Failed to install pip3 dependencies

If you encounter the following issue when running the Filescan installation script:

Fatal error: failed to install additional pip3 dependencies. Exiting...

then very likely, the pip package manager is broken on your Ubuntu installation due to a bug in the pyopenssl Python package.

You can find more details in this question: https://stackoverflow.com/questions/73830524/attributeerror-module-lib-has-no-attribute-x509-v-flag-cb-issuer-check

First of all, run this command to check if pip is in a broken state:

pip3 --version

When pip is broken, the output will be similar to this:

Traceback (most recent call last): File "/usr/bin/pip3", line 11, in <module> load_entry_point('pip==20.0.2', 'console_scripts', 'pip3')() File "/usr/lib/python3/dist-packages/pkg_resources/__init__.py", line 490, in load_entry_point return get_distribution(dist).load_entry_point(group, name) File "/usr/lib/python3/dist-packages/pkg_resources/__init__.py", line 2854, in load_entry_point return ep.load() File "/usr/lib/python3/dist-packages/pkg_resources/__init__.py", line 2445, in load return self.resolve() File "/usr/lib/python3/dist-packages/pkg_resources/__init__.py", line 2451, in resolve module = __import__(self.module_name, fromlist=['__name__'], level=0) File "/usr/lib/python3/dist-packages/pip/_internal/cli/main.py", line 10, in <module> from pip._internal.cli.autocompletion import autocomplete File "/usr/lib/python3/dist-packages/pip/_internal/cli/autocompletion.py", line 9, in <module> from pip._internal.cli.main_parser import create_main_parser File "/usr/lib/python3/dist-packages/pip/_internal/cli/main_parser.py", line 7, in <module> from pip._internal.cli import cmdoptions File "/usr/lib/python3/dist-packages/pip/_internal/cli/cmdoptions.py", line 24, in <module> from pip._internal.exceptions import CommandError File "/usr/lib/python3/dist-packages/pip/_internal/exceptions.py", line 10, in <module> from pip._vendor.six import iteritems File "/usr/lib/python3/dist-packages/pip/_vendor/__init__.py", line 82, in <module> vendored("requests") File "/usr/lib/python3/dist-packages/pip/_vendor/__init__.py", line 36, in vendored __import__(modulename, globals(), locals(), level=0) File "/usr/lib/python3/dist-packages/requests/__init__.py", line 95, in <module> from urllib3.contrib import pyopenssl File "/usr/lib/python3/dist-packages/urllib3/contrib/pyopenssl.py", line 46, in <module> import OpenSSL.SSL File "/usr/lib/python3/dist-packages/OpenSSL/__init__.py", line 8, in <module> from OpenSSL import crypto, SSL File "/usr/lib/python3/dist-packages/OpenSSL/crypto.py", line 1553, in <module> class X509StoreFlags(object): File "/usr/lib/python3/dist-packages/OpenSSL/crypto.py", line 1573, in X509StoreFlags CB_ISSUER_CHECK = _lib.X509_V_FLAG_CB_ISSUER_CHECK AttributeError: module 'lib' has no attribute 'X509_V_FLAG_CB_ISSUER_CHECK'

Fixing the issue

To fix the broken pip, run these commands to remove the python3-pipapt`` package and install the latest pip from pypa.io :

sudo apt remove python3-pip wget https://bootstrap.pypa.io/get-pip.py sudo python3 get-pip.py

Please reboot your system (or log out and log in again), then check if pip is working.

You should see a pip version number like this:

pip3 --version pip 23.0.1 from /usr/local/lib/python3.8/dist-packages/pip (python 3.8)

It is also recommended to upgrade the pyopenssl package to avoid this issue in the future:

sudo pip3 install pyopenssl --upgrade

If you encounter the following issue when running the Filescan installation script:

ERROR: Failed building wheel for yara-python

To fix the the issue, run the following command to install yara-python library:

sudo pip3 install yara-python==4.2.3 --use-pep517

Last updated on

Was this page helpful?