My go to example is the insanity of junction 15 of the m8, that loop onto the west bound motorway is a 270 degree corkscrew rising 30 feet with a diameter of 55 yards onto a 5 lane motorway where I need to go from the left hand lane to the right hand lane (as there are entrance and exit lanes on both the inside and outside of the motorway at that point). A current automatic engine wouldn't know what was the right thing to do in that situation ( https://www.google.co.uk/maps/@55.8672951,-4.2358853,374m/da... )
To determine all of that you'd basically be at the level of self-driving car. Which would be awesome.