4-(benzylamino)-N'-propyl-benzohydrazide

ID: ALA4534191

PubChem CID: 155546691

Max Phase: Preclinical

Molecular Formula: C17H21N3O

Molecular Weight: 283.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCNNC(=O)c1ccc(NCc2ccccc2)cc1

Standard InChI:  InChI=1S/C17H21N3O/c1-2-12-19-20-17(21)15-8-10-16(11-9-15)18-13-14-6-4-3-5-7-14/h3-11,18-19H,2,12-13H2,1H3,(H,20,21)

Standard InChI Key:  GHXAGWZSAKFQHQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
   28.4806   -3.2192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4794   -4.0387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1875   -4.4477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8971   -4.0383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8943   -3.2156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1857   -2.8103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6055   -4.4457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3126   -4.0360    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.0209   -4.4435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0176   -5.2592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7251   -5.6666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4331   -5.2568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4292   -4.4354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7211   -4.0317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1420   -5.6634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1444   -6.4805    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.8485   -5.2527    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.5574   -5.6593    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.2640   -5.2486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9728   -5.6551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6794   -5.2445    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:

   

   ALA4534191

   ---

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: 283.38

Molecular Weight (Monoisotopic): 283.1685

AlogP: 2.94

#Rotatable Bonds: 7

Polar Surface Area: 53.16

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.97

CX LogP: 2.83

CX LogD: 2.83

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.54

Np Likeness Score: -1.30

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]

2. Pulya S, Patel T, Paul M, Adhikari N, Banerjee S, Routholla G, Biswas S, Jha T, Ghosh B..  (2022)  Selective inhibition of histone deacetylase 3 by novel hydrazide based small molecules as therapeutic intervention for the treatment of cancer.,  238  [PMID:35635949] [10.1016/j.ejmech.2022.114470]

Source

Source(1):

• Scientific Literature