(E)-N-(4-(2-(2-(3-bromo-4-hydroxy-5-methoxybenzylidene)hydrazinyl)-2-oxoethyl)phenyl)benzamide

ID: ALA3394922

PubChem CID: 137007117

Max Phase: Preclinical

Molecular Formula: C23H20BrN3O4

Molecular Weight: 482.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(/C=N/NC(=O)Cc2ccc(NC(=O)c3ccccc3)cc2)cc(Br)c1O

Standard InChI:  InChI=1S/C23H20BrN3O4/c1-31-20-12-16(11-19(24)22(20)29)14-25-27-21(28)13-15-7-9-18(10-8-15)26-23(30)17-5-3-2-4-6-17/h2-12,14,29H,13H2,1H3,(H,26,30)(H,27,28)/b25-14+

Standard InChI Key:  ALEWVUUKXKSLKS-AFUMVMLFSA-N

Molfile:  

     RDKit          2D

 31 33  0  0  0  0  0  0  0  0999 V2000
    2.5973   -1.5031    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
   -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 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5955   -2.7031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3383    1.3500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.7000    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.8912   -5.2578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8933   -3.7570    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8509   -5.8560    0.0000 O   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
    5.1481  -16.5121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8465  -17.2575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5501  -16.5030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5553  -15.0030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8569  -14.2575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1534  -15.0121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8652  -12.7567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1686  -12.0126    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8291  -12.1513    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1769  -10.5118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4785   -9.7663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4837   -8.2663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1873   -7.5117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8856   -8.2573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8804   -9.7573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1894   -6.0109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  2  1  0
  6  8  1  0
  8  9  1  0
  5 10  1  0
  4 11  1  0
 12 13  1  0
 12 14  2  0
 13 15  1  0
 15  1  2  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 20 22  1  0
 22 23  1  0
 22 24  2  0
 23 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 25  1  0
 28 31  1  0
 31 12  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3394922

   ---

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: 482.33

Molecular Weight (Monoisotopic): 481.0637

AlogP: 4.11

#Rotatable Bonds: 7

Polar Surface Area: 100.02

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.30

CX Basic pKa: 1.05

CX LogP: 4.34

CX LogD: 4.29

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.35

Np Likeness Score: -1.22

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