nixpkgs/nixos/tests/gnupg.nix

import ./make-test-python.nix (
  { pkgs, lib, ... }:

  {
    name = "gnupg";
    meta = with lib.maintainers; {
      maintainers = [ rnhmjoj ];
    };

    # server for testing SSH
    nodes.server =
      { ... }:
      {
        imports = [ ../modules/profiles/minimal.nix ];

        users.users.alice.isNormalUser = true;
        services.openssh.enable = true;
      };

    # machine for testing GnuPG
    nodes.machine =
      { pkgs, ... }:
      {
        imports = [ ../modules/profiles/minimal.nix ];

        users.users.alice.isNormalUser = true;
        services.getty.autologinUser = "alice";

        environment.shellInit = ''
          # preset a key passphrase in gpg-agent
          preset_key() {
            # find all keys
            case "$1" in
              ssh) grips=$(awk '/^[0-9A-F]/{print $1}' "''${GNUPGHOME:-$HOME/.gnupg}/sshcontrol") ;;
              pgp) grips=$(gpg --with-keygrip --list-secret-keys | awk '/Keygrip/{print $3}') ;;
            esac

            # try to preset the passphrase for each key found
            for grip in $grips; do
              "$(gpgconf --list-dirs libexecdir)/gpg-preset-passphrase" -c -P "$2" "$grip"
            done
          }
        '';

        programs.gnupg.agent.enable = true;
        programs.gnupg.agent.enableSSHSupport = true;
      };

    testScript = ''
      import shlex


      def as_alice(command: str) -> str:
          """
          Wraps a command to run it as Alice in a login shell
          """
          quoted = shlex.quote(command)
          return "su --login alice --command " + quoted


      start_all()

      with subtest("Wait for the autologin"):
          machine.wait_until_tty_matches("1", "alice@machine")

      with subtest("Can generate a PGP key"):
          # Note: this needs a tty because of pinentry
          machine.send_chars("gpg --gen-key\n")
          machine.wait_until_tty_matches("1", "Real name:")
          machine.send_chars("Alice\n")
          machine.wait_until_tty_matches("1", "Email address:")
          machine.send_chars("alice@machine\n")
          machine.wait_until_tty_matches("1", "Change")
          machine.send_chars("O\n")
          machine.wait_until_tty_matches("1", "Please enter")
          machine.send_chars("pgp_p4ssphrase")
          machine.send_key("tab")
          machine.send_chars("pgp_p4ssphrase")
          machine.wait_until_tty_matches("1", "Passphrases match")
          machine.send_chars("\n")
          machine.wait_until_tty_matches("1", "public and secret key created")

      with subtest("Confirm the key is in the keyring"):
          machine.wait_until_succeeds(as_alice("gpg --list-secret-keys | grep -q alice@machine"))

      with subtest("Can generate and add an SSH key"):
          machine.succeed(as_alice("ssh-keygen -t ed25519 -f alice -N ssh_p4ssphrase"))

          # Note: apparently this must be run before using the OpenSSH agent
          # socket for the first time in a tty. It's not needed for `ssh`
          # because there's a hook that calls it automatically (only in NixOS).
          machine.send_chars("gpg-connect-agent updatestartuptty /bye\n")

          # Note: again, this needs a tty because of pinentry
          machine.send_chars("ssh-add alice\n")
          machine.wait_until_tty_matches("1", "Enter passphrase")
          machine.send_chars("ssh_p4ssphrase\n")
          machine.wait_until_tty_matches("1", "Please enter")
          machine.send_chars("ssh_agent_p4ssphrase")
          machine.send_key("tab")
          machine.send_chars("ssh_agent_p4ssphrase")
          machine.wait_until_tty_matches("1", "Passphrases match")
          machine.send_chars("\n")

      with subtest("Confirm the SSH key has been registered"):
          machine.wait_until_succeeds(as_alice("ssh-add -l | grep -q alice@machine"))

      with subtest("Can preset the key passphrases in the agent"):
          machine.succeed(as_alice("echo allow-preset-passphrase > .gnupg/gpg-agent.conf"))
          machine.succeed(as_alice("pkill gpg-agent"))
          machine.succeed(as_alice("preset_key pgp pgp_p4ssphrase"))
          machine.succeed(as_alice("preset_key ssh ssh_agent_p4ssphrase"))

      with subtest("Can encrypt and decrypt a message"):
          machine.succeed(as_alice("echo Hello | gpg -e -r alice | gpg -d | grep -q Hello"))

      with subtest("Can log into the server"):
          # Install Alice's public key
          public_key = machine.succeed(as_alice("cat alice.pub"))
          server.succeed("mkdir /etc/ssh/authorized_keys.d")
          server.succeed(f"printf '{public_key}' > /etc/ssh/authorized_keys.d/alice")

          server.wait_for_open_port(22)
          machine.succeed(as_alice("ssh -i alice -o StrictHostKeyChecking=no server exit"))
    '';
  }
)