(E)-N-(4-(2-(3-methoxy-4-(2-(pyrrolidin-1-yl)ethoxy)benzylidene)hydrazinecarbonyl)phenyl)benzamide

ID: ALA3394913

PubChem CID: 118726352

Max Phase: Preclinical

Molecular Formula: C28H30N4O4

Molecular Weight: 486.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(/C=N/NC(=O)c2ccc(NC(=O)c3ccccc3)cc2)ccc1OCCN1CCCC1

Standard InChI:  InChI=1S/C28H30N4O4/c1-35-26-19-21(9-14-25(26)36-18-17-32-15-5-6-16-32)20-29-31-28(34)23-10-12-24(13-11-23)30-27(33)22-7-3-2-4-8-22/h2-4,7-14,19-20H,5-6,15-18H2,1H3,(H,30,33)(H,31,34)/b29-20+

Standard InChI Key:  FIDCSAAIHNKBJM-ZTKZIYFRSA-N

Molfile:  

     RDKit          2D

 36 39  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
  -14.2918   -5.2460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.5908   -5.9960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.5908   -7.4960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.2918   -8.2460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9927   -7.4960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.2887   -9.7469    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -13.2486  -10.3454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.8921   -8.2438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -18.1908   -7.4915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -19.4921   -8.2393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -20.7908   -7.4870    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -22.1443   -8.1033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -23.1441   -6.9851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -22.3896   -5.6887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -20.9235   -6.0057    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
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
 25 27  1  0
 27 28  1  0
 24 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3394913

   ---

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: 486.57

Molecular Weight (Monoisotopic): 486.2267

AlogP: 4.19

#Rotatable Bonds: 10

Polar Surface Area: 92.26

Molecular Species: BASE

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.51

CX Basic pKa: 8.53

CX LogP: 4.05

CX LogD: 3.00

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.33

Np Likeness Score: -1.47

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