Artificial intelligent assistant

compunctionate

comˈpunctionate, a. Obs.—1
  [f. as prec. + -ate2: cf. affectionate.]
  Affected with compunction, contrite.

1681 Manton Serm. Ps. cxix. 108. Wks. 1872 VIII. 109 With a compunctionate spirit, with brokenness of heart.

Oxford English Dictionary

yu7NTAkq2jTfdvEzudIdQgChiKuccveC ceb48eaeba947f1b28661187ee8f2665