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Location: gimmecert/functional_tests/test_key_specification.py

branko
GC-37: Deduplicate text for key specification format.
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# -*- coding: utf-8 -*-
#
# Copyright (C) 2018 Branko Majic
#
# This file is part of Gimmecert.
#
# Gimmecert 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.
#
# Gimmecert 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
# Gimmecert.  If not, see <http://www.gnu.org/licenses/>.
#


from .base import run_command


def test_initialisation_with_rsa_private_key_specification(tmpdir):
    # John is looking into improving the security of one of his
    # projects. Amongst other things, John is interested in using
    # stronger private keys for his TLS services - which he wants to
    # try out in his test envioronment first.

    # John knows that the Gimmecert tool uses 2048-bit RSA keys for
    # the CA hierarchy, but what he would really like to do is specify
    # himself what kind of private key should be generated
    # instead. He checks-out the help for the init command first.
    stdout, _, _ = run_command('gimmecert', 'init', '-h')

    # John noticies there is an option to provide a custom key
    # specification to the tool, that he can specify the length of
    # the RSA private keys, and that the default is "rsa:2048".
    assert "--key-specification" in stdout
    assert " -k" in stdout
    assert "rsa:BIT_LENGTH" in stdout
    assert "Default is rsa:2048" in stdout

    # John switches to his project directory.
    tmpdir.chdir()

    # He initalises the CA hierarchy, requesting to use 4096-bit RSA
    # keys.
    stdout, stderr, exit_code = run_command('gimmecert', 'init', '--key-specification', 'rsa:4096')

    # Command finishes execution with success, and John notices that
    # the tool has informed him of what the private key algorithm is
    # in use for the CA hierarchy.
    assert exit_code == 0
    assert stderr == ""
    assert "CA hierarchy initialised using 4096-bit RSA keys." in stdout

    # John goes ahead and inspects the CA private key to ensure his
    # private key specification has been accepted.
    stdout, stderr, exit_code = run_command('openssl', 'rsa', '-noout', '-text', '-in', '.gimmecert/ca/level1.key.pem')

    assert exit_code == 0
    assert stderr == ""
    assert "Private-Key: (4096 bit)" in stdout

    # John also does a quick check on the generated certificate's
    # signing and public key algorithm.
    stdout, stderr, exit_code = run_command('openssl', 'x509', '-noout', '-text', '-in', '.gimmecert/ca/level1.cert.pem')

    assert exit_code == 0
    assert stderr == ""
    assert "Signature Algorithm: sha256WithRSAEncryption" in stdout
    assert "Public-Key: (4096 bit)" in stdout


def test_server_command_default_key_specification_with_rsa(tmpdir):
    # John is setting-up a project to test some functionality
    # revolving around X.509 certificates. Since he does not care much
    # about the strength of private keys for it, he wants to use
    # 1024-bit RSA keys for both CA hierarchy and server certificates
    # to speed-up the key generation process.

    # He switches to his project directory, and initialises the CA
    # hierarchy, requesting that 1024-bit RSA keys should be used.
    tmpdir.chdir()
    run_command("gimmecert", "init", "--key-specification", "rsa:1024")

    # John issues a server certificate.
    stdout, stderr, exit_code = run_command('gimmecert', 'server', 'myserver1')

    # John observes that the process was completed successfully.
    assert exit_code == 0
    assert stderr == ""

    # He runs a command to see details about the generated private
    # key.
    stdout, _, _ = run_command('openssl', 'rsa', '-noout', '-text', '-in', '.gimmecert/server/myserver1.key.pem')

    # And indeed, the generated private key uses the same size as the
    # one he specified for the CA hierarchy.
    assert "Private-Key: (1024 bit)" in stdout


def test_server_command_key_specification_with_rsa(tmpdir):
    # John is setting-up a project where he needs to test performance
    # when using different RSA private key sizes.

    # He switches to his project directory, and initialises the CA
    # hierarchy, requesting that 3072-bit RSA keys should be used.
    tmpdir.chdir()
    run_command("gimmecert", "init", "--key-specification", "rsa:3072")

    # Very soon he realizes that he needs to test performance using
    # smaller RSA key sizes for proper comparison. He starts off by
    # having a look at the help for the server command to see if there
    # is an option that will satisfy his needs.
    stdout, stderr, exit_code = run_command("gimmecert", "server", "-h")

    # John notices the option for passing-in a key specification.
    assert " --key-specification" in stdout
    assert " -k" in stdout

