Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COC(=O)c1ccc2c(c1)nc(Cc1cncs1)n2[C@@H]1CCCC[C@H]1C
InChiKey
BAZNYKHALZWYNA-CXAGYDPISA-N
Route Signature
a498eccb6da2e096d6c0fc458082ba5f109dedf5c5ce141dbee1d0e6e4420781
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_af15ff1fe8ba22fa4291e74e",
"signature": "a498eccb6da2e096d6c0fc458082ba5f109dedf5c5ce141dbee1d0e6e4420781",
"contentHash": "2e1686bb9b2c07f8c53adb640ea67dd8263ad8e39228fd11ba7226464bec91e3",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_f0039d3a57bc587b76c1fd6d",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-01901",
"moleculeId": "sa_858350a48e4a9e9be5731933",
"smiles": "COC(=O)c1ccc2c(c1)nc(Cc1cncs1)n2[C@@H]1CCCC[C@H]1C",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_858350a48e4a9e9be5731933",
"inchikey": "BAZNYKHALZWYNA-CXAGYDPISA-N",
"smiles": "COC(=O)c1ccc2c(c1)nc(Cc1cncs1)n2[C@@H]1CCCC[C@H]1C"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "14574",
"routeId": "sa_af15ff1fe8ba22fa4291e74e",
"moleculeId": "sa_858350a48e4a9e9be5731933",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_858350a48e4a9e9be5731933",
"inchikey": "BAZNYKHALZWYNA-CXAGYDPISA-N",
"smiles": "COC(=O)c1ccc2c(c1)nc(Cc1cncs1)n2[C@@H]1CCCC[C@H]1C"
},
"smiles": "COC(=O)c1ccc2c(c1)nc(Cc1cncs1)n2[C@@H]1CCCC[C@H]1C",
"reactionStepId": "sa_f0be63302914665bb097683a",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140094450A1;2113;1510242\",\"rsmi\":\"O=[C:19]([CH2:20][c:21]1[cH:22][n:23][cH:24][s:25]1)[NH:26][c:7]1[cH:6][c:5]([C:3]([O:2][CH3:1])=[O:4])[cH:10][cH:9][c:8]1[NH:11][C@@H:12]1[CH2:13][CH2:14][CH2:15][CH2:16][C@H:17]1[CH3:18]>C1COCCO1.Cl>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][c:7]2[c:8]([cH:9][cH:10]1)[n:11]([C@@H:12]1[CH2:13][CH2:14][CH2:15][CH2:16][C@H:17]1[CH3:18])[c:19]([CH2:20][c:21]1[cH:22][n:23][cH:24][s:25]1)[n:26]2\"},\"mapped_reaction_smiles\":\"O=[C:19]([CH2:20][c:21]1[cH:22][n:23][cH:24][s:25]1)[NH:26][c:7]1[cH:6][c:5]([C:3]([O:2][CH3:1])=[O:4])[cH:10][cH:9][c:8]1[NH:11][C@@H:12]1[CH2:13][CH2:14][CH2:15][CH2:16][C@H:17]1[CH3:18]>C1COCCO1.Cl>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][c:7]2[c:8]([cH:9][cH:10]1)[n:11]([C@@H:12]1[CH2:13][CH2:14][CH2:15][CH2:16][C@H:17]1[CH3:18])[c:19]([CH2:20][c:21]1[cH:22][n:23][cH:24][s:25]1)[n:26]2\"}",
"reactionStep": {
"id": "sa_f0be63302914665bb097683a",
"reactionHash": "985aab33394ef5b1db6de77757182ffc202ae00d5c6590596dc6eff505c50a11"
},
"children": [
{
"id": "14575",
"routeId": "sa_af15ff1fe8ba22fa4291e74e",
"moleculeId": "sa_6a8704d185a86d21f61d3ca3",
"parentId": "14574",
"isLeaf": false,
"molecule": {
"id": "sa_6a8704d185a86d21f61d3ca3",
"inchikey": "MXNLEVXZWKKLCA-CZUORRHYSA-N",
"smiles": "COC(=O)c1ccc(N[C@@H]2CCCC[C@H]2C)c(NC(=O)Cc2cncs2)c1"
},
"smiles": "COC(=O)c1ccc(N[C@@H]2CCCC[C@H]2C)c(NC(=O)Cc2cncs2)c1",
