I'm working on coding an application in Python 3 for users to send and retrieve data between others with this application. The process would be a client inputting an encoded string, and using a server as a middle man to then send data to another client. I'm well versed in what would be used for the client application, but this server knowledge I am new to. I have a VPS server up and running, and I researched and found the module pysftp would be good for transferring data back and forth. However, I'm concerned about the security of the server when using the application. This module requires the authentication details of the server when making a connection, and I don't think having my server's host, username and password in the application code is very safe. What would be the safe way to go about this?
Thanks,
Gunner
You might want to use pre-generated authentication keys. If you are familiar with the process of using the ssh-keygen tool to create SSH key pairs, it's the same thing. You just generate the key pair, place the private key on the client machine, and put the public key on the target server. Then you can use pysftp like this:
with pysftp.Connection('hostname', username='me', private_key='/path/to/keyfile') as sftp:
<do some stuff>
the authentication is handled using the key pair and no password is required. This isn't to say that your security issue is solved: the private key is still a sensitive credential that needs to be treated like a password. The advantage is that you don't have a plaintext password stored in a file anywhere, and you are using a well established and secure process to manage authentication. The private key is set with permission 0600 to prevent anyone but the owner from accessing it.
If app.secret_key isn't set, Flask will not allow you to set or access the session dictionary.
This is all that the flask user guide has to say on the subject.
I am very new to web development and I have no idea how/why any security stuff works. I would like to understand what Flask is doing under the hood.
Why does Flask force us to set this secret_key property?
How does Flask use the secret_key property?
The answer below pertains primarily to Signed Cookies, an implementation of the concept of sessions (as used in web applications). Flask offers both, normal (unsigned) cookies (via request.cookies and response.set_cookie()) and signed cookies (via flask.session). The answer has two parts: the first describes how a Signed Cookie is generated, and the second is presented as a series of Question/Answer that address different aspects of the scheme. The syntax used for the examples is Python3, but the concepts apply also to previous versions.
What is SECRET_KEY (or how to create a Signed Cookie)?
Signing cookies is a preventive measure against cookie tampering. During the process of signing a cookie, the SECRET_KEY is used in a way similar to how a "salt" would be used to muddle a password before hashing it. Here's a (widely) simplified description of the concept. The code in the examples is meant to be illustrative. Many of the steps have been omitted and not all of the functions actually exist. The goal here is to provide a general understanding of the main idea, but practical implementations will likely be a bit more involved. Also, keep in mind that Flask already provides most of this for you in the background. So, besides setting values to your cookie (via the session API) and providing a SECRET_KEY, it's not only ill-advised to re-implement this yourself, but there's no need to do so:
A poor man's cookie signature
Before sending a Response to the browser:
( 1 ) First a SECRET_KEY is established. It should only be known to the application and should be kept relatively constant during the application's life cycle, including through application restarts.
# choose a salt, a secret string of bytes
>>> SECRET_KEY = 'my super secret key'.encode('utf8')
( 2 ) create a cookie
>>> cookie = make_cookie(
... name='_profile',
... content='uid=382|membership=regular',
... ...
... expires='July 1 2030...'
... )
>>> print(cookie)
name: _profile
content: uid=382|membership=regular...
...
...
expires: July 1 2030, 1:20:40 AM UTC
( 3 ) to create a signature, append (or prepend) the SECRET_KEY to the cookie byte string, then generate a hash from that combination.
# encode and salt the cookie, then hash the result
>>> cookie_bytes = str(cookie).encode('utf8')
>>> signature = sha1(cookie_bytes+SECRET_KEY).hexdigest()
>>> print(signature)
7ae0e9e033b5fa53aa....
( 4 ) Now affix the signature at one end of the content field of the original cookie.
# include signature as part of the cookie
>>> cookie.content = cookie.content + '|' + signature
>>> print(cookie)
name: _profile
content: uid=382|membership=regular|7ae0e9... <--- signature
domain: .example.com
path: /
send for: Encrypted connections only
expires: July 1 2030, 1:20:40 AM UTC
and that's what is sent to the client.
# add cookie to response
>>> response.set_cookie(cookie)
# send to browser -->
Upon receiving the cookie from the browser:
( 5 ) When the browser returns this cookie back to the server, strip the signature from the cookie's content field to get back the original cookie.
# Upon receiving the cookie from browser
>>> cookie = request.get_cookie()
# pop the signature out of the cookie
>>> (cookie.content, popped_signature) = cookie.content.rsplit('|', 1)
( 6 ) Use the original cookie with the application's SECRET_KEY to recalculate the signature using the same method as in step 3.
# recalculate signature using SECRET_KEY and original cookie
>>> cookie_bytes = str(cookie).encode('utf8')
>>> calculated_signature = sha1(cookie_bytes+SECRET_KEY).hexdigest()
( 7 ) Compare the calculated result with the signature previously popped out of the just received cookie. If they match, we know that the cookie has not been messed with. But if even just a space has been added to the cookie, the signatures won't match.
