Add support for optional extras in Pipenv

[glensc]

Issue description

The reverse of #4407: I want extras not to be installed.

In longer: I want to specify systemd package in Pipfile, which is installed only if requested, i.e. pipenv install must not install the package with "systemd" marker because [systemd] was not specified.

Expected result

Install packages from Pipfile.lock whose extras does not match.

Actual result

It attempts to install a package with extras=systemd

Steps to replicate

You can check the Pipfile and Pipfile.lock from here:

• https://github.com/glensc/PlexTraktSync/tree/e1be343cbeba3e3ec2a2acf9354516a9dda15705
  • https://github.com/glensc/PlexTraktSync/blob/e1be343cbeba3e3ec2a2acf9354516a9dda15705/Pipfile
  • https://github.com/glensc/PlexTraktSync/blob/e1be343cbeba3e3ec2a2acf9354516a9dda15705/Pipfile.lock

---

$ pipenv --support

Pipenv version: '2023.11.15'

Pipenv location: '/*redacted*/python-3.11/lib/python3.11/site-packages/pipenv'

Python location: '/*redacted*/python-3.11/bin/python3.11'

OS Name: 'posix'

User pip version: '23.3.1'

user Python installations found:

PEP 508 Information:

{'implementation_name': 'cpython',
 'implementation_version': '3.11.6',
 'os_name': 'posix',
 'platform_machine': 'arm64',
 'platform_python_implementation': 'CPython',
 'platform_release': '23.1.0',
 'platform_system': 'Darwin',
 'platform_version': 'Darwin Kernel Version 23.1.0: Mon Oct  9 21:27:24 PDT '
                     '2023; root:xnu-10002.41.9~6/RELEASE_ARM64_T6000',
 'python_full_version': '3.11.6',
 'python_version': '3.11',
 'sys_platform': 'darwin'}

System environment variables:

• redacted

Pipenv–specific environment variables:

• PIPENV_VERBOSITY: -1

Debug–specific environment variables:

• PATH: redacted
• SHELL: /bin/zsh
• EDITOR: vim
• LANG: en_US.UTF-8
• PWD: *redacted*/PlexTraktSync
• VIRTUAL_ENV: *redacted*/PlexTraktSync/.direnv/python-3.11

---

Contents of Pipfile ('/redacted/PlexTraktSync/Pipfile'):

[[source]]
name = "pypi"
url = "https://pypi.org/simple"
verify_ssl = true

[dev-packages]

[packages]
attrs = "==23.1.0"
cattrs = {version="==23.2.3", python_version=">='3.7'"}
certifi = "==2023.11.17"
charset-normalizer = "==3.3.2"
click = "==8.1.7"
cysystemd = {version="==1.6.0", extras=["systemd"]}
deprecated = "==1.2.14"
idna = {version="==3.6", python_version=">='3.5'"}
inquirerpy = "==0.3.4"
markdown-it-py = {version="==3.0.0", python_version=">='3.7'"}
mdurl = {version="==0.1.2", python_version=">='3.7'"}
oauthlib = "==3.2.2"
pfzy = {version="==0.3.4", markers="python_version >= '3.7' and python_version < '4.0'"}
platformdirs = {version="==4.1.0", python_version=">='3.7'"}
plexapi = "==4.15.4"
prompt-toolkit = "==3.0.41"
pygments = "==2.17.2"
python-dotenv = "==1.0.0"
python-git-info = "==0.8.3"
pytimeparse = "==1.1.8"
pytrakt = "==3.4.24"
pyyaml = "==6.0.1"
requests = "==2.31.0"
requests-cache = "==1.1.0"
requests-oauthlib = {version="==1.3.1", python_version=">='3.4'"}
rich = "==13.7.0"
six = {version="==1.16.0", python_version=">='3.4'"}
tqdm = "==4.66.1"
url-normalize = {version="==1.4.3", python_version=">='3.6'"}
urllib3 = "==2.1.0"
wcwidth = "==0.2.12"
websocket-client = "==1.6.4"
wrapt = {version="==1.16.0", python_version=">='3.5'"}

[requires]
python_version = "3"

[scripts]
plextraktsync = "python -m plextraktsync"

