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metasploit-framework
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metasploit-framework/lib/rex/proto/ntlm/utils.rb

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require 'rex/proto/ntlm/constants'
require 'rex/proto/ntlm/crypt'
module Rex
module Proto
module NTLM
class Utils
CONST = Rex::Proto::NTLM::Constants
CRYPT = Rex::Proto::NTLM::Crypt
#duplicate from lib/rex/proto/smb/utils cause we only need this fonction from Rex::Proto::SMB::Utils
# Convert a unix timestamp to a 64-bit signed server time
def self.time_unix_to_smb(unix_time)
t64 = (unix_time + 11644473600) * 10000000
thi = (t64 & 0xffffffff00000000) >> 32
tlo = (t64 & 0x00000000ffffffff)
return [thi, tlo]
end
# Determine whether the password is a known hash format
def self.is_pass_ntlm_hash?(str)
str.downcase =~ /^[0-9a-f]{32}:[0-9a-f]{32}$/
end
#
# Prepends an ASN1 formatted length field to a piece of data
#
def self.asn1encode(str = '')
res = ''
# If the high bit of the first byte is 1, it contains the number of
# length bytes that follow
case str.length
when 0 .. 0x7F
res = [str.length].pack('C') + str
when 0x80 .. 0xFF
res = [0x81, str.length].pack('CC') + str
when 0x100 .. 0xFFFF
res = [0x82, str.length].pack('Cn') + str
when 0x10000 .. 0xffffff
res = [0x83, str.length >> 16, str.length & 0xFFFF].pack('CCn') + str
when 0x1000000 .. 0xffffffff
res = [0x84, str.length].pack('CN') + str
else
raise "ASN1 str too long"
end
return res
end
# GSS functions
# GSS BLOB usefull for SMB_NEGOCIATE_RESPONSE message
# mechTypes: 2 items :
# -MechType: 1.3.6.1.4.1.311.2.2.30 (SNMPv2-SMI::enterprises.311.2.2.30)
# -MechType: 1.3.6.1.4.1.311.2.2.10 (NTLMSSP - Microsoft NTLM Security Support Provider)
#
# this is the default on Win7
def self.make_simple_negotiate_secblob_resp
blob =
"\x60" + self.asn1encode(
"\x06" + self.asn1encode(
"\x2b\x06\x01\x05\x05\x02"
) +
"\xa0" + self.asn1encode(
"\x30" + self.asn1encode(
"\xa0" + self.asn1encode(
"\x30" + self.asn1encode(
"\x06" + self.asn1encode(
"\x2b\x06\x01\x04\x01\x82\x37\x02\x02\x0a"
)
)
)
)
)
)
return blob
end
# GSS BLOB usefull for SMB_NEGOCIATE_RESPONSE message
# mechTypes: 4 items :
# MechType: 1.2.840.48018.1.2.2 (MS KRB5 - Microsoft Kerberos 5)
# MechType: 1.2.840.113554.1.2.2 (KRB5 - Kerberos 5)
# MechType: 1.2.840.113554.1.2.2.3 (KRB5 - Kerberos 5 - User to User)
# MechType: 1.3.6.1.4.1.311.2.2.10 (NTLMSSP - Microsoft NTLM Security Support Provider)
# mechListMIC:
# principal: account@domain
def self.make_negotiate_secblob_resp(account, domain)
blob =
"\x60" + self.asn1encode(
"\x06" + self.asn1encode(
"\x2b\x06\x01\x05\x05\x02"
) +
"\xa0" + self.asn1encode(
"\x30" + self.asn1encode(
"\xa0" + self.asn1encode(
"\x30" + self.asn1encode(
"\x06" + self.asn1encode(
"\x2a\x86\x48\x82\xf7\x12\x01\x02\x02"
) +
"\x06" + self.asn1encode(
"\x2a\x86\x48\x86\xf7\x12\x01\x02\x02"
) +
"\x06" + self.asn1encode(
"\x2a\x86\x48\x86\xf7\x12\x01\x02\x02\x03"
) +
"\x06" + self.asn1encode(
"\x2b\x06\x01\x04\x01\x82\x37\x02\x02\x0a"
)
)
) +
"\xa3" + self.asn1encode(
