(There's no video for ClassWorks III yet. Please contribute to MR and add a video now!)
CNS ClassWorks was a collection of popular educational software (courseware) integrated with its own curriculum management software. It was originally created for the Apple II by Computer Networking Specialists, who would later change their name to Curriculum Networking Specialists. In the late 90s/early 2000s, it went over to Knowledge Adventure and a subsidiary of Houghton-Mifflin Harcourt known as Curriculum Advantage. Curriculum Advantage still owns the rights to the ClassWorks name, and ClassWorks still exists, albeit online only, and featuring mostly its own educational software, rather than popular titles that earlier versions had, such as JumpStart, Math/Reading Blaster, etc.
ClassWorks III was released for Windows and Mac, but CNS still supported Apple II and MS-DOS software at the time also. It was available on CD-ROM.
ClassWorks was designed to run on a network. While the front-end can be installed on a computer that's not part of a network, it's pretty useless on its own without any courseware (modified versions of pre-existing software with special drivers). Courseware should be installed on a server to ensure full functionality.
(There's no download available for this software yet. If you've got a copy of that software, upload it now!)
Emulating this? It should run fine under: Basilisk II