I would look at the BLF A6 instead of the M2R, then a short tube for another BLF A6 could replace you S1R. Unfortunately neither are rechargeable. Sofirn C8F would replace the R50 nicely. Jetbeam-1MK would replace that I3E. Not very knowledgeable on headlamps. There are a bunch of guys on here that are though. I hear the Skillhunt name thrown around that seems pretty popular. Maybe a Acebeam X80 for the same price as the M7R and twice the lumens. Just my picks. Wish I had experience with all the different lights.
You got a great budget. I am sure the guys and gals on here with much more experience than I can point you to some great options as well.
Take care and enjoy lighting up the night.