renkin 0.22.0 → 0.24.0

package/README.md

@@ -337,38 +337,26 @@ for the full acceptance criteria and licensing split.
 | Feature | Detail |
 |---|---|
 | **Pure Safe Rust** | `#![forbid(unsafe_code)]` on all crates — compiler-enforced, zero C/C++ dependencies |
-| **A\* / AND-OR Tree Search** | Retro\*-equivalent algorithm with pluggable heuristics (`MoleculeValueEstimator`, `ReactionPrior`) |
-| **Up to 50k reaction templates** | Auto-extracted from USPTO-50k/MIT via rdchiral; frequency-weighted priority; `--templates` for custom sets |
-| **Route scoring** | `confidence`, `step_confidence`, `success_probability` (Retro-prob style), `convergency`, `atom_economy` per step — see caveat below the table |
-| **Step metadata provenance** | Each step reports `metadata_source`/`metadata_scope` (e.g. `handcrafted_default`/`reaction_family`) so it's machine-readable whether `conditions`/`reaction_family` came from a rule-author default vs. something more grounded; absent for extracted templates, since nothing is fabricated for them. |
-| **Stable template IDs + evidence sidecar** | Every template gets a stable `template_id` — `rule:<name>` for hand-crafted rules, `smirks-sha256:<hex>` for extracted templates (independent of file order/position/count). Attach curated DOIs/patents, reported conditions, reported yields, and known side-reaction warnings via a `--template-metadata sidecar.json` file keyed by `template_id`; matching steps get an `evidence` field, everything else stays untouched — see [Template evidence metadata](#template-evidence-metadata) below. `schema_version: 2` sidecars can additionally attach `examples` — curated records tied to one exact target/precursor set, matched by canonical SMILES and surfaced first in `--format explain`. Run `renkin template ids <file.smi>` to list stable IDs for authoring a sidecar. Automatic yield/success prediction and literature search remain out of scope ([#41](https://github.com/kent-tokyo/renkin/issues/41)). |
-| **Route cost scoring** | `route_cost = Σ(BB cost) + steps×0.5`; actual prices via `--bb-prices CSV` or `--stock stock.csv` |
-| **Pareto multi-objective search** | `--format pareto` returns a Pareto front across `route_cost`, `success_probability`, `steps`, etc.; objectives configurable via `--objectives cost:min,success_probability:max,steps:min` |
-| **Constraint DSL** | `--constraints constraints.json` — JSON-driven synthesis planning: element filters, step limits, confidence thresholds, preferred reaction families; enables LLM → RENKIN pipeline |
-| **Output formats** | `--format json` · `tree` · `mermaid` · `explain` (human-readable per-route analysis) · `compare` (side-by-side table) · `compare-json` · `pareto` |
-| **Failure diagnostics** | Zero-route JSON output includes `diagnostics` block with `likely_causes` and `suggestions` |
-| **Standalone forward prediction** | `renkin-forward predict --reactants <SMILES>...` enumerates and ranks forward reaction product candidates from reversed SMIRKS templates, independent of route search — see the [Forward Prediction guide](docs/guides/forward-prediction.md) |
-| **Single-reactant forward enumeration** | `renkin-forward enumerate --reactant <SMILES> --partners <path>` discovers concrete products from one known reactant plus an explicit partner library (never RENKIN's own retro stock) — see the [Forward Enumeration guide](docs/guides/forward-enumeration.md) |
-| **Partner-free retrieval hints** | `renkin-forward hints --reactants <SMILES>...` — no partner input at all: reports matched template slots, missing-partner SMARTS, and bond deltas for patent/database search, never a concrete product — see the [Forward Retrieval Hints guide](docs/guides/forward-retrieval-hints.md). `predict` / `enumerate` / `hints` compared: [table](docs/guides/forward-retrieval-hints.md#predict--enumerate--hints-at-a-glance) |
-| **Forward validation** | `renkin-forward validate` verifies each step by applying templates forward; accepts `--route-json` or stdin |
-| **Ring-context safety guard** | `--ring-context-policy conservative --ring-context-sidecar <path>` — opt-in match-level filter that rejects an extracted template's ring-opening/closing disconnection when its historical training data never observed that bond as ring-forming/-breaking; default is `disabled` (unchanged legacy behavior) — see [Issue #72](https://github.com/kent-tokyo/renkin/issues/72) |
