Adapt smtp relay to latest soledad and keymanager.

5 files changed, 763 insertions, 0 deletions

diff --git a/src/leap/mail/smtp/tests/185CA770.key b/src/leap/mail/smtp/tests/185CA770.key
new file mode 100644
index 0000000..587b416
--- /dev/null
+++ b/src/leap/mail/smtp/tests/185CA770.key
@@ -0,0 +1,79 @@
+-----BEGIN PGP PRIVATE KEY BLOCK-----
+Version: GnuPG v1.4.10 (GNU/Linux)
+
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+-----END PGP PRIVATE KEY BLOCK-----
diff --git a/src/leap/mail/smtp/tests/185CA770.pub b/src/leap/mail/smtp/tests/185CA770.pub
new file mode 100644
index 0000000..38af19f
--- /dev/null
+++ b/src/leap/mail/smtp/tests/185CA770.pub
@@ -0,0 +1,52 @@
+-----BEGIN PGP PUBLIC KEY BLOCK-----
+Version: GnuPG v1.4.10 (GNU/Linux)
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+-----END PGP PUBLIC KEY BLOCK-----
diff --git a/src/leap/mail/smtp/tests/__init__.py b/src/leap/mail/smtp/tests/__init__.py
new file mode 100644
index 0000000..73c9421
--- /dev/null
+++ b/src/leap/mail/smtp/tests/__init__.py
@@ -0,0 +1,374 @@
+# -*- coding: utf-8 -*-
+# __init__.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/>.
+
+
+"""
+Base classes and keys for SMTP relay tests.
+"""
+
+import os
+import shutil
+import tempfile
+from mock import Mock
+
+
+from twisted.trial import unittest
+
+
+from leap.soledad import Soledad
+from leap.keymanager import (
+    KeyManager,
+    openpgp,
+)
+
+
+from leap.common.testing.basetest import BaseLeapTest
+
+
+class TestCaseWithKeyManager(BaseLeapTest):
+
+    def setUp(self):
+        # mimic BaseLeapTest.setUpClass behaviour, because this is deprecated
+        # in Twisted: http://twistedmatrix.com/trac/ticket/1870
+        self.old_path = os.environ['PATH']
+        self.old_home = os.environ['HOME']
+        self.tempdir = tempfile.mkdtemp(prefix="leap_tests-")
+        self.home = self.tempdir
+        bin_tdir = os.path.join(
+            self.tempdir,
+            'bin')
+        os.environ["PATH"] = bin_tdir
+        os.environ["HOME"] = self.tempdir
+
+        # setup our own stuff
+        address = 'leap@leap.se'  # user's address in the form user@provider
+        uuid = 'leap@leap.se'
+        passphrase = '123'
+        secrets_path = os.path.join(self.tempdir, 'secret.gpg')
+        local_db_path = os.path.join(self.tempdir, 'soledad.u1db')
+        server_url = 'http://provider/'
+        cert_file = ''
+
+        self._soledad = self._soledad_instance(
+            uuid, passphrase, secrets_path, local_db_path, server_url,
+            cert_file)
+        self._km = self._keymanager_instance(address)
+
+    def _soledad_instance(self, uuid, passphrase, secrets_path, local_db_path,
+                          server_url, cert_file):
+        """
+        Return a Soledad instance for tests.
+        """
+        # mock key fetching and storing so Soledad doesn't fail when trying to
+        # reach the server.
+        Soledad._fetch_keys_from_shared_db = Mock(return_value=None)
+        Soledad._assert_keys_in_shared_db = Mock(return_value=None)
+
+        # instantiate soledad
+        def _put_doc_side_effect(doc):
+            self._doc_put = doc
+
+        class MockSharedDB(object):
+
+            get_doc = Mock(return_value=None)
+            put_doc = Mock(side_effect=_put_doc_side_effect)
+
+            def __call__(self):
+                return self
+
+        Soledad._shared_db = MockSharedDB()
+
+        return Soledad(
+            uuid,
+            passphrase,
+            secrets_path=secrets_path,
+            local_db_path=local_db_path,
+            server_url=server_url,
+            cert_file=cert_file,
+        )
+
+    def _keymanager_instance(self, address):
+        """
+        Return a Key Manager instance for tests.
+        """
+        self._config = {
+            'host': 'http://provider/',
+            'port': 25,
+            'username': address,
+            'password': '<password>',
+            'encrypted_only': True
+        }
+
+        class Response(object):
+            status_code = 200
+            headers = {'content-type': 'application/json'}
+
+            def json(self):
+                return {'address': ADDRESS_2, 'openpgp': PUBLIC_KEY_2}
+
+            def raise_for_status(self):
+                pass
+
+        nickserver_url = ''  # the url of the nickserver
+        km = KeyManager(address, nickserver_url, self._soledad,
+                              ca_cert_path='')
+        km._fetcher.put = Mock()
+        km._fetcher.get = Mock(return_value=Response())
+
+        # insert test keys in key manager.
