Cannot connect to one specific server in a container

I’m having a weird issue where all the containers on one particular MacBook Pro, regardless of whether the images are based on slim, alpine, cent, etc. based, cannot connect to one specific server on our network.

It just cannot find the route and times out. The host itself can reach the server just fine. Other containers on other hosts can reach the server. However, there’s something messed up with the networking on this one particular host.

Running Version 17.12.0-ce-mac55 (23011) on High Sierra. I’ve rebooted a few times and stopped/started Docker, too. Nothing has been changed to /etc/hosts on the host. The networks seem identical to the networks on my coworker’s MBP.

Any idea on what could be happening?