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Maybe sounds like the art from Fantastic Planet?
Probably not in the way you mean. There are certainly movies that benefit from watching again, whether to fully understand what is going on - often involved convoluted plots or a twist that adds new context to all the scenes, or because each individual shot/scene has so much going on that you’re always catching some new detail. And I do think those aspects are mostly intentional.
Assuming the shoebox pill couldn’t be used for more pills (such as, more shoebox pills)…
Groundhog Day pill + 5 months experience pill, could be pretty good.