4-Amino-N'-[1-(3-chlorophenyl)ethylidene]butanehydrazide

ID: ALA2283230

PubChem CID: 76323672

Max Phase: Preclinical

Molecular Formula: C12H16ClN3O

Molecular Weight: 253.73

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C/C(=N/NC(=O)CCCN)c1cccc(Cl)c1

Standard InChI:  InChI=1S/C12H16ClN3O/c1-9(10-4-2-5-11(13)8-10)15-16-12(17)6-3-7-14/h2,4-5,8H,3,6-7,14H2,1H3,(H,16,17)/b15-9-

Standard InChI Key:  HLDXMTWANLHQFR-DHDCSXOGSA-N

Molfile:  

     RDKit          2D

 17 17  0  0  0  0  0  0  0  0999 V2000
   10.9017   -2.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4892   -3.2346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6642   -3.2346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2517   -3.9504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4892   -1.8070    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7267   -2.5229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1392   -1.8070    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.9641   -1.8070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3766   -1.0912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3766   -2.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2016   -2.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6141   -3.2346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2016   -3.9504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3766   -3.9504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9641   -3.2346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4267   -3.9504    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.4391   -3.2336    0.0000 Cl  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
  8 10  1  0
  7  8  2  0
  4 16  1  0
 12 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2283230

   4-amino-N-[(Z)-1-(3-chlorophenyl)ethylideneamino]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: 253.73

Molecular Weight (Monoisotopic): 253.0982

AlogP: 1.92

#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: 1.06

CX LogD: -1.30

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.62

Np Likeness Score: -1.62

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