|
|
require 'socket'
|
|
|
require 'openssl'
|
|
|
require 'httparty'
|
|
|
|
|
|
module CryptCheck
|
|
|
module Tls
|
|
|
class Server
|
|
|
TCP_TIMEOUT = 10
|
|
|
SSL_TIMEOUT = 2*TCP_TIMEOUT
|
|
|
|
|
|
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 InappropriateFallback < TLSException
|
|
|
end
|
|
|
class Timeout < ::StandardError
|
|
|
end
|
|
|
class TLSTimeout < Timeout
|
|
|
end
|
|
|
class ConnectionError < ::StandardError
|
|
|
end
|
|
|
|
|
|
attr_reader :certs, :keys, :dh
|
|
|
|
|
|
def initialize(hostname, family, ip, port)
|
|
|
@hostname, @family, @ip, @port = hostname, family, ip, port
|
|
|
@dh = []
|
|
|
|
|
|
@name = "#@ip:#@port"
|
|
|
@name += " [#@hostname]" if @hostname
|
|
|
|
|
|
Logger.info { @name.colorize :blue }
|
|
|
|
|
|
fetch_supported_methods
|
|
|
fetch_supported_ciphers
|
|
|
fetch_dh
|
|
|
fetch_ciphers_preferences
|
|
|
fetch_ecdsa_certs
|
|
|
fetch_supported_curves
|
|
|
fetch_curves_preference
|
|
|
|
|
|
check_fallback_scsv
|
|
|
|
|
|
verify_certs
|
|
|
exit
|
|
|
end
|
|
|
|
|
|
def supported_method?(method)
|
|
|
ssl_client method
|
|
|
Logger.info { " Method #{method}" }
|
|
|
true
|
|
|
rescue TLSException
|
|
|
Logger.debug { " Method #{method} : not supported" }
|
|
|
false
|
|
|
end
|
|
|
|
|
|
def fetch_supported_methods
|
|
|
Logger.info { '' }
|
|
|
Logger.info { 'Supported methods' }
|
|
|
@supported_methods = Method.select { |m| supported_method? m }
|
|
|
end
|
|
|
|
|
|
def supported_cipher?(method, cipher)
|
|
|
connection = ssl_client method, cipher
|
|
|
Logger.info { " Cipher #{cipher}" }
|
|
|
dh = connection.tmp_key
|
|
|
if dh
|
|
|
Logger.info { " PFS : #{dh}" }
|
|
|
end
|
|
|
connection
|
|
|
rescue TLSException
|
|
|
Logger.debug { " Cipher #{cipher} : not supported" }
|
|
|
nil
|
|
|
end
|
|
|
|
|
|
def fetch_supported_ciphers
|
|
|
Logger.info { '' }
|
|
|
Logger.info { 'Supported ciphers' }
|
|
|
@supported_ciphers = @supported_methods.collect do |method|
|
|
|
ciphers = Cipher[method].collect do |cipher|
|
|
|
connection = supported_cipher? method, cipher
|
|
|
next nil unless connection
|
|
|
[cipher, connection]
|
|
|
end.compact.to_h
|
|
|
[method, ciphers]
|
|
|
end.to_h
|
|
|
end
|
|
|
|
|
|
def fetch_ciphers_preferences
|
|
|
Logger.info { '' }
|
|
|
Logger.info { 'Cipher suite preferences' }
|
|
|
|
|
|
@preferences = @supported_ciphers.collect do |method, ciphers|
|
|
|
ciphers = ciphers.keys
|
|
|
preferences = if ciphers.size < 2
|
|
|
Logger.info { " #{method} : " + 'not applicable'.colorize(:unknown) }
|
|
|
nil
|
|
|
else
|
|
|
a, b, _ = ciphers
|
|
|
ab = ssl_client(method, [a, b]).cipher.first
|
|
|
ba = ssl_client(method, [b, a]).cipher.first
|
|
|
if ab != ba
|
|
|
Logger.info { " #{method} : " + 'client preference'.colorize(:warning) }
|
|
|
:client
|
|
|
else
|
|
|
sort = -> (a, b) do
|
|
|
connection = ssl_client method, [a, b]
|
|
|
cipher = connection.cipher.first
|
|
|
cipher == a.name ? -1 : 1
|
|
|
end
|
|
|
preferences = ciphers.sort &sort
|
|
|
Logger.info { " #{method} : " + preferences.collect { |c| c.to_s :short }.join(', ') }
