diff --git a/pkgs/by-name/ca/cai/package.nix b/pkgs/by-name/ca/cai/package.nix
new file mode 100644
index 000000000000..2bc457a2ccfd
--- /dev/null
+++ b/pkgs/by-name/ca/cai/package.nix
@@ -0,0 +1,131 @@
+{
+  lib,
+  python3Packages,
+  fetchFromGitHub,
+  nix-update-script,
+  writableTmpDirAsHomeHook,
+}:
+
+python3Packages.buildPythonApplication (finalAttrs: {
+  pname = "cai";
+  version = "1.1.5-unstable-2026-06-05";
+  pyproject = true;
+
+  __structuredAttrs = true;
+
+  src = fetchFromGitHub {
+    owner = "aliasrobotics";
+    repo = "cai";
+    rev = "1c79507140845d0c57455e3b623e489680fd80e8";
+    hash = "sha256-LcU9GoUulpeAaaBZr2Mg/C+UmjZ74UL+SGqdB0P9JtA=";
+  };
+
+  pythonRemoveDeps = [
+    "cryptography"
+    "dotenv"
+    "openinference-instrumentation-openai"
+    "pypdf2"
+  ];
+
+  pythonRelaxDeps = [ "openai" ];
+
+  build-system = with python3Packages; [ hatchling ];
+
+  dependencies = with python3Packages; [
+    cryptography
+    curl-cffi
+    dnspython
+    docker
+    fastapi
+    flask
+    folium
+    graphviz
+    griffe
+    litellm
+    mako
+    matplotlib
+    mcp
+    mkdocs
+    mkdocs-material
+    nest-asyncio
+    networkx
+    numpy
+    numpy
+    openai
+    openinference-instrumentation-openai
+    pandas
+    paramiko
+    prompt-toolkit
+    pydantic
+    pypdf
+    python-dotenv
+    questionary
+    requests
+    rich
+    textual
+    trafilatura
+    types-requests
+    typing-extensions
+    wasabi
+    websockets
+  ];
+
+  nativeInstallCheckInputs = with python3Packages; [
+    inline-snapshot
+    litellm
+    pytest-asyncio
+    pytestCheckHook
+    writableTmpDirAsHomeHook
+  ];
+
+  pythonImportsCheck = [ "cai" ];
+
+  disabledTestPaths = [
+    # Exclude examples
+    "examples/"
+    # API key is required
+    "tests/agents/test_agent_inference.py"
+    "tests/agents/test_agent_one_tool.py"
+    "tests/agents/test_blue_teamer_gctr.py"
+    "tests/api/test_api.py"
+    "tests/cli/test_cli_headless_cancellation.py"
+    "tests/commands/"
+    "tests/integration/"
+    "tests/refusals/"
+    "tests/test_unified_pattern.py"
+    "tools/tpm_test.py"
+    # openai 2.x API changes
+    "tests/cli/test_cli_streaming.py"
+    "tests/core/test_openai_chatcompletions.py"
+    "tests/core/test_openai_chatcompletions_stream.py"
+    "tests/mcp/test_runner_calls_mcp.py"
+    "tests/tracing/test_agent_tracing.py"
+    "tests/tracing/test_responses_tracing.py"
+    "tests/tracing/test_tracing.py"
+    "tests/tracing/test_tracing_errors.py"
+    "tests/tracing/test_tracing_errors_streamed.py"
+    "tests/voice/test_workflow.py"
+    # Missing symbols (version mismatch)
+    "tests/core/test_auto_compact.py"
+    "tests/core/test_context_optimization.py"
+    # Probing the live interpreter outside sandbox
+    "tests/continuous_ops/test_wizard_worker_python_bin.py"
+    # Tests requires live CTF infrastructure
+    "tests/ctfs/test_ctf.py"
+    # Other error
+    "tests/test_cli_print_deduplication.py"
+    "tests/tools/test_output_tool.py"
+    "tests/util/test_wait_hints_compact.py"
+  ];
+
+  passthru.updateScript = nix-update-script { };
+
+  meta = {
+    description = "Framework for AI Security";
+    homepage = "https://github.com/aliasrobotics/cai";
+    changelog = "https://github.com/aliasrobotics/cai/releases/tag/${finalAttrs.src.rev}";
+    license = lib.licenses.mit;
+    maintainers = with lib.maintainers; [ fab ];
+    mainProgram = "cai";
+  };
+})
diff --git a/pkgs/development/python-modules/openinference-instrumentation-claude-agent-sdk/default.nix b/pkgs/development/python-modules/openinference-instrumentation-claude-agent-sdk/default.nix
new file mode 100644
index 000000000000..e65aeb508cb3
--- /dev/null
+++ b/pkgs/development/python-modules/openinference-instrumentation-claude-agent-sdk/default.nix
@@ -0,0 +1,74 @@
+{
+  lib,
+  buildPythonPackage,
+  claude-agent-sdk,
+  fetchFromGitHub,
+  hatchling,
+  nix-update-script,
+  openinference-instrumentation,
+  openinference-semantic-conventions,
+  opentelemetry-api,
+  opentelemetry-instrumentation,
