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# Copyright (c) 2006, Mathieu Fenniak
# Copyright (c) 2007, Ashish Kulkarni <[email protected]>
#
# All rights reserved.
#
# Redistribution and use in source and binary forms, with or without
# modification, are permitted provided that the following conditions are
# met:
#
# * Redistributions of source code must retain the above copyright notice,
# this list of conditions and the following disclaimer.
# * Redistributions in binary form must reproduce the above copyright notice,
# this list of conditions and the following disclaimer in the documentation
# and/or other materials provided with the distribution.
# * The name of the author may not be used to endorse or promote products
# derived from this software without specific prior written permission.
#
# THIS SOFTWARE IS PROVIDED BY THE COPYRIGHT HOLDERS AND CONTRIBUTORS "AS IS"
# AND ANY EXPRESS OR IMPLIED WARRANTIES, INCLUDING, BUT NOT LIMITED TO, THE
# IMPLIED WARRANTIES OF MERCHANTABILITY AND FITNESS FOR A PARTICULAR PURPOSE
# ARE DISCLAIMED. IN NO EVENT SHALL THE COPYRIGHT OWNER OR CONTRIBUTORS BE
# LIABLE FOR ANY DIRECT, INDIRECT, INCIDENTAL, SPECIAL, EXEMPLARY, OR
# CONSEQUENTIAL DAMAGES (INCLUDING, BUT NOT LIMITED TO, PROCUREMENT OF
# SUBSTITUTE GOODS OR SERVICES; LOSS OF USE, DATA, OR PROFITS; OR BUSINESS
# INTERRUPTION) HOWEVER CAUSED AND ON ANY THEORY OF LIABILITY, WHETHER IN
# CONTRACT, STRICT LIABILITY, OR TORT (INCLUDING NEGLIGENCE OR OTHERWISE)
# ARISING IN ANY WAY OUT OF THE USE OF THIS SOFTWARE, EVEN IF ADVISED OF THE
# POSSIBILITY OF SUCH DAMAGE.
"""Anything related to encryption / decryption."""
import struct
from hashlib import md5
from typing import Tuple, Union
from ._utils import b_, ord_, str_
from .generic import ByteStringObject
try:
from typing import Literal # type: ignore[attr-defined]
except ImportError:
# PEP 586 introduced typing.Literal with Python 3.8
# For older Python versions, the backport typing_extensions is necessary:
from typing_extensions import Literal # type: ignore[misc]
# ref: pdf1.8 spec section 3.5.2 algorithm 3.2
_encryption_padding = (
b"\x28\xbf\x4e\x5e\x4e\x75\x8a\x41\x64\x00\x4e\x56"
b"\xff\xfa\x01\x08\x2e\x2e\x00\xb6\xd0\x68\x3e\x80\x2f\x0c"
b"\xa9\xfe\x64\x53\x69\x7a"
)
def _alg32(
password: str,
rev: Literal[2, 3, 4],
keylen: int,
owner_entry: ByteStringObject,
p_entry: int,
id1_entry: ByteStringObject,
metadata_encrypt: bool = True,
) -> bytes:
"""
Implementation of algorithm 3.2 of the PDF standard security handler.
See section 3.5.2 of the PDF 1.6 reference.
"""
# 1. Pad or truncate the password string to exactly 32 bytes. If the
# password string is more than 32 bytes long, use only its first 32 bytes;
# if it is less than 32 bytes long, pad it by appending the required number
# of additional bytes from the beginning of the padding string
# (_encryption_padding).
password_bytes = b_((str_(password) + str_(_encryption_padding))[:32])
# 2. Initialize the MD5 hash function and pass the result of step 1 as
# input to this function.
m = md5(password_bytes)
# 3. Pass the value of the encryption dictionary's /O entry to the MD5 hash
# function.
m.update(owner_entry.original_bytes)
# 4. Treat the value of the /P entry as an unsigned 4-byte integer and pass
# these bytes to the MD5 hash function, low-order byte first.
p_entry_bytes = struct.pack("<i", p_entry)
m.update(p_entry_bytes)
# 5. Pass the first element of the file's file identifier array to the MD5
# hash function.
m.update(id1_entry.original_bytes)
# 6. (Revision 3 or greater) If document metadata is not being encrypted,
# pass 4 bytes with the value 0xFFFFFFFF to the MD5 hash function.
if rev >= 3 and not metadata_encrypt:
m.update(b"\xff\xff\xff\xff")
# 7. Finish the hash.
md5_hash = m.digest()
# 8. (Revision 3 or greater) Do the following 50 times: Take the output
# from the previous MD5 hash and pass the first n bytes of the output as
# input into a new MD5 hash, where n is the number of bytes of the
# encryption key as defined by the value of the encryption dictionary's
# /Length entry.
if rev >= 3:
for _ in range(50):
md5_hash = md5(md5_hash[:keylen]).digest()
# 9. Set the encryption key to the first n bytes of the output from the
# final MD5 hash, where n is always 5 for revision 2 but, for revision 3 or
# greater, depends on the value of the encryption dictionary's /Length
# entry.
return md5_hash[:keylen]
def _alg33(
owner_password: str, user_password: str, rev: Literal[2, 3, 4], keylen: int
) -> bytes:
"""
Implementation of algorithm 3.3 of the PDF standard security handler,
section 3.5.2 of the PDF 1.6 reference.
