So after playing around and exploring for a bit, I have finally chosen my final set of tools for the project. I will be using Python, AIML, SQLite with Py3kAIML and sqlite3 libraries. I was able to finish the plumbing and now have a very basic bot that can listen to the user, fetch data from the SQLite database and print the result. Now that I have the main tools I will be using, the design of the system will be the following: