Hint 1: Star Trek The Next Generation: "He's devious and amoral and unreliable and irresponsible and... and definitely not to be trusted." ~~ Captain Jean-Luc Picard, 2367 ~~
Hint 2: Star Trek The Next Generation: He belongs to the __ Continuum
Hint 3: He has a one-letter name.
Hint 4: The letter falls somewhere between P and R