The paper presents the results of the development of theoretical foundations and methodology of analyzing complex socio-economic systems, designed to diagnose the problems of managing their development that require legislative regulation. To solve methodological and practical problems of increasing the effectiveness of legislative and law enforcement processes in the context of digitalization, it is proposed to use the methodology of scenario analysis, which provides the possibility of intellectual support and evaluation of the quality of decision making within the framework of the legal norms development and improvement. The approach proposed is based on analysis and modeling of the development processes of the studied situations in the political-legal, socio-political, socio-economic, and innovation-technological spheres. The tasks of determining the target indicators composition effectiveness of the processes of managing the law transformation in the context of a developed information society are considered