Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
OCC1=Cc2cccc(OCc3ccccc3)c2CC1
InChiKey
SXEXPNGKZFKGOK-UHFFFAOYSA-N
Route Signature
a28f0594013d4486e157b5d2917ad89e8e6e0f181b770543e650def8e5b04570
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_75ccd0b2e045f300b3cfab33",
"signature": "a28f0594013d4486e157b5d2917ad89e8e6e0f181b770543e650def8e5b04570",
"contentHash": "a9b3bc56bb150b84f87565840d55d3ebc2319c9d262f97c36160992b5104a408",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_3d87ca74e18fb61aa7227d8c",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-00596",
"moleculeId": "sa_505aab18094da989b1e14a6d",
"smiles": "OCC1=Cc2cccc(OCc3ccccc3)c2CC1",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_505aab18094da989b1e14a6d",
"inchikey": "SXEXPNGKZFKGOK-UHFFFAOYSA-N",
"smiles": "OCC1=Cc2cccc(OCc3ccccc3)c2CC1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "4538",
"routeId": "sa_75ccd0b2e045f300b3cfab33",
"moleculeId": "sa_505aab18094da989b1e14a6d",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_505aab18094da989b1e14a6d",
"inchikey": "SXEXPNGKZFKGOK-UHFFFAOYSA-N",
"smiles": "OCC1=Cc2cccc(OCc3ccccc3)c2CC1"
},
"smiles": "OCC1=Cc2cccc(OCc3ccccc3)c2CC1",
"reactionStepId": "sa_f094020884275dff5fbf6d46",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20040102436A1;0446;157498\",\"rsmi\":\"CO[C:2](=[O:1])[C:3]1=[CH:4][c:5]2[cH:6][cH:7][cH:8][c:9]([O:10][CH2:11][c:12]3[cH:13][cH:14][cH:15][cH:16][cH:17]3)[c:18]2[CH2:19][CH2:20]1>CC(C)C[Al+]CC(C)C.ClCCl.[HH].[Na+].O>[OH:1][CH2:2][C:3]1=[CH:4][c:5]2[cH:6][cH:7][cH:8][c:9]([O:10][CH2:11][c:12]3[cH:13][cH:14][cH:15][cH:16][cH:17]3)[c:18]2[CH2:19][CH2:20]1\"},\"mapped_reaction_smiles\":\"CO[C:2](=[O:1])[C:3]1=[CH:4][c:5]2[cH:6][cH:7][cH:8][c:9]([O:10][CH2:11][c:12]3[cH:13][cH:14][cH:15][cH:16][cH:17]3)[c:18]2[CH2:19][CH2:20]1>CC(C)C[Al+]CC(C)C.ClCCl.[HH].[Na+].O>[OH:1][CH2:2][C:3]1=[CH:4][c:5]2[cH:6][cH:7][cH:8][c:9]([O:10][CH2:11][c:12]3[cH:13][cH:14][cH:15][cH:16][cH:17]3)[c:18]2[CH2:19][CH2:20]1\"}",
"reactionStep": {
"id": "sa_f094020884275dff5fbf6d46",
"reactionHash": "5e1ac6bbac45cb27b26f6c2c8f1d9c3603cf79fb67e3261aae97d4d1fd02c1d4"
},
"children": [
{
"id": "4539",
"routeId": "sa_75ccd0b2e045f300b3cfab33",
"moleculeId": "sa_91a5c80a44190fc475a0cbfb",
"parentId": "4538",
"isLeaf": false,
"molecule": {
"id": "sa_91a5c80a44190fc475a0cbfb",
"inchikey": "DLRRSVQSSVKECU-UHFFFAOYSA-N",
"smiles": "COC(=O)C1=Cc2cccc(OCc3ccccc3)c2CC1"
},
"smiles": "COC(=O)C1=Cc2cccc(OCc3ccccc3)c2CC1",
