Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COc1cccc(-n2nnn(C)c2=O)c1COc1cc(-c2ccccc2Cl)nn1C
InChiKey
MHEZBAFPSDAUBM-UHFFFAOYSA-N
Route Signature
646a428e8097a0d1bf3a4f33186816f226ac7fda40dba13813b01cfd2f128a01
Synthesis route with 2 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_21484285d95c0f2acd600102",
"signature": "646a428e8097a0d1bf3a4f33186816f226ac7fda40dba13813b01cfd2f128a01",
"contentHash": "e2e2930483f90698df9fe089961944e1eb5ef019808a03a49d909c20373175a5",
"length": 2,
"isConvergent": true
},
"target": {
"id": "sa_0f5eeed6d11fbfe83e622fa7",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-08416",
"moleculeId": "sa_a56965c503e3ac32a346c84c",
"smiles": "COc1cccc(-n2nnn(C)c2=O)c1COc1cc(-c2ccccc2Cl)nn1C",
"routeLength": 2,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_a56965c503e3ac32a346c84c",
"inchikey": "MHEZBAFPSDAUBM-UHFFFAOYSA-N",
"smiles": "COc1cccc(-n2nnn(C)c2=O)c1COc1cc(-c2ccccc2Cl)nn1C"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "11922",
"routeId": "sa_21484285d95c0f2acd600102",
"moleculeId": "sa_a56965c503e3ac32a346c84c",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_a56965c503e3ac32a346c84c",
"inchikey": "MHEZBAFPSDAUBM-UHFFFAOYSA-N",
"smiles": "COc1cccc(-n2nnn(C)c2=O)c1COc1cc(-c2ccccc2Cl)nn1C"
},
"smiles": "COc1cccc(-n2nnn(C)c2=O)c1COc1cc(-c2ccccc2Cl)nn1C",
"reactionStepId": "sa_ddbf12cf21475ac060581736",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160270399A1;0365;1934509\",\"rsmi\":\"Br[CH2:16][c:15]1[c:3]([O:2][CH3:1])[cH:4][cH:5][cH:6][c:7]1-[n:8]1[n:9][n:10][n:11]([CH3:12])[c:13]1=[O:14].[OH:17][c:18]1[cH:19][c:20](-[c:21]2[c:22]([Cl:23])[cH:24][cH:25][cH:26][cH:27]2)[n:28][n:29]1[CH3:30]>CC#N.O=C(O)O.[K+].[K+]>[CH3:1][O:2][c:3]1[cH:4][cH:5][cH:6][c:7](-[n:8]2[n:9][n:10][n:11]([CH3:12])[c:13]2=[O:14])[c:15]1[CH2:16][O:17][c:18]1[cH:19][c:20](-[c:21]2[c:22]([Cl:23])[cH:24][cH:25][cH:26][cH:27]2)[n:28][n:29]1[CH3:30]\"},\"mapped_reaction_smiles\":\"Br[CH2:16][c:15]1[c:3]([O:2][CH3:1])[cH:4][cH:5][cH:6][c:7]1-[n:8]1[n:9][n:10][n:11]([CH3:12])[c:13]1=[O:14].[OH:17][c:18]1[cH:19][c:20](-[c:21]2[c:22]([Cl:23])[cH:24][cH:25][cH:26][cH:27]2)[n:28][n:29]1[CH3:30]>CC#N.O=C(O)O.[K+].[K+]>[CH3:1][O:2][c:3]1[cH:4][cH:5][cH:6][c:7](-[n:8]2[n:9][n:10][n:11]([CH3:12])[c:13]2=[O:14])[c:15]1[CH2:16][O:17][c:18]1[cH:19][c:20](-[c:21]2[c:22]([Cl:23])[cH:24][cH:25][cH:26][cH:27]2)[n:28][n:29]1[CH3:30]\"}",
"reactionStep": {
"id": "sa_ddbf12cf21475ac060581736",
"reactionHash": "cd344c71524d833edcf0f53a4d2ce5cce75aeac49d97a94851f61b2146729327"
},
"children": [
{
"id": "11923",
"routeId": "sa_21484285d95c0f2acd600102",
"moleculeId": "sa_3c9eb5b0c069e2c92a6a776d",
"parentId": "11922",
"isLeaf": false,
"molecule": {
"id": "sa_3c9eb5b0c069e2c92a6a776d",
"inchikey": "GDJHPRSIBJEAKX-UHFFFAOYSA-N",
"smiles": "COc1cccc(-n2nnn(C)c2=O)c1CBr"
},
"smiles": "COc1cccc(-n2nnn(C)c2=O)c1CBr",
