Conditional connection based on a test (ie ping)

Hello,

Is there a way to initial a connection based on some condition ?

I explain what i would like to achieve...

A simple example: a server could be accessed at a customer site via it's local ip and default port (ie SSH 10.0.0.1:22), and from a remote location trough a NAT using the wan ip and a custom port (customer.site.com:2223)

I would like to create only one session object in RDM and when I open the session RDM would first run a test (or some tests):

• ping local IP
  • OK -> connect using local ip 10.0.0.1 and port 22
  • NOT OK -> connect using the hostname customer.site.com and custom port 2223

I already use the VPN/SSH/Gateway feature on some connection but here it would not involve connection a tunnel, vpn, ...

Thanks