Ghanaian top flight sides Tema Youth and Aduana Stars will battle each other for a place in the MTN FA Cup quarter-finals after they were paired together on Tuesday.
Second-tier side Rainbow FC have been rewarded with a possible clash with Premier League champions Asante Kotoko who have their round of 32 tie against third-tier side Agbozome Weavers yet to play.
Hearts of Oak avoided any of their top flight rivals as they set a date with Starke FC.
Berekum Chelsea will make a trip to Tarkwa to face Medeama SC while Heart of Lions will face Tudu Might Jets.
Round of 16 draw
Amidaus Professionals vrs Guan United
Weavers/Kotoko vrs Rainbow FC
Eleven Wise vrs Nania FC
Medeama vrs Berekum Chelsea
Hearts of Oak vrs Starke FC
Heart of Lions vrs Tudu Mighty Jets
Tema Youth vrs Aduana Stars
Gold Stars vrs AshantiGold