Contents of Pipfile.lock ('/redacted/PlexTraktSync/Pipfile.lock'):

{
    "_meta": {
        "hash": {
            "sha256": "9ab111f691b523913f6cc5a14e881bd60e254cf2425140f1cbf2709ff3a2d52d"
        },
        "pipfile-spec": 6,
        "requires": {
            "python_version": "3"
        },
        "sources": [
            {
                "name": "pypi",
                "url": "https://pypi.org/simple",
                "verify_ssl": true
            }
        ]
    },
    "default": {
        "attrs": {
            "hashes": [
                "sha256:1f28b4522cdc2fb4256ac1a020c78acf9cba2c6b461ccd2c126f3aa8e8335d04",
                "sha256:6279836d581513a26f1bf235f9acd333bc9115683f14f7e8fae46c98fc50e015"
            ],
            "index": "pypi",
            "markers": "python_version >= '3.7'",
            "version": "==23.1.0"
        },
        "cattrs": {
            "hashes": [
                "sha256:0341994d94971052e9ee70662542699a3162ea1e0c62f7ce1b4a57f563685108",
                "sha256:a934090d95abaa9e911dac357e3a8699e0b4b14f8529bcc7d2b1ad9d51672b9f"
            ],
            "index": "pypi",
            "markers": "python_version >= '3.8'",
            "version": "==23.2.3"
        },
        "certifi": {
            "hashes": [
                "sha256:9b469f3a900bf28dc19b8cfbf8019bf47f7fdd1a65a1d4ffb98fc14166beb4d1",
                "sha256:e036ab49d5b79556f99cfc2d9320b34cfbe5be05c5871b51de9329f0603b0474"
            ],
            "index": "pypi",
            "markers": "python_version >= '3.6'",
            "version": "==2023.11.17"
        },
        "charset-normalizer": {
            "hashes": [
                "sha256:06435b539f889b1f6f4ac1758871aae42dc3a8c0e24ac9e60c2384973ad73027",
                "sha256:06a81e93cd441c56a9b65d8e1d043daeb97a3d0856d177d5c90ba85acb3db087",
                "sha256:0a55554a2fa0d408816b3b5cedf0045f4b8e1a6065aec45849de2d6f3f8e9786",
                "sha256:0b2b64d2bb6d3fb9112bafa732def486049e63de9618b5843bcdd081d8144cd8",
                "sha256:10955842570876604d404661fbccbc9c7e684caf432c09c715ec38fbae45ae09",
                "sha256:122c7fa62b130ed55f8f285bfd56d5f4b4a5b503609d181f9ad85e55c89f4185",
                "sha256:1ceae2f17a9c33cb48e3263960dc5fc8005351ee19db217e9b1bb15d28c02574",
                "sha256:1d3193f4a680c64b4b6a9115943538edb896edc190f0b222e73761716519268e",
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                "sha256:efcb3f6676480691518c177e3b465bcddf57cea040302f9f4e6e191af91174d4",
                "sha256:f27273b60488abe721a075bcca6d7f3964f9f6f067c8c4c605743023d7d3944f",
                "sha256:f30c3cb33b24454a82faecaf01b19c18562b1e89558fb6c56de4d9118a032fd5",
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                "sha256:ff8fa367d09b717b2a17a052544193ad76cd49979c805768879cb63d9ca50561"
            ],
            "index": "pypi",
            "markers": "python_full_version >= '3.7.0'",
            "version": "==3.3.2"
        },
        "click": {
            "hashes": [
                "sha256:ae74fb96c20a0277a1d615f1e4d73c8414f5a98db8b799a7931d1582f3390c28",
                "sha256:ca9853ad459e787e2192211578cc907e7594e294c7ccc834310722b41b9ca6de"
            ],
            "index": "pypi",
            "markers": "python_version >= '3.7'",
            "version": "==8.1.7"
        },
        "cysystemd": {
            "extras": [
                "systemd"
            ],
            "hashes": [
                "sha256:5224dd8fee146de08528bbf685edb177568246c7728bbb548b2257c9a44a2454"
            ],
            "index": "pypi",
            "markers": "python_version >= '3.7' and python_version < '4'",
            "version": "==1.6.0"
