What version of ROS also if Ver3.XX
What version of 532. (mem etc)
The "web" time out is due to the fact that winbox uses port 80 to do an initial connect.
The ports move frome there. (other ports used)
It could be a locked up board (power cycle)..
It could be due to memory issues (and therefor CPU maxed).
If you are running an older 532 and have ALL packages installed (especialy NTP (Older version))
You can get CPU spikes and downright unstable conditions.
Only load the packages you need.
Things that make you go "Hmmmmmmmm"...