N-(4-(2-Octylhydrazine-1-carbonyl)benzyl)benzamide

ID: ALA4755760

PubChem CID: 139558716

Max Phase: Preclinical

Molecular Formula: C23H31N3O2

Molecular Weight: 381.52

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCCCCCNNC(=O)c1ccc(CNC(=O)c2ccccc2)cc1

Standard InChI:  InChI=1S/C23H31N3O2/c1-2-3-4-5-6-10-17-25-26-23(28)21-15-13-19(14-16-21)18-24-22(27)20-11-8-7-9-12-20/h7-9,11-16,25H,2-6,10,17-18H2,1H3,(H,24,27)(H,26,28)

Standard InChI Key:  ZKPWJMVLLYKMKH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    9.4248  -15.3230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7194  -14.9151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7186  -14.0979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0091  -13.6900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3004  -14.0993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3013  -14.9165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0108  -15.3244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4256  -16.1402    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1335  -14.9137    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8389  -15.3216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5475  -14.9123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2570  -15.3243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9616  -14.9150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9608  -14.0978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2554  -13.6899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5467  -14.0951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6695  -13.6885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6686  -12.8713    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3790  -14.0964    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.0876  -13.6871    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.0868  -12.8699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7914  -12.4606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7947  -11.6434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4992  -11.2341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4984  -10.4169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2071  -10.0076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2063   -9.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9150   -8.7811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  2  7  2  0
  1  8  2  0
  1  9  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 11 16  2  0
 17 18  2  0
 19 20  1  0
 17 19  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 20 21  1  0
 14 17  1  0
  9 10  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4755760

   ---

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: 381.52

Molecular Weight (Monoisotopic): 381.2416

AlogP: 4.21

#Rotatable Bonds: 12

Polar Surface Area: 70.23

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.90

CX LogP: 4.65

CX LogD: 4.65

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.38

Np Likeness Score: -0.83

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