I'm getting
"SASL PLAIN authentication failed"
in /var/log/mail.log
and
"smtplib.SMTPAuthenticationError: (535, b'5.7.8 Error: authentication
failed:')"
on command line when I try to send email from a remote Python script.
I can't figure out what it is. Do you have any suggestions on how to
slowly
debug auth issues like this?
Here is the Python script, the Python script output, the relevant mail.log
piece, main.cf,
master.cf and doveconf -n output.
Any help greatly appreciated....
=================================================================================
Python test script:
=================================================================================
import smtplib , ssl
password = "<REDACTED>"
with smtplib.SMTP("bighelp.business", 465) as server:
server.connect("bighelp.business", 465)
server.ehlo()
server.starttls()
server.login("cs@bighelp.business", password)
server.sendmail("c...@pylayers.org" , "cseber...@gmail.com" , "I am
trying out python email through coding")
=================================================================================
Python test script output:
=================================================================================
Traceback (most recent call last):
File "/home/cs/Ws/Wb/vv", line 9, in <module>
server.login("cs@bighelp.business", password)
File "/usr/lib/python3.10/smtplib.py", line 750, in login
raise last_exception
File "/usr/lib/python3.10/smtplib.py", line 739, in login
(code, resp) = self.auth(
File "/usr/lib/python3.10/smtplib.py", line 662, in auth
raise SMTPAuthenticationError(code, resp)
smtplib.SMTPAuthenticationError: (535, b'5.7.8 Error: authentication
failed:')
=================================================================================
Relevant /var/log/mail.log contents:
=================================================================================
Jan 1 14:19:27 server postfix/smtpd[73750]: warning: hostname
98-96-117-129.dyn.tachusfiber.net does not resolve to address 98.96.117.129:
Name or service not known
Jan 1 14:19:27 server postfix/smtpd[73750]: connect from
unknown[98.96.117.129]
Jan 1 14:19:31 server postfix/smtpd[73750]: warning:
unknown[98.96.117.129]: SASL PLAIN authentication failed:
Jan 1 14:19:31 server postfix/smtpd[73750]: disconnect from
unknown[98.96.117.129] ehlo=2 starttls=1 auth=0/1 quit=1 commands=4/5
=================================================================================
/etc/postfix/main.cf:
=================================================================================
# Specifies domain info.
mydomain = pylayers.org
myhostname = $mydomain
myorigin = $mydomain
mydestination = $mydomain
# Configures SASL.
smtpd_sasl_auth_enable = yes
smtpd_sasl_type = dovecot
smtpd_sasl_path = private/auth
smtpd_recipient_restrictions =
reject_non_fqdn_sender,
reject_non_fqdn_recipient,
reject_unknown_sender_domain,
reject_unknown_recipient_domain,
reject_unauth_pipelining,
permit_sasl_authenticated,
reject
mynetworks =
# Configures TLS.
smtpd_tls_auth_only = yes
smtpd_tls_security_level = encrypt
smtpd_tls_cert_file =
/etc/letsencrypt/live/bighelp.business/fullchain.pem
smtpd_tls_key_file =
/etc/letsencrypt/live/bighelp.business/privkey.pem
smtp_tls_security_level = may
smtp_tls_session_cache_database = btree:${data_directory}/smtp_scache
# Sets up aliases.
alias_database = hash:/etc/aliases
alias_maps = hash:/etc/aliases
=================================================================================
/etc/postfix/master.cf:
=================================================================================
# Defines remote services
submissions inet n - y - - smtpd
# Defines local services.
pickup unix n - y 60 1 pickup
cleanup unix n - y - 0 cleanup
qmgr unix n - n 300 1 qmgr
tlsmgr unix - - y 1000? 1 tlsmgr
rewrite unix - - y - - trivial-rewrite
bounce unix - - y - 0 bounce
defer unix - - y - 0 bounce
trace unix - - y - 0 bounce
verify unix - - y - 1 verify
flush unix n - y 1000? 0 flush
proxymap unix - - n - - proxymap
proxywrite unix - - n - 1 proxymap
smtp unix - - y - - smtp
relay unix - - y - - smtp
showq unix n - y - - showq
error unix - - y - - error
retry unix - - y - - error
discard unix - - y - - discard
local unix - n n - - local
virtual unix - n n - - virtual
anvil unix - - y - 1 anvil
scache unix - - y - 1 scache
=================================================================================
doveconf -n
=================================================================================
# 2.3.16 (7e2e900c1a): /etc/dovecot/dovecot.conf
# Pigeonhole version 0.5.16 (09c29328)
# OS: Linux 5.19.0-1028-aws x86_64 Ubuntu 22.04.2 LTS
# Hostname: server
mail_location = mbox:~/mail:INBOX=/var/mail/%u
mail_privileged_group = mail
namespace inbox {
inbox = yes
location =
mailbox Drafts {
special_use = \Drafts
}
mailbox Junk {
special_use = \Junk
}
mailbox Sent {
special_use = \Sent
}
mailbox "Sent Messages" {
special_use = \Sent
}
mailbox Trash {
special_use = \Trash
}
prefix =
}
passdb {
driver = pam
}
service auth {
unix_listener /var/spool/postfix/private/auth {
group = postfix
mode = 0660
user = postfix
}
}
ssl_cert = </etc/dovecot/private/dovecot.pem
ssl_client_ca_dir = /etc/ssl/certs
ssl_dh = # hidden, use -P to show it
ssl_key = # hidden, use -P to show it
userdb {
driver = passwd
}
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