Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC(O)C1CCN(c2ccnnc2OC2CN(c3ccc4ccccc4n3)C2)CC1
InChiKey
GYYVYUUOYVYQDC-UHFFFAOYSA-N
Route Signature
657cd68eaafedafcdcb354882b3a7ca0a79600a78c1492ed009265ff0452d5a7
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_7da88a934db4d9e71bdc13ed",
"signature": "657cd68eaafedafcdcb354882b3a7ca0a79600a78c1492ed009265ff0452d5a7",
"contentHash": "294d7f282436fcf3f6fa0f4af5a25f458993ca31b2dca2fc369b0935648bca87",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_b57efeac78fcc3e5be0d5625",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-06502",
"moleculeId": "sa_2a0852180ebbbbd7bf084f98",
"smiles": "CC(O)C1CCN(c2ccnnc2OC2CN(c3ccc4ccccc4n3)C2)CC1",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_2a0852180ebbbbd7bf084f98",
"inchikey": "GYYVYUUOYVYQDC-UHFFFAOYSA-N",
"smiles": "CC(O)C1CCN(c2ccnnc2OC2CN(c3ccc4ccccc4n3)C2)CC1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "15935",
"routeId": "sa_7da88a934db4d9e71bdc13ed",
"moleculeId": "sa_2a0852180ebbbbd7bf084f98",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_2a0852180ebbbbd7bf084f98",
"inchikey": "GYYVYUUOYVYQDC-UHFFFAOYSA-N",
"smiles": "CC(O)C1CCN(c2ccnnc2OC2CN(c3ccc4ccccc4n3)C2)CC1"
},
"smiles": "CC(O)C1CCN(c2ccnnc2OC2CN(c3ccc4ccccc4n3)C2)CC1",
"reactionStepId": "sa_430ff534897e762c01c66d10",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US09376450B2;0954;1777462\",\"rsmi\":\"[CH3:1][C:2](=[O:3])[CH:4]1[CH2:5][CH2:6][N:7]([c:8]2[c:9]([O:10][CH:11]3[CH2:12][N:13]([c:14]4[n:15][c:16]5[cH:17][cH:18][cH:19][cH:20][c:21]5[cH:22][cH:23]4)[CH2:24]3)[n:25][n:26][cH:27][cH:28]2)[CH2:29][CH2:30]1>CO.B.B.B.B.Cl.N.[Na+].[Na+].[Na+].[Na+]>[CH3:1][CH:2]([OH:3])[CH:4]1[CH2:5][CH2:6][N:7]([c:8]2[c:9]([O:10][CH:11]3[CH2:12][N:13]([c:14]4[n:15][c:16]5[cH:17][cH:18][cH:19][cH:20][c:21]5[cH:22][cH:23]4)[CH2:24]3)[n:25][n:26][cH:27][cH:28]2)[CH2:29][CH2:30]1\"},\"mapped_reaction_smiles\":\"[CH3:1][C:2](=[O:3])[CH:4]1[CH2:5][CH2:6][N:7]([c:8]2[c:9]([O:10][CH:11]3[CH2:12][N:13]([c:14]4[n:15][c:16]5[cH:17][cH:18][cH:19][cH:20][c:21]5[cH:22][cH:23]4)[CH2:24]3)[n:25][n:26][cH:27][cH:28]2)[CH2:29][CH2:30]1>CO.B.B.B.B.Cl.N.[Na+].[Na+].[Na+].[Na+]>[CH3:1][CH:2]([OH:3])[CH:4]1[CH2:5][CH2:6][N:7]([c:8]2[c:9]([O:10][CH:11]3[CH2:12][N:13]([c:14]4[n:15][c:16]5[cH:17][cH:18][cH:19][cH:20][c:21]5[cH:22][cH:23]4)[CH2:24]3)[n:25][n:26][cH:27][cH:28]2)[CH2:29][CH2:30]1\"}",
"reactionStep": {
"id": "sa_430ff534897e762c01c66d10",
"reactionHash": "c99cc301baa10e92d90dfa71f0590f99973447151bfa219ec942c3c9abb9bf1e"
},
"children": [
{
"id": "15936",
"routeId": "sa_7da88a934db4d9e71bdc13ed",
"moleculeId": "sa_57420593f8c064168a48d8f4",
