How to recover money loaned to a friend with transfer proof and guarantee cheque?

I had given my friend money multiple times over the last year with a cheque I have as a guarantee.

He has partially paid back half of it but states he cannot pay the balance which is almost AED 300k.

The cheque expired on June 30, 2022. However, all the transfer of money was done through a bank account so I have bank statements as proof.

What legal choice do I have to make him pay the money?