We next considered strategies to computationally characterize both enzyme and ligand (substrate and product) structures for descriptor extraction (Fig. ). We have previously described methods to characterize small molecule catalysts and extract chemical descriptors by pairing molecular mechanics (MM) based structural analysis with density functional theory (DFT) calculations. However, the shift from small chemical systems to biocatalytic platforms presents a number of unique challenges. The size and elaborate dynamics of enzymes has necessitated bespoke computational strategies to study the dynamics of enzyme ligand complexes [EL], however many of these are best suited for in-depth analysis of one or a few [EL] pairs due to their operational complexity and resource demands. We therefore sought workflows that would account for the dynamic nature of biocatalysts while also introducing operational simplicity, scalability, and consideration of ligand interactions.