yes, have the same error too on docker, not sure on line 329, i've checked 
it shown:
'import IPython error; use default python shell')

*step to reproduce an error on docker*
*python 2 docker ubuntu image with web2py nightly source*
docker pull ubuntu
docker run -it ubuntu /bin/bash

apt update
apt install -y  python-pip unzip wget
pip install ipython
wget -c https:
//mdipierro.pythonanywhere.com/examples/static/nightly/web2py_src.zip
unzip -o web2py_src.zip

root@c989eef9003b:/# ipython
Python 2.7.15rc1 (default, Apr 15 2018, 21:51:34)
Type "copyright", "credits" or "license" for more information.

IPython 5.7.0 -- An enhanced Interactive Python.
?         -> Introduction and overview of IPython's features.
%quickref -> Quick reference.
help      -> Python's own help system.
object?   -> Details about 'object', use 'object??' for extra details.

In [1]:
Do you really want to exit ([y]/n)?
root@c989eef9003b:/# web2py/web2py.py -S welcome
web2py Web Framework
Created by Massimo Di Pierro, Copyright 2007-2018
Version 2.16.1-stable+timestamp.2018.06.02.04.50.21
Database drivers available: sqlite3, imaplib, pymysql
WARNING:web2py:import IPython error; use default python shell
Python 2.7.15rc1 (default, Apr 15 2018, 21:51:34)
[GCC 7.3.0] on linux2
Type "help", "copyright", "credits" or "license" for more information.
(InteractiveConsole)
>>>

*python 3 docker ubuntu image with web2py nightly source*
docker pull ubuntu
docker run -it ubuntu /bin/bash

apt update
apt install -y  python3-pip unzip wget
pip3 install ipython
wget -c https:
//mdipierro.pythonanywhere.com/examples/static/nightly/web2py_src.zip
unzip -o web2py_src.zip

root@9454510a3068:/# ipython
Python 3.6.5 (default, Apr  1 2018, 05:46:30)
Type 'copyright', 'credits' or 'license' for more information
IPython 6.4.0 -- An enhanced Interactive Python. Type '?' for help.

In [1]:
Do you really want to exit ([y]/n)?
root@9454510a3068:/# python3 web2py/web2py.py -S welcome
web2py Web Framework
Created by Massimo Di Pierro, Copyright 2007-2018
Version 2.16.1-stable+timestamp.2018.06.02.04.50.21
Database drivers available: sqlite3, imaplib, pymysql
WARNING:web2py:import IPython error; use default python shell
Python 3.6.5 (default, Apr  1 2018, 05:46:30)
[GCC 7.3.0] on linux
Type "help", "copyright", "credits" or "license" for more information.
(InteractiveConsole)
>>>

best regards,
stifan

-- 
Resources:
- http://web2py.com
- http://web2py.com/book (Documentation)
- http://github.com/web2py/web2py (Source code)
- https://code.google.com/p/web2py/issues/list (Report Issues)
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