Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCC(=C(c1ccc(O)cc1)c1ccc(O)cc1)c1ccc(OCC(N)=O)cc1
InChiKey
WPNUTHZLZGHDHJ-UHFFFAOYSA-N
Route Signature
53256a4582fabd3dfd8fbb9a5f0a0b5739d6b6048562df384710fa6c5b009949
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_4e5c4824496483957eb79728",
"signature": "53256a4582fabd3dfd8fbb9a5f0a0b5739d6b6048562df384710fa6c5b009949",
"contentHash": "3cdc6e200ba00538abda34d2b5d9a6402dad9afa3c546e5e239fb451e0e39ebd",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_911d1e34ae407e830a25dd75",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-03010",
"moleculeId": "sa_22abcda44a3d00b424117387",
"smiles": "CCC(=C(c1ccc(O)cc1)c1ccc(O)cc1)c1ccc(OCC(N)=O)cc1",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_22abcda44a3d00b424117387",
"inchikey": "WPNUTHZLZGHDHJ-UHFFFAOYSA-N",
"smiles": "CCC(=C(c1ccc(O)cc1)c1ccc(O)cc1)c1ccc(OCC(N)=O)cc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "6649",
"routeId": "sa_4e5c4824496483957eb79728",
"moleculeId": "sa_22abcda44a3d00b424117387",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_22abcda44a3d00b424117387",
"inchikey": "WPNUTHZLZGHDHJ-UHFFFAOYSA-N",
"smiles": "CCC(=C(c1ccc(O)cc1)c1ccc(O)cc1)c1ccc(OCC(N)=O)cc1"
},
"smiles": "CCC(=C(c1ccc(O)cc1)c1ccc(O)cc1)c1ccc(OCC(N)=O)cc1",
"reactionStepId": "sa_a131cda5f1287d5f23d5a9a3",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080234199A1;0209;612489\",\"rsmi\":\"O[C:10]([CH2:9][O:8][c:7]1[cH:6][cH:5][c:4]([C:3]([CH2:2][CH3:1])=[C:15]([c:16]2[cH:17][cH:18][c:19]([OH:20])[cH:21][cH:22]2)[c:23]2[cH:24][cH:25][c:26]([OH:27])[cH:28][cH:29]2)[cH:14][cH:13]1)=[O:12].[NH3:11]>C1CCOC1.ClCCl.O=C(Cl)C(=O)Cl.O>[CH3:1][CH2:2][C:3]([c:4]1[cH:5][cH:6][c:7]([O:8][CH2:9][C:10]([NH2:11])=[O:12])[cH:13][cH:14]1)=[C:15]([c:16]1[cH:17][cH:18][c:19]([OH:20])[cH:21][cH:22]1)[c:23]1[cH:24][cH:25][c:26]([OH:27])[cH:28][cH:29]1\"},\"mapped_reaction_smiles\":\"O[C:10]([CH2:9][O:8][c:7]1[cH:6][cH:5][c:4]([C:3]([CH2:2][CH3:1])=[C:15]([c:16]2[cH:17][cH:18][c:19]([OH:20])[cH:21][cH:22]2)[c:23]2[cH:24][cH:25][c:26]([OH:27])[cH:28][cH:29]2)[cH:14][cH:13]1)=[O:12].[NH3:11]>C1CCOC1.ClCCl.O=C(Cl)C(=O)Cl.O>[CH3:1][CH2:2][C:3]([c:4]1[cH:5][cH:6][c:7]([O:8][CH2:9][C:10]([NH2:11])=[O:12])[cH:13][cH:14]1)=[C:15]([c:16]1[cH:17][cH:18][c:19]([OH:20])[cH:21][cH:22]1)[c:23]1[cH:24][cH:25][c:26]([OH:27])[cH:28][cH:29]1\"}",
"reactionStep": {
"id": "sa_a131cda5f1287d5f23d5a9a3",
"reactionHash": "20672464b468da904ad0fc8bffc1f233457f01e175956af47257fbef4c195e0c"
},
"children": [
{
"id": "6650",
"routeId": "sa_4e5c4824496483957eb79728",
"moleculeId": "sa_c9679fdd876f32f86b77fb69",
"parentId": "6649",
"isLeaf": true,
"molecule": {