"""
# steps 1 - 4
key = _alg33_1(owner_password, rev, keylen)
# 5. Pad or truncate the user password string as described in step 1 of
# algorithm 3.2.
user_password_bytes = b_((user_password + str_(_encryption_padding))[:32])
# 6. Encrypt the result of step 5, using an RC4 encryption function with
# the encryption key obtained in step 4.
val = RC4_encrypt(key, user_password_bytes)
# 7. (Revision 3 or greater) Do the following 19 times: Take the output
# from the previous invocation of the RC4 function and pass it as input to
# a new invocation of the function; use an encryption key generated by
# taking each byte of the encryption key obtained in step 4 and performing
# an XOR operation between that byte and the single-byte value of the
# iteration counter (from 1 to 19).
if rev >= 3:
for i in range(1, 20):
new_key = ""
for key_char in key:
new_key += chr(ord_(key_char) ^ i)
val = RC4_encrypt(new_key, val)
# 8. Store the output from the final invocation of the RC4 as the value of
# the /O entry in the encryption dictionary.
return val
def _alg33_1(password: str, rev: Literal[2, 3, 4], keylen: int) -> bytes:
"""Steps 1-4 of algorithm 3.3"""
# 1. Pad or truncate the owner password string as described in step 1 of
# algorithm 3.2. If there is no owner password, use the user password
# instead.
password_bytes = b_((password + str_(_encryption_padding))[:32])
# 2. Initialize the MD5 hash function and pass the result of step 1 as
# input to this function.
m = md5(password_bytes)
# 3. (Revision 3 or greater) Do the following 50 times: Take the output
# from the previous MD5 hash and pass it as input into a new MD5 hash.
md5_hash = m.digest()
if rev >= 3:
for _ in range(50):
md5_hash = md5(md5_hash).digest()
# 4. Create an RC4 encryption key using the first n bytes of the output
# from the final MD5 hash, where n is always 5 for revision 2 but, for
# revision 3 or greater, depends on the value of the encryption
# dictionary's /Length entry.
key = md5_hash[:keylen]
return key
def _alg34(
password: str,
owner_entry: ByteStringObject,
p_entry: int,
id1_entry: ByteStringObject,
) -> Tuple[bytes, bytes]:
"""
Implementation of algorithm 3.4 of the PDF standard security handler.
See section 3.5.2 of the PDF 1.6 reference.
"""
# 1. Create an encryption key based on the user password string, as
# described in algorithm 3.2.
rev: Literal[2] = 2
keylen = 5
key = _alg32(password, rev, keylen, owner_entry, p_entry, id1_entry)
# 2. Encrypt the 32-byte padding string shown in step 1 of algorithm 3.2,
# using an RC4 encryption function with the encryption key from the
# preceding step.
U = RC4_encrypt(key, _encryption_padding)
# 3. Store the result of step 2 as the value of the /U entry in the
# encryption dictionary.
return U, key
def _alg35(
password: str,
rev: Literal[2, 3, 4],
keylen: int,
owner_entry: ByteStringObject,
p_entry: int,
id1_entry: ByteStringObject,
metadata_encrypt: bool,
) -> Tuple[bytes, bytes]:
"""
Implementation of algorithm 3.4 of the PDF standard security handler.
See section 3.5.2 of the PDF 1.6 reference.
"""
# 1. Create an encryption key based on the user password string, as
# described in Algorithm 3.2.
key = _alg32(password, rev, keylen, owner_entry, p_entry, id1_entry)
# 2. Initialize the MD5 hash function and pass the 32-byte padding string
# shown in step 1 of Algorithm 3.2 as input to this function.
m = md5()
m.update(_encryption_padding)
# 3. Pass the first element of the file's file identifier array (the value
# of the ID entry in the document's trailer dictionary; see Table 3.13 on
# page 73) to the hash function and finish the hash. (See implementation
# note 25 in Appendix H.)
m.update(id1_entry.original_bytes)
md5_hash = m.digest()
# 4. Encrypt the 16-byte result of the hash, using an RC4 encryption
# function with the encryption key from step 1.
val = RC4_encrypt(key, md5_hash)
# 5. Do the following 19 times: Take the output from the previous
# invocation of the RC4 function and pass it as input to a new invocation
# of the function; use an encryption key generated by taking each byte of
# the original encryption key (obtained in step 2) and performing an XOR
# operation between that byte and the single-byte value of the iteration
# counter (from 1 to 19).
for i in range(1, 20):
new_key = b""
for k in key:
new_key += b_(chr(ord_(k) ^ i))
val = RC4_encrypt(new_key, val)
# 6. Append 16 bytes of arbitrary padding to the output from the final
# invocation of the RC4 function and store the 32-byte result as the value
# of the U entry in the encryption dictionary.
# (implementer note: I don't know what "arbitrary padding" is supposed to
# mean, so I have used null bytes. This seems to match a few other
# people's implementations)
return val + (b"\x00" * 16), key
def RC4_encrypt(key: Union[str, bytes], plaintext: bytes) -> bytes: # TODO
S = list(range(256))
j = 0
for i in range(256):
j = (j + S[i] + ord_(key[i % len(key)])) % 256
S[i], S[j] = S[j], S[i]
i, j = 0, 0
retval = []
for plaintext_char in plaintext:
i = (i + 1) % 256
j = (j + S[i]) % 256
S[i], S[j] = S[j], S[i]
t = S[(S[i] + S[j]) % 256]
retval.append(b_(chr(ord_(plaintext_char) ^ t)))
return b"".join(retval)