|
|
|
preferences
|
|
|
end
|
|
|
end
|
|
|
[method, preferences]
|
|
|
end.to_h
|
|
|
end
|
|
|
|
|
|
def fetch_dh
|
|
|
@dh = @supported_ciphers.collect do |_, ciphers|
|
|
|
ciphers.values.collect(&:tmp_key).select { |d| d.is_a? OpenSSL::PKey::DH }.collect &:size
|
|
|
end.flatten
|
|
|
end
|
|
|
|
|
|
def fetch_ecdsa_certs
|
|
|
@ecdsa_certs = {}
|
|
|
|
|
|
@supported_ciphers.each do |method, ciphers|
|
|
|
ecdsa = ciphers.keys.detect &:ecdsa?
|
|
|
next unless ecdsa
|
|
|
|
|
|
@ecdsa_certs = Curve.collect do |curve|
|
|
|
begin
|
|
|
connection = ssl_client method, ecdsa, curves: curve
|
|
|
[curve, connection]
|
|
|
rescue TLSException
|
|
|
nil
|
|
|
end
|
|
|
end.compact.to_h
|
|
|
|
|
|
break
|
|
|
end
|
|
|
end
|
|
|
|
|
|
def fetch_supported_curves
|
|
|
Logger.info { '' }
|
|
|
Logger.info { 'Supported elliptic curves' }
|
|
|
@supported_curves = []
|
|
|
|
|
|
ecdsa_curve = @ecdsa_certs.keys.first
|
|
|
if ecdsa_curve
|
|
|
# If we have an ECDSA cipher, we need at least the certificate curve to do handshake,
|
|
|
# but with lowest priority to check for ECHDE and not just ECDSA
|
|
|
|
|
|
@supported_ciphers.each do |method, ciphers|
|
|
|
ecdsa = ciphers.keys.detect &:ecdsa?
|
|
|
next unless ecdsa
|
|
|
@supported_curves = Curve.select do |curve|
|
|
|
next true if curve == ecdsa_curve # ECDSA curve is always supported
|
|
|
begin
|
|
|
connection = ssl_client method, ecdsa, curves: [curve, ecdsa_curve]
|
|
|
# Not too fast !!!
|
|
|
# Handshake will **always** succeed, because ECDSA curve is always supported
|
|
|
# So, need to test for the real curve
|
|
|
dh = connection.tmp_key
|
|
|
negociated_curve = dh.curve
|
|
|
supported = negociated_curve != ecdsa_curve
|
|
|
if supported
|
|
|
Logger.info { " ECC curve #{curve}" }
|
|
|
else
|
|
|
Logger.debug { " ECC curve #{curve} : not supported" }
|
|
|
end
|
|
|
supported
|
|
|
rescue TLSException
|
|
|
false
|
|
|
end
|
|
|
end
|
|
|
break
|
|
|
end
|
|
|
else
|
|
|
# If we have no ECDSA ciphers, ECC supported are only ECDH ones
|
|
|
# So peak an ECDH cipher and test all curves
|
|
|
@supported_ciphers.each do |method, ciphers|
|
|
|
ecdh = ciphers.keys.detect { |c| c.ecdh? or c.ecdhe? }
|
|
|
next unless ecdh
|
|
|
@supported_curves = Curve.select do |curve|
|
|
|
begin
|
|
|
ssl_client method, ecdh, curves: curve
|
|
|
Logger.info { " ECC curve #{curve}" }
|
|
|
true
|
|
|
rescue TLSException
|
|
|
Logger.debug { " ECC curve #{curve} : not supported" }
|
|
|
false
|
|
|
end
|
|
|
end
|
|
|
break
|
|
|
end
|
|
|
end
|
|
|
end
|
|
|
|
|
|
def fetch_curves_preference
|
|
|
@curves_preference = if @supported_curves.size < 2
|
|
|
Logger.info { 'Curves preference : ' + 'not applicable'.colorize(:unknown) }
|
|
|
nil
|
|
|
else
|
|
|
method, cipher = @supported_ciphers.collect do |method, ciphers|
|
|
|
cipher = ciphers.keys.detect { |c| c.ecdh? or c.ecdhe? }
|
|
|
[method, cipher]
|
|
|
end.detect { |n| !n.nil? }
|
|
|
|
|
|
a, b, _ = @supported_curves
|
|
|
ab, ba = [a, b], [b, a]
|
|
|
if cipher.ecdsa?
