If IH3 and Zen Lightbox don't touch the additional image filenames except to use what is determined elsewhere, then changing the system would not be a problem in that way. Additional Image Titles also works on the filenames determined, whatever they are, so would be okay. Other mods would have to be checked to see if they are compatible.
Existing additional images would no longer be associated, and would need to be re-added to their products by the new system. You could not have more than nine (or whatever number) without further db modification (not a problem for the vast majority).
I presume you could not bulk upload additional images without installing and using easy populate.
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