A method, computer program product, and system for upgrading an IT system are provided. The method comprises: determining a plurality of existing components of the IT system; determining at least one user component based on a user requirement; building a structural topology of the IT system in accordance with the plurality of existing components and the at least one user component, the structural topology comprising the plurality of existing components, at least one connection among the plurality of existing components, and the at least one user component with its conditional connection, the conditional connection comprising the dependency of the at least one user component; and providing at least one upgrade recommendation for the IT system in accordance with the structural topology.