Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
NNC(=O)c1ccc(N2CC[C@H](Oc3ccccc3C(F)(F)F)C2)nn1
InChiKey
AAXCHSDIOPMVSE-JTQLQIEISA-N
Route Signature
8a59aab54806a5c5b2461b773a3e01e9bcc86d1a4ebbc0cd129c103fc35efb47
Synthesis route with 3 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_b31a744ddde24f4b4f37bee7",
"signature": "8a59aab54806a5c5b2461b773a3e01e9bcc86d1a4ebbc0cd129c103fc35efb47",
"contentHash": "d2ff5b12d692835ea3a0e3071cc71b5538112efdcedf580ca20141d7ee5e2605",
"length": 3,
"isConvergent": true
},
"target": {
"id": "sa_c3d7e6f9e2be32d32f41d522",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-03822",
"moleculeId": "sa_8d9fbeddb4c7a81d8ab84895",
"smiles": "NNC(=O)c1ccc(N2CC[C@H](Oc3ccccc3C(F)(F)F)C2)nn1",
"routeLength": 3,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_8d9fbeddb4c7a81d8ab84895",
"inchikey": "AAXCHSDIOPMVSE-JTQLQIEISA-N",
"smiles": "NNC(=O)c1ccc(N2CC[C@H](Oc3ccccc3C(F)(F)F)C2)nn1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "11080",
"routeId": "sa_b31a744ddde24f4b4f37bee7",
"moleculeId": "sa_8d9fbeddb4c7a81d8ab84895",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_8d9fbeddb4c7a81d8ab84895",
"inchikey": "AAXCHSDIOPMVSE-JTQLQIEISA-N",
"smiles": "NNC(=O)c1ccc(N2CC[C@H](Oc3ccccc3C(F)(F)F)C2)nn1"
},
"smiles": "NNC(=O)c1ccc(N2CC[C@H](Oc3ccccc3C(F)(F)F)C2)nn1",
"reactionStepId": "sa_9868c5801ac213de1fc4cd80",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090118296A1;0598;700641\",\"rsmi\":\"CO[C:3](=[O:4])[c:5]1[cH:6][cH:7][c:8]([N:9]2[CH2:10][CH2:11][C@H:12]([O:13][c:14]3[c:15]([C:16]([F:17])([F:18])[F:19])[cH:20][cH:21][cH:22][cH:23]3)[CH2:24]2)[n:25][n:26]1.[NH2:1][NH2:2]>CO>[NH2:1][NH:2][C:3](=[O:4])[c:5]1[cH:6][cH:7][c:8]([N:9]2[CH2:10][CH2:11][C@H:12]([O:13][c:14]3[c:15]([C:16]([F:17])([F:18])[F:19])[cH:20][cH:21][cH:22][cH:23]3)[CH2:24]2)[n:25][n:26]1\"},\"mapped_reaction_smiles\":\"CO[C:3](=[O:4])[c:5]1[cH:6][cH:7][c:8]([N:9]2[CH2:10][CH2:11][C@H:12]([O:13][c:14]3[c:15]([C:16]([F:17])([F:18])[F:19])[cH:20][cH:21][cH:22][cH:23]3)[CH2:24]2)[n:25][n:26]1.[NH2:1][NH2:2]>CO>[NH2:1][NH:2][C:3](=[O:4])[c:5]1[cH:6][cH:7][c:8]([N:9]2[CH2:10][CH2:11][C@H:12]([O:13][c:14]3[c:15]([C:16]([F:17])([F:18])[F:19])[cH:20][cH:21][cH:22][cH:23]3)[CH2:24]2)[n:25][n:26]1\"}",
"reactionStep": {
"id": "sa_9868c5801ac213de1fc4cd80",
"reactionHash": "286038d6fa4ac1446ffd81bb2b1ec49c9df1236801cb6011e96257e9509bed3e"
},
"children": [
{
"id": "11081",
"routeId": "sa_b31a744ddde24f4b4f37bee7",
"moleculeId": "sa_7d468b975ab83819bb181deb",
