8177    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.6700  -10.2244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3765   -9.8139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0817  -10.2221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7878   -9.8123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7861   -8.9942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0723   -8.5877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3691   -8.9999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4965  -10.2193    0.0000 Br  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
 17 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2282732

   4-[(3-Bromophenyl)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: 340.18

Molecular Weight (Monoisotopic): 338.9895

AlogP: 3.67

#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: 4.27

CX LogP: 4.13

CX LogD: 4.13

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.62

Np Likeness Score: -0.32

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