I'm getting ready to put a 427 in a '40 pickup, already has a MII setup in it, and I have a couple 4x4 oil pans. I have found a few folks who have done this in the past, in fact I found a guy who bought one with a 428CJ in it to get the engine for anther car, and has the headers and modified pan from that car I can buy. I saw a very nice coupe two weeks ago at the Santa Rosa swap meet with a blown 426 Hammy in it with MII, and it fit just fine, looked great. I also have the complete driveline still in my old Lincoln LSC, 5.0HO, AOD, and 8.8, 4 wheels discs, etc. the my ex-GF merged with a minivan, would be the "easy" way, but I have 10 427's so what the hell- nothing sounds like a good FE with a lotta squeeze and a lotta stick. I also have an extra built C6 with a 10" converter and shifter, and a Mark Williams 40-spline rearend with a 4-link and 14" wide rims and Mickeys so the basics are all here Nice to see you can think for yourself, and are not Chebbie-brainwashed LOL
I am in the same process with my 37 humpback tudor. Have a buddy selling a 302/C4 and one selling a newer 5.8 (351) and an AOD. I decided to go AOD 351 and convert it back to carb. Also have a M2 rack installed but stock firewall. Trying to get it in w/out cutting. Will try the small pump and maybe a pusher fan or serp belts. Drop the motor a bit if needed. NO GM here. Not sure but I think it will be lighter than the 390 you are thinking Choggie? Doug
Before seeing this response I read the thread and instanly remembered looking at a 39 for sale back in 68 that had a 389 pontiac in it with tri power. This was in MA, .Dorchester. It was a good looking mill and looked right in there.
I put a 392 hemi in mine had to clearence the inner fenders for valve cover clearence. Not to bad with MII front, headers even cleared steering.
If you want to go crazy, I'd try one of these ford/lincoln 4.6 32 valve engines. Aluminum block If you can figure out an early style intake manifold, and a decent transmission configuration, like a t-10/t-5 or something, It could be the next thing. Those quad 4's really took off once someone figured out how to run them in-line. The already make superchargers for them, I bet they would look really trick without all the smog stuff. Yeah its not hamb friendly but whatever. I've got a 40 with a 59a flathead, and another 40 with a huge early cadillac flathead, so anything will fit. TP