"reactionStepId": "sa_e93f84e76f38d1a96914dd95",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20040102436A1;0443;157497\",\"rsmi\":\"O[CH:6]1[CH:5]([C:3]([O:2][CH3:1])=[O:4])[CH2:22][CH2:21][c:20]2[c:7]1[cH:8][cH:9][cH:10][c:11]2[O:12][CH2:13][c:14]1[cH:15][cH:16][cH:17][cH:18][cH:19]1>Cc1ccc(S(=O)(=O)Cl)cc1.c1ccncc1>[CH3:1][O:2][C:3](=[O:4])[C:5]1=[CH:6][c:7]2[cH:8][cH:9][cH:10][c:11]([O:12][CH2:13][c:14]3[cH:15][cH:16][cH:17][cH:18][cH:19]3)[c:20]2[CH2:21][CH2:22]1\"},\"mapped_reaction_smiles\":\"O[CH:6]1[CH:5]([C:3]([O:2][CH3:1])=[O:4])[CH2:22][CH2:21][c:20]2[c:7]1[cH:8][cH:9][cH:10][c:11]2[O:12][CH2:13][c:14]1[cH:15][cH:16][cH:17][cH:18][cH:19]1>Cc1ccc(S(=O)(=O)Cl)cc1.c1ccncc1>[CH3:1][O:2][C:3](=[O:4])[C:5]1=[CH:6][c:7]2[cH:8][cH:9][cH:10][c:11]([O:12][CH2:13][c:14]3[cH:15][cH:16][cH:17][cH:18][cH:19]3)[c:20]2[CH2:21][CH2:22]1\"}",
"reactionStep": {
"id": "sa_e93f84e76f38d1a96914dd95",
"reactionHash": "32fcebeec65d4a142c4692619b182729eb70842f35471e3858d804af2866e53c"
},
"children": [
{
"id": "4540",
"routeId": "sa_75ccd0b2e045f300b3cfab33",
"moleculeId": "sa_67c3aec548db907a4e21162f",
"parentId": "4539",
"isLeaf": false,
"molecule": {
"id": "sa_67c3aec548db907a4e21162f",
"inchikey": "XRJXEFPUSWDAQA-UHFFFAOYSA-N",
"smiles": "COC(=O)C1CCc2c(OCc3ccccc3)cccc2C1O"
},
"smiles": "COC(=O)C1CCc2c(OCc3ccccc3)cccc2C1O",
"reactionStepId": "sa_def45fa501e14415bccb2839",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20040102436A1;0440;157496\",\"rsmi\":\"[CH3:1][O:2][C:3](=[O:4])[CH:5]1[CH2:6][CH2:7][c:8]2[c:9]([O:10][CH2:11][c:12]3[cH:13][cH:14][cH:15][cH:16][cH:17]3)[cH:18][cH:19][cH:20][c:21]2[C:22]1=[O:23]>CO.B.[Na+]>[CH3:1][O:2][C:3](=[O:4])[CH:5]1[CH2:6][CH2:7][c:8]2[c:9]([O:10][CH2:11][c:12]3[cH:13][cH:14][cH:15][cH:16][cH:17]3)[cH:18][cH:19][cH:20][c:21]2[CH:22]1[OH:23]\"},\"mapped_reaction_smiles\":\"[CH3:1][O:2][C:3](=[O:4])[CH:5]1[CH2:6][CH2:7][c:8]2[c:9]([O:10][CH2:11][c:12]3[cH:13][cH:14][cH:15][cH:16][cH:17]3)[cH:18][cH:19][cH:20][c:21]2[C:22]1=[O:23]>CO.B.[Na+]>[CH3:1][O:2][C:3](=[O:4])[CH:5]1[CH2:6][CH2:7][c:8]2[c:9]([O:10][CH2:11][c:12]3[cH:13][cH:14][cH:15][cH:16][cH:17]3)[cH:18][cH:19][cH:20][c:21]2[CH:22]1[OH:23]\"}",
"reactionStep": {
"id": "sa_def45fa501e14415bccb2839",
"reactionHash": "bf5c9feaec7166e76bc81b9d5dac29818c84420c91d6fb002f7a2e00880fd278"
},
"children": [
{
"id": "4541",
"routeId": "sa_75ccd0b2e045f300b3cfab33",
"moleculeId": "sa_63767ba13967950a5ae6a014",
"parentId": "4540",
"isLeaf": false,
"molecule": {
"id": "sa_63767ba13967950a5ae6a014",
"inchikey": "FLAUSWDSUBUNFY-UHFFFAOYSA-N",
"smiles": "COC(=O)C1CCc2c(OCc3ccccc3)cccc2C1=O"
},
"smiles": "COC(=O)C1CCc2c(OCc3ccccc3)cccc2C1=O",
"reactionStepId": "sa_109f20e8f44487eb98ea9548",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20040102436A1;0437;157495\",\"rsmi\":\"CO[C:3]([O:2][CH3:1])=[O:4].[CH2:5]1[CH2:6][CH2:7][c:8]2[c:9]([O:10][CH2:11][c:12]3[cH:13][cH:14][cH:15][cH:16][cH:17]3)[cH:18][cH:19][cH:20][c:21]2[C:22]1=[O:23]>C1COCCO1.CC(=O)O.O.[HH].[Na+]>[CH3:1][O:2][C:3](=[O:4])[CH:5]1[CH2:6][CH2:7][c:8]2[c:9]([O:10][CH2:11][c:12]3[cH:13][cH:14][cH:15][cH:16][cH:17]3)[cH:18][cH:19][cH:20][c:21]2[C:22]1=[O:23]\"},\"mapped_reaction_smiles\":\"CO[C:3]([O:2][CH3:1])=[O:4].[CH2:5]1[CH2:6][CH2:7][c:8]2[c:9]([O:10][CH2:11][c:12]3[cH:13][cH:14][cH:15][cH:16][cH:17]3)[cH:18][cH:19][cH:20][c:21]2[C:22]1=[O:23]>C1COCCO1.CC(=O)O.O.[HH].[Na+]>[CH3:1][O:2][C:3](=[O:4])[CH:5]1[CH2:6][CH2:7][c:8]2[c:9]([O:10][CH2:11][c:12]3[cH:13][cH:14][cH:15][cH:16][cH:17]3)[cH:18][cH:19][cH:20][c:21]2[C:22]1=[O:23]\"}",