"\x30" + self.asn1encode(
"\xa0" + self.asn1encode(
"\x1b" + self.asn1encode(
account + '@' + domain
)
)
)
)
)
)
)
return blob
end
# BLOB without GSS usefull for ntlmssp type 1 message
def self.make_ntlmssp_blob_init(domain = 'WORKGROUP', name = 'WORKSTATION', flags=0x80201)
blob = "NTLMSSP\x00" +
[1, flags].pack('VV') +
[
domain.length, #length
domain.length, #max length
32
].pack('vvV') +
[
name.length, #length
name.length, #max length
domain.length + 32
].pack('vvV') +
domain + name
return blob
end
# GSS BLOB usefull for ntlmssp type 1 message
def self.make_ntlmssp_secblob_init(domain = 'WORKGROUP', name = 'WORKSTATION', flags=0x80201)
blob =
"\x60" + self.asn1encode(
"\x06" + self.asn1encode(
"\x2b\x06\x01\x05\x05\x02"
) +
"\xa0" + self.asn1encode(
"\x30" + self.asn1encode(
"\xa0" + self.asn1encode(
"\x30" + self.asn1encode(
"\x06" + self.asn1encode(
"\x2b\x06\x01\x04\x01\x82\x37\x02\x02\x0a"
)
)
) +
"\xa2" + self.asn1encode(
"\x04" + self.asn1encode(
make_ntlmssp_blob_init(domain, name, flags)
)
)
)
)
)
return blob
end
# BLOB without GSS usefull for ntlm type 2 message
def self.make_ntlmssp_blob_chall(win_domain, win_name, dns_domain, dns_name, chall, flags)
addr_list = ''
addr_list << [2, win_domain.length].pack('vv') + win_domain
addr_list << [1, win_name.length].pack('vv') + win_name
addr_list << [4, dns_domain.length].pack('vv') + dns_domain
addr_list << [3, dns_name.length].pack('vv') + dns_name
addr_list << [0, 0].pack('vv')
ptr = 0
blob = "NTLMSSP\x00" +
[2].pack('V') +
[
win_domain.length, # length
win_domain.length, # max length
(ptr += 48) # offset
].pack('vvV') +
[ flags ].pack('V') +
chall +
"\x00\x00\x00\x00\x00\x00\x00\x00" +
[
addr_list.length, # length
addr_list.length, # max length
(ptr += win_domain.length)
].pack('vvV') +
win_domain +
addr_list
return blob
end
# GSS BLOB usefull for ntlmssp type 2 message
def self.make_ntlmssp_secblob_chall(win_domain, win_name, dns_domain, dns_name, chall, flags)
blob =
"\xa1" + self.asn1encode(
"\x30" + self.asn1encode(
"\xa0" + self.asn1encode(
"\x0a" + self.asn1encode(
"\x01"
)
) +
"\xa1" + self.asn1encode(
"\x06" + self.asn1encode(
"\x2b\x06\x01\x04\x01\x82\x37\x02\x02\x0a"
)
) +
"\xa2" + self.asn1encode(
"\x04" + self.asn1encode(
make_ntlmssp_blob_chall(win_domain, win_name, dns_domain, dns_name, chall, flags)
)
)
)
)
return blob
end
# BLOB without GSS Usefull for ntlmssp type 3 message
def self.make_ntlmssp_blob_auth(domain, name, user, lm, ntlm, enc_session_key, flags = 0x080201)
lm ||= "\x00" * 24
ntlm ||= "\x00" * 24
domain_uni = Rex::Text.to_unicode(domain)
user_uni = Rex::Text.to_unicode(user)
name_uni = Rex::Text.to_unicode(name)
session = enc_session_key
ptr = 64
blob = "NTLMSSP\x00" +
[ 3 ].pack('V') +
[ # Lan Manager Response
lm.length,
lm.length,
(ptr)
].pack('vvV') +
[ # NTLM Manager Response
ntlm.length,
ntlm.length,
(ptr += lm.length)
].pack('vvV') +
[ # Domain Name
domain_uni.length,
domain_uni.length,
(ptr += ntlm.length)
].pack('vvV') +
[ # Username
user_uni.length,
user_uni.length,
(ptr += domain_uni.length)
].pack('vvV') +
