painful
5 occurrences across the corpus
King James Version
Psalms 73:16
When I thought to know this, it was too painful for me;
KJV Apocrypha (Catholic Deuterocanon)
2 Maccabees 2:26
Therefore to us, that have taken upon us this painful labour of abridging, it was not easy, but a matter of sweat and watching;
KJV Apocrypha (Eastern Orthodox Additions)
2 Esdras 7:12
Then were the entrances of this world made narrow, full of sorrow and travail: they are but few and evil, full of perils,: and very painful.
OT Pseudepigrapha
The Letter of Aristeas 4:21
For they all work spontaneously, though it entails much painful exertion, and each one has a special task allotted to him.
The Letter of Aristeas 6:60
Then I said 'I suppose you mean the informers, for he constantly exposes them to tortures and to painful forms of death.'