6 files changed, 402 insertions, 0 deletions
diff --git a/src/leap/bitmask/mail/smtp/tests/185CA770.key b/src/leap/bitmask/mail/smtp/tests/185CA770.key
new file mode 100644
index 0000000..587b416
--- /dev/null
+++ b/src/leap/bitmask/mail/smtp/tests/185CA770.key
@@ -0,0 +1,79 @@
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diff --git a/src/leap/bitmask/mail/smtp/tests/185CA770.pub b/src/leap/bitmask/mail/smtp/tests/185CA770.pub
new file mode 100644
index 0000000..38af19f
--- /dev/null
+++ b/src/leap/bitmask/mail/smtp/tests/185CA770.pub
@@ -0,0 +1,52 @@
+-----BEGIN PGP PUBLIC KEY BLOCK-----
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diff --git a/src/leap/bitmask/mail/smtp/tests/cert/server.crt b/src/leap/bitmask/mail/smtp/tests/cert/server.crt
new file mode 100644
index 0000000..a27391c
--- /dev/null
+++ b/src/leap/bitmask/mail/smtp/tests/cert/server.crt
@@ -0,0 +1,29 @@
+-----BEGIN CERTIFICATE-----
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diff --git a/src/leap/bitmask/mail/smtp/tests/cert/server.key b/src/leap/bitmask/mail/smtp/tests/cert/server.key
new file mode 100644
index 0000000..197a449
--- /dev/null
+++ b/src/leap/bitmask/mail/smtp/tests/cert/server.key
@@ -0,0 +1,51 @@
+-----BEGIN RSA PRIVATE KEY-----
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+-----END RSA PRIVATE KEY-----
diff --git a/src/leap/bitmask/mail/smtp/tests/mail.txt b/src/leap/bitmask/mail/smtp/tests/mail.txt
new file mode 100644
index 0000000..9542047
--- /dev/null
+++ b/src/leap/bitmask/mail/smtp/tests/mail.txt
@@ -0,0 +1,10 @@
+HELO drebs@riseup.net
+MAIL FROM: drebs@riseup.net
+RCPT TO: drebs@riseup.net
+RCPT TO: drebs@leap.se
+DATA
+Subject: leap test
+
+Hello world!
+.
+QUIT
diff --git a/src/leap/bitmask/mail/smtp/tests/test_gateway.py b/src/leap/bitmask/mail/smtp/tests/test_gateway.py
new file mode 100644
index 0000000..9d88afb
--- /dev/null
+++ b/src/leap/bitmask/mail/smtp/tests/test_gateway.py
@@ -0,0 +1,181 @@
+# -*- coding: utf-8 -*-
+# test_gateway.py
+# Copyright (C) 2013 LEAP
+#
+# This program is free software: you can redistribute it and/or modify
+# it under the terms of the GNU General Public License as published by
+# the Free Software Foundation, either version 3 of the License, or
+# (at your option) any later version.
+#
+# This program is distributed in the hope that it will be useful,
+# but WITHOUT ANY WARRANTY; without even the implied warranty of
+# MERCHANTABILITY or FITNESS FOR A PARTICULAR PURPOSE. See the
+# GNU General Public License for more details.
+#
+# You should have received a copy of the GNU General Public License
+# along with this program. If not, see <http://www.gnu.org/licenses/>.
+
+"""
+SMTP gateway tests.
+"""
+import re
+import tempfile
+from datetime import datetime
+
+from twisted.internet import reactor
+from twisted.internet.defer import inlineCallbacks, fail, succeed, Deferred
+from twisted.test import proto_helpers
+
+from mock import Mock
+
+from leap.keymanager import openpgp, errors
+from leap.mail.testing import KeyManagerWithSoledadTestCase
+from leap.mail.testing import ADDRESS, ADDRESS_2
+from leap.mail.testing.smtp import getSMTPFactory, TEST_USER
+
+
+# some regexps
+IP_REGEX = "(([0-9]|[1-9][0-9]|1[0-9]{2}|2[0-4][0-9]|25[0-5])\.){3}" + \
+    "([0-9]|[1-9][0-9]|1[0-9]{2}|2[0-4][0-9]|25[0-5])"
+HOSTNAME_REGEX = "(([a-zA-Z0-9]|[a-zA-Z0-9][a-zA-Z0-9\-]*[a-zA-Z0-9])\.)*" + \
+    "([A-Za-z0-9]|[A-Za-z0-9][A-Za-z0-9\-]*[A-Za-z0-9])"
+IP_OR_HOST_REGEX = '(' + IP_REGEX + '|' + HOSTNAME_REGEX + ')'
+
+
+class TestSmtpGateway(KeyManagerWithSoledadTestCase):
+
+    EMAIL_DATA = ['HELO gateway.leap.se',
+                  'MAIL FROM: <%s>' % ADDRESS_2,
+                  'RCPT TO: <%s>' % ADDRESS,
+                  'DATA',
+                  'From: User <%s>' % ADDRESS_2,
+                  'To: Leap <%s>' % ADDRESS,
+                  'Date: ' + datetime.now().strftime('%c'),
+                  'Subject: test message',
+                  '',
+                  'This is a secret message.',
+                  'Yours,',
+                  'A.',
+                  '',
+                  '.',
+                  'QUIT']
+
+    def setUp(self):
+        # pytest handles correctly the setupEnv for the class,
+        # but trial ignores it.