        },
        "deprecated": {
            "hashes": [
                "sha256:6fac8b097794a90302bdbb17b9b815e732d3c4720583ff1b198499d78470466c",
                "sha256:e5323eb936458dccc2582dc6f9c322c852a775a27065ff2b0c4970b9d53d01b3"
            ],
            "index": "pypi",
            "markers": "python_version >= '2.7' and python_version not in '3.0, 3.1, 3.2, 3.3'",
            "version": "==1.2.14"
        },
        "idna": {
            "hashes": [
                "sha256:9ecdbbd083b06798ae1e86adcbfe8ab1479cf864e4ee30fe4e46a003d12491ca",
                "sha256:c05567e9c24a6b9faaa835c4821bad0590fbb9d5779e7caa6e1cc4978e7eb24f"
            ],
            "index": "pypi",
            "markers": "python_version >= '3.5'",
            "version": "==3.6"
        },
        "inquirerpy": {
            "hashes": [
                "sha256:89d2ada0111f337483cb41ae31073108b2ec1e618a49d7110b0d7ade89fc197e",
                "sha256:c65fdfbac1fa00e3ee4fb10679f4d3ed7a012abf4833910e63c295827fe2a7d4"
            ],
            "index": "pypi",
            "markers": "python_version >= '3.7' and python_version < '4.0'",
            "version": "==0.3.4"
        },
        "markdown-it-py": {
            "hashes": [
                "sha256:355216845c60bd96232cd8d8c40e8f9765cc86f46880e43a8fd22dc1a1a8cab1",
                "sha256:e3f60a94fa066dc52ec76661e37c851cb232d92f9886b15cb560aaada2df8feb"
            ],
            "markers": "python_version >= '3.7' and python_version >= '3.8'",
            "version": "==3.0.0"
        },
        "mdurl": {
            "hashes": [
                "sha256:84008a41e51615a49fc9966191ff91509e3c40b939176e643fd50a5c2196b8f8",
                "sha256:bb413d29f5eea38f31dd4754dd7377d4465116fb207585f97bf925588687c1ba"
            ],
            "markers": "python_version >= '3.7'",
            "version": "==0.1.2"
        },
        "oauthlib": {
            "hashes": [
                "sha256:8139f29aac13e25d502680e9e19963e83f16838d48a0d71c287fe40e7067fbca",
                "sha256:9859c40929662bec5d64f34d01c99e093149682a3f38915dc0655d5a633dd918"
            ],
            "index": "pypi",
            "markers": "python_version >= '3.6'",
            "version": "==3.2.2"
        },
        "pfzy": {
            "hashes": [
                "sha256:5f50d5b2b3207fa72e7ec0ef08372ef652685470974a107d0d4999fc5a903a96",
                "sha256:717ea765dd10b63618e7298b2d98efd819e0b30cd5905c9707223dceeb94b3f1"
            ],
            "markers": "python_version >= '3.7' and python_version < '4.0'",
            "version": "==0.3.4"
        },
        "platformdirs": {
            "hashes": [
                "sha256:11c8f37bcca40db96d8144522d925583bdb7a31f7b0e37e3ed4318400a8e2380",
                "sha256:906d548203468492d432bcb294d4bc2fff751bf84971fbb2c10918cc206ee420"
            ],
            "index": "pypi",
            "markers": "python_version >= '3.8'",
            "version": "==4.1.0"
        },
        "plexapi": {
            "hashes": [
                "sha256:26b774e2934fd0ccb0e07d31ee56d7df10e1133e74fe50160a85ef527ee6ff3c",
                "sha256:9655f91216af0c6ff6cffbda293183ec3a7a10b68c5e8e3294217a6b95f33cd4"
            ],
            "index": "pypi",
            "markers": "python_version >= '3.8'",
            "version": "==4.15.4"
        },
        "prompt-toolkit": {
            "hashes": [
                "sha256:941367d97fc815548822aa26c2a269fdc4eb21e9ec05fc5d447cf09bad5d75f0",
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            "index": "pypi",
            "markers": "python_version >= '3.6'",
            "version": "==1.16.0"
        }
    },
    "develop": {}
}

[glensc]

