Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COc1ccc(COc2nn(Cc3ccccc3)cc2C=O)cc1OCc1nc(-c2ccco2)oc1C
InChiKey
FDMNNIWMDCOLMJ-UHFFFAOYSA-N
Route Signature
085b770f9de61f77aab13773fe89d1b9480ee5ed7dd8fdb2d63ce1698faae8f6
Synthesis route with 6 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_205c63b36ddebaa91cd5bf27",
"signature": "085b770f9de61f77aab13773fe89d1b9480ee5ed7dd8fdb2d63ce1698faae8f6",
"contentHash": "c657f13ef37824910cc525867f42ea193907fd661c350d805190c6e86f301799",
"length": 6,
"isConvergent": false
},
"target": {
"id": "sa_c58ec91439be7626b016ee5e",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-00211",
"moleculeId": "sa_86b30d0a00e0687848d67edb",
"smiles": "COc1ccc(COc2nn(Cc3ccccc3)cc2C=O)cc1OCc1nc(-c2ccco2)oc1C",
"routeLength": 6,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_86b30d0a00e0687848d67edb",
"inchikey": "FDMNNIWMDCOLMJ-UHFFFAOYSA-N",
"smiles": "COc1ccc(COc2nn(Cc3ccccc3)cc2C=O)cc1OCc1nc(-c2ccco2)oc1C"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "12803",
"routeId": "sa_205c63b36ddebaa91cd5bf27",
"moleculeId": "sa_86b30d0a00e0687848d67edb",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_86b30d0a00e0687848d67edb",
"inchikey": "FDMNNIWMDCOLMJ-UHFFFAOYSA-N",
"smiles": "COc1ccc(COc2nn(Cc3ccccc3)cc2C=O)cc1OCc1nc(-c2ccco2)oc1C"
},
"smiles": "COc1ccc(COc2nn(Cc3ccccc3)cc2C=O)cc1OCc1nc(-c2ccco2)oc1C",
"reactionStepId": "sa_7b155902bca209fdfeaa4ab4",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20060135578A1;1021;361918\",\"rsmi\":\"[CH3:1][O:2][c:3]1[c:4]([O:5][CH2:6][c:7]2[c:8]([CH3:9])[o:10][c:11](-[c:12]3[cH:13][cH:14][cH:15][o:16]3)[n:17]2)[cH:18][c:19]([CH2:20][O:21][c:22]2[n:23][n:24]([CH2:25][c:26]3[cH:27][cH:28][cH:29][cH:30][cH:31]3)[cH:32][c:33]2[CH2:34][OH:35])[cH:36][cH:37]1>C1CCOC1.[Mn+4].[O-2].[O-2]>[CH3:1][O:2][c:3]1[c:4]([O:5][CH2:6][c:7]2[c:8]([CH3:9])[o:10][c:11](-[c:12]3[cH:13][cH:14][cH:15][o:16]3)[n:17]2)[cH:18][c:19]([CH2:20][O:21][c:22]2[n:23][n:24]([CH2:25][c:26]3[cH:27][cH:28][cH:29][cH:30][cH:31]3)[cH:32][c:33]2[CH:34]=[O:35])[cH:36][cH:37]1\"},\"mapped_reaction_smiles\":\"[CH3:1][O:2][c:3]1[c:4]([O:5][CH2:6][c:7]2[c:8]([CH3:9])[o:10][c:11](-[c:12]3[cH:13][cH:14][cH:15][o:16]3)[n:17]2)[cH:18][c:19]([CH2:20][O:21][c:22]2[n:23][n:24]([CH2:25][c:26]3[cH:27][cH:28][cH:29][cH:30][cH:31]3)[cH:32][c:33]2[CH2:34][OH:35])[cH:36][cH:37]1>C1CCOC1.[Mn+4].[O-2].[O-2]>[CH3:1][O:2][c:3]1[c:4]([O:5][CH2:6][c:7]2[c:8]([CH3:9])[o:10][c:11](-[c:12]3[cH:13][cH:14][cH:15][o:16]3)[n:17]2)[cH:18][c:19]([CH2:20][O:21][c:22]2[n:23][n:24]([CH2:25][c:26]3[cH:27][cH:28][cH:29][cH:30][cH:31]3)[cH:32][c:33]2[CH:34]=[O:35])[cH:36][cH:37]1\"}",
"reactionStep": {
"id": "sa_7b155902bca209fdfeaa4ab4",
