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Permanent failure — do not retry unchanged

Gmail 534 5.7.90

App password required

Gmail 534 5.7.90 means: app password required. It is a permanent failure, so do not retry it unchanged. The account has 2-Step Verification, so the client must use an app password or OAuth instead of the normal password.

Gmail’s exact wording

Quoted from Google Workspace Admin Help: Gmail SMTP errors and codes, checked 2026-11-05. Placeholders are Gmail’s own.

Reply text

Application-specific password required. For more information, go to Sign in with app passwords.

Reply text

Please log in with your web browser and then try again. For more information, go to Can't sign in to your Google Account.

Who sends itGmail and Google Workspace
Basic code534: Authentication mechanism is too weak (RFC)
Enhanced code5.7.90: Gmail-specific, not in the IANA registry. Its subject digit puts it under 5.7.0 other or undefined security status.
Permanent or temporaryPermanent (5xx)
Verifying the list prevents itNo

In practice

Gmail returns this when an account with 2-Step Verification is used from an SMTP client with its normal password. Create an app password in the Google account's security settings, or switch the client to OAuth. The other version asks the user to log in with a web browser first. App passwords are only available when 2-Step Verification is on, and some Workspace domains disable them. OAuth avoids the need for a separate password and is the method Google recommends for apps.

What the sender should do

The account has 2-Step Verification, so the client must use an app password or OAuth instead of the normal password.

Would verifying the list have prevented Gmail 534 5.7.90?

No

This reply is about your sending setup, the message or the receiving system, not about whether the address exists, so verifying the list will not prevent it.

Common questions

What does Gmail 534 5.7.90 mean?
Gmail 534 5.7.90 means: app password required. It is a permanent failure, so do not retry it unchanged. The account has 2-Step Verification, so the client must use an app password or OAuth instead of the normal password.
Should I retry after Gmail 534 5.7.90?
No. It is a permanent (5xx) failure, so the same message to the same address will fail again. Fix the cause first. The account has 2-Step Verification, so the client must use an app password or OAuth instead of the normal password.
Would verifying my list have prevented Gmail 534 5.7.90?
No. This reply is about your sending setup, the message or the receiving system, not about whether the address exists, so verifying the list will not prevent it.

Sources

Registry and provider wording is quoted exactly; guidance is written by the SimpleVerifier Team.

SimpleVerifier Team · Last checked against the sources 2026-11-05

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