This paper proposes a model to quantify the multiscale representation of a polyline based on iterative head/tail breaks. A polyline is first transformed into a corresponding Fourier descriptor consisting of normalized Fourier-series-expansion coefficients. Then, the most significant finite components of the Fourier descriptor are selected and ranked to constitute the polyline constrained Fourier descriptor. Using Shannon��s information theory, information content of the constrained Fourier-descriptor components is defined. Next, head/tail bre...