    # John goes ahead and tries to issue a server certificate using
    # key specification option.
    stdout, stderr, exit_code = run_command("gimmecert", "server", "--key-specification", "rsas:2048", "myserver1")

    # Unfortunately, the command fails due to John's typo.
    assert exit_code != 0
    assert "invalid key_specification" in stderr

    # John tries again, fixing his typo.
    stdout, stderr, exit_code = run_command("gimmecert", "server", "--key-specification", "rsa:2048", "myserver1")

    # This time around he succeeds.
    assert exit_code == 0
    assert stderr == ""

    # He runs a command to see details about the generated private
    # key.
    stdout, _, _ = run_command('openssl', 'rsa', '-noout', '-text', '-in', '.gimmecert/server/myserver1.key.pem')

    # He nods with his head, observing that the generated private key
    # uses the same key size as he has specified.
    assert "Private-Key: (2048 bit)" in stdout


def test_client_command_default_key_specification_with_rsa(tmpdir):
    # John is setting-up a project to test some functionality
    # revolving around X.509 certificates. Since he does not care much
    # about the strength of private keys for it, he wants to use
    # 1024-bit RSA keys for both CA hierarchy and client certificates
    # to speed-up the key generation process.

    # He switches to his project directory, and initialises the CA
    # hierarchy, requesting that 1024-bit RSA keys should be used.
    tmpdir.chdir()
    run_command("gimmecert", "init", "--key-specification", "rsa:1024")

    # John issues a client certificate.
    stdout, stderr, exit_code = run_command('gimmecert', 'client', 'myclient1')

    # John observes that the process was completed successfully.
    assert exit_code == 0
    assert stderr == ""

    # He runs a command to see details about the generated private
    # key.
    stdout, _, _ = run_command('openssl', 'rsa', '-noout', '-text', '-in', '.gimmecert/client/myclient1.key.pem')

    # And indeed, the generated private key uses the same size as the
    # one he specified for the CA hierarchy.
    assert "Private-Key: (1024 bit)" in stdout


def test_client_command_key_specification_with_rsa(tmpdir):
    # John is setting-up a project where he needs to test performance
    # when using different RSA private key sizes.

    # He switches to his project directory, and initialises the CA
    # hierarchy, requesting that 1024-bit RSA keys should be used.
    tmpdir.chdir()
    run_command("gimmecert", "init", "--key-specification", "rsa:1024")

    # Very soon he realizes that he needs to test performance using
    # smaller RSA key sizes for proper comparison. He starts off by
    # having a look at the help for the client command to see if there
    # is an option that will satisfy his needs.
    stdout, stderr, exit_code = run_command("gimmecert", "client", "-h")

    # John notices the option for passing-in a key specification.
    assert " --key-specification" in stdout
    assert " -k" in stdout

    # John goes ahead and tries to issue a client certificate using
    # key specification option.
    stdout, stderr, exit_code = run_command("gimmecert", "client", "--key-specification", "rsas:2048", "myclient1")

    # Unfortunately, the command fails due to John's typo.
    assert exit_code != 0
    assert "invalid key_specification" in stderr

    # John tries again, fixing his typo.
    stdout, stderr, exit_code = run_command("gimmecert", "client", "--key-specification", "rsa:2048", "myclient1")

    # This time around he succeeds.
    assert exit_code == 0
    assert stderr == ""

    # He runs a command to see details about the generated private
    # key.
    stdout, _, _ = run_command('openssl', 'rsa', '-noout', '-text', '-in', '.gimmecert/client/myclient1.key.pem')

    # He nods with his head, observing that the generated private key
    # uses the same key size as he has specified.
    assert "Private-Key: (2048 bit)" in stdout


def test_renew_command_key_specification_with_rsa(tmpdir):
    # John has set-up a project where he has issued a couple of
    # certificates. For some of them he has used externally-generated
    # private keys.
    tmpdir.chdir()

    run_command("openssl", "req", "-newkey", "rsa:3072", "-nodes", "-keyout", "myserver2.key.pem",
                "-new", "-subj", "/CN=myserver2", "-out", "myserver2.csr.pem")
    run_command("openssl", "req", "-newkey", "rsa:3072", "-nodes", "-keyout", "myclient2.key.pem",
                "-new", "-subj", "/CN=myclient2", "-out", "myclient2.csr.pem")

    run_command("gimmecert", "init")

    run_command('gimmecert', 'server', 'myserver1')
    run_command('gimmecert', 'client', 'myclient1')

    run_command("gimmecert", "server", "--csr", "myserver2.csr.pem", "myserver2")
    run_command("gimmecert", "client", "--csr", "myclient2.csr.pem", "myclient2")