+  opentelemetry-semantic-conventions,
+  pytest-asyncio,
+  pytest-timeout,
+  pytestCheckHook,
+  pyyaml,
+  sniffio,
+  typing-extensions,
+  wrapt,
+}:
+
+buildPythonPackage (finalAttrs: {
+  pname = "openinference-instrumentation-claude-agent-sdk";
+  version = "0.1.6";
+  pyproject = true;
+
+  __structuredAttrs = true;
+
+  src = fetchFromGitHub {
+    owner = "Arize-ai";
+    repo = "openinference";
+    tag = "python-openinference-instrumentation-claude-agent-sdk-v${finalAttrs.version}";
+    hash = "sha256-wmwqmN/rN521TaXVZfkaRzHPVhANSgKaBVc4rhXgIII=";
+  };
+
+  sourceRoot = "${finalAttrs.src.name}/python/instrumentation/${finalAttrs.pname}";
+
+  build-system = [ hatchling ];
+
+  dependencies = [
+    opentelemetry-api
+    opentelemetry-instrumentation
+    opentelemetry-semantic-conventions
+    openinference-semantic-conventions
+    openinference-instrumentation
+    typing-extensions
+    wrapt
+  ];
+
+  optional-dependencies = {
+    instruments = [ claude-agent-sdk ];
+  };
+
+  nativeCheckInputs = [
+    pytest-asyncio
+    pytest-timeout
+    pytestCheckHook
+    pyyaml
+    sniffio
+  ]
+  ++ lib.flatten (builtins.attrValues finalAttrs.passthru.optional-dependencies);
+
+  pythonImportsCheck = [ "openinference.instrumentation.claude_agent_sdk" ];
+
+  passthru.updateScript = nix-update-script { };
+
+  meta = {
+    description = "OpenInference Claude Agent SDK Instrumentation";
+    homepage = "https://github.com/Arize-ai/openinference";
+    changelog = "https://github.com/Arize-ai/openinference/releases/tag/${finalAttrs.src.tag}";
+    license = lib.licenses.asl20;
+    maintainers = with lib.maintainers; [ fab ];
+  };
+})
diff --git a/pkgs/development/python-modules/openinference-instrumentation-openai/default.nix b/pkgs/development/python-modules/openinference-instrumentation-openai/default.nix
new file mode 100644
index 000000000000..31a804841153
--- /dev/null
+++ b/pkgs/development/python-modules/openinference-instrumentation-openai/default.nix
@@ -0,0 +1,84 @@
+{
+  lib,
+  buildPythonPackage,
+  fetchFromGitHub,
+  hatchling,
+  httpx,
+  nix-update-script,
+  openai,
+  openinference-instrumentation,
+  openinference-semantic-conventions,
+  opentelemetry-api,
+  opentelemetry-instrumentation-httpx,
+  opentelemetry-instrumentation,
+  opentelemetry-semantic-conventions,
+  pytest-asyncio,
+  pytest-vcr,
+  pytestCheckHook,
+  respx,
+  typing-extensions,
+  wrapt,
+}:
+
+buildPythonPackage (finalAttrs: {
+  pname = "openinference-instrumentation-openai";
+  version = "0.1.52";
+  pyproject = true;
+
+  __structuredAttrs = true;
+
+  src = fetchFromGitHub {
+    owner = "Arize-ai";
+    repo = "openinference";
+    tag = "python-openinference-instrumentation-openai-v${finalAttrs.version}";
+    hash = "sha256-wmwqmN/rN521TaXVZfkaRzHPVhANSgKaBVc4rhXgIII=";
+  };
+
+  sourceRoot = "${finalAttrs.src.name}/python/instrumentation/${finalAttrs.pname}";
+
+  build-system = [ hatchling ];
+
+  dependencies = [
+    opentelemetry-api
+    opentelemetry-instrumentation
+    opentelemetry-semantic-conventions
+    openinference-semantic-conventions
+    openinference-instrumentation
+    typing-extensions
+    wrapt
+  ];
+
+  optional-dependencies = {
+    instruments = [ openai ];
+  };
+
+  nativeCheckInputs = [
+    httpx
+    opentelemetry-instrumentation-httpx
+    pytest-asyncio
+    pytest-vcr
+    pytestCheckHook
+    respx
+  ]
+  ++ lib.flatten (builtins.attrValues finalAttrs.passthru.optional-dependencies);
+
+  pythonImportsCheck = [ "openinference.instrumentation.openai" ];
+
+  disabledTests = [
+    # Tests want to connect to OpenAI's API
+    "test_cached_tokens"
+    "test_input_value"
+    "test_openai"
+    "test_tool_calls"
+  ];
+
+  passthru.updateScript = nix-update-script { };
+
+  meta = {
+    description = "OpenInference OpenAI SDK Instrumentation";
+    homepage = "https://github.com/Arize-ai/openinference";
+    changelog = "https://github.com/Arize-ai/openinference/releases/tag/${finalAttrs.src.tag}";
+    license = lib.licenses.asl20;
+    maintainers = with lib.maintainers; [ fab ];
+  };
