The two-time defending champion was on Thursday drawn again with Borussia Dortmund, which won their group last year and was unbeaten against Cristiano Ronaldo and friends.
Still, Tottenham is as classy as a third-seeded team gets, and fourth-seeded APOEL of Cyprus is a recent quarterfinalist.
Madrid’s great rival Barcelona has a more routine path to the last 16. Though it could battle for top spot in the group with last season’s runner-up, Juventus, they should face few problems from Olympiakos and Sporting Lisbon.
Chelsea, the last English team to win in 2012 — though after Ancelotti’s spell at Stamford Bridge and before Mourinho’s return — was grouped with Atletico Madrid, Roma, and Azerbaijani newcomer Qarabag.
Kiev’s Olympic Stadium will host the final on May 26 and could be an option to host Shakhtar group games.