The article is devoted to the problem of analyzing the controllability of pipeline systems (PLS) of the power industry (heat, water, gas, etc.). Controllability for the first time is considered as a complex property that includes such private properties as permissibility, reliability, and efficiency of PLS operation conditions achieved by the control. Against the background of the general characteristics of the processes of the intelligent automation of PLS management, the urgency of the problem of quantifying the resulting systemic effects is revealed. A brief structuring of the goals and objectives of the analysis of PLS controllability is given. Probabilistic models of their operation conditions are introduced, taking into account the uncertainty of external influences and the internal state of the PLS. A system of probabilistic indicators for an integral quantitative assessment of the controllability of the PLS, which can be used as a basis for analyzing the potential effects of introducing various components of the PLS intellectualization, as well as developing controllability standards is proposed.