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+NIP-44
+=====
+
+Encrypted Payloads (Versioned)
+------------------------------
+
+`optional`
+
+The NIP introduces a new data format for keypair-based encryption. This NIP is versioned
+to allow multiple algorithm choices to exist simultaneously. This format may be used for
+many things, but MUST be used in the context of a signed event as described in NIP 01.
+
+*Note*: this format DOES NOT define any `kind`s related to a new direct messaging standard,
+only the encryption required to define one. It SHOULD NOT be used as a drop-in replacement
+for NIP 04 payloads.
+
+## Versions
+
+Currently defined encryption algorithms:
+
+- `0x00` - Reserved
+- `0x01` - Deprecated and undefined
+- `0x02` - secp256k1 ECDH, HKDF, padding, ChaCha20, HMAC-SHA256, base64
+
+## Limitations
+
+Every nostr user has their own public key, which solves key distribution problems present
+in other solutions. However, nostr's relay-based architecture makes it difficult to implement
+more robust private messaging protocols with things like metadata hiding, forward secrecy,
+and post compromise secrecy.
+
+The goal of this NIP is to have a _simple_ way to encrypt payloads used in the context of a signed
+event. When applying this NIP to any use case, it's important to keep in mind your users' threat
+model and this NIP's limitations. For high-risk situations, users should chat in specialized E2EE
+messaging software and limit use of nostr to exchanging contacts.
+
+On its own, messages sent using this scheme have a number of important shortcomings:
+
+- No deniability: it is possible to prove an event was signed by a particular key
+- No forward secrecy: when a key is compromised, it is possible to decrypt all previous conversations
+- No post-compromise security: when a key is compromised, it is possible to decrypt all future conversations
+- No post-quantum security: a powerful quantum computer would be able to decrypt the messages
+- IP address leak: user IP may be seen by relays and all intermediaries between user and relay
+- Date leak: `created_at` is public, since it is a part of NIP 01 event
+- Limited message size leak: padding only partially obscures true message length
+- No attachments: they are not supported
+
+Lack of forward secrecy may be partially mitigated by only sending messages to trusted relays, and asking
+relays to delete stored messages after a certain duration has elapsed.
+
+## Version 2
+
+NIP-44 version 2 has the following design characteristics:
+
+- Payloads are authenticated using a MAC before signing rather than afterwards because events are assumed
+  to be signed as specified in NIP-01. The outer signature serves to authenticate the full payload, and MUST
+  be validated before decrypting.
+- ChaCha is used instead of AES because it's faster and has
+  [better security against multi-key attacks](https://datatracker.ietf.org/doc/draft-irtf-cfrg-aead-limits/).
+- ChaCha is used instead of XChaCha because XChaCha has not been standardized. Also, xChaCha's improved collision
+  resistance of nonces isn't necessary since every message has a new (key, nonce) pair.
+- HMAC-SHA256 is used instead of Poly1305 because polynomial MACs are much easier to forge.
+- SHA256 is used instead of SHA3 or BLAKE because it is already used in nostr. Also BLAKE's speed advantage
+  is smaller in non-parallel environments.
+- A custom padding scheme is used instead of padmé because it provides better leakage reduction for small messages.
+- Base64 encoding is used instead of another compression algorithm because it is widely available, and is already used in nostr.
+
+### Encryption
+
+1. Calculate a conversation key
+   - Execute ECDH (scalar multiplication) of public key B by private key A
+     Output `shared_x` must be unhashed, 32-byte encoded x coordinate of the shared point
+   - Use HKDF-extract with sha256, `IKM=shared_x` and `salt=utf8_encode('nip44-v2')`
+   - HKDF output will be a `conversation_key` between two users.
