Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCN(C(=O)CN1CCCCC1)c1cc(OC)ccc1C1CCc2cc(OC)ccc2C1
InChiKey
BSONEUBTCWRFHN-UHFFFAOYSA-N
Route Signature
d2c6c64d50dac0165f6960d882f823ccc113cf2f7523a9200f52e978549bce3d
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_0a1a0c4c8b98538c35cb17df",
"signature": "d2c6c64d50dac0165f6960d882f823ccc113cf2f7523a9200f52e978549bce3d",
"contentHash": "1bc07127b347a0e16248dca2adadcff9fa9f6536af58f052cfac23697ec16b57",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_4a60331b504a69acc80f35f8",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-04807",
"moleculeId": "sa_90c9c2d39c1409a6d2c34dcb",
"smiles": "CCN(C(=O)CN1CCCCC1)c1cc(OC)ccc1C1CCc2cc(OC)ccc2C1",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_90c9c2d39c1409a6d2c34dcb",
"inchikey": "BSONEUBTCWRFHN-UHFFFAOYSA-N",
"smiles": "CCN(C(=O)CN1CCCCC1)c1cc(OC)ccc1C1CCc2cc(OC)ccc2C1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "15522",
"routeId": "sa_0a1a0c4c8b98538c35cb17df",
"moleculeId": "sa_90c9c2d39c1409a6d2c34dcb",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_90c9c2d39c1409a6d2c34dcb",
"inchikey": "BSONEUBTCWRFHN-UHFFFAOYSA-N",
"smiles": "CCN(C(=O)CN1CCCCC1)c1cc(OC)ccc1C1CCc2cc(OC)ccc2C1"
},
"smiles": "CCN(C(=O)CN1CCCCC1)c1cc(OC)ccc1C1CCc2cc(OC)ccc2C1",
"reactionStepId": "sa_2b8e0f40b654a7add4086091",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08399520B2;0845;1298271\",\"rsmi\":\"Cl[CH2:6][C:4]([N:3]([CH2:2][CH3:1])[c:13]1[c:14]([CH:15]2[CH2:16][CH2:17][c:18]3[cH:19][c:20]([O:21][CH3:22])[cH:23][cH:24][c:25]3[CH2:26]2)[cH:27][cH:28][c:29]([O:30][CH3:31])[cH:32]1)=[O:5].[NH:7]1[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12]1>CN(C)C=O.O=C(O)O.O=C(O)O.[K+].[K+].[Na+]>[CH3:1][CH2:2][N:3]([C:4](=[O:5])[CH2:6][N:7]1[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12]1)[c:13]1[c:14]([CH:15]2[CH2:16][CH2:17][c:18]3[cH:19][c:20]([O:21][CH3:22])[cH:23][cH:24][c:25]3[CH2:26]2)[cH:27][cH:28][c:29]([O:30][CH3:31])[cH:32]1\"},\"mapped_reaction_smiles\":\"Cl[CH2:6][C:4]([N:3]([CH2:2][CH3:1])[c:13]1[c:14]([CH:15]2[CH2:16][CH2:17][c:18]3[cH:19][c:20]([O:21][CH3:22])[cH:23][cH:24][c:25]3[CH2:26]2)[cH:27][cH:28][c:29]([O:30][CH3:31])[cH:32]1)=[O:5].[NH:7]1[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12]1>CN(C)C=O.O=C(O)O.O=C(O)O.[K+].[K+].[Na+]>[CH3:1][CH2:2][N:3]([C:4](=[O:5])[CH2:6][N:7]1[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12]1)[c:13]1[c:14]([CH:15]2[CH2:16][CH2:17][c:18]3[cH:19][c:20]([O:21][CH3:22])[cH:23][cH:24][c:25]3[CH2:26]2)[cH:27][cH:28][c:29]([O:30][CH3:31])[cH:32]1\"}",
"reactionStep": {
"id": "sa_2b8e0f40b654a7add4086091",
"reactionHash": "ff830705bd78a6285920d71b9134e0f580ce6da52e3a99e70cf4e6e8ddbb8564"
},
"children": [
{
"id": "15523",
"routeId": "sa_0a1a0c4c8b98538c35cb17df",
"moleculeId": "sa_60b03dbd902de8f42159b182",
