Predicting Value of Binding Constants of Organic Ligands to Beta-Cyclodextrin: Application of MARSplines and Descriptors Encoded in SMILES String - Archive ouverte HAL Accéder directement au contenu
Article Dans Une Revue Symmetry Année : 2019

Predicting Value of Binding Constants of Organic Ligands to Beta-Cyclodextrin: Application of MARSplines and Descriptors Encoded in SMILES String

Résumé

The quantitative structure-activity relationship (QSPR) model was formulated to quantify values of the binding constant (lnK) of a series of ligands to beta-cyclodextrin (β-CD). For this purpose, the multivariate adaptive regression splines (MARSplines) methodology was adopted with molecular descriptors derived from the simplified molecular input line entry specification (SMILES) strings. This approach allows discovery of regression equations consisting of new non-linear components (basis functions) being combinations of molecular descriptors. The model was subjected to the standard internal and external validation procedures, which indicated its high predictive power. The appearance of polarity-related descriptors, such as XlogP, confirms the hydrophobic nature of the cyclodextrin cavity. The model can be used for predicting the affinity of new ligands to β-CD.
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Dates et versions

hal-02184280 , version 1 (15-07-2019)

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Piotr Cysewski, Maciej Przybyłek. Predicting Value of Binding Constants of Organic Ligands to Beta-Cyclodextrin: Application of MARSplines and Descriptors Encoded in SMILES String. Symmetry, 2019, 11 (7), pp.922. ⟨10.3390/sym11070922⟩. ⟨hal-02184280⟩
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