-| **LightGBM candidate reranker** (experimental, Issue #101) | `--reranker-model model.txt --reranker-freq-table frequency_table.json` — opt-in, ordering-only: re-ranks same-step candidates using a frozen LightGBM model, expressed as a rank-derived bonus on the same scale as the template-frequency bonus. Never changes which candidates are generated, only their search order. Omitting either flag (the default) reproduces legacy ordering byte-for-byte; a bad model/table path falls back to legacy ordering with a stderr warning rather than failing the run. Pure-Rust model reader, no C/C++ dependency. Pending its runtime paired-gate result before this row loses the "experimental" tag. |
-| **Plausibility report** | `renkin-bench --plausibility` — forward-validates best routes and reports composite plausibility score |
-| **PaRoutes benchmark** | `renkin-bench --input-format paroutes` for multi-step ground-truth evaluation with `depth_delta` and `route_diversity` |
-| **Atom balance check** | `renkin-bench` flags steps where `target_MW > Σ precursor_MW` (CompleteRXN reference) |
-| **Stock CSV management** | `renkin stock stats\|validate\|coverage` — inspect and validate stock CSV files with SMILES, name, vendor, price, hazard fields |
-| **Template quality tools** | `renkin template stats\|validate\|dedup\|explain\|coverage\|ids` — inspect SMIRKS template sets: frequency distribution, validity, duplicates, per-template lookup, coverage rate, stable template IDs |
+| **Search engine** | A\*/AND-OR tree search (Retro\*-equivalent, pluggable `MoleculeValueEstimator`/`ReactionPrior`) with `--beam-width N` for memory-bounded exploration and `rayon` parallel rule application (sequential fallback on wasm32) |
+| **Up to 50k reaction templates** | Auto-extracted from USPTO-50k/MIT via rdchiral; frequency-weighted priority (optional pure-Rust `tract-onnx` NN scorer via `--scorer`); `--templates` for custom sets |
+| **Template quality tools** | `renkin template stats\|validate\|dedup\|explain\|coverage\|ids` — frequency distribution, validity, duplicates, per-template lookup, coverage rate, stable IDs |
+| **Stable template IDs + evidence sidecar** | Every template gets a stable `template_id` (`rule:<name>` / `smirks-sha256:<hex>`, independent of file order). Attach curated DOIs/patents, conditions, yields, and side-reaction warnings via a `--template-metadata sidecar.json`; matching steps get an `evidence` field — see [Template evidence metadata](#template-evidence-metadata) below. `schema_version: 2` sidecars can also attach `examples` (curated exact-substrate records, surfaced first in `--format explain`). Automatic yield/success prediction and literature search remain out of scope ([#41](https://github.com/kent-tokyo/renkin/issues/41)) |
+| **Ring-context safety guard** | `--ring-context-policy conservative --ring-context-sidecar <path>` — opt-in match-level filter that rejects an extracted template's ring-opening/closing disconnection when its historical training data never observed that bond as ring-forming/-breaking; default `disabled` (unchanged legacy behavior) — see [Issue #72](https://github.com/kent-tokyo/renkin/issues/72) |
+| **LightGBM candidate reranker** | `--reranker-model`/`--reranker-freq-table` (CLI) or `reranker_model_path`/`reranker_freq_table_path` (Python) — opt-in, ordering-only re-ranking via a frozen LightGBM model; never changes which candidates are generated, only their order, and reproduces legacy ordering byte-for-byte when off. Paired 100-target route-search gate: `route_to_configured_stock` 16→20 (+4/-0). `python3 scripts/fetch_reranker_model.py` fetches the frozen model (SHA-256-verified, not bundled in any package — see [Roadmap](#roadmap)) |
