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require 'socket'
require 'openssl'
require 'httparty'
require 'awesome_print'
module CryptCheck
module Tls
class Server
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TCP_TIMEOUT = 10
SSL_TIMEOUT = 2*TCP_TIMEOUT
EXISTING_METHODS = %i(TLSv1_2 TLSv1_1 TLSv1 SSLv3 SSLv2)
SUPPORTED_METHODS = ::OpenSSL::SSL::SSLContext::METHODS
class TLSException < ::StandardError
end
class TLSNotAvailableException < TLSException
def to_s
'TLS seems not supported on this server'
end
end
class MethodNotAvailable < TLSException
end
class CipherNotAvailable < TLSException
end
class Timeout < ::StandardError
end
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class TLSTimeout < Timeout
end
class ConnectionError < ::StandardError
end
attr_reader :family, :ip, :port, :hostname, :prefered_ciphers, :cert, :cert_valid, :cert_trusted, :dh
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def initialize(hostname, family, ip, port)
@hostname, @family, @ip, @port = hostname, family, ip, port
@dh = []
Logger.info { name.colorize :blue }
extract_cert
Logger.info { '' }
Logger.info { "Key : #{Tls.key_to_s self.key}" }
fetch_prefered_ciphers
check_supported_cipher
uniq_dh
end
def key
@cert.public_key
end
def cipher_size
supported_ciphers.collect { |c| c.size }.min
end
def supported_protocols
@supported_ciphers.keys
end
def supported_ciphers
@supported_ciphers.values.flatten 1
end
def supported_ciphers_by_protocol(protocol)
@supported_ciphers[protocol]
end
EXISTING_METHODS.each do |method|
class_eval <<-RUBY_EVAL, __FILE__, __LINE__ + 1
def #{method.to_s.downcase}?
!prefered_ciphers[:#{method}].nil?
end
RUBY_EVAL
end
{
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md2: %w(md2WithRSAEncryption),
md5: %w(md5WithRSAEncryption md5WithRSA),
sha1: %w(sha1WithRSAEncryption sha1WithRSA dsaWithSHA1 dsaWithSHA1_2 ecdsa_with_SHA1)
}.each do |name, signature|
class_eval <<-RUBY_EVAL, __FILE__, __LINE__ + 1
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def #{name}_sig?
#{signature}.include? @cert.signature_algorithm
end
RUBY_EVAL
end
Cipher::TYPES.each do |type, _|
class_eval <<-RUBY_EVAL, __FILE__, __LINE__ + 1
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def #{type}?
supported_ciphers.any? { |c| c.#{type}? }
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end
RUBY_EVAL
end
def key_size
@cert.public_key.rsa_equivalent_size
end
def ssl?
sslv2? or sslv3?
end
def tls?
tlsv1? or tlsv1_1? or tlsv1_2?
end
def tls_only?
tls? and !ssl?
end
def pfs?
supported_ciphers.any? { |c| c.pfs? }
end
def pfs_only?
supported_ciphers.all? { |c| c.pfs? }
end
private
def name
name = "#@ip:#@port"
name += " [#@hostname]" if @hostname
name
end
def connect(&block)
socket = ::Socket.new @family, sock_type
sockaddr = ::Socket.sockaddr_in @port, @ip
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Logger.trace { "Connecting to #{@ip}:#{@port}" }
begin
status = socket.connect_nonblock sockaddr
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Logger.trace { "Connecting to #{@ip}:#{@port} status : #{status}" }
raise ConnectionError, status unless status == 0
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Logger.trace { "Connected to #{@ip}:#{@port}" }
block_given? ? block.call(socket) : nil
rescue ::IO::WaitReadable
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Logger.trace { "Waiting for read to #{@ip}:#{@port}" }
raise Timeout, "Timeout when connect to #{@ip}:#{@port} (max #{TCP_TIMEOUT.humanize})" unless IO.select [socket], nil, nil, TCP_TIMEOUT
retry
rescue ::IO::WaitWritable
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Logger.trace { "Waiting for write to #{@ip}:#{@port}" }
raise Timeout, "Timeout when connect to #{@ip}:#{@port} (max #{TCP_TIMEOUT.humanize})" unless IO.select nil, [socket], nil, TCP_TIMEOUT
retry
ensure
socket.close
end
end
def ssl_connect(socket, context, method, &block)
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ssl_socket = ::OpenSSL::SSL::SSLSocket.new socket, context
ssl_socket.hostname = @hostname if @hostname and method != :SSLv2
Logger.trace { "SSL connecting to #{name}" }
begin
ssl_socket.connect_nonblock
Logger.trace { "SSL connected to #{name}" }
return block_given? ? block.call(ssl_socket) : nil
rescue ::IO::WaitReadable
Logger.trace { "Waiting for SSL read to #{name}" }
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raise TLSTimeout, "Timeout when TLS connect to #{@ip}:#{@port} (max #{SSL_TIMEOUT.humanize})" unless IO.select [ssl_socket], nil, nil, SSL_TIMEOUT
retry
rescue ::IO::WaitWritable
Logger.trace { "Waiting for SSL write to #{name}" }
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raise TLSTimeout, "Timeout when TLS connect to #{@ip}:#{@port} (max #{SSL_TIMEOUT.humanize})" unless IO.select nil, [ssl_socket], nil, SSL_TIMEOUT
retry
rescue ::OpenSSL::SSL::SSLError => e
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case e
when /state=SSLv2 read server hello A$/,
/state=SSLv3 read server hello A: wrong version number$/
raise MethodNotAvailable, e
when /state=error: no ciphers available$/,
