Task 5 - Core Dumped - (Reverse Engineering, Cryptography) Points: 500

Description:

The FBI knew who that was, and got a warrant to seize their laptop. It looks like they had an encrypted file, which may be of use to your investigation.

We believe that the attacker may have been clever and used the same RSA key that they use for SSH to encrypt the file. We asked the FBI to take a core dump of ssh-agent that was running on the attacker's computer.

Extract the attacker's private key from the core dump, and use it to decrypt the file.

Hint: if you have the private key in PEM format, you should be able to decrypt the file with the command openssl pkeyutl -decrypt -inkey privatekey.pem -in data.enc

Downloads:

• Core dump of ssh-agent from the attacker's computer (core)
• ssh-agent binary from the attacker's computer. The computer was running Ubuntu 20.04. (ssh-agent)
• Encrypted data file from the attacker's computer (data.enc)

Prompt:

Enter the token value extracted from the decrypted file.

Solution

This might be the hardest challenge in the whole competition because of how deep it takes you into reverse engineering the binary. The only other that might be a contender is Task 8.

There are 8 phases to solving this:

<!-- 1. Understanding theory of ssh-agent 2. Reverse engineering 3. Looking for functions 4. Finding `idtab` 5. Finding where key is stored 6. Parsing sshkey elements: `shielded_private`, etc 7. Decrypting shielded private key 8. Understanding blob structure and formatting private key 9. Solved! -->

1. ssh-agent theory
2. Reverse engineering
   1. Initial inspections
   2. Looking in source code
3. Looking for functions
4. Looking for idtab and shielded private key
5. Decrypting the shielded private key
6. Parsing the decrypted private key blob
7. RSA key as .pem
8. Decrypt data.enc

ssh-agent theory

The first thing to do is understand what role ssh-agent plays and how it stores and uses private keys.

When I was researching, I found this resource: http://www.unixwiz.net/techtips/ssh-agent-forwarding.html. It has a very good explanation of what exactly the purpose and role of ssh-agent is in ssh (Go read, if you haven't). The way that ssh-agent supports ssh is that it keeps loads the private keys into memory once when the user starts it. Then, whenever the user needs to make a connection to a remote host, the authentication is forwarded to the ssh-agent which then uses the private key to produce a response for the authentication challenge. It also helps with forwarding where if a user connects to a host and then further connects from there to another host using ssh, the authentication challenge is forwarded all the way back to the original user's host where the agent produces a response and then gets forwarded back to the end host which sent the challenge.

I highly recommend reading the article.

So, the way that the ssh-agent stores the private keys is only in memory and after the user has unlocked it once at the beginning using a passphrase. Fortunately, this means that getting a coredump of a running ssh-agent binary with the private key loaded in memory would allow us to extract it from the coredump. Later we'll see that the binary keeps these keys in memory in encrypted form, but it's possible to get around that.

Other resources:

• https://stackoverflow.com/questions/2976496/how-to-extract-private-keys-from-an-ssh-agent
• http://www.unixwiz.net/techtips/ssh-agent-forwarding.html
• https://www.netspi.com/blog/technical/network-penetration-testing/stealing-unencrypted-ssh-agent-keys-from-memory/
• https://github.com/NetSPI/sshkey-grab/blob/75f1028a762936d004ae9a9bcd9fb51d9b4e1d99/parse_mem.py#L37

Reverse Engineering

In order to reverse engineer the binary and see how it is working, we need to use pwndbg. I initially had problems getting it to work with the dump and binary provided, but after reinstalling pwndbg, it worked. This is far better than using stock gdb.

Keep in mind that pretty everything now onwards can fall under Reverse Engineering.

Initial inspections

Let's load the binary in gdb with the core dump. To load the binary with the coredump:

$ sudo gdb ssh-agent --core=core

Observations from just loading in gdb:

1. The rip is at an invalid address:

──────────────────────────[ DISASM / x86-64 / set emulate on ]───────────────────────────
Invalid address 0x7f8c72ae3967

2. Looking at vmmap to see how the memory is laid out:

pwndbg> vmmap
LEGEND: STACK | HEAP | CODE | DATA | RWX | RODATA
    0x5585d287b000     0x5585d2881000 r--p     6000 0      /usr/bin/ssh-agent
    0x5585d28cf000     0x5585d28d1000 r--p     2000 53000  /usr/bin/ssh-agent
    0x5585d28d1000     0x5585d28d2000 ---p     1000 55000  /usr/bin/ssh-agent
    0x5585d28d2000     0x5585d28d4000 ---p     2000 0      load4
    0x5585d30b2000     0x5585d30f4000 ---p    42000 0      load5
    0x7f8c729a6000     0x7f8c729a8000 ---p     2000 0      load6
    0x7f8c729a8000     0x7f8c729ae000 r--p     6000 0      /usr/lib/x86_64-linux-gnu/libpthread-2.31.so
    0x7f8c729c5000     0x7f8c729c6000 r--p     1000 1c000  /usr/lib/x86_64-linux-gnu/libpthread-2.31.so
    0x7f8c729c6000     0x7f8c729c7000 ---p     1000 1d000  /usr/lib/x86_64-linux-gnu/libpthread-2.31.so
    0x7f8c729c7000     0x7f8c729cb000 ---p     4000 0      load10
    0x7f8c729cb000     0x7f8c729cc000 r--p     1000 0      /usr/lib/x86_64-linux-gnu/libdl-2.31.so
    0x7f8c729cf000     0x7f8c729d0000 r--p     1000 3000   /usr/lib/x86_64-linux-gnu/libdl-2.31.so
    0x7f8c729d0000     0x7f8c729d1000 ---p     1000 4000   /usr/lib/x86_64-linux-gnu/libdl-2.31.so
    0x7f8c729d1000     0x7f8c729f3000 r--p    22000 0      /usr/lib/x86_64-linux-gnu/libc-2.31.so
    0x7f8c72bb9000     0x7f8c72bbd000 r--p     4000 1e7000 /usr/lib/x86_64-linux-gnu/libc-2.31.so
    0x7f8c72bbd000     0x7f8c72bbf000 ---p     2000 1eb000 /usr/lib/x86_64-linux-gnu/libc-2.31.so
    0x7f8c72bbf000     0x7f8c72bc3000 ---p     4000 0      load17
    0x7f8c72bc3000     0x7f8c72c3b000 r--p    78000 0      /usr/lib/x86_64-linux-gnu/libcrypto.so.1.1
    0x7f8c72e67000     0x7f8c72e93000 r--p    2c000 2a3000 /usr/lib/x86_64-linux-gnu/libcrypto.so.1.1
    0x7f8c72e93000     0x7f8c72e95000 ---p     2000 2cf000 /usr/lib/x86_64-linux-gnu/libcrypto.so.1.1
    0x7f8c72e95000     0x7f8c72e9b000 ---p     6000 0      load21
    0x7f8c72e9e000     0x7f8c72e9f000 r--p     1000 0      /usr/lib/x86_64-linux-gnu/ld-2.31.so
    0x7f8c72ecb000     0x7f8c72ecc000 r--p     1000 2c000  /usr/lib/x86_64-linux-gnu/ld-2.31.so
    0x7f8c72ecc000     0x7f8c72ecd000 ---p     1000 2d000  /usr/lib/x86_64-linux-gnu/ld-2.31.so
    0x7f8c72ecd000     0x7f8c72ece000 ---p     1000 0      load25
    0x7ffe2962f000     0x7ffe29650000 rw-p    21000 0      [stack]
    0x7ffe2975b000     0x7ffe2975d000 r-xp     2000 0      load27
0xffffffffff600000 0xffffffffff601000 r-xp     1000 0      [vsyscall]

This shows a few things

1. There isn'ta segment marked as heap
2. There is a stack though
3. It has some segments marked as load4, load5, load25, etc. which have different sizes.

Telescoping the stack shows something interesting:

pwndbg> telescope rsp
00:0000│ rsp 0x7ffe2964df58 ◂— 0x5585d28838d1
01:0008│     0x7ffe2964df60 ◂— 0xffff6
02:0010│     0x7ffe2964df68 —▸ 0x7ffe2964dfa0 ◂— 0x1
03:0018│     0x7ffe2964df70 ◂— 0x5
04:0020│     0x7ffe2964df78 ◂— 0xffff6
...
...
1b:00d8│  0x7ffe2964e030 —▸ 0x7f8c72bc22e8 (X509_verify_cert+296) ◂— 0x0
1c:00e0│  0x7ffe2964e038 ◂— 0x5585d28a7550

At an offset of 0x00d8 from rsp, there is a pointer to X509_verify_cert+296 which sounds interesting from the name. It seems to be doing some x509 cert verification judging from the name, which might be useful because it's at least something. It doesn't really come in too handy later on but for now it gives us some hanlde on things.

pwndbg> p &X509_verify_cert
$2 = (<text variable, no debug info> *) 0x7f8c72bc21c0 <__pthread_keys+10016>

Looking in source code

The source code can be found at https://github.com/openssh/openssh-portable/blob/master/ssh-agent.c

One interesting thing I saw was on line 2229:

#ifdef HAVE_SETRLIMIT
	/* deny core dumps, since memory contains unencrypted private keys */

Interesting that it prevents coredump, but we already have it provided for us. But one thing it tells us is that we're looking in the right place (source code) for private keys, it does store it in memory somewhere---we just need to find where.

Next, looking through the source, I found the reaper() function which "removes expired keys and returns number of seconds until the next expiry". This seems interesting because in order to remove the expired keys, the program would have to access the location where the keys are stored. So, we can follow the logic to get to that location. I was able to also find it in Ghidra.

To find the function in gdb, I tried looking for the string and matching instructions, as well as tried other things. At this point, I was focusing on function in the source code finding them and in Ghidra and then locating them in gdb. I was using a gdb session of the ssh-agent binary without the coredump.