+   - It is always the same, when key roles are swapped: `conv(a, B) == conv(b, A)`
+2. Generate a random 32-byte nonce
+   - Always use [CSPRNG](https://en.wikipedia.org/wiki/Cryptographically_secure_pseudorandom_number_generator)
+   - Don't generate a nonce from message content
+   - Don't re-use the same nonce between messages: doing so would make them decryptable,
+     but won't leak the long-term key
+3. Calculate message keys
+   - The keys are generated from `conversation_key` and `nonce`. Validate that both are 32 bytes long
+   - Use HKDF-expand, with sha256, `PRK=conversation_key`, `info=nonce` and `L=76`
+   - Slice 76-byte HKDF output into: `chacha_key` (bytes 0..32), `chacha_nonce` (bytes 32..44), `hmac_key` (bytes 44..76)
+4. Add padding
+   - Content must be encoded from UTF-8 into byte array
+   - Validate plaintext length. Minimum is 1 byte, maximum is 65535 bytes
+   - Padding format is: `[plaintext_length: u16][plaintext][zero_bytes]`
+   - Padding algorithm is related to powers-of-two, with min padded msg size of 32
+   - Plaintext length is encoded in big-endian as first 2 bytes of the padded blob
+5. Encrypt padded content
+   - Use ChaCha20, with key and nonce from step 3
+6. Calculate MAC (message authentication code)
+   - AAD (additional authenticated data) is used - instead of calculating MAC on ciphertext,
+     it's calculated over a concatenation of `nonce` and `ciphertext`
+   - Validate that AAD (nonce) is 32 bytes
+7. Base64-encode (with padding) params using `concat(version, nonce, ciphertext, mac)`
+
+Encrypted payloads MUST be included in an event's payload, hashed, and signed as defined in NIP 01, using schnorr
+signature scheme over secp256k1.
+
+### Decryption
+
+Before decryption, the event's pubkey and signature MUST be validated as defined in NIP 01. The public key MUST be
+a valid non-zero secp256k1 curve point, and the signature must be valid secp256k1 schnorr signature. For exact
+validation rules, refer to BIP-340.
+
+1. Check if first payload's character is `#`
+   - `#` is an optional future-proof flag that means non-base64 encoding is used
+   - The `#` is not present in base64 alphabet, but, instead of throwing `base64 is invalid`,
+     implementations MUST indicate that the encryption version is not yet supported
+2. Decode base64
+   - Base64 is decoded into `version, nonce, ciphertext, mac`
+   - If the version is unknown, implementations must indicate that the encryption version is not supported
+   - Validate length of base64 message to prevent DoS on base64 decoder: it can be in range from 132 to 87472 chars
+   - Validate length of decoded message to verify output of the decoder: it can be in range from 99 to 65603 bytes
+3. Calculate conversation key
+   - See step 1 of [encryption](#Encryption)
+4. Calculate message keys
+   - See step 3 of [encryption](#Encryption)
+5. Calculate MAC (message authentication code) with AAD and compare
+   - Stop and throw an error if MAC doesn't match the decoded one from step 2
+   - Use constant-time comparison algorithm
+6. Decrypt ciphertext
+   - Use ChaCha20 with key and nonce from step 3
+7. Remove padding
+   - Read the first two BE bytes of plaintext that correspond to plaintext length
+   - Verify that the length of sliced plaintext matches the value of the two BE bytes
+   - Verify that calculated padding from step 3 of the [encryption](#Encryption) process matches the actual padding
+
+### Details
+
+- Cryptographic methods
+  - `secure_random_bytes(length)` fetches randomness from CSPRNG.
+  - `hkdf(IKM, salt, info, L)` represents HKDF [(RFC 5869)](https://datatracker.ietf.org/doc/html/rfc5869)
+    with SHA256 hash function comprised of methods `hkdf_extract(IKM, salt)` and `hkdf_expand(OKM, info, L)`.
+  - `chacha20(key, nonce, data)` is ChaCha20 [(RFC 8439)](https://datatracker.ietf.org/doc/html/rfc8439) with
+    starting counter set to 0.
+  - `hmac_sha256(key, message)` is HMAC [(RFC 2104)](https://datatracker.ietf.org/doc/html/rfc2104).
+  - `secp256k1_ecdh(priv_a, pub_b)` is multiplication of point B by scalar a (`a ⋅ B`), defined in
+    [BIP340](https://github.com/bitcoin/bips/blob/e918b50731397872ad2922a1b08a5a4cd1d6d546/bip-0340.mediawiki).
+    The operation produces a shared point, and we encode the shared point's 32-byte x coordinate, using method
+    `bytes(P)` from BIP340. Private and public keys must be validated as per BIP340: pubkey must be a valid,
+    on-curve point, and private key must be a scalar in range `[1, secp256k1_order - 1]`.
