September 23 - 24, 2003, Obernai, France, ACD/Labs European Users' Meeting

ChirBase Database for Separation of Enantiomers

Patrick Piras

Abstract

Chiral liquid chromatography is a rapidly evolving technology and is today a method of choice for the analysis and production of enantiomers. As the number of commercially available chiral stationary phases increases every year (about 1400 are available today), ChirBase database and its structure-based focusing approach currently provides better method prediction ability than any other methods. This database for chiral compounds, with 97,000 entries and over 25,000 compounds, has been built up over 15 years. Today, a new version of ChirBase, managed under ACD/ChromManager and ACD/ChemFolder is demonstrated to provide a number of advantages. Of particular interest is the performance of the chemical similarity searches. As structurally similar molecules often have the same properties, this appears to be one of the most important and powerful features of the ACD/Labs version.

List results of similarity searches allowed us to identify groups of closely related compounds. Combining these results of similarity searches with the pharmacophore concept (three-dimensional arrangement of chemical functional groups found in active molecules), we could demonstrate that chemical similarity searches afford a meaningful and powerful technique for identifying and selecting column candidates which can be then considered into the chiral separation process. The common structural features obtained from the pharmacophore model elaborations will also be presented.

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Relevant Products: ChromManager, ChirBase for ACD/Labs, Method Development Suite

Relevant Solution: Chromatographic Method Development