"reactionStep": {
"id": "sa_109f20e8f44487eb98ea9548",
"reactionHash": "40f8534548d29663ce3b30af1b4a6d0d791d2be857a2d8cc383125b771c83906"
},
"children": [
{
"id": "4542",
"routeId": "sa_75ccd0b2e045f300b3cfab33",
"moleculeId": "sa_177241686c6b06612e44b72b",
"parentId": "4541",
"isLeaf": true,
"molecule": {
"id": "sa_177241686c6b06612e44b72b",
"inchikey": "IEJIGPNLZYLLBP-UHFFFAOYSA-N",
"smiles": "COC(=O)OC"
},
"smiles": "COC(=O)OC",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "4543",
"routeId": "sa_75ccd0b2e045f300b3cfab33",
"moleculeId": "sa_2a5ee993336aaa56b6e0d38c",
"parentId": "4541",
"isLeaf": false,
"molecule": {
"id": "sa_2a5ee993336aaa56b6e0d38c",
"inchikey": "MIXYKCZHTSEKKW-UHFFFAOYSA-N",
"smiles": "O=C1CCCc2c(OCc3ccccc3)cccc21"
},
"smiles": "O=C1CCCc2c(OCc3ccccc3)cccc21",
"reactionStepId": "sa_8b7e9012992f64de07e09016",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20040102436A1;0434;157494\",\"rsmi\":\"Br[CH2:9][c:10]1[cH:11][cH:12][cH:13][cH:14][cH:15]1.[O:1]=[C:2]1[CH2:3][CH2:4][CH2:5][c:6]2[c:7]([OH:8])[cH:16][cH:17][cH:18][c:19]21>CC#N.O=C(O)O.[K+].[K+]>[O:1]=[C:2]1[CH2:3][CH2:4][CH2:5][c:6]2[c:7]([O:8][CH2:9][c:10]3[cH:11][cH:12][cH:13][cH:14][cH:15]3)[cH:16][cH:17][cH:18][c:19]21\"},\"mapped_reaction_smiles\":\"Br[CH2:9][c:10]1[cH:11][cH:12][cH:13][cH:14][cH:15]1.[O:1]=[C:2]1[CH2:3][CH2:4][CH2:5][c:6]2[c:7]([OH:8])[cH:16][cH:17][cH:18][c:19]21>CC#N.O=C(O)O.[K+].[K+]>[O:1]=[C:2]1[CH2:3][CH2:4][CH2:5][c:6]2[c:7]([O:8][CH2:9][c:10]3[cH:11][cH:12][cH:13][cH:14][cH:15]3)[cH:16][cH:17][cH:18][c:19]21\"}",
"reactionStep": {
"id": "sa_8b7e9012992f64de07e09016",
"reactionHash": "f848daad676689d6c37c70950fff414472460f58aa8fc5f889ebedd73259927d"
},
"children": [
{
"id": "4544",
"routeId": "sa_75ccd0b2e045f300b3cfab33",
"moleculeId": "sa_4ff2e4de9d80150de333c065",
"parentId": "4543",
"isLeaf": true,
"molecule": {
"id": "sa_4ff2e4de9d80150de333c065",
"inchikey": "AGEZXYOZHKGVCM-UHFFFAOYSA-N",
"smiles": "BrCc1ccccc1"
},
"smiles": "BrCc1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "4545",
"routeId": "sa_75ccd0b2e045f300b3cfab33",
"moleculeId": "sa_6a09436414ec376397ac4253",
"parentId": "4543",
"isLeaf": true,
"molecule": {
"id": "sa_6a09436414ec376397ac4253",
"inchikey": "YPPZCRZRQHFRBH-UHFFFAOYSA-N",
"smiles": "O=C1CCCc2c(O)cccc21"
},
"smiles": "O=C1CCCc2c(O)cccc21",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
]
}
}