[ # Hostname
name_uni.length,
name_uni.length,
(ptr += user_uni.length)
].pack('vvV') +
[ # Session Key (none)
session.length,
session.length,
(ptr += name_uni.length)
].pack('vvV') +
[ flags ].pack('V') +
lm +
ntlm +
domain_uni +
user_uni +
name_uni +
session + "\x00"
return blob
end
# GSS BLOB Usefull for ntlmssp type 3 message
def self.make_ntlmssp_secblob_auth(domain, name, user, lm, ntlm, enc_session_key, flags = 0x080201)
blob =
"\xa1" + self.asn1encode(
"\x30" + self.asn1encode(
"\xa2" + self.asn1encode(
"\x04" + self.asn1encode(
make_ntlmssp_blob_auth(domain, name, user, lm, ntlm, enc_session_key, flags )
)
)
)
)
return blob
end
# GSS BLOB Usefull for SMB Success
def self.make_ntlmv2_secblob_success
blob =
"\xa1" + self.asn1encode(
"\x30" + self.asn1encode(
"\xa0" + self.asn1encode(
"\x0a" + self.asn1encode(
"\x00"
)
)
)
)
return blob
end
# Return the correct ntlmflags upon the configuration
def self.make_ntlm_flags(opt = {})
signing = opt[:signing] != nil ? opt[:signing] : false
usentlm2_session = opt[:usentlm2_session] != nil ? opt[:usentlm2_session] : true
use_ntlmv2 = opt[:use_ntlmv2] != nil ? opt[:use_ntlmv2] : false
send_lm = opt[:send_lm] != nil ? opt[:send_lm] : true
send_ntlm = opt[:send_ntlm] != nil ? opt[:send_ntlm] : true
use_lanman_key = opt[:use_lanman_key] != nil ? opt[:use_lanman_key] : false
if signing
ntlmssp_flags = 0xe2088215
else
ntlmssp_flags = 0xa2080205
end
if usentlm2_session
if use_ntlmv2
#set Negotiate Target Info
ntlmssp_flags |= CONST::NEGOTIATE_TARGET_INFO
end
else
#remove the ntlm2_session flag
ntlmssp_flags &= 0xfff7ffff
#set lanmanflag only when lm and ntlm are sent
if send_lm
ntlmssp_flags |= CONST::NEGOTIATE_LMKEY if use_lanman_key
end
end
#we can also downgrade ntlm2_session when we send only lmv1
ntlmssp_flags &= 0xfff7ffff if usentlm2_session && (not use_ntlmv2) && (not send_ntlm)
return ntlmssp_flags
end
# Parse an ntlm type 2 challenge blob and return usefull data
def self.parse_ntlm_type_2_blob(blob)
data = {}
# Extract the NTLM challenge key the lazy way
cidx = blob.index("NTLMSSP\x00\x02\x00\x00\x00")
if not cidx
raise XCEPT::NTLM2MissingChallenge
end
data[:challenge_key] = blob[cidx + 24, 8]
data[:server_ntlmssp_flags] = blob[cidx + 20, 4].unpack("V")[0]
# Extract the address list from the blob
alist_len,alist_mlen,alist_off = blob[cidx + 40, 8].unpack("vvV")
alist_buf = blob[cidx + alist_off, alist_len]
while(alist_buf.length > 0)
atype, alen = alist_buf.slice!(0,4).unpack('vv')
break if atype == 0x00
addr = alist_buf.slice!(0, alen)
case atype
when 1
#netbios name
data[:default_name] = addr.gsub("\x00", '')
when 2
#netbios domain
data[:default_domain] = addr.gsub("\x00", '')
when 3
#dns name
data[:dns_host_name] = addr.gsub("\x00", '')
when 4
#dns domain
data[:dns_domain_name] = addr.gsub("\x00", '')
when 5
#The FQDN of the forest.
when 6
#A 32-bit value indicating server or client configuration
when 7
#Client time
data[:chall_MsvAvTimestamp] = addr
when 8
#A Restriction_Encoding structure
when 9
#The SPN of the target server.
when 10
#A channel bindings hash.