I spent some time looking for and analysing the reaper function, it ultimately wasn't as useful as I had hoped but I did get a few important insights from it. In the source code for the reaper() function, there are interesting variables being used.

1. The variables of type Identity:

	Identity *id, *nxt;

1. There is pointer being used to get what seems to be a linked list of identities:

	for (id = TAILQ_FIRST(&idtab->idlist); id; id = nxt) {
        ...
        			TAILQ_REMOVE(&idtab->idlist, id, next);
                    ...
        ...

The idtab variable looks very interesting beacuse it either is the place where the identities are stored or is a handle to where the identities are stored.

Looking for functions

I looked for the main() function by starting gdb and then stepping through the instructions in __libc_start_main until I came to this point:

► 0x7ffff7801e3b <__libc_start_main+123>    call   __libc_start_call_main                <__libc_start_call_main>
        rdi: 0x55555555c1d0 ◂— endbr64
        rsi: 0x1
        rdx: 0x7fffffffda78 —▸ 0x7fffffffde3d ◂— '/home/zaid/CTFs/NSA22/task_5/downloads/ssh-agent'

The value in rdi is a pointer to a some instructions. I inspected the instructions at that location and compared with Ghidra and source code to see if this was main(). I looked for the Ghidra function by looking at the last bytes, because even with ASLR, the last bytes remain same. One indication is the use of getgid() and setegid(). The functions matched and so I was fairly sure that this was main().

As I was working on reverse engineering, I kept note and track of the locations of functions in a separate file and I also prefixed the Ghidra function names with the actual names (as I understood).

I also looked at the coredump and it didn't seem to have any code sections, which made me drop looking for functions in it and decided to find the private key storage location in the gdb binary (without coredump) and then correspond it in the coredump later.

I also did a similar approach to find sanitise_stdfd(), platform_disable_tracing(), ssh_get_progname() and seed_rng() in gdb.

There was a problem executing platform_disable_tracing() but if I jumped over it, things worked fine.

While looking through the source code, I found that in line 2145, it calls the function getpid() and then stores the value in parent_pid.

	parent_pid = getpid();

In Ghidra, this looked like this:

DAT_00156014 = getpid();

This is interesting because the variable is a global variable---declared as a global variable in the source code, and assigned to a DAT_ variable in Ghidra which means that it is a global variable. And that is interesting because these are usually stored in the heap segment. So, if we can correspond the section in the coredump, then we can find the segment which is should have the private key, making the reasonable assumption that the private key is stored using malloc and in the heap. In gdb, the instruction looked like this:

► 0x55555555c55f    mov    dword ptr [rip + 0x4daaf], eax

So, the value gets stored at rip + 0x4daaf. Let's see what it looks like around there:

pwndbg> telescope $rip+0x4daaf
00:0000│  0x5555555aa00e ◂— 0xffff000000020000
01:0008│  0x5555555aa016 ◂— 0x20ffffffffffff
02:0010│  0x5555555aa01e ◂— 0x1000000020000
03:0018│  0x5555555aa026 ◂— 0x30000
04:0020│  0x5555555aa02e ◂— 0xffffffffffff0000
05:0028│  0x5555555aa036 ◂— 0x10000003fffff
06:0030│  0x5555555aa03e ◂— 0x10000
07:0038│  0x5555555aa046 ◂— 0x555555582a880000

pwndbg> vmmap $rip+0x4daaf
LEGEND: STACK | HEAP | CODE | DATA | RWX | RODATA
    0x5555555aa000     0x5555555ab000 rw-p     1000 55000  /home/zaid/CTFs/NSA22/task_5/downloads/ssh-agent +0xe

The address is at an offset of +0xe in the vmmap segment. The vmmap segment is of size 1000 and matches with the coredump vmmap segment:

    0x5585d28d1000     0x5585d28d2000 ---p     1000 55000  /usr/bin/ssh-agent

Now, lets see what is at the same offset in the coredump segment:

pwndbg> telescope 0x5585d28d1000+0xe
00:0000│  0x5585d28d100e ◂— 0x12000000020000
01:0008│  0x5585d28d1016 ◂— 0x20ffffffff0000
02:0010│  0x5585d28d101e ◂— 0x20000
03:0018│  0x5585d28d1026 ◂— 0x30000
04:0020│  0x5585d28d102e ◂— 0xffffffffffff0000
05:0028│  0x5585d28d1036 ◂— 0x10000003fffff
06:0030│  0x5585d28d103e ◂— 0x10000
07:0038│  0x5585d28d1046 ◂— 0x5585d28a9a880000

If we look at the values stored here, they are exactly the same, except for the first one which I assume is going to be assigned after the instruction or later. This tells us that we are probably looking at the right location for where the parent_pid is stored. We can also assume that around this place is where the global variables are stored.

At this point, the program forks a child process at line 2190 in the source code. In Ghidra, at line 155:

pid_Var7 = fork();

We want to follow the child process because the parent executes some logic and then exits. In the source, lines 2195-2215:

	if (pid != 0) {		/* Parent - execute the given command. */
		close(sock);
		snprintf(pidstrbuf, sizeof pidstrbuf, "%ld", (long)pid);
		if (ac == 0) {
			format = c_flag ? "setenv %s %s;\n" : "%s=%s; export %s;\n";
			printf(format, SSH_AUTHSOCKET_ENV_NAME, socket_name,
			    SSH_AUTHSOCKET_ENV_NAME);
			printf(format, SSH_AGENTPID_ENV_NAME, pidstrbuf,
			    SSH_AGENTPID_ENV_NAME);
			printf("echo Agent pid %ld;\n", (long)pid);
			exit(0);
		}
		if (setenv(SSH_AUTHSOCKET_ENV_NAME, socket_name, 1) == -1 ||
		    setenv(SSH_AGENTPID_ENV_NAME, pidstrbuf, 1) == -1) {
			perror("setenv");
			exit(1);
		}
		execvp(av[0], av);
		perror(av[0]);
		exit(1);
	}

For that, we can set the option in gdb: set follow-fork-mode child. FOllowing the child is useful because it sets up some sockets and calls some ssh related functions: (lines 2241-2251)

#ifdef ENABLE_PKCS11
	pkcs11_init(0);
#endif
	new_socket(AUTH_SOCKET, sock);
	if (ac > 0)
		parent_alive_interval = 10;
	idtab_init();
	ssh_signal(SIGPIPE, SIG_IGN);
	ssh_signal(SIGINT, (d_flag | D_flag) ? cleanup_handler : SIG_IGN);
	ssh_signal(SIGHUP, cleanup_handler);
	ssh_signal(SIGTERM, cleanup_handler);

I then continued to look for interesting functions which references id related structs or arguments, etc. I saw the pkcs11_init() function which I looked into. It seemed to be initialising some stroage for pkcs providers. The source was at: https://github.com/openssh/openssh-portable/blob/97f9b6e61316c97a32dad94b7a37daa9b5f6b836/ssh-pkcs11.c. I didn't find too much here.

I also found the idtab_init() function which I thought was potentially very important. The function is very short but it importantly assigns idtab (I thought it was potentially important but didn't realise it's full importance at the time). The function is at lines 210-216:

static void
idtab_init(void)
{
	idtab = xcalloc(1, sizeof(*idtab));
	TAILQ_INIT(&idtab->idlist);
	idtab->nentries = 0;
}

Looking at what exactly idtab is at lines 149-155:

struct idtable {
	int nentries;
	TAILQ_HEAD(idqueue, identity) idlist;
};

/* private key table */
struct idtable *idtab;

It looks like a linked list of identities.

The xcalloc uses sizeof(*idtab) which is 0x18 when I break at the function call and look at arguments and also according to Ghidra. The calloc return value was RAX 0x5555555c9140 ◂— 0x0 which then got stored into the idtab global variable as: 0x5555555aa7c0 —▸ 0x5555555c9140 ◂— 0x0 (in gdb). The instructions in Ghidra looked like this (I renamed the idtab_init function):

        puVar14 = (undefined4 *)idtab_init_FUN_0011baf0(1,0x18);
        DAT_001567c0 = puVar14;

Looking at the vmmap for this gdb address and telescoping:

pwndbg> vmmap 0x5555555aa7c0
LEGEND: STACK | HEAP | CODE | DATA | RWX | RODATA
    0x5555555aa000     0x5555555ab000 rw-p     1000 55000  /home/zaid/CTFs/NSA22/task_5/downloads/ssh-agent +0x7c0

pwndbg> telescope $rip+0x4d8dc
00:0000│  0x5555555aa7c0 —▸ 0x5555555c9140 ◂— 0x0
01:0008│  0x5555555aa7c8 ◂— 0x0
... ↓     2 skipped
04:0020│  0x5555555aa7e0 ◂— '/tmp/ssh-avGuDr88j45x/agent.54645'
05:0028│  0x5555555aa7e8 ◂— '-avGuDr88j45x/agent.54645'
06:0030│  0x5555555aa7f0 ◂— '8j45x/agent.54645'
07:0038│  0x5555555aa7f8 ◂— 'ent.54645'

The vmmap segment in the coredump which looks similar to this one is (see above for full coredump vmmap):

LEGEND: STACK | HEAP | CODE | DATA | RWX | RODATA
...
    0x5585d28d1000     0x5585d28d2000 ---p     1000 55000  /usr/bin/ssh-agent
...

Looking at the same offset in this coredump segment:

pwndbg> telescope 0x5585d28d1000+0x7c0
00:0000│  0x5585d28d17c0 —▸ 0x5585d30ce3c0 ◂— 0x1
01:0008│  0x5585d28d17c8 ◂— 0x0
... ↓     2 skipped
04:0020│  0x5585d28d17e0 ◂— '/tmp/ssh-gH19cuv11Hop/agent.18'
05:0028│  0x5585d28d17e8 ◂— '-gH19cuv11Hop/agent.18'
06:0030│  0x5585d28d17f0 ◂— '11Hop/agent.18'
07:0038│  0x5585d28d17f8 ◂— 0x38312e746e65 /* 'ent.18' */

We can see that it looks similar, so we can make a reasonable conclusion that this is where the idtab global variable is stored in the coredump.

