England missed an opportunity to qualify for Euro 2020 as they slid to a 2-1 loss in the Czech Republic, while Cristiano Ronaldo scored his 699th goal in a routine Portugal win over Luxembourg.
Harry Kane converted a fifth-minute penalty in Prague after Raheem Sterling was clipped by Lukas Masopust, the Tottenham striker taking his qualifying tally to seven goals.
But Czech Republic, humbled 5-0 by England in the reverse fixture last March, levelled shortly after as Jakub Brabec bundled in from a corner for his first international goal.
Substitute Zdenek Ondrasek swept home the winner on his debut for the hosts on 85 minutes, a goal that ended England's decade-long unbeaten run in qualifying spanning 43 matches.
"I think we have had a lot of credit over the last couple of years and tonight we did not do enough," England manager Gareth Southgate told ITV.
"Our performance was not good enough, it's as simple as that. The goals we conceded were typical of the chances we gave away."
"We're going to suffer against Turkey and we'll need to prepare well for it."