The results of the acrylamides show strong correlations for both the warhead-associated electrophilicity index and MAAs with R 2 coefficients of 0.87 and 0.80, respectively. However, computing the warhead-associated electrophilicity index requires an analysis of the FMOs to select suitable orbitals, whereas the MAAs are straightforward to calculate. In fact, the R 2 coefficient for the acrylamides without adjusting the electrophilicity index to the warhead-associated HOMO and LUMO energies (i.e., simply relying on the canonical MO-based HOMO and LUMO energies) is only 0.60, which is significantly worse than calculating MAAs.