Add certificate compare script

- add compare_certs.py
- refactor common logic into helpers.py
main
Jan Dittberner 2 years ago committed by Jan Dittberner
parent 55be7f7d37
commit bcb504c555

7
.gitignore vendored

@ -1,8 +1,9 @@
*.md
!README.md
*.cer
*.crt
*.der
/.idea/
*.md
*.pem
__pycache__/
!README.md
*/*.svg
/.idea/

@ -8,195 +8,17 @@ from anytree import Node, RenderTree
from anytree.exporter import DotExporter
from cryptography import x509
from cryptography.exceptions import UnsupportedAlgorithm
from cryptography.hazmat._oid import (
AuthorityInformationAccessOID,
ExtendedKeyUsageOID,
ExtensionOID,
NameOID,
)
from cryptography.hazmat.backends.openssl import rsa
from cryptography.hazmat.primitives.asymmetric.ec import EllipticCurvePublicKey
from cryptography.hazmat.primitives.asymmetric.ed25519 import Ed25519PublicKey
import helpers
from helpers import format_key_type, format_oid_link, parse_certificate, table_line
def analyze_certificate(cert, include_old) -> (bytes, bytes, x509.Certificate):
with open(cert, "rb") as f:
cert_bytes = f.read()
try:
parsed = x509.load_pem_x509_certificate(cert_bytes)
except ValueError:
try:
parsed = x509.load_der_x509_certificate(cert_bytes)
except ValueError:
print(f"skip {cert}", file=sys.stderr)
return None, None, None
if not include_old:
if parsed.not_valid_after < datetime.utcnow():
print(
f"skip {cert} not valid after {parsed.not_valid_after}", file=sys.stderr
)
return None, None, None
return parsed.subject.public_bytes(), parsed.issuer.public_bytes(), parsed
def edge_type_func(node, child):
def edge_type_func(*_):
return "--"
def get_key_type(public_key):
if isinstance(public_key, rsa.RSAPublicKey):
return f"RSA {public_key.key_size}"
if isinstance(public_key, EllipticCurvePublicKey):
return f"EC {public_key.curve.name}"
if isinstance(public_key, Ed25519PublicKey):
return "ED25519"
return type(public_key)
def node_name_func(node):
try:
key_type = get_key_type(node.data.public_key())
except UnsupportedAlgorithm:
key_type = "unsupported"
return f"{node.name}\n{hex(node.data.serial_number)}\n{key_type}"
def format_key_usage(value: x509.KeyUsage):
usages = []
if value.digital_signature:
usages.append("digital signature")
if value.content_commitment:
usages.append("non repudiation")
if value.key_encipherment:
usages.append("key encipherment")
if value.data_encipherment:
usages.append("data encipherment")
if value.key_agreement:
usages.append("key agreement")
if value.encipher_only:
usages.append("encipher only")
if value.decipher_only:
usages.append("decipher only")
if value.key_cert_sign:
usages.append("key cert sign")
if value.crl_sign:
usages.append("crl sign")
return ", ".join(usages)
def format_ext_key_usage(value: x509.ExtendedKeyUsage):
usages = []
labels = {
ExtendedKeyUsageOID.ANY_EXTENDED_KEY_USAGE: "any",
ExtendedKeyUsageOID.SERVER_AUTH: "server auth",
ExtendedKeyUsageOID.CLIENT_AUTH: "client auth",
ExtendedKeyUsageOID.CODE_SIGNING: "code signing",
ExtendedKeyUsageOID.EMAIL_PROTECTION: "email protection",
ExtendedKeyUsageOID.IPSEC_IKE: "IPSEC IKE",
ExtendedKeyUsageOID.KERBEROS_PKINIT_KDC: "Kerberos PKINIT KDC",
ExtendedKeyUsageOID.OCSP_SIGNING: "OCSP signing",
ExtendedKeyUsageOID.SMARTCARD_LOGON: "SmartCard logon",
ExtendedKeyUsageOID.TIME_STAMPING: "timestamping",
}
for eku in value:
if eku in labels:
usages.append(labels[eku])
else:
usages.append(format_oid_link(eku))
return ", ".join(usages)
def format_crl_distribution_points(value: x509.CRLDistributionPoints):
dps = []
for dp in value:
if dp.full_name is not None:
for item in dp.full_name:
if isinstance(item, x509.UniformResourceIdentifier):
dps.append(item.value)
else:
dps.append(item)
else:
dps.append(f"unsupported {dp}")
return ", ".join(dps)
def format_access_description(ai: x509.AccessDescription):
if ai.access_method == AuthorityInformationAccessOID.OCSP:
prefix = "OCSP:"
elif ai.access_method == AuthorityInformationAccessOID.CA_ISSUERS:
prefix = "CA Issuers:"
else:
prefix = format_oid_link(ai.access_method)
if isinstance(ai.access_location, x509.UniformResourceIdentifier):
return f"{prefix} {ai.access_location.value}"
return f"{prefix} {ai.access_location}"
def format_authinfo_access(value: x509.AuthorityInformationAccess):
access_infos = []
for ai in value:
access_infos.append(format_access_description(ai))
return ", ".join(access_infos)
def format_oid_link(oid: x509.ObjectIdentifier) -> str:
return f"[{oid.dotted_string}](https://oidref.com/{oid.dotted_string})"
def format_policy_information(pi: x509.PolicyInformation):
if pi.policy_identifier == x509.ObjectIdentifier("2.5.29.32.0"):
prefix = "anyPolicy"
else:
prefix = format_oid_link(pi.policy_identifier)
qualifiers = []
if pi.policy_qualifiers is None:
return prefix
for pq in pi.policy_qualifiers:
if isinstance(pq, str):
qualifiers.append(pq)
elif isinstance(pq, x509.UserNotice):
qualifiers.append(pq)
else:
qualifiers.append(f"unknown policy information {pq}")
value = ", ".join(qualifiers)
return f"{prefix}: {value}"
def format_certificate_policies(value: x509.CertificatePolicies):
policies = []
for pi in value:
policies.append(format_policy_information(pi))
return ", ".join(policies)
def format_subject_alternative_names(value: x509.SubjectAlternativeName) -> str:
alt_names = []
for name_type in (
x509.DNSName,
x509.RFC822Name,
x509.DirectoryName,
x509.OtherName,
x509.UniformResourceIdentifier,
):
alt_names.extend(value.get_values_for_type(name_type))
if not alt_names:
raise Exception(f"unhandled {value}")
return ", ".join(alt_names)
return f"{node.name}\n{hex(node.data.serial_number)}\n{format_key_type(node.data)}"
def cert_to_markdown(cert: x509.Certificate):
@ -205,11 +27,7 @@ def cert_to_markdown(cert: x509.Certificate):
print("| Subject: |", cert.subject.rfc4514_string(), "|")
print("| Issuer: |", cert.issuer.rfc4514_string(), "|")
print(f"| Serial: | {hex(cert.serial_number)} ({cert.serial_number}) |")
try:
pubkey = get_key_type(cert.public_key())
except UnsupportedAlgorithm:
pubkey = "unsupported public key"
print(f"| Public Key: | {pubkey} |")
print(f"| Public Key: | {format_key_type(cert)} |")
try:
hash_name = cert.signature_hash_algorithm.name
except UnsupportedAlgorithm:
@ -219,46 +37,9 @@ def cert_to_markdown(cert: x509.Certificate):
print(f"| Not after: | {cert.not_valid_after} |")
for ext in cert.extensions:
if ext.oid == ExtensionOID.BASIC_CONSTRAINTS:
if ext.oid == x509.OID_BASIC_CONSTRAINTS:
if ext.value.path_length is not None:
print(f"| Path length: | {ext.value.path_length} |")
elif ext.oid == ExtensionOID.SUBJECT_KEY_IDENTIFIER:
print(f"| Subject Key Id: | {ext.value.digest.hex(':')} |")
elif ext.oid == ExtensionOID.AUTHORITY_KEY_IDENTIFIER:
if ext.value.key_identifier is not None:
print(f"| Authority Key Id: | {ext.value.key_identifier.hex(':')} |")
else:
print(
"| Authority Key Id: |"
f" issuer {ext.value.authority_cert_issuer[0].value.rfc4514_string()},"
f" serial {ext.value.authority_cert_serial_number} |"
)
elif ext.oid == ExtensionOID.KEY_USAGE:
print("| Key Usage: |", format_key_usage(ext.value), "|")
elif ext.oid == ExtensionOID.EXTENDED_KEY_USAGE:
print("| Extended Key Usage: |", format_ext_key_usage(ext.value), "|")
elif ext.oid == ExtensionOID.CRL_DISTRIBUTION_POINTS:
print(
"| CRL Distribution Points: |",
format_crl_distribution_points(ext.value),
"|",
)
elif ext.oid == ExtensionOID.AUTHORITY_INFORMATION_ACCESS:
print(
"| Authority information access: |",
format_authinfo_access(ext.value),
"|",
)
elif ext.oid == ExtensionOID.CERTIFICATE_POLICIES:
print(
"| Certificate policies: |", format_certificate_policies(ext.value), "|"
)
elif ext.oid == ExtensionOID.SUBJECT_ALTERNATIVE_NAME:
print(