# if both signatures match, your cookie has not been modified
>>> good_cookie = popped_signature==calculated_signature
( 8 ) If they don't match then you may respond with any number of actions, log the event, discard the cookie, issue a fresh one, redirect to a login page, etc.
>>> if not good_cookie:
... security_log(cookie)
Hash-based Message Authentication Code (HMAC)
The type of signature generated above that requires a secret key to ensure the integrity of some contents is called in cryptography a Message Authentication Code or MAC.
I specified earlier that the example above is an oversimplification of that concept and that it wasn't a good idea to implement your own signing. That's because the algorithm used to sign cookies in Flask is called HMAC and is a bit more involved than the above simple step-by-step. The general idea is the same, but due to reasons beyond the scope of this discussion, the series of computations are a tad bit more complex.
If you're still interested in crafting a DIY, as it's usually the case, Python has some modules to help you get started :) here's a starting block:
import hmac
import hashlib
def create_signature(secret_key, msg, digestmod=None):
if digestmod is None:
digestmod = hashlib.sha1
mac = hmac.new(secret_key, msg=msg, digestmod=digestmod)
return mac.digest()
The documentaton for hmac and hashlib.
The "Demystification" of SECRET_KEY :)
What's a "signature" in this context?
It's a method to ensure that some content has not been modified by anyone other than a person or an entity authorized to do so.
One of the simplest forms of signature is the "checksum", which simply verifies that two pieces of data are the same. For example, when installing software from source it's important to first confirm that your copy of the source code is identical to the author's. A common approach to do this is to run the source through a cryptographic hash function and compare the output with the checksum published on the project's home page.
Let's say for instance that you're about to download a project's source in a gzipped file from a web mirror. The SHA1 checksum published on the project's web page is 'eb84e8da7ca23e9f83....'
# so you get the code from the mirror
download https://mirror.example-codedump.com/source_code.tar.gz
# you calculate the hash as instructed
sha1(source_code.tar.gz)
> eb84e8da7c....
Both hashes are the same, you know that you have an identical copy.
What's a cookie?
An extensive discussion on cookies would go beyond the scope of this question. I provide an overview here since a minimal understanding can be useful to have a better understanding of how and why SECRET_KEY is useful. I highly encourage you to follow up with some personal readings on HTTP Cookies.
A common practice in web applications is to use the client (web browser) as a lightweight cache. Cookies are one implementation of this practice. A cookie is typically some data added by the server to an HTTP response by way of its headers. It's kept by the browser which subsequently sends it back to the server when issuing requests, also by way of HTTP headers. The data contained in a cookie can be used to emulate what's called statefulness, the illusion that the server is maintaining an ongoing connection with the client. Only, in this case, instead of a wire to keep the connection "alive", you simply have snapshots of the state of the application after it has handled a client's request. These snapshots are carried back and forth between client and server. Upon receiving a request, the server first reads the content of the cookie to reestablish the context of its conversation with the client. It then handles the request within that context and before returning the response to the client, updates the cookie. The illusion of an ongoing session is thus maintained.
What does a cookie look like?
A typical cookie would look like this:
name: _profile
content: uid=382|status=genie
domain: .example.com
path: /
send for: Encrypted connections only
expires: July 1 2030, 1:20:40 AM UTC
Cookies are trivial to peruse from any modern browser. On Firefox for example go to Preferences > Privacy > History > remove individual cookies.
The content field is the most relevant to the application. Other fields carry mostly meta instructions to specify various scopes of influence.
Why use cookies at all?
The short answer is performance. Using cookies, minimizes the need to look things up in various data stores (memory caches, files, databases, etc), thus speeding things up on the server application's side. Keep in mind that the bigger the cookie the heavier the payload over the network, so what you save in database lookup on the server you might lose over the network. Consider carefully what to include in your cookies.
Why would cookies need to be signed?
Cookies are used to keep all sorts of information, some of which can be very sensitive. They're also by nature not safe and require that a number of auxiliary precautions be taken to be considered secure in any way for both parties, client and server. Signing cookies specifically addresses the problem that they can be tinkered with in attempts to fool server applications. There are other measures to mitigate other types of vulnerabilities, I encourage you to read up more on cookies.
How can a cookie be tampered with?
Cookies reside on the client in text form and can be edited with no effort. A cookie received by your server application could have been modified for a number of reasons, some of which may not be innocent. Imagine a web application that keeps permission information about its users on cookies and grants privileges based on that information. If the cookie is not tinker-proof, anyone could modify theirs to elevate their status from "role=visitor" to "role=admin" and the application would be none the wiser.
Why is a SECRET_KEY necessary to sign cookies?