|
|
|
# In case of ECDSA, add the cert key at the end
|
|
|
# Or no negociation possible
|
|
|
ecdsa_curve = @ecdsa_certs.keys.first
|
|
|
ab << ecdsa_curve
|
|
|
ba << ecdsa_curve
|
|
|
end
|
|
|
ab = ssl_client(method, cipher, curves: ab).tmp_key.curve
|
|
|
ba = ssl_client(method, cipher, curves: ba).tmp_key.curve
|
|
|
if ab != ba
|
|
|
Logger.info { 'Curves preference : ' + 'client preference'.colorize(:warning) }
|
|
|
:client
|
|
|
else
|
|
|
sort = -> (a, b) do
|
|
|
curves = [a, b]
|
|
|
if cipher.ecdsa?
|
|
|
# In case of ECDSA, add the cert key at the end
|
|
|
# Or no negociation possible
|
|
|
curves << ecdsa_curve
|
|
|
end
|
|
|
connection = ssl_client method, cipher, curves: curves
|
|
|
curve = connection.tmp_key.curve
|
|
|
curve == a.name ? -1 : 1
|
|
|
end
|
|
|
preferences = @supported_curves.sort &sort
|
|
|
Logger.info { 'Curves preference : ' + preferences.collect { |c| c.to_s }.join(', ') }
|
|
|
preferences
|
|
|
end
|
|
|
end
|
|
|
end
|
|
|
|
|
|
def check_fallback_scsv
|
|
|
Logger.info { '' }
|
|
|
|
|
|
@fallback_scsv = false
|
|
|
if @supported_methods.size > 1
|
|
|
# We will try to connect to the not better supported method
|
|
|
method = @supported_methods[1]
|
|
|
|
|
|
begin
|
|
|
ssl_client method, fallback: true
|
|
|
rescue InappropriateFallback
|
|
|
@fallback_scsv = true
|
|
|
end
|
|
|
else
|
|
|
@fallback_scsv = nil
|
|
|
end
|
|
|
|
|
|
text, color = case @fallback_scsv
|
|
|
when true
|
|
|
['supported', :good]
|
|
|
when false
|
|
|
['not supported', :error]
|
|
|
when nil
|
|
|
['not applicable', :unknown]
|
|
|
end
|
|
|
Logger.info { 'Fallback SCSV : ' + text.colorize(color) }
|
|
|
end
|
|
|
|
|
|
Method.each do |method|
|
|
|
method = method.name
|
|
|
class_eval <<-RUBY_EVAL, __FILE__, __LINE__ + 1
|
|
|
def #{method.to_s.downcase}?
|
|
|
@supported_methods.detect { |m| m.name == method }
|
|
|
end
|
|
|
RUBY_EVAL
|
|
|
end
|
|
|
|
|
|
Cipher::TYPES.each do |type, _|
|
|
|
class_eval <<-RUBY_EVAL, __FILE__, __LINE__ + 1
|
|
|
def #{type}?