/state=SSLv3 read server hello A: sslv3 alert handshake failure$/
raise CipherNotAvailable, e
end
rescue SystemCallError => e
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case e
when /^Connection reset by peer$/
raise MethodNotAvailable, e
end
ensure
ssl_socket.close
end
end
# secp192r1 secp256r1
SUPPORTED_CURVES = %w(sect163k1 sect163r1 sect163r2 sect193r1 sect193r2
sect233k1 sect233r1 sect239k1 sect283k1 sect283r1
sect409k1 sect409r1 sect571k1 sect571r1 secp160k1
secp160r1 secp160r2 secp192k1 secp224k1
secp224r1 secp256k1 secp384r1 secp521r1)
def ssl_client(method, ciphers = nil, curves = nil, &block)
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ssl_context = ::OpenSSL::SSL::SSLContext.new method
ssl_context.ciphers = ciphers.join ':' if ciphers
ssl_context.ecdh_curves = curves.join ':' if curves
#ssl_context.ecdh_auto = false
#ecdh = OpenSSL::PKey::EC.new('sect163r1').generate_key
#ssl_context.tmp_ecdh_callback = proc { ecdh }
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Logger.trace { "Try #{method} connection with #{ciphers}" }
connect do |socket|
ssl_connect socket, ssl_context, method do |ssl_socket|
return block_given? ? block.call(ssl_socket) : nil
end
end
Logger.debug { "No SSL available on #{name}" }
raise CipherNotAvailable
end
def extract_cert
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EXISTING_METHODS.each do |method|
next unless SUPPORTED_METHODS.include? method
begin
@cert, @chain = ssl_client(method) { |s| [s.peer_cert, s.peer_cert_chain] }
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Logger.debug { "Certificate #{@cert.subject}" }
break
rescue TLSException
end
end
raise TLSNotAvailableException unless @cert
@cert_valid = ::OpenSSL::SSL.verify_certificate_identity @cert, (@hostname || @ip)
@cert_trusted = verify_trust @chain, @cert
end
def prefered_cipher(method)
cipher = ssl_client(method, %w(ALL COMPLEMENTOFALL)) { |s| Cipher.new method, s.cipher, s.tmp_key }
Logger.info { "Prefered cipher for #{Tls.colorize method} : #{cipher.colorize}" }
cipher
rescue => e
Logger.debug { "Method #{Tls.colorize method} not supported : #{e}" }
nil
end
def fetch_prefered_ciphers
@prefered_ciphers = {}
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EXISTING_METHODS.each do |method|
next unless SUPPORTED_METHODS.include? method
@prefered_ciphers[method] = prefered_cipher method
end
raise TLSNotAvailableException unless @prefered_ciphers.any? { |_, c| !c.nil? }
end
def available_ciphers(method)
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context = ::OpenSSL::SSL::SSLContext.new method
context.ciphers = %w(ALL COMPLEMENTOFALL)
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context.ciphers
end
def supported_cipher?(method, cipher, curves = nil)
dh = ssl_client(method, [cipher], curves) { |s| s.tmp_key }
@dh << dh if dh
cipher = Cipher.new method, cipher, dh
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dh = dh ? " (#{'DH'.colorize :green} : #{Tls.key_to_s dh})" : ''
Logger.info { "#{Tls.colorize method} / #{cipher.colorize} : Supported#{dh}" }
cipher
rescue => e
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cipher = Cipher.new method, cipher
Logger.debug { "#{Tls.colorize method} / #{cipher.colorize} : Not supported (#{e})" }
nil
end
def check_supported_cipher
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Logger.info { '' }
@supported_ciphers = {}
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EXISTING_METHODS.each do |method|
next unless SUPPORTED_METHODS.include? method and @prefered_ciphers[method]
available_ciphers = available_ciphers method
available_ciphers = available_ciphers.inject [] do |cs, c|
cipher = Cipher.new method, c
if cipher.ecdhe?
c = SUPPORTED_CURVES.collect { |ec| [method, c.first, [ec]] }
else
c = [[method, c.first]]
end
cs + c
end
supported_ciphers = available_ciphers.collect { |c| supported_cipher? *c }.reject { |c| c.nil? }
Logger.info { '' } unless supported_ciphers.empty?
@supported_ciphers[method] = supported_ciphers
end
end
def verify_trust(chain, cert)
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store = ::OpenSSL::X509::Store.new
store.purpose = OpenSSL::X509::PURPOSE_SSL_CLIENT
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store.set_default_paths
%w(/etc/ssl/certs).each do |directory|
::Dir.glob(::File.join directory, '*.pem').each do |file|
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cert = ::OpenSSL::X509::Certificate.new ::File.read file
begin
store.add_cert cert
rescue ::OpenSSL::X509::StoreError
end
end
end
chain.each do |cert|
begin
store.add_cert cert
rescue ::OpenSSL::X509::StoreError
end
end
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trusted = store.verify cert
p store.error_string unless trusted
trusted
end
def uniq_dh
dh, find = [], []
@dh.each do |k|
f = [k.type, k.size]
unless find.include? f
dh << k
find << f
end
end
@dh = dh
end
end
8 years ago
class TcpServer < Server
private
def sock_type
::Socket::SOCK_STREAM
end
end
class UdpServer < Server
private
def sock_type
::Socket::SOCK_DGRAM
end
end
end
end