YOU SAID:

Nick was a sad, pitiful person who had no friends.

INTO JAPANESE

ニックは、友達がいなかったら悲しい、哀れな人をだった。

BACK INTO ENGLISH

Had my friend Nick is sad and pathetic it was.

INTO JAPANESE

私の友人ニックは悲しい、哀れだった。

BACK INTO ENGLISH

My friend Nick is sad and pathetic.

INTO JAPANESE

私の友人ニックは悲しく、哀れです。

BACK INTO ENGLISH

My friend Nick is sad and pathetic.