I did a bunch of stuff here at this point, before and during resolving the idtab location in gdb and the coredump, which was me tryng different things to see if something works. I was looking at things related to the address that calloc returns. I wasn't seeing the address in the heap chunks and was trying to figure things out related to that. I also looked at some stuff related to the prepare_poll() and poll() functions. I also looked at the (returned) pkcs11_provider struct, the pkcs11_provider_lookup() function, the pkcs11_key struct, etc. I looked at these because I thought these would lead me some place where the identities are managed, because pkcs11 seemed related.

While I was doing these things, I also stumbled upon a region (when looking at the calloc pointers) which seemed to hold a lot of pointers to places and I was thinking this was useful and perhaps pointers to where the different identities are stored.

0x5585d30d2290: 0x00005585d30d22a0      0x0000000000000031
pwndbg>
0x5585d30d22a0: 0x00005585d30d03f0      0x00005585d30d1410
0x5585d30d22b0: 0x0000000000000000      0x0000000000000000
0x5585d30d22c0: 0x0000000000000030      0x00000000000000a0
0x5585d30d22d0: 0x0000000000000000      0x00005585d30b2010
0x5585d30d22e0: 0x00005585d30d1a50      0x00005585d30d1ad0
0x5585d30d22f0: 0x00005585d30d1b50      0x00005585d30d1bf0
0x5585d30d2300: 0x00005585d30d1c50      0x00005585d30d1d30
0x5585d30d2310: 0x00005585d30d1d90      0x00005585d30d1e30
0x5585d30d2320: 0x00005585d30d1f00      0x00005585d30d1f60
0x5585d30d2330: 0x00005585d30d21f0      0x00005585d30d2270
0x5585d30d2340: 0x0000000000000000      0x0000000000000000

The pointers seemed to be in chunks, where there would be a bunch of null 64-bit values in between locations that have multiple 64-bit pointers.

Telescoping to see what these are:

pwndbg> telescope 0x5585d30d2290
00:0000│  0x5585d30d2290 —▸ 0x5585d30d22a0 —▸ 0x5585d30d03f0 —▸ 0x5585d30d0400 —▸ 0x7f8c72bbdc00 (X509_TRUST_get_by_id) ◂— ...
01:0008│  0x5585d30d2298 ◂— 0x31 /* '1' */
02:0010│  0x5585d30d22a0 —▸ 0x5585d30d03f0 —▸ 0x5585d30d0400 —▸ 0x7f8c72bbdc00 (X509_TRUST_get_by_id) —▸ 0x5585d30d3160 ◂— ...
03:0018│  0x5585d30d22a8 —▸ 0x5585d30d1410 —▸ 0x5585d30d1420 —▸ 0x5585d30d2290 —▸ 0x5585d30d22a0 ◂— ...
04:0020│  0x5585d30d22b0 ◂— 0x0
05:0028│  0x5585d30d22b8 ◂— 0x0
06:0030│  0x5585d30d22c0 ◂— 0x30 /* '0' */
07:0038│  0x5585d30d22c8 ◂— 0xa0
08:0040│  0x5585d30d22d0 ◂— 0x0
09:0048│  0x5585d30d22d8 —▸ 0x5585d30b2010 ◂— 0x7000400070007
0a:0050│  0x5585d30d22e0 —▸ 0x5585d30d1a50 ◂— 0x0
0b:0058│  0x5585d30d22e8 —▸ 0x5585d30d1ad0 ◂— 0x0
0c:0060│  0x5585d30d22f0 —▸ 0x5585d30d1b50 —▸ 0x5585d30d1a40 ◂— 0x0
0d:0068│  0x5585d30d22f8 —▸ 0x5585d30d1bf0 ◂— 0x0
0e:0070│  0x5585d30d2300 —▸ 0x5585d30d1c50 ◂— 0x0
0f:0078│  0x5585d30d2308 —▸ 0x5585d30d1d30 ◂— 0x0
10:0080│  0x5585d30d2310 —▸ 0x5585d30d1d90 ◂— 0x0
11:0088│  0x5585d30d2318 —▸ 0x5585d30d1e30 —▸ 0x5585d30d1c40 ◂— 0x0
12:0090│  0x5585d30d2320 —▸ 0x5585d30d1f00 ◂— 0x0
13:0098│  0x5585d30d2328 —▸ 0x5585d30d1f60 ◂— 0x0
14:00a0│  0x5585d30d2330 —▸ 0x5585d30d21f0 ◂— 0x0
15:00a8│  0x5585d30d2338 —▸ 0x5585d30d2270 ◂— 0x0
16:00b0│  0x5585d30d2340 ◂— 0x0
17:00b8│  0x5585d30d2348 ◂— 0x0

I did some stuff with this and tried to format it as a key and use it decrypt the data.enc file, decode with asn1, etc. but those things didn't work because it was wrong and this is not the key or the identities.

I spent a lot of time on these tangents. But realising that I could and should follow the idtab variable because it is a global variable was a clicking point for me.

Looking for idtab and shielded private key

Going back to following idtab, the following structs and definitions are useful:

struct idtable {
	int nentries;
	TAILQ_HEAD(idqueue, identity) idlist;
};

#define TAILQ_HEAD(name, type)						\
struct name {								\
	struct type *tqh_first;	/* first element */			\
	struct type **tqh_last;	/* addr of last next element */		\
}

typedef struct identity {
	TAILQ_ENTRY(identity) next;
	struct sshkey *key;
	char *comment;
	char *provider;
	time_t death;
	u_int confirm;
	char *sk_provider;
	struct dest_constraint *dest_constraints;
	size_t ndest_constraints;
} Identity;

#define TAILQ_ENTRY(type)						\
struct {								\
	struct type *tqe_next;	/* next element */			\
	struct type **tqe_prev;	/* address of previous next element */	\
}

In the coredump, the address where the idtab global variable is located is 0x5585d28d17c0 corresponding to the same offset in the vmmap region. It points to this location:

pwndbg> telescope 0x5585d28d1000+0x7c0
00:0000│  0x5585d28d17c0 —▸ 0x5585d30ce3c0 ◂— 0x1

Then, the idtab struct (not the pointer to it) looks like this:

pwndbg> telescope 0x5585d30ce3c0
00:0000│  0x5585d30ce3c0 ◂— 0x1
01:0008│  0x5585d30ce3c8 —▸ 0x5585d30d3b90 ◂— 0x0
02:0010│  0x5585d30ce3d0 —▸ 0x5585d30d3b90 ◂— 0x0
03:0018│  0x5585d30ce3d8 ◂— 0x1e1
04:0020│  0x5585d30ce3e0 ◂— 0x0
05:0028│  0x5585d30ce3e8 —▸ 0x5585d30b2010 ◂— 0x7000400070007
06:0030│  0x5585d30ce3f0 ◂— 0x0
07:0038│  0x5585d30ce3f8 ◂— 0x0

pwndbg> x/4gx 0x5585d30ce3c0
0x5585d30ce3c0: 0x0000000000000001      0x00005585d30d3b90
0x5585d30ce3d0: 0x00005585d30d3b90      0x00000000000001e1

Now what we are going to do is try and manually parse the structs that are present in memory by using the definitions in the source code. So,idtab is an idtable struct and after resolving the TAILQ_HEAD macro, it should look like below. I have also added the values that correspond to the struct elements by corresponding it with the x/4gx command above.

struct idtable {
	int nentries; = 0x1
  struct idqueue idlist {
    struct identity *tqh_first;	= 0x5585d30d3b90 ◂— 0x0  (only 1 elem so both first and last are same)
    struct identity **tqh_last;	= 0x5585d30d3b90 ◂— 0x0
  }
};

This kind of manual parsing of the structs from the memory required a little guessing as well about the size of each data type and which value corresponds to which struct element, etc. For people following along, this wasn't something I did perfectly by just looking at it at first glance.

This shows us that there is only 0x1 entry in the idtable and the tqh_first and tqh_last both point to the same address. This is because there is only one entry in the idtable which is a double-ended linked list. This single entry is located at 0x5585d30d3b90 and is of an identity struct. The struct definition for an identity (with the macros resolved) along with the values for each element are below:

typedef struct identity {
  struct {
    struct identity *tqe_next;  = 0x0
    struct identity **tqe_prev;	= 0x5585d30ce3c8 —▸ 0x5585d30d3b90 ◂— 0x0 (prev -> idtab.idlist.tqhfirst -> this)
  } next;

	struct sshkey *key; = 0x5585d30d1ee0 ◂— 0x0
	char *comment;      = 0x5585d30cfc00 ◂— 'T5upqypQDpDE9kBYlQsOAw'
	char *provider;     = 0x0000000000000000
	time_t death;       = 0x0000000000000000
	u_int confirm;
	char *sk_provider;
	struct dest_constraint *dest_constraints;
	size_t ndest_constraints;
} Identity;

The TAILQ_ENTRY looks like this, defined in this file:

#define TAILQ_ENTRY(type)						\
struct {								\
	struct type *tqe_next;	/* next element */			\
	struct type **tqe_prev;	/* address of previous next element */	\
}