+        if not getattr(self, 'tempdir', None):
+            self.tempdir = tempfile.mkdtemp()
+        return KeyManagerWithSoledadTestCase.setUp(self)
+
+    def tearDown(self):
+        return KeyManagerWithSoledadTestCase.tearDown(self)
+
+    def assertMatch(self, string, pattern, msg=None):
+        if not re.match(pattern, string):
+            msg = self._formatMessage(msg, '"%s" does not match pattern "%s".'
+                                           % (string, pattern))
+            raise self.failureException(msg)
+
+    @inlineCallbacks
+    def test_gateway_accepts_valid_email(self):
+        """
+        Test if SMTP server responds correctly for valid interaction.
+        """
+
+        SMTP_ANSWERS = ['220 ' + IP_OR_HOST_REGEX +
+                        ' NO UCE NO UBE NO RELAY PROBES',
+                        '250 ' + IP_OR_HOST_REGEX + ' Hello ' +
+                        IP_OR_HOST_REGEX + ', nice to meet you',
+                        '250 Sender address accepted',
+                        '250 Recipient address accepted',
+                        '354 Continue']
+
+        user = TEST_USER
+        proto = getSMTPFactory({user: None}, {user: self.km}, {user: None})
+        transport = proto_helpers.StringTransport()
+        proto.makeConnection(transport)
+        reply = ""
+        for i, line in enumerate(self.EMAIL_DATA):
+            reply += yield self.getReply(line + '\r\n', proto, transport)
+        self.assertMatch(reply, '\r\n'.join(SMTP_ANSWERS),
+                         'Did not get expected answer from gateway.')
+        proto.setTimeout(None)
+
+    @inlineCallbacks
+    def test_missing_key_rejects_address(self):
+        """
+        Test if server rejects to send unencrypted when 'encrypted_only' is
+        True.
+        """
+        # remove key from key manager
+        pubkey = yield self.km.get_key(ADDRESS)
+        pgp = openpgp.OpenPGPScheme(
+            self._soledad, gpgbinary=self.gpg_binary_path)
+        yield pgp.delete_key(pubkey)
+        # mock the key fetching
+        self.km._fetch_keys_from_server = Mock(
+            return_value=fail(errors.KeyNotFound()))
+        user = TEST_USER
+        proto = getSMTPFactory(
+            {user: None}, {user: self.km}, {user: None},
+            encrypted_only=True)
+        transport = proto_helpers.StringTransport()
+        proto.makeConnection(transport)
+        yield self.getReply(self.EMAIL_DATA[0] + '\r\n', proto, transport)
+        yield self.getReply(self.EMAIL_DATA[1] + '\r\n', proto, transport)
+        reply = yield self.getReply(self.EMAIL_DATA[2] + '\r\n',
+                                    proto, transport)
+        # ensure the address was rejected
+        self.assertEqual(
+            '550 Cannot receive for specified address\r\n',
+            reply,
+            'Address should have been rejected with appropriate message.')
+        proto.setTimeout(None)
+
+    @inlineCallbacks
+    def test_missing_key_accepts_address(self):
+        """
+        Test if server accepts to send unencrypted when 'encrypted_only' is
+        False.
+        """
+        # remove key from key manager
+        pubkey = yield self.km.get_key(ADDRESS)
+        pgp = openpgp.OpenPGPScheme(
+            self._soledad, gpgbinary=self.gpg_binary_path)
+        yield pgp.delete_key(pubkey)
+        # mock the key fetching
+        self.km._fetch_keys_from_server = Mock(
+            return_value=fail(errors.KeyNotFound()))
+        user = TEST_USER
+        proto = getSMTPFactory({user: None}, {user: self.km}, {user: None})
+        transport = proto_helpers.StringTransport()
+        proto.makeConnection(transport)
+        yield self.getReply(self.EMAIL_DATA[0] + '\r\n', proto, transport)
+        yield self.getReply(self.EMAIL_DATA[1] + '\r\n', proto, transport)
+        reply = yield self.getReply(self.EMAIL_DATA[2] + '\r\n',
+                                    proto, transport)
+        # ensure the address was accepted
+        self.assertEqual(
+            '250 Recipient address accepted\r\n',
+            reply,
+            'Address should have been accepted with appropriate message.')
+        proto.setTimeout(None)
+
+    def getReply(self, line, proto, transport):
+        proto.lineReceived(line)
+
+        if line[:4] not in ['HELO', 'MAIL', 'RCPT', 'DATA']:
+            return succeed("")
+
+        def check_transport(_):
+            reply = transport.value()
+            if reply:
+                transport.clear()
+                return succeed(reply)
+
+            d = Deferred()
+            d.addCallback(check_transport)
+            reactor.callLater(0, lambda: d.callback(None))
+            return d
+
+        return check_transport(None)