4-(4-(Dimethylamino)benzylidene amino)naphthalene-1,2-dione

ID: ALA2282734

PubChem CID: 76312736

Max Phase: Preclinical

Molecular Formula: C19H16N2O2

Molecular Weight: 304.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)c1ccc(/C=N\C2=CC(=O)C(=O)c3ccccc32)cc1

Standard InChI:  InChI=1S/C19H16N2O2/c1-21(2)14-9-7-13(8-10-14)12-20-17-11-18(22)19(23)16-6-4-3-5-15(16)17/h3-12H,1-2H3/b20-12-

Standard InChI Key:  MGICRFMZPIRZAN-NDENLUEZSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    1.4018  -12.5715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4007  -13.3910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1087  -13.8000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1070  -12.1626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8156  -12.5679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8190  -13.3931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5313  -13.8005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2449  -13.3872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2415  -12.5620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5246  -12.1501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5201  -11.3329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9480  -12.1513    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5336  -14.6177    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2424  -15.0244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9490  -14.6138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6542  -15.0221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3603  -14.6122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3585  -13.7942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6447  -13.3877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9415  -13.7999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0645  -13.3827    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7739  -13.7884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0612  -12.5655    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
 21 22  1  0
 21 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2282734

   4-[[4-(Dimethylamino)phenyl]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: 304.35

Molecular Weight (Monoisotopic): 304.1212

AlogP: 2.98

#Rotatable Bonds: 3

Polar Surface Area: 49.74

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.63

CX LogP: 3.47

CX LogD: 3.40

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.65

Np Likeness Score: -0.39

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