Structure-based de novo design and identification of D816V mutant-selective c-KIT inhibitors?
Organic & Biomolecular Chemistry Pub Date: 2014-05-22 DOI: 10.1039/C4OB00053F
Abstract
To identify potent and selective inhibitors of D816V, the most common gain-of-function c-KIT mutant, we carried out structure-based de novo design using 7-azaindole as the core and the scoring function improved by implementing an accurate solvation free energy term. This approach led to the identification of new c-KIT inhibitors specific for the D816V mutant. The 3-(3,4-dimethoxyphenyl)-7-azaindole scaffold was optimized and represents a lead structure for the design of the potent and specific inhibitors of the D816V mutant. The results of molecular dynamics simulations indicate that hydrogen bonding interactions between the 7-azadindole moiety and the backbone groups of Cys673 are the most significant determinant for the potency and selectivity of c-KIT inhibitors.
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Journal Name:Organic & Biomolecular Chemistry
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CAS no.: 89640-58-4