+- Operators
+  - `x[i:j]`, where `x` is a byte array and `i, j <= 0` returns a `(j - i)`-byte array with a copy of the
+    `i`-th byte (inclusive) to the `j`-th byte (exclusive) of `x`.
+- Constants `c`:
+  - `min_plaintext_size` is 1. 1b msg is padded to 32b.
+  - `max_plaintext_size` is 65535 (64kb - 1). It is padded to 65536.
+- Functions
+  - `base64_encode(string)` and `base64_decode(bytes)` are Base64 ([RFC 4648](https://datatracker.ietf.org/doc/html/rfc4648), with padding)
+  - `concat` refers to byte array concatenation
+  - `is_equal_ct(a, b)` is constant-time equality check of 2 byte arrays
+  - `utf8_encode(string)` and `utf8_decode(bytes)` transform string to byte array and back
+  - `write_u8(number)` restricts number to values 0..255 and encodes into Big-Endian uint8 byte array
+  - `write_u16_be(number)` restricts number to values 0..65535 and encodes into Big-Endian uint16 byte array
+  - `zeros(length)` creates byte array of length `length >= 0`, filled with zeros
+  - `floor(number)` and `log2(number)` are well-known mathematical methods
+
+### Implementation pseudocode
+
+The following is a collection of python-like pseudocode functions which implement the above primitives,
+intended to guide implementers. A collection of implementations in different languages is available at https://github.com/paulmillr/nip44.
+
+```py
+# Calculates length of the padded byte array.
+def calc_padded_len(unpadded_len):
+  next_power = 1 << (floor(log2(unpadded_len - 1))) + 1
+  if next_power <= 256:
+    chunk = 32
+  else:
+    chunk = next_power / 8
+  if unpadded_len <= 32:
+    return 32
+  else:
+    return chunk * (floor((len - 1) / chunk) + 1)
+
+# Converts unpadded plaintext to padded bytearray
+def pad(plaintext):
+  unpadded = utf8_encode(plaintext)
+  unpadded_len = len(plaintext)
+  if (unpadded_len < c.min_plaintext_size or
+      unpadded_len > c.max_plaintext_size): raise Exception('invalid plaintext length')
+  prefix = write_u16_be(unpadded_len)
+  suffix = zeros(calc_padded_len(unpadded_len) - unpadded_len)
+  return concat(prefix, unpadded, suffix)
+
+# Converts padded bytearray to unpadded plaintext
+def unpad(padded):
+  unpadded_len = read_uint16_be(padded[0:2])
+  unpadded = padded[2:2+unpadded_len]
+  if (unpadded_len == 0 or
+      len(unpadded) != unpadded_len or
+      len(padded) != 2 + calc_padded_len(unpadded_len)): raise Exception('invalid padding')
+  return utf8_decode(unpadded)
+
+# metadata: always 65b (version: 1b, nonce: 32b, max: 32b)
+# plaintext: 1b to 0xffff
+# padded plaintext: 32b to 0xffff
+# ciphertext: 32b+2 to 0xffff+2
+# raw payload: 99 (65+32+2) to 65603 (65+0xffff+2)
+# compressed payload (base64): 132b to 87472b
+def decode_payload(payload):
+  plen = len(payload)
+  if plen == 0 or payload[0] == '#': raise Exception('unknown version')
+  if plen < 132 or plen > 87472: raise Exception('invalid payload size')
+  data = base64_decode(payload)
+  dlen = len(d)
+  if dlen < 99 or dlen > 65603: raise Exception('invalid data size');
+  vers = data[0]
+  if vers != 2: raise Exception('unknown version ' + vers)
+  nonce = data[1:33]
+  ciphertext = data[33:dlen - 32]
+  mac = data[dlen - 32:dlen]
+  return (nonce, ciphertext, mac)
+
+def hmac_aad(key, message, aad):
+  if len(aad) != 32: raise Exception('AAD associated data must be 32 bytes');
+  return hmac(sha256, key, concat(aad, message));
+
+# Calculates long-term key between users A and B: `get_key(Apriv, Bpub) == get_key(Bpriv, Apub)`
+def get_conversation_key(private_key_a, public_key_b):
+  shared_x = secp256k1_ecdh(private_key_a, public_key_b)
+  return hkdf_extract(IKM=shared_x, salt=utf8_encode('nip44-v2'))
+