"| Subject alternative names: |",
format_subject_alternative_names(ext.value),
"|",
)
elif ext.oid == x509.ObjectIdentifier("1.3.6.1.5.5.7.1.3"):
print(
"| Qualified Certificate Statements: |"
@ -269,9 +50,9 @@ def cert_to_markdown(cert: x509.Certificate):
"| Private Key usage period | see [RFC-3280](https://tools.ietf.org/html/rfc3280.html) |"
)
else:
print(
f"| unknown extension {ext.oid.dotted_string} |"
f" {ext.value} try {format_oid_link(ext.oid)} |"
table_line(
helpers.extension_label(ext.oid),
[helpers.format_extension(cert.extensions, ext.oid)],
)
@ -287,21 +68,30 @@ def analyze_certificates(directory, include_old):
certs += glob.glob("*.pem", root_dir=directory)
for cert in sorted(certs):
subject, issuer, attributes = analyze_certificate(
os.path.join(directory, cert), include_old
)
certificate = parse_certificate(os.path.join(directory, cert))
if subject is None:
if certificate is None:
continue
map_key = f"{issuer}-{attributes.serial_number}"
if not include_old:
if certificate.not_valid_after < datetime.utcnow():
print(
f"skip {cert} not valid after {certificate.not_valid_after}",
file=sys.stderr,
)
continue
subject = certificate.subject.public_bytes()
issuer = certificate.issuer.public_bytes()
map_key = f"{issuer}-{certificate.serial_number}"
if map_key in nodes:
continue
node = Node(
attributes.subject.get_attributes_for_oid(NameOID.COMMON_NAME)[0].value,
data=attributes,
certificate.subject.get_attributes_for_oid(x509.OID_COMMON_NAME)[0].value,
data=certificate,
)
nodes[map_key] = node

@ -0,0 +1,107 @@
"""
Script to compare a set of X.509 certificate files
"""
import argparse
import typing
from cryptography import x509
import helpers
DEFAULT_OIDS = [
x509.OID_BASIC_CONSTRAINTS,
x509.OID_KEY_USAGE,
x509.OID_EXTENDED_KEY_USAGE,
x509.OID_AUTHORITY_KEY_IDENTIFIER,
x509.OID_SUBJECT_KEY_IDENTIFIER,
x509.OID_AUTHORITY_KEY_IDENTIFIER,
x509.OID_AUTHORITY_INFORMATION_ACCESS,
x509.OID_CRL_DISTRIBUTION_POINTS,
x509.OID_CERTIFICATE_POLICIES,
]
def table_line(key, values):
print(f"| {key} |", " | ".join(values), "|")
def format_duration(cert: x509.Certificate) -> str:
return f"{cert.not_valid_before} - {cert.not_valid_after} = {(cert.not_valid_after - cert.not_valid_before).days}d"
def compare_certificates(certificates: typing.List[str]):
parsed = {}
for cert_filename in certificates:
parsed[cert_filename] = helpers.parse_certificate(cert_filename)
print("| |", " | ".join([f"`{name}`" for name in certificates]), "|")
print("|---|" + "---|" * len(certificates))
table_line("Subject", [parsed[fn].subject.rfc4514_string() for fn in certificates])
table_line(
"Issuer",
[
parsed[fn].issuer.rfc4514_string(
attr_name_overrides={
x509.ObjectIdentifier("1.2.840.113549.1.9.1"): "emailAddress"
}
)
for fn in certificates
],
)
table_line(
"Public Key algorithm",
[helpers.format_key_type(parsed[fn]) for fn in certificates],
)
table_line(
"Hash algorithm",
[helpers.format_hash_algorithm(parsed[fn]) for fn in certificates],
)
table_line(
"Validity duration", [format_duration(parsed[fn]) for fn in certificates]
)
extra_oids = set()
for cert in certificates:
for oid in [
ext.oid for ext in parsed[cert].extensions if ext.oid not in DEFAULT_OIDS
]:
extra_oids.add(oid)
for oid in DEFAULT_OIDS:
table_line(
helpers.extension_label(oid),
[
helpers.format_extension(parsed[fn].extensions, oid)
for fn in certificates
],
)
for oid in extra_oids:
table_line(
helpers.extension_label(oid),
[
helpers.format_extension(parsed[fn].extensions, oid)
for fn in certificates
],
)
def main():
parser = argparse.ArgumentParser(
prog="compare certs",
description="compare a certificate to a set of other certificates",
)
parser.add_argument("first", help="first certificates")
parser.add_argument("others", nargs="+", help="other certificates")
args = parser.parse_args()
cert_list = [args.first]
cert_list.extend(args.others)
