I think this is closely related to the development of the PDN feauture "holes" but also to other feature which are currently not developed, like outer threads on cylinders.
It would be really nice, if you could draw threads, like outer and inner threads. For holes, this might already be possible, as the information is stored with the feature. As the core drill hole is modeled, you would just need to draw over it the thread, like a 3/4 circle for the top view and the thread plus the end of the thread for the side view.
Here are a few things when modeling threads. There is a norm for that: DIN ISO 6410-1. The German wikipedia has some information about that: https://de.wikipedia.org/wiki/Gewinde#Darstellung
I annotated that as a reference: