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+#!/usr/bin/python
+#
+# Copyright (C) 2009 W. Trevor King <wking@drexel.edu>
+#
+# 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 2 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, write to the Free Software Foundation, Inc.,
+# 51 Franklin Street, Fifth Floor, Boston, MA 02110-1301 USA.
+"""
+Python module and command line tool for sending pgp/mime email.
+
+Mostly uses subprocess to call gpg and a sendmail-compatible mailer.
+If you lack gpg, either don't use the encryption functions or adjust
+the pgp_* commands. You may need to adjust the sendmail command to
+point to whichever sendmail-compatible mailer you have on your system.
+"""
+
+from cStringIO import StringIO
+import os
+import re
+#import GnuPGInterface # Maybe should use this instead of subprocess
+import smtplib
+import subprocess
+import sys
+import tempfile
+import types
+
+try:
+ from email import Message
+ from email.mime.text import MIMEText
+ from email.mime.multipart import MIMEMultipart
+ from email.mime.application import MIMEApplication
+ from email.encoders import encode_7or8bit
+ from email.generator import Generator
+ from email.parser import Parser
+ from email.utils import getaddress
+except ImportError:
+ # adjust to old python 2.4
+ from email import Message
+ from email.MIMEText import MIMEText
+ from email.MIMEMultipart import MIMEMultipart
+ from email.MIMENonMultipart import MIMENonMultipart
+ from email.Encoders import encode_7or8bit
+ from email.Generator import Generator
+ from email.parser import Parser
+ from email.Utils import getaddresses
+
+ getaddress = getaddresses
+ class MIMEApplication (MIMENonMultipart):
+ def __init__(self, _data, _subtype, _encoder, **params):
+ MIMENonMultipart.__init__(self, 'application', _subtype, **params)
+ self.set_payload(_data)
+ _encoder(self)
+
+usage="""usage: %prog [options]
+
+Scriptable PGP MIME email using gpg.
+
+You can use gpg-agent for passphrase caching if your key requires a
+passphrase (it better!). Example usage would be to install gpg-agent,
+and then run
+ export GPG_TTY=`tty`
+ eval $(gpg-agent --daemon)
+in your shell before invoking this script. See gpg-agent(1) for more
+details. Alternatively, you can send your passphrase in on stdin
+ echo 'passphrase' | %prog [options]
+or use the --passphrase-file option
+ %prog [options] --passphrase-file FILE [more options]
+Both of these alternatives are much less secure than gpg-agent. You
+have been warned.
+"""
+
+verboseInvoke = False
+PGP_SIGN_AS = None
+PASSPHRASE = None
+
+# The following commands are adapted from my .mutt/pgp configuration
+#
+# Printf-like sequences:
+# %a The value of PGP_SIGN_AS.
+# %f Expands to the name of a file with text to be signed/encrypted.
+# %p Expands to the passphrase argument.
+# %R A string with some number (0 on up) of pgp_reciepient_arg
+# strings.
+# %r One key ID (e.g. recipient email address) to build a
+# pgp_reciepient_arg string.
+#
+# The above sequences can be used to optionally print a string if
+# their length is nonzero. For example, you may only want to pass the
+# -u/--local-user argument to gpg if PGP_SIGN_AS is defined. To
+# optionally print a string based upon one of the above sequences, the
+# following construct is used
+# %?<sequence_char>?<optional_string>?
+# where sequence_char is a character from the table above, and
+# optional_string is the string you would like printed if status_char
+# is nonzero. optional_string may contain other sequence as well as
+# normal text, but it may not contain any question marks.
