Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
O=C(COc1ccc2c(cnn2C2CCNCC2)c1)NCC(O)CN1CCc2ccccc2C1
InChiKey
KYYXHLAZNIOYDR-UHFFFAOYSA-N
Route Signature
5ef4f97b1fd21ddeb528b82ca9399a1cd801e9f763f63372cf4ea7d3e5e5d3ef
Synthesis route with 3 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_ca43689b1e14f7baf17a6d77",
"signature": "5ef4f97b1fd21ddeb528b82ca9399a1cd801e9f763f63372cf4ea7d3e5e5d3ef",
"contentHash": "add56410f7a206eadb50c9c0964411de8e02c04fa3e0f89d14cd41d68b6f59c4",
"length": 3,
"isConvergent": true
},
"target": {
"id": "sa_4838ef3165441ef0849df479",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-07335",
"moleculeId": "sa_4d978850396eef416bfc665c",
"smiles": "O=C(COc1ccc2c(cnn2C2CCNCC2)c1)NCC(O)CN1CCc2ccccc2C1",
"routeLength": 3,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_4d978850396eef416bfc665c",
"inchikey": "KYYXHLAZNIOYDR-UHFFFAOYSA-N",
"smiles": "O=C(COc1ccc2c(cnn2C2CCNCC2)c1)NCC(O)CN1CCc2ccccc2C1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "11721",
"routeId": "sa_ca43689b1e14f7baf17a6d77",
"moleculeId": "sa_4d978850396eef416bfc665c",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_4d978850396eef416bfc665c",
"inchikey": "KYYXHLAZNIOYDR-UHFFFAOYSA-N",
"smiles": "O=C(COc1ccc2c(cnn2C2CCNCC2)c1)NCC(O)CN1CCc2ccccc2C1"
},
"smiles": "O=C(COc1ccc2c(cnn2C2CCNCC2)c1)NCC(O)CN1CCc2ccccc2C1",
"reactionStepId": "sa_36fcfa53178ea335e8b86dbd",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150344433A1;0481;1793872\",\"rsmi\":\"CC(C)(C)OC(=O)[N:17]1[CH2:16][CH2:15][CH:14]([n:13]2[c:8]3[cH:7][cH:6][c:5]([O:4][CH2:3][C:2](=[O:1])[NH:20][CH2:21][CH:22]([OH:23])[CH2:24][N:25]4[CH2:26][CH2:27][c:28]5[cH:29][cH:30][cH:31][cH:32][c:33]5[CH2:34]4)[cH:10][c:9]3[cH:11][n:12]2)[CH2:19][CH2:18]1>CCOC(C)=O.Cl>[O:1]=[C:2]([CH2:3][O:4][c:5]1[cH:6][cH:7][c:8]2[c:9]([cH:10]1)[cH:11][n:12][n:13]2[CH:14]1[CH2:15][CH2:16][NH:17][CH2:18][CH2:19]1)[NH:20][CH2:21][CH:22]([OH:23])[CH2:24][N:25]1[CH2:26][CH2:27][c:28]2[cH:29][cH:30][cH:31][cH:32][c:33]2[CH2:34]1\"},\"mapped_reaction_smiles\":\"CC(C)(C)OC(=O)[N:17]1[CH2:16][CH2:15][CH:14]([n:13]2[c:8]3[cH:7][cH:6][c:5]([O:4][CH2:3][C:2](=[O:1])[NH:20][CH2:21][CH:22]([OH:23])[CH2:24][N:25]4[CH2:26][CH2:27][c:28]5[cH:29][cH:30][cH:31][cH:32][c:33]5[CH2:34]4)[cH:10][c:9]3[cH:11][n:12]2)[CH2:19][CH2:18]1>CCOC(C)=O.Cl>[O:1]=[C:2]([CH2:3][O:4][c:5]1[cH:6][cH:7][c:8]2[c:9]([cH:10]1)[cH:11][n:12][n:13]2[CH:14]1[CH2:15][CH2:16][NH:17][CH2:18][CH2:19]1)[NH:20][CH2:21][CH:22]([OH:23])[CH2:24][N:25]1[CH2:26][CH2:27][c:28]2[cH:29][cH:30][cH:31][cH:32][c:33]2[CH2:34]1\"}",
"reactionStep": {
"id": "sa_36fcfa53178ea335e8b86dbd",
"reactionHash": "cd2e10b391e52190724b9a40b5f2ffd94f685df533fd323a89ced98b668dad53"
},
"children": [
{
"id": "11722",
"routeId": "sa_ca43689b1e14f7baf17a6d77",
"moleculeId": "sa_a36422fbbcd0edba68de2433",
"parentId": "11721",
"isLeaf": false,
"molecule": {
"id": "sa_a36422fbbcd0edba68de2433",
