From d646db5fc8b6f79a66bc96280f59bc90afec4e8b Mon Sep 17 00:00:00 2001 From: drebs Date: Thu, 24 Oct 2013 16:25:51 -0200 Subject: Fix tests according to rfc 3156. Also fix test suite loading. --- src/leap/mail/smtp/tests/test_smtprelay.py | 59 +++++++++++++++++++++++------- 1 file changed, 45 insertions(+), 14 deletions(-) (limited to 'src/leap/mail/smtp') diff --git a/src/leap/mail/smtp/tests/test_smtprelay.py b/src/leap/mail/smtp/tests/test_smtprelay.py index a529c93..7fefe77 100644 --- a/src/leap/mail/smtp/tests/test_smtprelay.py +++ b/src/leap/mail/smtp/tests/test_smtprelay.py @@ -23,8 +23,8 @@ SMTP relay tests. import re - from datetime import datetime +from gnupg._util import _make_binary_stream from twisted.test import proto_helpers from twisted.mail.smtp import ( User, @@ -33,7 +33,6 @@ from twisted.mail.smtp import ( ) from mock import Mock - from leap.mail.smtp.smtprelay import ( SMTPFactory, EncryptedMessage, @@ -45,7 +44,6 @@ from leap.mail.smtp.tests import ( ) 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])" @@ -127,11 +125,22 @@ class TestSmtpRelay(TestCaseWithKeyManager): for line in self.EMAIL_DATA[4:12]: m.lineReceived(line) m.eomReceived() + # assert structure of encrypted message + self.assertTrue('Content-Type' in m._msg) + self.assertEqual('multipart/encrypted', m._msg.get_content_type()) + self.assertEqual('application/pgp-encrypted', + m._msg.get_param('protocol')) + self.assertEqual(2, len(m._msg.get_payload())) + self.assertEqual('application/pgp-encrypted', + m._msg.get_payload(0).get_content_type()) + self.assertEqual('application/octet-stream', + m._msg.get_payload(1).get_content_type()) privkey = self._km.get_key( ADDRESS, openpgp.OpenPGPKey, private=True) - decrypted = self._km.decrypt(m._message.get_payload(), privkey) + decrypted = self._km.decrypt( + m._msg.get_payload(1).get_payload(), privkey) self.assertEqual( - '\r\n'.join(self.EMAIL_DATA[9:12]) + '\r\n', + '\n' + '\r\n'.join(self.EMAIL_DATA[9:12]) + '\r\n', decrypted, 'Decrypted text differs from plaintext.') @@ -149,14 +158,24 @@ class TestSmtpRelay(TestCaseWithKeyManager): m.lineReceived(line) # trigger encryption and signing m.eomReceived() + # assert structure of encrypted message + self.assertTrue('Content-Type' in m._msg) + self.assertEqual('multipart/encrypted', m._msg.get_content_type()) + self.assertEqual('application/pgp-encrypted', + m._msg.get_param('protocol')) + self.assertEqual(2, len(m._msg.get_payload())) + self.assertEqual('application/pgp-encrypted', + m._msg.get_payload(0).get_content_type()) + self.assertEqual('application/octet-stream', + m._msg.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( - m._message.get_payload(), privkey, verify=pubkey) + m._msg.get_payload(1).get_payload(), privkey, verify=pubkey) self.assertEqual( - '\r\n'.join(self.EMAIL_DATA[9:12]) + '\r\n', + '\n' + '\r\n'.join(self.EMAIL_DATA[9:12]) + '\r\n', decrypted, 'Decrypted text differs from plaintext.') @@ -175,22 +194,34 @@ class TestSmtpRelay(TestCaseWithKeyManager): m.lineReceived(line) # trigger signing m.eomReceived() + # assert structure of signed message + self.assertTrue('Content-Type' in m._msg) + self.assertEqual('multipart/signed', m._msg.get_content_type()) + self.assertEqual('application/pgp-signature', + m._msg.get_param('protocol')) + self.assertEqual('pgp-sha512', m._msg.get_param('micalg')) # assert content of message + self.assertEqual( + m._msg.get_payload(0).get_payload(decode=True), + '\r\n'.join(self.EMAIL_DATA[9:13])) + # assert content of signature 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')), + m._msg.get_payload(1).get_payload().startswith( + '-----BEGIN PGP SIGNATURE-----\n'), 'Message does not start with signature header.') self.assertTrue( - m._message.get_payload().endswith( + m._msg.