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+local nmap = require "nmap"
+local shortport = require "shortport"
+local smtp = require "smtp"
+local stdnse = require "stdnse"
+local string = require "string"
+local table = require "table"
+local unpwdb = require "unpwdb"
+
+description = [[
+Attempts to enumerate the users on a SMTP server by issuing the VRFY, EXPN or RCPT TO
+commands. The goal of this script is to discover all the user accounts in the remote
+system.
+
+The script will output the list of user names that were found. The script will stop
+querying the SMTP server if authentication is enforced. If an error occurs while testing
+the target host, the error will be printed with the list of any combinations that were
+found prior to the error.
+
+The user can specify which methods to use and in which order. The script will ignore
+repeated methods. If not specified the script will use the RCPT first, then VRFY and EXPN.
+An example of how to specify the methods to use and the order is the following:
+
+<code>smtp-enum-users.methods={EXPN,RCPT,VRFY}</code>
+]]
+
+---
+-- @usage
+-- nmap --script smtp-enum-users.nse [--script-args smtp-enum-users.methods={EXPN,...},...] -p 25,465,587 <host>
+--
+-- @output
+-- Host script results:
+-- | smtp-enum-users:
+-- |_ RCPT, root
+--
+-- @args smtp.domain or smtp-enum-users.domain Define the domain to be used in the SMTP commands
+-- @args smtp-enum-users.methods Define the methods and order to be used by the script (EXPN, VRFY, RCPT)
+
+-- changelog
+-- 2010-03-07 Duarte Silva <duarte.silva@serializing.me>
+-- * First version ;)
+-- 2010-03-14 Duarte Silva
+-- * Credits to David Fifield and Ron Bowes for the following changes
+-- * Changed the way the user defines which method is used
+-- + Script now handles 252 and 550 SMTP status codes
+-- + Added the method that was used by the script to discover the users if verbosity is
+-- enabled
+-- 2011-06-03
+-- * Rewrite the script to use the smtp.lua library.
+-----------------------------------------------------------------------
+
+author = "Duarte Silva <duarte.silva@serializing.me>"
+license = "Same as Nmap--See https://nmap.org/book/man-legal.html"
+categories = {"auth","external","intrusive"}
+
+
+portrule = shortport.port_or_service({ 25, 465, 587 },
+ { "smtp", "smtps", "submission" })
+
+STATUS_CODES = {
+ ERROR = 1,
+ NOTPERMITTED = 2,
+ VALID = 3,
+ INVALID = 4,
+ UNKNOWN = 5
+}
+
+---Counts the number of occurrences in a table. Helper function
+-- from Lua documentation http://lua-users.org/wiki/TableUtils.
+--
+-- @param from Source table
+-- @param what What element to count
+-- @return Number of occurrences
+function table_count(from, what)
+ local result = 0
+
+ for index, item in ipairs(from) do
+ if item == what then
+ result = result + 1
+ end
+ end
+ return result
+end
+
+---Creates a new table from a source without the duplicates. Helper
+-- function from Lua documentation http://lua-users.org/wiki/TableUtils.
+--
+-- @param from Source table
+-- @return New table without the duplicates
+function table_unique(from)
+ local result = {}
+
+ for index, item in ipairs(from) do
+ if (table_count(result, item) == 0) then
+ result[#result + 1] = item
+ end
+ end
+
+ return result
+end
+
+---Get the method or methods to be used. If the user didn't specify any
+-- methods, the default order is RCPT, VRFY and then EXPN.
+--
+-- @return A table containing the methods to try
+function get_method()
+ local result = {}
+
+ local methods = stdnse.get_script_args('smtp-enum-users.methods')
+ if methods and type(methods) == "table" then
+ -- For each method specified.
+ for _, method in ipairs(methods) do
+ -- Are the elements of the argument valid methods.
+ local upper = string.upper(method)
+
+ if (upper == "RCPT") or (upper == "EXPN") or
+ (upper == "VRFY") then
+ table.insert(result, upper)
+ else
+ return false, method
+ end
+ end
+ end
+
+ -- The methods weren't specified.
