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1 4a40b0d2 Stanislav Král
import re
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import subprocess
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import time
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import random
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from src.constants import CRL_CONFIG
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from src.model.certificate import Certificate
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from src.model.private_key import PrivateKey
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from src.model.subject import Subject
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from src.utils.temporary_file import TemporaryFile
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# encryption method to be used when generating private keys
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PRIVATE_KEY_ENCRYPTION_METHOD = "-aes256"
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# openssl executable name
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OPENSSL_EXECUTABLE = "openssl"
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# format of NOT_BEFORE NOT_AFTER date fields
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NOT_AFTER_BEFORE_DATE_FORMAT = "%b %d %H:%M:%S %Y %Z"
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# minimal configuration file to be used for openssl req command
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# specifies distinguished_name that references empty section only
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# openssl requires this option to be present
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MINIMAL_CONFIG_FILE = "[req]\ndistinguished_name = req_distinguished_name\n[req_distinguished_name]\n\n"
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# section to be used to specify extensions when creating a SSCRT
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SSCRT_SECTION = "sscrt_ext"
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CA_EXTENSIONS = "basicConstraints=critical,CA:TRUE"
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# upper bound of the range of random serial numbers to be generated
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MAX_SN = 4294967296
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class CryptographyService:
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    @staticmethod
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    def __subject_to_param_format(subject):
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        """
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        Converts the given subject to a dictionary containing openssl field names mapped to subject's fields
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        :param subject: subject to be converted
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        :return: a dictionary containing openssl field names mapped to subject's fields
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        """
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        subj_dict = {}
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        if subject.common_name is not None:
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            subj_dict["CN"] = subject.common_name
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        if subject.country is not None:
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            subj_dict["C"] = subject.country
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        if subject.locality is not None:
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            subj_dict["L"] = subject.locality
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        if subject.state is not None:
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            subj_dict["ST"] = subject.state
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        if subject.organization is not None:
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            subj_dict["O"] = subject.organization
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        if subject.organization_unit is not None:
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            subj_dict["OU"] = subject.organization_unit
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        if subject.email_address is not None:
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            subj_dict["emailAddress"] = subject.email_address
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        # merge the subject into a "subj" parameter format
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        return "".join([f"/{key}={value}" for key, value in subj_dict.items()])
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    @staticmethod
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    def __run_for_output(args=None, proc_input=None, executable=OPENSSL_EXECUTABLE):
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        """
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        Launches a new process in which the given executable is run. STDIN and process arguments can be set.
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        If the process ends with a non-zero then <CryptographyException> is raised.
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        :param args: Arguments to be passed to the program.
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        :param proc_input: String input to be passed to the stdin of the created process.
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        :param executable: Executable to be run (defaults to openssl)
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        :return: If the process ends with a zero return code then the STDOUT of the process is returned as a byte array.
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        """
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        if args is None:
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            args = []
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        try:
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            # prepend the name of the executable
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            args.insert(0, executable)
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            # create a new process
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            proc = subprocess.Popen(args, stdin=subprocess.PIPE if proc_input is not None else None,
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                                    stdout=subprocess.PIPE,
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                                    stderr=subprocess.PIPE)
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            out, err = proc.communicate(proc_input)
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            if proc.returncode != 0:
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                # if the process did not result in zero result code, then raise an exception
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                if err is not None and len(err) > 0:
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                    raise CryptographyException(executable, args, err.decode())
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                else:
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                    raise CryptographyException(executable, args,
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                                                f""""Execution resulted in non-zero argument""")
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            return out
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        except FileNotFoundError:
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            raise CryptographyException(executable, args, f""""{executable}" not found in the current PATH.""")
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    def create_private_key(self, passphrase=None):
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        """
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        Creates a private key with the option to encrypt it using a passphrase.
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        :param passphrase: A passphrase to be used when encrypting the key (if none is passed then the key is not
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        encrypted at all). Empty passphrase ("") also results in a key that is not encrypted.
