title: In silico prediction of the β-cyclodextrin complexation based on Monte Carlo method.
abstract: In this study QSPR models were developed to predict the complexation of structurally diverse compounds with β-cyclodextrin based on SMILES notation optimal descriptors using Monte Carlo method. The predictive potential of the applied approach was tested with three random splits into the sub-training, calibration, test and validation sets and with different statistical methods. Obtained results demonstrate that Monte Carlo method based modeling is a very promising computational method in the QSPR studies for predicting the complexation of structurally diverse compounds with β-cyclodextrin. The SMILES attributes (structural features both local and global), defined as molecular fragments, which are promoters of the increase/decrease of molecular binding constants were identified. These structural features were correlated to the complexation process and their identification helped to improve the understanding for the complexation mechanisms of the host molecules.
authors: Faculty of Medicine, Department of Chemistry, University of Niš, Niš, Serbia. Electronic address: aveselinovic@medfak.ni.ac.rs.
authors: Aleksandar M
authors: AM
authors: Veselinović
authors: Faculty of Medicine, Department of Chemistry, University of Niš, Niš, Serbia.
authors: Jovana B
authors: JB
authors: Veselinović
authors: IRCCS- Istituto di Ricerche Farmacologiche Mario Negri, Milano, Italy.
authors: Andrey A
authors: AA
authors: Toropov
authors: IRCCS- Istituto di Ricerche Farmacologiche Mario Negri, Milano, Italy.
authors: Alla P
authors: AP
authors: Toropova
authors: Faculty of Medicine, Department of Chemistry, University of Niš, Niš, Serbia.
authors: Goran M
authors: GM
authors: Nikolić
mesh_terms: D003198:Computer Simulation; D008958:Models, Molecular; D015394:Molecular Structure; D009010:Monte Carlo Method; D021281:Quantitative Structure-Activity Relationship; D015203:Reproducibility of Results; D047392:beta-Cyclodextrins / Q000737:chemistry*
chemical_list: D047392:beta-Cyclodextrins; C031215:betadex
keywords: CORAL software; Monte Carlo method; QSAR/QSPR; SMILES; β-Cyclodextrin