Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC(C)S(=O)(=O)N[C@@H]1CCC[C@@H]1c1ccc(NS(C)(=O)=O)cc1
InChiKey
PDMGUBUJOFHXHF-HUUCEWRRSA-N
Route Signature
8f7e52e9742c6595c5ce36df0b6ba4f42bcfccd94238beaa707a95d90bff8039
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_5b6f2ec3cf0142f650a639eb",
"signature": "8f7e52e9742c6595c5ce36df0b6ba4f42bcfccd94238beaa707a95d90bff8039",
"contentHash": "5436e0a411909059d2da97312f31a645b882c0cfa4dde7049e803f0ff7f5d360",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_c4f2c615d34dbeab5853acf2",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-02758",
"moleculeId": "sa_4849b1385aaa90842b88411b",
"smiles": "CC(C)S(=O)(=O)N[C@@H]1CCC[C@@H]1c1ccc(NS(C)(=O)=O)cc1",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_4849b1385aaa90842b88411b",
"inchikey": "PDMGUBUJOFHXHF-HUUCEWRRSA-N",
"smiles": "CC(C)S(=O)(=O)N[C@@H]1CCC[C@@H]1c1ccc(NS(C)(=O)=O)cc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "14850",
"routeId": "sa_5b6f2ec3cf0142f650a639eb",
"moleculeId": "sa_4849b1385aaa90842b88411b",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_4849b1385aaa90842b88411b",
"inchikey": "PDMGUBUJOFHXHF-HUUCEWRRSA-N",
"smiles": "CC(C)S(=O)(=O)N[C@@H]1CCC[C@@H]1c1ccc(NS(C)(=O)=O)cc1"
},
"smiles": "CC(C)S(=O)(=O)N[C@@H]1CCC[C@@H]1c1ccc(NS(C)(=O)=O)cc1",
"reactionStepId": "sa_1804f33d3a034d3ee3687719",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06639107B1;;625359\",\"rsmi\":\"Cl[S:18]([CH3:19])(=[O:20])=[O:21].[CH3:1][CH:2]([CH3:3])[S:4](=[O:5])(=[O:6])[NH:7][C@@H:8]1[CH2:9][CH2:10][CH2:11][C@@H:12]1[c:13]1[cH:14][cH:15][c:16]([NH2:17])[cH:22][cH:23]1>CCN(CC)CC.ClCCl>[CH3:1][CH:2]([CH3:3])[S:4](=[O:5])(=[O:6])[NH:7][C@@H:8]1[CH2:9][CH2:10][CH2:11][C@@H:12]1[c:13]1[cH:14][cH:15][c:16]([NH:17][S:18]([CH3:19])(=[O:20])=[O:21])[cH:22][cH:23]1\"},\"mapped_reaction_smiles\":\"Cl[S:18]([CH3:19])(=[O:20])=[O:21].[CH3:1][CH:2]([CH3:3])[S:4](=[O:5])(=[O:6])[NH:7][C@@H:8]1[CH2:9][CH2:10][CH2:11][C@@H:12]1[c:13]1[cH:14][cH:15][c:16]([NH2:17])[cH:22][cH:23]1>CCN(CC)CC.ClCCl>[CH3:1][CH:2]([CH3:3])[S:4](=[O:5])(=[O:6])[NH:7][C@@H:8]1[CH2:9][CH2:10][CH2:11][C@@H:12]1[c:13]1[cH:14][cH:15][c:16]([NH:17][S:18]([CH3:19])(=[O:20])=[O:21])[cH:22][cH:23]1\"}",
"reactionStep": {
"id": "sa_1804f33d3a034d3ee3687719",
"reactionHash": "ff82d984d0ab83dde9124878be600ea79fe0e1ec6d2fbf3ef529edbd1f83d73a"
},
"children": [
{
"id": "14851",
"routeId": "sa_5b6f2ec3cf0142f650a639eb",
"moleculeId": "sa_94415396051e9aa3ce5ca928",
"parentId": "14850",
"isLeaf": false,
"molecule": {
"id": "sa_94415396051e9aa3ce5ca928",
"inchikey": "OIYKKYZFWBUYRE-ZIAGYGMSSA-N",
"smiles": "CC(C)S(=O)(=O)N[C@@H]1CCC[C@@H]1c1ccc(N)cc1"
},
"smiles": "CC(C)S(=O)(=O)N[C@@H]1CCC[C@@H]1c1ccc(N)cc1",
