Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COc1ccc(CNc2nc3ccc(B4OC(C)(C)C(C)(C)O4)cc3cc2N2CCOCC2)cc1
InChiKey
ZOCDUTZHNUFEPJ-UHFFFAOYSA-N
Route Signature
6c8b3ec7e557520f11291c4a361b120feafbcf769dd36ff1833c926f3ac332bd
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_8d69579896dd1ce29f2c4a15",
"signature": "6c8b3ec7e557520f11291c4a361b120feafbcf769dd36ff1833c926f3ac332bd",
"contentHash": "94e0b8bdad86ac1a66c483bf6179db8ee9f768fdb2bc1db80a611598c5c24055",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_c8e3d551046370d8b1f64e93",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-00622",
"moleculeId": "sa_4bca80e0aaefb7535c62647f",
"smiles": "COc1ccc(CNc2nc3ccc(B4OC(C)(C)C(C)(C)O4)cc3cc2N2CCOCC2)cc1",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_4bca80e0aaefb7535c62647f",
"inchikey": "ZOCDUTZHNUFEPJ-UHFFFAOYSA-N",
"smiles": "COc1ccc(CNc2nc3ccc(B4OC(C)(C)C(C)(C)O4)cc3cc2N2CCOCC2)cc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "13615",
"routeId": "sa_8d69579896dd1ce29f2c4a15",
"moleculeId": "sa_4bca80e0aaefb7535c62647f",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_4bca80e0aaefb7535c62647f",
"inchikey": "ZOCDUTZHNUFEPJ-UHFFFAOYSA-N",
"smiles": "COc1ccc(CNc2nc3ccc(B4OC(C)(C)C(C)(C)O4)cc3cc2N2CCOCC2)cc1"
},
"smiles": "COc1ccc(CNc2nc3ccc(B4OC(C)(C)C(C)(C)O4)cc3cc2N2CCOCC2)cc1",
"reactionStepId": "sa_5fda9f4398321f98fb55727a",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08735384B2;0170;1463448\",\"rsmi\":\"Br[c:14]1[cH:13][cH:12][c:11]2[n:10][c:9]([NH:8][CH2:7][c:6]3[cH:5][cH:4][c:3]([O:2][CH3:1])[cH:35][cH:34]3)[c:27]([N:28]3[CH2:29][CH2:30][O:31][CH2:32][CH2:33]3)[cH:26][c:25]2[cH:24]1.CC1(C)OB([B:15]2[O:16][C:17]([CH3:18])([CH3:19])[C:20]([CH3:21])([CH3:22])[O:23]2)OC1(C)C>CC(=O)O.CCOC(C)=O.CN(C)C=O.[Fe+2].[K+].[Pd]>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][NH:8][c:9]2[n:10][c:11]3[cH:12][cH:13][c:14]([B:15]4[O:16][C:17]([CH3:18])([CH3:19])[C:20]([CH3:21])([CH3:22])[O:23]4)[cH:24][c:25]3[cH:26][c:27]2[N:28]2[CH2:29][CH2:30][O:31][CH2:32][CH2:33]2)[cH:34][cH:35]1\"},\"mapped_reaction_smiles\":\"Br[c:14]1[cH:13][cH:12][c:11]2[n:10][c:9]([NH:8][CH2:7][c:6]3[cH:5][cH:4][c:3]([O:2][CH3:1])[cH:35][cH:34]3)[c:27]([N:28]3[CH2:29][CH2:30][O:31][CH2:32][CH2:33]3)[cH:26][c:25]2[cH:24]1.CC1(C)OB([B:15]2[O:16][C:17]([CH3:18])([CH3:19])[C:20]([CH3:21])([CH3:22])[O:23]2)OC1(C)C>CC(=O)O.CCOC(C)=O.CN(C)C=O.[Fe+2].[K+].[Pd]>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][NH:8][c:9]2[n:10][c:11]3[cH:12][cH:13][c:14]([B:15]4[O:16][C:17]([CH3:18])([CH3:19])[C:20]([CH3:21])([CH3:22])[O:23]4)[cH:24][c:25]3[cH:26][c:27]2[N:28]2[CH2:29][CH2:30][O:31][CH2:32][CH2:33]2)[cH:34][cH:35]1\"}",
"reactionStep": {
"id": "sa_5fda9f4398321f98fb55727a",
