Synthesis, characterization, computational analysis, andinvestigation of adme properties of a novel isatin-containing compound

Isatin derivatives represent a prominent class in drug discovery and functional molecule design owing to their structural tunability and their ability to exhibit diverse biological activities. In this thesis, an isatin-based MH compound, (Z)-3-((4- (phenylamino)phenyl)imino)indolin-2-one, was synthesized and structurally characterized by mass spectrometry (LC-MS), 1H/13C-NMR, FT-IR, Raman, and UV-VIS spectroscopies. Under the applied reaction conditions, the resulting structure was identified as uniquely corresponding to the MH-1A tautomer; two plausible conformers and three different dimer models were constructed, and geometry optimizations were carried out for all structures, including the most stable dimeric form (D-A11). The experimental spectra were validated by comparison with IR/Raman frequencies (PED analysis), CIS-based UV-VIS excitation results, and NMR chemical shifts computed at appropriate theoretical levels. Hydrogen-bond analyses revealed intramolecular interactions (C-H∙∙∙O) in the conformers, while additional intermolecular hydrogen bonds (N-H∙∙∙O) became more pronounced in the dimeric structures. Mulliken charge distributions and MEP maps elucidated the spatial distribution of electron density and electrostatic potential, whereas HOMO-LUMO distributions and global reactivity descriptors enabled a quantitative assessment of the electronic structure, stability, and reactivity trends. Finally, ADME predictions indicated that MH-1 has a high potential for gastrointestinal absorption and is not a P-gp substrate; key physicochemical parameters suggested that the compound may be consistent with a "drug-like" profile. Although PASS analysis predicted potential anticancer, anti-inflammatory, and analgesic activities, certain toxicity risks were also identified; therefore, further experimental studies were recommended to verify biological activity and safety.