Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CS(=O)(=O)Nc1cc2oc(C(N)=O)cc(=O)c2cc1Oc1ccccc1
InChiKey
VWYSYHMPMVQYHY-UHFFFAOYSA-N
Route Signature
8a575aff5093318f930a00a556f3fbe74c57c907b69d3ff72a2bf2db3f865927
Synthesis route with 7 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_93d9f0375cb78721955a5fac",
"signature": "8a575aff5093318f930a00a556f3fbe74c57c907b69d3ff72a2bf2db3f865927",
"contentHash": "962a784913aef6aa4be4936d150575b18033f803459a3aebed7afc532458362e",
"length": 7,
"isConvergent": false
},
"target": {
"id": "sa_1dedab32f68f2468f4a74888",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-00258",
"moleculeId": "sa_974247f39d040866549fe779",
"smiles": "CS(=O)(=O)Nc1cc2oc(C(N)=O)cc(=O)c2cc1Oc1ccccc1",
"routeLength": 7,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_974247f39d040866549fe779",
"inchikey": "VWYSYHMPMVQYHY-UHFFFAOYSA-N",
"smiles": "CS(=O)(=O)Nc1cc2oc(C(N)=O)cc(=O)c2cc1Oc1ccccc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "12939",
"routeId": "sa_93d9f0375cb78721955a5fac",
"moleculeId": "sa_974247f39d040866549fe779",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_974247f39d040866549fe779",
"inchikey": "VWYSYHMPMVQYHY-UHFFFAOYSA-N",
"smiles": "CS(=O)(=O)Nc1cc2oc(C(N)=O)cc(=O)c2cc1Oc1ccccc1"
},
"smiles": "CS(=O)(=O)Nc1cc2oc(C(N)=O)cc(=O)c2cc1Oc1ccccc1",
"reactionStepId": "sa_f3901fee0b054dc915622a5f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US04954518;;217881\",\"rsmi\":\"Cl[C:23]([c:22]1[cH:21][c:19](=[O:20])[c:9]2[c:8]([cH:7][c:6]([NH:5][S:2]([CH3:1])(=[O:3])=[O:4])[c:11]([O:12][c:13]3[cH:14][cH:15][cH:16][cH:17][cH:18]3)[cH:10]2)[o:26]1)=[O:25].[NH3:24]>>[CH3:1][S:2](=[O:3])(=[O:4])[NH:5][c:6]1[cH:7][c:8]2[c:9]([cH:10][c:11]1[O:12][c:13]1[cH:14][cH:15][cH:16][cH:17][cH:18]1)[c:19](=[O:20])[cH:21][c:22]([C:23]([NH2:24])=[O:25])[o:26]2\"},\"mapped_reaction_smiles\":\"Cl[C:23]([c:22]1[cH:21][c:19](=[O:20])[c:9]2[c:8]([cH:7][c:6]([NH:5][S:2]([CH3:1])(=[O:3])=[O:4])[c:11]([O:12][c:13]3[cH:14][cH:15][cH:16][cH:17][cH:18]3)[cH:10]2)[o:26]1)=[O:25].[NH3:24]>>[CH3:1][S:2](=[O:3])(=[O:4])[NH:5][c:6]1[cH:7][c:8]2[c:9]([cH:10][c:11]1[O:12][c:13]1[cH:14][cH:15][cH:16][cH:17][cH:18]1)[c:19](=[O:20])[cH:21][c:22]([C:23]([NH2:24])=[O:25])[o:26]2\"}",
"reactionStep": {
"id": "sa_f3901fee0b054dc915622a5f",
"reactionHash": "c7d2756aed8b107ba14d0a6a7f1cf45b540accae02623d961beca54af0cccbbb"
},
"children": [
{
"id": "12940",
"routeId": "sa_93d9f0375cb78721955a5fac",
"moleculeId": "sa_64ab8324ec82d0f0a9f153ec",