+| **Coverage mode** (opt-in) | `--search-mode coverage --coverage-templates <path>` (CLI) or `search_mode="coverage"`, `coverage_templates_path=...` (Python) — if the default template set finds no route, automatically escalates to a larger, separately loaded template set, cooperatively cancellable via `--coverage-timeout-secs`. Standard-mode output is byte-for-byte unchanged when not used. `python3 scripts/fetch_coverage_templates.py` fetches the frozen 2,000-template Stage-2 set (SHA-256-verified, not bundled in any package, same reasoning as the reranker model — see [Roadmap](#roadmap)) |
+| **Route scoring** | `confidence`, `step_confidence`, `success_probability` (Retro-prob style), `convergency`, `atom_economy`, `route_cost` (`Σ BB cost + steps×0.5`, or actual prices via `--bb-prices`/`--stock`) per step/route — see caveat below the table |
+| **Step metadata provenance** | Each step reports `metadata_source`/`metadata_scope` so it's machine-readable whether `conditions`/`reaction_family` came from a rule-author default vs. something more grounded; absent (not fabricated) for extracted templates |
+| **Pareto multi-objective search** | `--format pareto` returns a Pareto front across `route_cost`/`success_probability`/`steps`; objectives configurable via `--objectives` |
+| **Constraint DSL** | `--constraints constraints.json` — element filters, step limits, confidence thresholds, preferred reaction families; enables LLM → RENKIN pipelines |
+| **Output formats & diagnostics** | `--format json\|tree\|mermaid\|explain\|compare\|compare-json\|pareto`; zero-route JSON includes a `diagnostics` block with `likely_causes`/`suggestions` |
+| **`renkin-forward` toolkit** | `predict` (rank forward products), `enumerate` (bounded products from one reactant + partner library), `hints` (partner-free retrieval hints, no concrete product), `validate` (forward-verify each retro step) — see the [Forward guides](docs/guides/forward-retrieval-hints.md#predict--enumerate--hints-at-a-glance) |
+| **`renkin-bench`** | USPTO-50k/PaRoutes evaluation with `--plausibility` (forward-validated composite score), `--failure-taxonomy`, atom-balance checks (`target_MW > Σ precursor_MW`), and multi-stage `cascade` re-runs on unsolved targets — see [Benchmark](#benchmark) |
+| **Stock CSV management** | `renkin stock stats\|validate\|coverage` — SMILES, name, vendor, price, hazard fields |
 | **MCP server** | `renkin-mcp` exposes 6 tools: `find_routes`, `validate_route`, `explain_route`, `find_pareto_routes`, `plan_with_constraints`, `estimate_diversity` |
-| **`renkin-doctor`** | Environment diagnostic binary — checks templates, building blocks, Python import, tool versions, and data integrity |
-| **`renkin-kg`** | Reaction knowledge graph builder — constructs bipartite mol↔reaction graphs from routes; exports to GraphML or Cypher |
-| **Beam search** | `--beam-width N` for memory-bounded exploration; `SmallVec<[FEntry; 6]>` stack-allocated frontier |
-| **Parallel rule application** | `rayon` on non-WASM; sequential fallback on wasm32 |
-| **tract-onnx NN scorer** | Pure Rust ONNX inference (no C++ dep) — optional `--scorer` flag for Phase B template relevance scoring |
-| **`building_blocks` in JSON** | Each route includes the leaf starting-material SMILES — no manual step parsing needed |
-| **Tetrahedral stereo @/@@** | Full stereochemistry support via chematic 0.4.16 |
-| **Python** | `pip install renkin` — pre-built wheels for Linux/macOS/Windows |
-| **WASM** | ~500 KB bundle — runs in the browser at near-native speed |
-| **402 building blocks** | Aryl halides, boronic acids, heterocycles, amines, acids, amino acids (`data/building_blocks.smi`, unique compounds actually loaded — see Benchmark section) |
+| **`renkin-doctor`** | Environment diagnostic binary — templates, building blocks, Python import, tool versions, data integrity |
+| **`renkin-kg`** | Reaction knowledge graph builder — bipartite mol↔reaction graphs from routes, GraphML/Cypher export |
+| **Multi-target** | `pip install renkin` (pre-built wheels, Linux/macOS/Windows) · `npm install renkin` (~500 KB WASM, near-native browser speed) |
+| **Building blocks + stereo** | 402 unique compounds loaded from `data/building_blocks.smi` (aryl halides, boronic acids, heterocycles, amines, acids, amino acids — see [Benchmark](#benchmark)); full tetrahedral @/@@ and E/Z stereochemistry; `building_blocks` field in every route JSON (leaf starting-material SMILES, no manual parsing) |
 
