Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CN1CCN(C2CCC(N)C(C)(C)C2)CC1
InChiKey
XPLSVGOOWYIQTC-UHFFFAOYSA-N
Route Signature
fb6e5d5fff7ada4d969f820cd6615a870eae51f4ebe6c562c0e526af527565fc
Synthesis route with 6 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_7885159c93686d3974cd4cc0",
"signature": "fb6e5d5fff7ada4d969f820cd6615a870eae51f4ebe6c562c0e526af527565fc",
"contentHash": "762e5cdddc854f6fdb0f30bcf7c8444e9d094196c5ea0ba88766804e9a85179c",
"length": 6,
"isConvergent": false
},
"target": {
"id": "sa_81ca3710d59846d9629a5401",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-00562",
"moleculeId": "sa_2b7e0dd8cc662f45322d7f24",
"smiles": "CN1CCN(C2CCC(N)C(C)(C)C2)CC1",
"routeLength": 6,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_2b7e0dd8cc662f45322d7f24",
"inchikey": "XPLSVGOOWYIQTC-UHFFFAOYSA-N",
"smiles": "CN1CCN(C2CCC(N)C(C)(C)C2)CC1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "4502",
"routeId": "sa_7885159c93686d3974cd4cc0",
"moleculeId": "sa_2b7e0dd8cc662f45322d7f24",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_2b7e0dd8cc662f45322d7f24",
"inchikey": "XPLSVGOOWYIQTC-UHFFFAOYSA-N",
"smiles": "CN1CCN(C2CCC(N)C(C)(C)C2)CC1"
},
"smiles": "CN1CCN(C2CCC(N)C(C)(C)C2)CC1",
"reactionStepId": "sa_e66785873dda57ae3c303559",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08680159B2;0339;1440789\",\"rsmi\":\"O=C(OCc1ccccc1)[NH:10][CH:9]1[CH2:8][CH2:7][CH:6]([N:5]2[CH2:4][CH2:3][N:2]([CH3:1])[CH2:16][CH2:15]2)[CH2:14][C:11]1([CH3:12])[CH3:13]>CO.O.O.[Pd+2]>[CH3:1][N:2]1[CH2:3][CH2:4][N:5]([CH:6]2[CH2:7][CH2:8][CH:9]([NH2:10])[C:11]([CH3:12])([CH3:13])[CH2:14]2)[CH2:15][CH2:16]1\"},\"mapped_reaction_smiles\":\"O=C(OCc1ccccc1)[NH:10][CH:9]1[CH2:8][CH2:7][CH:6]([N:5]2[CH2:4][CH2:3][N:2]([CH3:1])[CH2:16][CH2:15]2)[CH2:14][C:11]1([CH3:12])[CH3:13]>CO.O.O.[Pd+2]>[CH3:1][N:2]1[CH2:3][CH2:4][N:5]([CH:6]2[CH2:7][CH2:8][CH:9]([NH2:10])[C:11]([CH3:12])([CH3:13])[CH2:14]2)[CH2:15][CH2:16]1\"}",
"reactionStep": {
"id": "sa_e66785873dda57ae3c303559",
"reactionHash": "52f8a9ca3533ab5d70f366c36b13b9710581289e44f358ce373b659ac4d4d444"
},
"children": [
{
"id": "4503",
"routeId": "sa_7885159c93686d3974cd4cc0",
"moleculeId": "sa_f34fde466df7ec7367c86405",
"parentId": "4502",
"isLeaf": false,
"molecule": {
"id": "sa_f34fde466df7ec7367c86405",
"inchikey": "XEZSCXSSOBUSJB-UHFFFAOYSA-N",
"smiles": "CN1CCN(C2CCC(NC(=O)OCc3ccccc3)C(C)(C)C2)CC1"
},
"smiles": "CN1CCN(C2CCC(NC(=O)OCc3ccccc3)C(C)(C)C2)CC1",
