The conventional shape similarity measurements of remote sensing data face problems in the situation of noise interference, partial information occlusion and missing. A method of shape similarity measurement based on principal curvature enhancement distance transformation is proposed. The distance transformation is carried out to extend the range of the shape contour, improving the robustness of the similarity measure. Besides, to ensure the accuracy of measurement results, the distance map is enhanced by the principal curvature of the shape contour, improving the response of contours with rich information. Application experiments of road vectors with GPS data and optical remote sensing images show that the method is effective in practical application.