Christian Heimes added the comment:

Do you happen to talk to an ElasticSearch cluster with a GEN_RID in the subject 
alternative name field? It's a known bug in Python's ssl code. The fix #27691 
will be in the next releases of 2.7 and 3.5.

In the mean time you can work around the bug by reconfiguring your ES cluster 
and application. You have to use different certs for node <-> client and node 
<-> node communication. OID 1.2.3.4.5.5 should only be in the cluster 
communication certs. 
https://github.com/floragunncom/search-guard-docs/blob/1a35ec309661f7b8fb1efc2586fc298dcb7cb139/installation.md#generating-a-server-certificate

----------
resolution:  -> duplicate
stage:  -> resolved
status: open -> closed
superseder:  -> X509 cert with GEN_RID subject alt name causes SytemError

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Python tracker <rep...@bugs.python.org>
<http://bugs.python.org/issue28170>
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