config: allow bool values for repo cert

This change allows certificates.<repo>.cert configuration to accept
boolean values in addition to certificate paths. This allows for
repositories to skip TLS certificate validation for cases where
self-signed certificats are used by package sources.

In addition to the above, the certificate configuration handling has
now been delegated to a dedicated dataclass.

Co-authored-by: Celeborn2BeAlive <[email protected]>
Co-authored-by: Maayan Bar <[email protected]>

docs/configuration.md

@@ -315,12 +315,15 @@ for more information.
 
 ### `certificates.<name>.cert`:
 
-**Type**: string
+**Type**: string | bool
 
 Set custom certificate authority for repository `<name>`.
 See [Repositories - Configuring credentials - Custom certificate authority]({{< relref "repositories#custom-certificate-authority-and-mutual-tls-authentication" >}})
 for more information.
 
+This configuration can be set to `false`, if TLS certificate verification should be skipped for this
+repository.
+
 ### `certificates.<name>.client-cert`:
 
 **Type**: string

docs/repositories.md

@@ -384,6 +384,21 @@ poetry config certificates.foo.cert /path/to/ca.pem
 poetry config certificates.foo.client-cert /path/to/client.pem
 ```
 
+{{% note %}}
+The value of `certificates.<repository>.cert` can be set to `false` if certificate verification is
+required to be skipped. This is useful for cases where a package source with self-signed certificates
+are used.
+
+```bash
+poetry config certificates.foo.cert false
+```
+{{% /note %}}
+
+{{% warning %}
+Disabling certificate verification is not recommended as it is does not conform to security
+best practices.
+{{% /warning %}
+
 ## Caches
 
 Poetry employs multiple caches for package sources in order to improve user experience and avoid duplicate network

src/poetry/console/commands/config.py

@@ -3,6 +3,7 @@
 import json
 import re
 
+from pathlib import Path
 from typing import TYPE_CHECKING
 from typing import Any
 from typing import cast
@@ -11,7 +12,11 @@
 from cleo.helpers import option
 
 from poetry.config.config import PackageFilterPolicy
+from poetry.config.config import boolean_normalizer
+from poetry.config.config import boolean_validator
+from poetry.config.config import int_normalizer
 from poetry.console.commands.command import Command
+from poetry.locations import DEFAULT_CACHE_DIR
 
 
 if TYPE_CHECKING:
@@ -48,13 +53,6 @@ class ConfigCommand(Command):
 
     @property
     def unique_config_values(self) -> dict[str, tuple[Any, Any, Any]]:
-        from pathlib import Path
-
-        from poetry.config.config import boolean_normalizer
-        from poetry.config.config import boolean_validator
-        from poetry.config.config import int_normalizer
-        from poetry.locations import DEFAULT_CACHE_DIR
-
         unique_config_values = {
             "cache-dir": (
                 str,
@@ -275,20 +273,26 @@ def handle(self) -> int | None:
             return 0
 
         # handle certs
-        m = re.match(
-            r"(?:certificates)\.([^.]+)\.(cert|client-cert)", self.argument("key")
-        )
+        m = re.match(r"certificates\.([^.]+)\.(cert|client-cert)", self.argument("key"))
         if m:
+            repository = m.group(1)
+            key = m.group(2)
+
             if self.option("unset"):
                 config.auth_config_source.remove_property(
-                    f"certificates.{m.group(1)}.{m.group(2)}"
+                    f"certificates.{repository}.{key}"
                 )
 
                 return 0
 
             if len(values) == 1:
+                new_value: str | bool = values[0]
+
+                if key == "cert" and boolean_validator(values[0]):
+                    new_value = boolean_normalizer(values[0])
+
                 config.auth_config_source.add_property(
-                    f"certificates.{m.group(1)}.{m.group(2)}", values[0]
+                    f"certificates.{repository}.{key}", new_value
                 )
             else:
                 raise ValueError("You must pass exactly 1 value")

src/poetry/installation/pip_installer.py

@@ -63,11 +63,17 @@ def install(self, package: Package, update: bool = False) -> None:
                 args += ["--trusted-host", parsed.hostname]
 
             if isinstance(repository, HTTPRepository):
-                if repository.cert:
-                    args += ["--cert", str(repository.cert)]
+                certificates = repository.certificates
 
-                if repository.client_cert:
-                    args += ["--client-cert", str(repository.client_cert)]
+                if certificates.cert:
