Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COc1cc(-c2nc3ccccc3o2)ccc1-c1cccnc1
InChiKey
REKDARFEDKEKKX-UHFFFAOYSA-N
Route Signature
41af56132f5bab2f5387c45feaa3280444d8cbdaa70507b693c3832e5952e862
Synthesis route with 3 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_3a191e80757a3ca39b40b7e0",
"signature": "41af56132f5bab2f5387c45feaa3280444d8cbdaa70507b693c3832e5952e862",
"contentHash": "5c2518df8128a978131cac12086110e529f573df2e6829c2a73c212b5a0989fe",
"length": 3,
"isConvergent": false
},
"target": {
"id": "sa_676065e99ebf48dd9ff7264c",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-09823",
"moleculeId": "sa_17088b0cd7d303658f1bd76f",
"smiles": "COc1cc(-c2nc3ccccc3o2)ccc1-c1cccnc1",
"routeLength": 3,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_17088b0cd7d303658f1bd76f",
"inchikey": "REKDARFEDKEKKX-UHFFFAOYSA-N",
"smiles": "COc1cc(-c2nc3ccccc3o2)ccc1-c1cccnc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "16694",
"routeId": "sa_3a191e80757a3ca39b40b7e0",
"moleculeId": "sa_17088b0cd7d303658f1bd76f",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_17088b0cd7d303658f1bd76f",
"inchikey": "REKDARFEDKEKKX-UHFFFAOYSA-N",
"smiles": "COc1cc(-c2nc3ccccc3o2)ccc1-c1cccnc1"
},
"smiles": "COc1cc(-c2nc3ccccc3o2)ccc1-c1cccnc1",
"reactionStepId": "sa_497659659b19a88635ca33a5",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US07087601B2;0425;736325\",\"rsmi\":\"O=S(=O)(O[c:4]1[c:3]([O:2][CH3:1])[cH:23][c:13](-[c:14]2[n:15][c:16]3[c:17]([cH:18][cH:19][cH:20][cH:21]3)[o:22]2)[cH:12][cH:11]1)C(F)(F)F.OB(O)[c:5]1[cH:6][cH:7][cH:8][n:9][cH:10]1>CCCC[N+](CCCC)(CCCC)CCCC.CN(C)C=O.O.O=C(O)O.Br.[K+].[K+].c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[CH3:1][O:2][c:3]1[c:4](-[c:5]2[cH:6][cH:7][cH:8][n:9][cH:10]2)[cH:11][cH:12][c:13](-[c:14]2[n:15][c:16]3[c:17]([cH:18][cH:19][cH:20][cH:21]3)[o:22]2)[cH:23]1\"},\"mapped_reaction_smiles\":\"O=S(=O)(O[c:4]1[c:3]([O:2][CH3:1])[cH:23][c:13](-[c:14]2[n:15][c:16]3[c:17]([cH:18][cH:19][cH:20][cH:21]3)[o:22]2)[cH:12][cH:11]1)C(F)(F)F.OB(O)[c:5]1[cH:6][cH:7][cH:8][n:9][cH:10]1>CCCC[N+](CCCC)(CCCC)CCCC.CN(C)C=O.O.O=C(O)O.Br.[K+].[K+].c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[CH3:1][O:2][c:3]1[c:4](-[c:5]2[cH:6][cH:7][cH:8][n:9][cH:10]2)[cH:11][cH:12][c:13](-[c:14]2[n:15][c:16]3[c:17]([cH:18][cH:19][cH:20][cH:21]3)[o:22]2)[cH:23]1\"}",
"reactionStep": {
"id": "sa_497659659b19a88635ca33a5",
"reactionHash": "675e03fec1e5e59ee18d1158d13402298becbcb08be7f3bff44f53147282d9b8"
},
"children": [
{
"id": "16695",
"routeId": "sa_3a191e80757a3ca39b40b7e0",
"moleculeId": "sa_0278b3812127fd9fea9fb6f6",
"parentId": "16694",
"isLeaf": true,
"molecule": {
"id": "sa_0278b3812127fd9fea9fb6f6",
"inchikey": "ABMYEXAYWZJVOV-UHFFFAOYSA-N",
"smiles": "OB(O)c1cccnc1"
},
"smiles": "OB(O)c1cccnc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "16696",
"routeId": "sa_3a191e80757a3ca39b40b7e0",
"moleculeId": "sa_a60d3b9a7b4962b74eaff73c",
"parentId": "16694",
"isLeaf": false,
"molecule": {
"id": "sa_a60d3b9a7b4962b74eaff73c",
"inchikey": "BUUQFBPODHATBT-UHFFFAOYSA-N",
"smiles": "COc1cc(-c2nc3ccccc3o2)ccc1OS(=O)(=O)C(F)(F)F"
},
"smiles": "COc1cc(-c2nc3ccccc3o2)ccc1OS(=O)(=O)C(F)(F)F",