compare_certificates(cert_list)
if __name__ == "__main__":
main()

@ -0,0 +1,268 @@
import sys
import typing
from cryptography import x509
from cryptography.exceptions import UnsupportedAlgorithm
from cryptography.hazmat.backends.openssl import rsa
from cryptography.hazmat.primitives.asymmetric.ec import EllipticCurvePublicKey
from cryptography.hazmat.primitives.asymmetric.ed25519 import Ed25519PublicKey
class WrongExtensionType(Exception):
def __init__(self, oid: x509.ObjectIdentifier):
super(f"wrong object id: {oid.dotted_string}")
def parse_certificate(cert: str) -> typing.Union[x509.Certificate, None]:
with open(cert, "rb") as f:
cert_bytes = f.read()
try:
parsed = x509.load_pem_x509_certificate(cert_bytes)
except ValueError:
try:
parsed = x509.load_der_x509_certificate(cert_bytes)
except ValueError:
print(f"skip {cert}", file=sys.stderr)
return None
return parsed
def format_key_usage(value: x509.KeyUsage):
usages = []
if value.digital_signature:
usages.append("digital signature")
if value.content_commitment:
usages.append("non repudiation")
if value.key_encipherment:
usages.append("key encipherment")
if value.data_encipherment:
usages.append("data encipherment")
if value.key_agreement:
usages.append("key agreement")
if value.encipher_only:
usages.append("encipher only")
if value.decipher_only:
usages.append("decipher only")
if value.key_cert_sign:
usages.append("key cert sign")
if value.crl_sign:
usages.append("crl sign")
return ", ".join(usages)
def format_oid_link(oid: x509.ObjectIdentifier) -> str:
return f"[{oid.dotted_string}](https://oidref.com/{oid.dotted_string})"
def get_key_type(public_key):
if isinstance(public_key, rsa.RSAPublicKey):
return f"RSA {public_key.key_size}"
if isinstance(public_key, EllipticCurvePublicKey):
return f"EC {public_key.curve.name}"
if isinstance(public_key, Ed25519PublicKey):
return "ED25519"
return type(public_key)
def format_key_type(cert: x509.Certificate) -> str:
try:
key_type = get_key_type(cert.public_key())
except UnsupportedAlgorithm:
key_type = "unsupported key type"
return key_type
def format_ext_key_usage(value: x509.ExtendedKeyUsage):
usages = []
labels = {
x509.ExtendedKeyUsageOID.ANY_EXTENDED_KEY_USAGE: "any",
x509.ExtendedKeyUsageOID.SERVER_AUTH: "server auth",
x509.ExtendedKeyUsageOID.CLIENT_AUTH: "client auth",
x509.ExtendedKeyUsageOID.CODE_SIGNING: "code signing",
x509.ExtendedKeyUsageOID.EMAIL_PROTECTION: "email protection",
x509.ExtendedKeyUsageOID.IPSEC_IKE: "IPSEC IKE",
x509.ExtendedKeyUsageOID.KERBEROS_PKINIT_KDC: "Kerberos PKINIT KDC",
x509.ExtendedKeyUsageOID.OCSP_SIGNING: "OCSP signing",
x509.ExtendedKeyUsageOID.SMARTCARD_LOGON: "SmartCard logon",
x509.ExtendedKeyUsageOID.TIME_STAMPING: "timestamping",
}
for eku in value:
if eku in labels:
usages.append(labels[eku])
else:
usages.append(format_oid_link(eku))
return ", ".join(usages)
def format_crl_distribution_points(value: x509.CRLDistributionPoints):
dps = []
for dp in value:
if dp.full_name is not None:
for item in dp.full_name:
if isinstance(item, x509.UniformResourceIdentifier):
dps.append(item.value)
else:
dps.append(item)
else:
dps.append(f"unsupported {dp}")
return ", ".join(dps)
def format_access_description(ai: x509.AccessDescription):
if ai.access_method == x509.AuthorityInformationAccessOID.OCSP:
prefix = "OCSP:"
elif ai.access_method == x509.AuthorityInformationAccessOID.CA_ISSUERS:
prefix = "CA Issuers:"
else:
prefix = format_oid_link(ai.access_method)
if isinstance(ai.access_location, x509.UniformResourceIdentifier):
return f"{prefix} {ai.access_location.value}"
return f"{prefix} {ai.access_location}"
def format_authority_information_access(value: x509.AuthorityInformationAccess):
access_infos = []
for ai in value:
access_infos.append(format_access_description(ai))
return ", ".join(access_infos)