+#
+# see http://codesorcery.net/old/mutt/mutt-gnupg-howto
+# http://www.mutt.org/doc/manual/manual-6.html#pgp_autosign
+# http://tldp.org/HOWTO/Mutt-GnuPG-PGP-HOWTO-8.html
+# for more details
+
+pgp_recipient_arg='-r "%r"'
+pgp_stdin_passphrase_arg='--passphrase-fd 0'
+pgp_sign_command='/usr/bin/gpg --no-verbose --quiet --batch %p --output - --detach-sign --armor --textmode %?a?-u "%a"? %f'
+pgp_encrypt_only_command='/usr/bin/gpg --no-verbose --quiet --batch --output - --encrypt --armor --textmode --always-trust --encrypt-to "%a" %R -- %f'
+pgp_encrypt_sign_command='/usr/bin/gpg --no-verbose --quiet --batch %p --output - --encrypt --sign %?a?-u "%a"? --armor --textmode --always-trust --encrypt-to "%a" %R -- %f'
+sendmail='/usr/sbin/sendmail -t'
+
+def mail(msg, sendmail=None):
+ """
+ Send an email Message instance on its merry way.
+
+ We can shell out to the user specified sendmail in case
+ the local host doesn't have an SMTP server set up
+ for easy smtplib usage.
+ """
+ if sendmail != None:
+ execute(sendmail, stdin=flatten(msg))
+ return None
+ s = smtplib.SMTP()
+ s.connect()
+ s.sendmail(from_addr=source_email(msg),
+ to_addrs=target_emails(msg),
+ msg=flatten(msg))
+ s.close()
+
+def header_from_text(text, encoding="us-ascii"):
+ """
+ Simple wrapper for instantiating an email.Message from text.
+ >>> header = header_from_text('\\n'.join(['From: me@big.edu','To: you@big.edu','Subject: testing']))
+ >>> print flatten(header)
+ From: me@big.edu
+ To: you@big.edu
+ Subject: testing
+ <BLANKLINE>
+ <BLANKLINE>
+ """
+ text = text.strip()
+ if type(text) == types.UnicodeType:
+ text = text.encode(encoding)
+ # assume StringType arguments are already encoded
+ p = Parser()
+ return p.parsestr(text, headersonly=True)
+
+def guess_encoding(text):
+ if type(text) == types.StringType:
+ encoding = "us-ascii"
+ elif type(text) == types.UnicodeType:
+ for encoding in ["us-ascii", "iso-8859-1", "utf-8"]:
+ try:
+ text.encode(encoding)
+ except UnicodeError:
+ pass
+ else:
+ break
+ assert encoding != None
+ return encoding
+
+def encodedMIMEText(body, encoding=None):
+ if encoding == None:
+ encoding = guess_encoding(body)
+ if encoding == "us-ascii":
+ return MIMEText(body)
+ else:
+ # Create the message ('plain' stands for Content-Type: text/plain)
+ return MIMEText(body.encode(encoding), 'plain', encoding)
+
+def append_text(text_part, new_text):
+ original_payload = text_part.get_payload(decode=True)
+ new_payload = u"%s%s" % (original_payload, new_text)
+ new_encoding = guess_encoding(new_payload)
+ text_part.set_payload(new_payload.encode(new_encoding), new_encoding)
+
+def attach_root(header, root_part):
+ """
+ Attach the email.Message root_part to the email.Message header
+ without generating a multi-part message.
+ """
+ for k,v in header.items():
+ root_part[k] = v
+ return root_part
+
+def execute(args, stdin=None, expect=(0,)):
+ """
+ Execute a command (allows us to drive gpg).
+ """
+ if verboseInvoke == True:
+ print >> sys.stderr, '$ '+args
+ try:
+ p = subprocess.Popen(args, stdin=subprocess.PIPE, stdout=subprocess.PIPE, stderr=subprocess.PIPE, shell=True, close_fds=True)
+ except OSError, e:
+ strerror = '%s\nwhile executing %s' % (e.args[1], args)
+ raise Exception, strerror
+ output, error = p.communicate(input=stdin)
+ status = p.wait()
+ if verboseInvoke == True:
+ print >> sys.stderr, '(status: %d)\n%s%s' % (status, output, error)
+ if status not in expect:
+ strerror = '%s\nwhile executing %s\n%s\n%d' % (args[1], args, error, status)
+ raise Exception, strerror
+ return status, output, error
+
+def replace(template, format_char, replacement_text):
+ """
+ >>> replace('--textmode %?a?-u %a? %f', 'f', 'file.in')
+ '--textmode %?a?-u %a? file.in'
+ >>> replace('--textmode %?a?-u %a? %f', 'a', '0xHEXKEY')
+ '--textmode -u 0xHEXKEY %f'
+ >>> replace('--textmode %?a?-u %a? %f', 'a', '')
+ '--textmode %f'
+ """
+ if replacement_text == None:
+ replacement_text = ""
+ regexp = re.compile('%[?]'+format_char+'[?]([^?]*)[?]')
+ if len(replacement_text) > 0:
+ str = regexp.sub('\g<1>', template)
+ else:
+ str = regexp.sub('', template)
+ regexp = re.compile('%'+format_char)
+ str = regexp.sub(replacement_text, str)
+ return str
+
+def flatten(msg, to_unicode=False):
+ """
+ Produce flat text output from an email Message instance.
+ """
+ assert msg != None
+ fp = StringIO()
+ g = Generator(fp, mangle_from_=False)
+ g.flatten(msg)
+ text = fp.getvalue()
+ if to_unicode == True:
+ encoding = msg.get_content_charset() or "utf-8"
+ text = unicode(text, encoding=encoding)
+ return text
+
+def source_email(msg, return_realname=False):
+ """
+ Search the header of an email Message instance to find the
+ sender's email address.
+ """
+ froms = msg.get_all('from', [])
+ from_tuples = getaddresses(froms) # [(realname, email_address), ...]
+ assert len(from_tuples) == 1
+ if return_realname == True:
+ return from_tuples[0] # (realname, email_address)
+ return from_tuples[0][1] # email_address
+
+def target_emails(msg):
+ """
+ Search the header of an email Message instance to find a
+ list of recipient's email addresses.
+ """
+ tos = msg.get_all('to', [])
+ ccs = msg.get_all('cc', [])
+ bccs = msg.get_all('bcc', [])
+ resent_tos = msg.get_all('resent-to', [])
+ resent_ccs = msg.get_all('resent-cc', [])
+ resent_bccs = msg.get_all('resent-bcc', [])
+ all_recipients = getaddresses(tos + ccs + bccs + resent_tos
+ + resent_ccs + resent_bccs)
+ return [addr[1] for addr in all_recipients]
+
+class PGPMimeMessageFactory (object):
+ """
+ See http://www.ietf.org/rfc/rfc3156.txt for specification details.
+ >>> from_addr = "me@big.edu"
+ >>> to_addr = "you@you.edu"
+ >>> header = header_from_text('\\n'.join(['From: %s'%from_addr,'To: %s'%to_addr,'Subject: testing']))
+ >>> source_email(header) == from_addr
+ True
+ >>> target_emails(header) == [to_addr]
+ True
+ >>> m = EncryptedMessageFactory('check 1 2\\ncheck 1 2\\n')
+ >>> print flatten(m.clearBodyPart())
+ Content-Type: text/plain; charset="us-ascii"
+ MIME-Version: 1.0
+ Content-Transfer-Encoding: 7bit
+ Content-Disposition: inline
+ <BLANKLINE>
+ check 1 2
+ check 1 2
+ <BLANKLINE>
+ >>> print flatten(m.plain())
+ Content-Type: text/plain; charset="us-ascii"
+ MIME-Version: 1.0
+ Content-Transfer-Encoding: 7bit
+ <BLANKLINE>
+ check 1 2
+ check 1 2
+ <BLANKLINE>
+ >>> signed = m.sign(header)
+ >>> signed.set_boundary('boundsep')
+ >>> print flatten(signed).replace('\\t', ' '*4) # doctest: +ELLIPSIS, +NORMALIZE_WHITESPACE
+ Content-Type: multipart/signed; protocol="application/pgp-signature";
+ micalg="pgp-sha1"; boundary="boundsep"
+ MIME-Version: 1.0
+ Content-Disposition: inline
+ <BLANKLINE>
+ --boundsep
+ Content-Type: text/plain; charset="us-ascii"
+ MIME-Version: 1.0
+ Content-Transfer-Encoding: 7bit
+ Content-Disposition: inline
+ <BLANKLINE>
+ check 1 2
+ check 1 2
+ <BLANKLINE>
+ --boundsep
+ MIME-Version: 1.0
+ Content-Transfer-Encoding: 7bit
+ Content-Description: signature
+ Content-Type: application/pgp-signature; name="signature.asc";
+ charset="us-ascii"
+ <BLANKLINE>
+ -----BEGIN PGP SIGNATURE-----
+ ...
