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Dogs of any age, breed, or gender may be affected. Grapes and raisins are bad for dogs because one of the most serious complications of grape/raisin toxicity is they can cause severe kidney damage leading to acute (sudden) kidney failure with lack of urine production (anuria).
I so wish I could help you, but I have no experience at all with cushings. It doesn't surprise me to hear that the treatment for Cushings can make the kidney issue worse. When dogs have complicated illnesses, this is one of the more heartbreaking situations that can crop up. Kidney failure can be dealt with for a long time when it is diagnosed early.