"inchikey": "GQRZKJYVBVEBKD-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)N1CCC(n2ncc3cc(OCC(=O)NCC(O)CN4CCc5ccccc5C4)ccc32)CC1"
},
"smiles": "CC(C)(C)OC(=O)N1CCC(n2ncc3cc(OCC(=O)NCC(O)CN4CCc5ccccc5C4)ccc32)CC1",
"reactionStepId": "sa_f84dab1be514db20c187b18e",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150344433A1;0479;1793871\",\"rsmi\":\"CCO[C:20]([CH2:19][O:18][c:17]1[cH:16][c:15]2[cH:14][n:13][n:12]([CH:11]3[CH2:10][CH2:9][N:8]([C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[CH2:41][CH2:40]3)[c:39]2[cH:38][cH:37]1)=[O:21].[NH2:22][CH2:23][CH:24]([OH:25])[CH2:26][N:27]1[CH2:28][CH2:29][c:30]2[cH:31][cH:32][cH:33][cH:34][c:35]2[CH2:36]1>CCO>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][CH:11]([n:12]2[n:13][cH:14][c:15]3[cH:16][c:17]([O:18][CH2:19][C:20](=[O:21])[NH:22][CH2:23][CH:24]([OH:25])[CH2:26][N:27]4[CH2:28][CH2:29][c:30]5[cH:31][cH:32][cH:33][cH:34][c:35]5[CH2:36]4)[cH:37][cH:38][c:39]23)[CH2:40][CH2:41]1\"},\"mapped_reaction_smiles\":\"CCO[C:20]([CH2:19][O:18][c:17]1[cH:16][c:15]2[cH:14][n:13][n:12]([CH:11]3[CH2:10][CH2:9][N:8]([C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[CH2:41][CH2:40]3)[c:39]2[cH:38][cH:37]1)=[O:21].[NH2:22][CH2:23][CH:24]([OH:25])[CH2:26][N:27]1[CH2:28][CH2:29][c:30]2[cH:31][cH:32][cH:33][cH:34][c:35]2[CH2:36]1>CCO>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][CH:11]([n:12]2[n:13][cH:14][c:15]3[cH:16][c:17]([O:18][CH2:19][C:20](=[O:21])[NH:22][CH2:23][CH:24]([OH:25])[CH2:26][N:27]4[CH2:28][CH2:29][c:30]5[cH:31][cH:32][cH:33][cH:34][c:35]5[CH2:36]4)[cH:37][cH:38][c:39]23)[CH2:40][CH2:41]1\"}",
"reactionStep": {
"id": "sa_f84dab1be514db20c187b18e",
"reactionHash": "070fcceb0f990479c23f066e020390c334322cec5280764543200c91721a9f57"
},
"children": [
{
"id": "11723",
"routeId": "sa_ca43689b1e14f7baf17a6d77",
"moleculeId": "sa_9ba14974a9a662b284a2613d",
"parentId": "11722",
"isLeaf": false,
"molecule": {
"id": "sa_9ba14974a9a662b284a2613d",
"inchikey": "BYWDGTKESWRSML-UHFFFAOYSA-N",
"smiles": "NCC(O)CN1CCc2ccccc2C1"
},
"smiles": "NCC(O)CN1CCc2ccccc2C1",
"reactionStepId": "sa_bc51c4e61278cc54b5bdc2b9",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150344433A1;0281;1793795\",\"rsmi\":\"[CH2:2]1[CH:3]([CH2:5][N:6]2[CH2:7][CH2:8][c:9]3[cH:10][cH:11][cH:12][cH:13][c:14]3[CH2:15]2)[O:4]1.[NH3:1]>CCO>[NH2:1][CH2:2][CH:3]([OH:4])[CH2:5][N:6]1[CH2:7][CH2:8][c:9]2[cH:10][cH:11][cH:12][cH:13][c:14]2[CH2:15]1\"},\"mapped_reaction_smiles\":\"[CH2:2]1[CH:3]([CH2:5][N:6]2[CH2:7][CH2:8][c:9]3[cH:10][cH:11][cH:12][cH:13][c:14]3[CH2:15]2)[O:4]1.[NH3:1]>CCO>[NH2:1][CH2:2][CH:3]([OH:4])[CH2:5][N:6]1[CH2:7][CH2:8][c:9]2[cH:10][cH:11][cH:12][cH:13][c:14]2[CH2:15]1\"}",
"reactionStep": {
"id": "sa_bc51c4e61278cc54b5bdc2b9",
"reactionHash": "4d5d76842856a005936db531ed5f6c6ea628f5fa3ebed7fde0c150a722507f4b"
},
"children": [
{
"id": "11724",
"routeId": "sa_ca43689b1e14f7baf17a6d77",
"moleculeId": "sa_10168cfbb03a1050daed4302",
