PREDICTION OF BIOLOGICAL ACTIVITY OF PROPARGYL ALCOHOL DERIVATIVES USING THE SWISS TARGETPREDICTIO PROGRAM
DOI:
https://doi.org/10.32689/2663-0672-2024-1-18Keywords:
acetylenes, propargyl ethers, pharmacophore grouping, Swiss TargetPredictioAbstract
The article is devoted to the study of the physicochemical parameters and biological properties of new synthesized acetylene ethers with a pharmacophore grouping in the molecule – derivatives of propargyl alcohol using the computer prediction program Swiss TargetPredictio, SIB Swiss Institute of Bioinformatics. The purpose of the work. To analyze the "structure-activity" relationship in a number of new synthesized derivatives of propargyl alcohol with a polyhalogen-containing pharmacophore group with the prediction of their physicochemical parameters, pharmacological properties, and determination of biotargets using computer prediction using the Swiss TargetPredictio program. Methodology. Propargyl ethers and their derivatives are characterized by polyfunctionality, which is based on the mutual influence of the terminal triple bond on a complex of functional groups that form a certain pharmacophore grouping. Propargyl ethers remain a relevant object in the modeling of molecules of new biologically active substances (BAS) with potential biological properties in order to create effective drugs. Propargyl compounds are used in agrochemistry, in organic synthesis as alkylating agents and biologically active compounds, and are in great demand for use in various industries, especially in the pharmaceutical industry. This opens up perspectives in the further chemical modification of molecules of propargylic compounds with a previously undescribed spectrum of biological properties and the study of their off-target effects. Previously, we synthesized derivatives of propargyl alcohol with a polyhalogen-containing pharmacophore group under the conditions of organic synthesis with interphase catalysis by benzyltrimethylammonium chloride or dibenzo-18-crown-6-ether. When studying their biological properties, their bactericidal, diuretic and analgesic activity was revealed. Scientific novelty. Obtaining new data on the physicochemical parameters and potential biological activity of newly synthesized derivatives of propargyl alcohol and implementing the obtained results into the practice of fine organic synthesis for the creation of small molecules as potential biologically active substances (BAS) and promising drugs. Materials and methods. Chemical structures of derivatives of polyhalogen-containing propargyl alcohol, computer prediction program of physicochemical parameters and pharmacological properties Swiss TargetPredictio. Conclusions. With the help of computer prediction of physicochemical parameters, pharmacological properties and off-target effects of propargyl alcohol derivatives with a polyhalogen-containing pharmacophore group using the Swiss TargetPredictio program, the number of reversible bonds, H-bonds acceptors, H-bonds donors; the values of molar refraction and lipophilicity were determined; obtained characteristics of pharmacokinetics and bioavailability, as well as predicted potential biological targets and pharmacological properties of the synthesized compounds.
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