A system, method and program product for dynamically performing an audit and security compliance validation. The method includes providing a tool for performing a compliance check of installed computer applications running on a system, the tool including a first set and a second set of plug-ins. Further, the method includes scanning the system, using plug-ins selected from the first set to obtain a current inventory of applications currently installed on the system and selecting plug-ins from the second set to be run on the system in response to the current inventory of applications obtained, and automatically running the plug-ins selected from the second set for performing the compliance check on the system in response to a scheduling criteria identified for the system, where the second set of plug-ins perform the compliance check for only the applications currently installed on the system.