We have a piece of furniture we call "pretty desk" - Danish teak from the 1940s or early 50s. The front legs on it are angled and the drawers "float" 3 inches or so below the bottom of the desk surface. The maker finessed the issue you face by moving the back legs to a more vertical position (so not like your design that way) and by extending the side of the drawer box up and back a little bit relative to your design. If you did that, the side of the box would transmit force downward to the lower two thirds of the leg while preventing sideways movement from stressing the joint. You do not say in your original post what wood you're using, but if this is a reasonable hardwood like Santos Mahogany that should let someone sit on the front of the desk without damaging it.
Further (and please forgive me if you think I'm over-stepping here) that desk design looks like it fits an older PC style computer user. My son's new imac has one small cable, for power: networking, the keyboard, and the mouse are all wireless. Speakers are built in, but wireless speakers are now pretty much standard for external use too. Since Macs are now just PCs with more expensive logos running BSD, I assume you can get comparable wintel world products - and planning for fewer cables and no keyboard tray should let you simplify that design a bit.