Install log

Details

➜ pipenv install
Loading .env environment variables...
Installing dependencies from Pipfile.lock (a2d52d)...
[pipenv.exceptions.InstallError]: Collecting cysystemd==1.6.0 (from cysystemd[systemd]==1.6.0->-r /var/folders/f1/qj3m1q9507d2_7rnqwfgzyrm0000gp/T/pipenv-p_70yxsa-requirements/pipenv-hmocb6fe-hashed-reqs.txt (line 1))
[pipenv.exceptions.InstallError]:   Using cached cysystemd-1.6.0.tar.gz (296 kB)
[pipenv.exceptions.InstallError]:   Installing build dependencies: started
[pipenv.exceptions.InstallError]:   Installing build dependencies: finished with status 'done'
[pipenv.exceptions.InstallError]:   Getting requirements to build wheel: started
[pipenv.exceptions.InstallError]:   Getting requirements to build wheel: finished with status 'done'
[pipenv.exceptions.InstallError]:   Preparing metadata (pyproject.toml): started
[pipenv.exceptions.InstallError]:   Preparing metadata (pyproject.toml): finished with status 'done'
[pipenv.exceptions.InstallError]: Building wheels for collected packages: cysystemd
[pipenv.exceptions.InstallError]:   Building wheel for cysystemd (pyproject.toml): started
[pipenv.exceptions.InstallError]:   Building wheel for cysystemd (pyproject.toml): finished with status 'error'
[pipenv.exceptions.InstallError]: Failed to build cysystemd
[pipenv.exceptions.InstallError]: error: subprocess-exited-with-error
[pipenv.exceptions.InstallError]:   
[pipenv.exceptions.InstallError]:   × Building wheel for cysystemd (pyproject.toml) did not run successfully.
[pipenv.exceptions.InstallError]:   │ exit code: 1
[pipenv.exceptions.InstallError]:   ╰─> [25 lines of output]
[pipenv.exceptions.InstallError]:       /private/var/folders/f1/qj3m1q9507d2_7rnqwfgzyrm0000gp/T/pip-build-env-st96c0ja/overlay/lib/python3.11/site-packages/setuptools/_distutils/dist.py:265: UserWarning: Unknown distribution option: 'build_requires'
[pipenv.exceptions.InstallError]:         warnings.warn(msg)
[pipenv.exceptions.InstallError]:       running bdist_wheel
[pipenv.exceptions.InstallError]:       running build
[pipenv.exceptions.InstallError]:       running build_py
[pipenv.exceptions.InstallError]:       creating build
[pipenv.exceptions.InstallError]:       creating build/lib.macosx-13-arm64-cpython-311
[pipenv.exceptions.InstallError]:       creating build/lib.macosx-13-arm64-cpython-311/cysystemd
[pipenv.exceptions.InstallError]:       copying cysystemd/journal.py -> build/lib.macosx-13-arm64-cpython-311/cysystemd
[pipenv.exceptions.InstallError]:       copying cysystemd/__init__.py -> build/lib.macosx-13-arm64-cpython-311/cysystemd
[pipenv.exceptions.InstallError]:       copying cysystemd/async_reader.py -> build/lib.macosx-13-arm64-cpython-311/cysystemd
[pipenv.exceptions.InstallError]:       copying cysystemd/daemon.py -> build/lib.macosx-13-arm64-cpython-311/cysystemd
[pipenv.exceptions.InstallError]:       copying cysystemd/py.typed -> build/lib.macosx-13-arm64-cpython-311/cysystemd
[pipenv.exceptions.InstallError]:       warning: build_py: byte-compiling is disabled, skipping.
[pipenv.exceptions.InstallError]:       
[pipenv.exceptions.InstallError]:       running build_ext
[pipenv.exceptions.InstallError]:       building 'cysystemd._daemon' extension
[pipenv.exceptions.InstallError]:       creating build/temp.macosx-13-arm64-cpython-311
[pipenv.exceptions.InstallError]:       creating build/temp.macosx-13-arm64-cpython-311/cysystemd
[pipenv.exceptions.InstallError]:       clang -Wsign-compare -Wunreachable-code -fno-common -dynamic -DNDEBUG -g -fwrapv -O3 -Wall -isysroot /Library/Developer/CommandLineTools/SDKs/MacOSX13.sdk -I/Users/glen/Library/Caches/glen/direnv/PlexTraktSync/python-3.11/include -I/opt/homebrew/opt/python@3.11/Frameworks/Python.framework/Versions/3.11/include/python3.11 -c cysystemd/_daemon.c -o build/temp.macosx-13-arm64-cpython-311/cysystemd/_daemon.o
[pipenv.exceptions.InstallError]:       cysystemd/_daemon.c:1202:10: fatal error: 'systemd/sd-daemon.h' file not found
[pipenv.exceptions.InstallError]:       #include <systemd/sd-daemon.h>
[pipenv.exceptions.InstallError]:                ^~~~~~~~~~~~~~~~~~~~~
[pipenv.exceptions.InstallError]:       1 error generated.
[pipenv.exceptions.InstallError]:       error: command '/usr/bin/clang' failed with exit code 1
[pipenv.exceptions.InstallError]:       [end of output]
[pipenv.exceptions.InstallError]:   
[pipenv.exceptions.InstallError]:   note: This error originates from a subprocess, and is likely not a problem with pip.
[pipenv.exceptions.InstallError]:   ERROR: Failed building wheel for cysystemd
[pipenv.exceptions.InstallError]: ERROR: Could not build wheels for cysystemd, which is required to install pyproject.toml-based projects
ERROR: Couldn't install package: {}
 Package installation failed...

