Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
N#CCc1ccc(Cc2ccccc2O)cc1
InChiKey
NDIRMXVFHUGRNW-UHFFFAOYSA-N
Route Signature
477ea2e7efd3153db48553f4e7eb3e7684c2ff744fd3c934466996ae9e19c016
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_c686110c44421a80e382c00b",
"signature": "477ea2e7efd3153db48553f4e7eb3e7684c2ff744fd3c934466996ae9e19c016",
"contentHash": "3cebfa87c3a20192698ff219d98c1f45ac90ab8e72286131ea8290149aeae66d",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_43ad2ef6126e18a66ed4d7e9",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-01313",
"moleculeId": "sa_7cbf6895d77d7bd668a8ae6c",
"smiles": "N#CCc1ccc(Cc2ccccc2O)cc1",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_7cbf6895d77d7bd668a8ae6c",
"inchikey": "NDIRMXVFHUGRNW-UHFFFAOYSA-N",
"smiles": "N#CCc1ccc(Cc2ccccc2O)cc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "14251",
"routeId": "sa_c686110c44421a80e382c00b",
"moleculeId": "sa_7cbf6895d77d7bd668a8ae6c",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_7cbf6895d77d7bd668a8ae6c",
"inchikey": "NDIRMXVFHUGRNW-UHFFFAOYSA-N",
"smiles": "N#CCc1ccc(Cc2ccccc2O)cc1"
},
"smiles": "N#CCc1ccc(Cc2ccccc2O)cc1",
"reactionStepId": "sa_a2ebeffe6b36c453cb5f9f26",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20050113315A1;0080;253102\",\"rsmi\":\"c1ccc(C[O:11][c:10]2[c:9]([CH2:8][c:7]3[cH:6][cH:5][c:4]([CH2:3][C:2]#[N:1])[cH:17][cH:16]3)[cH:15][cH:14][cH:13][cH:12]2)cc1>CSC.O.O=C(O)C(F)(F)F>[N:1]#[C:2][CH2:3][c:4]1[cH:5][cH:6][c:7]([CH2:8][c:9]2[c:10]([OH:11])[cH:12][cH:13][cH:14][cH:15]2)[cH:16][cH:17]1\"},\"mapped_reaction_smiles\":\"c1ccc(C[O:11][c:10]2[c:9]([CH2:8][c:7]3[cH:6][cH:5][c:4]([CH2:3][C:2]#[N:1])[cH:17][cH:16]3)[cH:15][cH:14][cH:13][cH:12]2)cc1>CSC.O.O=C(O)C(F)(F)F>[N:1]#[C:2][CH2:3][c:4]1[cH:5][cH:6][c:7]([CH2:8][c:9]2[c:10]([OH:11])[cH:12][cH:13][cH:14][cH:15]2)[cH:16][cH:17]1\"}",
"reactionStep": {
"id": "sa_a2ebeffe6b36c453cb5f9f26",
"reactionHash": "1c50c6d0d0d65d7b13da84ba3f9c28100ca227d9bc0eef157b21c6214f72525a"
},
"children": [
{
"id": "14252",
"routeId": "sa_c686110c44421a80e382c00b",
"moleculeId": "sa_0372ce2d0336096675b91d0c",
"parentId": "14251",
"isLeaf": false,
"molecule": {
"id": "sa_0372ce2d0336096675b91d0c",
"inchikey": "XPGQSZUAQKLECU-UHFFFAOYSA-N",
"smiles": "N#CCc1ccc(Cc2ccccc2OCc2ccccc2)cc1"
},
"smiles": "N#CCc1ccc(Cc2ccccc2OCc2ccccc2)cc1",
"reactionStepId": "sa_ac76f76bd141d1fa063a2fce",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20050113315A1;0078;253101\",\"rsmi\":\"Cl[CH2:3][c:4]1[cH:5][cH:6][c:7]([CH2:8][c:9]2[c:10]([O:11][CH2:12][c:13]3[cH:14][cH:15][cH:16][cH:17][cH:18]3)[cH:19][cH:20][cH:21][cH:22]2)[cH:23][cH:24]1.[N:1]#[CH:2]>CN(C)C=O.O.[K+]>[N:1]#[C:2][CH2:3][c:4]1[cH:5][cH:6][c:7]([CH2:8][c:9]2[c:10]([O:11][CH2:12][c:13]3[cH:14][cH:15][cH:16][cH:17][cH:18]3)[cH:19][cH:20][cH:21][cH:22]2)[cH:23][cH:24]1\"},\"mapped_reaction_smiles\":\"Cl[CH2:3][c:4]1[cH:5][cH:6][c:7]([CH2:8][c:9]2[c:10]([O:11][CH2:12][c:13]3[cH:14][cH:15][cH:16][cH:17][cH:18]3)[cH:19][cH:20][cH:21][cH:22]2)[cH:23][cH:24]1.[N:1]#[CH:2]>CN(C)C=O.O.[K+]>[N:1]#[C:2][CH2:3][c:4]1[cH:5][cH:6][c:7]([CH2:8][c:9]2[c:10]([O:11][CH2:12][c:13]3[cH:14][cH:15][cH:16][cH:17][cH:18]3)[cH:19][cH:20][cH:21][cH:22]2)[cH:23][cH:24]1\"}",
