500" ported 440-1's and that TR with 600's is kinda going backwards on the induction side you would be loosing alot of HP even with x2 800's{any flow numbers on the 440-1's} a sheetmetal Tr and a pair of 1050's is where I would start with that much CFM, you could make the weiand work with that with some runner and plenum porting and some 800's, Personaly I still like the older MP 590 or 620 both would be in line if you use the weiand, but if you want to put those heads to work a roller would be inorder...im confused as to why you would build a monster motor and choke it with that weiand ..seems like a waste of capabilities~
Do you have the flow numbers for those heads and what is the comp?