Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC(C)(C)OC(=O)N1CCC[C@@H]1C(=O)N1CCc2c(ncnc2NCC(O)C23CC4CC(CC(C4)C2)C3)C1
InChiKey
WTROVAIGYSGDKE-XXDNJSODSA-N
Route Signature
99d5b74d6287c511a0f6b8ecece50eb8274a463f19303ed9375e228b83e434f4
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_42cb2efb9819acc2c96a9210",
"signature": "99d5b74d6287c511a0f6b8ecece50eb8274a463f19303ed9375e228b83e434f4",
"contentHash": "6158f2101f44d061ec1c3e78fc462af3a1d01da9d0e1492a597f5d3ebf57404c",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_8ada60c41cd342b2eef98365",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-08282",
"moleculeId": "sa_64577187e535a6135b7ce01f",
"smiles": "CC(C)(C)OC(=O)N1CCC[C@@H]1C(=O)N1CCc2c(ncnc2NCC(O)C23CC4CC(CC(C4)C2)C3)C1",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_64577187e535a6135b7ce01f",
"inchikey": "WTROVAIGYSGDKE-XXDNJSODSA-N",
"smiles": "CC(C)(C)OC(=O)N1CCC[C@@H]1C(=O)N1CCc2c(ncnc2NCC(O)C23CC4CC(CC(C4)C2)C3)C1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 3
},
"rootNode": {
"id": "8530",
"routeId": "sa_42cb2efb9819acc2c96a9210",
"moleculeId": "sa_64577187e535a6135b7ce01f",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_64577187e535a6135b7ce01f",
"inchikey": "WTROVAIGYSGDKE-XXDNJSODSA-N",
"smiles": "CC(C)(C)OC(=O)N1CCC[C@@H]1C(=O)N1CCc2c(ncnc2NCC(O)C23CC4CC(CC(C4)C2)C3)C1"
},
"smiles": "CC(C)(C)OC(=O)N1CCC[C@@H]1C(=O)N1CCc2c(ncnc2NCC(O)C23CC4CC(CC(C4)C2)C3)C1",
"reactionStepId": "sa_fe1c75f00ef4541c3795c300",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100022531A1;0386;828192\",\"rsmi\":\"O[C:13]([C@@H:12]1[N:8]([C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[CH2:9][CH2:10][CH2:11]1)=[O:14].[NH:15]1[CH2:16][CH2:17][c:18]2[c:19]([n:21][cH:22][n:23][c:24]2[NH:25][CH2:26][CH:27]([OH:28])[C:29]23[CH2:30][CH:31]4[CH2:32][CH:33]([CH2:34][CH:35]([CH2:36]4)[CH2:37]2)[CH2:38]3)[CH2:20]1>CCN(C(C)C)C(C)C.CCN=C=NCCCN(C)C.Cl.ClCCl.O.On1nnc2ccccc21>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][CH2:11][C@@H:12]1[C:13](=[O:14])[N:15]1[CH2:16][CH2:17][c:18]2[c:19]([n:21][cH:22][n:23][c:24]2[NH:25][CH2:26][CH:27]([OH:28])[C:29]23[CH2:30][CH:31]4[CH2:32][CH:33]([CH2:34][CH:35]([CH2:36]4)[CH2:37]2)[CH2:38]3)[CH2:20]1\"},\"mapped_reaction_smiles\":\"O[C:13]([C@@H:12]1[N:8]([C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[CH2:9][CH2:10][CH2:11]1)=[O:14].[NH:15]1[CH2:16][CH2:17][c:18]2[c:19]([n:21][cH:22][n:23][c:24]2[NH:25][CH2:26][CH:27]([OH:28])[C:29]23[CH2:30][CH:31]4[CH2:32][CH:33]([CH2:34][CH:35]([CH2:36]4)[CH2:37]2)[CH2:38]3)[CH2:20]1>CCN(C(C)C)C(C)C.CCN=C=NCCCN(C)C.Cl.ClCCl.O.On1nnc2ccccc21>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][CH2:11][C@@H:12]1[C:13](=[O:14])[N:15]1[CH2:16][CH2:17][c:18]2[c:19]([n:21][cH:22][n:23][c:24]2[NH:25][CH2:26][CH:27]([OH:28])[C:29]23[CH2:30][CH:31]4[CH2:32][CH:33]([CH2:34][CH:35]([CH2:36]4)[CH2:37]2)[CH2:38]3)[CH2:20]1\"}",