"reactionHash": "cd23458fe43a8b0d7f823869cd44b22ff868bd8ddf9143f4ce1c4bf5b67e988f"
},
"children": [
{
"id": "13616",
"routeId": "sa_8d69579896dd1ce29f2c4a15",
"moleculeId": "sa_e6c301388ac142801d4af5a2",
"parentId": "13615",
"isLeaf": true,
"molecule": {
"id": "sa_e6c301388ac142801d4af5a2",
"inchikey": "IPWKHHSGDUIRAH-UHFFFAOYSA-N",
"smiles": "CC1(C)OB(B2OC(C)(C)C(C)(C)O2)OC1(C)C"
},
"smiles": "CC1(C)OB(B2OC(C)(C)C(C)(C)O2)OC1(C)C",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "13617",
"routeId": "sa_8d69579896dd1ce29f2c4a15",
"moleculeId": "sa_5cba5f3e2d8b9bc72ae9f4aa",
"parentId": "13615",
"isLeaf": false,
"molecule": {
"id": "sa_5cba5f3e2d8b9bc72ae9f4aa",
"inchikey": "PIHLGMXHZZIHFP-UHFFFAOYSA-N",
"smiles": "COc1ccc(CNc2nc3ccc(Br)cc3cc2N2CCOCC2)cc1"
},
"smiles": "COc1ccc(CNc2nc3ccc(Br)cc3cc2N2CCOCC2)cc1",
"reactionStepId": "sa_00aa9157a63dbf9f1e937a58",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08735384B2;0168;1463447\",\"rsmi\":\"I[c:19]1[c:9]([NH:8][CH2:7][c:6]2[cH:5][cH:4][c:3]([O:2][CH3:1])[cH:27][cH:26]2)[n:10][c:11]2[cH:12][cH:13][c:14]([Br:15])[cH:16][c:17]2[cH:18]1.[NH:20]1[CH2:21][CH2:22][O:23][CH2:24][CH2:25]1>CC(C)C(=O)C1CCCCC1=O.CN(C)C=O.O=C(O)O.[Cs+].[Cs+]>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][NH:8][c:9]2[n:10][c:11]3[cH:12][cH:13][c:14]([Br:15])[cH:16][c:17]3[cH:18][c:19]2[N:20]2[CH2:21][CH2:22][O:23][CH2:24][CH2:25]2)[cH:26][cH:27]1\"},\"mapped_reaction_smiles\":\"I[c:19]1[c:9]([NH:8][CH2:7][c:6]2[cH:5][cH:4][c:3]([O:2][CH3:1])[cH:27][cH:26]2)[n:10][c:11]2[cH:12][cH:13][c:14]([Br:15])[cH:16][c:17]2[cH:18]1.[NH:20]1[CH2:21][CH2:22][O:23][CH2:24][CH2:25]1>CC(C)C(=O)C1CCCCC1=O.CN(C)C=O.O=C(O)O.[Cs+].[Cs+]>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][NH:8][c:9]2[n:10][c:11]3[cH:12][cH:13][c:14]([Br:15])[cH:16][c:17]3[cH:18][c:19]2[N:20]2[CH2:21][CH2:22][O:23][CH2:24][CH2:25]2)[cH:26][cH:27]1\"}",
"reactionStep": {
"id": "sa_00aa9157a63dbf9f1e937a58",
"reactionHash": "7bd199ace5d1fc151d456e28983665b00933c24844b35d0995a21fd4dcccda8d"
},
"children": [
{
"id": "13618",
"routeId": "sa_8d69579896dd1ce29f2c4a15",
"moleculeId": "sa_c444935bac8d4e226af38fd2",
"parentId": "13617",
"isLeaf": false,
"molecule": {
"id": "sa_c444935bac8d4e226af38fd2",
"inchikey": "KJYLVJMQSJUPIP-UHFFFAOYSA-N",
"smiles": "COc1ccc(CNc2nc3ccc(Br)cc3cc2I)cc1"
},
"smiles": "COc1ccc(CNc2nc3ccc(Br)cc3cc2I)cc1",
"reactionStepId": "sa_c93956b23bdcd03c3a8d8202",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08735384B2;0166;1463446\",\"rsmi\":\"Cl[c:9]1[n:10][c:11]2[cH:12][cH:13][c:14]([Br:15])[cH:16][c:17]2[cH:18][c:19]1[I:20].[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][NH2:8])[cH:21][cH:22]1>>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][NH:8][c:9]2[n:10][c:11]3[cH:12][cH:13][c:14]([Br:15])[cH:16][c:17]3[cH:18][c:19]2[I:20])[cH:21][cH:22]1\"},\"mapped_reaction_smiles\":\"Cl[c:9]1[n:10][c:11]2[cH:12][cH:13][c:14]([Br:15])[cH:16][c:17]2[cH:18][c:19]1[I:20].[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][NH2:8])[cH:21][cH:22]1>>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][NH:8][c:9]2[n:10][c:11]3[cH:12][cH:13][c:14]([Br:15])[cH:16][c:17]3[cH:18][c:19]2[I:20])[cH:21][cH:22]1\"}",