"parentId": "12939",
"isLeaf": false,
"molecule": {
"id": "sa_64ab8324ec82d0f0a9f153ec",
"inchikey": "QCARJEVPLQCINK-UHFFFAOYSA-N",
"smiles": "CS(=O)(=O)Nc1cc2oc(C(=O)Cl)cc(=O)c2cc1Oc1ccccc1"
},
"smiles": "CS(=O)(=O)Nc1cc2oc(C(=O)Cl)cc(=O)c2cc1Oc1ccccc1",
"reactionStepId": "sa_2a50ba062ac2d1d0eaf3e695",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US04954518;;217880\",\"rsmi\":\"O=S(Cl)[Cl:25].O[C:23]([c:22]1[cH:21][c:19](=[O:20])[c:9]2[c:8]([cH:7][c:6]([NH:5][S:2]([CH3:1])(=[O:3])=[O:4])[c:11]([O:12][c:13]3[cH:14][cH:15][cH:16][cH:17][cH:18]3)[cH:10]2)[o:26]1)=[O:24]>CN(C)C=O.ClCCl>[CH3:1][S:2](=[O:3])(=[O:4])[NH:5][c:6]1[cH:7][c:8]2[c:9]([cH:10][c:11]1[O:12][c:13]1[cH:14][cH:15][cH:16][cH:17][cH:18]1)[c:19](=[O:20])[cH:21][c:22]([C:23](=[O:24])[Cl:25])[o:26]2\"},\"mapped_reaction_smiles\":\"O=S(Cl)[Cl:25].O[C:23]([c:22]1[cH:21][c:19](=[O:20])[c:9]2[c:8]([cH:7][c:6]([NH:5][S:2]([CH3:1])(=[O:3])=[O:4])[c:11]([O:12][c:13]3[cH:14][cH:15][cH:16][cH:17][cH:18]3)[cH:10]2)[o:26]1)=[O:24]>CN(C)C=O.ClCCl>[CH3:1][S:2](=[O:3])(=[O:4])[NH:5][c:6]1[cH:7][c:8]2[c:9]([cH:10][c:11]1[O:12][c:13]1[cH:14][cH:15][cH:16][cH:17][cH:18]1)[c:19](=[O:20])[cH:21][c:22]([C:23](=[O:24])[Cl:25])[o:26]2\"}",
"reactionStep": {
"id": "sa_2a50ba062ac2d1d0eaf3e695",
"reactionHash": "d45b4fe1e1b3102bce8705ff6622b858d7cea430a219b15f441902225310d055"
},
"children": [
{
"id": "12941",
"routeId": "sa_93d9f0375cb78721955a5fac",
"moleculeId": "sa_4b2ce25ab2daad9f64b1a0c8",
"parentId": "12940",
"isLeaf": false,
"molecule": {
"id": "sa_4b2ce25ab2daad9f64b1a0c8",
"inchikey": "ATLYAWSMNBCABI-UHFFFAOYSA-N",
"smiles": "CS(=O)(=O)Nc1cc2oc(C(=O)O)cc(=O)c2cc1Oc1ccccc1"
},
"smiles": "CS(=O)(=O)Nc1cc2oc(C(=O)O)cc(=O)c2cc1Oc1ccccc1",
"reactionStepId": "sa_c603feea9a4cb3357d5535b4",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US04954518;;217879\",\"rsmi\":\"CC[O:25][C:23]([c:22]1[cH:21][c:19](=[O:20])[c:9]2[c:8]([cH:7][c:6]([NH:5][S:2]([CH3:1])(=[O:3])=[O:4])[c:11]([O:12][c:13]3[cH:14][cH:15][cH:16][cH:17][cH:18]3)[cH:10]2)[o:26]1)=[O:24]>CC(=O)O.Cl.O>[CH3:1][S:2](=[O:3])(=[O:4])[NH:5][c:6]1[cH:7][c:8]2[c:9]([cH:10][c:11]1[O:12][c:13]1[cH:14][cH:15][cH:16][cH:17][cH:18]1)[c:19](=[O:20])[cH:21][c:22]([C:23](=[O:24])[OH:25])[o:26]2\"},\"mapped_reaction_smiles\":\"CC[O:25][C:23]([c:22]1[cH:21][c:19](=[O:20])[c:9]2[c:8]([cH:7][c:6]([NH:5][S:2]([CH3:1])(=[O:3])=[O:4])[c:11]([O:12][c:13]3[cH:14][cH:15][cH:16][cH:17][cH:18]3)[cH:10]2)[o:26]1)=[O:24]>CC(=O)O.Cl.O>[CH3:1][S:2](=[O:3])(=[O:4])[NH:5][c:6]1[cH:7][c:8]2[c:9]([cH:10][c:11]1[O:12][c:13]1[cH:14][cH:15][cH:16][cH:17][cH:18]1)[c:19](=[O:20])[cH:21][c:22]([C:23](=[O:24])[OH:25])[o:26]2\"}",