"reactionStepId": "sa_b37e6aff33ad67285cbcd852",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US07087601B2;0417;736320\",\"rsmi\":\"O=S(=O)(N(c1ccccc1)[S:6](=[O:7])(=[O:8])[C:9]([F:10])([F:11])[F:12])C(F)(F)F.[CH3:1][O:2][c:3]1[c:4]([OH:5])[cH:13][cH:14][c:15](-[c:16]2[n:17][c:18]3[c:19]([cH:20][cH:21][cH:22][cH:23]3)[o:24]2)[cH:25]1>CN(C)C=O.O=C(O)O.[Cs+].[Cs+]>[CH3:1][O:2][c:3]1[c:4]([O:5][S:6](=[O:7])(=[O:8])[C:9]([F:10])([F:11])[F:12])[cH:13][cH:14][c:15](-[c:16]2[n:17][c:18]3[c:19]([cH:20][cH:21][cH:22][cH:23]3)[o:24]2)[cH:25]1\"},\"mapped_reaction_smiles\":\"O=S(=O)(N(c1ccccc1)[S:6](=[O:7])(=[O:8])[C:9]([F:10])([F:11])[F:12])C(F)(F)F.[CH3:1][O:2][c:3]1[c:4]([OH:5])[cH:13][cH:14][c:15](-[c:16]2[n:17][c:18]3[c:19]([cH:20][cH:21][cH:22][cH:23]3)[o:24]2)[cH:25]1>CN(C)C=O.O=C(O)O.[Cs+].[Cs+]>[CH3:1][O:2][c:3]1[c:4]([O:5][S:6](=[O:7])(=[O:8])[C:9]([F:10])([F:11])[F:12])[cH:13][cH:14][c:15](-[c:16]2[n:17][c:18]3[c:19]([cH:20][cH:21][cH:22][cH:23]3)[o:24]2)[cH:25]1\"}",
"reactionStep": {
"id": "sa_b37e6aff33ad67285cbcd852",
"reactionHash": "e1776d26942ab9e5db2879085a2ea300eb294dceb65664581af19c0326126bf7"
},
"children": [
{
"id": "16697",
"routeId": "sa_3a191e80757a3ca39b40b7e0",
"moleculeId": "sa_f7021b20077da4a4f995370a",
"parentId": "16696",
"isLeaf": false,
"molecule": {
"id": "sa_f7021b20077da4a4f995370a",
"inchikey": "BNFIODXJQODWOA-UHFFFAOYSA-N",
"smiles": "COc1cc(-c2nc3ccccc3o2)ccc1O"
},
"smiles": "COc1cc(-c2nc3ccccc3o2)ccc1O",
"reactionStepId": "sa_2fd35bd7e2832b52f920c4ff",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US07087601B2;0415;736319\",\"rsmi\":\"O=[C:9](O)[c:8]1[cH:7][cH:6][c:4]([OH:5])[c:3]([O:2][CH3:1])[cH:18]1.[NH2:10][c:11]1[c:12]([OH:17])[cH:13][cH:14][cH:15][cH:16]1>C[Si](C)(C)OP(=O)=O>[CH3:1][O:2][c:3]1[c:4]([OH:5])[cH:6][cH:7][c:8](-[c:9]2[n:10][c:11]3[c:12]([cH:13][cH:14][cH:15][cH:16]3)[o:17]2)[cH:18]1\"},\"mapped_reaction_smiles\":\"O=[C:9](O)[c:8]1[cH:7][cH:6][c:4]([OH:5])[c:3]([O:2][CH3:1])[cH:18]1.[NH2:10][c:11]1[c:12]([OH:17])[cH:13][cH:14][cH:15][cH:16]1>C[Si](C)(C)OP(=O)=O>[CH3:1][O:2][c:3]1[c:4]([OH:5])[cH:6][cH:7][c:8](-[c:9]2[n:10][c:11]3[c:12]([cH:13][cH:14][cH:15][cH:16]3)[o:17]2)[cH:18]1\"}",
"reactionStep": {
"id": "sa_2fd35bd7e2832b52f920c4ff",
"reactionHash": "1df3b8efb76b02d44d1e9c8267a7dbd5bb1e7dd51fc82f0839042de72bc062d9"
},
"children": [
{
"id": "16698",
"routeId": "sa_3a191e80757a3ca39b40b7e0",
"moleculeId": "sa_fd9fcc4b3a653baf3aa2cca4",
"parentId": "16697",
"isLeaf": true,
"molecule": {
"id": "sa_fd9fcc4b3a653baf3aa2cca4",
"inchikey": "CDAWCLOXVUBKRW-UHFFFAOYSA-N",
"smiles": "Nc1ccccc1O"
},
"smiles": "Nc1ccccc1O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "16699",
"routeId": "sa_3a191e80757a3ca39b40b7e0",
"moleculeId": "sa_672f38b78e42daeb37589f5f",
"parentId": "16697",
"isLeaf": true,
"molecule": {
"id": "sa_672f38b78e42daeb37589f5f",
"inchikey": "WKOLLVMJNQIZCI-UHFFFAOYSA-N",
"smiles": "COc1cc(C(=O)O)ccc1O"
},
"smiles": "COc1cc(C(=O)O)ccc1O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "16700",
"routeId": "sa_3a191e80757a3ca39b40b7e0",
"moleculeId": "sa_24bc5b50442cd9e5fcf68f54",
"parentId": "16696",
"isLeaf": true,
"molecule": {
"id": "sa_24bc5b50442cd9e5fcf68f54",
"inchikey": "DIOHEXPTUTVCNX-UHFFFAOYSA-N",
"smiles": "O=S(=O)(N(c1ccccc1)S(=O)(=O)C(F)(F)F)C(F)(F)F"
},
"smiles": "O=S(=O)(N(c1ccccc1)S(=O)(=O)C(F)(F)F)C(F)(F)F",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}