"reactionStep": {
"id": "sa_fe1c75f00ef4541c3795c300",
"reactionHash": "e6a22621abd6346511d1876db364a99c481199b44e05032eea1347b02e83ba24"
},
"children": [
{
"id": "8531",
"routeId": "sa_42cb2efb9819acc2c96a9210",
"moleculeId": "sa_1bcc8d0238c06495f7ceb07a",
"parentId": "8530",
"isLeaf": false,
"molecule": {
"id": "sa_1bcc8d0238c06495f7ceb07a",
"inchikey": "HUHMPRZRQONEKP-UHFFFAOYSA-N",
"smiles": "OC(CNc1ncnc2c1CCNC2)C12CC3CC(CC(C3)C1)C2"
},
"smiles": "OC(CNc1ncnc2c1CCNC2)C12CC3CC(CC(C3)C1)C2",
"reactionStepId": "sa_68d6256baa10a7d0da44d1bb",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100022531A1;0319;828185\",\"rsmi\":\"c1ccc(C[N:13]2[CH2:12][CH2:11][c:10]3[c:5]([NH:4][CH2:3][CH:2]([OH:1])[C:15]45[CH2:16][CH:17]6[CH2:18][CH:19]([CH2:20][CH:21]([CH2:22]6)[CH2:23]4)[CH2:24]5)[n:6][cH:7][n:8][c:9]3[CH2:14]2)cc1>CO.O.O.[Pd+2]>[OH:1][CH:2]([CH2:3][NH:4][c:5]1[n:6][cH:7][n:8][c:9]2[c:10]1[CH2:11][CH2:12][NH:13][CH2:14]2)[C:15]12[CH2:16][CH:17]3[CH2:18][CH:19]([CH2:20][CH:21]([CH2:22]3)[CH2:23]1)[CH2:24]2\"},\"mapped_reaction_smiles\":\"c1ccc(C[N:13]2[CH2:12][CH2:11][c:10]3[c:5]([NH:4][CH2:3][CH:2]([OH:1])[C:15]45[CH2:16][CH:17]6[CH2:18][CH:19]([CH2:20][CH:21]([CH2:22]6)[CH2:23]4)[CH2:24]5)[n:6][cH:7][n:8][c:9]3[CH2:14]2)cc1>CO.O.O.[Pd+2]>[OH:1][CH:2]([CH2:3][NH:4][c:5]1[n:6][cH:7][n:8][c:9]2[c:10]1[CH2:11][CH2:12][NH:13][CH2:14]2)[C:15]12[CH2:16][CH:17]3[CH2:18][CH:19]([CH2:20][CH:21]([CH2:22]3)[CH2:23]1)[CH2:24]2\"}",
"reactionStep": {
"id": "sa_68d6256baa10a7d0da44d1bb",
"reactionHash": "06c262b630ca624472317e0bed95f3407cb5b9d9e4e6e2889ddf4f2f2704bf4c"
},
"children": [
{
"id": "8532",
"routeId": "sa_42cb2efb9819acc2c96a9210",
"moleculeId": "sa_52f6c99dc3c785f7d9c61ae7",
"parentId": "8531",
"isLeaf": false,
"molecule": {
"id": "sa_52f6c99dc3c785f7d9c61ae7",
"inchikey": "KGAWMWWTVXOXBE-UHFFFAOYSA-N",
"smiles": "OC(CNc1ncnc2c1CCN(Cc1ccccc1)C2)C12CC3CC(CC(C3)C1)C2"
},
"smiles": "OC(CNc1ncnc2c1CCN(Cc1ccccc1)C2)C12CC3CC(CC(C3)C1)C2",
