3-Amino-N'-[4-chlorophenyl(phenyl)methylidene]benzohydrazide

ID: ALA2283223

PubChem CID: 76309086

Max Phase: Preclinical

Molecular Formula: C20H16ClN3O

Molecular Weight: 349.82

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1cccc(C(=O)N/N=C(/c2ccccc2)c2ccc(Cl)cc2)c1

Standard InChI:  InChI=1S/C20H16ClN3O/c21-17-11-9-15(10-12-17)19(14-5-2-1-3-6-14)23-24-20(25)16-7-4-8-18(22)13-16/h1-13H,22H2,(H,24,25)/b23-19-

Standard InChI Key:  YSMPRIUTHHGDDM-NMWGTECJSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   19.0232  -28.9870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0221  -29.8143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7369  -30.2272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4533  -29.8139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4504  -28.9833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7351  -28.5742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1633  -28.5681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8793  -28.9780    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.1602  -27.7431    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3087  -28.5747    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.8824  -29.8029    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.5985  -30.2127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6015  -31.0377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3113  -29.7975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0254  -30.2086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7378  -29.7941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7351  -28.9682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0141  -28.5586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3046  -28.9755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8860  -31.4489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8888  -32.2731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6053  -32.6838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3205  -32.2641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3143  -31.4414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4474  -28.5521    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
 12 14  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
 13 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 13  1  0
 17 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2283223

   3-amino-N-[(Z)-[(4-chlorophenyl)-phenylmethylidene]amino]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: 349.82

Molecular Weight (Monoisotopic): 349.0982

AlogP: 4.10

#Rotatable Bonds: 4

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: 10.72

CX Basic pKa: 3.01

CX LogP: 4.49

CX LogD: 4.48

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.42

Np Likeness Score: -1.28

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