Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC(=O)NC(C)CO[C@H]1CC[C@H](c2cc3ccc(OCC4CC4)cc3o2)CC1
InChiKey
SARSAGRPTBENPV-RPUINLTESA-N
Route Signature
b4ceb238745138325595bb35ed4df5585c52e9bc2bbce2b5d493a604c29a2f5f
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_04c4da4cf63b612fab2a85af",
"signature": "b4ceb238745138325595bb35ed4df5585c52e9bc2bbce2b5d493a604c29a2f5f",
"contentHash": "113c66d9b499781958bd8fd8e616def1cb8a6a26748e846f285dbe2eea721725",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_1a6a58220dc1bdb977107843",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-03082",
"moleculeId": "sa_6578c8df2903bb58b3fcfad6",
"smiles": "CC(=O)NC(C)CO[C@H]1CC[C@H](c2cc3ccc(OCC4CC4)cc3o2)CC1",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_6578c8df2903bb58b3fcfad6",
"inchikey": "SARSAGRPTBENPV-RPUINLTESA-N",
"smiles": "CC(=O)NC(C)CO[C@H]1CC[C@H](c2cc3ccc(OCC4CC4)cc3o2)CC1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "14994",
"routeId": "sa_04c4da4cf63b612fab2a85af",
"moleculeId": "sa_6578c8df2903bb58b3fcfad6",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_6578c8df2903bb58b3fcfad6",
"inchikey": "SARSAGRPTBENPV-RPUINLTESA-N",
"smiles": "CC(=O)NC(C)CO[C@H]1CC[C@H](c2cc3ccc(OCC4CC4)cc3o2)CC1"
},
"smiles": "CC(=O)NC(C)CO[C@H]1CC[C@H](c2cc3ccc(OCC4CC4)cc3o2)CC1",
"reactionStepId": "sa_06e24f0f37a6ca14579e9cc2",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08703758B2;1506;1450392\",\"rsmi\":\"CC(=O)O[C:2]([CH3:1])=[O:3].[NH2:4][CH:5]([CH3:6])[CH2:7][O:8][C@H:9]1[CH2:10][CH2:11][C@H:12]([c:13]2[cH:14][c:15]3[c:16]([cH:17][c:18]([O:19][CH2:20][CH:21]4[CH2:22][CH2:23]4)[cH:24][cH:25]3)[o:26]2)[CH2:27][CH2:28]1>c1ccncc1>[CH3:1][C:2](=[O:3])[NH:4][CH:5]([CH3:6])[CH2:7][O:8][C@H:9]1[CH2:10][CH2:11][C@H:12]([c:13]2[cH:14][c:15]3[c:16]([cH:17][c:18]([O:19][CH2:20][CH:21]4[CH2:22][CH2:23]4)[cH:24][cH:25]3)[o:26]2)[CH2:27][CH2:28]1\"},\"mapped_reaction_smiles\":\"CC(=O)O[C:2]([CH3:1])=[O:3].[NH2:4][CH:5]([CH3:6])[CH2:7][O:8][C@H:9]1[CH2:10][CH2:11][C@H:12]([c:13]2[cH:14][c:15]3[c:16]([cH:17][c:18]([O:19][CH2:20][CH:21]4[CH2:22][CH2:23]4)[cH:24][cH:25]3)[o:26]2)[CH2:27][CH2:28]1>c1ccncc1>[CH3:1][C:2](=[O:3])[NH:4][CH:5]([CH3:6])[CH2:7][O:8][C@H:9]1[CH2:10][CH2:11][C@H:12]([c:13]2[cH:14][c:15]3[c:16]([cH:17][c:18]([O:19][CH2:20][CH:21]4[CH2:22][CH2:23]4)[cH:24][cH:25]3)[o:26]2)[CH2:27][CH2:28]1\"}",
"reactionStep": {
"id": "sa_06e24f0f37a6ca14579e9cc2",
"reactionHash": "d563d46b6ac2f5fb4fd717c8b1a9936c4e839e8f1bdc1be83c9556ed945d1541"
},
"children": [
{
"id": "14995",
"routeId": "sa_04c4da4cf63b612fab2a85af",
"moleculeId": "sa_1a318852c090c158e200a34e",