"reactionStepId": "sa_29488541c1ca6857604e7101",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06639107B1;;625357\",\"rsmi\":\"O=[N+:17]([O-])[c:16]1[cH:15][cH:14][c:13]([C@@H:12]2[C@H:8]([NH:7][S:4]([CH:2]([CH3:1])[CH3:3])(=[O:5])=[O:6])[CH2:9][CH2:10][CH2:11]2)[cH:19][cH:18]1>CCO.[Pd]>[CH3:1][CH:2]([CH3:3])[S:4](=[O:5])(=[O:6])[NH:7][C@@H:8]1[CH2:9][CH2:10][CH2:11][C@@H:12]1[c:13]1[cH:14][cH:15][c:16]([NH2:17])[cH:18][cH:19]1\"},\"mapped_reaction_smiles\":\"O=[N+:17]([O-])[c:16]1[cH:15][cH:14][c:13]([C@@H:12]2[C@H:8]([NH:7][S:4]([CH:2]([CH3:1])[CH3:3])(=[O:5])=[O:6])[CH2:9][CH2:10][CH2:11]2)[cH:19][cH:18]1>CCO.[Pd]>[CH3:1][CH:2]([CH3:3])[S:4](=[O:5])(=[O:6])[NH:7][C@@H:8]1[CH2:9][CH2:10][CH2:11][C@@H:12]1[c:13]1[cH:14][cH:15][c:16]([NH2:17])[cH:18][cH:19]1\"}",
"reactionStep": {
"id": "sa_29488541c1ca6857604e7101",
"reactionHash": "dff86be58fba8e27562248fa54c06fb3e3d50a8462142b0977a3959f1620feb5"
},
"children": [
{
"id": "14852",
"routeId": "sa_5b6f2ec3cf0142f650a639eb",
"moleculeId": "sa_43cc4bfd8cf3f78d93e7bd27",
"parentId": "14851",
"isLeaf": false,
"molecule": {
"id": "sa_43cc4bfd8cf3f78d93e7bd27",
"inchikey": "UAUGXTSXZYQOLS-ZIAGYGMSSA-N",
"smiles": "CC(C)S(=O)(=O)N[C@@H]1CCC[C@@H]1c1ccc([N+](=O)[O-])cc1"
},
"smiles": "CC(C)S(=O)(=O)N[C@@H]1CCC[C@@H]1c1ccc([N+](=O)[O-])cc1",
"reactionStepId": "sa_fd62413836c4a1c5bc823c8d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06639107B1;;625356\",\"rsmi\":\"O=[N+:17]([OH:18])[O-:19].[CH3:1][CH:2]([CH3:3])[S:4](=[O:5])(=[O:6])[NH:7][C@@H:8]1[CH2:9][CH2:10][CH2:11][C@@H:12]1[c:13]1[cH:14][cH:15][cH:16][cH:20][cH:21]1>ClCCl.O=C(O)C(F)(F)F.[Na+]>[CH3:1][CH:2]([CH3:3])[S:4](=[O:5])(=[O:6])[NH:7][C@@H:8]1[CH2:9][CH2:10][CH2:11][C@@H:12]1[c:13]1[cH:14][cH:15][c:16]([N+:17](=[O:18])[O-:19])[cH:20][cH:21]1\"},\"mapped_reaction_smiles\":\"O=[N+:17]([OH:18])[O-:19].[CH3:1][CH:2]([CH3:3])[S:4](=[O:5])(=[O:6])[NH:7][C@@H:8]1[CH2:9][CH2:10][CH2:11][C@@H:12]1[c:13]1[cH:14][cH:15][cH:16][cH:20][cH:21]1>ClCCl.O=C(O)C(F)(F)F.[Na+]>[CH3:1][CH:2]([CH3:3])[S:4](=[O:5])(=[O:6])[NH:7][C@@H:8]1[CH2:9][CH2:10][CH2:11][C@@H:12]1[c:13]1[cH:14][cH:15][c:16]([N+:17](=[O:18])[O-:19])[cH:20][cH:21]1\"}",
"reactionStep": {
"id": "sa_fd62413836c4a1c5bc823c8d",
"reactionHash": "005c2429167d02c1c26cbf8bcd7d5697dd59e6e867b75168ca853e37138070a6"
},
"children": [
{
"id": "14853",
"routeId": "sa_5b6f2ec3cf0142f650a639eb",
"moleculeId": "sa_005e2b3dd542025d9d4c7b49",
"parentId": "14852",
"isLeaf": false,
"molecule": {
"id": "sa_005e2b3dd542025d9d4c7b49",
"inchikey": "FKSYMILUYVSIDD-ZIAGYGMSSA-N",
"smiles": "CC(C)S(=O)(=O)N[C@@H]1CCC[C@@H]1c1ccccc1"
},
"smiles": "CC(C)S(=O)(=O)N[C@@H]1CCC[C@@H]1c1ccccc1",
