Development of a cyclodextrin database using Chemaxon tools

Eszter Hazai

Virtua Drug, Budapest, Hungary

Why Cyclodextrins?

Definition: Cyclodextrins (CDs) are cyclic oligosaccharides obtained by the enzymatic conversion of starch.

α-cyclodextrin: six sugar ring molecule β-cyclodextrin: seven sugar ring molecule γ-cyclodextrin: eight sugar ring molecule

Cyclodextrins and drugs (1995-2003): 1800 CD-drug paper715 patent

About 30 drugs, e.g. Cetirizine-BCD (Cetirizin)Diclofenac-BCD (Voltaren ophtha)Omeprazole-BCD (Omebeta)

Why Database?

Database in general

• Integrate current knowledge on a specific research area • Aimed at bringing together information from diverse source• Provide easy and fast way for data mining

Our aim at creating cyclodextrin database

• Relatively few experimental conditions in order to give a quick, rough overview on cyclodextrin binding– if you need every data, read the paper• Data collected- should be used for prediction as well

www.cyclodb.com

3 modules:

Literature – all general data Interaction – extracted structural dataPrediction – in silico prediction methods

Cyclodextrin database

Literature module

Cyclodextrin database

Interaction module

Interaction module

Interaction module

Interaction module

Cyclodextrin database

Prediction module

Prediction module

Prediction module: Parameters influencing cyclodextrin complexation have been explored – in silico prediction with high prediction rate

Why Chemaxon?

cxcalc input.mol majorms -H 2.0 -f smiles > output.smi # 2-es pH a 2.0

molconvert -3:c30[hydrogenize] mol input.smi -o output.mol

Or:

molconvert -3:c2[hydrogenize] mol input.mol -o output.mol

Molecular modelling – plenty of file formats (Babel)Protonation at a given pH? Smiles to 3D conversion?

Chemaxon Calculator Plugins