For a given conformational ensemble, the minimum property value, the maximum property value, the property value from the lowest energy conformer, and Boltzmann-weighted average were calculated. These condensed descriptors encompass both the extreme conformers a molecule can adopt (within an allowable energetic window of 5 kcal/mol) as well as accessible, aggregate conformations. It can be important to represent conformational flexibility, as the active conformer in a given transformation cannot be determined a priori; thus, it is difficult to hypothesize which condensed descriptor will be deemed important/insightful. Descriptors of this type have been used to classify ligation states and have since gained traction in uncovering reactivity trends. Of note, the Get Properties notebook, available on GitHub (), is automated and adaptable to facilitate descriptor collection for any conserved moiety with a SMARTS string input. 50 Similar automated workflows (utilizing various software packages) from the Doyle and the Paton 17 groups have also been developed to generate conformers and collect DFT-derived descriptors, often extracting all possible descriptors rather than focusing on a single moiety.