Hi Max -
I had not exactly your issue but this may be related:
After using time warp tool (all tracks set to musical mode) I discovered that some mix automation did NOT get shifted correctly. It APPEARED to be shifted, but did not sound as the graphics would imply.
After locating the particular automation track (in the case, a subset of a VSTi) I switched the track from musical to time-linear and back again. Just a hunch. Anyway, it paid off as the automation then “corrected” itself.
So I’m thinking - a little bug is N5?
(By the way the project originated in N4. I have my suspicions about all projects that have crossed from N4 to N5.)
(PS so maybe try switching time modes and back again)