"parentId": "14994",
"isLeaf": false,
"molecule": {
"id": "sa_1a318852c090c158e200a34e",
"inchikey": "GNKFOEUEUWGJSP-XRWIVYGQSA-N",
"smiles": "CC(N)CO[C@H]1CC[C@H](c2cc3ccc(OCC4CC4)cc3o2)CC1"
},
"smiles": "CC(N)CO[C@H]1CC[C@H](c2cc3ccc(OCC4CC4)cc3o2)CC1",
"reactionStepId": "sa_c844baa38c485607014cf781",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08703758B2;1503;1450391\",\"rsmi\":\"[N-]=[N+]=[N:3][CH:2]([CH3:1])[CH2:4][O:5][C@H:6]1[CH2:7][CH2:8][C@H:9]([c:10]2[cH:11][c:12]3[c:13]([cH:14][c:15]([O:16][CH2:17][CH:18]4[CH2:19][CH2:20]4)[cH:21][cH:22]3)[o:23]2)[CH2:24][CH2:25]1>C1CCOC1.O.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][CH:2]([NH2:3])[CH2:4][O:5][C@H:6]1[CH2:7][CH2:8][C@H:9]([c:10]2[cH:11][c:12]3[c:13]([cH:14][c:15]([O:16][CH2:17][CH:18]4[CH2:19][CH2:20]4)[cH:21][cH:22]3)[o:23]2)[CH2:24][CH2:25]1\"},\"mapped_reaction_smiles\":\"[N-]=[N+]=[N:3][CH:2]([CH3:1])[CH2:4][O:5][C@H:6]1[CH2:7][CH2:8][C@H:9]([c:10]2[cH:11][c:12]3[c:13]([cH:14][c:15]([O:16][CH2:17][CH:18]4[CH2:19][CH2:20]4)[cH:21][cH:22]3)[o:23]2)[CH2:24][CH2:25]1>C1CCOC1.O.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][CH:2]([NH2:3])[CH2:4][O:5][C@H:6]1[CH2:7][CH2:8][C@H:9]([c:10]2[cH:11][c:12]3[c:13]([cH:14][c:15]([O:16][CH2:17][CH:18]4[CH2:19][CH2:20]4)[cH:21][cH:22]3)[o:23]2)[CH2:24][CH2:25]1\"}",
"reactionStep": {
"id": "sa_c844baa38c485607014cf781",
"reactionHash": "6c43c76eeab4cd879537babf6f4e9658a3a9cd611e6bc780fcbe7335d82f8076"
},
"children": [
{
"id": "14996",
"routeId": "sa_04c4da4cf63b612fab2a85af",
"moleculeId": "sa_0eeaafa4d62150405be6fcdc",
"parentId": "14995",
"isLeaf": false,
"molecule": {
"id": "sa_0eeaafa4d62150405be6fcdc",
"inchikey": "OMCJCVDUTWRCEM-XRWIVYGQSA-N",
"smiles": "CC(CO[C@H]1CC[C@H](c2cc3ccc(OCC4CC4)cc3o2)CC1)N=[N+]=[N-]"
},
"smiles": "CC(CO[C@H]1CC[C@H](c2cc3ccc(OCC4CC4)cc3o2)CC1)N=[N+]=[N-]",
"reactionStepId": "sa_f39ebf3dcb5cf234e664e170",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08703758B2;1501;1450390\",\"rsmi\":\"CS(=O)(=O)O[CH:2]([CH3:1])[CH2:3][O:4][C@H:5]1[CH2:6][CH2:7][C@H:8]([c:9]2[cH:10][c:11]3[c:12]([cH:13][c:14]([O:15][CH2:16][CH:17]4[CH2:18][CH2:19]4)[cH:20][cH:21]3)[o:22]2)[CH2:23][CH2:24]1.[N-:25]=[N+:26]=[N-:27]>CN(C)C=O.[Na+]>[CH3:1][CH:2]([CH2:3][O:4][C@H:5]1[CH2:6][CH2:7][C@H:8]([c:9]2[cH:10][c:11]3[c:12]([cH:13][c:14]([O:15][CH2:16][CH:17]4[CH2:18][CH2:19]4)[cH:20][cH:21]3)[o:22]2)[CH2:23][CH2:24]1)[N:25]=[N+:26]=[N-:27]\"},\"mapped_reaction_smiles\":\"CS(=O)(=O)O[CH:2]([CH3:1])[CH2:3][O:4][C@H:5]1[CH2:6][CH2:7][C@H:8]([c:9]2[cH:10][c:11]3[c:12]([cH:13][c:14]([O:15][CH2:16][CH:17]4[CH2:18][CH2:19]4)[cH:20][cH:21]3)[o:22]2)[CH2:23][CH2:24]1.[N-:25]=[N+:26]=[N-:27]>CN(C)C=O.[Na+]>[CH3:1][CH:2]([CH2:3][O:4][C@H:5]1[CH2:6][CH2:7][C@H:8]([c:9]2[cH:10][c:11]3[c:12]([cH:13][c:14]([O:15][CH2:16][CH:17]4[CH2:18][CH2:19]4)[cH:20][cH:21]3)[o:22]2)[CH2:23][CH2:24]1)[N:25]=[N+:26]=[N-:27]\"}",
