KNOBLE: KNOwledge-Based Ligand Enumeration

COMP 246

Christof Gerlach1, Christian Sohn2, Tobias Craan2, Wibke E. Diederich, diederic@staff.uni-marburg.de2, and Gerhard Klebe2. (1) Institute of Pharmaceutical Chemistry, Philipps-University Marburg, Marburg, 35032, Germany, (2) Fachbereich Pharmazie, Philipps-Universitaet Marburg, Institut fuer Pharmazeutische Chemie, Marbacher Weg 6, 35032 Marburg, Germany
Combinatorial Chemistry is an efficient technique to provide tailor-made compound libraries preferably leading to new lead structures modulating the function of a target protein. Herein we present a computational combinatorial method where building blocks are derived from a search of generated target protein subpockets. We selected the serine protease thrombin as a well established model case. Subpockets are compared with all stored binding pockets in CAVBASE.All fragments which bind to similar subpockets are extracted. Subsequently, a substructure search is performed giving rise to a subset of putative building blocks with suitable functional groups for the later synthesis. The obtained building blocks are docked combinatorially using FlexXC. Through re-scoring with scoring functions developed in our group, a subset of the most promising library members is generated.Subsequent synthesis of single members of the generated library followed by experimental affinity determination validated our knowledge-based strategy of building block generation.
 

Poster Session
6:00 PM-8:00 PM, Tuesday, 12 September 2006 Moscone Center -- Hall D, Poster

Sci-Mix
8:00 PM-10:00 PM, Monday, 11 September 2006 Moscone Center -- Hall D, Sci-Mix

Division of Computers in Chemistry

The 232nd ACS National Meeting, San Francisco, CA, September 10-14, 2006