The marriage of our explosophore-based lens for sensitivity property prediction with the trigger hypothesis subsequently allowed us to predict sensitivity properties for HEMs of increased structural complexity. Accurate sensitivity property predictions for HEMs containing multiple azide and tetrazole explosophores were obtained through simultaneous modeling of each of the explosophores in these HEMs, an ability unique to our explosophore-based approach. Successful modeling of sensitivity properties through this workflow lends support to the notion that specific explosophores act as molecular triggers for the bulk decomposition of HEMs. However, our efforts to predict the impact sensitivity of conjugated non-symmetric ditetrazoles in with the trigger hypothesis proved unsuccessful, highlighting a limitation of this approach. Impact sensitivity predictions for these molecules may require the construction of additional descriptors that better capture the electronic structures characteristic of these HEMs.