Karen Khachanov and Stan Wawrinka, who will meet in the Doha first round, have only clashed once previously, a match won by Wawrinka.

Novak Djokovic, Dominic Thiem, Stan Wawrinka and Karen Khachanov wear traditional Qatari men's attire while walking the Katara Beach on Sunday.

Karen Khachanov and Stan Wawrinka will clash against one another in the first round in Doha.

Karen Khachanov captures his third tour-level trophy of the season at the Rolex Paris Masters on Sunday.

Novak Djokovic will return to No. 1 in the ATP Rankings on Monday.

Karen Khachanov celebrates his maiden ATP World Tour Masters 1000 title in Paris.

Karen Khachanov defeats Dominic Thiem to reach his first ATP World Tour Masters 1000 final.

Karen Khachanov books his place in the Paris semi-finals with victory over fourth seed Alexander Zverev on Friday.

Karen Khachanov saves one set point in the first set en route to beating Filip Krajinovic on Monday in Paris.

Karen Khachanov defeats Adrian Mannarino in straight sets to win the VTB Kremlin Cup on Sunday.

Karen Khachanov advances to the final of the VTB Kremlin Cup, where he will face Adrian Mannarino.

Karen Khachanov advances to the semi-finals in Moscow for the second consecutive year.

Russian Karen Khachanov wins his Rolex Shanghai Masters opener on Sunday.

Top seed Dominic Thiem and Russian No. 1 Karen Khachanov could meet in the St. Petersburg Open championship match.

Karen Khachanov landed 22 aces against Rafael Nadal at the US Open on Friday.

Karen Khachanov battled for four hours and 23 minutes before falling short against World No. 1 Rafael Nadal.

Karen Khachanov is bidding to reach a third straight Grand Slam fourth round.

Karen Khachanov advances to the semi-finals of an ATP World Tour Masters 1000 event for the first time by beating Robin Haase.

Karen Khachanov defeats Frances Tiafoe in five sets to reach the Round of 16 at Wimbledon on Saturday.

Karen Khachanov records his fifth Top 30 win of 2018 by beating Kei Nishikori on Wednesday in Halle.

Despite leading two sets to one, Karen Khachanov fell to Alexander Zverev in the fourth round at Roland Garros.

Karen Khachanov defeats France's Lucas Pouille to reach the fourth round at Roland Garros on Saturday.

Jan-Lennard Struff, Karen Khachanov and Robert Farah participate in the annual Player Revue at the 112th Rolex Monte-Carlo Masters.

Russian Karen Khachanov advances to the second round of the Rolex Monte-Carlo Masters for the second consecutive year.

Andrey Rublev, left, and Karen Khachanov compete in their maiden ATP World Tour doubles final as a team on Saturday in Miami.