"reactionStep": {
"id": "sa_ac76f76bd141d1fa063a2fce",
"reactionHash": "2cce35d2e8421e915325be8e62202cafe80bf911001ed7c93a56cbb022883508"
},
"children": [
{
"id": "14253",
"routeId": "sa_c686110c44421a80e382c00b",
"moleculeId": "sa_5995aff3aeff665a1f3e984d",
"parentId": "14252",
"isLeaf": true,
"molecule": {
"id": "sa_5995aff3aeff665a1f3e984d",
"inchikey": "LELOWRISYMNNSU-UHFFFAOYSA-N",
"smiles": "C#N"
},
"smiles": "C#N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "14254",
"routeId": "sa_c686110c44421a80e382c00b",
"moleculeId": "sa_e806b28699befc6a502e3c6f",
"parentId": "14252",
"isLeaf": false,
"molecule": {
"id": "sa_e806b28699befc6a502e3c6f",
"inchikey": "MKPCWFCGYDQNNT-UHFFFAOYSA-N",
"smiles": "ClCc1ccc(Cc2ccccc2OCc2ccccc2)cc1"
},
"smiles": "ClCc1ccc(Cc2ccccc2OCc2ccccc2)cc1",
"reactionStepId": "sa_03c505a11c5425d6075b3ab1",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20050113315A1;0076;253100\",\"rsmi\":\"O=S(Cl)[Cl:1].O[CH2:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][c:8]2[c:9]([O:10][CH2:11][c:12]3[cH:13][cH:14][cH:15][cH:16][cH:17]3)[cH:18][cH:19][cH:20][cH:21]2)[cH:22][cH:23]1>ClCCl>[Cl:1][CH2:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][c:8]2[c:9]([O:10][CH2:11][c:12]3[cH:13][cH:14][cH:15][cH:16][cH:17]3)[cH:18][cH:19][cH:20][cH:21]2)[cH:22][cH:23]1\"},\"mapped_reaction_smiles\":\"O=S(Cl)[Cl:1].O[CH2:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][c:8]2[c:9]([O:10][CH2:11][c:12]3[cH:13][cH:14][cH:15][cH:16][cH:17]3)[cH:18][cH:19][cH:20][cH:21]2)[cH:22][cH:23]1>ClCCl>[Cl:1][CH2:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][c:8]2[c:9]([O:10][CH2:11][c:12]3[cH:13][cH:14][cH:15][cH:16][cH:17]3)[cH:18][cH:19][cH:20][cH:21]2)[cH:22][cH:23]1\"}",
"reactionStep": {
"id": "sa_03c505a11c5425d6075b3ab1",
"reactionHash": "92695be8b92f5d6fc0aa016d091e9fd152a38c61d5a9501ae32f3ca44d41dc76"
},
"children": [
{
"id": "14255",
"routeId": "sa_c686110c44421a80e382c00b",
"moleculeId": "sa_3d60a9bcdb35d8a62ae09957",
"parentId": "14254",
"isLeaf": false,
"molecule": {
"id": "sa_3d60a9bcdb35d8a62ae09957",
"inchikey": "ACXUGWROZSWLOX-UHFFFAOYSA-N",
"smiles": "OCc1ccc(Cc2ccccc2OCc2ccccc2)cc1"
},
"smiles": "OCc1ccc(Cc2ccccc2OCc2ccccc2)cc1",
"reactionStepId": "sa_ab9aab87992c833c357aa767",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20050113315A1;0048;253092\",\"rsmi\":\"C[O:1][C:2](=O)[c:3]1[cH:4][cH:5][c:6]([CH2:7][c:8]2[c:9]([O:10][CH2:11][c:12]3[cH:13][cH:14][cH:15][cH:16][cH:17]3)[cH:18][cH:19][cH:20][cH:21]2)[cH:22][cH:23]1>C1CCOC1.CCOC(C)=O.Cl.O.[Al+3].[HH].[HH].[HH].[HH].[Li+]>[OH:1][CH2:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][c:8]2[c:9]([O:10][CH2:11][c:12]3[cH:13][cH:14][cH:15][cH:16][cH:17]3)[cH:18][cH:19][cH:20][cH:21]2)[cH:22][cH:23]1\"},\"mapped_reaction_smiles\":\"C[O:1][C:2](=O)[c:3]1[cH:4][cH:5][c:6]([CH2:7][c:8]2[c:9]([O:10][CH2:11][c:12]3[cH:13][cH:14][cH:15][cH:16][cH:17]3)[cH:18][cH:19][cH:20][cH:21]2)[cH:22][cH:23]1>C1CCOC1.CCOC(C)=O.Cl.O.[Al+3].[HH].[HH].[HH].[HH].[Li+]>[OH:1][CH2:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][c:8]2[c:9]([O:10][CH2:11][c:12]3[cH:13][cH:14][cH:15][cH:16][cH:17]3)[cH:18][cH:19][cH:20][cH:21]2)[cH:22][cH:23]1\"}",