"reactionStepId": "sa_2761f3e640cc05d8a1511c9a",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06639107B1;;625353\",\"rsmi\":\"Cl[S:4]([CH:2]([CH3:1])[CH3:3])(=[O:5])=[O:6].[NH2:7][C@@H:8]1[CH2:9][CH2:10][CH2:11][C@@H:12]1[c:13]1[cH:14][cH:15][cH:16][cH:17][cH:18]1>C1CCC2=NCCCN2CC1.ClCCl>[CH3:1][CH:2]([CH3:3])[S:4](=[O:5])(=[O:6])[NH:7][C@@H:8]1[CH2:9][CH2:10][CH2:11][C@@H:12]1[c:13]1[cH:14][cH:15][cH:16][cH:17][cH:18]1\"},\"mapped_reaction_smiles\":\"Cl[S:4]([CH:2]([CH3:1])[CH3:3])(=[O:5])=[O:6].[NH2:7][C@@H:8]1[CH2:9][CH2:10][CH2:11][C@@H:12]1[c:13]1[cH:14][cH:15][cH:16][cH:17][cH:18]1>C1CCC2=NCCCN2CC1.ClCCl>[CH3:1][CH:2]([CH3:3])[S:4](=[O:5])(=[O:6])[NH:7][C@@H:8]1[CH2:9][CH2:10][CH2:11][C@@H:12]1[c:13]1[cH:14][cH:15][cH:16][cH:17][cH:18]1\"}",
"reactionStep": {
"id": "sa_2761f3e640cc05d8a1511c9a",
"reactionHash": "5dd7746db80ffb7a11fe17f489dd4869086bb7d0808037e6a7485ec7cd5a9d55"
},
"children": [
{
"id": "14854",
"routeId": "sa_5b6f2ec3cf0142f650a639eb",
"moleculeId": "sa_5be025789093d90de2147dcb",
"parentId": "14853",
"isLeaf": true,
"molecule": {
"id": "sa_5be025789093d90de2147dcb",
"inchikey": "DRINJBFRTLBHNF-UHFFFAOYSA-N",
"smiles": "CC(C)S(=O)(=O)Cl"
},
"smiles": "CC(C)S(=O)(=O)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "14855",
"routeId": "sa_5b6f2ec3cf0142f650a639eb",
"moleculeId": "sa_930998efabbf61df1f4354f5",
"parentId": "14853",
"isLeaf": false,
"molecule": {
"id": "sa_930998efabbf61df1f4354f5",
"inchikey": "VNGYTYNUZHDMPP-GHMZBOCLSA-N",
"smiles": "N[C@@H]1CCC[C@@H]1c1ccccc1"
},
"smiles": "N[C@@H]1CCC[C@@H]1c1ccccc1",
"reactionStepId": "sa_b178d53d7f03f2c5be2cd013",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06639107B1;;625340\",\"rsmi\":\"O=C1c2ccccc2C(=O)[N:1]1[C@@H:2]1[CH2:3][CH2:4][CH2:5][C@@H:6]1[c:7]1[cH:8][cH:9][cH:10][cH:11][cH:12]1>Cc1ccccc1.NN>[NH2:1][C@@H:2]1[CH2:3][CH2:4][CH2:5][C@@H:6]1[c:7]1[cH:8][cH:9][cH:10][cH:11][cH:12]1\"},\"mapped_reaction_smiles\":\"O=C1c2ccccc2C(=O)[N:1]1[C@@H:2]1[CH2:3][CH2:4][CH2:5][C@@H:6]1[c:7]1[cH:8][cH:9][cH:10][cH:11][cH:12]1>Cc1ccccc1.NN>[NH2:1][C@@H:2]1[CH2:3][CH2:4][CH2:5][C@@H:6]1[c:7]1[cH:8][cH:9][cH:10][cH:11][cH:12]1\"}",
"reactionStep": {
"id": "sa_b178d53d7f03f2c5be2cd013",
"reactionHash": "0f016f4586ad9ae7188431854fb42d82a26643dc1543ce5a26757794acd676d0"
},
"children": [
{
"id": "14856",
"routeId": "sa_5b6f2ec3cf0142f650a639eb",
"moleculeId": "sa_8e4681861b5f86a3e6d4d86e",
"parentId": "14855",
"isLeaf": true,
"molecule": {
"id": "sa_8e4681861b5f86a3e6d4d86e",
"inchikey": "OCPXVXYXAKSEDE-RHSMWYFYSA-N",
"smiles": "O=C1c2ccccc2C(=O)N1[C@@H]1CCC[C@@H]1c1ccccc1"
},
"smiles": "O=C1c2ccccc2C(=O)N1[C@@H]1CCC[C@@H]1c1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "14857",
"routeId": "sa_5b6f2ec3cf0142f650a639eb",
"moleculeId": "sa_edac0a7fd043198784a28dd9",
"parentId": "14852",
"isLeaf": true,
"molecule": {
"id": "sa_edac0a7fd043198784a28dd9",
"inchikey": "GRYLNZFGIOXLOG-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])O"
},
"smiles": "O=[N+]([O-])O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "14858",
"routeId": "sa_5b6f2ec3cf0142f650a639eb",
"moleculeId": "sa_d2a31ea58046b00856f61ca5",
"parentId": "14850",
"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,
"reactionStep": null,
"children": []
}
]
}
}