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Utilizing the advantageous characteristics of COUPY fluorophores and cyclometalated Ir(III) complexes, novel PDT agents, in the form of Ir(III)-COUPY conjugates, were developed to enable the investigation of structure-activity relationships. The coumarin scaffold's structural alterations had a considerable impact on the photophysical properties and the cellular absorption levels of the conjugates. Ir(III)-COUPY conjugates, exposed to green light, displayed