4-(Benzyloxy)-N'-propylbenzohydrazide

ID: ALA4435691

PubChem CID: 155511274

Max Phase: Preclinical

Molecular Formula: C17H20N2O2

Molecular Weight: 284.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCNNC(=O)c1ccc(OCc2ccccc2)cc1

Standard InChI:  InChI=1S/C17H20N2O2/c1-2-12-18-19-17(20)15-8-10-16(11-9-15)21-13-14-6-4-3-5-7-14/h3-11,18H,2,12-13H2,1H3,(H,19,20)

Standard InChI Key:  BQGAVSCJXIZWNC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
   14.5058  -11.1559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5046  -11.9754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2127  -12.3844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9224  -11.9749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9195  -11.1523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2109  -10.7470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6307  -12.3824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3378  -11.9727    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.0461  -12.3802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0428  -13.1958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7503  -13.6032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4583  -13.1935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4544  -12.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7463  -11.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1672  -13.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1696  -14.4172    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.8737  -13.1894    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.5826  -13.5959    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.2892  -13.1853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9980  -13.5918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7046  -13.1812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  4  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
 12 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4435691

   ---

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: 284.36

Molecular Weight (Monoisotopic): 284.1525

AlogP: 2.91

#Rotatable Bonds: 7

Polar Surface Area: 50.36

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.87

CX LogP: 3.20

CX LogD: 3.20

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.61

Np Likeness Score: -1.06

References

1. Li X, Jiang Y, Peterson YK, Xu T, Himes RA, Luo X, Yin G, Inks ES, Dolloff N, Halene S, Chan SSL, Chou CJ..  (2020)  Design of Hydrazide-Bearing HDACIs Based on Panobinostat and Their p53 and FLT3-ITD Dependency in Antileukemia Activity.,  63  (10): [PMID:32321249] [10.1021/acs.jmedchem.0c00442]

Source

Source(1):

• Scientific Literature