+# Calculates unique per-message key
+def get_message_keys(conversation_key, nonce):
+  if len(conversation_key) != 32: raise Exception('invalid conversation_key length')
+  if len(nonce) != 32: raise Exception('invalid nonce length')
+  keys = hkdf_expand(OKM=conversation_key, info=nonce, L=76)
+  chacha_key = keys[0:32]
+  chacha_nonce = keys[32:44]
+  hmac_key = keys[44:76]
+  return (chacha_key, chacha_nonce, hmac_key)
+
+def encrypt(plaintext, conversation_key, nonce):
+  (chacha_key, chacha_nonce, hmac_key) = get_message_keys(conversation_key, nonce)
+  padded = pad(plaintext)
+  ciphertext = chacha20(key=chacha_key, nonce=chacha_nonce, data=padded)
+  mac = hmac_aad(key=hmac_key, message=ciphertext, aad=nonce)
+  return base64_encode(concat(write_u8(2), nonce, ciphertext, mac))
+
+def decrypt(payload, conversation_key):
+  (nonce, ciphertext, mac) = decode_payload(payload)
+  (chacha_key, chacha_nonce, hmac_key) = get_message_keys(conversation_key, nonce)
+  calculated_mac = hmac_aad(key=hmac_key, message=ciphertext, aad=nonce)
+  if not is_equal_ct(calculated_mac, mac): raise Exception('invalid MAC')
+  padded_plaintext = chacha20(key=chacha_key, nonce=chacha_nonce, data=ciphertext)
+  return unpad(padded_plaintext)
+
+# Usage:
+#   conversation_key = get_conversation_key(sender_privkey, recipient_pubkey)
+#   nonce = secure_random_bytes(32)
+#   payload = encrypt('hello world', conversation_key, nonce)
+#   'hello world' == decrypt(payload, conversation_key)
+```
+
+### Audit
+
+The v2 of the standard was audited by [Cure53](https://cure53.de) in December 2023.
+Check out [audit-2023.12.pdf](https://github.com/paulmillr/nip44/blob/ce63c2eaf345e9f7f93b48f829e6bdeb7e7d7964/audit-2023.12.pdf)
+and [auditor's website](https://cure53.de/audit-report_nip44-implementations.pdf).
+
+### Tests and code
+
+A collection of implementations in different languages is available at https://github.com/paulmillr/nip44.
+
+We publish extensive test vectors. Instead of having it in the document directly, a sha256 checksum of vectors is provided:
+
+    269ed0f69e4c192512cc779e78c555090cebc7c785b609e338a62afc3ce25040  nip44.vectors.json
+
+Example of a test vector from the file:
+
+```json
+{
+  "sec1": "0000000000000000000000000000000000000000000000000000000000000001",
+  "sec2": "0000000000000000000000000000000000000000000000000000000000000002",
+  "conversation_key": "c41c775356fd92eadc63ff5a0dc1da211b268cbea22316767095b2871ea1412d",
+  "nonce": "0000000000000000000000000000000000000000000000000000000000000001",
+  "plaintext": "a",
+  "payload": "AgAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAABee0G5VSK0/9YypIObAtDKfYEAjD35uVkHyB0F4DwrcNaCXlCWZKaArsGrY6M9wnuTMxWfp1RTN9Xga8no+kF5Vsb"
+}
+```
+
+The file also contains intermediate values. A quick guidance with regards to its usage:
+
+- `valid.get_conversation_key`: calculate conversation_key from secret key sec1 and public key pub2
+- `valid.get_message_keys`: calculate chacha_key, chacha_nonce, hmac_key from conversation_key and nonce
+- `valid.calc_padded_len`: take unpadded length (first value), calculate padded length (second value)
+- `valid.encrypt_decrypt`: emulate real conversation. Calculate pub2 from sec2, verify conversation_key from (sec1, pub2), encrypt, verify payload, then calculate pub1 from sec1, verify conversation_key from (sec2, pub1), decrypt, verify plaintext.
+- `valid.encrypt_decrypt_long_msg`: same as previous step, but instead of a full plaintext and payload, their checksum is provided.
+- `invalid.encrypt_msg_lengths`
+- `invalid.get_conversation_key`: calculating conversation_key must throw an error
+- `invalid.decrypt`: decrypting message content must throw an error