N'-Butyl-1-naphthohydrazide

ID: ALA4742676

PubChem CID: 54532787

Max Phase: Preclinical

Molecular Formula: C15H18N2O

Molecular Weight: 242.32

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCNNC(=O)c1cccc2ccccc12

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

Standard InChI Key:  YXRSJSDGHRXZFD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
   11.6552  -12.1628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6552  -11.3378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9394  -10.9253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2236  -11.3378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2236  -12.1628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5118  -12.5753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5118  -13.4003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2236  -13.8128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9394  -13.4003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9394  -12.5753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3669  -12.5753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0828  -12.1628    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3669  -13.4003    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.0828  -13.8128    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7987  -13.4003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5104  -13.8128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2262  -13.4003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9420  -13.8128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  1 10  2  0
  5 10  1  0
  1 11  1  0
 13 14  1  0
 11 12  2  0
 11 13  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 14 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4742676

   N''-butyl-1-naphthohydrazide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 242.32

Molecular Weight (Monoisotopic): 242.1419

AlogP: 2.87

#Rotatable Bonds: 5

Polar Surface Area: 41.13

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.05

CX LogP: 3.06

CX LogD: 3.06

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.62

Np Likeness Score: -1.02

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

Source(1):

• Scientific Literature