"reactionStepId": "sa_2e4fec5b4b5bc204775f78c9",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08680159B2;0338;1440788\",\"rsmi\":\"O=[C:6]1[CH2:7][CH2:8][CH:9]([NH:10][C:11](=[O:12])[O:13][CH2:14][c:15]2[cH:16][cH:17][cH:18][cH:19][cH:20]2)[C:21]([CH3:22])([CH3:23])[CH2:24]1.[CH3:1][N:2]1[CH2:3][CH2:4][NH:5][CH2:25][CH2:26]1>CC(=O)OB(OC(C)=O)OC(C)=O.ClCCl.[Na+]>[CH3:1][N:2]1[CH2:3][CH2:4][N:5]([CH:6]2[CH2:7][CH2:8][CH:9]([NH:10][C:11](=[O:12])[O:13][CH2:14][c:15]3[cH:16][cH:17][cH:18][cH:19][cH:20]3)[C:21]([CH3:22])([CH3:23])[CH2:24]2)[CH2:25][CH2:26]1\"},\"mapped_reaction_smiles\":\"O=[C:6]1[CH2:7][CH2:8][CH:9]([NH:10][C:11](=[O:12])[O:13][CH2:14][c:15]2[cH:16][cH:17][cH:18][cH:19][cH:20]2)[C:21]([CH3:22])([CH3:23])[CH2:24]1.[CH3:1][N:2]1[CH2:3][CH2:4][NH:5][CH2:25][CH2:26]1>CC(=O)OB(OC(C)=O)OC(C)=O.ClCCl.[Na+]>[CH3:1][N:2]1[CH2:3][CH2:4][N:5]([CH:6]2[CH2:7][CH2:8][CH:9]([NH:10][C:11](=[O:12])[O:13][CH2:14][c:15]3[cH:16][cH:17][cH:18][cH:19][cH:20]3)[C:21]([CH3:22])([CH3:23])[CH2:24]2)[CH2:25][CH2:26]1\"}",
"reactionStep": {
"id": "sa_2e4fec5b4b5bc204775f78c9",
"reactionHash": "c5d448c76c6dce6b847ef003aa6808e2b326e96026b2e1d1757fd325e02f73fb"
},
"children": [
{
"id": "4504",
"routeId": "sa_7885159c93686d3974cd4cc0",
"moleculeId": "sa_513cbf1b8d13aff0b62eb838",
"parentId": "4503",
"isLeaf": true,
"molecule": {
"id": "sa_513cbf1b8d13aff0b62eb838",
"inchikey": "PVOAHINGSUIXLS-UHFFFAOYSA-N",
"smiles": "CN1CCNCC1"
},
"smiles": "CN1CCNCC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "4505",
"routeId": "sa_7885159c93686d3974cd4cc0",
"moleculeId": "sa_b645405ba01a741264299ba4",
"parentId": "4503",
"isLeaf": false,
"molecule": {
"id": "sa_b645405ba01a741264299ba4",
"inchikey": "RBIAIIOSRGRZPG-UHFFFAOYSA-N",
"smiles": "CC1(C)CC(=O)CCC1NC(=O)OCc1ccccc1"
},
"smiles": "CC1(C)CC(=O)CCC1NC(=O)OCc1ccccc1",
"reactionStepId": "sa_7922bd58bcd9e46dd760b424",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08680159B2;0337;1440787\",\"rsmi\":\"C1C[O:6][C:5]2(O1)[CH2:4][C:2]([CH3:1])([CH3:3])[CH:9]([NH:10][C:11](=[O:12])[O:13][CH2:14][c:15]1[cH:16][cH:17][cH:18][cH:19][cH:20]1)[CH2:8][CH2:7]2>CO.Cl>[CH3:1][C:2]1([CH3:3])[CH2:4][C:5](=[O:6])[CH2:7][CH2:8][CH:9]1[NH:10][C:11](=[O:12])[O:13][CH2:14][c:15]1[cH:16][cH:17][cH:18][cH:19][cH:20]1\"},\"mapped_reaction_smiles\":\"C1C[O:6][C:5]2(O1)[CH2:4][C:2]([CH3:1])([CH3:3])[CH:9]([NH:10][C:11](=[O:12])[O:13][CH2:14][c:15]1[cH:16][cH:17][cH:18][cH:19][cH:20]1)[CH2:8][CH2:7]2>CO.Cl>[CH3:1][C:2]1([CH3:3])[CH2:4][C:5](=[O:6])[CH2:7][CH2:8][CH:9]1[NH:10][C:11](=[O:12])[O:13][CH2:14][c:15]1[cH:16][cH:17][cH:18][cH:19][cH:20]1\"}",
