To the best of our knowledge, this work contains the first QSPRs for the sensitivity properties of tetrazole and azide HEMs in the reported literature. The models disclosed herein contain interpretable terms such as charges, NBO orbitals, and steric parameters, thereby offering chemical insight to guide the development of new HEMs with improved sensitivity properties. In contrast to literature precedence, the models in this work were trained and tested on new HEM datasets with high structural diversity, demonstrating the generality of our methods for chemical featurization of HEMs. Internal and external validation of our models further supports their validity as useful heuristics for rational design and mechanistic study.