+        pgp = openpgp.OpenPGPScheme(self._soledad)
+        pgp.put_ascii_key(PRIVATE_KEY)
+        pgp.put_ascii_key(PRIVATE_KEY_2)
+
+        return km
+
+    def tearDown(self):
+        # mimic LeapBaseTest.tearDownClass behaviour
+        os.environ["PATH"] = self.old_path
+        os.environ["HOME"] = self.old_home
+        # safety check
+        assert self.tempdir.startswith('/tmp/leap_tests-')
+        shutil.rmtree(self.tempdir)
+
+
+# Key material for testing
+KEY_FINGERPRINT = "E36E738D69173C13D709E44F2F455E2824D18DDF"
+
+ADDRESS = 'leap@leap.se'
+
+PUBLIC_KEY = """
+-----BEGIN PGP PUBLIC KEY BLOCK-----
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+-----END PGP PUBLIC KEY BLOCK-----
+"""
+
+PRIVATE_KEY = """
+-----BEGIN PGP PRIVATE KEY BLOCK-----
+Version: GnuPG v1.4.10 (GNU/Linux)
+
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+-----END PGP PRIVATE KEY BLOCK-----
+"""
+
+ADDRESS_2 = 'anotheruser@leap.se'
+
+PUBLIC_KEY_2 = """
+-----BEGIN PGP PUBLIC KEY BLOCK-----
+Version: GnuPG v1.4.10 (GNU/Linux)
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+Kw5aQstxgGSjoB7tac49s0huh4X8XK+BtJBfU84JS8Jc2satlfwoyZ35LH6sDZck
+I+RS/3we6zpMfHs3vvp9xgca6ZupQxivGtxlJs294TpJorx+mFFqbV17AzQ=
+=Thdu
+-----END PGP PUBLIC KEY BLOCK-----
+"""
+
+PRIVATE_KEY_2 = """
+-----BEGIN PGP PRIVATE KEY BLOCK-----
+Version: GnuPG v1.4.10 (GNU/Linux)
+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+=a5gs
+-----END PGP PRIVATE KEY BLOCK-----
+"""
+
diff --git a/src/leap/mail/smtp/tests/mail.txt b/src/leap/mail/smtp/tests/mail.txt
new file mode 100644
index 0000000..9542047
--- /dev/null
+++ b/src/leap/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/mail/smtp/tests/test_smtprelay.py b/src/leap/mail/smtp/tests/test_smtprelay.py
new file mode 100644
index 0000000..65c4558
--- /dev/null
+++ b/src/leap/mail/smtp/tests/test_smtprelay.py
@@ -0,0 +1,248 @@
+# -*- coding: utf-8 -*-
+# test_smtprelay.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 relay tests.
+"""
+
+
+import re
+
+
+from datetime import datetime
+from twisted.test import proto_helpers
+from twisted.mail.smtp import (
+    User,
+    Address,
+    SMTPBadRcpt,
+)
+from mock import Mock
+
+
+from leap.mail.smtp.smtprelay import (
+    SMTPFactory,
+    EncryptedMessage,
+)
+from leap.mail.smtp.tests import (
+    TestCaseWithKeyManager,
+    ADDRESS,
+    ADDRESS_2,
+)
+from leap.keymanager import openpgp
+
+
+# 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 TestSmtpRelay(TestCaseWithKeyManager):
+
+    EMAIL_DATA = ['HELO relay.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 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)
+
+    def test_openpgp_encrypt_decrypt(self):
+        "Test if openpgp can encrypt and decrypt."
+        text = "simple raw text"
+        pubkey = self._km.get_key(
+            ADDRESS, openpgp.OpenPGPKey, private=False)
+        encrypted = openpgp.encrypt_asym(text, pubkey)
+        self.assertNotEqual(
+            text, encrypted, "Ciphertext is equal to plaintext.")
+        privkey = self._km.get_key(
+            ADDRESS, openpgp.OpenPGPKey, private=True)
+        decrypted = openpgp.decrypt_asym(encrypted, privkey)
+        self.assertEqual(text, decrypted,
+            "Decrypted text differs from plaintext.")
+
+    def test_relay_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']
+        proto = SMTPFactory(
+            self._km, self._config).buildProtocol(('127.0.0.1', 0))
+        transport = proto_helpers.StringTransport()
+        proto.makeConnection(transport)
+        for i, line in enumerate(self.EMAIL_DATA):
+            proto.lineReceived(line + '\r\n')
+            self.assertMatch(transport.value(),
+                             '\r\n'.join(SMTP_ANSWERS[0:i + 1]),
+                             'Did not get expected answer from relay.')
+        proto.setTimeout(None)
+
+    def test_message_encrypt(self):
+        """
+        Test if message gets encrypted to destination email.
+        """
+        proto = SMTPFactory(
+            self._km, self._config).buildProtocol(('127.0.0.1', 0))
+        fromAddr = Address(ADDRESS_2)
+        dest = User(ADDRESS, 'relay.leap.se', proto, ADDRESS)
+        m = EncryptedMessage(fromAddr, dest, self._km, self._config)
+        for line in self.EMAIL_DATA[4:12]:
+            m.lineReceived(line)
+        m.eomReceived()
+        privkey = self._km.get_key(
+            ADDRESS, openpgp.OpenPGPKey, private=True)
+        decrypted = openpgp.decrypt_asym(m._message.get_payload(), privkey)
+        self.assertEqual(
+            '\r\n'.join(self.EMAIL_DATA[9:12]) + '\r\n',
+            decrypted,
+            'Decrypted text differs from plaintext.')