From this, we can see that the identity holds a pointer to an sshkey struct and the value for this pointer is 0x5585d30d1ee0. Telescoping and examining this address:

pwndbg> telescope 0x5585d30d1ee0
00:0000│  0x5585d30d1ee0 ◂— 0x0
01:0008│  0x5585d30d1ee8 —▸ 0x5585d30d50e0 ◂— 0x0
02:0010│  0x5585d30d1ef0 ◂— 0x0
03:0018│  0x5585d30d1ef8 ◂— 0xffffffff
04:0020│  0x5585d30d1f00 ◂— 0x0
... ↓     3 skipped

pwndbg> x/24gx 0x5585d30d1ee0
0x5585d30d1ee0: 0x0000000000000000      0x00005585d30d50e0
0x5585d30d1ef0: 0x0000000000000000      0x00000000ffffffff
0x5585d30d1f00: 0x0000000000000000      0x0000000000000000
0x5585d30d1f10: 0x0000000000000000      0x0000000000000000
0x5585d30d1f20: 0x0000000000000000      0x0000000000000000
0x5585d30d1f30: 0x0000000000000000      0x0000000000000000
0x5585d30d1f40: 0x0000000000000000      0x0000000000000000
0x5585d30d1f50: 0x0000000000000000      0x0000000000000000
0x5585d30d1f60: 0x0000000000000000      0x00005585d30d4ab0
0x5585d30d1f70: 0x0000000000000570      0x00005585d30d5c00
0x5585d30d1f80: 0x0000000000004000      0x0000000000000031
0x5585d30d1f90: 0x00005585d30d1650      0x00007f8c72bbdc00

Parsing the sshkey struct:

struct sshkey *key; = 0x5585d30d1ee0 ◂— 0x0
key @ `0x5585d30d1ee0`

struct sshkey {
	int	 type;        = 0x00000000
	int	 flags;       = 0x00000000
	/* KEY_RSA */
	RSA	*rsa;         = 0x00005585d30d50e0
	/* KEY_DSA */
	DSA	*dsa;         = 0x0000000000000000
	/* KEY_ECDSA and KEY_ECDSA_SK */
	int	 ecdsa_nid;	/* NID of curve */    = 0x00000000ffffffff
	EC_KEY	*ecdsa;                       = 0x0000000000000000
	/* KEY_ED25519 and KEY_ED25519_SK */
	u_char	*ed25519_sk;                  = 0x0000000000000000
	u_char	*ed25519_pk;                  = 0x0000000000000000
	/* KEY_XMSS */
	char	*xmss_name;                     = 0x0000000000000000
	char	*xmss_filename;	/* for state file updates */  = 0x0000000000000000
	void	*xmss_state;	/* depends on xmss_name, opaque */  = 0x0000000000000000
	u_char	*xmss_sk;                     = 0x0000000000000000
	u_char	*xmss_pk;                     = 0x0000000000000000
	/* KEY_ECDSA_SK and KEY_ED25519_SK */
	char	*sk_application;                = 0x0000000000000000
	uint8_t	sk_flags;                     = 0x0000000000000000
	struct sshbuf *sk_key_handle;         = 0x0000000000000000
	struct sshbuf *sk_reserved;           = 0x0000000000000000
	/* Certificates */
	struct sshkey_cert *cert;             = 0x0000000000000000
	/* Private key shielding */
	u_char	*shielded_private;            = 0x00005585d30d4ab0
	size_t	shielded_len;                 = 0x0000000000000570
	u_char	*shield_prekey;               = 0x00005585d30d5c00
	size_t	shield_prekey_len;            = 0x0000000000004000
};

This struct has something described as private key shielding. It also has an RSA *rsa value but that wasn't very helpful. Let's try and see what is stored at the addresses for shielded_private and shield_prekey; they also have the corresponding lengths which is useful.

The shielded_private length is 0x570 and in 64-bit addressing, we want to examine:

pwndbg> x/174gx 0x00005585d30d4ab0
0x5585d30d4ab0: 0x8b44180d6f8017fe      0x4f490242e641b746
0x5585d30d4ac0: 0x2d6a123566a36b9e      0xf9155b0655a2a9f1
0x5585d30d4ad0: 0x06b8470b89678f8e      0x4780366363538f44
0x5585d30d4ae0: 0x9c598b53900e5684      0x2653bc4f9351f923
0x5585d30d4af0: 0x87d93aa6a98fa707      0x5978a0df28a94128
0x5585d30d4b00: 0x0122c3dc8f0d3226      0x29eb41959cf1de1d
0x5585d30d4b10: 0xe01d1cfa645e12ff      0x45fde0c6302cbc0e
0x5585d30d4b20: 0x63d277a1dc7ed391      0x83da0930efa33199
0x5585d30d4b30: 0x4a37ed9ca8237d18      0x1560015ec4008999
0x5585d30d4b40: 0x8a6039f46f0e7ed7      0x11fb7a0cee4bc8c8
0x5585d30d4b50: 0x75aae05c832d86c2      0x07facd4decae460a
0x5585d30d4b60: 0xf99371f381b4833f      0x729523aeb85c3438
0x5585d30d4b70: 0x38b8e7d796d226f8      0xeb2aa45089ea9fab
0x5585d30d4b80: 0x9894df0067ba512b      0x5e7e1af3ced556ca
0x5585d30d4b90: 0x9ae29912ffa9da18      0x9149fdb99bf23678
0x5585d30d4ba0: 0x6ee0146d8f0d6d30      0x4adb2dab7d7ae42a
0x5585d30d4bb0: 0xb8b6e296d207e3f1      0x966479f50abc5d83
0x5585d30d4bc0: 0xba6a25745a57a898      0x64cf2cc3ff6d41e0
0x5585d30d4bd0: 0x81c6530bf542ed80      0x5bf9723a8b015595
0x5585d30d4be0: 0xb73f30921ea8fc3c      0xe7fcd4b552cd04f0
0x5585d30d4bf0: 0x792f5955b54aebdf      0xc6a9accc707ae9c0
0x5585d30d4c00: 0x7afb3e8bc3c3661e      0xcd3a5fc01a3f3458
0x5585d30d4c10: 0xf37ef1383a011956      0x4e3407943a808e3c
0x5585d30d4c20: 0x65eccfd8eadd621b      0x5cbc3a756c354373
0x5585d30d4c30: 0x84c4382dc570623b      0x966356cf6bbb90f5
0x5585d30d4c40: 0x2f80f8518e5538b3      0xf1717e1b05eb6372
0x5585d30d4c50: 0x861faba9634a81a8      0x46ab0e7e30af6705
0x5585d30d4c60: 0xd0c6539bec378f21      0xa39f55a6494b70bf
0x5585d30d4c70: 0x1ae2c4a824e7a816      0x8754253e3d5522dd
0x5585d30d4c80: 0xc8411667525729cc      0xf79c32e4eb0a6784
0x5585d30d4c90: 0x9a8a4af8a230b7c0      0x46c0f590342dd31a
0x5585d30d4ca0: 0x138698c7e8392929      0xfe7670e7d898900b
0x5585d30d4cb0: 0x9d7765e6ad3b4e6e      0xb74018118ccbc2bf
0x5585d30d4cc0: 0x1a604146086d1612      0xac346914d5195df3
0x5585d30d4cd0: 0x2618bcc03024a5c8      0x63fa829d8bac6355
0x5585d30d4ce0: 0x2cf1d51b23285031      0xbff3eea4452d6367
0x5585d30d4cf0: 0xf95925c927b6dbca      0xfd89ebde751e2c2b
0x5585d30d4d00: 0xa219aaa2a90d69bb      0x93f6f2d6cd04ec25
0x5585d30d4d10: 0x0ae136b1417499a8      0xfe34fc180d902bd3
0x5585d30d4d20: 0x8bba0999c3c06b4d      0x78303a39113b89c7
0x5585d30d4d30: 0x2f211b23d1978177      0x8f67e7105541c431
0x5585d30d4d40: 0xa03af6f29ba057ca      0x51fc114d1b1a84cb
0x5585d30d4d50: 0x0998e01cb16d811f      0x35f1756f74eafa7d
0x5585d30d4d60: 0x2defc08610dfe473      0xb7cefa5f2b062500
0x5585d30d4d70: 0xea03a20f8a2cc70d      0xdedc984992102403
0x5585d30d4d80: 0x5f004ee2a4e85b89      0xcb9a72682d6627a5
0x5585d30d4d90: 0xd62061e1d92c9cd0      0x71b81f98b9b459f3
0x5585d30d4da0: 0x1c4ce9432219910d      0xba09f8f23423b121
0x5585d30d4db0: 0x92d5597fe5e75495      0x81e6e75f0e501745
0x5585d30d4dc0: 0x7bf7f9714056caf5      0xc9107bf6e78dbf35
0x5585d30d4dd0: 0x3e86276578ff5396      0x21d2641a7cc3bea7
0x5585d30d4de0: 0xf17da7b0e34cb922      0x1e44632314f327f6
0x5585d30d4df0: 0xcbedb904ab420e1d      0x471838e210aac786
0x5585d30d4e00: 0x7fc3d1e0ee415a34      0xae68f1f3a25f9668
0x5585d30d4e10: 0x4828448e395b5a9b      0x97f4b23c58a4669d
0x5585d30d4e20: 0x35cc0b8ef6ef2b87      0x7e59b4cc3ba220de
0x5585d30d4e30: 0xaea98f373f3e2bae      0x244691453f4b1650
0x5585d30d4e40: 0xf2a27ccfcc595d5f      0x693d62b236ee5035
0x5585d30d4e50: 0xae0bde7f5d68013c      0x3260a0315468e461
0x5585d30d4e60: 0x4506b83655a44a25      0x08e410f5a671565c
0x5585d30d4e70: 0x6f67f3e4e2f1f74a      0xf0c5155ff0cdcb68
0x5585d30d4e80: 0xa27754778a47f308      0xb9f82dfe6eca112b
0x5585d30d4e90: 0x37a4ec35a5712598      0xaa22f5c90f85fbec
0x5585d30d4ea0: 0xb35e5e8cdca0feb0      0x4593a24d3b80c27a
0x5585d30d4eb0: 0x36dfc72a9aba103b      0xd0d5ba575dc34b0b
0x5585d30d4ec0: 0xbb1d75c6d371f6e2      0x26b0b4e1eec5e6a7
0x5585d30d4ed0: 0x2c85b8301e5fe775      0xf2af7460c2ab330c
0x5585d30d4ee0: 0x3c7349b249c9991c      0xd72026bc16091035
0x5585d30d4ef0: 0x262c97d357b3cfec      0xad3fbf26362b6ca5
0x5585d30d4f00: 0x8d8434d6ab078de4      0x9045662915f8e76a
0x5585d30d4f10: 0x3a0f4129deadff4e      0xc9107e8a0585d236
0x5585d30d4f20: 0xd339f4dd78c834df      0x88a4665bf8c815a2
0x5585d30d4f30: 0x43c4ee6d04013ccd      0x8d278b602155e1f5
0x5585d30d4f40: 0xde4341f9ff7b16ce      0x0edec09f888d1012
0x5585d30d4f50: 0x522dd8bb38ccdbc0      0x8fa1aff7e5e8a805
0x5585d30d4f60: 0x2481a1fdf7826ad4      0x631c1b2bf3760efc
0x5585d30d4f70: 0xa43fac76377028da      0x122e30266c63ba56
0x5585d30d4f80: 0x2addb59eb8d46fa5      0x740eec5e1dccbc2b
0x5585d30d4f90: 0x66d49758d8b887ff      0x6b700919c690268f
0x5585d30d4fa0: 0xaa61cdd31f6f2155      0x6c02d92ace680283
0x5585d30d4fb0: 0x562fc6d6cd63988f      0x9f80c02d4ad366ef
0x5585d30d4fc0: 0x8a38d6c29e5d5465      0x109a60e97da95130
0x5585d30d4fd0: 0x8d44eeba3c8e1865      0xbe72ddea5198b862
0x5585d30d4fe0: 0x63b59ee0b90f531d      0xdd409c7cc2bb2eb1
0x5585d30d4ff0: 0xe0f959f330287a26      0x8df66e630942ca12
0x5585d30d5000: 0xbded2c64436b3949      0x27532c5c43105121
0x5585d30d5010: 0x120b3307f2f07f79      0xdcd3ac65d37329b0
pwndbg>
0x5585d30d5020: 0x0000000000000000      0x00000000000000b1

