The times they are a-changin.

For the first time in 13 years, both Rafael Nadal and Roger Federer are out of the Top 4 in the ATP rankings.

Nadal, whose last Grand Slam title came at Roland Garros in 2014, moved down to fifth on Monday after falling to Grigor Dimitrov in the China Open quarterfinals. Federer, who had an injury-plagued season and hasn’t played since Wimbledon—he’s been rehabbing after undergoing knee surgery—has dropped to seventh.

Novak Djokovic, Andy Murray, Stan Wawrinka and Kei Nishikori make up the Top 4. Milos Raonic slots in between Nadal and Federer, and Gael Monfils, Tomas Berdych and Dominic Thiem round out the Top 10.

The 35-year-old Federer went 21-7 in 2016 before shutting himself down. It was the first year since 2000 that he didn’t win any titles. He’s committed to next year’s Hopman Cup in Australia, and is expected to be fully healthy for 2017.

Nadal, 30, has gone 39-13 this season and won titles in Monte Carlo and Barcelona. But despite his solid record, the 14-time Grand Slam champion didn’t get past the Round of 16 at a major. He missed Wimbledon, lost in the first round of the Australian Open and pulled out of the French Open, where he’s won nine times, ahead of the third round.

Nadal, who trails Nishikori by just 10 ranking points, has a chance to return to the Top 4 this week, but he’ll have his work cut out for him. The Spaniard is playing the Shanghai Masters, where he reached the semifinals in 2015. Seeded fourth, Nadal had a bye in the opening round and will open his campaign with a second-round match against Viktor Troicki.