How can I decide automation feasibility for web application?

Guys I need to decide feasibility of automation testing in web application. Application is developed in c#.net. Can any one guide me about factor which I need to consider for automation testing. I have some basic knowledge of Selenium WebDriver using Java, can I test web application using it? This application is leasing application it contains many calculations to calculate plan. Application also contains many reports as well as graphs to analyse enquiries as well as results.