Abstract Sustainable development of cities around the world is a means of providing a high quality of city environment and living standards of the population. One of the main aspects of sustainable development of city infrastructure is social stability, which involves among others the criteria of transport safety and reliability. Nowadays transport infrastructure objects, especially in big cities, are in focus of increased attention from the safety and security arrangement point of view. Provided that, the purpose of the paper is to develop a mechanism of continuous monitoring, testing and improvement of transport safety system in order to provide its ability to adequately respond to new challenges of the environment. The paper describes an approach to the development of safety system and emergency situations management, based on the concept of “enterprise architecture”. The approach involves analysis and testing of existing safety and emergency regulations and personnel instructions using a specific simulation software, and further correction of the regulations and instructions basing on the results of the analysis. The proposed approach was tested in Saint Petersburg Underground (Russia). Such kind of approach potentially could be implemented into practice of not only underground transport systems, but for other types of transport enterprises as well.