 > **`step_confidence`/`success_probability` are not yields or measured success rates.**
 > They're template-frequency-derived search-ranking scores (`rule_weight / max_rule_weight`,
@@ -613,30 +601,22 @@ renkin/                          ← Cargo workspace root
 
 ## Roadmap
 
+Full shipped history (every release, in order): [`CHANGELOG.md`](CHANGELOG.md).
+This section only tracks the current headline items and what's next —
+see "Earlier milestones" below for older shipped work.
+
 ### Recently shipped
 
+- [x] Coverage mode (`--search-mode coverage`, [#101](https://github.com/kent-tokyo/renkin/issues/101), shipped v0.24.0) — opt-in Stage-1/Stage-2 template-count escalation, addressing the candidate-generation coverage gap below. Confirmed by a one-shot 500-target formal-TEST (`data/coverage_mode_formal_test/protocol_v2.md`): coverage +6.0pp, net gain +30, zero regressions, zero reranker failures, Stage-2 timeout rate 0.25% — all against pre-registered thresholds. See the Key Features table above for the shipped surface
+- [x] Reranker made actually usable: Python exposure (`find_routes()`'s `reranker_model_path`/`reranker_freq_table_path`) and batteries-included model distribution (`scripts/fetch_reranker_model.py`, SHA-256-verified fetch from the v0.22.0 GitHub Release's canonical assets) ([#101](https://github.com/kent-tokyo/renkin/issues/101), shipped v0.23.0) — v0.22.0 proved the reranker works; v0.23.0 is the usability/distribution unlock, not a new accuracy claim
+- [x] LightGBM candidate reranker, trained/gated offline and wired into route search ([#101](https://github.com/kent-tokyo/renkin/issues/101) Task 35, CLI shipped v0.22.0) — LambdaMART model trained on real USPTO-50k labels, passed its VAL screening gate (top1 +11.7pp, MRR +11.3pp, top10 +9.3pp, bootstrap-CI-confirmed) and a formal 4,903-target TEST evaluation against the frozen model exactly once (top1 +12.7pp, MRR +11.9pp, top10 +9.1pp — consistent magnitude with VAL, no overfitting signal), then wired into `find_routes` as an ordering-only rank bonus and confirmed with a paired 100-target route-search gate: `route_to_configured_stock` 16→20/100 (+4/-0). See the Key Features table above
 - [x] Formal 500-target RENKIN vs AiZynthFinder comparison ([#66](https://github.com/kent-tokyo/renkin/issues/66)) — under a fixed 500-target sample, shared 393-compound stock, and each tool's configured policy/budget, RENKIN Conservative's `route_to_shared_stock` outcome was 9.8 percentage points higher than AiZynthFinder's (73/500 vs 24/500, 95% CI [7.0, 12.8], exact McNemar p≈1.9e-11) — a statistically significant paired difference under this protocol, not a general search-capability superiority claim. Native-mode configurations (each tool's own stock) diverge in the opposite direction, dominated by unmatched conditions including a large stock-size gap. See the [comparison guide](docs/guides/open-source-retrosynthesis-comparison.md) for the full, deliberately scoped interpretation.
 - [x] Ring-context safety guard for extracted templates ([#72](https://github.com/kent-tokyo/renkin/issues/72)/[#242](https://github.com/kent-tokyo/renkin/pull/242)) — opt-in `--ring-context-policy`/`--ring-context-sidecar`, catches extracted templates silently misapplying a ring-opening/closing disconnection their training data never saw; default remains `disabled` (unchanged legacy behavior)
 - [x] `atom_economy` no longer silently clamped to 100% when a route's represented precursor set can't account for the target's full mass ([#79](https://github.com/kent-tokyo/renkin/issues/79)) — a new `atom_economy_status` field (`normal`/`above_expected_range`/`not_evaluable`) reports this explicitly instead