"parentId": "11723",
"isLeaf": true,
"molecule": {
"id": "sa_10168cfbb03a1050daed4302",
"inchikey": "OBDIDGKANKNXDV-UHFFFAOYSA-N",
"smiles": "c1ccc2c(c1)CCN(CC1CO1)C2"
},
"smiles": "c1ccc2c(c1)CCN(CC1CO1)C2",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11725",
"routeId": "sa_ca43689b1e14f7baf17a6d77",
"moleculeId": "sa_c9679fdd876f32f86b77fb69",
"parentId": "11723",
"isLeaf": true,
"molecule": {
"id": "sa_c9679fdd876f32f86b77fb69",
"inchikey": "QGZKDVFQNNGYKY-UHFFFAOYSA-N",
"smiles": "N"
},
"smiles": "N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "11726",
"routeId": "sa_ca43689b1e14f7baf17a6d77",
"moleculeId": "sa_8ad8cbe951dea8fd2daf6297",
"parentId": "11722",
"isLeaf": false,
"molecule": {
"id": "sa_8ad8cbe951dea8fd2daf6297",
"inchikey": "NHFQEDISSPERMK-UHFFFAOYSA-N",
"smiles": "CCOC(=O)COc1ccc2c(cnn2C2CCN(C(=O)OC(C)(C)C)CC2)c1"
},
"smiles": "CCOC(=O)COc1ccc2c(cnn2C2CCN(C(=O)OC(C)(C)C)CC2)c1",
"reactionStepId": "sa_25614d041a077b0a737f4449",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150344433A1;0477;1793870\",\"rsmi\":\"Br[CH2:6][C:4]([O:3][CH2:2][CH3:1])=[O:5].[OH:7][c:8]1[cH:9][cH:10][c:11]2[c:12]([cH:13]1)[cH:14][n:15][n:16]2[CH:17]1[CH2:18][CH2:19][N:20]([C:21](=[O:22])[O:23][C:24]([CH3:25])([CH3:26])[CH3:27])[CH2:28][CH2:29]1>CN(C)C=O.O.[HH].[Na+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][O:7][c:8]1[cH:9][cH:10][c:11]2[c:12]([cH:13]1)[cH:14][n:15][n:16]2[CH:17]1[CH2:18][CH2:19][N:20]([C:21](=[O:22])[O:23][C:24]([CH3:25])([CH3:26])[CH3:27])[CH2:28][CH2:29]1\"},\"mapped_reaction_smiles\":\"Br[CH2:6][C:4]([O:3][CH2:2][CH3:1])=[O:5].[OH:7][c:8]1[cH:9][cH:10][c:11]2[c:12]([cH:13]1)[cH:14][n:15][n:16]2[CH:17]1[CH2:18][CH2:19][N:20]([C:21](=[O:22])[O:23][C:24]([CH3:25])([CH3:26])[CH3:27])[CH2:28][CH2:29]1>CN(C)C=O.O.[HH].[Na+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][O:7][c:8]1[cH:9][cH:10][c:11]2[c:12]([cH:13]1)[cH:14][n:15][n:16]2[CH:17]1[CH2:18][CH2:19][N:20]([C:21](=[O:22])[O:23][C:24]([CH3:25])([CH3:26])[CH3:27])[CH2:28][CH2:29]1\"}",
"reactionStep": {
"id": "sa_25614d041a077b0a737f4449",
"reactionHash": "87e09216fd980b4668b539cc627b0416ed1749d345e787b8daaac496605cd608"
},
"children": [
{
"id": "11727",
"routeId": "sa_ca43689b1e14f7baf17a6d77",
"moleculeId": "sa_6170bddd2f4a4137325c4a17",
"parentId": "11726",
"isLeaf": true,
"molecule": {
"id": "sa_6170bddd2f4a4137325c4a17",
"inchikey": "PQJJJMRNHATNKG-UHFFFAOYSA-N",
"smiles": "CCOC(=O)CBr"
},
"smiles": "CCOC(=O)CBr",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11728",
"routeId": "sa_ca43689b1e14f7baf17a6d77",
"moleculeId": "sa_31cb3b9909409e2f25b11457",
"parentId": "11726",
"isLeaf": true,
"molecule": {
"id": "sa_31cb3b9909409e2f25b11457",
"inchikey": "XNXIWOYYLHCVGW-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)N1CCC(n2ncc3cc(O)ccc32)CC1"
},
"smiles": "CC(C)(C)OC(=O)N1CCC(n2ncc3cc(O)ccc32)CC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}