Bioisosteres and Scaffold Hopping in Medicinal Chemistry

2014 ◽  
Vol 33 (6-7) ◽  
pp. 458-462 ◽  
Author(s):  
Nathan Brown
Keyword(s):  
Medicinal Chemistry ◽  
Scaffold Hopping

scholarly journals Identification of Bioisosteric Scaffolds using Scaffold Keys

2021 ◽  
Author(s):  
Peter Ertl
Keyword(s):  
Physicochemical Properties ◽  
Medicinal Chemistry ◽  
Chemical Space ◽  
Structural Features ◽  
Molecular Properties ◽  
Scaffold Hopping ◽  
Database Mining ◽  
Web Tool ◽  
Novel Method ◽  
Bioactive Molecule

<p>Replacement of a central scaffold in a bioactive molecule by another scaffold with similar structural features (a procedure called sometimes "scaffold hopping") is a classical medicinal chemistry technique used to improve molecular properties and explore novel interesting areas of chemical space. The new scaffolds may be identified by database mining, match in physicochemical properties and often just by applying medicinal chemistry knowledge. In this study a novel method to find bioisosteric scaffolds is described when these are identified using similarity in simple substructure features called Scaffold Keys. Performance of the method is illustrated on several examples and a freely-available web tool https://bit.ly/scaffoldkeys allowing to find bioisosteric scaffold analogs is introduced.</p><div><br></div>

scholarly journals Scaffold-hopping as a strategy to address metabolic liabilities of aromatic compounds

2020 ◽  
Vol 11 (1) ◽  
pp. 18-29 ◽  
Author(s):  
Phillip R. Lazzara ◽  
Terry W. Moore
Keyword(s):  
Drug Metabolism ◽  
Aromatic Compounds ◽  
Medicinal Chemistry ◽  
Lead Optimization ◽  
Scaffold Hopping ◽  
Oxidative Drug Metabolism

Mitigating oxidative drug metabolism is an important component of lead optimization. This review focuses on scaffold-hopping strategies used in the recent medicinal chemistry literature to address metabolic liabilities of aromatic compounds.

scholarly journals Identification of Bioisosteric Scaffolds using Scaffold Keys

2021 ◽  
Author(s):  
Peter Ertl
Keyword(s):  
Physicochemical Properties ◽  
Medicinal Chemistry ◽  
Chemical Space ◽  
Structural Features ◽  
Molecular Properties ◽  
Scaffold Hopping ◽  
Database Mining ◽  
Web Tool ◽  
Novel Method ◽  
Bioactive Molecule

<p>Replacement of a central scaffold in a bioactive molecule by another scaffold with similar structural features (a procedure called sometimes "scaffold hopping") is a classical medicinal chemistry technique used to improve molecular properties and explore novel interesting areas of chemical space. The new scaffolds may be identified by database mining, match in physicochemical properties and often just by applying medicinal chemistry knowledge. In this study a novel method to find bioisosteric scaffolds is described when these are identified using similarity in simple substructure features called Scaffold Keys. Performance of the method is illustrated on several examples and a freely-available web tool https://bit.ly/scaffoldkeys allowing to find bioisosteric scaffold analogs is introduced.</p><div><br></div>

scholarly journals Identification of Bioisosteric Scaffolds using Scaffold Keys

2021 ◽  
Author(s):  
Peter Ertl
Keyword(s):  
Physicochemical Properties ◽  
Medicinal Chemistry ◽  
Chemical Space ◽  
Structural Features ◽  
Molecular Properties ◽  
Scaffold Hopping ◽  
Database Mining ◽  
Web Tool ◽  
Novel Method ◽  
Bioactive Molecule

<p>Replacement of a central scaffold in a bioactive molecule by another scaffold with similar structural features (a procedure called sometimes "scaffold hopping") is a classical medicinal chemistry technique used to improve molecular properties and explore novel interesting areas of chemical space. The new scaffolds may be identified by database mining, match in physicochemical properties and often just by applying medicinal chemistry knowledge. In this study a novel method to find bioisosteric scaffolds is described when these are identified using similarity in simple substructure features called Scaffold Keys. Performance of the method is illustrated on several examples and a freely-available web tool https://bit.ly/scaffoldkeys allowing to find bioisosteric scaffold analogs is introduced.</p><div><br></div>

Identification of novel small-molecule inhibitors targeting menin–MLL interaction, repurposing the antidiarrheal loperamide

2016 ◽  
Vol 14 (36) ◽  
pp. 8503-8519 ◽  
Author(s):  
Liyan Yue ◽  
Juanjuan Du ◽  
Fei Ye ◽  
Zhifeng Chen ◽  
Lianchun Li ◽  
...  
Keyword(s):  
Small Molecule ◽  
Medicinal Chemistry ◽  
Small Molecule Inhibitors ◽  
Scaffold Hopping ◽  
Biochemical Studies

Scaffold hopping combines with biochemical studies and medicinal chemistry optimizations, leading to potent inhibitors of the menin–MLL interaction.

CATS for Scaffold Hopping in Medicinal Chemistry

2013 ◽  
pp. 119-130
Author(s):  
Christian P. Koch ◽  
Michael Reutlinger ◽  
Nickolay Todoroff ◽  
Petra Schneider ◽  
Gisbert Schneider
Keyword(s):  
Medicinal Chemistry ◽  
Scaffold Hopping
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