"reactionStep": {
"id": "sa_c603feea9a4cb3357d5535b4",
"reactionHash": "0c78aa5e3f770c92ce31e35374166dbaa04ce112af2a505ea9b4f8c60e87830c"
},
"children": [
{
"id": "12942",
"routeId": "sa_93d9f0375cb78721955a5fac",
"moleculeId": "sa_bdc08b9c40bde9d0a3ca2ffd",
"parentId": "12941",
"isLeaf": false,
"molecule": {
"id": "sa_bdc08b9c40bde9d0a3ca2ffd",
"inchikey": "LGQBVLGFOXLMKL-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1cc(=O)c2cc(Oc3ccccc3)c(NS(C)(=O)=O)cc2o1"
},
"smiles": "CCOC(=O)c1cc(=O)c2cc(Oc3ccccc3)c(NS(C)(=O)=O)cc2o1",
"reactionStepId": "sa_cfef9223637bf7ab4a15d50f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US04954518;;217841\",\"rsmi\":\"CCO[C:6](=O)[C:4]([O:3][CH2:2][CH3:1])=[O:5].[CH3:7][C:8](=[O:9])[c:10]1[c:11]([OH:28])[cH:12][c:13]([NH:14][S:15]([CH3:16])(=[O:17])=[O:18])[c:19]([O:20][c:21]2[cH:22][cH:23][cH:24][cH:25][cH:26]2)[cH:27]1>CCO.Cl.[HH].[Na+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][c:8](=[O:9])[c:10]2[c:11]([cH:12][c:13]([NH:14][S:15]([CH3:16])(=[O:17])=[O:18])[c:19]([O:20][c:21]3[cH:22][cH:23][cH:24][cH:25][cH:26]3)[cH:27]2)[o:28]1\"},\"mapped_reaction_smiles\":\"CCO[C:6](=O)[C:4]([O:3][CH2:2][CH3:1])=[O:5].[CH3:7][C:8](=[O:9])[c:10]1[c:11]([OH:28])[cH:12][c:13]([NH:14][S:15]([CH3:16])(=[O:17])=[O:18])[c:19]([O:20][c:21]2[cH:22][cH:23][cH:24][cH:25][cH:26]2)[cH:27]1>CCO.Cl.[HH].[Na+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][c:8](=[O:9])[c:10]2[c:11]([cH:12][c:13]([NH:14][S:15]([CH3:16])(=[O:17])=[O:18])[c:19]([O:20][c:21]3[cH:22][cH:23][cH:24][cH:25][cH:26]3)[cH:27]2)[o:28]1\"}",
"reactionStep": {
"id": "sa_cfef9223637bf7ab4a15d50f",
"reactionHash": "78e6eb0e69c9369d91667e8caf2333b87351163214407523aeb83b184cee7c0c"
},
"children": [
{
"id": "12943",
"routeId": "sa_93d9f0375cb78721955a5fac",
"moleculeId": "sa_44764defcd61504540122ebc",
"parentId": "12942",
"isLeaf": false,
"molecule": {
"id": "sa_44764defcd61504540122ebc",
"inchikey": "CMYTTYZJZGQZMC-UHFFFAOYSA-N",
"smiles": "CC(=O)c1cc(Oc2ccccc2)c(NS(C)(=O)=O)cc1O"
},
"smiles": "CC(=O)c1cc(Oc2ccccc2)c(NS(C)(=O)=O)cc1O",
