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Reconnaissance

First thing first, we run a quick initial nmap scan to see which ports are open and which services are running on those ports.

target="10.10.10.4"

ports=$(sudo nmap -p- --min-rate=1000 -T4 $target | grep "^[0-9]" | cut -d '/' -f 1 | tr '\\n' ',' | sed s/,$//)

sudo nmap -p$ports -sC -sV $target -vvv

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PORT    STATE SERVICE      REASON          VERSION
135/tcp open  msrpc        syn-ack ttl 127 Microsoft Windows RPC
139/tcp open  netbios-ssn  syn-ack ttl 127 Microsoft Windows netbios-ssn
445/tcp open  microsoft-ds syn-ack ttl 127 Windows XP microsoft-ds
Service Info: OSs: Windows, Windows XP; CPE: cpe:/o:microsoft:windows, cpe:/o:microsoft:windows_xp

Host script results:
| smb-security-mode: 
|   account_used: guest
|   authentication_level: user
|   challenge_response: supported
|_  message_signing: disabled (dangerous, but default)
| nbstat: NetBIOS name: LEGACY, NetBIOS user: <unknown>, NetBIOS MAC: 00:50:56:b9:14:44 (VMware)
| Names:
|   LEGACY<00>           Flags: <unique><active>
|   HTB<00>              Flags: <group><active>
|   LEGACY<20>           Flags: <unique><active>
|   HTB<1e>              Flags: <group><active>
|   HTB<1d>              Flags: <unique><active>
|   \\x01\\x02__MSBROWSE__\\x02<01>  Flags: <group><active>
| Statistics:
|   00:50:56:b9:14:44:00:00:00:00:00:00:00:00:00:00:00
|   00:00:00:00:00:00:00:00:00:00:00:00:00:00:00:00:00
|_  00:00:00:00:00:00:00:00:00:00:00:00:00:00
| smb-os-discovery: 
|   OS: Windows XP (Windows 2000 LAN Manager)
|   OS CPE: cpe:/o:microsoft:windows_xp::-
|   Computer name: legacy
|   NetBIOS computer name: LEGACY\\x00
|   Workgroup: HTB\\x00
|_  System time: 2024-05-03T19:33:51+03:00
|_clock-skew: mean: 5d00h27m38s, deviation: 2h07m16s, median: 4d22h57m38s
| p2p-conficker: 
|   Checking for Conficker.C or higher...
|   Check 1 (port 40600/tcp): CLEAN (Couldn't connect)
|   Check 2 (port 59028/tcp): CLEAN (Couldn't connect)
|   Check 3 (port 50902/udp): CLEAN (Failed to receive data)
|   Check 4 (port 38298/udp): CLEAN (Failed to receive data)
|_  0/4 checks are positive: Host is CLEAN or ports are blocked
|_smb2-security-mode: Couldn't establish a SMBv2 connection.
|_smb2-time: Protocol negotiation failed (SMB2)

We get back the following result showing that these ports are open:

Similarly, we run an nmap scan with the -sU flag enabled to run a UDP scan.

sudo nmap -Pn -sU --open -p- --min-rate 10000 $target

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PORT     STATE         SERVICE
123/udp  open          ntp
137/udp  open          netbios-ns
138/udp  open|filtered netbios-dgm
445/udp  open|filtered microsoft-ds
500/udp  open|filtered isakmp
1025/udp open|filtered blackjack
1900/udp open|filtered upnp
4500/udp open|filtered nat-t-ike

Enumeration

Neither smbmap nor smbclient nor netexec show any ability to log in without authentication:

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SMB has had its fair share of vulnerabilities in the past, so let’s first run nmap scripts to determine if it is vulnerable.