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(83-06) Comparison of 3D drugs and drug-like compounds geometries calculated by molecular mechanics and semiempirical quantum chemistry. Aptula, Aynur*,1, Cronin, Mark2, Netzeva, Tatiana2, Kuehne, Ralph1, Ebert, Ralf-Uwe1, Schüürmann, Gerrit1, 1 Department of Chemical Ecotoxicology, UFZ Centre for Environmental Research, Leipzig-Halle, Permoserstrasse 15, Leipzig, Germany2 School of Pharmacy and Chemistry, Liverpool John Moores University, Byrom Street, Liverpool, Liverpool, England ABSTRACT- The aim of this study is to compare the geometries of 661 antibacterial and non-antibacterial chemicals using several molecular mechanics algorithms and the AM1 quantum chemical method. After 2D-3D conversion of the structures using our ChemProp software, subsequent geometry optimization is performed employing both the Tripos force field (SYBYL package) and the CHEM-X force field (ChemProp implementation), and both Powell and BFGS algorithms. The resultant structures were further used as starting geometries for subsequent AM1 geometry optimizations, using both BFGS and EF algorithms as implemented in MOPAC93. The results are discussed in terms of overall similarities and differences with respect to bond lengths and angles, conformational issues, and specific structural features such as the representation of intramolecular hydrogen bonding. This work was supported in part by the European Union IMAGETOX Research Training Network (HPRN-CT- 1999-00015). Key words: antibacterials, molecular mechanics, quantum chemistry |