+ if #result == 0 then
+ result = { "RCPT", "VRFY", "EXPN" }
+ else
+ result = table_unique(result)
+ end
+
+ return true, result
+end
+
+---Generic function to perform user discovery.
+--
+-- @param socket Socket used to send the command
+-- @param command Command to be used in the discovery
+-- @param username User name to test
+-- @param domain Domain to use in the command
+-- @return Status and depending on the code, a error message
+function do_gnrc(socket, command, username, domain)
+ local combinations = {
+ string.format("%s", username),
+ string.format("%s@%s", username, domain)
+ }
+
+ for index, combination in ipairs(combinations) do
+ -- Lets try to issue the command.
+ local status, response = smtp.query(socket, command, combination)
+
+ -- If this command fails to be sent, then something
+ -- went wrong with the connection.
+ if not status then
+ return STATUS_CODES.ERROR,
+ string.format("Failed to issue %s %s command (%s)\n",
+ command, combination, response)
+ end
+
+ if string.match(response, "^530") then
+ -- If the command failed, check if authentication is
+ -- needed because all the other attempts will fail.
+ return STATUS_CODES.AUTHENTICATION
+ elseif string.match(response, "^502") or
+ string.match(response, "^252") or
+ string.match(response, "^550") then
+ -- The server doesn't implement the command or it is disallowed.
+ return STATUS_CODES.NOTPERMITTED
+ elseif smtp.check_reply(command, response) then
+ -- User accepted.
+ if nmap.verbosity() > 1 then
+ return STATUS_CODES.VALID,
+ string.format("%s, %s", command, username)
+ else
+ return STATUS_CODES.VALID, username
+ end
+ end
+ end
+
+ return STATUS_CODES.INVALID
+end
+
+---Verify if a username is valid using the EXPN command (wrapper
+-- function for do_gnrc).
+--
+-- @param socket Socket used to send the command
+-- @param username User name to test
+-- @param domain Domain to use in the command
+-- @return Status and depending on the code, a error message
+function do_expn(socket, username, domain)
+ return do_gnrc(socket, "EXPN", username, domain)
+end
+
+---Verify if a username is valid using the VRFY command (wrapper
+-- function for do_gnrc).
+--
+-- @param socket Socket used to send the command
+-- @param username User name to test
+-- @param domain Domain to use in the command
+-- @return Status and depending on the code, a error message
+function do_vrfy(socket, username, domain)
+ return do_gnrc(socket, "VRFY", username, domain)
+end
+
+issued_from = false
+
+--- Verify if a username is valid using the RCPT method. It will only issue
+-- the MAIL FROM command if the issued_from flag is false. The MAIL FROM
+-- command does not need to be issued each time an RCPT TO is used. Otherwise
+-- it should also be issued a RSET command, and if there are many RSET
+-- commands the server might disconnect.
+--
+-- @param socket Socket used to send the command
+-- @param username User name to test
+-- @param domain Domain to use in the command
+-- @return Status and depending on the code, a error message
+function do_rcpt(socket, username, domain)
+ local status, response
+ if not issued_from then
+ -- Lets try to issue MAIL FROM command.
+ status, response = smtp.query(socket, "MAIL",
+ string.format("FROM:<usertest@%s>", domain))
+
+ if not status then
+ -- If this command fails to be sent, then something went wrong
+ -- with the connection.
+ return STATUS_CODES.ERROR,
+ string.format("Failed to issue MAIL FROM:<usertest@%s> command (%s)",
+ domain, response)
+ elseif string.match(response, "^530") then
+ -- If the command failed, check if authentication is needed
+ -- because all the other attempts will fail.
+ return STATUS_CODES.ERROR,
+ "Couldn't perform user enumeration, authentication needed"
+ elseif not smtp.check_reply("MAIL", response) then
+ -- Only accept 250 code as success.