"id": "sa_c9679fdd876f32f86b77fb69",
"inchikey": "QGZKDVFQNNGYKY-UHFFFAOYSA-N",
"smiles": "N"
},
"smiles": "N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "6651",
"routeId": "sa_4e5c4824496483957eb79728",
"moleculeId": "sa_43803a016359cc177b3541ed",
"parentId": "6649",
"isLeaf": false,
"molecule": {
"id": "sa_43803a016359cc177b3541ed",
"inchikey": "VGBGCLVQISVXAH-UHFFFAOYSA-N",
"smiles": "CCC(=C(c1ccc(O)cc1)c1ccc(O)cc1)c1ccc(OCC(=O)O)cc1"
},
"smiles": "CCC(=C(c1ccc(O)cc1)c1ccc(O)cc1)c1ccc(OCC(=O)O)cc1",
"reactionStepId": "sa_266e2f24ca46ebb59cbcfe07",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080234199A1;0208;612488\",\"rsmi\":\"CC[O:12][C:10]([CH2:9][O:8][c:7]1[cH:6][cH:5][c:4]([C:3]([CH2:2][CH3:1])=[C:15]([c:16]2[cH:17][cH:18][c:19]([OH:20])[cH:21][cH:22]2)[c:23]2[cH:24][cH:25][c:26]([OH:27])[cH:28][cH:29]2)[cH:14][cH:13]1)=[O:11]>C1CCOC1.CCO.[Na+].O>[CH3:1][CH2:2][C:3]([c:4]1[cH:5][cH:6][c:7]([O:8][CH2:9][C:10](=[O:11])[OH:12])[cH:13][cH:14]1)=[C:15]([c:16]1[cH:17][cH:18][c:19]([OH:20])[cH:21][cH:22]1)[c:23]1[cH:24][cH:25][c:26]([OH:27])[cH:28][cH:29]1\"},\"mapped_reaction_smiles\":\"CC[O:12][C:10]([CH2:9][O:8][c:7]1[cH:6][cH:5][c:4]([C:3]([CH2:2][CH3:1])=[C:15]([c:16]2[cH:17][cH:18][c:19]([OH:20])[cH:21][cH:22]2)[c:23]2[cH:24][cH:25][c:26]([OH:27])[cH:28][cH:29]2)[cH:14][cH:13]1)=[O:11]>C1CCOC1.CCO.[Na+].O>[CH3:1][CH2:2][C:3]([c:4]1[cH:5][cH:6][c:7]([O:8][CH2:9][C:10](=[O:11])[OH:12])[cH:13][cH:14]1)=[C:15]([c:16]1[cH:17][cH:18][c:19]([OH:20])[cH:21][cH:22]1)[c:23]1[cH:24][cH:25][c:26]([OH:27])[cH:28][cH:29]1\"}",
"reactionStep": {
"id": "sa_266e2f24ca46ebb59cbcfe07",
"reactionHash": "b7ca0c8731bb455fc2b6ca975c71120b571425628a4116694b7a606a83d15376"
},
"children": [
{
"id": "6652",
"routeId": "sa_4e5c4824496483957eb79728",
"moleculeId": "sa_2845ad5bd699f02bfe1c793b",
"parentId": "6651",
"isLeaf": false,
"molecule": {
"id": "sa_2845ad5bd699f02bfe1c793b",
"inchikey": "SJSDRWZTKSPHBH-UHFFFAOYSA-N",
"smiles": "CCOC(=O)COc1ccc(C(CC)=C(c2ccc(O)cc2)c2ccc(O)cc2)cc1"
},
"smiles": "CCOC(=O)COc1ccc(C(CC)=C(c2ccc(O)cc2)c2ccc(O)cc2)cc1",
"reactionStepId": "sa_e9ce64c52f5dd1c1d0f35512",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080234199A1;0205;612486\",\"rsmi\":\"O=[C:12]([c:11]1[cH:10][cH:9][c:8]([O:7][CH2:6][C:4]([O:3][CH2:2][CH3:1])=[O:5])[cH:31][cH:30]1)[CH2:13][CH3:14].O=[C:15]([c:16]1[cH:17][cH:18][c:19]([OH:20])[cH:21][cH:22]1)[c:23]1[cH:24][cH:25][c:26]([OH:27])[cH:28][cH:29]1>>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][O:7][c:8]1[cH:9][cH:10][c:11]([C:12]([CH2:13][CH3:14])=[C:15]([c:16]2[cH:17][cH:18][c:19]([OH:20])[cH:21][cH:22]2)[c:23]2[cH:24][cH:25][c:26]([OH:27])[cH:28][cH:29]2