"reactionStepId": "sa_1e875427068723f713fc5f1b",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US04954518;;217821\",\"rsmi\":\"C[O:6][c:5]1[c:4]([C:2]([CH3:1])=[O:3])[cH:22][c:14]([O:15][c:16]2[cH:17][cH:18][cH:19][cH:20][cH:21]2)[c:8]([NH:9][S:10]([CH3:11])(=[O:12])=[O:13])[cH:7]1>ClCCl.[Al+3].Cl.Cl.Cl>[CH3:1][C:2](=[O:3])[c:4]1[c:5]([OH:6])[cH:7][c:8]([NH:9][S:10]([CH3:11])(=[O:12])=[O:13])[c:14]([O:15][c:16]2[cH:17][cH:18][cH:19][cH:20][cH:21]2)[cH:22]1\"},\"mapped_reaction_smiles\":\"C[O:6][c:5]1[c:4]([C:2]([CH3:1])=[O:3])[cH:22][c:14]([O:15][c:16]2[cH:17][cH:18][cH:19][cH:20][cH:21]2)[c:8]([NH:9][S:10]([CH3:11])(=[O:12])=[O:13])[cH:7]1>ClCCl.[Al+3].Cl.Cl.Cl>[CH3:1][C:2](=[O:3])[c:4]1[c:5]([OH:6])[cH:7][c:8]([NH:9][S:10]([CH3:11])(=[O:12])=[O:13])[c:14]([O:15][c:16]2[cH:17][cH:18][cH:19][cH:20][cH:21]2)[cH:22]1\"}",
"reactionStep": {
"id": "sa_1e875427068723f713fc5f1b",
"reactionHash": "38b54eddd663d8475c90636f7b44045f4c8d5eaf49aa61b110957d32e5c17e4d"
},
"children": [
{
"id": "12944",
"routeId": "sa_93d9f0375cb78721955a5fac",
"moleculeId": "sa_b4c762fbfc1c8afef5411e1f",
"parentId": "12943",
"isLeaf": false,
"molecule": {
"id": "sa_b4c762fbfc1c8afef5411e1f",
"inchikey": "YPJOAPMGRJDGJZ-UHFFFAOYSA-N",
"smiles": "COc1cc(NS(C)(=O)=O)c(Oc2ccccc2)cc1C(C)=O"
},
"smiles": "COc1cc(NS(C)(=O)=O)c(Oc2ccccc2)cc1C(C)=O",
"reactionStepId": "sa_e98bab030996a48421c321fb",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US04954518;;217820\",\"rsmi\":\"Cl[C:5]([CH3:6])=[O:7].[CH3:1][O:2][c:3]1[cH:4][cH:8][c:9]([O:10][c:11]2[cH:12][cH:13][cH:14][cH:15][cH:16]2)[c:17]([NH:18][S:19]([CH3:20])(=[O:21])=[O:22])[cH:23]1>ClCCl.[Al+3].Cl.Cl.Cl>[CH3:1][O:2][c:3]1[c:4]([C:5]([CH3:6])=[O:7])[cH:8][c:9]([O:10][c:11]2[cH:12][cH:13][cH:14][cH:15][cH:16]2)[c:17]([NH:18][S:19]([CH3:20])(=[O:21])=[O:22])[cH:23]1\"},\"mapped_reaction_smiles\":\"Cl[C:5]([CH3:6])=[O:7].[CH3:1][O:2][c:3]1[cH:4][cH:8][c:9]([O:10][c:11]2[cH:12][cH:13][cH:14][cH:15][cH:16]2)[c:17]([NH:18][S:19]([CH3:20])(=[O:21])=[O:22])[cH:23]1>ClCCl.[Al+3].Cl.Cl.Cl>[CH3:1][O:2][c:3]1[c:4]([C:5]([CH3:6])=[O:7])[cH:8][c:9]([O:10][c:11]2[cH:12][cH:13][cH:14][cH:15][cH:16]2)[c:17]([NH:18][S:19]([CH3:20])(=[O:21])=[O:22])[cH:23]1\"}",
"reactionStep": {
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"reactionHash": "df00a950ab19ba483fb4ceb6de1e5abfb7954d5c303482fb7e2d93646a0554f2"
},
"children": [
{
"id": "12945",
"routeId": "sa_93d9f0375cb78721955a5fac",
"moleculeId": "sa_4a0117435ee70f69baeaa0bf",
"parentId": "12944",
"isLeaf": false,
"molecule": {
"id": "sa_4a0117435ee70f69baeaa0bf",
"inchikey": "HKQJXMJGWKDFTA-UHFFFAOYSA-N",
"smiles": "COc1ccc(Oc2ccccc2)c(NS(C)(=O)=O)c1"
},
"smiles": "COc1ccc(Oc2ccccc2)c(NS(C)(=O)=O)c1",
