4-Amino-N'-[2-oxo-1,2-diphenylethylidene]butanehydrazide

ID: ALA2283209

PubChem CID: 76323668

Max Phase: Preclinical

Molecular Formula: C18H19N3O2

Molecular Weight: 309.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NCCCC(=O)N/N=C(/C(=O)c1ccccc1)c1ccccc1

Standard InChI:  InChI=1S/C18H19N3O2/c19-13-7-12-16(22)20-21-17(14-8-3-1-4-9-14)18(23)15-10-5-2-6-11-15/h1-6,8-11H,7,12-13,19H2,(H,20,22)/b21-17+

Standard InChI Key:  GLWZOBONOIPNJV-HEHNFIMWSA-N

Molfile:  

     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
    2.5781  -11.9704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1635  -12.6869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3384  -12.6869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9281  -13.3991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1635  -11.2581    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4031  -11.9704    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8135  -12.6869    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6385  -12.6869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0531  -13.3991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8782  -13.3991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2886  -12.6869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1136  -12.6869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5282  -13.3991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1136  -14.1156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2886  -14.1156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0531  -11.9704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6385  -11.2581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0531  -10.5459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8782  -10.5459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2886  -11.2581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8782  -11.9704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1030  -13.3991    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6391  -14.1145    0.0000 O   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
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 10 15  2  0
  9 10  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 16 21  2  0
  8 16  1  0
  7  8  2  0
  4 22  1  0
  9 23  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2283209

   4-amino-N-[(E)-(2-oxo-1,2-diphenylethylidene)amino]butanamide

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: 309.37

Molecular Weight (Monoisotopic): 309.1477

AlogP: 2.13

#Rotatable Bonds: 7

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: 11.61

CX Basic pKa: 9.78

CX LogP: 2.16

CX LogD: -0.03

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.47

Np Likeness Score: -0.59

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