"reactionStep": {
"id": "sa_7922bd58bcd9e46dd760b424",
"reactionHash": "95fdd62dc25afbc76ce3564c4647476f415a76f03583c93b3d8e8d13e136996c"
},
"children": [
{
"id": "4506",
"routeId": "sa_7885159c93686d3974cd4cc0",
"moleculeId": "sa_76e6b966776698674fa4fffe",
"parentId": "4505",
"isLeaf": false,
"molecule": {
"id": "sa_76e6b966776698674fa4fffe",
"inchikey": "VHSWUNKMNZPZFE-UHFFFAOYSA-N",
"smiles": "CC1(C)CC2(CCC1NC(=O)OCc1ccccc1)OCCO2"
},
"smiles": "CC1(C)CC2(CCC1NC(=O)OCc1ccccc1)OCCO2",
"reactionStepId": "sa_664f2f6425e93d2b28ec3327",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08680159B2;0336;1440786\",\"rsmi\":\"Cl[C:10](=[O:11])[O:12][CH2:13][c:14]1[cH:15][cH:16][cH:17][cH:18][cH:19]1.[CH3:1][C:2]1([CH3:3])[CH2:4][C:5]2([CH2:6][CH2:7][CH:8]1[NH2:9])[O:20][CH2:21][CH2:22][O:23]2>CCN(CC)CC.Cc1ccccc1.ClCCl>[CH3:1][C:2]1([CH3:3])[CH2:4][C:5]2([CH2:6][CH2:7][CH:8]1[NH:9][C:10](=[O:11])[O:12][CH2:13][c:14]1[cH:15][cH:16][cH:17][cH:18][cH:19]1)[O:20][CH2:21][CH2:22][O:23]2\"},\"mapped_reaction_smiles\":\"Cl[C:10](=[O:11])[O:12][CH2:13][c:14]1[cH:15][cH:16][cH:17][cH:18][cH:19]1.[CH3:1][C:2]1([CH3:3])[CH2:4][C:5]2([CH2:6][CH2:7][CH:8]1[NH2:9])[O:20][CH2:21][CH2:22][O:23]2>CCN(CC)CC.Cc1ccccc1.ClCCl>[CH3:1][C:2]1([CH3:3])[CH2:4][C:5]2([CH2:6][CH2:7][CH:8]1[NH:9][C:10](=[O:11])[O:12][CH2:13][c:14]1[cH:15][cH:16][cH:17][cH:18][cH:19]1)[O:20][CH2:21][CH2:22][O:23]2\"}",
"reactionStep": {
"id": "sa_664f2f6425e93d2b28ec3327",
"reactionHash": "20633c21e26ee3af87d3b53aa052817b880ca148c3bcf2ce0c99f40f6b6eb9de"
},
"children": [
{
"id": "4507",
"routeId": "sa_7885159c93686d3974cd4cc0",
"moleculeId": "sa_1514403cfb4a58c3c6f69a71",
"parentId": "4506",
"isLeaf": true,
"molecule": {
"id": "sa_1514403cfb4a58c3c6f69a71",
"inchikey": "HSDAJNMJOMSNEV-UHFFFAOYSA-N",
"smiles": "O=C(Cl)OCc1ccccc1"
},
"smiles": "O=C(Cl)OCc1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "4508",
"routeId": "sa_7885159c93686d3974cd4cc0",
"moleculeId": "sa_592b2207a1b24f2b1f94cc28",
"parentId": "4506",
"isLeaf": false,
"molecule": {
"id": "sa_592b2207a1b24f2b1f94cc28",
"inchikey": "YPTSLKZBGOMZSD-UHFFFAOYSA-N",
"smiles": "CC1(C)CC2(CCC1N)OCCO2"
},
"smiles": "CC1(C)CC2(CCC1N)OCCO2",
"reactionStepId": "sa_ea0e9628fe9f88f650ce3eb3",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08680159B2;0335;1440785\",\"rsmi\":\"COc1ccc(C[NH:9][CH:8]2[C:2]([CH3:1])([CH3:3])[CH2:4][C:5]3([CH2:6][CH2:7]2)[O:10][CH2:11][CH2:12][O:13]3)cc1>CO.O.O.[Pd+2]>[CH3:1][C:2]1([CH3:3])[CH2:4][C:5]2([CH2:6][CH2:7][CH:8]1[NH2:9])[O:10][CH2:11][CH2:12][O:13]2\"},\"mapped_reaction_smiles\":\"COc1ccc(C[NH:9][CH:8]2[C:2]([CH3:1])([CH3:3])[CH2:4][C:5]3([CH2:6][CH2:7]2)[O:10][CH2:11][CH2:12][O:13]3)cc1>CO.O.O.[Pd+2]>[CH3:1][C:2]1([CH3:3])[CH2:4][C:5]2([CH2:6][CH2:7][CH:8]1[NH2:9])[O:10][CH2:11][CH2:12][O:13]2\"}",
