4-Amino-N'-[3-iodophenylmethylidene]butanehydrazide

ID: ALA2283232

PubChem CID: 76312781

Max Phase: Preclinical

Molecular Formula: C11H14IN3O

Molecular Weight: 331.16

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NCCCC(=O)N/N=C/c1cccc(I)c1

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

Standard InChI Key:  SQHIWBHBJDMJDF-RIYZIHGNSA-N

Molfile:  

     RDKit          2D

 16 16  0  0  0  0  0  0  0  0999 V2000
   23.9029   -3.9569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9029   -3.1331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6177   -2.7211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6177   -1.8972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6177   -4.3689    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.1880   -4.3689    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.4772   -3.9570    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.7622   -4.3689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0514   -3.9570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3366   -4.3689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6216   -3.9570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6216   -3.1331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3366   -2.7211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0515   -3.1331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9067   -4.3689    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
   25.3327   -1.4852    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
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
  9 14  2  0
 11 15  1  0
  8  9  1  0
  7  8  2  0
  4 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2283232

   4-amino-N-[(E)-(3-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: 9.99

CX LogP: 1.55

CX LogD: -0.82

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.49

Np Likeness Score: -1.84

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