"reactionHash": "a9d3e3facba1557b7767cd20ee17e2c3997c5cfe5ed26b9c6feb321eb5632309"
},
"children": [
{
"id": "12804",
"routeId": "sa_205c63b36ddebaa91cd5bf27",
"moleculeId": "sa_e5c6f1855369969ae5115868",
"parentId": "12803",
"isLeaf": false,
"molecule": {
"id": "sa_e5c6f1855369969ae5115868",
"inchikey": "URSPRKYIDQTKEP-UHFFFAOYSA-N",
"smiles": "COc1ccc(COc2nn(Cc3ccccc3)cc2CO)cc1OCc1nc(-c2ccco2)oc1C"
},
"smiles": "COc1ccc(COc2nn(Cc3ccccc3)cc2CO)cc1OCc1nc(-c2ccco2)oc1C",
"reactionStepId": "sa_7b899f942717238a8fb89e60",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20060135578A1;1020;361917\",\"rsmi\":\"CCO[C:34]([c:33]1[c:22]([O:21][CH2:20][c:19]2[cH:18][c:4]([O:5][CH2:6][c:7]3[c:8]([CH3:9])[o:10][c:11](-[c:12]4[cH:13][cH:14][cH:15][o:16]4)[n:17]3)[c:3]([O:2][CH3:1])[cH:37][cH:36]2)[n:23][n:24]([CH2:25][c:26]2[cH:27][cH:28][cH:29][cH:30][cH:31]2)[cH:32]1)=[O:35]>C1CCOC1.CCOC(C)=O.O.O.O.O.O.O.O.O.O.O.O=S(=O)(O)O.[Al+3].[HH].[HH].[HH].[HH].[Li+].[Na+].[Na+]>[CH3:1][O:2][c:3]1[c:4]([O:5][CH2:6][c:7]2[c:8]([CH3:9])[o:10][c:11](-[c:12]3[cH:13][cH:14][cH:15][o:16]3)[n:17]2)[cH:18][c:19]([CH2:20][O:21][c:22]2[n:23][n:24]([CH2:25][c:26]3[cH:27][cH:28][cH:29][cH:30][cH:31]3)[cH:32][c:33]2[CH2:34][OH:35])[cH:36][cH:37]1\"},\"mapped_reaction_smiles\":\"CCO[C:34]([c:33]1[c:22]([O:21][CH2:20][c:19]2[cH:18][c:4]([O:5][CH2:6][c:7]3[c:8]([CH3:9])[o:10][c:11](-[c:12]4[cH:13][cH:14][cH:15][o:16]4)[n:17]3)[c:3]([O:2][CH3:1])[cH:37][cH:36]2)[n:23][n:24]([CH2:25][c:26]2[cH:27][cH:28][cH:29][cH:30][cH:31]2)[cH:32]1)=[O:35]>C1CCOC1.CCOC(C)=O.O.O.O.O.O.O.O.O.O.O.O=S(=O)(O)O.[Al+3].[HH].[HH].[HH].[HH].[Li+].[Na+].[Na+]>[CH3:1][O:2][c:3]1[c:4]([O:5][CH2:6][c:7]2[c:8]([CH3:9])[o:10][c:11](-[c:12]3[cH:13][cH:14][cH:15][o:16]3)[n:17]2)[cH:18][c:19]([CH2:20][O:21][c:22]2[n:23][n:24]([CH2:25][c:26]3[cH:27][cH:28][cH:29][cH:30][cH:31]3)[cH:32][c:33]2[CH2:34][OH:35])[cH:36][cH:37]1\"}",
"reactionStep": {
"id": "sa_7b899f942717238a8fb89e60",
"reactionHash": "068d5fd2716d84f32d1fb58d278917f7d662fdbfc9c068663e64362946443fba"
},
"children": [
{
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"routeId": "sa_205c63b36ddebaa91cd5bf27",
"moleculeId": "sa_ad78dd3b433eb9fb27b1405b",
"parentId": "12804",
"isLeaf": false,
"molecule": {
"id": "sa_ad78dd3b433eb9fb27b1405b",
"inchikey": "AFTDHUQMIZBIOR-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1cn(Cc2ccccc2)nc1OCc1ccc(OC)c(OCc2nc(-c3ccco3)oc2C)c1"
},
"smiles": "CCOC(=O)c1cn(Cc2ccccc2)nc1OCc1ccc(OC)c(OCc2nc(-c3ccco3)oc2C)c1",
