We provide a full-featured, cross-platform, tkinter-derived GUI with access to key internal functions (Figure ). Simply reading from top to bottom, users can specify all the required inputs. Databases of molecules and optional external targets for comparison can be manually entered or selected from the filesystem. Similarity measures and molecular descriptors are available in dropdown menus with commonly accessed configuration options accessible from toggles. This interface automatically generates configuration files for use by AIMSim. This enables the user to execute the files directly from the interface or open them in an external text editor for fine-grain changes and subsequent execution from the command line. A comprehensive walkthrough of the GUI is available in the Supporting Information. , PaDEL-Descriptor , and ccbmlib (see Supporting Information for complete walkthrough details).