"reactionStep": {
"id": "sa_c93956b23bdcd03c3a8d8202",
"reactionHash": "a383995509fc55f12a5b30f22c403e7b0cf90ed6e9b15957153b3212d00b7584"
},
"children": [
{
"id": "13619",
"routeId": "sa_8d69579896dd1ce29f2c4a15",
"moleculeId": "sa_da6a018491abc5c8a1fa3cf3",
"parentId": "13618",
"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": []
},
{
"id": "13620",
"routeId": "sa_8d69579896dd1ce29f2c4a15",
"moleculeId": "sa_8c8deebc25a04f83133b0190",
"parentId": "13618",
"isLeaf": false,
"molecule": {
"id": "sa_8c8deebc25a04f83133b0190",
"inchikey": "QMOWQGDNWJIGAV-UHFFFAOYSA-N",
"smiles": "Clc1nc2ccc(Br)cc2cc1I"
},
"smiles": "Clc1nc2ccc(Br)cc2cc1I",
"reactionStepId": "sa_0f924876a9ff9b9046da218c",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08735384B2;0164;1463445\",\"rsmi\":\"I[I:13].[Cl:1][c:2]1[n:3][c:4]2[cH:5][cH:6][c:7]([Br:8])[cH:9][c:10]2[cH:11][cH:12]1>C1CCOC1.C1CCOC1.CCCCCC.CCOCC.O.O.[Li]CCCC>[Cl:1][c:2]1[n:3][c:4]2[cH:5][cH:6][c:7]([Br:8])[cH:9][c:10]2[cH:11][c:12]1[I:13]\"},\"mapped_reaction_smiles\":\"I[I:13].[Cl:1][c:2]1[n:3][c:4]2[cH:5][cH:6][c:7]([Br:8])[cH:9][c:10]2[cH:11][cH:12]1>C1CCOC1.C1CCOC1.CCCCCC.CCOCC.O.O.[Li]CCCC>[Cl:1][c:2]1[n:3][c:4]2[cH:5][cH:6][c:7]([Br:8])[cH:9][c:10]2[cH:11][c:12]1[I:13]\"}",
"reactionStep": {
"id": "sa_0f924876a9ff9b9046da218c",
"reactionHash": "922192a74f427dd62706b3e56ddac7654d39ef58f9eb941a052a957dbad3958d"
},
"children": [
{
"id": "13621",
"routeId": "sa_8d69579896dd1ce29f2c4a15",
"moleculeId": "sa_bc6c113460696c6012e3bdf5",
"parentId": "13620",
"isLeaf": true,
"molecule": {
"id": "sa_bc6c113460696c6012e3bdf5",
"inchikey": "PNDPGZBMCMUPRI-UHFFFAOYSA-N",
"smiles": "II"
},
"smiles": "II",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "13622",
"routeId": "sa_8d69579896dd1ce29f2c4a15",
"moleculeId": "sa_a0b106b08cfb8e65a9685086",
"parentId": "13620",
"isLeaf": true,
"molecule": {
"id": "sa_a0b106b08cfb8e65a9685086",
"inchikey": "YXRDWUJAJLDABJ-UHFFFAOYSA-N",
"smiles": "Clc1ccc2cc(Br)ccc2n1"
},
"smiles": "Clc1ccc2cc(Br)ccc2n1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "13623",
"routeId": "sa_8d69579896dd1ce29f2c4a15",
"moleculeId": "sa_39d71c291f7fdf13918cc969",
"parentId": "13617",
"isLeaf": true,
"molecule": {
"id": "sa_39d71c291f7fdf13918cc969",
"inchikey": "YNAVUWVOSKDBBP-UHFFFAOYSA-N",
"smiles": "C1COCCN1"
},
"smiles": "C1COCCN1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}