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# -*- 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
from datetime import datetime
from twisted.mail.smtp import User, Address
from mock import Mock
from leap.mail.smtp.gateway import SMTPFactory
from leap.mail.service import OutgoingMail
from leap.mail.tests import (
TestCaseWithKeyManager,
ADDRESS,
ADDRESS_2,
)
from leap.keymanager import openpgp
class TestOutgoingMail(TestCaseWithKeyManager):
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):
TestCaseWithKeyManager.setUp(self)
self.lines = [line for line in self.EMAIL_DATA[4:12]]
self.lines.append('') # add a trailing newline
self.raw = '\r\n'.join(self.lines)
self.fromAddr = ADDRESS_2
self.outgoing_mail = OutgoingMail(self.fromAddr, self._km, self._config['cert'], self._config['key'],
self._config['host'], self._config['port'])
self.proto = SMTPFactory(
u'anotheruser@leap.se',
self._km,
self._config['encrypted_only'],
self.outgoing_mail).buildProtocol(('127.0.0.1', 0))
self.dest = User(ADDRESS, 'gateway.leap.se', self.proto, ADDRESS)
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 = self._km.encrypt(text, pubkey)
self.assertNotEqual(
text, encrypted, "Ciphertext is equal to plaintext.")
privkey = self._km.get_key(
ADDRESS, openpgp.OpenPGPKey, private=True)
decrypted = self._km.decrypt(encrypted, privkey)
self.assertEqual(text, decrypted,
"Decrypted text differs from plaintext.")
def test_message_encrypt(self):
"""
Test if message gets encrypted to destination email.
"""
message, _ = self.outgoing_mail._maybe_encrypt_and_sign(self.raw, self.dest)
# assert structure of encrypted message
self.assertTrue('Content-Type' in message)
self.assertEqual('multipart/encrypted', message.get_content_type())
self.assertEqual('application/pgp-encrypted',
message.get_param('protocol'))
self.assertEqual(2, len(message.get_payload()))
self.assertEqual('application/pgp-encrypted',
message.get_payload(0).get_content_type())
self.assertEqual('application/octet-stream',
message.get_payload(1).get_content_type())
privkey = self._km.get_key(
ADDRESS, openpgp.OpenPGPKey, private=True)
decrypted = self._km.decrypt(
message.get_payload(1).get_payload(), privkey)
expected = '\n' + '\r\n'.join(
self.EMAIL_DATA[9:12]) + '\r\n\r\n--\r\n' + 'I prefer encrypted email - https://leap.se/key/anotheruser\r\n'
self.assertEqual(
expected,
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.
"""
message, _ = self.outgoing_mail._maybe_encrypt_and_sign(self.raw, self.dest)
# assert structure of encrypted message
self.assertTrue('Content-Type' in message)
self.assertEqual('multipart/encrypted', message.get_content_type())
self.assertEqual('application/pgp-encrypted',
message.get_param('protocol'))
self.assertEqual(2, len(message.get_payload()))
self.assertEqual('application/pgp-encrypted',
message.get_payload(0).get_content_type())
self.assertEqual('application/octet-stream',
message.get_payload(1).get_content_type())
# decrypt and verify
privkey = self._km.get_key(
ADDRESS, openpgp.OpenPGPKey, private=True)
pubkey = self._km.get_key(ADDRESS_2, openpgp.OpenPGPKey)
decrypted = self._km.decrypt(
message.get_payload(1).get_payload(), privkey, verify=pubkey)
self.assertEqual(
'\n' + '\r\n'.join(self.EMAIL_DATA[9:12]) + '\r\n\r\n--\r\n' +
'I prefer encrypted email - https://leap.se/key/anotheruser\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=[])
recipient = User('ihavenopubkey@nonleap.se',
'gateway.leap.se', self.proto, ADDRESS)
self.outgoing_mail = OutgoingMail(self.fromAddr, self._km, self._config['cert'], self._config['key'],
self._config['host'], self._config['port'])
message, _ = self.outgoing_mail._maybe_encrypt_and_sign(self.raw, recipient)
# assert structure of signed message
self.assertTrue('Content-Type' in message)
self.assertEqual('multipart/signed', message.get_content_type())
self.assertEqual('application/pgp-signature',
message.get_param('protocol'))
self.assertEqual('pgp-sha512', message.get_param('micalg'))
# assert content of message
self.assertEqual(
'\r\n'.join(self.EMAIL_DATA[9:13]) + '\r\n--\r\n' +
'I prefer encrypted email - https://leap.se/key/anotheruser\r\n',
message.get_payload(0).get_payload(decode=True))
# assert content of signature
self.assertTrue(
message.get_payload(1).get_payload().startswith(
'-----BEGIN PGP SIGNATURE-----\n'),
'Message does not start with signature header.')
self.assertTrue(
message.get_payload(1).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)
# replace EOL before verifying (according to rfc3156)
signed_text = re.sub('\r?\n', '\r\n',
message.get_payload(0).as_string())
self.assertTrue(
self._km.verify(signed_text,
pubkey,
detached_sig=message.get_payload(1).get_payload()),
'Signature could not be verified.')
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