+ -----END PGP SIGNATURE-----
+ <BLANKLINE>
+ --boundsep--
+ >>> encrypted = m.encrypt(header)
+ >>> encrypted.set_boundary('boundsep')
+ >>> print flatten(encrypted).replace('\\t', ' '*4) # doctest: +ELLIPSIS, +NORMALIZE_WHITESPACE
+ Content-Type: multipart/encrypted;
+ protocol="application/pgp-encrypted";
+ micalg="pgp-sha1"; boundary="boundsep"
+ MIME-Version: 1.0
+ Content-Disposition: inline
+ <BLANKLINE>
+ --boundsep
+ Content-Type: application/pgp-encrypted
+ MIME-Version: 1.0
+ Content-Transfer-Encoding: 7bit
+ <BLANKLINE>
+ Version: 1
+ <BLANKLINE>
+ --boundsep
+ MIME-Version: 1.0
+ Content-Transfer-Encoding: 7bit
+ Content-Type: application/octet-stream; charset="us-ascii"
+ <BLANKLINE>
+ -----BEGIN PGP MESSAGE-----
+ ...
+ -----END PGP MESSAGE-----
+ <BLANKLINE>
+ --boundsep--
+ >>> signedAndEncrypted = m.signAndEncrypt(header)
+ >>> signedAndEncrypted.set_boundary('boundsep')
+ >>> print flatten(signedAndEncrypted).replace('\\t', ' '*4) # doctest: +ELLIPSIS, +NORMALIZE_WHITESPACE
+ Content-Type: multipart/encrypted;
+ protocol="application/pgp-encrypted";
+ micalg="pgp-sha1"; boundary="boundsep"
+ MIME-Version: 1.0
+ Content-Disposition: inline
+ <BLANKLINE>
+ --boundsep
+ Content-Type: application/pgp-encrypted
+ MIME-Version: 1.0
+ Content-Transfer-Encoding: 7bit
+ <BLANKLINE>
+ Version: 1
+ <BLANKLINE>
+ --boundsep
+ MIME-Version: 1.0
+ Content-Transfer-Encoding: 7bit
+ Content-Type: application/octet-stream; charset="us-ascii"
+ <BLANKLINE>
+ -----BEGIN PGP MESSAGE-----
+ ...