"reactionStepId": "sa_0e693bd7904d47de12e2d9d2",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100022531A1;0316;828184\",\"rsmi\":\"Cl[c:5]1[n:6][cH:7][n:8][c:9]2[c:10]1[CH2:11][CH2:12][N:13]([CH2:14][c:15]1[cH:16][cH:17][cH:18][cH:19][cH:20]1)[CH2:21]2.[OH:1][CH:2]([CH2:3][NH2:4])[C:22]12[CH2:23][CH:24]3[CH2:25][CH:26]([CH2:27][CH:28]([CH2:29]3)[CH2:30]1)[CH2:31]2>CC#N.CCN(C(C)C)C(C)C.O=C(O)O.[Na+]>[OH:1][CH:2]([CH2:3][NH:4][c:5]1[n:6][cH:7][n:8][c:9]2[c:10]1[CH2:11][CH2:12][N:13]([CH2:14][c:15]1[cH:16][cH:17][cH:18][cH:19][cH:20]1)[CH2:21]2)[C:22]12[CH2:23][CH:24]3[CH2:25][CH:26]([CH2:27][CH:28]([CH2:29]3)[CH2:30]1)[CH2:31]2\"},\"mapped_reaction_smiles\":\"Cl[c:5]1[n:6][cH:7][n:8][c:9]2[c:10]1[CH2:11][CH2:12][N:13]([CH2:14][c:15]1[cH:16][cH:17][cH:18][cH:19][cH:20]1)[CH2:21]2.[OH:1][CH:2]([CH2:3][NH2:4])[C:22]12[CH2:23][CH:24]3[CH2:25][CH:26]([CH2:27][CH:28]([CH2:29]3)[CH2:30]1)[CH2:31]2>CC#N.CCN(C(C)C)C(C)C.O=C(O)O.[Na+]>[OH:1][CH:2]([CH2:3][NH:4][c:5]1[n:6][cH:7][n:8][c:9]2[c:10]1[CH2:11][CH2:12][N:13]([CH2:14][c:15]1[cH:16][cH:17][cH:18][cH:19][cH:20]1)[CH2:21]2)[C:22]12[CH2:23][CH:24]3[CH2:25][CH:26]([CH2:27][CH:28]([CH2:29]3)[CH2:30]1)[CH2:31]2\"}",
"reactionStep": {
"id": "sa_0e693bd7904d47de12e2d9d2",
"reactionHash": "ec5a1d194b00fe47b2de3eebc66dcd2e628a3365dd03d49baa89ce26e4c09047"
},
"children": [
{
"id": "8533",
"routeId": "sa_42cb2efb9819acc2c96a9210",
"moleculeId": "sa_083f0c535022a4c04e18a102",
"parentId": "8532",
"isLeaf": true,
"molecule": {
"id": "sa_083f0c535022a4c04e18a102",
"inchikey": "GLCFWAYXPRBRNU-UHFFFAOYSA-N",
"smiles": "NCC(O)C12CC3CC(CC(C3)C1)C2"
},
"smiles": "NCC(O)C12CC3CC(CC(C3)C1)C2",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "8534",
"routeId": "sa_42cb2efb9819acc2c96a9210",
"moleculeId": "sa_723ba9dd7eae499f27195307",
"parentId": "8532",
"isLeaf": false,
"molecule": {
"id": "sa_723ba9dd7eae499f27195307",
"inchikey": "ZUDXEFPMOWJJQK-UHFFFAOYSA-N",
"smiles": "Clc1ncnc2c1CCN(Cc1ccccc1)C2"
},
"smiles": "Clc1ncnc2c1CCN(Cc1ccccc1)C2",
"reactionStepId": "sa_55bb657dd369b8e8ca150925",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100022531A1;0309;828183\",\"rsmi\":\"O=[c:2]1[nH:3][cH:4][n:5][c:6]2[c:7]1[CH2:8][CH2:9][N:10]([CH2:11][c:12]1[cH:13][cH:14][cH:15][cH:16][cH:17]1)[CH2:18]2.[ClH:1]>ClCCl.O=P(Cl)(Cl)Cl>[Cl:1][c:2]1[n:3][cH:4][n:5][c:6]2[c:7]1[CH2:8][CH2:9][N:10]([CH2:11][c:12]1[cH:13][cH:14][cH:15][cH:16][cH:17]1)[CH2:18]2\"},\"mapped_reaction_smiles\":\"O=[c:2]1[nH:3][cH:4][n:5][c:6]2[c:7]1[CH2:8][CH2:9][N:10]([CH2:11][c:12]1[cH:13][cH:14][cH:15][cH:16][cH:17]1)[CH2:18]2.[ClH:1]>ClCCl.O=P(Cl)(Cl)Cl>[Cl:1][c:2]1[n:3][cH:4][n:5][c:6]2[c:7]1[CH2:8][CH2:9][N:10]([CH2:11][c:12]1[cH:13][cH:14][cH:15][cH:16][cH:17]1)[CH2:18]2\"}",
"reactionStep": {
"id": "sa_55bb657dd369b8e8ca150925",
"reactionHash": "5a981a2fd3a54ac8d6e779d75721bd4d3f4a7e18bacaa21149961f5986a43b95"
},
"children": [
{
"id": "8535",