+                    args += ["--cert", str(certificates.cert)]
+
+                if parsed.scheme == "https" and not certificates.verify:
+                    assert parsed.hostname is not None
+                    args += ["--trusted-host", parsed.hostname]
+
+                if certificates.client_cert:
+                    args += ["--client-cert", str(certificates.client_cert)]
 
                 index_url = repository.authenticated_url
 

src/poetry/publishing/publisher.py

@@ -6,8 +6,6 @@
 
 from poetry.publishing.uploader import Uploader
 from poetry.utils.authenticator import Authenticator
-from poetry.utils.helpers import get_cert
-from poetry.utils.helpers import get_client_cert
 
 
 if TYPE_CHECKING:
@@ -72,9 +70,10 @@ def publish(
                     username = auth.username
                     password = auth.password
 
-        resolved_client_cert = client_cert or get_client_cert(
-            self._poetry.config, repository_name
-        )
+        certificates = self._authenticator.get_certs_for_repository(repository_name)
+        resolved_cert = cert or certificates.cert or certificates.verify
+        resolved_client_cert = client_cert or certificates.client_cert
+
         # Requesting missing credentials but only if there is not a client cert defined.
         if not resolved_client_cert and hasattr(self._io, "ask"):
             if username is None:
@@ -96,7 +95,7 @@ def publish(
 
         self._uploader.upload(
             url,
-            cert=cert or get_cert(self._poetry.config, repository_name),
+            cert=resolved_cert,
             client_cert=resolved_client_cert,
             dry_run=dry_run,
             skip_existing=skip_existing,

src/poetry/publishing/uploader.py

@@ -3,6 +3,7 @@
 import hashlib
 import io
 
+from pathlib import Path
 from typing import TYPE_CHECKING
 from typing import Any
 
@@ -25,8 +26,6 @@
 
 
 if TYPE_CHECKING:
-    from pathlib import Path
-
     from cleo.io.null_io import NullIO
 
     from poetry.poetry import Poetry
@@ -114,15 +113,14 @@ def get_auth(self) -> tuple[str, str] | None:
     def upload(
         self,
         url: str,
-        cert: Path | None = None,
+        cert: Path | bool = True,
         client_cert: Path | None = None,
         dry_run: bool = False,
         skip_existing: bool = False,
     ) -> None:
         session = self.make_session()
 
-        if cert:
-            session.verify = str(cert)
+        session.verify = str(cert) if isinstance(cert, Path) else cert
 
         if client_cert:
             session.cert = str(client_cert)

src/poetry/repositories/http.py

@@ -31,6 +31,7 @@
 if TYPE_CHECKING:
     from poetry.config.config import Config
     from poetry.inspection.info import PackageInfo
+    from poetry.utils.authenticator import RepositoryCertificateConfig
 
 
 class HTTPRepository(CachedRepository, ABC):
@@ -59,18 +60,8 @@ def url(self) -> str:
         return self._url
 
     @property
-    def cert(self) -> Path | None:
-        cert = self._authenticator.get_certs_for_url(self.url).get("verify")
-        if cert:
-            return Path(cert)
-        return None
-
-    @property
-    def client_cert(self) -> Path | None:
-        cert = self._authenticator.get_certs_for_url(self.url).get("cert")
-        if cert:
-            return Path(cert)
-        return None
+    def certificates(self) -> RepositoryCertificateConfig:
+        return self._authenticator.get_certs_for_url(self.url)
 
     @property
     def authenticated_url(self) -> str:

src/poetry/utils/authenticator.py

@@ -8,6 +8,7 @@
 import urllib.parse
 
 from os.path import commonprefix
+from pathlib import Path
 from typing import TYPE_CHECKING
 from typing import Any
 
@@ -20,21 +21,42 @@
 
 from poetry.config.config import Config
 from poetry.exceptions import PoetryException
-from poetry.utils.helpers import get_cert
-from poetry.utils.helpers import get_client_cert
 from poetry.utils.password_manager import HTTPAuthCredential
 from poetry.utils.password_manager import PasswordManager
 
 
 if TYPE_CHECKING:
-    from pathlib import Path
-
     from cleo.io.io import IO
 
 
 logger = logging.getLogger(__name__)
 
 
+@dataclasses.dataclass(frozen=True)
+class RepositoryCertificateConfig:
+    cert: Path | None = dataclasses.field(default=None)
+    client_cert: Path | None = dataclasses.field(default=None)
+    verify: bool = dataclasses.field(default=True)
+
+    @classmethod
+    def create(
+        cls, repository: str, config: Config | None
+    ) -> RepositoryCertificateConfig:
+        config = config if config else Config.create()
+
+        verify: str | bool = config.get(
+            f"certificates.{repository}.verify",
