Travel into and through every one of the 400 billion start systems in a Sidewinder at maximum supercruise speed assuming I took the shortest possible distance?
With 400,000,000,000 systems and you want to calculate the fastest journey, it would take longer to calculate the trip than to fly it
True. This is the Travelling salesman problem and the wiki suggests that calculating the route alone would take an amount of time based, at minimum, on 2 to the power of the number of destinations. An exact solution for 85,900 destinations took 136 CPU-years to calculate in 2006, so a 2^400000000000 based number would probably take a bit longer