Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCC(c1nc2onc(C)c2c(=O)n1Cc1ccccc1)N(CCCNC(=O)OC(C)(C)C)C(=O)c1ccc(C)cc1
InChiKey
LETWCHOSPXSPDL-UHFFFAOYSA-N
Route Signature
28a111750006cd68f362cbe069b83ed5ad5b2698f8058aa1d6663a2a6fb98362
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_df3753111402127d1fd53cb6",
"signature": "28a111750006cd68f362cbe069b83ed5ad5b2698f8058aa1d6663a2a6fb98362",
"contentHash": "2549513aafcc3cf03e03a94cfa907697d6f69451fd0b9900d212364b53e81883",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_b46c9724497bcef100522354",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-00510",
"moleculeId": "sa_0435d0b5421d1466c4208603",
"smiles": "CCC(c1nc2onc(C)c2c(=O)n1Cc1ccccc1)N(CCCNC(=O)OC(C)(C)C)C(=O)c1ccc(C)cc1",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_0435d0b5421d1466c4208603",
"inchikey": "LETWCHOSPXSPDL-UHFFFAOYSA-N",
"smiles": "CCC(c1nc2onc(C)c2c(=O)n1Cc1ccccc1)N(CCCNC(=O)OC(C)(C)C)C(=O)c1ccc(C)cc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "13402",
"routeId": "sa_df3753111402127d1fd53cb6",
"moleculeId": "sa_0435d0b5421d1466c4208603",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_0435d0b5421d1466c4208603",
"inchikey": "LETWCHOSPXSPDL-UHFFFAOYSA-N",
"smiles": "CCC(c1nc2onc(C)c2c(=O)n1Cc1ccccc1)N(CCCNC(=O)OC(C)(C)C)C(=O)c1ccc(C)cc1"
},
"smiles": "CCC(c1nc2onc(C)c2c(=O)n1Cc1ccccc1)N(CCCNC(=O)OC(C)(C)C)C(=O)c1ccc(C)cc1",
"reactionStepId": "sa_6a531febc3283d9b6c84ebb5",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090099210A1;0490;691445\",\"rsmi\":\"Cl[C:34](=[O:35])[c:36]1[cH:37][cH:38][c:39]([CH3:40])[cH:41][cH:42]1.[CH3:1][CH2:2][CH:3]([c:4]1[n:5][c:6]2[c:7]([c:8](=[O:9])[n:10]1[CH2:11][c:12]1[cH:13][cH:14][cH:15][cH:16][cH:17]1)[c:18]([CH3:19])[n:20][o:21]2)[NH:22][CH2:23][CH2:24][CH2:25][NH:26][C:27](=[O:28])[O:29][C:30]([CH3:31])([CH3:32])[CH3:33]>CCN(CC)CC.ClCCl>[CH3:1][CH2:2][CH:3]([c:4]1[n:5][c:6]2[c:7]([c:8](=[O:9])[n:10]1[CH2:11][c:12]1[cH:13][cH:14][cH:15][cH:16][cH:17]1)[c:18]([CH3:19])[n:20][o:21]2)[N:22]([CH2:23][CH2:24][CH2:25][NH:26][C:27](=[O:28])[O:29][C:30]([CH3:31])([CH3:32])[CH3:33])[C:34](=[O:35])[c:36]1[cH:37][cH:38][c:39]([CH3:40])[cH:41][cH:42]1\"},\"mapped_reaction_smiles\":\"Cl[C:34](=[O:35])[c:36]1[cH:37][cH:38][c:39]([CH3:40])[cH:41][cH:42]1.[CH3:1][CH2:2][CH:3]([c:4]1[n:5][c:6]2[c:7]([c:8](=[O:9])[n:10]1[CH2:11][c:12]1[cH:13][cH:14][cH:15][cH:16][cH:17]1)[c:18]([CH3:19])[n:20][o:21]2)[NH:22][CH2:23][CH2:24][CH2:25][NH:26][C:27](=[O:28])[O:29][C:30]([CH3:31])([CH3:32])[CH3:33]>CCN(CC)CC.ClCCl>[CH3:1][CH2:2][CH:3]([c:4]1[n:5][c:6]2[c:7]([c:8](=[O:9])[n:10]1[CH2:11][c:12]1[cH:13][cH:14][cH:15][cH:16][cH:17]1)[c:18]([CH3:19])[n:20][o:21]2)[N:22]([CH2:23][CH2:24][CH2:25][NH:26][C:27](=[O:28])[O:29][C:30]([CH3:31])([CH3:32])[CH3:33])[C:34](=[O:35])[c:36]1[cH:37][cH:38][c:39]([CH3:40])[cH:41][cH:42]1\"}",
"reactionStep": {
"id": "sa_6a531febc3283d9b6c84ebb5",
"reactionHash": "b58eaf9604750dcb8777267df5ab873e430ae7be61817fcb3a9bb5e63932ef87"
},
"children": [
{
"id": "13403",
