Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
NCCCCCC(=O)Nc1ccccc1N
InChiKey
VPPMLYPFBNRUDB-UHFFFAOYSA-N
Route Signature
fb71a37b16e7c7abb8092206445ba4868c740c383ea821a5c600aa9a13002ddc
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_62b64baa9c6e14582e19ecff",
"signature": "fb71a37b16e7c7abb8092206445ba4868c740c383ea821a5c600aa9a13002ddc",
"contentHash": "bbf2eadf054fc77d916b397b404332300ca719b4122e9cac937cd97f1464b699",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_ad4c48d74bc70a0d28b4726d",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-03927",
"moleculeId": "sa_2a643786748c57ffd5d79200",
"smiles": "NCCCCCC(=O)Nc1ccccc1N",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_2a643786748c57ffd5d79200",
"inchikey": "VPPMLYPFBNRUDB-UHFFFAOYSA-N",
"smiles": "NCCCCCC(=O)Nc1ccccc1N"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "15310",
"routeId": "sa_62b64baa9c6e14582e19ecff",
"moleculeId": "sa_2a643786748c57ffd5d79200",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_2a643786748c57ffd5d79200",
"inchikey": "VPPMLYPFBNRUDB-UHFFFAOYSA-N",
"smiles": "NCCCCCC(=O)Nc1ccccc1N"
},
"smiles": "NCCCCCC(=O)Nc1ccccc1N",
"reactionStepId": "sa_a25ad41be3e2aac1620dded9",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160122290A1;0989;1871163\",\"rsmi\":\"O=[N+:12]([O-])[c:11]1[c:10]([NH:9][C:7]([CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][NH2:1])=[O:8])[cH:16][cH:15][cH:14][cH:13]1>CO.[Pd]>[NH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][C:7](=[O:8])[NH:9][c:10]1[c:11]([NH2:12])[cH:13][cH:14][cH:15][cH:16]1\"},\"mapped_reaction_smiles\":\"O=[N+:12]([O-])[c:11]1[c:10]([NH:9][C:7]([CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][NH2:1])=[O:8])[cH:16][cH:15][cH:14][cH:13]1>CO.[Pd]>[NH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][C:7](=[O:8])[NH:9][c:10]1[c:11]([NH2:12])[cH:13][cH:14][cH:15][cH:16]1\"}",
"reactionStep": {
"id": "sa_a25ad41be3e2aac1620dded9",
"reactionHash": "2b8c022e4f4693fe63e72d9fc5f71c5dca844128ac9adc592d2a90be44e9c514"
},
"children": [
{
"id": "15311",
"routeId": "sa_62b64baa9c6e14582e19ecff",
"moleculeId": "sa_27dbb353eb876ae0d5c3d8b3",
"parentId": "15310",
"isLeaf": false,
"molecule": {
"id": "sa_27dbb353eb876ae0d5c3d8b3",
"inchikey": "VCRGCSNWOKDPID-UHFFFAOYSA-N",
"smiles": "NCCCCCC(=O)Nc1ccccc1[N+](=O)[O-]"
},
"smiles": "NCCCCCC(=O)Nc1ccccc1[N+](=O)[O-]",
"reactionStepId": "sa_ee9c3ad7477283a8cbb854d8",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160122290A1;0988;1871162\",\"rsmi\":\"[N-]=[N+]=[N:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][C:7](=[O:8])[NH:9][c:10]1[c:11]([N+:12](=[O:13])[O-:14])[cH:15][cH:16][cH:17][cH:18]1>C1CCOC1.O.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[NH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][C:7](=[O:8])[NH:9][c:10]1[c:11]([N+:12](=[O:13])[O-:14])[cH:15][cH:16][cH:17][cH:18]1\"},\"mapped_reaction_smiles\":\"[N-]=[N+]=[N:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][C:7](=[O:8])[NH:9][c:10]1[c:11]([N+:12](=[O:13])[O-:14])[cH:15][cH:16][cH:17][cH:18]1>C1CCOC1.O.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[NH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][C:7](=[O:8])[NH:9][c:10]1[c:11]([N+:12](=[O:13])[O-:14])[cH:15][cH:16][cH:17][cH:18]1\"}",
"reactionStep": {
"id": "sa_ee9c3ad7477283a8cbb854d8",
"reactionHash": "bcb3338c05a8ab5a1899195cc83f9030b1118a13d6a0594d6d7f9c530e7b54d2"
},
"children": [
{
"id": "15312",
"routeId": "sa_62b64baa9c6e14582e19ecff",
"moleculeId": "sa_f8449fd9f18790ddb1eff0f8",
"parentId": "15311",