    # After some testing he realises that he needs to perform some
    # tests using a different RSA key size. John has a look at the
    # renew command options to see if he can request new private keys
    # to be generated with different key sizes.
    stdout, stderr, exit_code = run_command("gimmecert", "renew", "-h")

    # John notices the option for passing-in custom key specification.
    assert " --key-specification" in stdout
    assert " -k" in stdout

    # He tries to renew the server certificate, specifying the desired
    # RSA key size.
    stdout, stderr, exit_code = run_command("gimmecert", "renew", "server", "--key-specification", "rsa:1024", "myserver1")

    # Gimmecert informs him that the key specification option can only
    # be used when requesting a new private key to be generated as
    # well.
    assert exit_code != 0
    assert "argument --key-specification/-k: must be used with --new-private-key/-p" in stderr

    # John updates his command to include the additional option.
    stdout, stderr, exit_code = run_command("gimmecert", "renew", "server", "--new-private-key", "--key-specification", "rsa:1024", "-p", "myserver1")

    # Command suceeds.
    assert exit_code == 0
    assert stderr == ""

    # He checks the details about the generated private key, and
    # disovers that Gimmecert generated the key according to his
    # wishes.
    stdout, _, _ = run_command('openssl', 'rsa', '-noout', '-text', '-in', '.gimmecert/server/myserver1.key.pem')
    assert "Private-Key: (1024 bit)" in stdout

    # John goes ahead and performs a similar operation for his client
    # entity.
    stdout, stderr, exit_code = run_command("gimmecert", "renew", "client", "-k", "rsa:1024", "-p", "myclient1")
    assert exit_code == 0
    assert stderr == ""

    # And once again, Gimmecert has created the key with correct size.
    stdout, _, _ = run_command('openssl', 'rsa', '-noout', '-text', '-in', '.gimmecert/client/myclient1.key.pem')
    assert "Private-Key: (1024 bit)" in stdout

    # After some further testing, John decides to renew the
    # certificates that have been issued using a CSR. He requests new
    # private keys to be generated as well.
    stdout, stderr, exit_code = run_command("gimmecert", "renew", "server", "-p", "myserver1")
    assert exit_code == 0
    assert stderr == ""

    stdout, stderr, exit_code = run_command("gimmecert", "renew", "client", "-p", "myclient1")
    assert exit_code == 0
    assert stderr == ""

    # John is unsure if the same key specification has been used,
    # however. So he goes ahead and has a look at the server key.
    stdout, _, _ = run_command('openssl', 'rsa', '-noout', '-text', '-in', '.gimmecert/server/myserver1.key.pem')

    # The renew command has used the same key specification for the
    # new private key as for the old private key.
    assert "Private-Key: (1024 bit)" in stdout

    # He performs the same check on the client key.
    stdout, _, _ = run_command('openssl', 'rsa', '-noout', '-text', '-in', '.gimmecert/client/myclient1.key.pem')

    # The renew command has used the same key specification for the
    # new private key as for the old private key.
    assert "Private-Key: (1024 bit)" in stdout

    # After using his manually generated private keys for a while,
    # John accidentally deletes them from his managed machine. Instead
    # of redoing the whole process with CSRs, he decides to simply
    # regenerate the private keys and certificates and copy them over.
    run_command('gimmecert', 'renew', 'server', '--new-private-key', 'myserver2')
    run_command('gimmecert', 'renew', 'client', '--new-private-key', 'myclient2')

    # John realizes that the original private keys he generated used
    # 3072-bit RSA, while the CA hierarchy uses 2048-bit RSA. He
    # decides to check if the generated key ended-up using CA
    # hierarchy defaults, or the same key size he used when generating
    # the keys manually.
    #
    # He checks the server private key, and everything seems right -
    # same key size is used as in case of the old private key.
    stdout, stderr, _ = run_command('openssl', 'rsa', '-noout', '-text', '-in', '.gimmecert/server/myserver2.key.pem')
    assert "Private-Key: (3072 bit)" in stdout

    # Then he has a look at the client private key, and that one is
    # also using the same key size as the old private key.
    stdout, _, _ = run_command('openssl', 'rsa', '-noout', '-text', '-in', '.gimmecert/client/myclient2.key.pem')
    assert "Private-Key: (3072 bit)" in stdout


def test_initialisation_with_ecdsa_key_specification(tmpdir):
    # John is looking into using ECDSA keys in his latest project. He
    # is already aware that Gimmecert supports use of RSA keys, but he
    # hasn't tried using it with ECDSA yet.

