4-Amino-N'-[1-(2-bromophenyl)ethylidene]butanehydrazide

ID: ALA2283229

PubChem CID: 76323671

Max Phase: Preclinical

Molecular Formula: C12H16BrN3O

Molecular Weight: 298.18

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C/C(=N/NC(=O)CCCN)c1ccccc1Br

Standard InChI:  InChI=1S/C12H16BrN3O/c1-9(10-5-2-3-6-11(10)13)15-16-12(17)7-4-8-14/h2-3,5-6H,4,7-8,14H2,1H3,(H,16,17)/b15-9-

Standard InChI Key:  PQIWDOBNHRCXGC-DHDCSXOGSA-N

Molfile:  

     RDKit          2D

 17 17  0  0  0  0  0  0  0  0999 V2000
    3.5184   -2.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1059   -3.1221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2809   -3.1221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8684   -3.8380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1059   -1.6945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3434   -2.4104    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7559   -1.6945    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5809   -1.6945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9934   -0.9787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9934   -2.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8184   -2.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2309   -3.1221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8184   -3.8380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9934   -3.8380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5809   -3.1221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2309   -1.6945    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    1.0434   -3.8380    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
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 10 15  2  0
 11 16  1  0
  8 10  1  0
  7  8  2  0
  4 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2283229

   4-amino-N'-[(1z)-1-(2-bromophenyl)ethylidene]butanehydrazide

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: 298.18

Molecular Weight (Monoisotopic): 297.0477

AlogP: 2.03

#Rotatable Bonds: 5

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: 11.81

CX Basic pKa: 9.98

CX LogP: 1.23

CX LogD: -1.13

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.64

Np Likeness Score: -1.20

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