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Ideal configuration or layout of highways should resemble the actual demands for the roads represented by Origin-Destination (OD) information. It would be beneficial if existing highways can be evaluated for their configurational fitness against the current demands, and newly planned highways can carefully be designed in terms of their layouts and topologies that would reflect the demands. Analysis techniques used for complex networks in the matured field of network theory can be applied for the highway layout health monitoring against the current OD information. This paper proposes a methodology of measuring the fitness of existing highways by comparing their structural configuration against conceptual OD networks using well-established techniques in network theory for complex networks. In the first phase, this paper conducts an empirical analysis and finds that both structural highway network and OD network follow the "power law" distribution as they are weighted by capacity and traffic volume respectively. It is also found that the power law coefficient of the OD network dynamically changes throughout the day and week. In the second phase, a noble methodology of weighting and measuring the health, of structural highway networks against OD networks by means of comparing their power law coefficients is proposed. It is found that the proposed method is effective at detecting deviations from ideal structural configurations associated with actual demands.