Verifying cookies is a tad bit different than verifying source code the way it's described earlier. In the case of the source code, the original author is the trustee and owner of the reference fingerprint (the checksum), which will be kept public. What you don't trust is the source code, but you trust the public signature. So to verify your copy of the source you simply want your calculated hash to match the public hash.
In the case of a cookie however the application doesn't keep track of the signature, it keeps track of its SECRET_KEY. The SECRET_KEY is the reference fingerprint. Cookies travel with a signature that they claim to be legit. Legitimacy here means that the signature was issued by the owner of the cookie, that is the application, and in this case, it's that claim that you don't trust and you need to check the signature for validity. To do that you need to include an element in the signature that is only known to you, that's the SECRET_KEY. Someone may change a cookie, but since they don't have the secret ingredient to properly calculate a valid signature they cannot spoof it. As stated a bit earlier this type of fingerprinting, where on top of the checksum one also provides a secret key, is called a Message Authentication Code.
What about Sessions?
Sessions in their classical implementation are cookies that carry only an ID in the content field, the session_id. The purpose of sessions is exactly the same as signed cookies, i.e. to prevent cookie tampering. Classical sessions have a different approach though. Upon receiving a session cookie the server uses the ID to look up the session data in its own local storage, which could be a database, a file, or sometimes a cache in memory. The session cookie is typically set to expire when the browser is closed. Because of the local storage lookup step, this implementation of sessions typically incurs a performance hit. Signed cookies are becoming a preferred alternative and that's how Flask's sessions are implemented. In other words, Flask sessions are signed cookies, and to use signed cookies in Flask just use its Session API.
Why not also encrypt the cookies?
Sometimes the contents of cookies can be encrypted before also being signed. This is done if they're deemed too sensitive to be visible from the browser (encryption hides the contents). Simply signing cookies however, addresses a different need, one where there's a desire to maintain a degree of visibility and usability to cookies on the browser, while preventing that they'd be meddled with.
What happens if I change the SECRET_KEY?
By changing the SECRET_KEY you're invalidating all cookies signed with the previous key. When the application receives a request with a cookie that was signed with a previous SECRET_KEY, it will try to calculate the signature with the new SECRET_KEY, and both signatures won't match, this cookie and all its data will be rejected, it will be as if the browser is connecting to the server for the first time. Users will be logged out and their old cookie will be forgotten, along with anything stored inside. Note that this is different from the way an expired cookie is handled. An expired cookie may have its lease extended if its signature checks out. An invalid signature just implies a plain invalid cookie.
So unless you want to invalidate all signed cookies, try to keep the SECRET_KEY the same for extended periods.
What's a good SECRET_KEY?
A secret key should be hard to guess. The documentation on Sessions has a good recipe for random key generation:
>>> import os
>>> os.urandom(24)
'\xfd{H\xe5<\x95\xf9\xe3\x96.5\xd1\x01O<!\xd5\xa2\xa0\x9fR"\xa1\xa8'
You copy the key and paste it in your configuration file as the value of SECRET_KEY.
Short of using a key that was randomly generated, you could use a complex assortment of words, numbers, and symbols, perhaps arranged in a sentence known only to you, encoded in byte form.
Do not set the SECRET_KEY directly with a function that generates a different key each time it's called. For example, don't do this:
# this is not good
SECRET_KEY = random_key_generator()
Each time your application is restarted it will be given a new key, thus invalidating the previous.
Instead, open an interactive python shell and call the function to generate the key, then copy and paste it to the config.
Anything that requires encryption (for safe-keeping against tampering by attackers) requires the secret key to be set. For just Flask itself, that 'anything' is the Session object, but other extensions can make use of the same secret.
secret_key is merely the value set for the SECRET_KEY configuration key, or you can set it directly.
The Sessions section in the Quickstart has good, sane advice on what kind of server-side secret you should set.
Encryption relies on secrets; if you didn't set a server-side secret for the encryption to use, everyone would be able to break your encryption; it's like the password to your computer. The secret plus the data-to-sign are used to create a signature string, a hard-to-recreate value using a cryptographic hashing algorithm; only if you have the exact same secret and the original data can you recreate this value, letting Flask detect if anything has been altered without permission. Since the secret is never included with data Flask sends to the client, a client cannot tamper with session data and hope to produce a new, valid signature.
Flask uses the itsdangerous library to do all the hard work; sessions use the itsdangerous.URLSafeTimedSerializer class with a customized JSON serializer.
I have remote objects which talk each others with RPCs, using Twisted Spread.
I want that objects authenticate messages, before using them, with digital signatures, but I don't know where to start to implement this.
In my head, the Root object must have a public/private key pair, and the Client too. When a message is sent, a digital signature of the hash is added, and when it is received, the signature is checked. Is the Protocol part where I need to add these adds and checks?
