Phenacodus primaevus, a mammal from the Late Paleocene to Middle Eocene of North America and Europe (~60-48 mya). About 1.5m long (5′), it’s thought to have been one of the earliest known odd-toed ungulates, walking on its middle three hoofed toes.
Its teeth were adapted for a diet of mostly plant matter, although it may also have been opportunistically omnivorous.
Another species in the same genus, Phenacodus intermedius, had a skull structure that suggests it might have had a muscular prehensile upper lip – or perhaps even a short tapir-like proboscis.