4-Amino-N'-[2-methyl-10-oxo-9,10-dihydroanthracene-9-ylidene]butanehydrazide

ID: ALA2283231

PubChem CID: 136244989

Max Phase: Preclinical

Molecular Formula: C19H19N3O2

Molecular Weight: 321.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc2c(c1)/C(=N\NC(=O)CCCN)c1ccccc1C2=O

Standard InChI:  InChI=1S/C19H19N3O2/c1-12-8-9-15-16(11-12)18(22-21-17(23)7-4-10-20)13-5-2-3-6-14(13)19(15)24/h2-3,5-6,8-9,11H,4,7,10,20H2,1H3,(H,21,23)/b22-18-

Standard InChI Key:  JPTBBHAZQPCMJP-PYCFMQQDSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   17.5348   -3.0330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8190   -2.6205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8190   -1.7955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1073   -1.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2465   -2.6205    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5348   -3.8580    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.8190   -4.2705    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.2465   -5.0955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9624   -5.5080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9624   -6.3329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2465   -6.7454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5348   -6.3329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8190   -6.7454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1073   -6.3329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3914   -6.7454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6756   -6.3329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6756   -5.5080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3914   -5.0955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1073   -5.5080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8190   -5.0955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5348   -5.5080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8190   -7.5704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.6782   -5.0955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1073   -0.5580    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  6  7  1  0
  1  5  2  0
  1  6  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 14 19  2  0
 19 20  1  0
 20 21  1  0
 12 21  1  0
  8 21  2  0
 13 22  2  0
  9 23  1  0
  7 20  2  0
  4 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2283231

   ---

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: 321.38

Molecular Weight (Monoisotopic): 321.1477

AlogP: 2.15

#Rotatable Bonds: 4

Polar Surface Area: 84.55

Molecular Species: BASE

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.72

CX Basic pKa: 9.98

CX LogP: 2.35

CX LogD: 0.00

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.72

Np Likeness Score: -0.64

References

1. Bansal SK, Sinha BN, Khosa RL.  (2013)  -Amino butyric acid analogs as novel potent GABA-AT inhibitors: molecular docking, synthesis, and biological evaluation,  22  (1): [10.1007/s00044-012-0023-0]

Source

Source(1):

• Scientific Literature