US8476255, 77

ID: ALA3647940

PubChem CID: 25264194

Max Phase: Preclinical

Molecular Formula: C27H25FN2O5

Molecular Weight: 476.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(/C=C(/C(=O)NCc2ccc(/C=C/C(=O)NO)cc2)c2ccc(F)cc2)cc1OC

Standard InChI:  InChI=1S/C27H25FN2O5/c1-34-24-13-7-20(16-25(24)35-2)15-23(21-9-11-22(28)12-10-21)27(32)29-17-19-5-3-18(4-6-19)8-14-26(31)30-33/h3-16,33H,17H2,1-2H3,(H,29,32)(H,30,31)/b14-8+,23-15+

Standard InChI Key:  DBTQBONKZBXAAE-QLOONLQOSA-N

Molfile:  

     RDKit          2D

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   -3.8871   -3.7554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8834   -4.9554    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0
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 19 21  1  0
 21 22  1  0
 16 23  1  0
 23 24  2  0
 24 13  1  0
  8 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 28 30  1  0
 30 31  2  0
 31 25  1  0
  6 32  1  0
 32 33  2  0
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 33 34  1  0
 34 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3647940

   (E)-3-(3,4-dimethoxyphenyl)-2-(4-fluorophenyl)-N-[[4-[(E)-3-(hydroxyamino)-3-oxoprop-1-enyl]phenyl]methyl]prop-2-enamide

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: 476.50

Molecular Weight (Monoisotopic): 476.1748

AlogP: 4.22

#Rotatable Bonds: 9

Polar Surface Area: 96.89

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.56

CX Basic pKa: ┄

CX LogP: 4.13

CX LogD: 4.12

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.19

Np Likeness Score: -0.52

References

1.  (2013)  Histone deacetylase inhibitors, 

Source

Source(1):

• BindingDB Database