)[cH:30][cH:31]1\"},\"mapped_reaction_smiles\":\"O=[C:12]([c:11]1[cH:10][cH:9][c:8]([O:7][CH2:6][C:4]([O:3][CH2:2][CH3:1])=[O:5])[cH:31][cH:30]1)[CH2:13][CH3:14].O=[C:15]([c:16]1[cH:17][cH:18][c:19]([OH:20])[cH:21][cH:22]1)[c:23]1[cH:24][cH:25][c:26]([OH:27])[cH:28][cH:29]1>>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][O:7][c:8]1[cH:9][cH:10][c:11]([C:12]([CH2:13][CH3:14])=[C:15]([c:16]2[cH:17][cH:18][c:19]([OH:20])[cH:21][cH:22]2)[c:23]2[cH:24][cH:25][c:26]([OH:27])[cH:28][cH:29]2)[cH:30][cH:31]1\"}",
"reactionStep": {
"id": "sa_e9ce64c52f5dd1c1d0f35512",
"reactionHash": "fb83b16a891afcc6250986fc2977a3d78dbb0aa10786abdc0629d7ada9217e26"
},
"children": [
{
"id": "6653",
"routeId": "sa_4e5c4824496483957eb79728",
"moleculeId": "sa_fc0525cdbcecadfe43daff5d",
"parentId": "6652",
"isLeaf": false,
"molecule": {
"id": "sa_fc0525cdbcecadfe43daff5d",
"inchikey": "HGVABXWMWFXRAO-UHFFFAOYSA-N",
"smiles": "CCOC(=O)COc1ccc(C(=O)CC)cc1"
},
"smiles": "CCOC(=O)COc1ccc(C(=O)CC)cc1",
"reactionStepId": "sa_34fed6c6e7065f017714703d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080234199A1;0204;612485\",\"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]([C:12](=[O:13])[CH2:14][CH3:15])[cH:16][cH:17]1>CC(C)=O.O=C(O)O.[K+].[K+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][O:7][c:8]1[cH:9][cH:10][c:11]([C:12](=[O:13])[CH2:14][CH3:15])[cH:16][cH:17]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]([C:12](=[O:13])[CH2:14][CH3:15])[cH:16][cH:17]1>CC(C)=O.O=C(O)O.[K+].[K+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][O:7][c:8]1[cH:9][cH:10][c:11]([C:12](=[O:13])[CH2:14][CH3:15])[cH:16][cH:17]1\"}",
"reactionStep": {
"id": "sa_34fed6c6e7065f017714703d",
"reactionHash": "7250868203c7d15fe18b1e10319c0cdcedd96d7ea6f99b9be26254fdf404f365"
},
"children": [
{
"id": "6654",
"routeId": "sa_4e5c4824496483957eb79728",
"moleculeId": "sa_6170bddd2f4a4137325c4a17",
"parentId": "6653",
"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": "6655",
"routeId": "sa_4e5c4824496483957eb79728",
"moleculeId": "sa_90128ed1d15cceeca2177e57",
"parentId": "6653",
"isLeaf": true,
"molecule": {
"id": "sa_90128ed1d15cceeca2177e57",
"inchikey": "RARSHUDCJQSEFJ-UHFFFAOYSA-N",
"smiles": "CCC(=O)c1ccc(O)cc1"
},
"smiles": "CCC(=O)c1ccc(O)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "6656",
"routeId": "sa_4e5c4824496483957eb79728",
"moleculeId": "sa_4e3913c66ab141ff493f221e",
"parentId": "6652",
"isLeaf": true,
"molecule": {
"id": "sa_4e3913c66ab141ff493f221e",
"inchikey": "RXNYJUSEXLAVNQ-UHFFFAOYSA-N",
"smiles": "O=C(c1ccc(O)cc1)c1ccc(O)cc1"
},
"smiles": "O=C(c1ccc(O)cc1)c1ccc(O)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}