Yeah the H440 will fit it all no problem. I've built up in that case before and its a nice one. If you do decide to go that route, and use their 2.5 drive setup you'll want to pick up a SATA extender cable like one of these.
http://www.newegg.com/Product/Product.aspx?Item=N82E16812400046&cm_re=sata_extension_cable-_-12-400-046-_-Product
The way that case mounts the drive in, using the end of a normal SATA power cable lifts the back of the drive just enough to put a strain on the SATA connector due to the right angle of the power cable connector. Not a huge strain but for me putting any undo stress on that part of a drive is a bad idea.
The only real issue your build has is that cooler, otherwise you could put it all in just about any normal Mid ATX case. As someone who has a NH-D15 I do have to ask, is that cooler worth changing your case over? Don't get me wrong I love it, and its a great quiet cooler, but it is a huge and heavy beast and often makes builders change what they want to do.