If you want to understand the underlying problem, think about geographical mapping (e.g. Google Maps). When drawing a map, how do you decide what gets featured? Roads, businesses? How big can the text be? How do you keep it all readable?

Diagramming is the same problem, but usually lacking the context to decide what to draw. The same stakeholders may be interested in different combinations of features depending on which business questions they're trying to answer. Geographic mapping is practically a constrained domain by comparison. And it's supposed to be feasible to do it automatically for systems diagrams? /hard-skeptic