database update doesn't work causing login failure

After I have done some modifications in Entity I cleaned, assembled, updated database but every time i try to run, i get a message that i have some updates in database that needs to be updated and after i choose update option, apparently it looks like database is updated but the log-in fails (as attached). If I run again, I get the same message that my database needs to be updated. Any clue?

db update

login failed