We can see that it ends with null bytes.

Similarly, the shield_prekey is of length 0x4000 at address 0x00005585d30d5c00

pwndbg> x/2048gx 0x00005585d30d5c00
0x5585d30d5c00: 0x5b6f73e215957b73      0x9b35dd973f5b7838
0x5585d30d5c10: 0xbfbeb5fb6ff66b32      0x3036ef3496a56943
0x5585d30d5c20: 0xb7b78b39289d6c7d      0x3b98c2907b014c75
0x5585d30d5c30: 0x6afbeec92f58f1ea      0x316d3f352bbd1fdf
0x5585d30d5c40: 0xccf93bbef8ea7607      0x21c76ca7abf91071
0x5585d30d5c50: 0xcc2bbe1b9d1cbd4e      0x692c2a93214d4158
0x5585d30d5c60: 0xf7cf561ef348f49f      0xb509c18ebeeec19c
0x5585d30d5c70: 0x66dbbda9f2f7b1b8      0x5577a6e429b51b65
0x5585d30d5c80: 0xd8550219023336b5      0x451662a255da825c
0x5585d30d5c90: 0x3e21080f7da61c38      0x2f8db3c56e3be2c6
0x5585d30d5ca0: 0x1dcff36d7b60fc82      0x2fb55976f181d26b
0x5585d30d5cb0: 0x9c025d2c2a215a84      0xa2cc93e14717ee50
0x5585d30d5cc0: 0x2b0388c24bc29ffe      0x3f249ec7c1efdaef
0x5585d30d5cd0: 0x68287d82d020b3fb      0x673cc78365ac13b6
0x5585d30d5ce0: 0xb2995e0bbe48a8c6      0xb9e812885d534ea6
0x5585d30d5cf0: 0x28b1501be05876f3      0xfc36cd7f7ed387ba
0x5585d30d5d00: 0x201956496f36974b      0xc677e223a3d33787
0x5585d30d5d10: 0xa995cbcb51855c38      0xd0e9748be564f667
0x5585d30d5d20: 0x53e5b3436c8be869      0xfe76e2a3ce65851d
0x5585d30d5d30: 0x3b1efc6f41db6f59      0x40dc2954c8aa8fa3
0x5585d30d5d40: 0x31f09c55e6dc9296      0xcbd189e5b511d23e
0x5585d30d5d50: 0x8b3bea32e6d5bf49      0xf6b4386942dabf16
0x5585d30d5d60: 0x03500129d442c2a7      0x7d6a91241f2fa32d
0x5585d30d5d70: 0x4d6b3085935cb034      0xb87e4230988b623c
0x5585d30d5d80: 0xfcb8b99a0b3a9903      0xcfe39ad622dd7cdf
0x5585d30d5d90: 0xb2d4c96ea7ca1b61      0xa9563b1f0bca23e0
0x5585d30d5da0: 0xa896eb9d8b90d8da      0xbcc1dfba9afa83b3
0x5585d30d5db0: 0x4639187818969e44      0xed870c0a0fe7711c
0x5585d30d5dc0: 0xfb6a9fd6cf12408f      0xed784ed86c500105
0x5585d30d5dd0: 0xc0ea4e47f3e65665      0x09ca6ac32e10ba8c
0x5585d30d5de0: 0xf15f2e4089f42949      0x818182f55136d8e3
0x5585d30d5df0: 0x9e45b8c335dc1823      0x3645fe02773b2da9
0x5585d30d5e00: 0xd4db5b9e98821d21      0x90f8578aa1d3d400
0x5585d30d5e10: 0x06fa0d63efb69fcb      0x1d55c8b18555e9aa
0x5585d30d5e20: 0xefde4d8256721f1f      0xc2b68325b8370528
0x5585d30d5e30: 0x8914ac4f51f2c9dc      0x94affd663b97f889
0x5585d30d5e40: 0x302e67e4280881c4      0x26053cbc09e1828c
0x5585d30d5e50: 0x66e2fac05245697e      0x8c1495cc9db951d2
0x5585d30d5e60: 0x2426ff5b7fe8adbf      0xe774d98d5b3fede1
0x5585d30d5e70: 0xe3b9bf7e90e702f2      0x08b5053d750aeb72
0x5585d30d5e80: 0x00d988762cf0aae0      0xbdb4a77342ccc4c3
0x5585d30d5e90: 0xda3a1b5d3e140522      0xbf689c4e032d1d5a
0x5585d30d5ea0: 0x8dfbe320df4bf2ba      0xb986c59f00274807
0x5585d30d5eb0: 0x6be324bc0f62f7ba      0x2f4c6340fea1116f
0x5585d30d5ec0: 0x891142aa6409d4ac      0x2fa18eef779f69a6
0x5585d30d5ed0: 0xe6333d95f9fd7af6      0x37a01e33d5ed83d2
0x5585d30d5ee0: 0x58be091ef7bb93ac      0x1214e011c2ed2195
0x5585d30d5ef0: 0x1d06fa08d8c34b4f      0x23648b918db31943
0x5585d30d5f00: 0xc8f80e949a407818      0x0e6e4c8b5a59372d
0x5585d30d5f10: 0x71720d9c3a3fbe69      0x854029db5b8f123a
0x5585d30d5f20: 0x2b335f16b1888498      0x4dfecc658c3324b9
0x5585d30d5f30: 0x01b42f985e5c59cf      0xf5ded970454a3ca0
0x5585d30d5f40: 0x36a6ef5ff27220ed      0x6b919542dc25a09a
0x5585d30d5f50: 0xb3c65d7880ba63d9      0x9cc7aa23207eb77a
0x5585d30d5f60: 0xae2b2e932006bc10      0x100c822244688716
0x5585d30d5f70: 0x835eac78b1c441a5      0xef5c55546debb0f9
0x5585d30d5f80: 0x61e1058fa6fe8088      0x56904da6a272c4a8
0x5585d30d5f90: 0xa5255c9a62109766      0x64c98ded8670ecec
0x5585d30d5fa0: 0xaa4fb92a33045b1f      0xcb318e9020336794
0x5585d30d5fb0: 0x9f72209d564392af      0x44f1754de04e19b8
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0x5585d30d96e0: 0x2dda014c97b0677f      0x6c04c8b28c0d839a
0x5585d30d96f0: 0xd81580a4dc09fb8c      0x6923035e9f7d61d2
0x5585d30d9700: 0xd7473f7e62112e84      0xd3fa38316a094d1a
0x5585d30d9710: 0x0c2bf97aec2ab89b      0x8a768a57e95d4fc1
0x5585d30d9720: 0x42d30ca8d2dec164      0xe8f5d46b9c95b726
0x5585d30d9730: 0xddecaa3a43e26a17      0x0e70b33e84913854
0x5585d30d9740: 0x1e465495044f1a45      0x2746d8b83282b89b
0x5585d30d9750: 0xe0ae24877470e0fd      0x153dfb54d0e755d4
0x5585d30d9760: 0x9da317b0c7452871      0x4a4bdef07dcd8c3c
0x5585d30d9770: 0x852375df5072c7f7      0x2119d27a4fb4c53f
0x5585d30d9780: 0x4486a2d62c146f50      0x82f7f796f555607b
0x5585d30d9790: 0x20b0db2616bc1990      0x48ee005b08d24914
0x5585d30d97a0: 0x44e3a16c3f3d8bef      0x86323dc6abe9ceb5
0x5585d30d97b0: 0xcbaaaf19f7f69fe0      0xd3aaae1a63d7b57f
0x5585d30d97c0: 0x125b6f5433a94d22      0x7a0e2bda5ce938bf
0x5585d30d97d0: 0xeb1a15755e8c748a      0x764faef64e329462
0x5585d30d97e0: 0xa020759141b87564      0x82278eb2f6cf62ad
0x5585d30d97f0: 0xa7b5b7f01c94488c      0x4249c309a5fef727
0x5585d30d9800: 0x2a35db349688b2d1      0x250f1c0a81ad47f4
0x5585d30d9810: 0xbc040fcf95372d8b      0x611e611f04b4fe78
0x5585d30d9820: 0xb810e819517bbcbb      0x742470d22c7d9bce
0x5585d30d9830: 0x8ba9a2660f080967      0x9299710bc2182764
0x5585d30d9840: 0xa55f19dff748b2d9      0xa7d0269cf131b5b0
0x5585d30d9850: 0xe16bce5c9b7f646f      0xe1eb349baea50843
0x5585d30d9860: 0x6d3b676f30c8071c      0x7673320ec6d4b0a0
0x5585d30d9870: 0x1b6efe2455bc28e0      0xedf8e2033be09ee9
0x5585d30d9880: 0x9266fb917b668e36      0xf6c244f9cc752ab8
0x5585d30d9890: 0x4579d8546bbb93e7      0xcc253e5e19c05b8a
0x5585d30d98a0: 0xcb6158471867109d      0xf07b4a56089d4b01
0x5585d30d98b0: 0x4d623c2ad0d7facf      0xc4795ea2ecf3a669
0x5585d30d98c0: 0xf3626d6f10ca8520      0x85bf809d8f730fa4
0x5585d30d98d0: 0xb231b711d2a19f40      0x4403e1d78a78cee8
0x5585d30d98e0: 0x73bfab424225c8e1      0xb96afc987ecf815e
0x5585d30d98f0: 0xf764b2debeee33b3      0x43f225c4e75e0412
0x5585d30d9900: 0x95a638a8e8fbedbb      0xdb59745003b819a6
0x5585d30d9910: 0xbf8497d2f888f9e8      0xe70069a64e559fe6
0x5585d30d9920: 0x3221166c14c21a22      0x2782d8c284a29d67
0x5585d30d9930: 0xfe7b7c6661b6a31a      0xd1097828de61ac75
0x5585d30d9940: 0x763df727ce75b8cb      0xca2188e9d4ab4354
0x5585d30d9950: 0x12e063a58fb61d38      0x1a91ba728ca04b1e
0x5585d30d9960: 0x968e47063f310228      0xe575a6de79434f48
0x5585d30d9970: 0x115563c832185d3b      0x46066f9b155108cd
0x5585d30d9980: 0x235f5e853d570e03      0x5c41169a7cd0925c
0x5585d30d9990: 0x1cd8f1bbe70e074d      0x9c3a801500441cfb
0x5585d30d99a0: 0x0fa84fb0bf3afd1f      0x232869fc8d3984e3
0x5585d30d99b0: 0xbb314d84718ec6b4      0x4b637693c53b6f31
0x5585d30d99c0: 0xae4a4d59b0fc2ac9      0xb2d7ac332678b999
0x5585d30d99d0: 0x5f8fbd3c906894f2      0x3ab59fa7406192ec
0x5585d30d99e0: 0x4e5c363c6ecf3795      0x053655678acc3e6c
0x5585d30d99f0: 0xc6efcd657c5cf837      0x1e57b67f4040ad80
0x5585d30d9a00: 0x8d979d46c857f5ca      0x59ec3f7cdda84281
0x5585d30d9a10: 0x828c668d5a75daf6      0x4d6fe93e36d70ada
0x5585d30d9a20: 0x08ed879bffe6c195      0x8d85ca87be939c04
0x5585d30d9a30: 0x1ed483471b093d23      0x6e3a8ea99421a82e
0x5585d30d9a40: 0x7a55a74700ffcb9c      0x4969441a0a054bc4
0x5585d30d9a50: 0xf3b8cd452d4993b3      0x39e63588bb7030d6
0x5585d30d9a60: 0x8a40b7608004485f      0xc690500fd88227d2
0x5585d30d9a70: 0x213d4ee26bacaef6      0x6ceb15a58e8199ca
0x5585d30d9a80: 0xc2d731c1545617ff      0x9c36d248dbcf7413
0x5585d30d9a90: 0x0a3922fc8b1f19aa      0x049b3bdb840c13e3
0x5585d30d9aa0: 0xc1c77f326c95ad4c      0xef0df4de1a3334cc
0x5585d30d9ab0: 0xf01f1fcab2aef3ee      0xa3b8bfc2d2323b10
0x5585d30d9ac0: 0x2ba2b8e57a157339      0x0db8d4e3b53f547e
0x5585d30d9ad0: 0xe180c10eb0d5707a      0xb7a939e060f9233d
0x5585d30d9ae0: 0x8595f3bdcaf65da4      0x562bf4f2f28665c4
0x5585d30d9af0: 0x1723b29955104835      0xbbc6248afad14f41
0x5585d30d9b00: 0x58f43d98be1477ab      0x28e051c8b6c8c15f
0x5585d30d9b10: 0x01c7af69a5e8fd49      0xc3dff1152ea3155e
0x5585d30d9b20: 0xc628bc72a298c34b      0x030442fa026ad428
0x5585d30d9b30: 0x50299486ce1b24b0      0x42ae6bbb708efc7a
0x5585d30d9b40: 0x8efb0b5635cfd9e4      0xf07d506dc9cb085f
0x5585d30d9b50: 0x858939f3fab9635e      0x52d4152a6fead8ed
0x5585d30d9b60: 0xd6dda4727cc18dd5      0xd703b90205aad540
0x5585d30d9b70: 0xa8f531f4beeaacd5      0x52b6a9ea3ba96399
0x5585d30d9b80: 0x522695143740b9c3      0x81487f8518c39f82
0x5585d30d9b90: 0xa7f1bebbd11d2990      0xd6d8070b95b1a491
0x5585d30d9ba0: 0x30aaf5021d9da3c6      0xc2bd6123ce80568b
0x5585d30d9bb0: 0xd686d08de685b551      0xcb5568746c1bdd17
0x5585d30d9bc0: 0xf2493c7bfe359420      0xde466714e9af387e
0x5585d30d9bd0: 0xe189940b202a21d9      0x3db53d91141902b0
0x5585d30d9be0: 0xaa91809521b7d87c      0xca1a1d09dbc5260d
0x5585d30d9bf0: 0x3323faab8a69a422      0xb44641b410e19c6e