"routeId": "sa_df3753111402127d1fd53cb6",
"moleculeId": "sa_a57644dd3fbcc795d456474f",
"parentId": "13402",
"isLeaf": false,
"molecule": {
"id": "sa_a57644dd3fbcc795d456474f",
"inchikey": "FJBPRNAORXVUOP-UHFFFAOYSA-N",
"smiles": "CCC(NCCCNC(=O)OC(C)(C)C)c1nc2onc(C)c2c(=O)n1Cc1ccccc1"
},
"smiles": "CCC(NCCCNC(=O)OC(C)(C)C)c1nc2onc(C)c2c(=O)n1Cc1ccccc1",
"reactionStepId": "sa_95b284cbe2ac2537857521a1",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090099210A1;0489;691444\",\"rsmi\":\"Br[CH:3]([CH2:2][CH3:1])[c:16]1[n:17][c:18]2[c:19]([c:20](=[O:21])[n:22]1[CH2:23][c:24]1[cH:25][cH:26][cH:27][cH:28][cH:29]1)[c:30]([CH3:31])[n:32][o:33]2.[NH2:4][CH2:5][CH2:6][CH2:7][NH:8][C:9](=[O:10])[O:11][C:12]([CH3:13])([CH3:14])[CH3:15]>CC#N.O.O=C(O)O.[K+].[K+]>[CH3:1][CH2:2][CH:3]([NH:4][CH2:5][CH2:6][CH2:7][NH:8][C:9](=[O:10])[O:11][C:12]([CH3:13])([CH3:14])[CH3:15])[c:16]1[n:17][c:18]2[c:19]([c:20](=[O:21])[n:22]1[CH2:23][c:24]1[cH:25][cH:26][cH:27][cH:28][cH:29]1)[c:30]([CH3:31])[n:32][o:33]2\"},\"mapped_reaction_smiles\":\"Br[CH:3]([CH2:2][CH3:1])[c:16]1[n:17][c:18]2[c:19]([c:20](=[O:21])[n:22]1[CH2:23][c:24]1[cH:25][cH:26][cH:27][cH:28][cH:29]1)[c:30]([CH3:31])[n:32][o:33]2.[NH2:4][CH2:5][CH2:6][CH2:7][NH:8][C:9](=[O:10])[O:11][C:12]([CH3:13])([CH3:14])[CH3:15]>CC#N.O.O=C(O)O.[K+].[K+]>[CH3:1][CH2:2][CH:3]([NH:4][CH2:5][CH2:6][CH2:7][NH:8][C:9](=[O:10])[O:11][C:12]([CH3:13])([CH3:14])[CH3:15])[c:16]1[n:17][c:18]2[c:19]([c:20](=[O:21])[n:22]1[CH2:23][c:24]1[cH:25][cH:26][cH:27][cH:28][cH:29]1)[c:30]([CH3:31])[n:32][o:33]2\"}",
"reactionStep": {
"id": "sa_95b284cbe2ac2537857521a1",
"reactionHash": "41059ca11d8f3ff6ed0d2b867eb88c76ab69fdd2ac5231954a310baefda93966"
},
"children": [
{
"id": "13404",
"routeId": "sa_df3753111402127d1fd53cb6",
"moleculeId": "sa_6f34ab6bf6a1d540720ea9df",
"parentId": "13403",
"isLeaf": false,
"molecule": {
"id": "sa_6f34ab6bf6a1d540720ea9df",
"inchikey": "ANUNTDIVDISQGR-UHFFFAOYSA-N",
"smiles": "CCC(Br)c1nc2onc(C)c2c(=O)n1Cc1ccccc1"
},
"smiles": "CCC(Br)c1nc2onc(C)c2c(=O)n1Cc1ccccc1",
"reactionStepId": "sa_7b0dbbb2d656bfa891c9da88",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090099210A1;0488;691443\",\"rsmi\":\"Br[Br:4].[CH3:1][CH2:2][CH2:3][c:5]1[n:6][c:7]2[c:8]([c:9](=[O:10])[n:11]1[CH2:12][c:13]1[cH:14][cH:15][cH:16][cH:17][cH:18]1)[c:19]([CH3:20])[n:21][o:22]2>CC(=O)O.CC(=O)O.O.O=C(O)O.[K+].[K+].[Na+]>[CH3:1][CH2:2][CH:3]([Br:4])[c:5]1[n:6][c:7]2[c:8]([c:9](=[O:10])[n:11]1[CH2:12][c:13]1[cH:14][cH:15][cH:16][cH:17][cH:18]1)[c:19]([CH3:20])[n:21][o:22]2\"},\"mapped_reaction_smiles\":\"Br[Br:4].[CH3:1][CH2:2][CH2:3][c:5]1[n:6][c:7]2[c:8]([c:9](=[O:10])[n:11]1[CH2:12][c:13]1[cH:14][cH:15][cH:16][cH:17][cH:18]1)[c:19]([CH3:20])[n:21][o:22]2>CC(=O)O.CC(=O)O.O.O=C(O)O.[K+].[K+].[Na+]>[CH3:1][CH2:2][CH:3]([Br:4])[c:5]1[n:6][c:7]2[c:8]([c:9](=[O:10])[n:11]1[CH2:12][c:13]1[cH:14][cH:15][cH:16][cH:17][cH:18]1)[c:19]([CH3:20])[n:21][o:22]2\"}",
"reactionStep": {
"id": "sa_7b0dbbb2d656bfa891c9da88",
"reactionHash": "95c9144995ec69913cb17d17b0ee2e7c359f447b55e79b9897f2c62361995cb2"