+ -----END PGP MESSAGE-----
+ <BLANKLINE>
+ --boundsep--
+ """
+ def __init__(self, body):
+ self.body = body
+ def clearBodyPart(self):
+ body = encodedMIMEText(self.body)
+ body.add_header('Content-Disposition', 'inline')
+ return body
+ def passphrase_arg(self, passphrase=None):
+ if passphrase == None and PASSPHRASE != None:
+ passphrase = PASSPHRASE
+ if passphrase == None:
+ return (None,'')
+ return (passphrase, pgp_stdin_passphrase_arg)
+ def plain(self):
+ """
+ text/plain
+ """
+ return encodedMIMEText(self.body)
+ def sign(self, header, passphrase=None):
+ """
+ multipart/signed
+ +-> text/plain (body)
+ +-> application/pgp-signature (signature)
+ """
+ passphrase,pass_arg = self.passphrase_arg(passphrase)
+ body = self.clearBodyPart()
+ bfile = tempfile.NamedTemporaryFile()
+ bfile.write(flatten(body))
+ bfile.flush()
+
+ args = replace(pgp_sign_command, 'f', bfile.name)
+ if PGP_SIGN_AS == None:
+ pgp_sign_as = '<%s>' % source_email(header)
+ else:
+ pgp_sign_as = PGP_SIGN_AS
+ args = replace(args, 'a', pgp_sign_as)
+ args = replace(args, 'p', pass_arg)
+ status,output,error = execute(args, stdin=passphrase)
+ signature = output
+
+ sig = MIMEApplication(_data=signature,
+ _subtype='pgp-signature; name="signature.asc"',
+ _encoder=encode_7or8bit)
+ sig['Content-Description'] = 'signature'
+ sig.set_charset('us-ascii')
+
+ msg = MIMEMultipart('signed', micalg='pgp-sha1',
+ protocol='application/pgp-signature')
+ msg.attach(body)
+ msg.attach(sig)
+
+ msg['Content-Disposition'] = 'inline'
+ return msg
+ def encrypt(self, header, passphrase=None):
+ """
+ multipart/encrypted
+ +-> application/pgp-encrypted (control information)
+ +-> application/octet-stream (body)
+ """
+ body = self.clearBodyPart()
+ bfile = tempfile.NamedTemporaryFile()
+ bfile.write(flatten(body))
+ bfile.flush()
+
+ recipients = [replace(pgp_recipient_arg, 'r', recipient)
+ for recipient in target_emails(header)]
+ recipient_string = ' '.join(recipients)
+ args = replace(pgp_encrypt_only_command, 'R', recipient_string)
+ args = replace(args, 'f', bfile.name)
+ if PGP_SIGN_AS == None:
+ pgp_sign_as = '<%s>' % source_email(header)
+ else:
+ pgp_sign_as = PGP_SIGN_AS
+ args = replace(args, 'a', pgp_sign_as)
+ status,output,error = execute(args)
+ encrypted = output
+
+ enc = MIMEApplication(_data=encrypted, _subtype='octet-stream',
+ _encoder=encode_7or8bit)
+ enc.set_charset('us-ascii')
+
+ control = MIMEApplication(_data='Version: 1\n', _subtype='pgp-encrypted',
+ _encoder=encode_7or8bit)
+
+ msg = MIMEMultipart('encrypted', micalg='pgp-sha1',
+ protocol='application/pgp-encrypted')
+ msg.attach(control)
+ msg.attach(enc)
+
+ msg['Content-Disposition'] = 'inline'
+ return msg
+ def signAndEncrypt(self, header, passphrase=None):
+ """
+ multipart/encrypted
+ +-> application/pgp-encrypted (control information)
+ +-> application/octet-stream (body)
+ """
+ passphrase,pass_arg = self.passphrase_arg(passphrase)
+ body = self.sign(header, passphrase)
+ body.__delitem__('Bcc')
+ bfile = tempfile.NamedTemporaryFile()
+ bfile.write(flatten(body))
+ bfile.flush()
+
+ recipients = [replace(pgp_recipient_arg, 'r', recipient)
+ for recipient in target_emails(header)]
+ recipient_string = ' '.join(recipients)
+ args = replace(pgp_encrypt_only_command, 'R', recipient_string)
+ args = replace(args, 'f', bfile.name)
+ if PGP_SIGN_AS == None:
+ pgp_sign_as = '<%s>' % source_email(header)