I tried using both the keys as-is in order to decrypt data.enc file by formatting the hex into base64 and then adding the appropriate header and trailer in a .pem file but it didn't work. So, we need to understand what the 'shielding' means. For this, I found these resources:

• https://security.humanativaspa.it/openssh-ssh-agent-shielded-private-key-extraction-x86_64-linux/

So, shielding means that the private key is stored encrypted even in memory. However, the key used to encrypt it is also stored in memory so that we can get the key and decrypt it ourselves. This key is the 'prekey'.

I tried using the sshkey_unshield_private() function and the sshkey_save_private() in my own way to try and decrypt it; I also tried using the script and some other stuff but none of that worked. I tried placing the blobs into the memory of a debug session of ssh-agent (script is in python file) and then calling the functions sshkey_unshield_private and sshkey_save_private_blob. Some resources about using python scripts for gdb:

• https://stackoverflow.com/questions/4060565/how-to-script-gdb-with-python-example-add-breakpoints-run-what-breakpoint-d
• https://sourceware.org/gdb/current/onlinedocs/gdb/Basic-Python.html#Basic-Python

Decrypting the shielded private key

I have to then understand how the prekey is used, which encryption was used, and how the shielded private key is decrypted in the source code.

I also asked in 'Get Help' and got the advice that I should try reimplementing the algo myself and that it should be simple.

In order to understand how the shielded private key is decrypted using the prekey, let's look at the source code for the sshkey_unshield_private(struct sshkey *k) function in sshkey.c.

Some important variables/definitions:

• u_char *cp, keyiv[SSH_DIGEST_MAX_LENGTH];
• #define SSH_DIGEST_SHA512 4
• #define SSHKEY_SHIELD_PREKEY_HASH SSH_DIGEST_SHA512
• ssh_digest_bytes(SSHKEY_SHIELD_PREKEY_HASH) == 64 bytes
• #define SSH_DIGEST_MAX_LENGTH 64
• #define SSHKEY_SHIELD_CIPHER "aes256-ctr" /* XXX want AES-EME* */

Inside the sshkey_unshield_private(struct sshkey *k) function, it does some sanity checks and then it calculates the ephemeral key. As part of this, it first calls this function to get the digest:

	/* Calculate the ephemeral key from the prekey */
	if ((r = ssh_digest_memory(SSHKEY_SHIELD_PREKEY_HASH,
	    k->shield_prekey, k->shield_prekey_len,
	    keyiv, SSH_DIGEST_MAX_LENGTH)) != 0)

The result is stored into the keyiv variable. The function header with the parameters looks like this (defined in digest-openssl.c):

int
ssh_digest_memory(int alg, const void *m, size_t mlen, u_char *d, size_t dlen)`

and within it, it initialises the digest:

const struct ssh_digest *digest = ssh_digest_by_alg(alg);

The argument that was given for the algorithm was SSHKEY_SHIELD_PREKEY_HASH which was defined as SSH_DIGEST_SHA512. In this same file, it also has a struct for the different algorithms:

/* NB. Indexed directly by algorithm number */
const struct ssh_digest digests[] = {
	{ SSH_DIGEST_MD5,	"MD5",		16,	EVP_md5 },
	{ SSH_DIGEST_SHA1,	"SHA1",		20,	EVP_sha1 },
	{ SSH_DIGEST_SHA256,	"SHA256",	32,	EVP_sha256 },
	{ SSH_DIGEST_SHA384,	"SHA384",	48,	EVP_sha384 },
	{ SSH_DIGEST_SHA512,	"SHA512",	64,	EVP_sha512 },
	{ -1,			NULL,		0,	NULL },
};

So, the algorithm which gets used is SHA-512.