end
end
return data
end
# This function return an ntlmv2 client challenge
# This is a partial implementation, full description is in [MS-NLMP].pdf around 3.1.5.2.1 :-/
def self.make_ntlmv2_clientchallenge(win_domain, win_name, dns_domain, dns_name,
client_challenge = nil, chall_MsvAvTimestamp = nil, spnopt = {})
client_challenge ||= Rex::Text.rand_text(8)
# We have to set the timestamps here to the one in the challenge message from server if present
# If we don't do that, recent server like Seven/2008 will send a STATUS_INVALID_PARAMETER error packet
timestamp = chall_MsvAvTimestamp != '' ? chall_MsvAvTimestamp : self.time_unix_to_smb(Time.now.to_i).reverse.pack("VV")
# Make those values unicode as requested
win_domain = Rex::Text.to_unicode(win_domain)
win_name = Rex::Text.to_unicode(win_name)
dns_domain = Rex::Text.to_unicode(dns_domain)
dns_name = Rex::Text.to_unicode(dns_name)
# Make the AV_PAIRs
addr_list = ''
addr_list << [2, win_domain.length].pack('vv') + win_domain
addr_list << [1, win_name.length].pack('vv') + win_name
addr_list << [4, dns_domain.length].pack('vv') + dns_domain
addr_list << [3, dns_name.length].pack('vv') + dns_name
addr_list << [7, 8].pack('vv') + timestamp
# Windows Seven / 2008r2 Request this type if in local security policies,
# Microsoft network server : Server SPN target name validation level is set to <Required from client>
# otherwise it send an STATUS_ACCESS_DENIED packet
if spnopt[:use_spn]
spn= Rex::Text.to_unicode("cifs/#{spnopt[:name] || 'unknow'}")
addr_list << [9, spn.length].pack('vv') + spn
end
# MAY BE USEFUL FOR FUTURE
# Seven (client) add at least one more av that is of type MsAvRestrictions (8)
# maybe this will be usefull with future windows OSs but has no use at all for the moment afaik
# restriction_encoding = [48,0,0,0].pack("VVV") + # Size, Z4, IntegrityLevel, SubjectIntegrityLevel
# Rex::Text.rand_text(32) # MachineId generated on startup on win7 and above
# addr_list << [8, restriction_encoding.length].pack('vv') + restriction_encoding
# Seven (client) and maybe others versions also add an av of type MsvChannelBindings (10) but the hash is "\x00" * 16
# addr_list << [10, 16].pack('vv') + "\x00" * 16
addr_list << [0, 0].pack('vv')
ntlm_clientchallenge = [1,1,0,0].pack("CCvV") + #RespType, HiRespType, Reserved1, Reserved2
timestamp + #Timestamp
client_challenge + #clientchallenge
[0].pack("V") + #Reserved3
addr_list + "\x00" * 4
end
# create lm/ntlm responses
def self.create_lm_ntlm_responses(user, pass, challenge_key, domain = '', default_name = '', default_domain = '',
dns_host_name = '', dns_domain_name = '', chall_MsvAvTimestamp = nil, spnopt = {}, opt = {} )
usentlm2_session = opt[:usentlm2_session] != nil ? opt[:usentlm2_session] : true
use_ntlmv2 = opt[:use_ntlmv2] != nil ? opt[:use_ntlmv2] : false
send_lm = opt[:send_lm] != nil ? opt[:send_lm] : true
send_ntlm = opt[:send_ntlm] != nil ? opt[:send_ntlm] : true
#calculate the lm/ntlm response
resp_lm = "\x00" * 24
resp_ntlm = "\x00" * 24
client_challenge = Rex::Text.rand_text(8)
ntlm_cli_challenge = ''
if send_ntlm #should be default
if usentlm2_session
if use_ntlmv2
ntlm_cli_challenge = self.make_ntlmv2_clientchallenge(default_domain, default_name, dns_domain_name,
dns_host_name,client_challenge ,