"reactionStepId": "sa_468b06285976889c9c015d51",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160270399A1;0441;1934527\",\"rsmi\":\"O=C1CCC(=O)N1[Br:17].[CH3:1][O:2][c:3]1[cH:4][cH:5][cH:6][c:7](-[n:8]2[n:9][n:10][n:11]([CH3:12])[c:13]2=[O:14])[c:15]1[CH3:16]>Clc1ccccc1.N#CC1(N=NC2(C#N)CCCCC2)CCCCC1.O>[CH3:1][O:2][c:3]1[cH:4][cH:5][cH:6][c:7](-[n:8]2[n:9][n:10][n:11]([CH3:12])[c:13]2=[O:14])[c:15]1[CH2:16][Br:17]\"},\"mapped_reaction_smiles\":\"O=C1CCC(=O)N1[Br:17].[CH3:1][O:2][c:3]1[cH:4][cH:5][cH:6][c:7](-[n:8]2[n:9][n:10][n:11]([CH3:12])[c:13]2=[O:14])[c:15]1[CH3:16]>Clc1ccccc1.N#CC1(N=NC2(C#N)CCCCC2)CCCCC1.O>[CH3:1][O:2][c:3]1[cH:4][cH:5][cH:6][c:7](-[n:8]2[n:9][n:10][n:11]([CH3:12])[c:13]2=[O:14])[c:15]1[CH2:16][Br:17]\"}",
"reactionStep": {
"id": "sa_468b06285976889c9c015d51",
"reactionHash": "7f01ae5dbf70e9edbb64b2731bf40b4760e892c8e7745b7fa85f84b9836cb7b4"
},
"children": [
{
"id": "11924",
"routeId": "sa_21484285d95c0f2acd600102",
"moleculeId": "sa_ccdcf23ac83e7a68bfa4f2e5",
"parentId": "11923",
"isLeaf": true,
"molecule": {
"id": "sa_ccdcf23ac83e7a68bfa4f2e5",
"inchikey": "PCLIMKBDDGJMGD-UHFFFAOYSA-N",
"smiles": "O=C1CCC(=O)N1Br"
},
"smiles": "O=C1CCC(=O)N1Br",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11925",
"routeId": "sa_21484285d95c0f2acd600102",
"moleculeId": "sa_db5e2b32a3a695770059f45a",
"parentId": "11923",
"isLeaf": true,
"molecule": {
"id": "sa_db5e2b32a3a695770059f45a",
"inchikey": "XIIZKNTZXVIJDJ-UHFFFAOYSA-N",
"smiles": "COc1cccc(-n2nnn(C)c2=O)c1C"
},
"smiles": "COc1cccc(-n2nnn(C)c2=O)c1C",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "11926",
"routeId": "sa_21484285d95c0f2acd600102",
"moleculeId": "sa_d8b5ba56050ff8a8592a6556",
"parentId": "11922",
"isLeaf": false,
"molecule": {
"id": "sa_d8b5ba56050ff8a8592a6556",
"inchikey": "RXMDPSJGIZQYHY-UHFFFAOYSA-N",
"smiles": "Cn1nc(-c2ccccc2Cl)cc1O"
},
"smiles": "Cn1nc(-c2ccccc2Cl)cc1O",
"reactionStepId": "sa_87334ae9acce5ceb4aeb82ba",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160270399A1;0471;1934542\",\"rsmi\":\"CCO[C:13]([CH2:12][C:4](=O)[c:5]1[c:6]([Cl:7])[cH:8][cH:9][cH:10][cH:11]1)=[O:14].[CH3:1][NH:2][NH2:3]>CCO>[CH3:1][n:2]1[n:3][c:4](-[c:5]2[c:6]([Cl:7])[cH:8][cH:9][cH:10][cH:11]2)[cH:12][c:13]1[OH:14]\"},\"mapped_reaction_smiles\":\"CCO[C:13]([CH2:12][C:4](=O)[c:5]1[c:6]([Cl:7])[cH:8][cH:9][cH:10][cH:11]1)=[O:14].[CH3:1][NH:2][NH2:3]>CCO>[CH3:1][n:2]1[n:3][c:4](-[c:5]2[c:6]([Cl:7])[cH:8][cH:9][cH:10][cH:11]2)[cH:12][c:13]1[OH:14]\"}",
"reactionStep": {
"id": "sa_87334ae9acce5ceb4aeb82ba",
"reactionHash": "02e43551ce28840ca5aa270e7e1e8419697bf8a2536d36c57deb30409b98ed5e"
},
"children": [
{
"id": "11927",
"routeId": "sa_21484285d95c0f2acd600102",
"moleculeId": "sa_813d2e51e3999cc5b18f8404",
"parentId": "11926",
"isLeaf": true,
"molecule": {
"id": "sa_813d2e51e3999cc5b18f8404",
"inchikey": "DLFBNTUSDQSFOF-UHFFFAOYSA-N",
"smiles": "CCOC(=O)CC(=O)c1ccccc1Cl"
},
"smiles": "CCOC(=O)CC(=O)c1ccccc1Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11928",
"routeId": "sa_21484285d95c0f2acd600102",
"moleculeId": "sa_138c8afd2b2355cb0a60be6b",
"parentId": "11926",
"isLeaf": true,
"molecule": {
"id": "sa_138c8afd2b2355cb0a60be6b",
"inchikey": "HDZGCSFEDULWCS-UHFFFAOYSA-N",
"smiles": "CNN"
},
"smiles": "CNN",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}