"reactionStepId": "sa_f65745d2bc58b4f9e7d9cd7f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20060135578A1;1019;361916\",\"rsmi\":\"Cl[CH2:19][c:20]1[cH:21][c:22]([O:23][CH2:24][c:25]2[c:26]([CH3:27])[o:28][c:29](-[c:30]3[cH:31][cH:32][cH:33][o:34]3)[n:35]2)[c:36]([O:37][CH3:38])[cH:39][cH:40]1.[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][n:8]([CH2:9][c:10]2[cH:11][cH:12][cH:13][cH:14][cH:15]2)[n:16][c:17]1[OH:18]>CN(C)C=O.O.O=C(O)O.[K+].[K+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][n:8]([CH2:9][c:10]2[cH:11][cH:12][cH:13][cH:14][cH:15]2)[n:16][c:17]1[O:18][CH2:19][c:20]1[cH:21][c:22]([O:23][CH2:24][c:25]2[c:26]([CH3:27])[o:28][c:29](-[c:30]3[cH:31][cH:32][cH:33][o:34]3)[n:35]2)[c:36]([O:37][CH3:38])[cH:39][cH:40]1\"},\"mapped_reaction_smiles\":\"Cl[CH2:19][c:20]1[cH:21][c:22]([O:23][CH2:24][c:25]2[c:26]([CH3:27])[o:28][c:29](-[c:30]3[cH:31][cH:32][cH:33][o:34]3)[n:35]2)[c:36]([O:37][CH3:38])[cH:39][cH:40]1.[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][n:8]([CH2:9][c:10]2[cH:11][cH:12][cH:13][cH:14][cH:15]2)[n:16][c:17]1[OH:18]>CN(C)C=O.O.O=C(O)O.[K+].[K+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][n:8]([CH2:9][c:10]2[cH:11][cH:12][cH:13][cH:14][cH:15]2)[n:16][c:17]1[O:18][CH2:19][c:20]1[cH:21][c:22]([O:23][CH2:24][c:25]2[c:26]([CH3:27])[o:28][c:29](-[c:30]3[cH:31][cH:32][cH:33][o:34]3)[n:35]2)[c:36]([O:37][CH3:38])[cH:39][cH:40]1\"}",
"reactionStep": {
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"children": [
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"molecule": {
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"smiles": "COc1ccc(CCl)cc1OCc1nc(-c2ccco2)oc1C"
},
"smiles": "COc1ccc(CCl)cc1OCc1nc(-c2ccco2)oc1C",
"reactionStepId": "sa_829a6d722f79755996591edf",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20060135578A1;0685;361683\",\"rsmi\":\"O=S(Cl)[Cl:21].O[CH2:20][c:19]1[cH:18][c:4]([O:5][CH2:6][c:7]2[c:8]([CH3:9])[o:10][c:11](-[c:12]3[cH:13][cH:14][cH:15][o:16]3)[n:17]2)[c:3]([O:2][CH3:1])[cH:23][cH:22]1>Cc1ccccc1>[CH3:1][O:2][c:3]1[c:4]([O:5][CH2:6][c:7]2[c:8]([CH3:9])[o:10][c:11](-[c:12]3[cH:13][cH:14][cH:15][o:16]3)[n:17]2)[cH:18][c:19]([CH2:20][Cl:21])[cH:22][cH:23]1\"},\"mapped_reaction_smiles\":\"O=S(Cl)[Cl:21].O[CH2:20][c:19]1[cH:18][c:4]([O:5][CH2:6][c:7]2[c:8]([CH3:9])[o:10][c:11](-[c:12]3[cH:13][cH:14][cH:15][o:16]3)[n:17]2)[c:3]([O:2][CH3:1])[cH:23][cH:22]1>Cc1ccccc1>[CH3:1][O:2][c:3]1[c:4]([O:5][CH2:6][c:7]2[c:8]([CH3:9])[o:10][c:11](-[c:12]3[cH:13][cH:14][cH:15][o:16]3)[n:17]2)[cH:18][c:19]([CH2:20][Cl:21])[cH:22][cH:23]1\"}",
"reactionStep": {
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"children": [
{
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"moleculeId": "sa_cd67ce42f230ef1a4063353c",
"parentId": "12806",
"isLeaf": true,
"molecule": {
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"inchikey": "FYSNRJHAOHDILO-UHFFFAOYSA-N",
"smiles": "O=S(Cl)Cl"
},
"smiles": "O=S(Cl)Cl",
"reactionStepId": null,
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},
{