"reactionStep": {
"id": "sa_f39ebf3dcb5cf234e664e170",
"reactionHash": "c95de3f20d649d199c9721f04699cd2708387fd17ce9a822b587bb63c9ccfdc0"
},
"children": [
{
"id": "14997",
"routeId": "sa_04c4da4cf63b612fab2a85af",
"moleculeId": "sa_50a8f83dd89c267fbada1205",
"parentId": "14996",
"isLeaf": true,
"molecule": {
"id": "sa_50a8f83dd89c267fbada1205",
"inchikey": "IVRMZWNICZWHMI-UHFFFAOYSA-N",
"smiles": "[N]N=[N-]"
},
"smiles": "[N-]=[N+]=[N-]",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "14998",
"routeId": "sa_04c4da4cf63b612fab2a85af",
"moleculeId": "sa_626cd7ac1452038bc8dcca9f",
"parentId": "14996",
"isLeaf": false,
"molecule": {
"id": "sa_626cd7ac1452038bc8dcca9f",
"inchikey": "RYHIHHVRHXBTII-DLSAPELLSA-N",
"smiles": "CC(CO[C@H]1CC[C@H](c2cc3ccc(OCC4CC4)cc3o2)CC1)OS(C)(=O)=O"
},
"smiles": "CC(CO[C@H]1CC[C@H](c2cc3ccc(OCC4CC4)cc3o2)CC1)OS(C)(=O)=O",
"reactionStepId": "sa_3da46b33245d633356456e61",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08703758B2;1498;1450389\",\"rsmi\":\"Cl[S:26]([CH3:27])(=[O:28])=[O:29].[CH3:1][CH:2]([CH2:3][O:4][C@H:5]1[CH2:6][CH2:7][C@H:8]([c:9]2[cH:10][c:11]3[c:12]([cH:13][c:14]([O:15][CH2:16][CH:17]4[CH2:18][CH2:19]4)[cH:20][cH:21]3)[o:22]2)[CH2:23][CH2:24]1)[OH:25]>C1CCOC1.CCN(CC)CC>[CH3:1][CH:2]([CH2:3][O:4][C@H:5]1[CH2:6][CH2:7][C@H:8]([c:9]2[cH:10][c:11]3[c:12]([cH:13][c:14]([O:15][CH2:16][CH:17]4[CH2:18][CH2:19]4)[cH:20][cH:21]3)[o:22]2)[CH2:23][CH2:24]1)[O:25][S:26]([CH3:27])(=[O:28])=[O:29]\"},\"mapped_reaction_smiles\":\"Cl[S:26]([CH3:27])(=[O:28])=[O:29].[CH3:1][CH:2]([CH2:3][O:4][C@H:5]1[CH2:6][CH2:7][C@H:8]([c:9]2[cH:10][c:11]3[c:12]([cH:13][c:14]([O:15][CH2:16][CH:17]4[CH2:18][CH2:19]4)[cH:20][cH:21]3)[o:22]2)[CH2:23][CH2:24]1)[OH:25]>C1CCOC1.CCN(CC)CC>[CH3:1][CH:2]([CH2:3][O:4][C@H:5]1[CH2:6][CH2:7][C@H:8]([c:9]2[cH:10][c:11]3[c:12]([cH:13][c:14]([O:15][CH2:16][CH:17]4[CH2:18][CH2:19]4)[cH:20][cH:21]3)[o:22]2)[CH2:23][CH2:24]1)[O:25][S:26]([CH3:27])(=[O:28])=[O:29]\"}",
"reactionStep": {
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"reactionHash": "4f05b5970a0cb6a50f29e19e40e07c6f462bb830f6f1fb00983e972090c5124c"
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"children": [
{
"id": "14999",
"routeId": "sa_04c4da4cf63b612fab2a85af",
"moleculeId": "sa_d98cad9ee5134364f5dba1e4",
"parentId": "14998",
"isLeaf": false,
"molecule": {
