US8476255, 55

ID: ALA3647935

PubChem CID: 25265749

Max Phase: Preclinical

Molecular Formula: C23H21N3O3S

Molecular Weight: 419.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CSc1ccc(/C=C(/C(=O)NCc2ccc(C(=O)NO)cc2)c2cccnc2)cc1

Standard InChI:  InChI=1S/C23H21N3O3S/c1-30-20-10-6-16(7-11-20)13-21(19-3-2-12-24-15-19)23(28)25-14-17-4-8-18(9-5-17)22(27)26-29/h2-13,15,29H,14H2,1H3,(H,25,28)(H,26,27)/b21-13+

Standard InChI Key:  CZIFWUIZPKVGJZ-FYJGNVAPSA-N

Molfile:  

     RDKit          2D

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    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
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   -5.2024    2.6932    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  -14.0161   -3.6368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8964   -0.7553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1931   -1.5094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1885   -3.0094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8871   -3.7554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5904   -3.0014    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5951   -1.5014    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  2  1  0
  2  3  1  0
  3  4  2  0
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  5  6  2  0
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 16 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
  8 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 23  1  0
  6 29  1  0
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 30  3  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3647935

   N-hydroxy-4-[[[(E)-3-(4-methylsulfanylphenyl)-2-pyridin-3-ylprop-2-enoyl]amino]methyl]benzamide

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: 419.51

Molecular Weight (Monoisotopic): 419.1304

AlogP: 3.78

#Rotatable Bonds: 7

Polar Surface Area: 91.32

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.05

CX Basic pKa: 4.41

CX LogP: 3.20

CX LogD: 3.19

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.23

Np Likeness Score: -1.07

References

1.  (2013)  Histone deacetylase inhibitors, 

Source

Source(1):

• BindingDB Database