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I'm not sure if this is the problem either. Nmap 172.17.0.1 in the docker container does not output any 1025 port. Nmap 127.0.0.1 on the host machine outputs: Nmap scan report for localhost (127.0.0.1) I’m wondering if the Protonmail Bridge service that’s listening on 127.0.0.1:1025 is not accepting connections from the Docker container because they are not coming from 127.0.0.1 exactly? If this is the problem, how to validate and fix? If this is not the problem, what am I doing wrong? Openssl s_client -connect 127.0.01:1025 -starttls smtp State Recv-Q Send-Q Local Address:Port Peer Address:Port Process I checked open ports on the host machine, all good: ss -plnt Issue: From the Docker container, I cannot connect to the SMTP server exposed by the Protonmail Bridge on the host machine.