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

ID: ALA2283222

PubChem CID: 76327246

Max Phase: Preclinical

Molecular Formula: C15H14ClN3O

Molecular Weight: 287.75

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C15H14ClN3O/c1-10(11-4-2-6-13(16)8-11)18-19-15(20)12-5-3-7-14(17)9-12/h2-9H,17H2,1H3,(H,19,20)/b18-10-

Standard InChI Key:  KCUIQJBKXIZIRW-ZDLGFXPLSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
    9.1526  -29.5119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1515  -30.3393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8662  -30.7521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5827  -30.3388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5798  -29.5083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8644  -29.0992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2927  -29.0932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0087  -29.5029    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.2896  -28.2682    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4380  -29.0996    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.0118  -30.3279    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.7279  -30.7377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7309  -31.5627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4384  -30.3220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1547  -30.7336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8672  -30.3191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8644  -29.4931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1434  -29.0836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4339  -29.5004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5829  -30.7292    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  7  8  1  0
  7  9  2  0
  1 10  1  0
  8 11  1  0
 11 12  2  0
 12 13  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 12 14  1  0
 16 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2283222

   3-amino-N-[(Z)-1-(3-chlorophenyl)ethylideneamino]benzamide

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: 287.75

Molecular Weight (Monoisotopic): 287.0825

AlogP: 3.08

#Rotatable Bonds: 3

Polar Surface Area: 67.48

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.75

CX Basic pKa: 3.04

CX LogP: 2.58

CX LogD: 2.58

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.52

Np Likeness Score: -1.80

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