4-Amino-N'-[1,2,3,4-tetrahydronaphthalene-2-ylidene]butanehydrazide

ID: ALA2283321

PubChem CID: 76312790

Max Phase: Preclinical

Molecular Formula: C14H19N3O

Molecular Weight: 245.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NCCCC(=O)N/N=C1\CCc2ccccc2C1

Standard InChI:  InChI=1S/C14H19N3O/c15-9-3-6-14(18)17-16-13-8-7-11-4-1-2-5-12(11)10-13/h1-2,4-5H,3,6-10,15H2,(H,17,18)/b16-13+

Standard InChI Key:  BHNOAUKDVALIKT-DTQAZKPQSA-N

Molfile:  

     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
    4.2098   -6.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7979   -6.7161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9741   -6.7161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5622   -7.4310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7979   -5.2906    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0336   -6.0013    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4455   -6.7161    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6812   -7.4310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2693   -6.7161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6812   -6.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5049   -6.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9168   -6.7161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7406   -6.7161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1525   -7.4310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7406   -8.1458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9168   -8.1458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5049   -7.4310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7384   -7.4310    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
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
  8 17  1  0
 12 17  2  0
  7  9  2  0
  4 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2283321

   4-amino-N-[(E)-3,4-dihydro-1H-naphthalen-2-ylideneamino]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: 245.33

Molecular Weight (Monoisotopic): 245.1528

AlogP: 1.39

#Rotatable Bonds: 4

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: 11.88

CX Basic pKa: 9.99

CX LogP: 1.18

CX LogD: -1.19

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.79

Np Likeness Score: -0.48

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