3.9 TASSFUN (MCM)

Thrombo-embolic diseases are quite common in humans. They are often affected by enzymes of the blood coagulation cascade, like thrombin, factor Xa (fXa) and urokinase type plasminogen activator (uPA), so the specific inhibition of these enzymes is one of the major goals in drug design. In this project Comparative binding Energy (COMBINE) analysis should be developed for generating target-specific scoring functions (TASSFUN), which will be applied for virtual screening and for predicting the bioactivity of new inhibitors.

The COMBINE analysis based on a training set of experimental determined protein-inhibitor-complex crystal structures as well as on bioactivity values, e.g. inhibitor constants. For these complexes the electrostatic and van der Waals interaction energies will be calculated between the inhibitor and each protein residue. In addition, electrostatic desolvation energy terms are computed by solving the Poisson-Boltzmann equation for the protein and the inhibitor. The decomposed interaction energies and the electrostatic desolvation energy terms formed Xvariables in a matrix and were correlated by Partial Least Squares (PLS) to bioactivity or binding free energy values given as Yvariables. Subsequently, the correlation or scoring function will be used to predict the bioactivity of inhibitors where no experimental values available.

In the first year of the two-year-project, we focused on acquisition of published data (e.g., structure and kinetic information) of blood coagulation cascade-related enzymes, as well as on programming and implementing necessary tools for handling a large number of protein-ligand-complexes. The programs have reached a stage, which makes it possible to build COMBINE models based on a training set of structures of complexes. These COMBINE models were applied to a large test set of ligands with unknown crystal structures but docked ligand conformations.

For testing the procedure, ligands with known binding conformation and inhibitor constants were minimized by molecular mechanics together with a urokinase receptor model. After calculating and decomposing the interaction energy terms and the correlation to inhibitor constants, further ligands were docked by a commercial program into the receptor model. A comparison between predicted and experimental inhibitor constants showed promising results.

In the next part of the project we will focus on building target-specific scoring functions for different enzymes to use these after validation for virtual screening of large compound libraries with the aim of finding target-specific inhibitors.


Figure: Visualization of interaction and desolvation energy terms. Electrostatic (left) and van der Waals (middle) interaction values between the receptor model of urokinase and ligands of the training set were mapped as colours onto receptor surface (in red stabilization and in blue destabilization areas for complex formation). In the right panel the back bone of urokinase (green) is shown together with desolvation energy term of a ligand.

6 Professional Activities

6.3 Presentations (incl: Talks, Posters, Demos)

The Application of COMBINE Analysis to Generate Target-Specific Scoring Functions, S.Henrich, T.Wang, N.Blomberg, R.C.Wade, 19. Darmstdter Molecular Modelling Workshop, Computer-Chemie-Centrum, Erlangen, Germany, May 3-4, 2005

The Application of COMBINE Analysis to Generate Target-Specific Scoring Functions, S.Henrich, T.Wang, N.Blomberg, R.C.Wade, 1. German Conference on Chemoinformatics, Goslar, Germany, November 31-15, 2005

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