A drug delivery system includes a delivery container, a first drug insertion port, at least one additional drug insertion port, and an IV connection port. The delivery container includes upper, lower, first side, and second side portions, and further includes a tapered region extending between the first side portion and the second side portion. The first drug insertion port is positioned at the lower portion of the delivery container and has a first coupling mechanism. The at least one additional drug insertion port is also positioned at the lower portion of the delivery container, but includes a second coupling mechanism that is different than the first coupling mechanism. The IV connection port is positioned at the lower portion of the delivery container adjacent to a lower portion of the tapered region.