def format_policy_information(pi: x509.PolicyInformation):
if pi.policy_identifier == x509.ObjectIdentifier("2.5.29.32.0"):
prefix = "anyPolicy"
else:
prefix = format_oid_link(pi.policy_identifier)
qualifiers = []
if pi.policy_qualifiers is None:
return prefix
for pq in pi.policy_qualifiers:
if isinstance(pq, str):
qualifiers.append(pq)
elif isinstance(pq, x509.UserNotice):
qualifiers.append(pq)
else:
qualifiers.append(f"unknown policy information {pq}")
value = ", ".join(qualifiers)
return f"{prefix}: {value}"
def format_certificate_policies(value: x509.CertificatePolicies):
policies = []
for pi in value:
policies.append(format_policy_information(pi))
return ", ".join(policies)
def format_subject_alternative_names(value: x509.SubjectAlternativeName) -> str:
alt_names = []
for name_type in (
x509.DNSName,
x509.RFC822Name,
x509.DirectoryName,
x509.OtherName,
x509.UniformResourceIdentifier,
):
alt_names.extend(value.get_values_for_type(name_type))
if not alt_names:
raise Exception(f"unhandled {value}")
return ", ".join(alt_names)
def format_hash_algorithm(cert: x509.Certificate) -> str:
try:
return cert.signature_hash_algorithm.name
except UnsupportedAlgorithm:
return f"unsupported hash algorithm {format_oid_link(cert.signature_algorithm_oid)}"
def extension_label(oid: x509.ObjectIdentifier) -> str:
labels = {
x509.OID_BASIC_CONSTRAINTS: "Basic constraints",
x509.OID_KEY_USAGE: "Key usage",
x509.OID_EXTENDED_KEY_USAGE: "Extended key usage",
x509.OID_AUTHORITY_KEY_IDENTIFIER: "Authority key identifier",
x509.OID_SUBJECT_KEY_IDENTIFIER: "Subject key identifier",
x509.OID_AUTHORITY_INFORMATION_ACCESS: "Authority information access",
x509.OID_CRL_DISTRIBUTION_POINTS: "CRL distribution points",
x509.OID_CERTIFICATE_POLICIES: "Certificate policies",
}
if oid in labels:
return labels[oid]
return format_oid_link(oid)
def format_basic_constraints(bc: x509.ExtensionType) -> str:
if isinstance(bc, x509.BasicConstraints):
parts = []
if bc.path_length is not None:
parts.append(f"path length: {bc.path_length}")
parts.append(f"CA: {bc.ca}")
return ", ".join(parts)
return f"unexpected extension {bc.oid}"
def format_subject_key_identifier(value: x509.ExtensionType) -> str:
if not isinstance(value, x509.SubjectKeyIdentifier):
raise WrongExtensionType(value.oid)
parts = []
if value.key_identifier:
parts.append(f"key identifier: {value.key_identifier.hex(':')}")
if value.digest:
parts.append(f"digest: {value.digest.hex(':')}")
return ", ".join(parts)
def format_authority_key_identifier(value: x509.ExtensionType) -> str:
if not isinstance(value, x509.AuthorityKeyIdentifier):
raise WrongExtensionType(value.oid)
if value.key_identifier is not None:
return f"identifier: {value.key_identifier.hex(':')}"
return (
f" issuer {value.authority_cert_issuer[0].value.rfc4514_string()},"
f" serial {value.authority_cert_serial_number}"
)
def format_extension(extensions: x509.Extensions, oid: x509.ObjectIdentifier) -> str:
try:
ext = extensions.get_extension_for_oid(oid)
except x509.ExtensionNotFound:
return "-"
formatters = {
x509.OID_BASIC_CONSTRAINTS: format_basic_constraints,
x509.OID_KEY_USAGE: format_key_usage,
x509.OID_EXTENDED_KEY_USAGE: format_ext_key_usage,
x509.OID_AUTHORITY_KEY_IDENTIFIER: format_authority_key_identifier,
x509.OID_SUBJECT_KEY_IDENTIFIER: format_subject_key_identifier,
x509.OID_AUTHORITY_INFORMATION_ACCESS: format_authority_information_access,
x509.OID_CRL_DISTRIBUTION_POINTS: format_crl_distribution_points,
x509.OID_CERTIFICATE_POLICIES: format_certificate_policies,
x509.OID_SUBJECT_ALTERNATIVE_NAME: format_subject_alternative_names,
}
if oid in formatters:
return formatters[oid](ext.value) + (" (critical)" if ext.critical else "")
return str(ext.value)
def table_line(key, values):
print(f"| {key} |", " | ".join(values), "|")
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