-- [x] `renkin-forward enumerate` — bounded, template-guided forward enumeration from a single known reactant plus an explicit partner library ([#64](https://github.com/kent-tokyo/renkin/issues/64))
-- [x] `renkin-forward hints` — partner-free retrieval hints (matched template slots, missing-partner SMARTS, bond deltas) for patent/database search, no concrete product predicted ([#64](https://github.com/kent-tokyo/renkin/issues/64) phase 2)
-- [x] `apply_retro`/`run_reactants` performance regression resolved — `chematic` moved from a narrow git-pinned fix to the published `0.8.0` release (upstream automorphism-orbit-pruned canonicalization, [chematic#193](https://github.com/kent-tokyo/chematic/pull/193)); on a fixed 30-target gate, measured in one session against current master: total elapsed **34.7%** faster, p95 **33.8%** faster, and the single worst-case target **42.2%** faster (confirmed via repeated isolated measurement, not a one-off run). Zero correctness change (`apply_retro` call counts identical across versions)
-- [x] `renkin-forward` CLI hardening — versioned `ForwardPredictionReport`, deterministic candidate IDs/merge/provenance, reactant-order-independent matching (up to 3 reactants), strict CLI/route-JSON validation
-- [x] RETROSPECT-inspired offline candidate-reranking foundation — candidate proposal/selection separation, feature schema v1, manifest v2, leakage-safe train/val/test splitting, 7 deterministic baseline arms + trained-ranker arm, paired bootstrap + offline gate tooling ([#59](https://github.com/kent-tokyo/renkin/pull/59))
-- [x] Offline candidate reranker trained and gated against real data ([#101](https://github.com/kent-tokyo/renkin/issues/101) Task 35) — LambdaMART model trained on real USPTO-50k labels, passed its VAL screening gate (top1 +11.7pp, MRR +11.3pp, top10 +9.3pp, bootstrap-CI-confirmed), frozen, and passed a formal 4,903-target TEST evaluation against the frozen model exactly once (top1 +12.7pp, MRR +11.9pp, top10 +9.1pp — consistent magnitude with VAL, no overfitting signal). **Offline candidate-ranking gate only — not yet wired into route search**, see "In progress" below
-- [x] Stable `template_id` (`rule:<name>` / `smirks-sha256:<hex>`) + `--template-metadata` evidence sidecar + `renkin template ids` ([#41](https://github.com/kent-tokyo/renkin/issues/41) phase 1)
-- [x] Substrate-specific `examples` (`schema_version: 2`) — per-step exact-substrate vs. same-template-different-substrate resolution, surfaced in `--format explain` and as `match_kind` in JSON ([#41](https://github.com/kent-tokyo/renkin/issues/41) phase 2)
-- [x] Deterministic ORD (Open Reaction Database) evidence import — offline `renkin evidence match` exact-set batch template matcher + `scripts/ord_evidence_audit.py` audit/converter into `schema_version: 2` sidecars; no network access, no fuzzy matching, ambiguous/unprovenanced records excluded and counted in an audit report rather than guessed at ([#41](https://github.com/kent-tokyo/renkin/issues/41) phase 3A)
-- [x] `renkin-bench cascade` — multi-stage search (fast defaults → hard cases re-run deeper); only unsolved targets propagate to later stages. **78.0% → 95.9%** on USPTO-50k
-- [x] `renkin-bench --failure-taxonomy` — classify unsolved targets by cause (beam limit / depth limit / template gap / stock near-miss)
-- [x] Graph-based ester cleavage — BFS-leakage-free `R-C(=O)-O-R' → RCOOH + R'OH`
-- [x] `--top-templates N` — frequency-rank filter: use the top-N most frequent templates for speed / less noise
-- [x] `raw / validated / practical` solved-rate metrics (`--plausibility --practical-max-steps N`)
-- [x] Retro cache hit-rate in `SearchStats` + `--verbose`
 
