Drained father had looked unhappy (7)
I believe the answer is:
frowned
'looked unhappy' is the definition.
I can't tell whether this definition defines the answer.
'drained father had' is the wordplay.
'drained' means to remove the middle letters.
'had' becomes 'owned' ('own' can be a synonym of 'have').
'father' with its middle removed is 'fr'.
'fr'+'owned'='FROWNED'
Can you help me to learn more?
(Other definitions for frowned that I've seen before include "Wrinkled one's forehead" , "Glowered" , "looked worried" .)