4-Amino-N'-[4-bromophenyl(phenyl)methylidene]butanehydrazide

ID: ALA2283210

PubChem CID: 76323669

Max Phase: Preclinical

Molecular Formula: C17H18BrN3O

Molecular Weight: 360.25

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NCCCC(=O)N/N=C(\c1ccccc1)c1ccc(Br)cc1

Standard InChI:  InChI=1S/C17H18BrN3O/c18-15-10-8-14(9-11-15)17(13-5-2-1-3-6-13)21-20-16(22)7-4-12-19/h1-3,5-6,8-11H,4,7,12,19H2,(H,20,22)/b21-17+

Standard InChI Key:  IPUKFUWZSASCOS-HEHNFIMWSA-N

Molfile:  

     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
   12.8653  -12.5283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8653  -11.7033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5818  -11.2887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5818  -10.4637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5818  -12.9387    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1489  -12.9387    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4366  -12.5283    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7202  -12.9387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0121  -12.5283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2956  -12.9387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5792  -12.5283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5792  -11.7033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2956  -11.2887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0121  -11.7033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2982  -10.0533    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7207  -13.7587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8644  -11.2884    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   10.0112  -14.1662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0113  -14.9854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7222  -15.3957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4344  -14.9810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4308  -14.1631    0.0000 C   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
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
  9 14  2  0
  8  9  1  0
  7  8  2  0
  4 15  1  0
  8 16  1  0
 12 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2283210

   4-amino-N-[(E)-[(4-bromophenyl)-phenylmethylidene]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: 360.25

Molecular Weight (Monoisotopic): 359.0633

AlogP: 3.06

#Rotatable Bonds: 6

Polar Surface Area: 67.48

Molecular Species: BASE

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.73

CX Basic pKa: 9.98

CX LogP: 3.12

CX LogD: 0.77

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.61

Np Likeness Score: -0.92

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