"parentId": "15935",
"isLeaf": false,
"molecule": {
"id": "sa_57420593f8c064168a48d8f4",
"inchikey": "NPZAXNJVGCKHEW-UHFFFAOYSA-N",
"smiles": "CC(=O)C1CCN(c2ccnnc2OC2CN(c3ccc4ccccc4n3)C2)CC1"
},
"smiles": "CC(=O)C1CCN(c2ccnnc2OC2CN(c3ccc4ccccc4n3)C2)CC1",
"reactionStepId": "sa_e463b824abea2dd4ed7a5eba",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US09376450B2;0953;1777461\",\"rsmi\":\"Cl[c:27]1[n:26][n:25][c:9]([O:10][CH:11]2[CH2:12][N:13]([c:14]3[n:15][c:16]4[cH:17][cH:18][cH:19][cH:20][c:21]4[cH:22][cH:23]3)[CH2:24]2)[c:8]([N:7]2[CH2:6][CH2:5][CH:4]([C:2]([CH3:1])=[O:3])[CH2:30][CH2:29]2)[cH:28]1>CO.[Pd]>[CH3:1][C:2](=[O:3])[CH:4]1[CH2:5][CH2:6][N:7]([c:8]2[c:9]([O:10][CH:11]3[CH2:12][N:13]([c:14]4[n:15][c:16]5[cH:17][cH:18][cH:19][cH:20][c:21]5[cH:22][cH:23]4)[CH2:24]3)[n:25][n:26][cH:27][cH:28]2)[CH2:29][CH2:30]1\"},\"mapped_reaction_smiles\":\"Cl[c:27]1[n:26][n:25][c:9]([O:10][CH:11]2[CH2:12][N:13]([c:14]3[n:15][c:16]4[cH:17][cH:18][cH:19][cH:20][c:21]4[cH:22][cH:23]3)[CH2:24]2)[c:8]([N:7]2[CH2:6][CH2:5][CH:4]([C:2]([CH3:1])=[O:3])[CH2:30][CH2:29]2)[cH:28]1>CO.[Pd]>[CH3:1][C:2](=[O:3])[CH:4]1[CH2:5][CH2:6][N:7]([c:8]2[c:9]([O:10][CH:11]3[CH2:12][N:13]([c:14]4[n:15][c:16]5[cH:17][cH:18][cH:19][cH:20][c:21]5[cH:22][cH:23]4)[CH2:24]3)[n:25][n:26][cH:27][cH:28]2)[CH2:29][CH2:30]1\"}",
"reactionStep": {
"id": "sa_e463b824abea2dd4ed7a5eba",
"reactionHash": "eb34314fb11dc5860413748f3e115b263aec64941e8e885d56af12065aec935c"
},
"children": [
{
"id": "15937",
"routeId": "sa_7da88a934db4d9e71bdc13ed",
"moleculeId": "sa_b094efca24c9a93871b74ac0",
"parentId": "15936",
"isLeaf": false,
"molecule": {
"id": "sa_b094efca24c9a93871b74ac0",
"inchikey": "ILWFVGZGDPMOCL-UHFFFAOYSA-N",
"smiles": "CC(=O)C1CCN(c2cc(Cl)nnc2OC2CN(c3ccc4ccccc4n3)C2)CC1"
},
"smiles": "CC(=O)C1CCN(c2cc(Cl)nnc2OC2CN(c3ccc4ccccc4n3)C2)CC1",
"reactionStepId": "sa_bdd794ee812df32d4a4e62a7",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US09376450B2;0952;1777460\",\"rsmi\":\"Cl[c:9]1[c:8]([N:7]2[CH2:6][CH2:5][CH:4]([C:2]([CH3:1])=[O:3])[CH2:31][CH2:30]2)[cH:29][c:27]([Cl:28])[n:26][n:25]1.[OH:10][CH:11]1[CH2:12][N:13]([c:14]2[n:15][c:16]3[cH:17][cH:18][cH:19][cH:20][c:21]3[cH:22][cH:23]2)[CH2:24]1>CN(C)C=O.O.[HH].[Na+]>[CH3:1][C:2](=[O:3])[CH:4]1[CH2:5][CH2:6][N:7]([c:8]2[c:9]([O:10][CH:11]3[CH2:12][N:13]([c:14]4[n:15][c:16]5[cH:17][cH:18][cH:19][cH:20][c:21]5[cH:22][cH:23]4)[CH2:24]3)[n:25][n:26][c:27]([Cl:28])[cH:29]2)[CH2:30][CH2:31]1\"},\"mapped_reaction_smiles\":\"Cl[c:9]1[c:8]([N:7]2[CH2:6][CH2:5][CH:4]([C:2]([CH3:1])=[O:3])[CH2:31][CH2:30]2)[cH:29][c:27]([Cl:28])[n:26][n:25]1.[OH:10][CH:11]1[CH2:12][N:13]([c:14]2[n:15][c:16]3[cH:17][cH:18][cH:19][cH:20][c:21]3[cH:22][cH:23]2)[CH2:24]1>CN(C)C=O.O.[HH].[Na+]>[CH3:1][C:2](=[O:3])[CH:4]1[CH2:5][CH2:6][N:7]([c:8]2[c:9]([O:10][CH:11]3[CH2:12][N:13]([c:14]4[n:15][c:16]5[cH:17][cH:18][cH:19][cH:20][c:21]5[cH:22][cH:23]4)[CH2:24]3)[n:25][n:26][c:27]([Cl:28])[cH:29]2)[CH2:30][CH2:31]1\"}",