[matteius]

@glensc I am not sure I understand -- you call out the extras that you want systemd and so it tries to install them -- why not remove extras=["systemd"] from the Pipfile if you don't want them?

[glensc]

@matteius I want to declare systemd dependency optional as it's not available on all environments. but seems I misunderstood the feature.

how do I declare dependency ijn Pipfile that is allowed to fail?

I came up with platform selector (Taxel/PlexTraktSync#1654):

cysystemd = {version="==1.6.0", sys_platform="=='linux'"}

but it's not accurate, it's available on some linuxes, for example: available on debian, but not available on alpine.

[glensc]

I wanted to install like:

pipenv install [systemd]

that would take mypackage[systemd] extra, but such syntax is not available.

[matteius]

Ah I see what you mean now.

cysystemd = {version="==1.6.0", sys_platform="=='linux'"} tries to resolve the sub-dependencies in current versions which could fail -- but if you convert it to a marker it will be skipped. cysystemd = {version="==1.6.0", markers="sys_platform=='linux'"}

Sorry for the trouble-- pipenv install mypackage[systemd] would work if the lock resolution were possible on your OS.

[glensc]

problem is not in the marker, cysystemd = {version="==1.6.0", sys_platform="=='linux'"} and cysystemd = {version="==1.6.0", markers="sys_platform=='linux'"} work identically.

problem is that cysystemd is not installable on all linuxes, for example alpine, and there's no marker to filter it in such way.
from my research such markers are possible, and this is very primitive:

• Feature: Add systemd logger Taxel/PlexTraktSync#1654 (comment)

what could work if Pipfile supports optional dependencies, or extras, then the user would type

pipenv install --extras=systemd

(or whatever the syntax would be)

[matteius]

Thanks for the detailed issue report.

Summary: This is a feature request for native "optional extras" support in Pipfile, similar to pyproject.toml's [project.optional-dependencies]. The user wants to declare dependencies that are only installed when explicitly requested via something like pipenv install --extras=systemd.

Current Workaround: Pipenv's custom categories feature can achieve similar functionality today:

[packages]
requests = "*"

[systemd]
cysystemd = "==1.6.0"

Then install with:

# Install just the main packages
pipenv install

# Install with the optional systemd dependencies
pipenv install --categories="packages,systemd"

This provides user-controlled optional installation without requiring new syntax or CLI flags.

Assessment: While native extras support would provide a cleaner experience that aligns with pyproject.toml conventions, the custom categories workaround provides equivalent functionality for the use case described. Implementing native extras would require:

1. New Pipfile syntax (e.g., [extras.systemd] sections)
2. New CLI flag --extras=<name>
3. Integration with the resolver and install routines

This is a non-trivial feature request. Leaving this open for future consideration, but users can use the categories workaround in the meantime.