"parentId": "11080",
"isLeaf": false,
"molecule": {
"id": "sa_7d468b975ab83819bb181deb",
"inchikey": "CEUAUPYXSPTWAJ-NSHDSACASA-N",
"smiles": "COC(=O)c1ccc(N2CC[C@H](Oc3ccccc3C(F)(F)F)C2)nn1"
},
"smiles": "COC(=O)c1ccc(N2CC[C@H](Oc3ccccc3C(F)(F)F)C2)nn1",
"reactionStepId": "sa_8d891722b303d36cc4becacf",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090118296A1;0596;700640\",\"rsmi\":\"Cl[c:8]1[cH:7][cH:6][c:5]([C:3]([O:2][CH3:1])=[O:4])[n:26][n:25]1.[NH:9]1[CH2:10][CH2:11][C@H:12]([O:13][c:14]2[c:15]([C:16]([F:17])([F:18])[F:19])[cH:20][cH:21][cH:22][cH:23]2)[CH2:24]1>C1COCCO1.CCCC[N+](CCCC)(CCCC)CCCC.O=C(O)O.I.[K+].[K+]>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][cH:7][c:8]([N:9]2[CH2:10][CH2:11][C@H:12]([O:13][c:14]3[c:15]([C:16]([F:17])([F:18])[F:19])[cH:20][cH:21][cH:22][cH:23]3)[CH2:24]2)[n:25][n:26]1\"},\"mapped_reaction_smiles\":\"Cl[c:8]1[cH:7][cH:6][c:5]([C:3]([O:2][CH3:1])=[O:4])[n:26][n:25]1.[NH:9]1[CH2:10][CH2:11][C@H:12]([O:13][c:14]2[c:15]([C:16]([F:17])([F:18])[F:19])[cH:20][cH:21][cH:22][cH:23]2)[CH2:24]1>C1COCCO1.CCCC[N+](CCCC)(CCCC)CCCC.O=C(O)O.I.[K+].[K+]>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][cH:7][c:8]([N:9]2[CH2:10][CH2:11][C@H:12]([O:13][c:14]3[c:15]([C:16]([F:17])([F:18])[F:19])[cH:20][cH:21][cH:22][cH:23]3)[CH2:24]2)[n:25][n:26]1\"}",
"reactionStep": {
"id": "sa_8d891722b303d36cc4becacf",
"reactionHash": "5ff5494c83d5c6b3a4950e216d03ae5e4de6be1a73d2c1037eae48d791fd312a"
},
"children": [
{
"id": "11082",
"routeId": "sa_b31a744ddde24f4b4f37bee7",
"moleculeId": "sa_93d0f734f0216721c24df310",
"parentId": "11081",
"isLeaf": false,
"molecule": {
"id": "sa_93d0f734f0216721c24df310",
"inchikey": "FPKXYXKLOWAIOX-UHFFFAOYSA-N",
"smiles": "COC(=O)c1ccc(Cl)nn1"
},
"smiles": "COC(=O)c1ccc(Cl)nn1",
"reactionStepId": "sa_97fa3f3f8c6b0bf30a059f1b",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090118296A1;0465;700606\",\"rsmi\":\"Cl[CH2:1]Cl.[OH:2][C:3](=[O:4])[c:5]1[cH:6][cH:7][c:8]([Cl:9])[n:10][n:11]1>CCOC(C)=O.CN(C)C=O.O=C(Cl)C(=O)Cl>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][cH:7][c:8]([Cl:9])[n:10][n:11]1\"},\"mapped_reaction_smiles\":\"Cl[CH2:1]Cl.[OH:2][C:3](=[O:4])[c:5]1[cH:6][cH:7][c:8]([Cl:9])[n:10][n:11]1>CCOC(C)=O.CN(C)C=O.O=C(Cl)C(=O)Cl>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][cH:7][c:8]([Cl:9])[n:10][n:11]1\"}",
"reactionStep": {
"id": "sa_97fa3f3f8c6b0bf30a059f1b",
"reactionHash": "64a0867eef05a51befa963b939aec316608cd80a4f1cd51bda091927cb13f49e"
},
"children": [
{
"id": "11083",