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        :return: string containing the generated private key in PEM format
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        """
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        if passphrase is None or len(passphrase) == 0:
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            return self.__run_for_output(["genrsa", "2048"]).decode()
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        else:
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            return self.__run_for_output(
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                ["genrsa", PRIVATE_KEY_ENCRYPTION_METHOD, "-passout", f"pass:{passphrase}", "2048"]).decode()
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    def create_sscrt(self, subject, key, config="", extensions="", key_pass=None, days=30, sn: int = None):
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        """
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        Creates a self signed certificate
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        :param subject: an instance of <Subject> representing the subject to be added to the certificate
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        :param key: private key of the CA to be used
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        :param config: string containing the configuration to be used
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        :param extensions: name of the section in the configuration representing extensions
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        :param key_pass: passphrase of the private key
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        :param days: number of days for which the certificate will be valid
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        :param sn: serial number to be set, when "None" is set a random serial number is generated
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        :return: string containing the generated certificate in PEM format
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        """
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        assert key is not None
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        assert subject is not None
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        subj = self.__subject_to_param_format(subject)
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        # To specify extension for creating a SSCRT, one has to use a configuration
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        # file instead of an extension file. Therefore the following code creates
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        # the most basic configuration file with sscrt_ext section, that is later
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        # reference in openssl req command using -extensions option.
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        if len(config) == 0:
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            config += MINIMAL_CONFIG_FILE
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        config += "\n[ " + SSCRT_SECTION + " ]" + "\n" + extensions
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        with TemporaryFile("openssl.conf", config) as conf_path:
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            args = ["req", "-x509", "-new", "-subj", subj, "-days", f"{days}",
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                    "-key", "-"]
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            # serial number passed, use it when generating the certificate,
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            # without passing it openssl generates a random one
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            if sn is not None:
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                args.extend(["-set_serial", str(sn)])
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            if len(config) > 0:
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                args.extend(["-config", conf_path])
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            if len(extensions) > 0:
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                args.extend(["-extensions", SSCRT_SECTION])  # when creating SSCRT, section references section in config
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            # it would be best to not send the pass phrase at all, but for some reason pytest then prompts for
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            # the pass phrase (this does not happen when run from pycharm)
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            #  add the passphrase even when None is passed. Otherwise when running tests with pytest some tests freeze
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            # waiting for the passphrase to be typed in
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            args.extend(["-passin", f"pass:{key_pass}"])
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            return self.__run_for_output(args, proc_input=bytes(key, encoding="utf-8")).decode()
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    def __create_csr(self, subject, key, key_pass=""):
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        """
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        Creates a CSR (Certificate Signing Request)
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        :param subject: an instance of <Subject> representing the subject to be added to the CSR
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        :param key: the private key of the subject to be used to generate the CSR
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        :param key_pass: passphrase of the subject's private key
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        :return: string containing the generated certificate signing request in PEM format
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        """
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        subj_param = self.__subject_to_param_format(subject)
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        args = ["req", "-new", "-subj", subj_param, "-key", "-"]
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        # add the passphrase even when None is passed. Otherwise when running tests with pytest some tests freeze
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        # waiting for the passphrase to be typed in
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        args.extend(["-passin", f"pass:{key_pass}"])
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        return self.__run_for_output(args, proc_input=bytes(key, encoding="utf-8")).decode()
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    def __sign_csr(self, csr, issuer_pem, issuer_key, issuer_key_pass=None, extensions="", days=30, sn: int = None):
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        """
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        Signs the given CSR by the given issuer CA
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        :param csr: a string containing the CSR to be signed
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        :param issuer_pem: string containing the certificate of the issuer that will sign this CSR in PEM format
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        :param issuer_key: string containing the private key of the issuer's certificate in PEM format
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        :param issuer_key_pass: string containing the passphrase of the private key of the issuer's certificate in PEM
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        format
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        :param extensions: extensions to be applied when signing the CSR
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        :param days: number of days for which the certificate will be valid
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        :param sn: serial number to be set, when "None" is set a random serial number is generated
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        :return: string containing the generated and signed certificate in PEM format
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        """
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        # concatenate CSR, issuer certificate and issuer's key (will be used in the openssl call)
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        proc_input = csr + issuer_pem + issuer_key
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        # TODO find a better way to generate a random serial number or let openssl generate a .srl file
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        # when serial number is not passed generate a random one
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        if sn is None:
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            sn = random.randint(0, MAX_SN)
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        # prepare openssl parameters...
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        # CSR, CA and CA's private key will be passed via stdin (that's the meaning of the '-' symbol)
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        params = ["x509", "-req", "-in", "-", "-CA", "-", "-CAkey", "-", "-CAcreateserial", "-days", str(days),
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                  "-set_serial", str(sn)]
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        with TemporaryFile("extensions.conf", extensions) as ext_path:
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            # add the passphrase even when None is passed. Otherwise when running tests with pytest some tests freeze
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            # waiting for the passphrase to be typed in
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            params.extend(["-passin", f"pass:{issuer_key_pass}"])
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            if len(extensions) > 0:
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                params.extend(["-extfile", ext_path])
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            return self.__run_for_output(params, proc_input=(bytes(proc_input, encoding="utf-8"))).decode()
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    def create_crt(self, subject, subject_key, issuer_pem, issuer_key, subject_key_pass=None, issuer_key_pass=None,
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                   extensions="",
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                   days=30,
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                   sn: int = None):
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        """
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        Creates a certificate by using the given subject, subject's key, issuer and its key.
