In this study, a novel photoinduced electron transfer (PET) based 1,2,3-triazole appended chemosensor probe (PRT) for the recognition of toxic heavy metal ions has been developed via Cu(I)-catalyzed alkyne-azide cycloaddition (CuAAC), a quintessential example of ‘click chemistry’ for which the 2022 Nobel prize in chemistry was awarded to Prof. K.B. Sharpless, Prof. M. Meldal and Prof. C. Bertozzi. The synthesized probe was successfully characterized via IR spectroscopy, NMR (1H and 13C) spectroscopy, and mass spectrometry; and additionally demonstrated to selectively sense the highly toxic Hg(II), Pb(II), and the biologically essential Cr(III) ions via absorption and fluorescence spectroscopy. The Job plot of PRT suggested the stoichiometric ratio of 1:1 with the sensed metal ions, whereas the association constant values determined through Benesi-Hildebrand (B-H) equation indicated the strongest binding of PRT with Cr(III) followed by Pb(II) and Hg(II) respectively, even though the competitive metal ion titration revealed the selectivity of PRT for Pb(II) over the other metal ions. The density functional theory (DFT) approach as implemented in the Gaussian 09 package with B3LYP/6-311G++(d,p) and B3LYP/LANL2DZ was used to perform geometry optimization and quantum chemical computations. Above and beyond, PRT was also docked with Interleukin (IL)-6 protein, thereby providing glimpses of its anti-inflammatory potential.