Thank you
I've implemented a HTTP server (CherryPy and Python) that receives an encrypted file from a client (Android). I'm using OpenSSL to decrypt the uploaded file. Currently I'm using openssl -enc -pass file:password.txt -in encryptedfile -out decryptedfile to perform to decryption on the server side. As you can see the password used by openssl is stored in a plain text file (password.txt).
Is there a more secure way to store this OpenSSL password?
Thanks.
Pass it through a higher FD, and use that FD in the command line. Note that you'll need to use the preexec_fn argument to set up the FD before the process gets run.
subprocess.Popen(['openssl', ..., 'file:/dev/fd/12', ...], ...,
preexec_fn=passtofd12(password), ...)
For the sake of privacy for a user and other reasons passwords are generally not stored by servers. Typically users choose a password which is stored as a hash of some sort on the server.
Users then authenticate with the web application by checking the stored hash against a hash supplied based on user input. Once the client is authenticated a session identifier is provided allowing use of server resource(s). During this time a user can for instance upload the file. Encryption of the file on the server should be un-necessary assuming the hosting server is secured properly and and absent of other issues.
In this case, the authentication mechanism is not made clear, neither are the threats that pose a danger, or the life cycle of that uploaded file.
It seems that a server is receiving an encrypted file, plus some type of password. Is the protection of the password being considered during the transmission phase, or as storage on the server? The HTTPS protocol can help guard against threats concerning the transmission of the file/data. As I see from your description the concern seems to be storage on the server side.
Encrypting the passwords once they have been received by the server (either individually or by using a master password) adds another layer of security, but this approach is not without fault as the passphrase either (1) needs to be stored on the server in cleartext for accessing the files (2) or needs to be entered manually by an administrator when needed as part of any processing requiring the password - note that any resources encrypted with the password become un-useable to users.
While I am not completely aware of what is going on, the most secure thing to do would be to re-work the web application and carefully think through the design and its requirements.
I have a webapp with some functionality that I'd like to be made accessible via an API or webservice. My problem is that I want to control where my API can be accessed from, that is, I only want the apps that I create or approve to have access to my API. The API would be a web-based REST service. My users do not login, so there is no authentication of the user. The most likely use case, and the one to work with now, is that the app will be an iOS app. The API will be coded with django/python.
Given that it is not possible to view the source-code of an iOS app (I think, correct me if I'm wrong), my initial thinking is that I could just have some secret key that is passed in as a parameter to the API. However, anyone listening in on the connection would be able to see this key and just use it from anywhere else in the world.
My next though is that I could add a prior step. Before the app gets to use API it must pass a challenge. On first request, my API will create a random phrase and encrypt it with some secret key (RSA?). The original, unencrypted phrase will be sent to the app, which must also encrypt the phrase with the same secret key and send back the encrypted text with their request. If the encryptions match up, the app gets access but if not they don't.
My question is: Does this sound like a good methodology and, if so, are there any existing libraries out there that can do these types of things? I'll be working in python server-side and objective-c client side for now.
The easiest solution would be IP whitelisting if you expect the API consumer to be requesting from the same IP all the time.
If you want to support the ability to 'authenticate' from anywhere, then you're on the right track; it would be a lot easier to share an encryption method and then requesting users send a request with an encrypted api consumer handle / password / request date. Your server decodes the encrypted value, checks the handle / password against a whitelist you control, and then verifies that the request date is within some timeframe that is valid; aka, if the request date wasnt within 1 minute ago, deny the request (that way, someone intercepts the encrypted value, it's only valid for 1 minute). The encrypted value keeps changing because the request time is changing, so the key for authentication keeps changing.
That's my take anyways.
In addition to Tejs' answer, one known way is to bind the Product ID of the OS (or another unique ID of the client machine) with a specific password that is known to the user, but not stored in the application, and use those to encrypt/decrypt messages. So for example, when you get the unique no. of the machine from the user, you supply him with password, such that they complete each other to create a seed X for RC4 for example and use it for encryption / decryption. this seed X is known to the server as well, and it also use it for encryption / decryption. I won't tell you this is the best way of course, but assuming you trust the end-user (but not necessarily any one who has access to this computer), it seems sufficient to me.
Also, a good python library for cryptography is pycrypto
On first request, my API will create a random phrase and encrypt it with some secret key (RSA?)
Read up on http://en.wikipedia.org/wiki/Digital_signature to see the whole story behind this kind of handshake.
Then read up on
http://en.wikipedia.org/wiki/Lamport_signature
And it's cousin
http://en.wikipedia.org/wiki/Hash_tree
The idea is that a signature can be used once. Compromise of the signature in your iOS code doesn't matter since it's a one-use-only key.
If you use a hash tree, you can get a number of valid signatures by building a hash tree over the iOS binary file itself. The server and the iOS app both have access to the same
file being used to generate the signatures.