File: test_crypto_des.py

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import pytest

from passlib.utils import getrandbytes
from tests.utils import TestCase


class DesTest(TestCase):
    descriptionPrefix = "passlib.crypto.des"

    # test vectors taken from http://www.skepticfiles.org/faq/testdes.htm
    des_test_vectors = [
        # key, plaintext, ciphertext
        (0x0000000000000000, 0x0000000000000000, 0x8CA64DE9C1B123A7),
        (0xFFFFFFFFFFFFFFFF, 0xFFFFFFFFFFFFFFFF, 0x7359B2163E4EDC58),
        (0x3000000000000000, 0x1000000000000001, 0x958E6E627A05557B),
        (0x1111111111111111, 0x1111111111111111, 0xF40379AB9E0EC533),
        (0x0123456789ABCDEF, 0x1111111111111111, 0x17668DFC7292532D),
        (0x1111111111111111, 0x0123456789ABCDEF, 0x8A5AE1F81AB8F2DD),
        (0x0000000000000000, 0x0000000000000000, 0x8CA64DE9C1B123A7),
        (0xFEDCBA9876543210, 0x0123456789ABCDEF, 0xED39D950FA74BCC4),
        (0x7CA110454A1A6E57, 0x01A1D6D039776742, 0x690F5B0D9A26939B),
        (0x0131D9619DC1376E, 0x5CD54CA83DEF57DA, 0x7A389D10354BD271),
        (0x07A1133E4A0B2686, 0x0248D43806F67172, 0x868EBB51CAB4599A),
        (0x3849674C2602319E, 0x51454B582DDF440A, 0x7178876E01F19B2A),
        (0x04B915BA43FEB5B6, 0x42FD443059577FA2, 0xAF37FB421F8C4095),
        (0x0113B970FD34F2CE, 0x059B5E0851CF143A, 0x86A560F10EC6D85B),
        (0x0170F175468FB5E6, 0x0756D8E0774761D2, 0x0CD3DA020021DC09),
        (0x43297FAD38E373FE, 0x762514B829BF486A, 0xEA676B2CB7DB2B7A),
        (0x07A7137045DA2A16, 0x3BDD119049372802, 0xDFD64A815CAF1A0F),
        (0x04689104C2FD3B2F, 0x26955F6835AF609A, 0x5C513C9C4886C088),
        (0x37D06BB516CB7546, 0x164D5E404F275232, 0x0A2AEEAE3FF4AB77),
        (0x1F08260D1AC2465E, 0x6B056E18759F5CCA, 0xEF1BF03E5DFA575A),
        (0x584023641ABA6176, 0x004BD6EF09176062, 0x88BF0DB6D70DEE56),
        (0x025816164629B007, 0x480D39006EE762F2, 0xA1F9915541020B56),
        (0x49793EBC79B3258F, 0x437540C8698F3CFA, 0x6FBF1CAFCFFD0556),
        (0x4FB05E1515AB73A7, 0x072D43A077075292, 0x2F22E49BAB7CA1AC),
        (0x49E95D6D4CA229BF, 0x02FE55778117F12A, 0x5A6B612CC26CCE4A),
        (0x018310DC409B26D6, 0x1D9D5C5018F728C2, 0x5F4C038ED12B2E41),
        (0x1C587F1C13924FEF, 0x305532286D6F295A, 0x63FAC0D034D9F793),
        (0x0101010101010101, 0x0123456789ABCDEF, 0x617B3A0CE8F07100),
        (0x1F1F1F1F0E0E0E0E, 0x0123456789ABCDEF, 0xDB958605F8C8C606),
        (0xE0FEE0FEF1FEF1FE, 0x0123456789ABCDEF, 0xEDBFD1C66C29CCC7),
        (0x0000000000000000, 0xFFFFFFFFFFFFFFFF, 0x355550B2150E2451),
        (0xFFFFFFFFFFFFFFFF, 0x0000000000000000, 0xCAAAAF4DEAF1DBAE),
        (0x0123456789ABCDEF, 0x0000000000000000, 0xD5D44FF720683D0D),
        (0xFEDCBA9876543210, 0xFFFFFFFFFFFFFFFF, 0x2A2BB008DF97C2F2),
    ]

    def test_01_expand(self):
        """expand_des_key()"""
        from passlib.crypto.des import (
            _KDATA_MASK,
            INT_56_MASK,
            expand_des_key,
            shrink_des_key,
        )

        # make sure test vectors are preserved (sans parity bits)
        # uses ints, bytes are tested under # 02
        for key1, _, _ in self.des_test_vectors:
            key2 = shrink_des_key(key1)
            key3 = expand_des_key(key2)
            # NOTE: this assumes expand_des_key() sets parity bits to 0
            assert key3 == key1 & _KDATA_MASK