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', + m._msg.get_payload(0).as_string()) self.assertTrue( - self._km.verify(m._message.get_payload(), pubkey), + self._km.verify(signed_text, + pubkey, + detached_sig=m._msg.get_payload(1).get_payload()), 'Signature could not be verified.') def test_missing_key_rejects_address(self): -- cgit v1.2.3 From c5b8e13c6c016a880f88e95d3f084c12b94029c5 Mon Sep 17 00:00:00 2001 From: drebs Date: Thu, 24 Oct 2013 16:26:40 -0200 Subject: Implement TLS wrapper mode. --- src/leap/mail/smtp/smtprelay.py | 31 ++++++++++++++----- src/leap/mail/smtp/tests/__init__.py | 4 +-- src/leap/mail/smtp/tests/cert/server.crt | 29 ++++++++++++++++++ src/leap/mail/smtp/tests/cert/server.key | 51 ++++++++++++++++++++++++++++++++ 4 files changed, 105 insertions(+), 10 deletions(-) create mode 100644 src/leap/mail/smtp/tests/cert/server.crt create mode 100644 src/leap/mail/smtp/tests/cert/server.key (limited to 'src/leap/mail/smtp') diff --git a/src/leap/mail/smtp/smtprelay.py b/src/leap/mail/smtp/smtprelay.py index d9bbbf9..fca66c0 100644 --- a/src/leap/mail/smtp/smtprelay.py +++ b/src/leap/mail/smtp/smtprelay.py @@ -17,6 +17,20 @@ """ LEAP SMTP encrypted relay. + +The following classes comprise the SMTP relay service: + + * SMTPFactory - A twisted.internet.protocol.ServerFactory that provides + the SMTPDelivery protocol. + * SMTPDelivery - A twisted.mail.smtp.IMessageDelivery implementation. It + knows how to validate sender and receiver of messages and it generates + an EncryptedMessage for each recipient. + * SSLContextFactory - Contains the relevant ssl information for the + connection. + * EncryptedMessage - An implementation of twisted.mail.smtp.IMessage that + knows how to encrypt/sign itself before sending. + + """ import re @@ -173,7 +187,6 @@ class SMTPFactory(ServerFactory): @return: The protocol. @rtype: SMTPDelivery """ - # If needed, we might use ESMTPDelivery here instead. smtpProtocol = smtp.SMTP(SMTPDelivery(self._km, self._config)) smtpProtocol.factory = self return smtpProtocol @@ -305,7 +318,7 @@ class SMTPDelivery(object): # EncryptedMessage # -class CtxFactory(ssl.ClientContextFactory): +class SSLContextFactory(ssl.ClientContextFactory): def __init__(self, cert, key): self.cert = cert self.key = key @@ -450,6 +463,8 @@ class EncryptedMessage(object): self._config[PORT_KEY])) d = defer.Deferred() + # we don't pass an ssl context factory to the ESMTPSenderFactory + # because ssl will be handled by reactor.connectSSL() below. factory = smtp.ESMTPSenderFactory( "", # username is blank because server does not use auth. "", # password is blank because server does not use auth. @@ -457,15 +472,15 @@ class EncryptedMessage(object): self._user.dest.addrstr, StringIO(msg), d, - contextFactory=CtxFactory(self._config[CERT_KEY], - self._config[KEY_KEY]), - requireAuthentication=False) + requireAuthentication=False, + requireTransportSecurity=True) signal(proto.SMTP_SEND_MESSAGE_START, self._user.dest.addrstr) - reactor.connectTCP( + reactor.connectSSL( self._config[HOST_KEY], self._config[PORT_KEY], - factory - ) + factory, + contextFactory=SSLContextFactory(self._config[CERT_KEY], + self._config[KEY_KEY])) d.addCallback(self.sendSuccess) d.addErrback(self.sendError) return d diff --git a/src/leap/mail/smtp/tests/__init__.py b/src/leap/mail/smtp/tests/__init__.py index 7fed7da..9b54de3 100644 --- a/src/leap/mail/smtp/tests/__init__.py +++ b/src/leap/mail/smtp/tests/__init__.py @@ -113,8 +113,8 @@ class TestCaseWithKeyManager(BaseLeapTest): 'username': address, 'password': '', 'encrypted_only': True, - 'cert': 'blah', - 'key': 'bleh', + 'cert': 'src/leap/mail/smtp/tests/cert/server.crt', + 'key': 'src/leap/mail/smtp/tests/cert/server.key', } class Response(object): diff --git a/src/leap/mail/smtp/tests/cert/server.crt b/src/leap/mail/smtp/tests/cert/server.crt new file mode 100644 index 0000000..a27391c --- /dev/null +++ b/src/leap/mail/smtp/tests/cert/server.crt @@ -0,0 +1,29 @@ +-----BEGIN CERTIFICATE----- +MIIFBjCCAu4CCQCWn3oMoQrDJTANBgkqhkiG9w0BAQUFADBFMQswCQYDVQQGEwJV +UzETMBEGA1UECAwKU29tZS1TdGF0ZTEhMB8GA1UECgwYSW50ZXJuZXQgV2lkZ2l0 +cyBQdHkgTHRkMB4XDTEzMTAyMzE0NDUwNFoXDTE2MDcxOTE0NDUwNFowRTELMAkG +A1UEBhMCVVMxEzARBgNVBAgMClNvbWUtU3RhdGUxITAfBgNVBAoMGEludGVybmV0 +IFdpZGdpdHMgUHR5IEx0ZDCCAiIwDQYJKoZIhvcNAQEBBQADggIPADCCAgoCggIB +APexTvEvG7cSmZdAERHt9TB11cSor54Y/F7NmYMdSOJNi4Y0kwkSslpdfipi+mt/ +NFg/uGKi1mcgvuXdVbVPZ9rCgVpIzMncO8RAP7a5+I2zKUzqMCCbLH16sYpo/rDk +VQ5V15TwLsTzOFGG8Cgp68TR8zHuZ4Edf2zMGC1IaiJ6W38LTnJgsowYOCFDAF3z +L36kxMO5gNGEUYV6tjltx+rAcXka3po+xiAgvW6q65UUgDHcIdEGG2dc9bkxxPl7 +RkprF2RwwADNzYS7Tn+Hpmjy06pfYZHNME+Iw515bCRF3GQFUU4BpGnY7EO+h4P9 +Kb1h948gUT9/oswXG+q2Kwk8AoggMJkUOWDFiCa5UjW1GBoxxb7VtZ+QTJXxlFWc +M2VzT7M/HX+P4b05vY4MXJjxPAFKrAGS7J8DKW8WJNUnXa9XSDBHg5qijDzZ/zGm +HTdG6iADnJLmOHBQgFQ12a/n9mYV2GPVC6FlgDzG9f0/SUPBUCafyWYz1LwKY4VM +2NLx/iwYMQsNIMSZQfNmufNDBr70+BShe3ZpbmKB/J33d87AuJd2HjnsThTEAAr+ +6CejyYmwFutoDUCF8IaKGJEp7OGP2//ub4nt5WwW8DYLRi8EqtzEnxPo5ZiayHMY +GHR1jpX1O5JVJFUE79bZCFFHKmtJc4kVZS4m4rTLsk83AgMBAAEwDQYJKoZIhvcN +AQEFBQADggIBAEt4PIRqVuALQSdgZ+GiZYuvEVjxoDVtMSc/ym93Gi8R7DDivFH9 +4suQc5QUiuEF8lpEtkmh+PZ+oFdQkjhBH80h7p4BUSyBy5Yi6dy7ATTlBAqwzCYZ +4wzHeJzu1SI6FinZLksoULbcw04n410aGHkLa6I9O3vCC4kXSnBlwU1sUsJphxM2 +3pkHBpvv79XYf5kFqZPzF16aO7rxFuVvqgXLyzwuyP9kH5zMA21Kioxs/pNyg1lm +5h0VinpHLPse+4tYih1L1WLMpEZiSwZgFhoRtlcdIVXokZPaX4G2EkdrMmSQruWg +Uz8Av6LEYHmRfbYwYM2kEX/+AF8thpTQDbvxjqYk5oyGX4wpKGpih1ac/jYu3O8B +VLhbxZlBYcLxCqqNsGJrWaiHj2Jf4GhUB0O9hXfaZDMqEGXT9GzOz0yF6b3pDQVy +H0lKIBb+kQzB/jhZKu4vrTAowXtt/av5d7D+rpAU1SxfUhBOPNSRoJUI5NSBbokp +a7u4azdB2IQETX3d2rhDk09EbG1XmMi5Vg1oa8nxfMOWXZnDMusJoZClKjrthmwd +rtR5et44XYhX6p217RBkYMDOVFT7aZpu4SaFeqZIuarVYodSmgXToOFXPsrLppRQ +adOT0FpU64RPNrQz5NF1bSIjqrHSaRVacf8yr7qqxNnpMsrtkDJzsMBz +-----END CERTIFICATE----- diff --git a/src/leap/mail/smtp/tests/cert/server.key b/src/leap/mail/smtp/tests/cert/server.key new file mode 100644 index 0000000..197a449 --- /dev/null +++ b/src/leap/mail/smtp/tests/cert/server.key @@ -0,0 +1,51 @@ +-----BEGIN RSA PRIVATE KEY----- +MIIJKQIBAAKCAgEA97FO8S8btxKZl0AREe31MHXVxKivnhj8Xs2Zgx1I4k2LhjST +CRKyWl1+KmL6a380WD+4YqLWZyC+5d1VtU9n2sKBWkjMydw7xEA/trn4jbMpTOow +IJssfXqximj+sORVDlXXlPAuxPM4UYbwKCnrxNHzMe5ngR1/bMwYLUhqInpbfwtO +cmCyjBg4IUMAXfMvfqTEw7mA0YRRhXq2OW3H6sBxeRremj7GICC9bqrrlRSAMdwh +0QYbZ1z1uTHE+XtGSmsXZHDAAM3NhLtOf4emaPLTql9hkc0wT4jDnXlsJEXcZAVR +TgGkadjsQ76Hg/0pvWH3jyBRP3+izBcb6rYrCTwCiCAwmRQ5YMWIJrlSNbUYGjHF +vtW1n5BMlfGUVZwzZXNPsz8df4/hvTm9jgxcmPE8AUqsAZLsnwMpbxYk1Sddr1dI 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