"reactionStep": {
"id": "sa_ea0e9628fe9f88f650ce3eb3",
"reactionHash": "9cdf2b859776d6315316ce5f9a51fd5645dfc735762510389b0333a8fd25fad8"
},
"children": [
{
"id": "4509",
"routeId": "sa_7885159c93686d3974cd4cc0",
"moleculeId": "sa_1ced3cd512e9059f09dc6cd6",
"parentId": "4508",
"isLeaf": false,
"molecule": {
"id": "sa_1ced3cd512e9059f09dc6cd6",
"inchikey": "BUOGPRWVUKFFQN-UHFFFAOYSA-N",
"smiles": "COc1ccc(CNC2CCC3(CC2(C)C)OCCO3)cc1"
},
"smiles": "COc1ccc(CNC2CCC3(CC2(C)C)OCCO3)cc1",
"reactionStepId": "sa_57780dd26fb85e96ff8e7049",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08680159B2;0334;1440784\",\"rsmi\":\"O=[C:9]1[CH2:10][CH2:11][C:12]2([CH2:13][C:14]1([CH3:15])[CH3:16])[O:17][CH2:18][CH2:19][O:20]2.[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][NH2:8])[cH:21][cH:22]1>CC(=O)OB(OC(C)=O)OC(C)=O.ClCCl.[Na+]>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][NH:8][CH:9]2[CH2:10][CH2:11][C:12]3([CH2:13][C:14]2([CH3:15])[CH3:16])[O:17][CH2:18][CH2:19][O:20]3)[cH:21][cH:22]1\"},\"mapped_reaction_smiles\":\"O=[C:9]1[CH2:10][CH2:11][C:12]2([CH2:13][C:14]1([CH3:15])[CH3:16])[O:17][CH2:18][CH2:19][O:20]2.[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][NH2:8])[cH:21][cH:22]1>CC(=O)OB(OC(C)=O)OC(C)=O.ClCCl.[Na+]>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][NH:8][CH:9]2[CH2:10][CH2:11][C:12]3([CH2:13][C:14]2([CH3:15])[CH3:16])[O:17][CH2:18][CH2:19][O:20]3)[cH:21][cH:22]1\"}",
"reactionStep": {
"id": "sa_57780dd26fb85e96ff8e7049",
"reactionHash": "2efb9e3226f3aeca3b33864f54a538d03d885686ac2cb515c1e051507201fc38"
},
"children": [
{
"id": "4510",
"routeId": "sa_7885159c93686d3974cd4cc0",
"moleculeId": "sa_87bd64b512620143cd571356",
"parentId": "4509",
"isLeaf": true,
"molecule": {
"id": "sa_87bd64b512620143cd571356",
"inchikey": "DZIBLEREBJNQIF-UHFFFAOYSA-N",
"smiles": "CC1(C)CC2(CCC1=O)OCCO2"
},
"smiles": "CC1(C)CC2(CCC1=O)OCCO2",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "4511",
"routeId": "sa_7885159c93686d3974cd4cc0",
"moleculeId": "sa_da6a018491abc5c8a1fa3cf3",
"parentId": "4509",
"isLeaf": true,
"molecule": {
"id": "sa_da6a018491abc5c8a1fa3cf3",
"inchikey": "IDPURXSQCKYKIJ-UHFFFAOYSA-N",
"smiles": "COc1ccc(CN)cc1"
},
"smiles": "COc1ccc(CN)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
]
}
]
}
}