},
"children": [
{
"id": "13405",
"routeId": "sa_df3753111402127d1fd53cb6",
"moleculeId": "sa_24211e89e565c162ea935f73",
"parentId": "13404",
"isLeaf": true,
"molecule": {
"id": "sa_24211e89e565c162ea935f73",
"inchikey": "GDTBXPJZTBHREO-UHFFFAOYSA-N",
"smiles": "BrBr"
},
"smiles": "BrBr",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "13406",
"routeId": "sa_df3753111402127d1fd53cb6",
"moleculeId": "sa_fd1c8968a211cfb35fe3b761",
"parentId": "13404",
"isLeaf": false,
"molecule": {
"id": "sa_fd1c8968a211cfb35fe3b761",
"inchikey": "UNMBYEAJEKFBGG-UHFFFAOYSA-N",
"smiles": "CCCc1nc2onc(C)c2c(=O)n1Cc1ccccc1"
},
"smiles": "CCCc1nc2onc(C)c2c(=O)n1Cc1ccccc1",
"reactionStepId": "sa_f962eeb1c3173879ee55d417",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090099210A1;0487;691442\",\"rsmi\":\"Br[CH2:11][c:12]1[cH:13][cH:14][cH:15][cH:16][cH:17]1.[CH3:1][CH2:2][CH2:3][c:4]1[n:5][c:6]2[c:7]([c:8](=[O:9])[nH:10]1)[c:18]([CH3:19])[n:20][o:21]2>CN(C)C=O.O.O=C(O)O.[K+].[K+]>[CH3:1][CH2:2][CH2:3][c:4]1[n:5][c:6]2[c:7]([c:8](=[O:9])[n:10]1[CH2:11][c:12]1[cH:13][cH:14][cH:15][cH:16][cH:17]1)[c:18]([CH3:19])[n:20][o:21]2\"},\"mapped_reaction_smiles\":\"Br[CH2:11][c:12]1[cH:13][cH:14][cH:15][cH:16][cH:17]1.[CH3:1][CH2:2][CH2:3][c:4]1[n:5][c:6]2[c:7]([c:8](=[O:9])[nH:10]1)[c:18]([CH3:19])[n:20][o:21]2>CN(C)C=O.O.O=C(O)O.[K+].[K+]>[CH3:1][CH2:2][CH2:3][c:4]1[n:5][c:6]2[c:7]([c:8](=[O:9])[n:10]1[CH2:11][c:12]1[cH:13][cH:14][cH:15][cH:16][cH:17]1)[c:18]([CH3:19])[n:20][o:21]2\"}",
"reactionStep": {
"id": "sa_f962eeb1c3173879ee55d417",
"reactionHash": "18315c13f8157c51ed43c9c939a63db4f337be065f9ee47c4e57de6cfa02bf64"
},
"children": [
{
"id": "13407",
"routeId": "sa_df3753111402127d1fd53cb6",
"moleculeId": "sa_4ff2e4de9d80150de333c065",
"parentId": "13406",
"isLeaf": true,
"molecule": {
"id": "sa_4ff2e4de9d80150de333c065",
"inchikey": "AGEZXYOZHKGVCM-UHFFFAOYSA-N",
"smiles": "BrCc1ccccc1"
},
"smiles": "BrCc1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "13408",
"routeId": "sa_df3753111402127d1fd53cb6",
"moleculeId": "sa_52dab773fb166b7b34fd7d32",
"parentId": "13406",
"isLeaf": true,
"molecule": {
"id": "sa_52dab773fb166b7b34fd7d32",
"inchikey": "WTPSONNRICCQOE-UHFFFAOYSA-N",
"smiles": "CCCc1nc2onc(C)c2c(=O)[nH]1"
},
"smiles": "CCCc1nc2onc(C)c2c(=O)[nH]1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "13409",
"routeId": "sa_df3753111402127d1fd53cb6",
"moleculeId": "sa_cd84632e4c6b7a4883dca4d7",
"parentId": "13403",
"isLeaf": true,
"molecule": {
"id": "sa_cd84632e4c6b7a4883dca4d7",
"inchikey": "POHWAQLZBIMPRN-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(O)=NCCCN"
},
"smiles": "CC(C)(C)OC(=O)NCCCN",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "13410",
"routeId": "sa_df3753111402127d1fd53cb6",
"moleculeId": "sa_e34b95b5a96a427007380b8f",
"parentId": "13402",
"isLeaf": true,
"molecule": {
"id": "sa_e34b95b5a96a427007380b8f",
"inchikey": "NQUVCRCCRXRJCK-UHFFFAOYSA-N",
"smiles": "Cc1ccc(C(=O)Cl)cc1"
},
"smiles": "Cc1ccc(C(=O)Cl)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}