 ### In progress
 
-- [ ] Runtime integration of the trained candidate reranker ([#101](https://github.com/kent-tokyo/renkin/issues/101) Task 35, see the Key Features table above) — implementation and tests complete; a paired 100-target route-search gate (reranker ON vs OFF, same commit/corpus/stock/templates/budget) is the remaining step before this is reported PASS/FAIL. No release/tag either way until then
+- [ ] Candidate-generation coverage gap — 33.0% (1,618/4,903) of the formal TEST corpus has zero positive candidates in-pool, a ceiling reranking cannot fix by construction; template-diversity-scaling confirmed as a strong mechanism (Phase A.5/B.2, see coverage mode above), higher-level-template research direction not yet started
 - [ ] Template retrieval index (element bitmask + bond-center prefilter) for the 50k template set
 - [ ] Calibrated route confidence (map `success_probability` to empirical solve rate)
 
@@ -648,6 +628,26 @@ renkin/                          ← Cargo workspace root
 <details>
 <summary>Earlier milestones</summary>
 
+Percentage figures below are historical milestones at the time each was
+shipped, not current performance — several predate the validator-accuracy
+fix noted in [Current Limitations](#current-limitations) and are invalidated;
+see [Benchmark](#benchmark) for the current corrected numbers.
+
+- [x] Reranker made actually usable: Python exposure + batteries-included model distribution ([#101](https://github.com/kent-tokyo/renkin/issues/101), v0.23.0) — see "Recently shipped" above for the current-cycle summary; full detail in [`CHANGELOG.md`](CHANGELOG.md)
+- [x] Stable `template_id` (`rule:<name>` / `smirks-sha256:<hex>`) + `--template-metadata` evidence sidecar + `renkin template ids` ([#41](https://github.com/kent-tokyo/renkin/issues/41) phase 1)
+- [x] Substrate-specific `examples` (`schema_version: 2`) — per-step exact-substrate vs. same-template-different-substrate resolution, surfaced in `--format explain` and as `match_kind` in JSON ([#41](https://github.com/kent-tokyo/renkin/issues/41) phase 2)
+- [x] Deterministic ORD (Open Reaction Database) evidence import — offline `renkin evidence match` exact-set batch template matcher + `scripts/ord_evidence_audit.py` audit/converter into `schema_version: 2` sidecars ([#41](https://github.com/kent-tokyo/renkin/issues/41) phase 3A)
+- [x] RETROSPECT-inspired offline candidate-reranking foundation — candidate proposal/selection separation, feature schema v1, manifest v2, leakage-safe train/val/test splitting, baseline arms + trained-ranker arm, paired bootstrap + offline gate tooling ([#59](https://github.com/kent-tokyo/renkin/pull/59))
+- [x] `renkin-forward enumerate` — bounded, template-guided forward enumeration from a single known reactant plus an explicit partner library ([#64](https://github.com/kent-tokyo/renkin/issues/64))
+- [x] `renkin-forward hints` — partner-free retrieval hints (matched template slots, missing-partner SMARTS, bond deltas) for patent/database search, no concrete product predicted ([#64](https://github.com/kent-tokyo/renkin/issues/64) phase 2)
+- [x] `renkin-forward` CLI hardening — versioned `ForwardPredictionReport`, deterministic candidate IDs/merge/provenance, reactant-order-independent matching, strict CLI/route-JSON validation
+- [x] `apply_retro`/`run_reactants` performance regression resolved — `chematic` moved to the published `0.8.0` release (upstream automorphism-orbit-pruned canonicalization, [chematic#193](https://github.com/kent-tokyo/chematic/pull/193)); zero correctness change
+- [x] `renkin-bench cascade` — multi-stage search (fast defaults → hard cases re-run deeper); only unsolved targets propagate to later stages
+- [x] `renkin-bench --failure-taxonomy` — classify unsolved targets by cause (beam limit / depth limit / template gap / stock near-miss)