+
+    def test_message_encrypt_sign(self):
+        """
+        Test if message gets encrypted to destination email and signed with
+        sender key.
+        """
+        proto = SMTPFactory(
+            self._km, self._config).buildProtocol(('127.0.0.1', 0))
+        user = User(ADDRESS, 'relay.leap.se', proto, ADDRESS)
+        fromAddr = Address(ADDRESS_2)
+        m = EncryptedMessage(fromAddr, user, self._km, self._config)
+        for line in self.EMAIL_DATA[4:12]:
+            m.lineReceived(line)
+        # trigger encryption and signing
+        m.eomReceived()
+        # decrypt and verify
+        privkey = self._km.get_key(
+            ADDRESS, openpgp.OpenPGPKey, private=True)
+        pubkey = self._km.get_key(ADDRESS_2, openpgp.OpenPGPKey)
+        decrypted = openpgp.decrypt_asym(
+            m._message.get_payload(), privkey, verify=pubkey)
+        self.assertEqual(
+            '\r\n'.join(self.EMAIL_DATA[9:12]) + '\r\n',
+            decrypted,
+            'Decrypted text differs from plaintext.')
+
+    def test_message_sign(self):
+        """
+        Test if message is signed with sender key.
+        """
+        # mock the key fetching
+        self._km.fetch_keys_from_server = Mock(return_value=[])
+        proto = SMTPFactory(
+            self._km, self._config).buildProtocol(('127.0.0.1', 0))
+        user = User('ihavenopubkey@nonleap.se', 'relay.leap.se', proto, ADDRESS)
+        fromAddr = Address(ADDRESS_2)
+        m = EncryptedMessage(fromAddr, user, self._km, self._config)
+        for line in self.EMAIL_DATA[4:12]:
+            m.lineReceived(line)
+        # trigger signing
+        m.eomReceived()
+        # assert content of message
+        self.assertTrue(
+            m._message.get_payload().startswith(
+                '-----BEGIN PGP SIGNED MESSAGE-----\n' +
+                'Hash: SHA1\n\n' + 
+                ('\r\n'.join(self.EMAIL_DATA[9:12]) + '\r\n' +
+                '-----BEGIN PGP SIGNATURE-----\n')),
+            'Message does not start with signature header.')
+        self.assertTrue(
+            m._message.get_payload().endswith(
+                '-----END PGP SIGNATURE-----\n'),
+            'Message does not end with signature footer.')
+        # assert signature is valid
+        pubkey = self._km.get_key(ADDRESS_2, openpgp.OpenPGPKey)
+        self.assertTrue(
+            openpgp.verify(m._message.get_payload(), pubkey),
+            'Signature could not be verified.')
+
+    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 = self._km.get_key(ADDRESS, openpgp.OpenPGPKey)
+        pgp = openpgp.OpenPGPScheme(self._soledad)
+        pgp.delete_key(pubkey)
+        # mock the key fetching
+        self._km.fetch_keys_from_server = Mock(return_value=[])
+        # prepare the SMTP factory
+        proto = SMTPFactory(
+            self._km, self._config).buildProtocol(('127.0.0.1', 0))
+        transport = proto_helpers.StringTransport()
+        proto.makeConnection(transport)
+        proto.lineReceived(self.EMAIL_DATA[0] + '\r\n')
+        proto.lineReceived(self.EMAIL_DATA[1] + '\r\n')
+        proto.lineReceived(self.EMAIL_DATA[2] + '\r\n')
+        # ensure the address was rejected
+        lines = transport.value().rstrip().split('\n')
+        self.assertEqual(
+            '550 Cannot receive for specified address',
+            lines[-1],
+            'Address should have been rejecetd with appropriate message.')
+
+    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 = self._km.get_key(ADDRESS, openpgp.OpenPGPKey)
+        pgp = openpgp.OpenPGPScheme(self._soledad)
+        pgp.delete_key(pubkey)
+        # mock the key fetching
+        self._km.fetch_keys_from_server = Mock(return_value=[])
+        # change the configuration
+        self._config['encrypted_only'] = False
+        # prepare the SMTP factory
+        proto = SMTPFactory(
+            self._km, self._config).buildProtocol(('127.0.0.1', 0))
+        transport = proto_helpers.StringTransport()
+        proto.makeConnection(transport)
+        proto.lineReceived(self.EMAIL_DATA[0] + '\r\n')
+        proto.lineReceived(self.EMAIL_DATA[1] + '\r\n')
+        proto.lineReceived(self.EMAIL_DATA[2] + '\r\n')
+        # ensure the address was accepted
+        lines = transport.value().rstrip().split('\n')
+        self.assertEqual(
+            '250 Recipient address accepted',
+            lines[-1],
+            'Address should have been accepted with appropriate message.')