This page contains information regarding Star Trek: Discovery, and thus may contain spoilers.
Enterprise NX-01's helmsman, Ensign Travis Mayweather, visited Draylax once aboard his family's cargo hauler, the ECS Horizon. He confirmed surreptitiously that Draylaxian women were endowed with "three...", and claimed to have had "firsthand, secondhand, and thirdhand" experience. (ENT: "Broken Bow")
In 2152, Trip Tucker used Draylax in a game of geography that Jonathan Archer forced him to play in order to keep Trip awake while they awaited rescue on the Torothan homeworld. (ENT: "Desert Crossing")
In 2399, the location of Draylax was labeled on a Federation star chart that was in Fleet Admiral Kirsten Clancy's office at Starfleet Headquarters. The planet was in or near to Federation space. (PIC: "Maps and Legends")
In a scene deleted from "Fight or Flight", Ensign Travis Mayweather also referenced Draylax in a similar game he played with Archer. Mayweather and Archer actually used the same locations as Tucker and Archer later.
According to Star Trek: Star Charts (pp. 45 & 66) and Stellar Cartography: The Starfleet Reference Library ("Federation Historical Highlights, 2161-2385"), the Draylax (Epsilon Indi) system was located in the Beta Quadrant. The primary was a K-class star. In the 22nd century, this system was a destination on the Earth trade routes, and traded with the Vega (Alpha Lyrae) and Sol systems. In the late 24th century, Draylax was a Federation member.