Now, the function ssh_digest_memory stores the resulting digest into the d param, (the argument was keyiv). It calls EVP_Digest for it.

if (!EVP_Digest(m, mlen, d, &mdlen, digest->mdfunc(), NULL))
		return SSH_ERR_LIBCRYPTO_ERROR;

Back in the sshkey_unshield_private function, after calculating the digest, it initialises the cipher:

	if ((r = cipher_init(&cctx, cipher, keyiv, cipher_keylen(cipher),
	    keyiv + cipher_keylen(cipher), cipher_ivlen(cipher), 0)) != 0)

The function is declared like this in cipher.c:

int
cipher_init(struct sshcipher_ctx **ccp, const struct sshcipher *cipher,
    const u_char *key, u_int keylen, const u_char *iv, u_int ivlen,
    int do_encrypt)

So, here we see that the parameters are separate for the key and the iv. However, the arguments given are both using keyiv. The param and argument correspond like this:

• param key: argument keyiv
• param keylen: argument cipher_keylen(cipher)
• param iv: argument keyiv + cipher_keylen(cipher)
• param ivlen: argument cipher_ivlen(cipher)

The cipher_keylen(cipher) and cipher_ivlen(cipher) values I found by breaking at the function and then looking at the arguments. The keylen is 32 and the ivlen is 16. SHA-512 has a digest size of 64 bytes. So, the first 32 bytes of the SHA-512 digest of the prekey are the key and the next 16 bytes are the IV, the remaining 16 bytes are not used.

pwndbg> i args
	ccp = 0x7fffffffd120
	cipher = 0x5555555d5170 <ciphers+240>
	key = 0x7fffffffd1e0 "\326\"{BCs\357\n\211\332\002\257̽\266}\253\004\346\310\344\250\376\232\307\v9\314U\326\030`A}!\360j\266g\274\064\251\217/Ъ\243\353(f>\214m\037\364\307\003p\315}IƎ\233"
	keylen = 32
	iv = 0x7fffffffd200 "A}!\360j\266g\274\064\251\217/Ъ\243\353(f>\214m\037\364\307\003p\315}IƎ\233"
	ivlen = 16
	do_encrypt = 0

We now have the key and iv for the cipher, but we need the encryption scheme. Earlier in the sshkey_unshield_private function, around where it does the sanity checks, it also executes the segment below. The cipher_by_name function is defined in cipher.c and it returns the sshcipher * for the cipher specified as a string. Here, the argument given is SSHKEY_SHIELD_CIPHER which is a macro defined for aes256-ctr. So, the scheme is AES-256 using CTR mode.

	if ((cipher = cipher_by_name(SSHKEY_SHIELD_CIPHER)) == NULL) {
		r = SSH_ERR_INVALID_ARGUMENT;
		goto out;
	}

#define SSHKEY_SHIELD_CIPHER		"aes256-ctr" /* XXX want AES-EME* */

Now, we can have everything we need to try and decrypt the shielded private key. Let's try to decrypt it using AES-256 in CTR mode with the key and IV derived from the first 32 and 16 bytes of the SHA-512 digest of the shield prekey.

I wrote a script for this which is in x.py. The snippet which does this is this:

ctr = Counter.new(ivlen *8, initial_value=int(iv.hex(),16))
cipher = AES.new(key=key, mode=AES.MODE_CTR, counter=ctr)

out_bytes = cipher.decrypt(shielded_private_bytes)

I outputted the decrypted private key as bytes, base64 and as a string.

I then tried to output this decrypted private key into base64 format and add the header and trailer to form a .pem file and then use it to decrypt the data.enc file but it didn't work. There is still more to do...

When using this didn't work, I was a bt confused about why.

Parsing the decrypted private key blob

After a while, I realised that the decrypted private key bytes had the characters 'ssh-rsa' near the beginning of it. That gave me an indication that these bytes are some kind of a struct which needs to be formatted properly. What we have is a decrypted blob of the private key, not the properly formatted private key. The bytes output looks like this:

>>> out_bytes
b'\x00\x00\x00\x07ssh-rsa\x00\x00\x01\x81\x00\xd4~\xff\x9aW\xecN\x00\xe8"~\xc3\x8d\x0b>N\x97\x8a\xb7\x82\xb1\x11z\xd3\xf4f\xc6\x82\x10\xc8\xd9hd\xe0]{\x805\xd2\xb7oj\xff\xba\x15T\x83\xd3\xf5\xfcm\xf7\xc5}\x16\xc5=>\xbf\xde(qD\xd7\x8a\x98=`y\n\xad\xe5\xa3\xa3?\xd8\xd6\xd1\xfc\x88j\xb9\xd9\xaa\xcf&\xa4\x93\xb6\x84\xd8\xf2\xa7\x9e\x9e\x04\x02\xea\x96\t~\x8ey\xde2?\xbb\x8d{4\xb4iF\xabJ\xe5!\x98\x94bP\xb4\xa0\x928\x8e\xa3@\xba-\x81$\xd0Q\x12\rW\xa8\r\xa1\x9a\x9d>S\xcd\xf1\x14\xd6\xc5\xb51\x1b\xdc\xab\xb0\xa7\xb6\x10\x84\x7f\xdb\xf6\xe9\xa7\xe1\xd8\xd2\xf9=`\xad$\xa3\xb3\xd2\x1b<\x05\xb5\xad\x8a\x8e\x96\xc7\xcf\xab\x97\xbdA\x8e\x89\x88\x00\x9cd\xf4\x18I\xd5\x18\xdbi\xa9\xac"\xfe\x96\xd9\xe5\xe8uI\xce\xbf}\x86\xf0F\xa5*\x87\x8d\x87\x91|\xc5\xbe.\x8e\xe3(\t?\x80\xeae\xf6eX\xa7[y\x1a\\\xd3\xcc\xb8\xf3\x94LM\xcb\xb9\xb8M\xd1\xe6\x9c\xe7\x0eYs\xc8\nK\xbeWYaR\xfcP\xc3\xe6L\xa0m\xd8/\xd1\xf0\xdd6!\x92\xf3\x8d\x0b\xc6c\xa8\xc952\x98,\xfc2\x8b2^\xb6\xd3\x07X\xb2\xf2\xde\xd9$n\xd9~\x82\x98\x14\x04\x86\xb5\xe3\x07\x8c\xdc\xc0\xd7\x97\xf6\xc7\x9a\x83WI\xef\xf7\xca\xc1\xff\xdb!u\xcc U\xe5\xe3\xa0\x9f\xdb\x1b\xc7\xcd6\xa5pk\x8e\x07^\x10 \xcb,\x03\xe5vt</\x1c\x0et\xa1\xd8\x9d!X<\xd3\xd3\xc3\xcb{\xf9\xe9\x00\x00\x00\x03\x01\x00\x01\x00\x00\x01\x81\x00\x81\xb2\xd6N\x1dv5\x12&\x9d\xcfc\x8a6\x1f\x9c\x96\xb0k[\xd0\xb9\xcb\x8f\x8d0!\xdf\x87a \x19\xb0\xe0\xa5\x0eYn\x00\xa4G\xd46,\x1d\x12\xcd\xb7\xd4\xffs\x1bu%\xe9}\x0f\xe9\xb9\xf0^\x1c\xec\x98\xe6\x96\x0fxO\xc8\xed\xe5) \xde:z\xbc\x06x94 \xa09\xf9\xeb\x1f\xe1\x9ajT\x89l\xae#\xe2\xa7\xceV\x131\xe1>v\xcb!\xad\xb4R\xb1\xffC\xcc\x0fU\x95P\xec\xd8\xa9K\xe6i\xf9-N\x85\x96]i\xe2\xcfg|.:\x9foZ\x80\xe5\x93\x02Q\xc3\xe1%I\xddS\x11\x1fz\x87\xc3\x85\xc3\xc5+\xc9U\x86\xbe\x1a\x82^\x1b\x14\x94jy\xdf\x95E\x1b\xacb\x0b\xc6\xd5\xb8<]\xce\xea|\x1e^\xe2"\x1c\x8c\x8b\xbc*:mM]\x15q\x91q|~\xf8\xfa\x9cpJ\xa0\xb5\xc9\x94m\x17V\x15c\xc0\x1d\xf0XS8\x12\xc1\xd5\xb738\xd9\xad\xc9\x92\xee\xe8\xc6}\x909(\xca\x88S\xbd"\xa4\x05\x95\xade\xed\xaf\xc5\xea\x83\x03v$\x19\xdd|\xf9;\xaa$\xc2\xe4\xf3C)\xf6\x18\xac3+\xe6\x07\x8e%T\x01 \xed\xce\xf7\xda\xab[#\xd1.\x01\xe1[tv\x92\xe5\x9c\xef\x80\t\x94\x85xp@F7\x1d\xf3\xad\x93\xb1\x94=\x89\xeb\xcavY\x12\x85\x1b\xb6\x89Q\xff.\xcf\xda\x8a*\x04b\xa1Y\x04\xfbM\xde\x99\xc22s\x9a\xc9\t\xb1\x02\x1a\xd1\x1d8F\xfdV\xee\xa1\x9a(\x90\xcb}\x175\xc0\x9b\xdei\xdd\x9a\'(\x8b\xba8\xed\xa9\x95\x81\x00\x00\x00\xc1\x00\x91\\\x91\x95`\x01{\xff\x85\x88\xfbz,eF\xe5\x15%$Jl\x18\xe0\x0e=2\xae\xd4\x15k\xc3Rsn\xbe\xf7\xc1k\x8b@}\xebM\x83\xee@\\\x05~\x87+\xddXx\xad\x14ae\x8d\xe3\x02\n\xd9\xaf)7\xd3\xcc\xa4\x148\xc5K\x10\xbf\\\xc0x\xdf\x8f\xdc\xf7\x9a\xb8\xe9\x10,M`k\xe7A\x1a\x8d\xae\xf0\x14\xaa=X\xe4\xa3{04\xbd\xa5W\\\x0b\xac\xca\xb2o\x19b\xb54\x90\'v5\xc2\xd9\xc6|\x89h\xad\x97A\xceoL\xed\x03c$\xf4Px\xbcA\xe8\x1e*[\xa2\'.W\xf7.\xf7,1>\xb2\x9c\x86\xe0\x0e\x98D\xc8\x1c\xd0\x0c\x0e]IRc\xfbT\x9d<\xcdVu\x81\xf5\xcf\x99\x0b\x81\xb5\x94st\x0e\x10\x00\x00\x00\xc1\x00\xf7\xe0z)}\x90-\xf2jbx\xf7\xb4\n\xec\x1e\xd0/\xc6\xe4\xb9\xd9\xa7\xfc"\x9e<\x87\xbf\xeeW\x1b\xcd\xc2N\xec\xcdrHbT\xb8z\xd2\xc2O=\xc5w\xf7\x17\xef\x1a\xaf\xb1\x14C\xe0\xf6\\\xc6\x13\x94:\x88\xebq\xdbW\x1fVJU\x82\x95cp\x86\xf0Ll\xd3\xf6\x855\tkG\xf3;\xe5\x96\x9fq\xd5*\xa5L4B\xaa\xb1->\x93\x11\xc3\xd1\xe0\xd0%\xbae\xfb\xa1f\xfe0\xf8Ke\xf7q\x02\x8dyI\x04kA`Z\xac\x90\'\x0c\xa1-@\xda\x12\x8d\x08\xd18\x11\x07ID\xae\x1a\xa9\xeaV\x18s\xbf\t<4\x9d\x94\xf9\n|9\xf8>C+]h"\xe3ir\x1e\x0fa9\x9b\xa1\xc8\xd8\x96\x02\x032\x93\x97\xd6Y\x00\x00\x00\xc1\x00\xdbu\xb30\x99\xeb\xfd/\xe8z\x17\xfd\x00g\x8a\x14\xdb\xf0\x18\xd6D<M\x0f\xb2\x92\x96G\xd4\x12N\x81X\xd1\\\xc6SF\x1a\x99\xc2z\xa4\xe8\x1bgn~~\x9f_2>\x02\xc0\x032p\xe6\x05\x9e\x89\xb0\x03d\xba!85d\xe6\xa4\xda\x99\xea\x85)\x92g\x0fr\xe5~\xb9f\xbe\xbfe\xa5\x1a\x15\xc5&\xda`<Z\xda\xf0\x83\xd3QP\xed)\x19Js""\x85i\x19\xb9\xd6\xe6\x11\x96\x9a\xd6\xf3YX}\xe7\'\x07\xc0E\xee\xd7IDj\xe2\xc8\xf3u3PtJ~\xf1\x86\x93\xcd"\x89m\x97\xaa\xf3\x0b\xd2j\xe4\xbb\x01L\x9aY\xc5\xb9m{\x98(J)\xf3*;09\x88\xcf\x12\xec\x94F\xf7(\xfb:cH\xd9\x1a \xee\x11\x01\x02\x03\x04\x05'

