Interestingly, in agreement with the MuSSeL predictions, homobivalent Schiff bases assembled on 1,4-phenylenediamine proved to be novel hits for multitarget-directed ligands (MTDLs) addressing Alzheimer’s disease-related target proteins, such as human AChE, MAO and Aβ40 aggregation. Here, ACHE is linked to Alzheimer disease.