First, the difference in power will be dramatic with a 445. However, with your combo, I think HP goals and examples are not the right indicator. Build to the use, and just wait and see, it'll feel like a monster. I think if you dig around, you will find the torque numbers between these 390s and the 445s are night and day. Look at those and look at average torque. That being said, you can build a heck of a 390 to replace your tired one, but 28 inch tall tires and 3.25s will be happier with a 445
Second, I have never seen an FE main cap break, and I have certainly read and seen pictures of main saddles breaking, but have never had one come through here. Especially at the power level and use you are talking, I wouldn't think twice, even with stock main bolts.
I would build a hyd roller 445 for a 5700-5800 rpm peak, TFS heads look good for that with a small fast port that flows a lot of air, although Barry's heads will work great too, do a little professional rubbing on an RPM, and carefully assemble a zero deck shortblock at the right compression to match the cam choice. It'll feel like a monster compared to your current engine.