DanL,
Whether or not 52100 will be easier to grind in the annealed state than O-1, will largely depend upon the method to place it in that condition. Either one could turn out easier to grind depending upon how the annealing technique was performed.
There may be factory standards available for machinablity in the "annealed" condition, but I am unsure what they are. Plus, keep in mind that the standards are respective to specific, prior heat treating. Instead, ask or have the material hardness tested as a rough indicator of machinability. The softer (lower HRC), the more machinable, generally speaking and only between these two materials as a comparison. Hope that helps you out some.