(E)-N-(4-(2-Propylidenehydrazine-1-carbonyl)benzyl)benzamide

ID: ALA4763928

PubChem CID: 139558709

Max Phase: Preclinical

Molecular Formula: C18H19N3O2

Molecular Weight: 309.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC/C=N/NC(=O)c1ccc(CNC(=O)c2ccccc2)cc1

Standard InChI:  InChI=1S/C18H19N3O2/c1-2-12-20-21-18(23)16-10-8-14(9-11-16)13-19-17(22)15-6-4-3-5-7-15/h3-12H,2,13H2,1H3,(H,19,22)(H,21,23)/b20-12+

Standard InChI Key:  FDSBQIFQZRAHLT-UDWIEESQSA-N

Molfile:  

 
     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
   10.1279  -11.6563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4188  -12.0649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4188  -12.8821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7138  -13.2907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0048  -12.8821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0048  -12.0649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7139  -11.6563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1279  -10.8391    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8370  -12.0649    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.5461  -11.6563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2510  -12.0649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9601  -11.6563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6692  -12.0649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6692  -12.8821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9601  -13.2907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2510  -12.8821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3742  -13.2907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3742  -14.1079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0833  -12.8821    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.7924  -13.2907    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.4973  -12.8821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2064  -13.2907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2064  -14.1079    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
 20 21  2  0
 14 17  1  0
  9 10  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4763928

   ---

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: 309.37

Molecular Weight (Monoisotopic): 309.1477

AlogP: 2.74

#Rotatable Bonds: 6

Polar Surface Area: 70.56

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.60

CX Basic pKa: 1.85

CX LogP: 2.39

CX LogD: 2.39

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.64

Np Likeness Score: -1.29

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