"reactionStep": {
"id": "sa_bdd794ee812df32d4a4e62a7",
"reactionHash": "0cce5ba6638221062be5a733d418bef00f9c2a6c5259ee20cd517b4d82b55c01"
},
"children": [
{
"id": "15938",
"routeId": "sa_7da88a934db4d9e71bdc13ed",
"moleculeId": "sa_9c8cee285c63c86fd3854dc5",
"parentId": "15937",
"isLeaf": false,
"molecule": {
"id": "sa_9c8cee285c63c86fd3854dc5",
"inchikey": "SBIXMOMOJPIFSF-UHFFFAOYSA-N",
"smiles": "CC(=O)C1CCN(c2cc(Cl)nnc2Cl)CC1"
},
"smiles": "CC(=O)C1CCN(c2cc(Cl)nnc2Cl)CC1",
"reactionStepId": "sa_f9a9dd10a637e01cc4afbf36",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US09376450B2;0951;1777459\",\"rsmi\":\"Cl[c:8]1[c:9]([Cl:10])[n:11][n:12][c:13]([Cl:14])[cH:15]1.[CH3:1][C:2](=[O:3])[CH:4]1[CH2:5][CH2:6][NH:7][CH2:16][CH2:17]1>CCN(CC)CC.CN(C)C=O.O>[CH3:1][C:2](=[O:3])[CH:4]1[CH2:5][CH2:6][N:7]([c:8]2[c:9]([Cl:10])[n:11][n:12][c:13]([Cl:14])[cH:15]2)[CH2:16][CH2:17]1\"},\"mapped_reaction_smiles\":\"Cl[c:8]1[c:9]([Cl:10])[n:11][n:12][c:13]([Cl:14])[cH:15]1.[CH3:1][C:2](=[O:3])[CH:4]1[CH2:5][CH2:6][NH:7][CH2:16][CH2:17]1>CCN(CC)CC.CN(C)C=O.O>[CH3:1][C:2](=[O:3])[CH:4]1[CH2:5][CH2:6][N:7]([c:8]2[c:9]([Cl:10])[n:11][n:12][c:13]([Cl:14])[cH:15]2)[CH2:16][CH2:17]1\"}",
"reactionStep": {
"id": "sa_f9a9dd10a637e01cc4afbf36",
"reactionHash": "cfc718926671d5a40a7f801c960e05a507befb72f3a2f49ebc9bc67e402debd5"
},
"children": [
{
"id": "15939",
"routeId": "sa_7da88a934db4d9e71bdc13ed",
"moleculeId": "sa_5372975d6e0273dc2ab7b4d4",
"parentId": "15938",
"isLeaf": true,
"molecule": {
"id": "sa_5372975d6e0273dc2ab7b4d4",
"inchikey": "LJDQXQOPXOLCHL-UHFFFAOYSA-N",
"smiles": "Clc1cc(Cl)c(Cl)nn1"
},
"smiles": "Clc1cc(Cl)c(Cl)nn1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15940",
"routeId": "sa_7da88a934db4d9e71bdc13ed",
"moleculeId": "sa_aef49fb694cfb880fe3514b4",
"parentId": "15938",
"isLeaf": true,
"molecule": {
"id": "sa_aef49fb694cfb880fe3514b4",
"inchikey": "STNLQJRBZHAGSO-UHFFFAOYSA-N",
"smiles": "CC(=O)C1CCNCC1"
},
"smiles": "CC(=O)C1CCNCC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "15941",
"routeId": "sa_7da88a934db4d9e71bdc13ed",
"moleculeId": "sa_e15017de2b75b03bfe5e299d",
"parentId": "15937",
"isLeaf": true,
"molecule": {
"id": "sa_e15017de2b75b03bfe5e299d",
"inchikey": "ZAKQSTHETKWKTG-UHFFFAOYSA-N",
"smiles": "OC1CN(c2ccc3ccccc3n2)C1"
},
"smiles": "OC1CN(c2ccc3ccccc3n2)C1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}