I've noticed that after you create a new Session and then connect with it, any character that isn't a letter/number (parentheses, brackets, dashes, spaces, etc..) get stripped out of the connection window's title bar.
For example, if I have a list of sessions named like:
(SSH) Solaris03-AP1
(SSH) Solaris03-AP1, 7002
(SSH) Solaris03-AP1-APA, 7001
(SSH) Solaris03-AP1-APB, 7001
(SSH) Solaris13-AP2, 7002
(SSH) Solaris13-AP2-APA, 7001
(SSH) Solaris13-AP2-APB, 7001
(Telnet) Solaris03-AP1, 6000
(Telnet) Solaris-boot1
Terminal-Server-1
Terminal-Server-2
(These are hypothetical names, but the connections I really use are similar.)
The connection windows for them end up titled:
SSHSolaris03AP1
SSHSolaris03AP17002
SSHSolaris03AP1APA7001
SSHSolaris03AP1APB7001
SSHSolaris13AP27002
SSHSolaris13AP2APA7001
SSHSolaris13AP2APB7001
TelnetSolaris03AP16000
TelnetSolarisboot1
TerminalServer1
TerminalServer2
Which is a lot trickier to distinguish at a glance;) -- most of the visual cues that separate the meaningfully different parts of the title are gone.
I did find that if I manually right-click on the connection window title and select 'Rename...', it will remember whatever special characters I used the next time I open that connection.
This is actually the same bug that was causing your IP address to get converted to a window title of just "192". Should be fixed for the next version already. And, as you mentioned, you can always rename a window. In fact, window names can be dynamic and can contain variables.
I just released v3.14, so give it a try. I ran out of time to actually test the kind of window names you mentioned here, so please post if it's still a problem in case the "192" bug didn't fix it.