"reactionStepId": "sa_04161dce48dd9364e1e7f989",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US04954518;;217811\",\"rsmi\":\"Cl[S:7]([CH3:8])(=[O:9])=[O:10].[CH3:1][O:2][c:3]1[cH:4][c:5]([NH2:6])[c:11]([O:12][c:13]2[cH:14][cH:15][cH:16][cH:17][cH:18]2)[cH:19][cH:20]1>CCOC(C)=O.O.c1ccncc1>[CH3:1][O:2][c:3]1[cH:4][c:5]([NH:6][S:7]([CH3:8])(=[O:9])=[O:10])[c:11]([O:12][c:13]2[cH:14][cH:15][cH:16][cH:17][cH:18]2)[cH:19][cH:20]1\"},\"mapped_reaction_smiles\":\"Cl[S:7]([CH3:8])(=[O:9])=[O:10].[CH3:1][O:2][c:3]1[cH:4][c:5]([NH2:6])[c:11]([O:12][c:13]2[cH:14][cH:15][cH:16][cH:17][cH:18]2)[cH:19][cH:20]1>CCOC(C)=O.O.c1ccncc1>[CH3:1][O:2][c:3]1[cH:4][c:5]([NH:6][S:7]([CH3:8])(=[O:9])=[O:10])[c:11]([O:12][c:13]2[cH:14][cH:15][cH:16][cH:17][cH:18]2)[cH:19][cH:20]1\"}",
"reactionStep": {
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"reactionHash": "1a9aca6b6d8550da74f243230114046d7f0df5787613597cf762251e3475f407"
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"children": [
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"moleculeId": "sa_d2a31ea58046b00856f61ca5",
"parentId": "12945",
"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": "12947",
"routeId": "sa_93d9f0375cb78721955a5fac",
"moleculeId": "sa_fd558e227ae9a3dc63083825",
"parentId": "12945",
"isLeaf": true,
"molecule": {
"id": "sa_fd558e227ae9a3dc63083825",
"inchikey": "UOGZDMKXQVZVGO-UHFFFAOYSA-N",
"smiles": "COc1ccc(Oc2ccccc2)c(N)c1"
},
"smiles": "COc1ccc(Oc2ccccc2)c(N)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
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"children": []
}
]
},
{
"id": "12948",
"routeId": "sa_93d9f0375cb78721955a5fac",
"moleculeId": "sa_7992c61d309177eaaf95fc6b",
"parentId": "12944",
"isLeaf": true,
"molecule": {
"id": "sa_7992c61d309177eaaf95fc6b",
"inchikey": "WETWJCDKMRHUPV-UHFFFAOYSA-N",
"smiles": "CC(=O)Cl"
},
"smiles": "CC(=O)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "12949",
"routeId": "sa_93d9f0375cb78721955a5fac",
"moleculeId": "sa_ab0a3cf4ca71164a04c8f94b",
"parentId": "12942",
"isLeaf": true,
"molecule": {
"id": "sa_ab0a3cf4ca71164a04c8f94b",
"inchikey": "WYACBZDAHNBPPB-UHFFFAOYSA-N",
"smiles": "CCOC(=O)C(=O)OCC"
},
"smiles": "CCOC(=O)C(=O)OCC",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "12950",
"routeId": "sa_93d9f0375cb78721955a5fac",
"moleculeId": "sa_cd67ce42f230ef1a4063353c",
"parentId": "12940",
"isLeaf": true,
"molecule": {
"id": "sa_cd67ce42f230ef1a4063353c",
"inchikey": "FYSNRJHAOHDILO-UHFFFAOYSA-N",
"smiles": "O=S(Cl)Cl"
},
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