We investigate possible generalizations of the Coffman-Kundu-Wootters monogamy inequality to four qubits, accounting for multipartite entanglement in addition to the bipartite terms. We show that the most natural extension of the inequality does not hold in general, and we describe the violations of this inequality in detail. We investigate alternative ways to extend the monogamy inequality to express a constraint on entanglement sharing valid for all four-qubit states, and perform an extensive numerical analysis of randomly generated four-qubit states to explore the properties of such extensions.