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        :param subject: subject to be added to the created certificate
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        :param subject_key: string containing the private key to be used when creating the certificate in PEM format
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        :param issuer_key: string containing the private key of the issuer's certificate in PEM format
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        :param issuer_pem: string containing the certificate of the issuer that will sign this CSR in PEM format
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        :param subject_key_pass: string containing the passphrase of the private key used when creating the certificate
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        in PEM format
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        :param issuer_key_pass: string containing the passphrase of the private key of the issuer's certificate in PEM
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        format
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        :param extensions: extensions to be applied when creating the certificate
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        :param days: number of days for which the certificate will be valid
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        :param sn: serial number to be set, when "None" is set a random serial number is generated
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        :return: string containing the generated certificate in PEM format
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        """
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        csr = self.__create_csr(subject, subject_key, key_pass=subject_key_pass)
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        return self.__sign_csr(csr, issuer_pem, issuer_key, issuer_key_pass=issuer_key_pass, extensions=extensions,
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                               days=days, sn=sn)
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    @staticmethod
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    def verify_cert(certificate):
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        """
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        Verifies whether the given certificate is not expired.
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        :param certificate: certificate to be verified in PEM format
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        :return: Returns `true` if the certificate is not expired, `false` when expired.
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        """
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        # call openssl to check whether the certificate is valid to this date
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        args = [OPENSSL_EXECUTABLE, "x509", "-checkend", "0", "-noout", "-text", "-in", "-"]
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        # create a new process
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        proc = subprocess.Popen(args, stdin=subprocess.PIPE,
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                                stdout=subprocess.PIPE,
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                                stderr=subprocess.PIPE)
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        out, err = proc.communicate(bytes(certificate, encoding="utf-8"))
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        # zero return code means that the certificate is valid
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        if proc.returncode == 0:
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            return True
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        elif proc.returncode == 1 and "Certificate will expire" in out.decode():
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            # 1 return code means that the certificate is invalid but such message has to be present in the proc output
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            return False
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        else:
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            # the process failed because of some other reason (incorrect cert format)
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            raise CryptographyException(OPENSSL_EXECUTABLE, args, err.decode())
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    def extract_public_key_from_private_key(self, private_key_pem: str, passphrase=None) -> str:
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        """
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        Extracts a public key from the given private key passed in PEM format
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        :param private_key_pem: PEM data representing the private key from which a public key should be extracted
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        :param passphrase: passphrase to be provided when the supplied private key is encrypted
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        :return: a string containing the extracted public key in PEM format
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        """
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        args = ["rsa", "-in", "-", "-pubout"]
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        if passphrase is not None:
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            args.extend(["-passin", f"pass:{passphrase}"])
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        return self.__run_for_output(args, proc_input=bytes(private_key_pem, encoding="utf-8")).decode()
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    def extract_public_key_from_certificate(self, cert_pem: str) -> str:
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        """
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        Extracts a public key from the given certificate passed in PEM format
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        :param cert_pem: PEM data representing a certificate from which a public key should be extracted
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        :return: a string containing the extracted public key in PEM format
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        """
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        # extracting public key from a certificate does not seem to require a passphrase even when
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        # signed using an encrypted PK
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        args = ["x509", "-in", "-", "-noout", "-pubkey"]
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        return self.__run_for_output(args, proc_input=bytes(cert_pem, encoding="utf-8")).decode()
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    def parse_cert_pem(self, cert_pem):
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        """
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        Parses the given certificate in PEM format and returns the subject of the certificate and it's NOT_BEFORE
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        and NOT_AFTER field
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        :param cert_pem: a certificated in a PEM format to be parsed
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        :return: a tuple containing a subject, NOT_BEFORE and NOT_AFTER dates
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        """
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        # run openssl x509 to view certificate content
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        args = ["x509", "-noout", "-subject", "-startdate", "-enddate", "-in", "-"]
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        cert_info_raw = self.__run_for_output(args, proc_input=bytes(cert_pem, encoding="utf-8")).decode()
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        # split lines
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        results = re.split("\n", cert_info_raw)
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        subj_line = results[0].strip()
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        not_before_line = results[1].strip()
