A bit for drilling a wellbore includes: a shank having a coupling formed at an upper end thereof; a body mounted to a lower end of the shank; and a cutting face forming a lower end of the bit. The cutting face includes: a blade protruding from the body; a cutter including: a substrate mounted in a pocket formed in the blade; and a cutting table made from a superhard material, mounted to the substrate, and having a non-planar working face with a cutting feature; and a cutter orienting system including: a keyway formed in the substrate and angularly located opposite from the cutting feature; and a key formed in or mounted to the pocket and engaged with the keyway.