"parentId": "15522",
"isLeaf": true,
"molecule": {
"id": "sa_60b03dbd902de8f42159b182",
"inchikey": "NQRYJNQNLNOLGT-UHFFFAOYSA-N",
"smiles": "C1CCNCC1"
},
"smiles": "C1CCNCC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15524",
"routeId": "sa_0a1a0c4c8b98538c35cb17df",
"moleculeId": "sa_5cb1ca59b5460e320ee77d42",
"parentId": "15522",
"isLeaf": false,
"molecule": {
"id": "sa_5cb1ca59b5460e320ee77d42",
"inchikey": "QSPIQBRTACVDDV-UHFFFAOYSA-N",
"smiles": "CCN(C(=O)CCl)c1cc(OC)ccc1C1CCc2cc(OC)ccc2C1"
},
"smiles": "CCN(C(=O)CCl)c1cc(OC)ccc1C1CCc2cc(OC)ccc2C1",
"reactionStepId": "sa_ba111d3b40d0cac0cca1c7d4",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08399520B2;0842;1298270\",\"rsmi\":\"Cl[C:4](=[O:5])[CH2:6][Cl:7].[CH3:1][CH2:2][NH:3][c:8]1[c:9]([CH:10]2[CH2:11][CH2:12][c:13]3[cH:14][c:15]([O:16][CH3:17])[cH:18][cH:19][c:20]3[CH2:21]2)[cH:22][cH:23][c:24]([O:25][CH3:26])[cH:27]1>>[CH3:1][CH2:2][N:3]([C:4](=[O:5])[CH2:6][Cl:7])[c:8]1[c:9]([CH:10]2[CH2:11][CH2:12][c:13]3[cH:14][c:15]([O:16][CH3:17])[cH:18][cH:19][c:20]3[CH2:21]2)[cH:22][cH:23][c:24]([O:25][CH3:26])[cH:27]1\"},\"mapped_reaction_smiles\":\"Cl[C:4](=[O:5])[CH2:6][Cl:7].[CH3:1][CH2:2][NH:3][c:8]1[c:9]([CH:10]2[CH2:11][CH2:12][c:13]3[cH:14][c:15]([O:16][CH3:17])[cH:18][cH:19][c:20]3[CH2:21]2)[cH:22][cH:23][c:24]([O:25][CH3:26])[cH:27]1>>[CH3:1][CH2:2][N:3]([C:4](=[O:5])[CH2:6][Cl:7])[c:8]1[c:9]([CH:10]2[CH2:11][CH2:12][c:13]3[cH:14][c:15]([O:16][CH3:17])[cH:18][cH:19][c:20]3[CH2:21]2)[cH:22][cH:23][c:24]([O:25][CH3:26])[cH:27]1\"}",
"reactionStep": {
"id": "sa_ba111d3b40d0cac0cca1c7d4",
"reactionHash": "8f97b69b42224d0185acc148e494a91be1bbd8c90edd0b78e9185fb8a256da40"
},
"children": [
{
"id": "15525",
"routeId": "sa_0a1a0c4c8b98538c35cb17df",
"moleculeId": "sa_1cc77ca5d739ea34ed6c8224",
"parentId": "15524",
"isLeaf": false,
"molecule": {
"id": "sa_1cc77ca5d739ea34ed6c8224",
"inchikey": "MQZHBDFQSXSCAH-UHFFFAOYSA-N",
"smiles": "CCNc1cc(OC)ccc1C1CCc2cc(OC)ccc2C1"
},
"smiles": "CCNc1cc(OC)ccc1C1CCc2cc(OC)ccc2C1",
"reactionStepId": "sa_5cdc839337992f69064f44ca",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08399520B2;0785;1298261\",\"rsmi\":\"O=[C:2]([CH3:1])[NH:3][c:4]1[c:5]([CH:6]2[CH2:7][CH2:8][c:9]3[cH:10][c:11]([O:12][CH3:13])[cH:14][cH:15][c:16]3[CH2:17]2)[cH:18][cH:19][c:20]([O:21][CH3:22])[cH:23]1>C1CCOC1.N.[Al+3].[Al+3].Cl.Cl.Cl.[HH].[HH].[HH].[HH].[Li+]>[CH3:1][CH2:2][NH:3][c:4]1[c:5]([CH:6]2[CH2:7][CH2:8][c:9]3[cH:10][c:11]([O:12][CH3:13])[cH:14][cH:15][c:16]3[CH2:17]2)[cH:18][cH:19][c:20]([O:21][CH3:22])[cH:23]1\"},\"mapped_reaction_smiles\":\"O=[C:2]([CH3:1])[NH:3][c:4]1[c:5]([CH:6]2[CH2:7][CH2:8][c:9]3[cH:10][c:11]([O:12][CH3:13])[cH:14][cH:15][c:16]3[CH2:17]2)[cH:18][cH:19][c:20]([O:21][CH3:22])[cH:23]1>C1CCOC1.N.[Al+3].[Al+3].Cl.Cl.Cl.[HH].[HH].[HH].[HH].[Li+]>[CH3:1][CH2:2][NH:3][c:4]1[c:5]([CH:6]2[CH2:7][CH2:8][c:9]3[cH:10][c:11]([O:12][CH3:13])[cH:14][cH:15][c:16]3[CH2:17]2)[cH:18][cH:19][c:20]([O:21][CH3:22])[cH:23]1\"}",