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        not_after_line = results[2].strip()
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        # attempt to extract subject via regex
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        match = re.search(r"subject=(.*)", subj_line)
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        if match is None:
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            # TODO use logger
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            print(f"Could not find subject to parse: {subj_line}")
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            return None
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        else:
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            # find all attributes (key = value)
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            found = re.findall(r"\s?([^c=\s]+)\s?=\s?([^,\n]+)", match.group(1))
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            subj = Subject()
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            for key, value in found:
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                if key == "C":
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                    subj.country = value.strip()
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                elif key == "ST":
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                    subj.state = value.strip()
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                elif key == "L":
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                    subj.locality = value.strip()
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                elif key == "O":
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                    subj.organization = value.strip()
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                elif key == "OU":
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                    subj.organization_unit = value.strip()
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                elif key == "CN":
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                    subj.common_name = value.strip()
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                elif key == "emailAddress":
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                    subj.email_address = value.strip()
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        # extract notBefore and notAfter date fields
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        not_before = re.search(r"notBefore=(.*)", not_before_line)
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        not_after = re.search(r"notAfter=(.*)", not_after_line)
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        # if date fields are found parse them into date objects
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        if not_before is not None:
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            not_before = time.strptime(not_before.group(1).strip(), NOT_AFTER_BEFORE_DATE_FORMAT)
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        if not_after is not None:
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            not_after = time.strptime(not_after.group(1).strip(), NOT_AFTER_BEFORE_DATE_FORMAT)
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        # TODO wrapper class?
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        # return it as a tuple
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        return subj, not_before, not_after
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    def get_openssl_version(self) -> str:
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        """
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        Get version of the OpenSSL installed on the system
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        :return: version of the OpenSSL as returned from the process
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        """
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        return self.__run_for_output(["version"]).decode("utf-8")
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    def generate_crl(self, cert: Certificate, key: PrivateKey, index_file_path: str) -> str:
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        """
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        Generate a CertificateRevocationList for a specified
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        certificate authority.
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        :param key: key that is used to sign the CRL (must belong to the given certificate)
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        :param cert: Certificate of the certificate authority that issue the CRL
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        :param index_file_path: path to a file that contains the openssl index with all revoked certificates
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        :return: CRL encoded in PEM format string
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        """
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        # openssl ca requires the .srl file to exists, therefore a dummy, unused file is created
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        with TemporaryFile("serial.srl", "0") as serial_file, \
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             TemporaryFile("crl.conf", CRL_CONFIG % (index_file_path, serial_file)) as config_file, \
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             TemporaryFile("certificate.pem", cert.pem_data) as cert_file, \
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             TemporaryFile("private_key.pem", key.private_key) as key_file:
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            args = ["ca", "-config", config_file, "-gencrl", "-keyfile", key_file, "-cert", cert_file, "-outdir", "."]
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            if key.password is not None and key.password != "":
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                args.extend(["-passin", f"pass:{key.password}"])
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            return self.__run_for_output(args).decode("utf-8")
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    def generate_ocsp(self, cert, key, index_path, der_ocsp_request):
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        """
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        Generate an OCSP Response from an OCSP Request given the issuer cert, issuer cert key and the index file.
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        The OSCP Response is signed by the CA itself (recommended way according to multiple sources).
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        :param cert: issuer certificate
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        :param key: corresponding key
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        :param index_path: path/to/the/generated/index/file
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        :param der_ocsp_request: DER encoded OCSP Request
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        :return: DER encoded OCSP Response
393
        """
394
        with TemporaryFile("certificate.pem", cert.pem_data) as ca_certificate, \
395
             TemporaryFile("private_key.pem", key.private_key) as key_file, \
396
             TemporaryFile("request.der", der_ocsp_request) as request_file:
397
398
            args = ["ocsp", "-index", index_path, "-CA", ca_certificate, "-rsigner", ca_certificate, "-rkey", key_file,
399
                    "-reqin", request_file, "-respout", "-"]
400
401
            if key.password is not None and key.password != "":
402
                args.extend(["-passin", f"pass:{key.password}"])
403
404
            return self.__run_for_output(args)
405
406 c0aed2f5 Stanislav Král
407
class CryptographyException(Exception):
408
409
    def __init__(self, executable, args, message):
410
        self.executable = executable
411
        self.args = args
412
        self.message = message
413
414
    def __str__(self):
415
        return f"""
416
        EXECUTABLE: {self.executable}
417
        ARGS: {self.args}
418
        MESSAGE: {self.message}
419
        """