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Ashlar Vellum is a CAD package for mechanical engineers and designers, that includes the ability to intelligently predict where the user wants to connect the next object. There were both "2D" and "3D" versions.
First released in 1983 by T & W Systems Inc (later Versacad Corporation) and based on their earlier T-Square product, VersaCAD is a sophisticated professional object design and drawing tool for the IBM PC. It competed heavily against AutoCAD. A very in-depth history of VersaCAD can be found on Cadhistory (PDF Link)