I was just thinking of something. As I was tuning through the channels, I saw Alvin and the Chipmunks and I thought to myself...hmm...where have I seen these personalities?
Alvin: impulsive and reckless, but well meaning, (Dewey)
Simon: intellectual, stickler for rules (Huey)
Theodore: lazy, likes to eat, somewhat cowardly (some aspects of Louie)
Of course, the Chipmunks had their equivalent Chipettes:
Webby (Brittany): acts before thinking too, likewise well-intentioned. (Dewey)
Violet (Jeannette): loves learning (Huey)
Louie and Lena (Eleanor) are an interesting pairing as both of them are con-artists acting against their nature struggling to be on the good side.
I know the creators have said that Webby has been de facto adopted into the McDuck clan so effectively she's their sister, but she is Dewey's counterpart.