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"molecule": {
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"smiles": "COc1ccc(CO)cc1OCc1nc(-c2ccco2)oc1C"
},
"smiles": "COc1ccc(CO)cc1OCc1nc(-c2ccco2)oc1C",
"reactionStepId": "sa_f968f126dc2b30e447b467d5",
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"metadata": "{\"annotations\":{\"ID\":\"US20060135578A1;0684;361682\",\"rsmi\":\"[CH3:1][O:2][c:3]1[c:4]([O:5][CH2:6][c:7]2[c:8]([CH3:9])[o:10][c:11](-[c:12]3[cH:13][cH:14][cH:15][o:16]3)[n:17]2)[cH:18][c:19]([CH:20]=[O:21])[cH:22][cH:23]1>C1CCOC1.CCO.O.B.[Na+]>[CH3:1][O:2][c:3]1[c:4]([O:5][CH2:6][c:7]2[c:8]([CH3:9])[o:10][c:11](-[c:12]3[cH:13][cH:14][cH:15][o:16]3)[n:17]2)[cH:18][c:19]([CH2:20][OH:21])[cH:22][cH:23]1\"},\"mapped_reaction_smiles\":\"[CH3:1][O:2][c:3]1[c:4]([O:5][CH2:6][c:7]2[c:8]([CH3:9])[o:10][c:11](-[c:12]3[cH:13][cH:14][cH:15][o:16]3)[n:17]2)[cH:18][c:19]([CH:20]=[O:21])[cH:22][cH:23]1>C1CCOC1.CCO.O.B.[Na+]>[CH3:1][O:2][c:3]1[c:4]([O:5][CH2:6][c:7]2[c:8]([CH3:9])[o:10][c:11](-[c:12]3[cH:13][cH:14][cH:15][o:16]3)[n:17]2)[cH:18][c:19]([CH2:20][OH:21])[cH:22][cH:23]1\"}",
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"molecule": {
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"metadata": "{\"annotations\":{\"ID\":\"US20060135578A1;0683;361681\",\"rsmi\":\"Cl[CH2:6][c:7]1[c:8]([CH3:9])[o:10][c:11](-[c:12]2[cH:13][cH:14][cH:15][o:16]2)[n:17]1.[CH3:1][O:2][c:3]1[c:4]([OH:5])[cH:18][c:19]([CH:20]=[O:21])[cH:22][cH:23]1>CN(C)C=O.O.O=C(O)O.[K+].[K+]>[CH3:1][O:2][c:3]1[c:4]([O:5][CH2:6][c:7]2[c:8]([CH3:9])[o:10][c:11](-[c:12]3[cH:13][cH:14][cH:15][o:16]3)[n:17]2)[cH:18][c:19]([CH:20]=[O:21])[cH:22][cH:23]1\"},\"mapped_reaction_smiles\":\"Cl[CH2:6][c:7]1[c:8]([CH3:9])[o:10][c:11](-[c:12]2[cH:13][cH:14][cH:15][o:16]2)[n:17]1.[CH3:1][O:2][c:3]1[c:4]([OH:5])[cH:18][c:19]([CH:20]=[O:21])[cH:22][cH:23]1>CN(C)C=O.O.O=C(O)O.[K+].[K+]>[CH3:1][O:2][c:3]1[c:4]([O:5][CH2:6][c:7]2[c:8]([CH3:9])[o:10][c:11](-[c:12]3[cH:13][cH:14][cH:15][o:16]3)[n:17]2)[cH:18][c:19]([CH:20]=[O:21])[cH:22][cH:23]1\"}",
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},
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{
"id": "12811",
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},
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}
]
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]
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]
},
{
"id": "12812",
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"molecule": {
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"smiles": "CCOC(=O)c1cn(Cc2ccccc2)nc1O"
},
"smiles": "CCOC(=O)c1cn(Cc2ccccc2)nc1O",
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}
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}
]
}
}