4-Amino-N'-[2-iodophenylmethylidene]butanehydrazide

ID: ALA2283323

PubChem CID: 76312791

Max Phase: Preclinical

Molecular Formula: C11H14IN3O

Molecular Weight: 331.16

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NCCCC(=O)N/N=C/c1ccccc1I

Standard InChI:  InChI=1S/C11H14IN3O/c12-10-5-2-1-4-9(10)8-14-15-11(16)6-3-7-13/h1-2,4-5,8H,3,6-7,13H2,(H,15,16)/b14-8+

Standard InChI Key:  CEYFTBQZGPRVLP-RIYZIHGNSA-N

Molfile:  

     RDKit          2D

 16 16  0  0  0  0  0  0  0  0999 V2000
   19.3618   -8.8999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3618   -8.0761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0766   -7.6641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0766   -6.8402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0766   -9.3119    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6470   -9.3119    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.9362   -8.8999    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.2213   -9.3119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5105   -8.8999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7957   -9.3119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0809   -8.8999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0809   -8.0761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7957   -7.6641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5105   -8.0761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7915   -6.4283    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.7957  -10.1358    0.0000 I   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
 10 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2283323

   4-amino-N-[(E)-(2-iodophenyl)methylideneamino]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: 331.16

Molecular Weight (Monoisotopic): 331.0182

AlogP: 1.48

#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: 11.86

CX Basic pKa: 9.98

CX LogP: 1.55

CX LogD: -0.82

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.49

Np Likeness Score: -1.52

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