Prediction of Decomposition Temperature and Impact Sensitivity of Azide HEMs: Organic azides are of interest for their promise as replacements for toxic metal-based primary explosives. In addition to their direct use as energetics, azides are ubiquitous handles in the preparation of heterocyclic HEMs, bioactive molecules, and materials. However, to the best of our knowledge, no QSPRs have been reported describing the sensitivity properties of small molecule azide HEMs. To further extend the application of our methods for sensitivity property prediction, we turned our attention to the 35 azide-containing HEMs in our compound library (Figure ). Many of these HEMs included multiple azide functional groups per molecule (10 of 35 HEMs, for a total of 54 azide explosophores) in addition to non-azide explosophores. As was the case with the tetrazole/ditetrazole datasets, we initially modeled azides containing only one azide explosophore, and then expanded the scope of our prediction to encompass HEMs with multiple azide explosophores.