    # He checks the help for the init command first to see if he can
    # somehow request ECDSA keys to be used instead of RSA.
    stdout, _, _ = run_command('gimmecert', 'init', '-h')

    # John noticies there is an option to provide a custom key
    # specification to the tool, and that he can request ECDSA keys to
    # be used with a specific curve.
    assert "--key-specification" in stdout
    assert " -k" in stdout
    assert "rsa:BIT_LENGTH" in stdout
    assert "ecdsa:CURVE_NAME" in stdout

    # John can see a number of curves listed as supported.
    assert "curves: " in stdout
    assert "secp192r1" in stdout
    assert "secp224r1" in stdout
    assert "secp256k1" in stdout
    assert "secp256r1" in stdout
    assert "secp384r1" in stdout
    assert "secp521r1" in stdout

    # John switches to his project directory.
    tmpdir.chdir()

    # After a short deliberation, he opts to use the secp256r1 curve,
    # and initialises his CA hierarchy.
    stdout, stderr, exit_code = run_command('gimmecert', 'init', '--key-specification', 'ecdsa:secp256r1')

    # Command finishes execution with success, and John notices that
    # the tool has informed him of what the private key algorithm is
    # in use for the CA hierarchy.
    assert exit_code == 0
    assert stderr == ""
    assert "CA hierarchy initialised using secp256r1 ECDSA keys." in stdout

    # John goes ahead and inspects the CA private key to ensure his
    # private key specification has been accepted.
    stdout, stderr, exit_code = run_command('openssl', 'ec', '-noout', '-text', '-in', '.gimmecert/ca/level1.key.pem')

    assert exit_code == 0
    assert stderr == "read EC key\n"  # OpenSSL print this out to stderr no matter what.

    # He notices that although he requested secp256r1, the output from
    # OpenSSL tool uses its older name from RFC3279 -
    # prime256v1. However, he understands this is just an alternate
    # name for the curve.
    assert "ASN1 OID: prime256v1" in stdout

    # John also does a quick check on the generated certificate's
    # signing and public key algorithm.
    stdout, stderr, exit_code = run_command('openssl', 'x509', '-noout', '-text', '-in', '.gimmecert/ca/level1.cert.pem')

    assert exit_code == 0
    assert stderr == ""
    assert "Signature Algorithm: ecdsa-with-SHA256" in stdout
    assert "Public Key Algorithm: id-ecPublicKey" in stdout
    assert "ASN1 OID: prime256v1" in stdout


def test_server_command_default_key_specification_with_ecdsa(tmpdir):
    # John is setting-up a project to test some functionality
    # revolving around X.509 certificates. He has used RSA extensively
    # before, but now he wants to switch to using ECDSA private keys
    # instead.

    # He switches to his project directory, and initialises the CA
    # hierarchy, requesting that secp256r1 ECDSA keys should be used.
    tmpdir.chdir()
    run_command("gimmecert", "init", "--key-specification", "ecdsa:secp384r1")

    # John issues a server certificate.
    stdout, stderr, exit_code = run_command('gimmecert', 'server', 'myserver1')

    # John observes that the process was completed successfully.
    assert exit_code == 0
    assert stderr == ""

    # He runs a command to see details about the generated private
    # key.
    stdout, _, _ = run_command('openssl', 'ec', '-noout', '-text', '-in', '.gimmecert/server/myserver1.key.pem')

    # And indeed, the generated private key uses the same algorithm as
    # the one he specified for the CA hierarchy.
    assert "ASN1 OID: secp384r1" in stdout


def test_server_command_key_specification_with_ecdsa(tmpdir):
    # John is setting-up a project where he needs to test performance
    # when using different ECDSA private key sizes.

    # He switches to his project directory, and initialises the CA
    # hierarchy, requesting that secp192r1 ECDSA keys should be used.
    tmpdir.chdir()
    run_command("gimmecert", "init", "--key-specification", "ecdsa:secp192r1")

    # Very soon he realizes that he needs to test performance using
    # different elliptic curve algorithms for proper comparison. He
    # starts off by having a look at the help for the server command
    # to see if there is an option that will satisfy his needs.
    stdout, stderr, exit_code = run_command("gimmecert", "server", "-h")

    # John notices the option for passing-in a key specification, and
    # that he can request ECDSA keys to be used with a specific curve.
    assert " --key-specification" in stdout
    assert " -k" in stdout
    assert "rsa:BIT_LENGTH" in stdout
    assert "ecdsa:CURVE_NAME" in stdout