"reactionStepId": "sa_1d77cfb372884bf1ebc3c702",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140094450A1;2110;1510241\",\"rsmi\":\"O[C:9](=[O:10])[CH2:11][c:12]1[cH:13][n:14][cH:15][s:16]1.[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][c:7]([NH2:8])[c:17]([NH:18][C@@H:19]2[CH2:20][CH2:21][CH2:22][CH2:23][C@H:24]2[CH3:25])[cH:26][cH:27]1>CCN(C(C)C)C(C)C.CN(C)C=O.Cl.ClCCCl.O.On1nnc2cccnc21>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][c:7]([NH:8][C:9](=[O:10])[CH2:11][c:12]2[cH:13][n:14][cH:15][s:16]2)[c:17]([NH:18][C@@H:19]2[CH2:20][CH2:21][CH2:22][CH2:23][C@H:24]2[CH3:25])[cH:26][cH:27]1\"},\"mapped_reaction_smiles\":\"O[C:9](=[O:10])[CH2:11][c:12]1[cH:13][n:14][cH:15][s:16]1.[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][c:7]([NH2:8])[c:17]([NH:18][C@@H:19]2[CH2:20][CH2:21][CH2:22][CH2:23][C@H:24]2[CH3:25])[cH:26][cH:27]1>CCN(C(C)C)C(C)C.CN(C)C=O.Cl.ClCCCl.O.On1nnc2cccnc21>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][c:7]([NH:8][C:9](=[O:10])[CH2:11][c:12]2[cH:13][n:14][cH:15][s:16]2)[c:17]([NH:18][C@@H:19]2[CH2:20][CH2:21][CH2:22][CH2:23][C@H:24]2[CH3:25])[cH:26][cH:27]1\"}",
"reactionStep": {
"id": "sa_1d77cfb372884bf1ebc3c702",
"reactionHash": "22bd25d5a93943fef0a44afec0ba0636f26cccbf2cf5d888a2ac708b62e08242"
},
"children": [
{
"id": "14576",
"routeId": "sa_af15ff1fe8ba22fa4291e74e",
"moleculeId": "sa_929075bf1009c56e1e412c78",
"parentId": "14575",
"isLeaf": false,
"molecule": {
"id": "sa_929075bf1009c56e1e412c78",
"inchikey": "GSMDXBUTMBKQIO-ZWNOBZJWSA-N",
"smiles": "COC(=O)c1ccc(N[C@@H]2CCCC[C@H]2C)c(N)c1"
},
"smiles": "COC(=O)c1ccc(N[C@@H]2CCCC[C@H]2C)c(N)c1",
"reactionStepId": "sa_35e3855a18413162c0f4c035",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140094450A1;2108;1510240\",\"rsmi\":\"O=[N+:8]([O-])[c:7]1[cH:6][c:5]([C:3]([O:2][CH3:1])=[O:4])[cH:19][cH:18][c:9]1[NH:10][C@@H:11]1[CH2:12][CH2:13][CH2:14][CH2:15][C@H:16]1[CH3:17]>CCO.[Pd]>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][c:7]([NH2:8])[c:9]([NH:10][C@@H:11]2[CH2:12][CH2:13][CH2:14][CH2:15][C@H:16]2[CH3:17])[cH:18][cH:19]1\"},\"mapped_reaction_smiles\":\"O=[N+:8]([O-])[c:7]1[cH:6][c:5]([C:3]([O:2][CH3:1])=[O:4])[cH:19][cH:18][c:9]1[NH:10][C@@H:11]1[CH2:12][CH2:13][CH2:14][CH2:15][C@H:16]1[CH3:17]>CCO.[Pd]>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][c:7]([NH2:8])[c:9]([NH:10][C@@H:11]2[CH2:12][CH2:13][CH2:14][CH2:15][C@H:16]2[CH3:17])[cH:18][cH:19]1\"}",
"reactionStep": {
"id": "sa_35e3855a18413162c0f4c035",
"reactionHash": "d7cbf831689ba087b37f4e3cfcee714646d6a57e143f56d5678fedf09da921cb"
},
"children": [
{
"id": "14577",
"routeId": "sa_af15ff1fe8ba22fa4291e74e",
"moleculeId": "sa_b73653b4d5759fa1422f5bab",
"parentId": "14576",
"isLeaf": false,
"molecule": {
"id": "sa_b73653b4d5759fa1422f5bab",
"inchikey": "LHGJLOXCJSZTPI-ZYHUDNBSSA-N",
"smiles": "COC(=O)c1ccc(N[C@@H]2CCCC[C@H]2C)c([N+](=O)[O-])c1"
},
"smiles": "COC(=O)c1ccc(N[C@@H]2CCCC[C@H]2C)c([N+](=O)[O-])c1",
