Porous organic cages (POCs) are a class of molecular materials featuring an intrinsic cavity that can be accessed by several windows that allow bidirectional molecular passage. Compared to other porous materials, this intrinsic cavity is enclosed by the molecule itself so that the cavity is observable even in the form of a single discrete molecule. Due to the intrinsic void space in the solid state and the discrete form, POCs have potential in various applications such as molecular separations, 4,5 sensing, proton conduction and catalysis. Examples of previously reported POCs are shown in Figure . The intrinsic cavity of POCs is often not stable, and so the vast majority of hypothetical POCs are found to lose their cavity in the absence of solvent, a feature known as lacking "shape-persistence". This loss of cavity results in a more dense, often non-porous amorphous phase, which decreases or, in some cases, eliminates both intrinsic and extrinsic porosity. The discovery of novel, shape-persistent POCs by conventional methods, where often only slight modifications are made to known POCs, is time-consuming and highly dependent on expert intuition and experience. The computational modelling of POC systems has become increasingly common, as it provides chemical knowledge of the new system before the experimental synthesis, and can significantly accelerate the discovery process. Current computational methods based on molecular dynamics (MD), density functional theory (DFT), and in-house software are often applied cooperatively for modelling POC structural features and their properties.