Predicting the tribological behaviour of dry lubricants remains difficult because it greatly depends on their mechanical and physicochemical environment. While it is difficult to analytically model dry lubrication, Discrete Element Method (DEM)-based modelling has been able to provide valuable insight into the tribological behaviour of dry lubricated contacts. The present study aims to experimentally define interactions between the discrete elements used for simulating different materials in contact, in order to accurately model and predict the tribological behaviour of dry lubricants. Those interactions are here defined by using the work of adhesion (W) between engineering materials: AISI440C, pristine MoS2 coating, as well as the related transfer film. A method was developed and applied on regular laboratory tribological test samples and ball bearings from the Near Infrared Imager and Slitless Spectrograph (NIRISS) instrument of the James Webb Space Telescope. Measured W values were consistent between all worn surfaces. The first DEM modelling results exhibit behaviours similar to those observed experimentally including surface plasticization and transfer.