+})
diff --git a/pkgs/development/python-modules/openinference-instrumentation/default.nix b/pkgs/development/python-modules/openinference-instrumentation/default.nix
new file mode 100644
index 000000000000..6c2e2fbf3a3b
--- /dev/null
+++ b/pkgs/development/python-modules/openinference-instrumentation/default.nix
@@ -0,0 +1,69 @@
+{
+  lib,
+  buildPythonPackage,
+  fetchFromGitHub,
+  hatchling,
+  jsonschema,
+  nix-update-script,
+  openai,
+  openinference-semantic-conventions,
+  opentelemetry-api,
+  opentelemetry-sdk,
+  pytest-asyncio,
+  pytest-vcr,
+  pytestCheckHook,
+  typing-extensions,
+  wrapt,
+}:
+
+buildPythonPackage (finalAttrs: {
+  pname = "openinference-instrumentation";
+  version = "0.1.53";
+  pyproject = true;
+
+  __structuredAttrs = true;
+
+  src = fetchFromGitHub {
+    owner = "Arize-ai";
+    repo = "openinference";
+    tag = "python-openinference-instrumentation-v${finalAttrs.version}";
+    hash = "sha256-1FzAiO3Vxt2o9YCzwPfHOn4hwvOLDt9Luv3zQTJ6J2Q=";
+  };
+
+  sourceRoot = "${finalAttrs.src.name}/python/${finalAttrs.pname}";
+
+  build-system = [ hatchling ];
+
+  dependencies = [
+    opentelemetry-api
+    opentelemetry-sdk
+    openinference-semantic-conventions
+    typing-extensions
+    wrapt
+  ];
+
+  nativeCheckInputs = [
+    jsonschema
+    openai
+    pytest-asyncio
+    pytest-vcr
+    pytestCheckHook
+  ];
+
+  pythonImportsCheck = [ "openinference.instrumentation" ];
+
+  disabledTests = [
+    # Tests want to connect to OpenAI's API
+    "TestTracerLLMDecorator"
+  ];
+
+  passthru.updateScript = nix-update-script { };
+
+  meta = {
+    description = "OpenTelemetry Instrumentation for AI Observability";
+    homepage = "https://github.com/Arize-ai/openinference";
+    changelog = "https://github.com/Arize-ai/openinference/releases/tag/${finalAttrs.src.tag}";
+    license = lib.licenses.asl20;
+    maintainers = with lib.maintainers; [ fab ];
+  };
+})
diff --git a/pkgs/development/python-modules/openinference-semantic-conventions/default.nix b/pkgs/development/python-modules/openinference-semantic-conventions/default.nix
new file mode 100644
index 000000000000..a7a129cc1cc3
--- /dev/null
+++ b/pkgs/development/python-modules/openinference-semantic-conventions/default.nix
@@ -0,0 +1,45 @@
+{
+  lib,
+  buildPythonPackage,
+  fetchFromGitHub,
+  hatchling,
+  nix-update-script,
+  pytest-asyncio,
+  pytestCheckHook,
+}:
+
+buildPythonPackage (finalAttrs: {
+  pname = "openinference-semantic-conventions";
+  version = "0.1.30";
+  pyproject = true;
+
+  __structuredAttrs = true;
+
+  src = fetchFromGitHub {
+    owner = "Arize-ai";
+    repo = "openinference";
+    tag = "python-openinference-semantic-conventions-v${finalAttrs.version}";
+    hash = "sha256-MkgajZknHOw4/qra6uZ99rtpiylpHhOj8tDfLGUSU74=";
+  };
+
+  sourceRoot = "${finalAttrs.src.name}/python/${finalAttrs.pname}";
+
+  build-system = [ hatchling ];
+
+  nativeCheckInputs = [
+    pytest-asyncio
+    pytestCheckHook
+  ];
+
+  pythonImportsCheck = [ "openinference.semconv" ];
+
+  passthru.updateScript = nix-update-script { };
+
+  meta = {
+    description = "OpenTelemetry Semantic Conventions for AI Observability";
+    homepage = "https://github.com/Arize-ai/openinference";
+    changelog = "https://github.com/Arize-ai/openinference/releases/tag/${finalAttrs.src.tag}";
+    license = lib.licenses.asl20;
+    maintainers = with lib.maintainers; [ fab ];
+  };
+})
diff --git a/pkgs/development/python-modules/opentelemetry-instrumentation-httpx/default.nix b/pkgs/development/python-modules/opentelemetry-instrumentation-httpx/default.nix
index 4fe687d399dd..4cf08c1aa584 100644
--- a/pkgs/development/python-modules/opentelemetry-instrumentation-httpx/default.nix
+++ b/pkgs/development/python-modules/opentelemetry-instrumentation-httpx/default.nix
@@ -1,4 +1,5 @@
 {
+  lib,
   buildPythonPackage,
   hatchling,
   httpx,
@@ -6,7 +7,9 @@
   opentelemetry-instrumentation,
   opentelemetry-util-http,
   opentelemetry-test-utils,
+  opentelemetry-semantic-conventions,
   pytestCheckHook,
+  pythonOlder,
   respx,
 }:
 
