LEAD-LIKE PROPERTIES OF A NOVEL PYRIDINE AMINOPHOSPHONATE: SYNTHESIS, PREDICTIVE EVALUATION AND BIOLOGICAL TESTING

Abstract

Abstract. Introduction. Aminophosphonate derivatives attract considerable interest as a class of low-molecular-weight compounds capable of exerting regulatory effects in biological systems of different origin. The combination of predictive and experimental approaches enables comprehensive characterization of their biological potential at early stages of investigation. The aim of this study was the synthesis of a novel aminophosphonate derivative, the preparation of its water-soluble form, and a comprehensive predictive–experimental evaluation of its biological activity. Dimethyl ((3-phenoxyphenyl)((pyridin-2-ylmethyl)amino)methyl)phosphonate (PMAAPh) was synthesized via the Kabachnik–Fields reaction, and its succinate salt (PMAAPh-Suc) was obtained to improve aqueous solubility. The structures of the compounds were confirmed by NMR and IR spectroscopy. In silico analysis included the assessment of predicted biological activity, pharmacokinetic properties, and toxicity. Experimental studies were performed using plant models and an in vivo model of experimental pancytopenia.  It was established that PMAAPh meets the main drug-likeness criteria and belongs to toxicity class III. PMAAPh-Suc exhibited regulatory effects on plant growth and hematopoietic parameters. The obtained results indicate that the studied compound is a promising candidate for further investigation of biologically active compounds.