+ return STATUS_CODES.NOTPERMITTED,
+ "Server did not accept the MAIL FROM command"
+ end
+ end
+
+ status, response = smtp.query(socket, "RCPT",
+ string.format("TO:<%s@%s>", username, domain))
+
+ if not status then
+ return STATUS_CODES.ERROR,
+ string.format("Failed to issue RCPT TO:<%s@%s> command (%s)",
+ username, domain, response)
+ elseif string.match(response, "^550") then
+ -- 550 User Unknown
+ return STATUS_CODES.UNKNOWN
+ elseif string.match(response, "^553") then
+ -- 553 Relaying Denied
+ return STATUS_CODES.NOTPERMITTED
+ elseif string.match(response, "^530") then
+ -- If the command failed, check if authentication is needed because
+ -- all the other attempts will fail.
+ return STATUS_CODES.AUTHENTICATION
+ elseif smtp.check_reply("RCPT", response) then
+ issued_from = true
+ -- User is valid.
+ if nmap.verbosity() > 1 then
+ return STATUS_CODES.VALID, string.format("RCPT, %s", username)
+ else
+ return STATUS_CODES.VALID, username
+ end
+ end
+
+ issued_from = true
+ return STATUS_CODES.INVALID
+end
+
+---Script function that does all the work.
+--
+-- @param host Target host
+-- @param port Target port
+-- @return The user accounts or a error message.
+function go(host, port)
+ -- Get the current usernames list from the file.
+ local status, nextuser = unpwdb.usernames()
+
+ if not status then
+ return false, "Failed to read the user names database"
+ end
+
+ local options = {
+ timeout = 10000,
+ recv_before = true,
+ ssl = true,
+ }
+ local domain = stdnse.get_script_args('smtp-enum-users.domain') or
+ smtp.get_domain(host)
+
+ local methods
+ status, methods = get_method()
+
+ if not status then
+ return false, string.format("Invalid method found, %s", methods)
+ end
+
+ local socket, response = smtp.connect(host, port, options)
+
+ -- Failed connection attempt.
+ if not socket then
+ return false, string.format("Couldn't establish connection on port %i",
+ port.number)
+ end
+
+ status, response = smtp.ehlo(socket, domain)
+ if not status then
+ return status, response
+ end
+
+ local result = {}
+
+ -- This function is used when something goes wrong with
+ -- the connection. It makes sure that if it found users before
+ -- the error occurred, they will be returned.
+ local failure = function(message)
+ if #result > 0 then
+ table.insert(result, message)
+ return true, result
+ else
+ return false, message
+ end
+ end
+
+ -- Get the first user to be tested.
+ local username = nextuser()
+
+ for index, method in ipairs(methods) do
+ while username do
+ if method == "RCPT" then
+ status, response = do_rcpt(socket, username, domain)
+ elseif method == "VRFY" then
+ status, response = do_vrfy(socket, username, domain)
+ elseif method == "EXPN" then
+ status, response = do_expn(socket, username, domain)
+ end
+
+ if status == STATUS_CODES.NOTPERMITTED then
+ -- Invalid method. Don't test anymore users with
+ -- the current method.
+ break
+ elseif status == STATUS_CODES.VALID then
+ -- User found, lets save it.
+ table.insert(result, response)
+ elseif status == STATUS_CODES.ERROR then
+ -- An error occurred with the connection.
+ return failure(response)
+ elseif status == STATUS_CODES.AUTHENTICATION then
+ smtp.quit(socket)
+ return false, "Couldn't perform user enumeration, authentication needed"
+ elseif status == STATUS_CODES.INVALID then
+ table.insert(result,
+ string.format("Method %s returned a unhandled status code.",
+ method))
+ break
+ end
+ username = nextuser()
+ end
+
+ -- No more users to test, don't test with other methods.
+ if username == nil then
+ break
+ end
+ end
+
+ smtp.quit(socket)
+ return true, result
+end
+
+action = function(host, port)
+ local status, result = go(host, port)
+
+ -- The go function returned true, lets check if it
+ -- didn't found any accounts.
+ if status and #result == 0 then
+ return stdnse.format_output(true, "Couldn't find any accounts")
+ end
+
+ return stdnse.format_output(true, result)
+end