@@ -23,6 +26,7 @@ buildPythonPackage {
     httpx
     opentelemetry-api
     opentelemetry-instrumentation
+    opentelemetry-semantic-conventions
     opentelemetry-util-http
   ];
 
@@ -32,6 +36,8 @@ buildPythonPackage {
     respx
   ];
 
+  doCheck = pythonOlder "3.14";
+
   pythonImportsCheck = [ "opentelemetry.instrumentation.httpx" ];
 
   meta = opentelemetry-instrumentation.meta // {
diff --git a/pkgs/development/python-modules/opentelemetry-instrumentation/default.nix b/pkgs/development/python-modules/opentelemetry-instrumentation/default.nix
index 80c5e8536de1..d8534e95f7f5 100644
--- a/pkgs/development/python-modules/opentelemetry-instrumentation/default.nix
+++ b/pkgs/development/python-modules/opentelemetry-instrumentation/default.nix
@@ -10,7 +10,7 @@
   wrapt,
 }:
 
-buildPythonPackage rec {
+buildPythonPackage (finalAttrs: {
   pname = "opentelemetry-instrumentation";
   version = "0.55b0";
   pyproject = true;
@@ -19,11 +19,11 @@ buildPythonPackage rec {
   src = fetchFromGitHub {
     owner = "open-telemetry";
     repo = "opentelemetry-python-contrib";
-    tag = "v${version}";
+    tag = "v${finalAttrs.version}";
     hash = "sha256-UM9ezCh3TVwyj257O0rvTCIgfrddobWcVIgJmBUj/Vo=";
   };
 
-  sourceRoot = "${src.name}/opentelemetry-instrumentation";
+  sourceRoot = "${finalAttrs.src.name}/opentelemetry-instrumentation";
 
   build-system = [ hatchling ];
 
@@ -53,8 +53,8 @@ buildPythonPackage rec {
   meta = {
     description = "Instrumentation Tools & Auto Instrumentation for OpenTelemetry Python";
     homepage = "https://github.com/open-telemetry/opentelemetry-python-contrib/tree/main/opentelemetry-instrumentation";
-    changelog = "https://github.com/open-telemetry/opentelemetry-python-contrib/releases/tag/v${version}";
+    changelog = "https://github.com/open-telemetry/opentelemetry-python-contrib/releases/tag/v${finalAttrs.src.tag}";
     license = lib.licenses.asl20;
     maintainers = [ lib.maintainers.natsukium ];
   };
-}
+})
diff --git a/pkgs/top-level/python-packages.nix b/pkgs/top-level/python-packages.nix
index 9cebce9c388d..03d1906efcd4 100644
--- a/pkgs/top-level/python-packages.nix
+++ b/pkgs/top-level/python-packages.nix
@@ -11956,6 +11956,22 @@ self: super: with self; {
     }
   );
 
+  openinference-instrumentation =
+    callPackage ../development/python-modules/openinference-instrumentation
+      { };
+
+  openinference-instrumentation-claude-agent-sdk =
+    callPackage ../development/python-modules/openinference-instrumentation-claude-agent-sdk
+      { };
+
+  openinference-instrumentation-openai =
+    callPackage ../development/python-modules/openinference-instrumentation-openai
+      { };
+
+  openinference-semantic-conventions =
+    callPackage ../development/python-modules/openinference-semantic-conventions
+      { };
+
   openmm = toPythonModule (
     pkgs.openmm.override {
       python3Packages = self;