4-Amino-N'-(10-oxo-9,10-dihydroanthracene-9-ylidene)butanehydrazide

ID: ALA2283322

PubChem CID: 136264395

Max Phase: Preclinical

Molecular Formula: C18H17N3O2

Molecular Weight: 307.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NCCCC(=O)NN=C1c2ccccc2C(=O)c2ccccc21

Standard InChI:  InChI=1S/C18H17N3O2/c19-11-5-10-16(22)20-21-17-12-6-1-3-8-14(12)18(23)15-9-4-2-7-13(15)17/h1-4,6-9H,5,10-11,19H2,(H,20,22)

Standard InChI Key:  DRGWMKCELLGMNY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   12.4223   -6.5871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7065   -6.1746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7065   -5.3496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9949   -4.9371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1341   -6.1746    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4223   -7.4121    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.7065   -7.8246    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.1341   -8.6496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8499   -9.0621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8499   -9.8871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1341  -10.2996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4223   -9.8871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7065  -10.2996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9949   -9.8871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2790  -10.2996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5631   -9.8871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5631   -9.0621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2790   -8.6496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9949   -9.0621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7065   -8.6496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4223   -9.0621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7065  -11.1246    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9949   -4.1121    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  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 14 19  2  0
 19 20  1  0
 20 21  1  0
 12 21  1  0
  8 21  2  0
 13 22  2  0
  7 20  2  0
  4 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2283322

   ---

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: 307.35

Molecular Weight (Monoisotopic): 307.1321

AlogP: 1.84

#Rotatable Bonds: 4

Polar Surface Area: 84.55

Molecular Species: BASE

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.72

CX Basic pKa: 9.98

CX LogP: 1.84

CX LogD: -0.51

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.72

Np Likeness Score: -0.52

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