Over CRed:
Most of the Fiends from 3.0, ESPECIALLY the Ultroloth in the MotP
Deathbringer (MMII) - CR 17, no DR, no SR, and crappy hp. The only thing this has going for it is its somewhat high AC.
Fiendwurm (MMII) - Totally agree with Demiurge.
Hellfire Wyrm (MMII) - See above.
Greater Fihyr (sp?) (MMII) - CR 15, horrible AC, 88 hp, crappy SR, and sucky abilities. CR 7 maybe.
Famine Spirit (MMII) - CR 19, crappy AC, no SR, and nothing really to warrant its high CR
Mountain Giant (MMII) - See Shade's comments
Flesh Ooze (MMII) - CR 19, no DR or SR, bad AC, and cruddy HP.
Orcwort (MMII) - CR 20, lotsa HP, no SR, low AC, and pretty cruddy DR.
Pheonix (MMII) - Low HP and AC, and kinda cruddy DR. The only thing this has going for it is its Immolation and its very large array of spell-like abilities.
Grimweird (MMIII) - See Shade's comments.
Klurichir (FF), Maurezhi (FF), and Myrmixicus (FF) - Just all around bad.
Century Worm (FF) - No SR and no DR and no way to attack flying creatures = dead CR 19 creature.
Under CRed -
Drowned (MMIII) - See Demiurge's comments.
Boneclaw (MMIII) - see Demiurge's comments.
Arrow Demon (MMIII) - Can shoot two large composite bows as a single attack, and has 135 hp for a CR 7. Yikes.
Cadaver Collector (MMIII) - Ouch, is all I can say.
Storm Elemental (MMIII) - Look at how much damage the Storm and Lightning deals at Huge and up!
Malebranche (MMII) - Yowzers, see Demiurge's comments.
Bronze Serpent (MMII) - CR 10, fair SR and DR, but has a fairly high AC and has a bite attack that deals 1d6+10 plus 1d8+16 electricity. Ouch.
Elemental Weirds (MMII) - CR 12, can cast spells as 18th level Sorcerers.
Thunder Worm (FF) - CR 21, 696 hp, a somewhat okay AC, an attack that can deal 24d8 sonic damage at will, and it's incorporeal. Nasty, nasty.
Just Generally F**ked up CRs:
Adamantine Horror (MMII) - Too low HP to be really tough with high level adventurers, but REALLY nasty abilities that only high level adventurers can adequately deal with!
Juggernaut (MMII) - Has the potential to be really nasty. CR 11, SR 36, 6 attacks that deal buttloads of damage, a squash attack that deals 10d10+20 points of damage (!), and some really good Spell-like abilities, including At will - Forcecage, grease, hold monster, magic missile, slow, wall of force, and web. Only bad thing? Low hp and slow speed. A fighter could potentially cut it to pieces... if he survived its attacks