Chemistry Central Journal Poster presentation Tautomerism in structure-based 3D pharmacophore modeling

© 2008 Seidel et al. Tautomeric rearrangements on molecules lead to distinct equilibrated structural states of the same chemical compound, and evidently, have an impact on nearly all aspects of computer-aided chemical data processing [1] where the knowledge of the exact chemical structure is required (e.g. the calculation of chemical properties or interpretation of ligand-protein interactions). Although tautomerism is a well-known and well-documented phenomenon, it has long been disregarded in the field of drug design, which, as a consequence, leads to a possible misinterpretation of ligand binding interactions. Especially heuristic approaches, like structure-based pharmacophore modeling, are techniques that allow for consideration of several tautomeric forms, although this has not been don