N'-Butyl-2-naphthohydrazide

ID: ALA4742345

PubChem CID: 53984721

Max Phase: Preclinical

Molecular Formula: C15H18N2O

Molecular Weight: 242.32

Molecule Type: Unknown

Associated Items:

This compound is not in our inventory system

Names and Identifiers

Canonical SMILES:  CCCCNNC(=O)c1ccc2ccccc2c1

Standard InChI:  InChI=1S/C15H18N2O/c1-2-3-10-16-17-15(18)14-9-8-12-6-4-5-7-13(12)11-14/h4-9,11,16H,2-3,10H2,1H3,(H,17,18)

Standard InChI Key:  KAROTAWAKPGPJD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
   11.6381  -12.1450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6381  -11.3212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9234  -10.9093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2086  -11.3212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2086  -12.1450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9234  -12.5569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3488  -12.5569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0636  -12.1450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3488  -13.3807    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.0636  -13.7926    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7784  -13.3807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4891  -13.7926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2039  -13.3807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9187  -13.7926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4829  -10.9081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4836  -10.0764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2041   -9.6612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9240  -10.0776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  4  5  2  0
  1  6  2  0
  5  6  1  0
  1  7  1  0
  9 10  1  0
  7  8  2  0
  7  9  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 10 11  1  0
  3 18  1  0
  3  4  1  0
  4 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
M  END

Alternative Forms

Associated Targets(Human)

HDAC3 Tclin Histone deacetylase 3 (3654 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: UnknownTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 242.32Molecular Weight (Monoisotopic): 242.1419AlogP: 2.87#Rotatable Bonds: 5
Polar Surface Area: 41.13Molecular Species: NEUTRALHBA: 2HBD: 2
#RO5 Violations: HBA (Lipinski): 3HBD (Lipinski): 2#RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: 3.87CX LogP: 3.06CX LogD: 3.06
Aromatic Rings: 2Heavy Atoms: 18QED Weighted: 0.62Np Likeness Score: -0.93

References

1. McClure JJ,Zhang C,Inks ES,Peterson YK,Li J,Chou CJ.  (2016)  Development of Allosteric Hydrazide-Containing Class I Histone Deacetylase Inhibitors for Use in Acute Myeloid Leukemia.,  59  (21): [PMID:27754681] [10.1021/acs.jmedchem.6b01385]

Source