"reactionStepId": "sa_a81adf84ac5d84f6a6ebe169",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140094450A1;2105;1510239\",\"rsmi\":\"F[c:11]1[c:7]([N+:8](=[O:9])[O-:10])[cH:6][c:5]([C:3]([O:2][CH3:1])=[O:4])[cH:21][cH:20]1.[NH2:12][C@@H:13]1[CH2:14][CH2:15][CH2:16][CH2:17][C@H:18]1[CH3:19]>CN(C)C=O.Cl.Cl.O.O=C(O)O.[K+].[K+]>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][c:7]([N+:8](=[O:9])[O-:10])[c:11]([NH:12][C@@H:13]2[CH2:14][CH2:15][CH2:16][CH2:17][C@H:18]2[CH3:19])[cH:20][cH:21]1\"},\"mapped_reaction_smiles\":\"F[c:11]1[c:7]([N+:8](=[O:9])[O-:10])[cH:6][c:5]([C:3]([O:2][CH3:1])=[O:4])[cH:21][cH:20]1.[NH2:12][C@@H:13]1[CH2:14][CH2:15][CH2:16][CH2:17][C@H:18]1[CH3:19]>CN(C)C=O.Cl.Cl.O.O=C(O)O.[K+].[K+]>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][c:7]([N+:8](=[O:9])[O-:10])[c:11]([NH:12][C@@H:13]2[CH2:14][CH2:15][CH2:16][CH2:17][C@H:18]2[CH3:19])[cH:20][cH:21]1\"}",
"reactionStep": {
"id": "sa_a81adf84ac5d84f6a6ebe169",
"reactionHash": "1ce01ffd7992a7a406a08968a38aceaa1445bd2f50b5a513c29b4963a90e8d42"
},
"children": [
{
"id": "14578",
"routeId": "sa_af15ff1fe8ba22fa4291e74e",
"moleculeId": "sa_27e97f015c77194be3ad8182",
"parentId": "14577",
"isLeaf": false,
"molecule": {
"id": "sa_27e97f015c77194be3ad8182",
"inchikey": "CNJJSTPBUHAEFH-UHFFFAOYSA-N",
"smiles": "COC(=O)c1ccc(F)c([N+](=O)[O-])c1"
},
"smiles": "COC(=O)c1ccc(F)c([N+](=O)[O-])c1",
"reactionStepId": "sa_b4bb980aae6b3d57820202b9",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140094450A1;1939;1510196\",\"rsmi\":\"O[C:3](=[O:4])[c:5]1[cH:6][c:7]([N+:8](=[O:9])[O-:10])[c:11]([F:12])[cH:13][cH:14]1.[CH3:1][OH:2]>O=S(=O)(O)O>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][c:7]([N+:8](=[O:9])[O-:10])[c:11]([F:12])[cH:13][cH:14]1\"},\"mapped_reaction_smiles\":\"O[C:3](=[O:4])[c:5]1[cH:6][c:7]([N+:8](=[O:9])[O-:10])[c:11]([F:12])[cH:13][cH:14]1.[CH3:1][OH:2]>O=S(=O)(O)O>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][c:7]([N+:8](=[O:9])[O-:10])[c:11]([F:12])[cH:13][cH:14]1\"}",
"reactionStep": {
"id": "sa_b4bb980aae6b3d57820202b9",
"reactionHash": "9eb184df1ed2e1e12f6b91d91df94dd5509189984a4f5caf7a4f20f3c1b93861"
},
"children": [
{
"id": "14579",
"routeId": "sa_af15ff1fe8ba22fa4291e74e",
"moleculeId": "sa_167059e59e35808a730b2175",
"parentId": "14578",
"isLeaf": true,
"molecule": {
"id": "sa_167059e59e35808a730b2175",
"inchikey": "BOJWTAQWPVBIPG-UHFFFAOYSA-N",
"smiles": "O=C(O)c1ccc(F)c([N+](=O)[O-])c1"
},
"smiles": "O=C(O)c1ccc(F)c([N+](=O)[O-])c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "14580",
"routeId": "sa_af15ff1fe8ba22fa4291e74e",
"moleculeId": "sa_061a3efbe4d30c2cc87d48e7",
"parentId": "14578",
"isLeaf": true,
"molecule": {
"id": "sa_061a3efbe4d30c2cc87d48e7",
"inchikey": "OKKJLVBELUTLKV-UHFFFAOYSA-N",
"smiles": "CO"
},
"smiles": "CO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "14581",
"routeId": "sa_af15ff1fe8ba22fa4291e74e",
"moleculeId": "sa_cbe4f41787418fc8945cc41d",
"parentId": "14577",
"isLeaf": true,
"molecule": {
"id": "sa_cbe4f41787418fc8945cc41d",
"inchikey": "FEUISMYEFPANSS-RNFRBKRXSA-N",
"smiles": "C[C@@H]1CCCC[C@H]1N"
},
"smiles": "C[C@@H]1CCCC[C@H]1N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "14582",
"routeId": "sa_af15ff1fe8ba22fa4291e74e",
"moleculeId": "sa_99b741982b4add0a283e0a18",
"parentId": "14575",
"isLeaf": true,
"molecule": {
"id": "sa_99b741982b4add0a283e0a18",
"inchikey": "KOQNISNMBYPFKQ-UHFFFAOYSA-N",
"smiles": "O=C(O)Cc1cncs1"
},
"smiles": "O=C(O)Cc1cncs1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}