[voronoff]

To be glib, it has been done. We call it language.

Seriously, though, take a look at the link I posted in https://news.ycombinator.com/item?id=8180924

One of the techniques used is to computationally create a space of possible ways to partition semantic domains on a plane whose dimensions are simplicity and informativeness, in order to look at where in the possible space it is that real languages lie. While it's not been done (to my knowledge) for a whole language, it's potential direction to go.