        # type checks
        with pytest.raises(TypeError):
            expand_des_key(1.0)

        # too large
        with pytest.raises(ValueError):
            expand_des_key(INT_56_MASK + 1)
        with pytest.raises(ValueError):
            expand_des_key(b"\x00" * 8)

        # too small
        with pytest.raises(ValueError):
            expand_des_key(-1)
        with pytest.raises(ValueError):
            expand_des_key(b"\x00" * 6)

    def test_02_shrink(self):
        """shrink_des_key()"""
        from passlib.crypto.des import INT_64_MASK, expand_des_key, shrink_des_key

        rng = self.getRandom()

        # make sure reverse works for some random keys
        # uses bytes, ints are tested under # 01
        for i in range(20):
            key1 = getrandbytes(rng, 7)
            key2 = expand_des_key(key1)
            key3 = shrink_des_key(key2)
            assert key3 == key1

        # type checks
        with pytest.raises(TypeError):
            shrink_des_key(1.0)

        # too large
        with pytest.raises(ValueError):
            shrink_des_key(INT_64_MASK + 1)
        with pytest.raises(ValueError):
            shrink_des_key(b"\x00" * 9)

        # too small
        with pytest.raises(ValueError):
            shrink_des_key(-1)
        with pytest.raises(ValueError):
            shrink_des_key(b"\x00" * 7)

    def _random_parity(self, key):
        """randomize parity bits"""
        from passlib.crypto.des import _KDATA_MASK, _KPARITY_MASK, INT_64_MASK

        rng = self.getRandom()
        return (key & _KDATA_MASK) | (rng.randint(0, INT_64_MASK) & _KPARITY_MASK)

    def test_03_encrypt_bytes(self):
        """des_encrypt_block()"""
        from passlib.crypto.des import (
            _pack64,
            _unpack64,
            des_encrypt_block,
            shrink_des_key,
        )

        # run through test vectors
        for key, plaintext, correct in self.des_test_vectors:
            # convert to bytes
            key = _pack64(key)
            plaintext = _pack64(plaintext)
            correct = _pack64(correct)

            # test 64-bit key
            result = des_encrypt_block(key, plaintext)
            assert result == correct, f"key={key!r} plaintext={plaintext!r}:"

            # test 56-bit version
            key2 = shrink_des_key(key)
            result = des_encrypt_block(key2, plaintext)
            assert result == correct, (
                f"key={key!r} shrink(key)={key2!r} plaintext={plaintext!r}:"
            )

            # test with random parity bits
            for _ in range(20):
                key3 = _pack64(self._random_parity(_unpack64(key)))
                result = des_encrypt_block(key3, plaintext)
                assert result == correct, (
                    f"key={key!r} rndparity(key)={key3!r} plaintext={plaintext!r}:"
                )

        # check invalid keys
        stub = b"\x00" * 8
        with pytest.raises(TypeError):
            des_encrypt_block(0, stub)
        with pytest.raises(ValueError):
            des_encrypt_block(b"\x00" * 6, stub)

        # check invalid input
        with pytest.raises(TypeError):
            des_encrypt_block(stub, 0)
        with pytest.raises(ValueError):
            des_encrypt_block(stub, b"\x00" * 7)

        # check invalid salts
        with pytest.raises(ValueError):
            des_encrypt_block(stub, stub, salt=-1)
        with pytest.raises(ValueError):
            des_encrypt_block(stub, stub, salt=1 << 24)

        # check invalid rounds
        with pytest.raises(ValueError):
            des_encrypt_block(stub, stub, 0, rounds=0)

    def test_04_encrypt_ints(self):
        """des_encrypt_int_block()"""
        from passlib.crypto.des import des_encrypt_int_block

        # run through test vectors
        for key, plaintext, correct in self.des_test_vectors:
            # test 64-bit key
            result = des_encrypt_int_block(key, plaintext)
            assert result == correct, f"key={key!r} plaintext={plaintext!r}:"

            # test with random parity bits
            for _ in range(20):
                key3 = self._random_parity(key)
                result = des_encrypt_int_block(key3, plaintext)
                assert result == correct, (
                    f"key={key!r} rndparity(key)={key3!r} plaintext={plaintext!r}:"
                )

        # check invalid keys
        with pytest.raises(TypeError):
            des_encrypt_int_block(b"\x00", 0)
        with pytest.raises(ValueError):
            des_encrypt_int_block(-1, 0)

        # check invalid input
        with pytest.raises(TypeError):
            des_encrypt_int_block(0, b"\x00")
        with pytest.raises(ValueError):
            des_encrypt_int_block(0, -1)

        # check invalid salts
        with pytest.raises(ValueError):
            des_encrypt_int_block(0, 0, salt=-1)
        with pytest.raises(ValueError):
            des_encrypt_int_block(0, 0, salt=1 << 24)

        # check invalid rounds
        with pytest.raises(ValueError):
            des_encrypt_int_block(0, 0, 0, rounds=0)