+ else:
+ pgp_sign_as = PGP_SIGN_AS
+ args = replace(args, 'a', pgp_sign_as)
+ args = replace(args, 'p', pass_arg)
+ status,output,error = execute(args, stdin=passphrase)
+ encrypted = output
+
+ enc = MIMEApplication(_data=encrypted, _subtype='octet-stream',
+ _encoder=encode_7or8bit)
+ enc.set_charset('us-ascii')
+
+ control = MIMEApplication(_data='Version: 1\n',
+ _subtype='pgp-encrypted',
+ _encoder=encode_7or8bit)
+
+ msg = MIMEMultipart('encrypted', micalg='pgp-sha1',
+ protocol='application/pgp-encrypted')
+ msg.attach(control)
+ msg.attach(enc)
+
+ msg['Content-Disposition'] = 'inline'
+ return msg
+
+def test():
+ import doctest
+ doctest.testmod()
+
+
+if __name__ == '__main__':
+ from optparse import OptionParser
+
+ parser = OptionParser(usage=usage)
+ parser.add_option('-t', '--test', dest='test', action='store_true',
+ help='Run doctests and exit')
+
+ parser.add_option('-H', '--header-file', dest='header_filename',
+ help='file containing email header', metavar='FILE')
+ parser.add_option('-B', '--body-file', dest='body_filename',
+ help='file containing email body', metavar='FILE')
+
+ parser.add_option('-P', '--passphrase-file', dest='passphrase_file',
+ help='file containing gpg passphrase', metavar='FILE')
+ parser.add_option('-p', '--passphrase-fd', dest='passphrase_fd',
+ help='file descriptor from which to read gpg passphrase (0 for stdin)',
+ type="int", metavar='DESCRIPTOR')
+
+ parser.add_option('--mode', dest='mode', default='sign',
+ help="One of 'sign', 'encrypt', 'sign-encrypt', or 'plain'. Defaults to %default.",
+ metavar='MODE')
+
+ parser.add_option('-a', '--sign-as', dest='sign_as',
+ help="The gpg key to sign with (gpg's -u/--local-user)",
+ metavar='KEY')
+
+ parser.add_option('--output', dest='output', action='store_true',
+ help="Don't mail the generated message, print it to stdout instead.")
+
+ (options, args) = parser.parse_args()
+
+ stdin_used = False
+
+ if options.passphrase_file != None:
+ PASSPHRASE = file(options.passphrase_file, 'r').read()
+ elif options.passphrase_fd != None:
+ if options.passphrase_fd == 0:
+ stdin_used = True
+ PASSPHRASE = sys.stdin.read()
+ else:
+ PASSPHRASE = os.read(options.passphrase_fd)
+
+ if options.sign_as:
+ PGP_SIGN_AS = options.sign_as
+
+ if options.test == True:
+ test()
+ sys.exit(0)
+
+ header = None
+ if options.header_filename != None:
+ if options.header_filename == '-':
+ assert stdin_used == False
+ stdin_used = True
+ header = sys.stdin.read()
+ else:
+ header = file(options.header_filename, 'r').read()
+ if header == None:
+ raise Exception, "missing header"
+ headermsg = header_from_text(header)
+ body = None
+ if options.body_filename != None:
+ if options.body_filename == '-':
+ assert stdin_used == False
+ stdin_used = True
+ body = sys.stdin.read()
+ else:
+ body = file(options.body_filename, 'r').read()
+ if body == None:
+ raise Exception, "missing body"
+
+ m = EncryptedMessageFactory(body)
+ if options.mode == "sign":
+ bodymsg = m.sign(header)
+ elif options.mode == "encrypt":
+ bodymsg = m.encrypt(header)
+ elif options.mode == "sign-encrypt":
+ bodymsg = m.signAndEncrypt(header)
+ elif options.mode == "plain":
+ bodymsg = m.plain()
+ else:
+ print "Unrecognized mode '%s'" % options.mode
+
+ message = attach_root(headermsg, bodymsg)
+ if options.output == True:
+ message = flatten(message)
+ print message
+ else:
+ mail(message, sendmail)