He doesn't have an Illmatic, Reasonable Doubt, Doggystyle, Life after death, Get rich or die trying (impact wise, not saying the quality here was amazing/groundbreaking), or a Chronic.

Song wise....he has some songs that are classic as hell, but still no Nothin but a G thang, Juicy, Empire state of mind, Peter Piper, or even Humpty Dance. Even though everybody knows him, old old folks and younger folks may not be able to mention a song from him.

He's comparable to Will Smith, except his Rap career was much better and Will's acting career was MUCH much better...so Will wins, but they're still similar in that they came in the 80's and started as rappers, and are now known more for what they've done outside of Rap.