"routeId": "sa_42cb2efb9819acc2c96a9210",
"moleculeId": "sa_07d6f9ca86247ce20fd4df2e",
"parentId": "8534",
"isLeaf": false,
"molecule": {
"id": "sa_07d6f9ca86247ce20fd4df2e",
"inchikey": "NBOPLUXBZUJFHI-UHFFFAOYSA-N",
"smiles": "Oc1ncnc2c1CCN(Cc1ccccc1)C2"
},
"smiles": "O=c1[nH]cnc2c1CCN(Cc1ccccc1)C2",
"reactionStepId": "sa_1df67058050fb01a0cd05ce2",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100022531A1;0306;828182\",\"rsmi\":\"CCO[C:2](=[O:1])[CH:7]1[C:6](=O)[CH2:18][N:10]([CH2:11][c:12]2[cH:13][cH:14][cH:15][cH:16][cH:17]2)[CH2:9][CH2:8]1.[NH2:3][CH:4]=[NH:5]>CC(=O)O.CCO.CCO.CO.ClCCl.ClCCl.ClCCl.[Na+]>[O:1]=[c:2]1[nH:3][cH:4][n:5][c:6]2[c:7]1[CH2:8][CH2:9][N:10]([CH2:11][c:12]1[cH:13][cH:14][cH:15][cH:16][cH:17]1)[CH2:18]2\"},\"mapped_reaction_smiles\":\"CCO[C:2](=[O:1])[CH:7]1[C:6](=O)[CH2:18][N:10]([CH2:11][c:12]2[cH:13][cH:14][cH:15][cH:16][cH:17]2)[CH2:9][CH2:8]1.[NH2:3][CH:4]=[NH:5]>CC(=O)O.CCO.CCO.CO.ClCCl.ClCCl.ClCCl.[Na+]>[O:1]=[c:2]1[nH:3][cH:4][n:5][c:6]2[c:7]1[CH2:8][CH2:9][N:10]([CH2:11][c:12]1[cH:13][cH:14][cH:15][cH:16][cH:17]1)[CH2:18]2\"}",
"reactionStep": {
"id": "sa_1df67058050fb01a0cd05ce2",
"reactionHash": "0fa56e7ff59efe3e5b911bf3e6bc5aac8a398ffb81fd2f5ea793fa28ff3c7b97"
},
"children": [
{
"id": "8536",
"routeId": "sa_42cb2efb9819acc2c96a9210",
"moleculeId": "sa_6ca0b6e885ca8649616734bb",
"parentId": "8535",
"isLeaf": true,
"molecule": {
"id": "sa_6ca0b6e885ca8649616734bb",
"inchikey": "JYFGIESQUYQLGM-UHFFFAOYSA-N",
"smiles": "CCOC(=O)C1CCN(Cc2ccccc2)CC1=O"
},
"smiles": "CCOC(=O)C1CCN(Cc2ccccc2)CC1=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "8537",
"routeId": "sa_42cb2efb9819acc2c96a9210",
"moleculeId": "sa_84a44f0259b737f3e626adf4",
"parentId": "8535",
"isLeaf": true,
"molecule": {
"id": "sa_84a44f0259b737f3e626adf4",
"inchikey": "PNKUSGQVOMIXLU-UHFFFAOYSA-N",
"smiles": "N=CN"
},
"smiles": "N=CN",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "8538",
"routeId": "sa_42cb2efb9819acc2c96a9210",
"moleculeId": "sa_a83c1a0812f8cec033186c77",
"parentId": "8534",
"isLeaf": true,
"molecule": {
"id": "sa_a83c1a0812f8cec033186c77",
"inchikey": "VEXZGXHMUGYJMC-UHFFFAOYSA-N",
"smiles": "Cl"
},
"smiles": "Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
},
{
"id": "8539",
"routeId": "sa_42cb2efb9819acc2c96a9210",
"moleculeId": "sa_dced9663d68331399d5f6853",
"parentId": "8530",
"isLeaf": true,
"molecule": {
"id": "sa_dced9663d68331399d5f6853",
"inchikey": "ZQEBQGAAWMOMAI-SSDOTTSWSA-N",
"smiles": "CC(C)(C)OC(=O)N1CCC[C@@H]1C(=O)O"
},
"smiles": "CC(C)(C)OC(=O)N1CCC[C@@H]1C(=O)O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}