"reactionStep": {
"id": "sa_ab9aab87992c833c357aa767",
"reactionHash": "ac52ae3599a7e9ad6c761faa98d183f930349929e7afba2c63c48e24bb931ce6"
},
"children": [
{
"id": "14256",
"routeId": "sa_c686110c44421a80e382c00b",
"moleculeId": "sa_aa45a1edaa811a378d0f2744",
"parentId": "14255",
"isLeaf": false,
"molecule": {
"id": "sa_aa45a1edaa811a378d0f2744",
"inchikey": "PIXJOFSJYJYNRE-UHFFFAOYSA-N",
"smiles": "COC(=O)c1ccc(Cc2ccccc2OCc2ccccc2)cc1"
},
"smiles": "COC(=O)c1ccc(Cc2ccccc2OCc2ccccc2)cc1",
"reactionStepId": "sa_b780f40f01a81ddfbc10d891",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20050113315A1;0046;253091\",\"rsmi\":\"Br[CH2:13][c:14]1[cH:15][cH:16][cH:17][cH:18][cH:19]1.[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][cH:7][c:8]([CH2:9][c:10]2[c:11]([OH:12])[cH:20][cH:21][cH:22][cH:23]2)[cH:24][cH:25]1>CN(C)C=O.O=C(O)O.[K+].[K+]>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][cH:7][c:8]([CH2:9][c:10]2[c:11]([O:12][CH2:13][c:14]3[cH:15][cH:16][cH:17][cH:18][cH:19]3)[cH:20][cH:21][cH:22][cH:23]2)[cH:24][cH:25]1\"},\"mapped_reaction_smiles\":\"Br[CH2:13][c:14]1[cH:15][cH:16][cH:17][cH:18][cH:19]1.[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][cH:7][c:8]([CH2:9][c:10]2[c:11]([OH:12])[cH:20][cH:21][cH:22][cH:23]2)[cH:24][cH:25]1>CN(C)C=O.O=C(O)O.[K+].[K+]>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][cH:7][c:8]([CH2:9][c:10]2[c:11]([O:12][CH2:13][c:14]3[cH:15][cH:16][cH:17][cH:18][cH:19]3)[cH:20][cH:21][cH:22][cH:23]2)[cH:24][cH:25]1\"}",
"reactionStep": {
"id": "sa_b780f40f01a81ddfbc10d891",
"reactionHash": "0bbe297cc3b002728218ecad5ff46f49fea9c00228cc54109447e62333752fec"
},
"children": [
{
"id": "14257",
"routeId": "sa_c686110c44421a80e382c00b",
"moleculeId": "sa_4ff2e4de9d80150de333c065",
"parentId": "14256",
"isLeaf": true,
"molecule": {
"id": "sa_4ff2e4de9d80150de333c065",
"inchikey": "AGEZXYOZHKGVCM-UHFFFAOYSA-N",
"smiles": "BrCc1ccccc1"
},
"smiles": "BrCc1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "14258",
"routeId": "sa_c686110c44421a80e382c00b",
"moleculeId": "sa_3d00fc6e4d17d4e9f352c3af",
"parentId": "14256",
"isLeaf": true,
"molecule": {
"id": "sa_3d00fc6e4d17d4e9f352c3af",
"inchikey": "TYMCWACEPHUBOT-UHFFFAOYSA-N",
"smiles": "COC(=O)c1ccc(Cc2ccccc2O)cc1"
},
"smiles": "COC(=O)c1ccc(Cc2ccccc2O)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "14259",
"routeId": "sa_c686110c44421a80e382c00b",
"moleculeId": "sa_cd67ce42f230ef1a4063353c",
"parentId": "14254",
"isLeaf": true,
"molecule": {
"id": "sa_cd67ce42f230ef1a4063353c",
"inchikey": "FYSNRJHAOHDILO-UHFFFAOYSA-N",
"smiles": "O=S(Cl)Cl"
},
"smiles": "O=S(Cl)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}