Wow. Lotta damage for 45k miles.
At 40k I pulled mine apart to remedy a trans issue (popping out of 4th gear) and found about 5mm broken off the end of the front cylinder's compression ring. Chunk was still in the ring groove.
I was going to mention that the bore is Nikasil- not likely to change a whole lot. At 100K+ (broken shift drum) I was still seeing cross-hatching and a perfectly round bore. I'm still running the stock pistons, with new rings.
Comparing the piston top to others that doesn't look so bad. Air-cooled motors usually have a much more dramatic layer of carbon. I would say it's about what I've seen on mine the last time I pulled it apart.
Hard to see what's going on with the cases in the pic. Was it actually leaking there?
Said James to Red Molly, Now Nortons and Greeves and Indians won't do- they don't have a soul like a Vincent '52