"id": "sa_d98cad9ee5134364f5dba1e4",
"inchikey": "HVYJGQFZZGDBLZ-XRWIVYGQSA-N",
"smiles": "CC(O)CO[C@H]1CC[C@H](c2cc3ccc(OCC4CC4)cc3o2)CC1"
},
"smiles": "CC(O)CO[C@H]1CC[C@H](c2cc3ccc(OCC4CC4)cc3o2)CC1",
"reactionStepId": "sa_8c97a508af6de19a7e9233f7",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08703758B2;1495;1450388\",\"rsmi\":\"[CH3:1][C:2](=[O:3])[CH2:4][O:5][C@H:6]1[CH2:7][CH2:8][C@H:9]([c:10]2[cH:11][c:12]3[c:13]([cH:14][c:15]([O:16][CH2:17][CH:18]4[CH2:19][CH2:20]4)[cH:21][cH:22]3)[o:23]2)[CH2:24][CH2:25]1>CCO.B.[Na+]>[CH3:1][CH:2]([OH:3])[CH2:4][O:5][C@H:6]1[CH2:7][CH2:8][C@H:9]([c:10]2[cH:11][c:12]3[c:13]([cH:14][c:15]([O:16][CH2:17][CH:18]4[CH2:19][CH2:20]4)[cH:21][cH:22]3)[o:23]2)[CH2:24][CH2:25]1\"},\"mapped_reaction_smiles\":\"[CH3:1][C:2](=[O:3])[CH2:4][O:5][C@H:6]1[CH2:7][CH2:8][C@H:9]([c:10]2[cH:11][c:12]3[c:13]([cH:14][c:15]([O:16][CH2:17][CH:18]4[CH2:19][CH2:20]4)[cH:21][cH:22]3)[o:23]2)[CH2:24][CH2:25]1>CCO.B.[Na+]>[CH3:1][CH:2]([OH:3])[CH2:4][O:5][C@H:6]1[CH2:7][CH2:8][C@H:9]([c:10]2[cH:11][c:12]3[c:13]([cH:14][c:15]([O:16][CH2:17][CH:18]4[CH2:19][CH2:20]4)[cH:21][cH:22]3)[o:23]2)[CH2:24][CH2:25]1\"}",
"reactionStep": {
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"reactionHash": "eb5598a186e4b80afd432a5b16a8486c168f885bea8814ec1ccb684655b98bef"
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"children": [
{
"id": "15000",
"routeId": "sa_04c4da4cf63b612fab2a85af",
"moleculeId": "sa_62583dbd677cb0b193c0b346",
"parentId": "14999",
"isLeaf": true,
"molecule": {
"id": "sa_62583dbd677cb0b193c0b346",
"inchikey": "BXMJMTGXZMATMY-SAABIXHNSA-N",
"smiles": "CC(=O)CO[C@H]1CC[C@H](c2cc3ccc(OCC4CC4)cc3o2)CC1"
},
"smiles": "CC(=O)CO[C@H]1CC[C@H](c2cc3ccc(OCC4CC4)cc3o2)CC1",
"reactionStepId": null,
"template": null,
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}
]
},
{
"id": "15001",
"routeId": "sa_04c4da4cf63b612fab2a85af",
"moleculeId": "sa_d2a31ea58046b00856f61ca5",
"parentId": "14998",
"isLeaf": true,
"molecule": {
"id": "sa_d2a31ea58046b00856f61ca5",
"inchikey": "QARBMVPHQWIHKH-UHFFFAOYSA-N",
"smiles": "CS(=O)(=O)Cl"
},
"smiles": "CS(=O)(=O)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
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}
]
}
]
}
]
},
{
"id": "15002",
"routeId": "sa_04c4da4cf63b612fab2a85af",
"moleculeId": "sa_a7893fcf81826693d9b4bed4",
"parentId": "14994",
"isLeaf": true,
"molecule": {
"id": "sa_a7893fcf81826693d9b4bed4",
"inchikey": "WFDIJRYMOXRFFG-UHFFFAOYSA-N",
"smiles": "CC(=O)OC(C)=O"
},
"smiles": "CC(=O)OC(C)=O",
"reactionStepId": null,
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"children": []
}
]
}
}