    # John can see a number of curves listed as supported.
    assert "curves: " in stdout
    assert "secp192r1" in stdout
    assert "secp224r1" in stdout
    assert "secp256k1" in stdout
    assert "secp256r1" in stdout
    assert "secp384r1" in stdout
    assert "secp521r1" in stdout

    # John goes ahead and tries to issue a server certificate using
    # key specification option.
    stdout, stderr, exit_code = run_command("gimmecert", "server", "--key-specification", "ecdsa:secp224r11", "myserver1")

    # Unfortunately, the command fails due to John's typo.
    assert exit_code != 0
    assert "invalid key_specification" in stderr

    # John tries again, fixing his typo.
    stdout, stderr, exit_code = run_command("gimmecert", "server", "--key-specification", "ecdsa:secp224r1", "myserver1")

    # This time around he succeeds.
    assert exit_code == 0
    assert stderr == ""

    # He runs a command to see details about the generated private
    # key.
    stdout, _, _ = run_command('openssl', 'ec', '-noout', '-text', '-in', '.gimmecert/server/myserver1.key.pem')

    # He nods with his head, observing that the generated private key
    # uses the same algorithm as he has specified.
    assert "ASN1 OID: secp224r1" in stdout


def test_client_command_default_key_specification_with_ecdsa(tmpdir):
    # John is setting-up a project to test some functionality
    # revolving around X.509 certificates. He has used RSA extensively
    # before, but now he wants to switch to using ECDSA private keys
    # instead.

    # He switches to his project directory, and initialises the CA
    # hierarchy, requesting that secp256r1 ECDSA keys should be used.
    tmpdir.chdir()
    run_command("gimmecert", "init", "--key-specification", "ecdsa:secp521r1")

    # John issues a client certificate.
    stdout, stderr, exit_code = run_command('gimmecert', 'client', 'myclient1')

    # John observes that the process was completed successfully.
    assert exit_code == 0
    assert stderr == ""

    # He runs a command to see details about the generated private
    # key.
    stdout, _, _ = run_command('openssl', 'ec', '-noout', '-text', '-in', '.gimmecert/client/myclient1.key.pem')

    # And indeed, the generated private key uses the same algorithm as
    # the one he specified for the CA hierarchy.
    assert "ASN1 OID: secp521r1" in stdout


def test_client_command_key_specification_with_ecdsa(tmpdir):
    # John is setting-up a project where he needs to test performance
    # when using different ECDSA private key sizes.

    # He switches to his project directory, and initialises the CA
    # hierarchy, requesting that secp192r1 ECDSA keys should be used.
    tmpdir.chdir()
    run_command("gimmecert", "init", "--key-specification", "ecdsa:secp192r1")

    # Very soon he realizes that he needs to test performance using
    # different elliptic curve algorithms for proper comparison. He
    # starts off by having a look at the help for the client command
    # to see if there is an option that will satisfy his needs.
    stdout, stderr, exit_code = run_command("gimmecert", "client", "-h")

    # John notices the option for passing-in a key specification, and
    # that he can request ECDSA keys to be used with a specific curve.
    assert " --key-specification" in stdout
    assert " -k" in stdout
    assert "rsa:BIT_LENGTH" in stdout
    assert "ecdsa:CURVE_NAME" in stdout

    # John can see a number of curves listed as supported.
    assert "curves: " in stdout
    assert "secp192r1" in stdout
    assert "secp224r1" in stdout
    assert "secp256k1" in stdout
    assert "secp256r1" in stdout
    assert "secp384r1" in stdout
    assert "secp521r1" in stdout

    # John goes ahead and tries to issue a client certificate using
    # key specification option.
    stdout, stderr, exit_code = run_command("gimmecert", "client", "--key-specification", "ecdsa:secp224r11", "myclient1")

    # Unfortunately, the command fails due to John's typo.
    assert exit_code != 0
    assert "invalid key_specification" in stderr

    # John tries again, fixing his typo.
    stdout, stderr, exit_code = run_command("gimmecert", "client", "--key-specification", "ecdsa:secp224r1", "myclient1")

    # This time around he succeeds.
    assert exit_code == 0
    assert stderr == ""

    # He runs a command to see details about the generated private
    # key.
    stdout, _, _ = run_command('openssl', 'ec', '-noout', '-text', '-in', '.gimmecert/client/myclient1.key.pem')

    # He nods with his head, observing that the generated private key
    # uses the same algorithm as he has specified.
    assert "ASN1 OID: secp224r1" in stdout