|
|
|
@supported_ciphers.any? { |c| c.#{type}? }
|
|
|
end
|
|
|
RUBY_EVAL
|
|
|
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 tlsv1_2_only?
|
|
|
tlsv1_2? and not ssl? and not tlsv1? and not tlsv1_1?
|
|
|
end
|
|
|
|
|
|
def pfs?
|
|
|
supported_ciphers.any? { |c| c.pfs? }
|
|
|
end
|
|
|
|
|
|
def pfs_only?
|
|
|
supported_ciphers.all? { |c| c.pfs? }
|
|
|
end
|
|
|
|
|
|
def ecdhe?
|
|
|
supported_ciphers.any? { |c| c.ecdhe? }
|
|
|
end
|
|
|
|
|
|
def ecdhe_only?
|
|
|
supported_ciphers.all? { |c| c.ecdhe? }
|
|
|
end
|
|
|
|
|
|
def aead?
|
|
|
supported_ciphers.any? { |c| c.aead? }
|
|
|
end
|
|
|
|
|
|
def aead_only?
|
|
|
supported_ciphers.all? { |c| c.aead? }
|
|
|
end
|
|
|
|
|
|
def sweet32?
|
|
|
supported_ciphers.any? { |c| c.sweet32? }
|
|
|
end
|
|
|
|
|
|
def fallback_scsv?
|
|
|
@fallback_scsv
|
|
|
end
|
|
|
|
|
|
def must_staple?
|
|
|
@cert.extensions.any? { |e| e.oid == '1.3.6.1.5.5.7.1.24' }
|
|
|
end
|
|
|
|
|
|
private
|
|
|
def connect(&block)
|
|
|
socket = ::Socket.new @family, sock_type
|
|
|
sockaddr = ::Socket.sockaddr_in @port, @ip
|
|
|
#Logger.trace { "Connecting to #{@ip}:#{@port}" }
|
|
|
begin
|
|
|
status = socket.connect_nonblock sockaddr
|
|
|
#Logger.trace { "Connecting to #{@ip}:#{@port} status : #{status}" }
|
|
|
raise ConnectionError, status unless status == 0
|
|
|
#Logger.trace { "Connected to #{@ip}:#{@port}" }
|
|
|
block_given? ? block.call(socket) : nil
|
|
|
rescue ::IO::WaitReadable
|
|
|
#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
|
|
|
#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)
|
|
|
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 ::OpenSSL::SSL::SSLErrorWaitReadable
|
|
|
#Logger.trace { "Waiting for SSL read to #{name}" }
|
|
|
raise TLSTimeout, "Timeout when TLS connect to #{@ip}:#{@port} (max #{SSL_TIMEOUT.humanize})" unless IO.select [ssl_socket], nil, nil, SSL_TIMEOUT
|
|
|
retry
|
|
|
rescue ::OpenSSL::SSL::SSLErrorWaitWritable
|
|
|
#Logger.trace { "Waiting for SSL write to #{name}" }
|
|
|
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
|
|
|
case e.message
|
|
|
when /state=SSLv2 read server hello A$/,
|
|
|
/state=SSLv3 read server hello A$/,
|
|
|
/state=SSLv3 read server hello A: wrong version number$/,
|
|
|
/state=SSLv3 read server hello A: tlsv1 alert protocol version$/,
|
|
|
/state=SSLv3 read server key exchange A: sslv3 alert handshake failure$/
|
|
|
raise MethodNotAvailable, e
|
|
|
when /state=SSLv2 read server hello A: peer error no cipher$/,
|
|
|
/state=error: no ciphers available$/,
|
|
|
/state=SSLv3 read server hello A: sslv3 alert handshake failure$/,
|
|
|
/state=error: missing export tmp dh key$/
|
|
|
raise CipherNotAvailable, e
|
|
|
when /state=SSLv3 read server hello A: tlsv1 alert inappropriate fallback$/
|
|
|
raise InappropriateFallback, e