chall_MsvAvTimestamp, spnopt)
if self.is_pass_ntlm_hash?(pass)
argntlm = {
:ntlmv2_hash => CRYPT::ntlmv2_hash(
user,
[ pass.upcase()[33,65] ].pack('H32'),
domain,{:pass_is_hash => true}
),
:challenge => challenge_key
}
else
argntlm = {
:ntlmv2_hash => CRYPT::ntlmv2_hash(user, pass, domain),
:challenge => challenge_key
}
end
optntlm = { :nt_client_challenge => ntlm_cli_challenge}
ntlmv2_response = CRYPT::ntlmv2_response(argntlm,optntlm)
resp_ntlm = ntlmv2_response
if send_lm
if self.is_pass_ntlm_hash?(pass)
arglm = {
:ntlmv2_hash => CRYPT::ntlmv2_hash(
user,
[ pass.upcase()[33,65] ].pack('H32'),
domain,{:pass_is_hash => true}
),
:challenge => challenge_key
}
else
arglm = {
:ntlmv2_hash => CRYPT::ntlmv2_hash(user,pass, domain),
:challenge => challenge_key
}
end
optlm = { :client_challenge => client_challenge }
resp_lm = CRYPT::lmv2_response(arglm, optlm)
else
resp_lm = "\x00" * 24
end
else # ntlm2_session
if self.is_pass_ntlm_hash?(pass)
argntlm = {
:ntlm_hash => [ pass.upcase()[33,65] ].pack('H32'),
:challenge => challenge_key
}
else
argntlm = {
:ntlm_hash => CRYPT::ntlm_hash(pass),
:challenge => challenge_key
}
end
optntlm = { :client_challenge => client_challenge}
resp_ntlm = CRYPT::ntlm2_session(argntlm,optntlm).join[24,24]
# Generate the fake LANMAN hash
resp_lm = client_challenge + ("\x00" * 16)
end
else # we use lmv1/ntlmv1
if self.is_pass_ntlm_hash?(pass)
argntlm = {
:ntlm_hash => [ pass.upcase()[33,65] ].pack('H32'),
:challenge => challenge_key
}
else
argntlm = {
:ntlm_hash => CRYPT::ntlm_hash(pass),
:challenge => challenge_key
}
end
resp_ntlm = CRYPT::ntlm_response(argntlm)
if send_lm
if self.is_pass_ntlm_hash?(pass)
arglm = {
:lm_hash => [ pass.upcase()[0,32] ].pack('H32'),
:challenge => challenge_key
}
else
arglm = {
:lm_hash => CRYPT::lm_hash(pass),
:challenge => challenge_key
}
end
resp_lm = CRYPT::lm_response(arglm)
else
#when windows does not send lm in ntlmv1 type response,
# it gives lm response the same value as ntlm response
resp_lm = resp_ntlm
end
end
else #send_ntlm = false
#lmv2
if usentlm2_session && use_ntlmv2
if self.is_pass_ntlm_hash?(pass)
arglm = {
:ntlmv2_hash => CRYPT::ntlmv2_hash(
user,
[ pass.upcase()[33,65] ].pack('H32'),
domain,{:pass_is_hash => true}
),
:challenge => challenge_key
}
else
arglm = {
:ntlmv2_hash => CRYPT::ntlmv2_hash(user,pass, domain),
:challenge => challenge_key
}
end
optlm = { :client_challenge => client_challenge }
resp_lm = CRYPT::lmv2_response(arglm, optlm)
else
if self.is_pass_ntlm_hash?(pass)
arglm = {
:lm_hash => [ pass.upcase()[0,32] ].pack('H32'),
:challenge => challenge_key
}
else
arglm = {
:lm_hash => CRYPT::lm_hash(pass),
:challenge => challenge_key
}
end
resp_lm = CRYPT::lm_response(arglm)
end
resp_ntlm = ""
end
return resp_lm, resp_ntlm, client_challenge, ntlm_cli_challenge
end
# create the session key
def self.create_session_key(server_ntlmssp_flags, user, pass, domain, challenge_key,
client_challenge = '', ntlm_cli_challenge = '' , opt = {} )
usentlm2_session = opt[:usentlm2_session] != nil ? opt[:usentlm2_session] : true
use_ntlmv2 = opt[:use_ntlmv2] != nil ? opt[:use_ntlmv2] : false
send_lm = opt[:send_lm] != nil ? opt[:send_lm] : true
send_ntlm = opt[:send_ntlm] != nil ? opt[:send_ntlm] : true