+            config.get(f"certificates.{repository}.cert", True),
+        )
+        client_cert: str = config.get(f"certificates.{repository}.client-cert")
+
+        return cls(
+            cert=Path(verify) if isinstance(verify, str) else None,
+            client_cert=Path(client_cert) if client_cert else None,
+            verify=verify if isinstance(verify, bool) else True,
+        )
+
+
 @dataclasses.dataclass
 class AuthenticatorRepositoryConfig:
     name: str
@@ -47,11 +69,8 @@ def __post_init__(self) -> None:
         self.netloc = parsed_url.netloc
         self.path = parsed_url.path
 
-    def certs(self, config: Config) -> dict[str, Path | None]:
-        return {
-            "cert": get_client_cert(config, self.name),
-            "verify": get_cert(config, self.name),
-        }
+    def certs(self, config: Config) -> RepositoryCertificateConfig:
+        return RepositoryCertificateConfig.create(self.name, config)
 
     @property
     def http_credential_keys(self) -> list[str]:
@@ -91,7 +110,7 @@ def __init__(
         self._io = io
         self._sessions_for_netloc: dict[str, requests.Session] = {}
         self._credentials: dict[str, HTTPAuthCredential] = {}
-        self._certs: dict[str, dict[str, Path | None]] = {}
+        self._certs: dict[str, RepositoryCertificateConfig] = {}
         self._configured_repositories: dict[
             str, AuthenticatorRepositoryConfig
         ] | None = None
@@ -186,14 +205,13 @@ def request(
         stream = kwargs.get("stream")
 
         certs = self.get_certs_for_url(url)
-        verify = kwargs.get("verify") or certs.get("verify")
-        cert = kwargs.get("cert") or certs.get("cert")
+        verify = kwargs.get("verify") or certs.cert or certs.verify
+        cert = kwargs.get("cert") or certs.client_cert
 
         if cert is not None:
             cert = str(cert)
 
-        if verify is not None:
-            verify = str(verify)
+        verify = str(verify) if isinstance(verify, Path) else verify
 
         settings = session.merge_environment_settings(  # type: ignore[no-untyped-call]
             prepared_request.url, proxies, stream, verify, cert
@@ -332,6 +350,11 @@ def get_http_auth(
             repository=repository, username=username
         )
 
+    def get_certs_for_repository(self, name: str) -> RepositoryCertificateConfig:
+        if name.lower() == "pypi" or name not in self.configured_repositories:
+            return RepositoryCertificateConfig()
+        return self.configured_repositories[name].certs(self._config)
+
     @property
     def configured_repositories(self) -> dict[str, AuthenticatorRepositoryConfig]:
         if self._configured_repositories is None:
@@ -352,7 +375,7 @@ def add_repository(self, name: str, url: str) -> None:
         self.configured_repositories[name] = AuthenticatorRepositoryConfig(name, url)
         self.reset_credentials_cache()
 
-    def get_certs_for_url(self, url: str) -> dict[str, Path | None]:
+    def get_certs_for_url(self, url: str) -> RepositoryCertificateConfig:
         if url not in self._certs:
             self._certs[url] = self._get_certs_for_url(url)
         return self._certs[url]
@@ -398,11 +421,11 @@ def _get_repository_config_for_url(
 
         return candidates[0]
 
-    def _get_certs_for_url(self, url: str) -> dict[str, Path | None]:
+    def _get_certs_for_url(self, url: str) -> RepositoryCertificateConfig:
         selected = self.get_repository_config_for_url(url)
         if selected:
             return selected.certs(config=self._config)
-        return {"cert": None, "verify": None}
+        return RepositoryCertificateConfig()
 
 
 _authenticator: Authenticator | None = None

src/poetry/utils/helpers.py

@@ -18,7 +18,6 @@
     from poetry.core.packages.package import Package
     from requests import Session
 
-    from poetry.config.config import Config
     from poetry.utils.authenticator import Authenticator
 
 
@@ -33,22 +32,6 @@ def module_name(name: str) -> str:
     return canonicalize_name(name).replace(".", "_").replace("-", "_")
 
 
-def get_cert(config: Config, repository_name: str) -> Path | None:
-    cert = config.get(f"certificates.{repository_name}.cert")
-    if cert:
-        return Path(cert)
-    else:
-        return None
-
-
-def get_client_cert(config: Config, repository_name: str) -> Path | None:
-    client_cert = config.get(f"certificates.{repository_name}.client-cert")
-    if client_cert:
-        return Path(client_cert)
-    else:
-        return None
-
-
 def _on_rm_error(func: Callable[[str], None], path: str, exc_info: Exception) -> None:
     if not os.path.exists(path):
         return