+- [x] Graph-based ester cleavage — BFS-leakage-free `R-C(=O)-O-R' → RCOOH + R'OH`
+- [x] `--top-templates N` — frequency-rank filter: use the top-N most frequent templates for speed / less noise
+- [x] `raw / validated / practical` solved-rate metrics (`--plausibility --practical-max-steps N`)
+- [x] Retro cache hit-rate in `SearchStats` + `--verbose`
 - [x] Route cost scoring — `route_cost` field + `--bb-prices path.csv` / `--stock stock.csv`
 - [x] Cargo workspace — `crates/renkin-forward/` + `crates/renkin-kg/`
 - [x] `renkin-forward predict` / `validate` — forward prediction + route validation (stdin-pipe friendly)
@@ -659,29 +659,15 @@ renkin/                          ← Cargo workspace root
 - [x] Constraint DSL — `--constraints JSON`, `plan_with_constraints` MCP tool
 - [x] `renkin template stats|validate|dedup|explain|coverage` — template quality tools
 - [x] `renkin-kg` — reaction knowledge graph (bipartite mol↔reaction, GraphML/Cypher export)
-- [x] MCP server expanded to 6 tools (`explain_route`, `find_pareto_routes`, `plan_with_constraints`)
-- [x] SMIRKS retro-reaction rules + fragment sanitization
-- [x] A\* / AND-OR tree search, closed list, degenerate-route filter
-- [x] SA Score heuristic + beam search
-- [x] Parallel rule application (rayon; sequential fallback on WASM)
-- [x] Python bindings (PyO3 + maturin) · `pip install renkin`
-- [x] WASM build · `npm install renkin`
-- [x] Benchmark CLI (`renkin-bench`) + USPTO-50k evaluation
-- [x] WASM browser playground + i18n (EN/JA/ZH)
+- [x] MCP server (`renkin-mcp`) — expanded to 6 tools (`explain_route`, `find_pareto_routes`, `plan_with_constraints`, ...)
+- [x] Core search engine foundation — SMIRKS retro-reaction rules + fragment sanitization, A\*/AND-OR tree search with closed list + degenerate-route filter, SA Score heuristic + beam search, `rayon` parallel rule application (sequential fallback on WASM), FxHashMap/SmallVec beam frontier/SA-Score-memoization/`Arc<PathNode>` path-sharing perf work
+- [x] Multi-target packaging — Python bindings (PyO3 + maturin, `pip install renkin`), WASM build (`npm install renkin`), published to crates.io/PyPI/npm with GitHub Actions CI/CD, WASM browser playground + i18n (EN/JA/ZH)
+- [x] Benchmark CLI (`renkin-bench`) + USPTO-50k evaluation, `--format tree|mermaid` visualization, MkDocs documentation site + GitHub Pages playground
 - [x] Graph-based biaryl cleavage · O(1) canonical-SMILES BB index
-- [x] Published to crates.io / PyPI / npm · GitHub Actions CI/CD
-- [x] MkDocs documentation site · GitHub Pages playground
-- [x] Auto template extraction (rdchiral): **27.8%** → **78.0%** USPTO-50k
 - [x] Tetrahedral stereo @/@@ + E/Z double-bond stereo
-- [x] Template frequency weighting (Phase A): **72.1%** USPTO-50k
-- [x] FxHashMap · SmallVec beam frontier · SA Score memoization · Arc<PathNode> path sharing
-- [x] 5,000 extracted templates + 509 BBs: **78.0%** USPTO-50k (3,826/4,907 ✅)
 - [x] NN template scorer via `--scorer` flag (tract-onnx, Pure Rust ONNX)
-- [x] `--format tree|mermaid` route visualization
-- [x] Constraint-based search: `--avoid-elements`, `--require-elements`
-- [x] `--verbose` search statistics to stderr
-- [x] MCP server (`renkin-mcp`) — AI agents call retrosynthesis directly
-- [x] `#![forbid(unsafe_code)]` — compiler-enforced Pure Safe Rust
+- [x] Constraint-based search (`--avoid-elements`, `--require-elements`) + `--verbose` search statistics
+- [x] `#![forbid(unsafe_code)]` — compiler-enforced Pure Safe Rust from the start
 
 </details>
 

package/package.json

@@ -5,7 +5,7 @@
     "kent-tokyo <kent-tokyo@users.noreply.github.com>"
   ],
   "description": "Ultra-fast retrosynthesis engine for computer-aided synthesis planning (CASP) — pure Rust, WASM-ready, Python bindings via PyO3",
-  "version": "0.22.0",
+  "version": "0.24.0",
   "license": "MIT",
   "repository": {
     "type": "git",