use_lanman_key = opt[:use_lanman_key] != nil ? opt[:use_lanman_key] : false
# Create the sessionkey (aka signing key, aka mackey) and encrypted session key
# Server will decide for key_size and key_exchange
enc_session_key = ''
signing_key = ''
# Set default key size and key exchange values
key_size = 40
key_exchange = false
# Remove ntlmssp.negotiate56
ntlmssp_flags &= 0x7fffffff
# Remove ntlmssp.negotiatekeyexch
ntlmssp_flags &= 0xbfffffff
# Remove ntlmssp.negotiate128
ntlmssp_flags &= 0xdfffffff
# Check the keyexchange
if server_ntlmssp_flags & CONST::NEGOTIATE_KEY_EXCH != 0 then
key_exchange = true
ntlmssp_flags |= CONST::NEGOTIATE_KEY_EXCH
end
# Check 128bits
if server_ntlmssp_flags & CONST::NEGOTIATE_128 != 0 then
key_size = 128
ntlmssp_flags |= CONST::NEGOTIATE_128
ntlmssp_flags |= CONST::NEGOTIATE_56
# Check 56bits
else
if server_ntlmssp_flags & CONST::NEGOTIATE_56 != 0 then
key_size = 56
ntlmssp_flags |= CONST::NEGOTIATE_56
end
end
# Generate the user session key
lanman_weak = false
if send_ntlm # Should be default
if usentlm2_session
if use_ntlmv2
if self.is_pass_ntlm_hash?(pass)
user_session_key = CRYPT::ntlmv2_user_session_key(user,
[ pass.upcase()[33,65] ].pack('H32'),
domain,
challenge_key, ntlm_cli_challenge,
{:pass_is_hash => true})
else
user_session_key = CRYPT::ntlmv2_user_session_key(user, pass, domain,
challenge_key, ntlm_cli_challenge)
end
else
if self.is_pass_ntlm_hash?(pass)
user_session_key = CRYPT::ntlm2_session_user_session_key([ pass.upcase()[33,65] ].pack('H32'),
challenge_key,
client_challenge,
{:pass_is_hash => true})
else
user_session_key = CRYPT::ntlm2_session_user_session_key(pass, challenge_key,
client_challenge)
end
end
else # lmv1/ntlmv1
# lanman_key may also be used without ntlm response but it is not so much used
# so we don't care about this feature
if send_lm && use_lanman_key
if self.is_pass_ntlm_hash?(pass)
user_session_key = CRYPT::lanman_session_key([ pass.upcase()[0,32] ].pack('H32'),
challenge_key,
{:pass_is_hash => true})
else
user_session_key = CRYPT::lanman_session_key(pass, challenge_key)
end
lanman_weak = true
else
if self.is_pass_ntlm_hash?(pass)
user_session_key = CRYPT::ntlmv1_user_session_key([ pass.upcase()[33,65] ].pack('H32'),
{:pass_is_hash => true})
else
user_session_key = CRYPT::ntlmv1_user_session_key(pass)
end
end
end
else
if usentlm2_session && use_ntlmv2
if self.is_pass_ntlm_hash?(pass)
user_session_key = CRYPT::lmv2_user_session_key(user, [ pass.upcase()[33,65] ].pack('H32'),
domain,
challenge_key, client_challenge,
{:pass_is_hash => true})
else
user_session_key = CRYPT::lmv2_user_session_key(user, pass, domain,
challenge_key, client_challenge)
end
else
if self.is_pass_ntlm_hash?(pass)
user_session_key = CRYPT::lmv1_user_session_key([ pass.upcase()[0,32] ].pack('H32'),
{:pass_is_hash => true})
else
user_session_key = CRYPT::lmv1_user_session_key(pass)
end
end
end
user_session_key = CRYPT::make_weak_sessionkey(user_session_key,key_size, lanman_weak)
# Sessionkey and encrypted session key
if key_exchange
signing_key = Rex::Text.rand_text(16)
enc_session_key = CRYPT::encrypt_sessionkey(signing_key, user_session_key)
else
signing_key = user_session_key
end
return signing_key, enc_session_key
end
end
end
end
end
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