"routeId": "sa_b31a744ddde24f4b4f37bee7",
"moleculeId": "sa_7fab36d6ffbb26ed287d949a",
"parentId": "11082",
"isLeaf": true,
"molecule": {
"id": "sa_7fab36d6ffbb26ed287d949a",
"inchikey": "HHGZQZULOHYEOH-UHFFFAOYSA-N",
"smiles": "O=C(O)c1ccc(Cl)nn1"
},
"smiles": "O=C(O)c1ccc(Cl)nn1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11084",
"routeId": "sa_b31a744ddde24f4b4f37bee7",
"moleculeId": "sa_dc8cb1645d1f4dafe3621d07",
"parentId": "11082",
"isLeaf": true,
"molecule": {
"id": "sa_dc8cb1645d1f4dafe3621d07",
"inchikey": "YMWUJEATGCHHMB-UHFFFAOYSA-N",
"smiles": "ClCCl"
},
"smiles": "ClCCl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "11085",
"routeId": "sa_b31a744ddde24f4b4f37bee7",
"moleculeId": "sa_e4f704b1179df1da630b9f93",
"parentId": "11081",
"isLeaf": false,
"molecule": {
"id": "sa_e4f704b1179df1da630b9f93",
"inchikey": "XNRDRGOBJOHKEX-QMMMGPOBSA-N",
"smiles": "FC(F)(F)c1ccccc1O[C@H]1CCNC1"
},
"smiles": "FC(F)(F)c1ccccc1O[C@H]1CCNC1",
"reactionStepId": "sa_3a223f090ce378aaec886cfb",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090118296A1;0594;700639\",\"rsmi\":\"CC(C)(C)OC(=O)[N:11]1[CH2:10][CH2:9][C@H:8]([O:7][c:6]2[c:5]([C:2]([F:1])([F:3])[F:4])[cH:16][cH:15][cH:14][cH:13]2)[CH2:12]1>ClCCl.O=C(O)C(F)(F)F>[F:1][C:2]([F:3])([F:4])[c:5]1[c:6]([O:7][C@H:8]2[CH2:9][CH2:10][NH:11][CH2:12]2)[cH:13][cH:14][cH:15][cH:16]1\"},\"mapped_reaction_smiles\":\"CC(C)(C)OC(=O)[N:11]1[CH2:10][CH2:9][C@H:8]([O:7][c:6]2[c:5]([C:2]([F:1])([F:3])[F:4])[cH:16][cH:15][cH:14][cH:13]2)[CH2:12]1>ClCCl.O=C(O)C(F)(F)F>[F:1][C:2]([F:3])([F:4])[c:5]1[c:6]([O:7][C@H:8]2[CH2:9][CH2:10][NH:11][CH2:12]2)[cH:13][cH:14][cH:15][cH:16]1\"}",
"reactionStep": {
"id": "sa_3a223f090ce378aaec886cfb",
"reactionHash": "5755a8d22c9f1c5c071a8d1bd88a701d607b0e59114a01c4ab0606b3194b60e3"
},
"children": [
{
"id": "11086",
"routeId": "sa_b31a744ddde24f4b4f37bee7",
"moleculeId": "sa_ba53180c8e26feb4febe78f4",
"parentId": "11085",
"isLeaf": true,
"molecule": {
"id": "sa_ba53180c8e26feb4febe78f4",
"inchikey": "BAWKASDHPYRAAQ-NSHDSACASA-N",
"smiles": "CC(C)(C)OC(=O)N1CC[C@H](Oc2ccccc2C(F)(F)F)C1"
},
"smiles": "CC(C)(C)OC(=O)N1CC[C@H](Oc2ccccc2C(F)(F)F)C1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "11087",
"routeId": "sa_b31a744ddde24f4b4f37bee7",
"moleculeId": "sa_681b90bfe3789a310096845b",
"parentId": "11080",
"isLeaf": true,
"molecule": {
"id": "sa_681b90bfe3789a310096845b",
"inchikey": "OAKJQQAXSVQMHS-UHFFFAOYSA-N",
"smiles": "NN"
},
"smiles": "NN",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}