(E)-N-(4-(2-(3-methylbutylidene)hydrazinecarbonyl)phenyl)benzamide

ID: ALA3394915

PubChem CID: 118726354

Max Phase: Preclinical

Molecular Formula: C19H21N3O2

Molecular Weight: 323.40

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C19H21N3O2/c1-14(2)12-13-20-22-19(24)16-8-10-17(11-9-16)21-18(23)15-6-4-3-5-7-15/h3-11,13-14H,12H2,1-2H3,(H,21,23)(H,22,24)/b20-13+

Standard InChI Key:  GVWSAXYVOAOZAZ-DEDYPNTBSA-N

Molfile:  

     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5972   -1.5031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5951   -3.0039    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6375   -0.9049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8933   -3.7570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8934   -5.2570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1924   -6.0071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4914   -5.2571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4915   -3.7571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1925   -3.0071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7927   -6.0049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0914   -5.2527    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7948   -7.2049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3927   -6.0004    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6914   -5.2482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9927   -5.9960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.2914   -5.2437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.3318   -5.8416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.2893   -4.0437    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
  5  7  1  0
  7  8  1  0
  7  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
 13 16  1  0
 16 17  1  0
 16 18  2  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 22 21  1  0
 22 23  1  0
 22 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3394915

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 323.40

Molecular Weight (Monoisotopic): 323.1634

AlogP: 3.70

#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: 10.54

CX Basic pKa: 1.71

CX LogP: 3.42

CX LogD: 3.42

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.63

Np Likeness Score: -1.15

References

1. Miknis GF, Stevens SJ, Smith LE, Ostrov DA, Churchill ME..  (2015)  Development of novel Asf1-H3/H4 inhibitors.,  25  (4): [PMID:25582598] [10.1016/j.bmcl.2014.11.067]

2. Miknis, Greg F; Stevens, Sarah J; Smith, Luke E; Ostrov, David A and Churchill, Mair E A.  2015-02-15  Development of novel Asf1-H3/H4 inhibitors.  [PMID:25582598]

Source

Source(1):

• Scientific Literature