In order to see what its contents are, we need to understand how to parse it.

For this, we should look at the function ssh_rsa_deserialize_private defined in ssh-rsa.c. I found this by searching the repo for 'deserialize` and looking at defined functions.

<!-- **ssh_rsa_deserialize_private** -->

If we look at that function's code, we can see that it repeatedly uses the function sshbuf_get_bignum2. It also uses the functions RSA_set0_key and RSA_set0_factors. So, let's try to understand what they do. sshbuf_get_bignum2 is defined in sshbuf-getput-crypto.c. It then redirects by calling:

	if ((r = sshbuf_get_bignum2_bytes_direct(buf, &d, &len)) != 0)

That function is defined in sshbuf-getput-basic.c. It then calls sshbuf_peek_string_direct(buf, &d, &olen), which is defined in the same file.

int
sshbuf_peek_string_direct(const struct sshbuf *buf, const u_char **valp,
    size_t *lenp)
{

Inside this, it gets the length by doing this:

	len = PEEK_U32(p);

This is a macro in sshbuf.h:

#define PEEK_U32(p) \
	(((u_int32_t)(((const u_char *)(p))[0]) << 24) | \
	 ((u_int32_t)(((const u_char *)(p))[1]) << 16) | \
	 ((u_int32_t)(((const u_char *)(p))[2]) << 8) | \
	  (u_int32_t)(((const u_char *)(p))[3]))

What this does is it takes 32-bits (or 4 bytes) and interprets them as a little-endian integer. The first byte is shifted left by 24 bits, the next by 16 bits, the next by 8 bits and the last isn't shifted. This is implemented in python in x.py in the function peek()

def peek(x):
    return x[0]<<24 | x[1]<<16 | x[2]<<8 | x[3]

The function sshbuf_peek_string_direct, after it reads the first 4 bytes as an integer and saves it as the length, moves the pointer valp forward by 4 bytes.

Back in sshbuf_get_bignum2, it does some stuff with bignums using the functions BN_new() and BN_bin2bn(d, len, v) (manpage). What this seems to be doing then, judging from how the length is taken using the first 4 bytes and the pointer is moved forward by 4 bytes, is that it is extracting the bignum from it of the length mentioned in the first 4 bytes.

The arguments given in the sshbuf_get_bignum2 callsrsa_n, also support this:

		if ((r = sshbuf_get_bignum2(b, &rsa_n)) != 0 ||
		    (r = sshbuf_get_bignum2(b, &rsa_e)) != 0)

	if ((r = sshbuf_get_bignum2(b, &rsa_d)) != 0 ||
	    (r = sshbuf_get_bignum2(b, &rsa_iqmp)) != 0 ||
	    (r = sshbuf_get_bignum2(b, &rsa_p)) != 0 ||
	    (r = sshbuf_get_bignum2(b, &rsa_q)) != 0)

It seems to be getting the bignums and then placing them into the rsa_n, rsa_e, rsa_d, rsa_iqmp, rsa_p andrsa_q variables. The order is important because it seems to move the data pointer after exracting each bigbum. After that, it calls the RSA_set0_key and RSA_set0_factors functions. I confirmed that it is extracting bignums (or at least something) of the length defined by the first 4 bytes by looking at the output bytes I had (out_bytes).

The first few bytes look like this:

>>> out_bytes
b'\x00\x00\x00\x07ssh-rsa\x00\x00\

The first 4 bytes are b'\x00\x00\x00\x07' and the following 7 bytes are: ssh-rsa. The following sequence of bytes follows the same pattern of 4 bytes for the length followed by the data of that length. Another confirmation is that at positions 400-407, we see this:

>>> out_bytes[400:400+4+3]
b'\x00\x00\x00\x03\x01\x00\x01'

The bignum here is of length 0x03 and the bigum is 0x010001meaning 65537 which is a common value for the exponent e in RSA.

So, we can extract the bignums after the 'ssh-rsa' in the following order: n, e, d, iqmp, p then q. The script x.py has the code for this.

RSA key as .pem

Now that we have the RSA parameters, we can initialise an RSA key object using PyCryptoDome in Python and make a .pem file using that. PyCryptoDome allows us to construct an RSA object using the exponents, factors, etc. See this: RSA.construct It needs the following values in this order: n, e, d, p then q. Once we have this object, we can use the method exportKey to get the .pem file contents as a string. We then just have to write this to a file.

pvtkey = RSA.construct((bignums[1], bignums[2], bignums[3], bignums[5], bignums[6]))

# Export string
pvtkey_pem = pvtkey.export_key()

with open('privatekeys/PRIVATE.pem', 'wb+') as f:
    f.write(pvtkey_pem)

!! We now have the .pem key file we need. !!

Decrypt data.enc

The challenge has given us the command to use for decrypting the data.enc file:

openssl pkeyutl -decrypt -inkey privatekey.pem -in data.enc

We just need to tweak the filepaths and filename in this.

Once we decrypt it, we get the following output:

# Netscape HTTP Cookie File
suvwwcedmdcyelgn.ransommethis.net	FALSE	/	TRUE	2145916800	tok	eyJ0eXAiOiJKV1QiLCJhbGciOiJIUzI1NiJ9.eyJpYXQiOjE2NTM1Mzg3NTQsImV4cCI6MTY1NjEzMDc1NCwic2VjIjoiWFE4c255RXc4YXlpT1h0a0ZhcHNuQ2lrakR0bGw2MFYiLCJ1aWQiOjEwMjk0fQ.O-6pNVAqeQ7id-eZN6yH0dRay6_4QAFtMlZg2ms2-Bg

Get the points

The token value here is eyJ0eXAiOiJKV1QiLCJhbGciOiJIUzI1NiJ9.eyJpYXQiOjE2NTM1Mzg3NTQsImV4cCI6MTY1NjEzMDc1NCwic2VjIjoiWFE4c255RXc4YXlpT1h0a0ZhcHNuQ2lrakR0bGw2MFYiLCJ1aWQiOjEwMjk0fQ.O-6pNVAqeQ7id-eZN6yH0dRay6_4QAFtMlZg2ms2-Bg. We submit this and get the points.

Summary

On a high level (very high level), the steps to get to the solutions can be summarised like this:

1. Find idtab
2. Find the shielded private key and the shield prekey
3. Decrypt the shielded private key
4. Parse its structure to get the exponents and factors
5. Make an RSA object in Python and export to .pem
6. Decrypt data.enc

Answer

Great job!