|
|
|
end
|
|
|
raise
|
|
|
rescue ::SystemCallError => e
|
|
|
case e.message
|
|
|
when /^Connection reset by peer - SSL_connect$/
|
|
|
raise TLSNotAvailableException, e
|
|
|
end
|
|
|
raise
|
|
|
ensure
|
|
|
ssl_socket.close
|
|
|
end
|
|
|
end
|
|
|
|
|
|
def ssl_client(method, ciphers = nil, curves: nil, fallback: false, &block)
|
|
|
method = method.name
|
|
|
ssl_context = ::OpenSSL::SSL::SSLContext.new method
|
|
|
ssl_context.enable_fallback_scsv if fallback
|
|
|
|
|
|
if ciphers
|
|
|
ciphers = [ciphers] unless ciphers.is_a? Enumerable
|
|
|
ciphers = ciphers.collect(&:name).join ':'
|
|
|
else
|
|
|
ciphers = Cipher::ALL
|
|
|
end
|
|
|
ssl_context.ciphers = ciphers
|
|
|
|
|
|
if curves
|
|
|
curves = [curves] unless curves.is_a? Enumerable
|
|
|
# OpenSSL fails if the same curve is selected multiple times
|
|
|
# So because Array#uniq preserves order, remove the less prefered ones
|
|
|
curves = curves.collect(&:name).uniq.join ':'
|
|
|
ssl_context.ecdh_curves = curves
|
|
|
end
|
|
|
|
|
|
Logger.trace { "Try method=#{method} / ciphers=#{ciphers} / curves=#{curves} / scsv=#{fallback}" }
|
|
|
connect do |socket|
|
|
|
ssl_connect socket, ssl_context, method do |ssl_socket|
|
|
|
return block_given? ? block.call(ssl_socket) : ssl_socket
|
|
|
end
|
|
|
end
|
|
|
end
|
|
|
|
|
|
def verify_certs
|
|
|
Logger.info { '' }
|
|
|
Logger.info { 'Certificates' }
|
|
|
|
|
|
# Let's begin the fun
|
|
|
# First, collect "standard" connections
|
|
|
# { method => { cipher => connection, ... }, ... }
|
|
|
certs = @supported_ciphers.values.collect(&:values).flatten 1
|
|
|
# Then, collect "ecdsa" connections
|
|
|
# { curve => connection, ... }
|
|
|
certs += @ecdsa_certs.values
|
|
|
# For anonymous cipher, there is no certificate at all
|
|
|
certs = certs.reject { |c| c.peer_cert.nil? }
|
|
|
# Then, fetch cert
|
|
|
certs = certs.collect { |c| Cert.new c }
|
|
|
# Then, filter cert to keep uniq fingerprint
|
|
|
@certs = certs.uniq { |c| c.fingerprint }
|
|
|
|
|
|
@certs.each do |cert|
|
|
|
key = cert.key
|
|
|
identity = cert.valid?(@hostname || @ip)
|
|
|
trust = cert.trusted?
|
|
|
Logger.info { " Certificate #{cert.subject} [#{cert.serial}] issued by #{cert.issuer}" }
|
|
|
Logger.info { ' Key : ' + Tls.key_to_s(key) }
|
|
|
if identity
|
|
|
Logger.info { ' Identity : ' + 'valid'.colorize(:good) }
|
|
|
else
|
|
|
Logger.info { ' Identity : ' + 'invalid'.colorize(:error) }
|
|
|
end
|
|
|
if trust == :trusted
|
|
|
Logger.info { ' Trust : ' + 'trusted'.colorize(:good) }
|
|
|
else
|
|
|
Logger.info { ' Trust : ' + 'untrusted'.colorize(:error) + ' - ' + trust }
|
|
|
end
|
|
|
end
|
|
|
@keys = @certs.collect &:key
|
|
|
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
|
|
|
|
|
|
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
|
|
|
|