"reactionStep": {
"id": "sa_5cdc839337992f69064f44ca",
"reactionHash": "7746ae2dfdefb9cb80da2fd98a61c39528c6ac71b47b46576a5b2a64d1f6fbba"
},
"children": [
{
"id": "15526",
"routeId": "sa_0a1a0c4c8b98538c35cb17df",
"moleculeId": "sa_c9afc23b06453f93e76247e1",
"parentId": "15525",
"isLeaf": false,
"molecule": {
"id": "sa_c9afc23b06453f93e76247e1",
"inchikey": "MOJXDKCLWKLFHJ-UHFFFAOYSA-N",
"smiles": "COc1ccc2c(c1)CCC(c1ccc(OC)cc1NC(C)=O)C2"
},
"smiles": "COc1ccc2c(c1)CCC(c1ccc(OC)cc1NC(C)=O)C2",
"reactionStepId": "sa_81940a443c0fc3724c3265e3",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08399520B2;0785;1298260\",\"rsmi\":\"CC(=O)O[C:12]([CH3:13])=[O:14].[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]2[c:23]([cH:24]1)[CH2:22][CH2:21][CH:8]([c:9]1[c:10]([NH2:11])[cH:15][c:16]([O:17][CH3:18])[cH:19][cH:20]1)[CH2:7]2>O=C(O)O.[Na+].c1ccncc1>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]2[c:23]([cH:24]1)[CH2:22][CH2:21][CH:8]([c:9]1[c:10]([NH:11][C:12]([CH3:13])=[O:14])[cH:15][c:16]([O:17][CH3:18])[cH:19][cH:20]1)[CH2:7]2\"},\"mapped_reaction_smiles\":\"CC(=O)O[C:12]([CH3:13])=[O:14].[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]2[c:23]([cH:24]1)[CH2:22][CH2:21][CH:8]([c:9]1[c:10]([NH2:11])[cH:15][c:16]([O:17][CH3:18])[cH:19][cH:20]1)[CH2:7]2>O=C(O)O.[Na+].c1ccncc1>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]2[c:23]([cH:24]1)[CH2:22][CH2:21][CH:8]([c:9]1[c:10]([NH:11][C:12]([CH3:13])=[O:14])[cH:15][c:16]([O:17][CH3:18])[cH:19][cH:20]1)[CH2:7]2\"}",
"reactionStep": {
"id": "sa_81940a443c0fc3724c3265e3",
"reactionHash": "9dbe15293cf46d494fb0eb773584b549d9e42fcb83008820e248801dac63104a"
},
"children": [
{
"id": "15527",
"routeId": "sa_0a1a0c4c8b98538c35cb17df",
"moleculeId": "sa_a7893fcf81826693d9b4bed4",
"parentId": "15526",
"isLeaf": true,
"molecule": {
"id": "sa_a7893fcf81826693d9b4bed4",
"inchikey": "WFDIJRYMOXRFFG-UHFFFAOYSA-N",
"smiles": "CC(=O)OC(C)=O"
},
"smiles": "CC(=O)OC(C)=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15528",
"routeId": "sa_0a1a0c4c8b98538c35cb17df",
"moleculeId": "sa_f76a913185a08a2a1fd4b84c",
"parentId": "15526",
"isLeaf": true,
"molecule": {
"id": "sa_f76a913185a08a2a1fd4b84c",
"inchikey": "ZCAVEJXGCZOGGO-UHFFFAOYSA-N",
"smiles": "COc1ccc(C2CCc3cc(OC)ccc3C2)c(N)c1"
},
"smiles": "COc1ccc(C2CCc3cc(OC)ccc3C2)c(N)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "15529",
"routeId": "sa_0a1a0c4c8b98538c35cb17df",
"moleculeId": "sa_9bcb79a40efded362b9313ac",
"parentId": "15524",
"isLeaf": true,
"molecule": {
"id": "sa_9bcb79a40efded362b9313ac",
"inchikey": "VGCXGMAHQTYDJK-UHFFFAOYSA-N",
"smiles": "O=C(Cl)CCl"
},
"smiles": "O=C(Cl)CCl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}