"isLeaf": false,
"molecule": {
"id": "sa_f8449fd9f18790ddb1eff0f8",
"inchikey": "DFSYEPNUWLHUQH-UHFFFAOYSA-N",
"smiles": "[N-]=[N+]=NCCCCCC(=O)Nc1ccccc1[N+](=O)[O-]"
},
"smiles": "[N-]=[N+]=NCCCCCC(=O)Nc1ccccc1[N+](=O)[O-]",
"reactionStepId": "sa_08cd76d8fc28fcca11fce4a7",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160122290A1;0987;1871161\",\"rsmi\":\"Br[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][C:9](=[O:10])[NH:11][c:12]1[c:13]([N+:14](=[O:15])[O-:16])[cH:17][cH:18][cH:19][cH:20]1.[N-:1]=[N+:2]=[N-:3]>CN(C)C=O.[Na+]>[N-:1]=[N+:2]=[N:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][C:9](=[O:10])[NH:11][c:12]1[c:13]([N+:14](=[O:15])[O-:16])[cH:17][cH:18][cH:19][cH:20]1\"},\"mapped_reaction_smiles\":\"Br[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][C:9](=[O:10])[NH:11][c:12]1[c:13]([N+:14](=[O:15])[O-:16])[cH:17][cH:18][cH:19][cH:20]1.[N-:1]=[N+:2]=[N-:3]>CN(C)C=O.[Na+]>[N-:1]=[N+:2]=[N:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][C:9](=[O:10])[NH:11][c:12]1[c:13]([N+:14](=[O:15])[O-:16])[cH:17][cH:18][cH:19][cH:20]1\"}",
"reactionStep": {
"id": "sa_08cd76d8fc28fcca11fce4a7",
"reactionHash": "16079e7610511b22b49c352332af350660df7a1722c246e866837470b602e06c"
},
"children": [
{
"id": "15313",
"routeId": "sa_62b64baa9c6e14582e19ecff",
"moleculeId": "sa_e6e5573fe22c7f7854f1c5e6",
"parentId": "15312",
"isLeaf": false,
"molecule": {
"id": "sa_e6e5573fe22c7f7854f1c5e6",
"inchikey": "HDMSKSXFRKGUPG-UHFFFAOYSA-N",
"smiles": "O=C(CCCCCBr)Nc1ccccc1[N+](=O)[O-]"
},
"smiles": "O=C(CCCCCBr)Nc1ccccc1[N+](=O)[O-]",
"reactionStepId": "sa_86649ab462112bcf837ae0c1",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160122290A1;0986;1871160\",\"rsmi\":\"Cl[C:2](=[O:1])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][Br:8].[NH2:9][c:10]1[c:11]([N+:12](=[O:13])[O-:14])[cH:15][cH:16][cH:17][cH:18]1>c1ccncc1>[O:1]=[C:2]([CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][Br:8])[NH:9][c:10]1[c:11]([N+:12](=[O:13])[O-:14])[cH:15][cH:16][cH:17][cH:18]1\"},\"mapped_reaction_smiles\":\"Cl[C:2](=[O:1])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][Br:8].[NH2:9][c:10]1[c:11]([N+:12](=[O:13])[O-:14])[cH:15][cH:16][cH:17][cH:18]1>c1ccncc1>[O:1]=[C:2]([CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][Br:8])[NH:9][c:10]1[c:11]([N+:12](=[O:13])[O-:14])[cH:15][cH:16][cH:17][cH:18]1\"}",
"reactionStep": {
"id": "sa_86649ab462112bcf837ae0c1",
"reactionHash": "179d69a7ebd859d5437eebfe6f83d62d76f70db382d4e375347eb113aea77763"
},
"children": [
{
"id": "15314",
"routeId": "sa_62b64baa9c6e14582e19ecff",
"moleculeId": "sa_c1f216ccf56d0d0d5228b62e",
"parentId": "15313",
"isLeaf": true,
"molecule": {
"id": "sa_c1f216ccf56d0d0d5228b62e",
"inchikey": "DPJCXCZTLWNFOH-UHFFFAOYSA-N",
"smiles": "Nc1ccccc1[N+](=O)[O-]"
},
"smiles": "Nc1ccccc1[N+](=O)[O-]",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15315",
"routeId": "sa_62b64baa9c6e14582e19ecff",
"moleculeId": "sa_c7b1d55458c6896d377c78f3",
"parentId": "15313",
"isLeaf": true,
"molecule": {
"id": "sa_c7b1d55458c6896d377c78f3",
"inchikey": "HBPVGJGBRWIVSX-UHFFFAOYSA-N",
"smiles": "O=C(Cl)CCCCCBr"
},
"smiles": "O=C(Cl)CCCCCBr",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "15316",
"routeId": "sa_62b64baa9c6e14582e19ecff",
"moleculeId": "sa_50a8f83dd89c267fbada1205",
"parentId": "15312",
"isLeaf": true,
"molecule": {
"id": "sa_50a8f83dd89c267fbada1205",
"inchikey": "IVRMZWNICZWHMI-UHFFFAOYSA-N",
"smiles": "[N]N=[N-]"
},
"smiles": "[N-]=[N+]=[N-]",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}