Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
NC(=O)Nc1cccc(CCCCOCCCCCCBr)c1
InChiKey
ZEIWOSINHMWGRS-UHFFFAOYSA-N
Route Signature
c89e2e232e4a3ebc2b0f9323bc19b9f3a3c8f769ce5ae0faeb2660f630f21458
Synthesis route with 3 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_3e04bdba93b7d9631273c089",
"signature": "c89e2e232e4a3ebc2b0f9323bc19b9f3a3c8f769ce5ae0faeb2660f630f21458",
"contentHash": "c0195d70e18e5f650045f68cda22ef6ebc403829b287593444e72aed5026d016",
"length": 3,
"isConvergent": true
},
"target": {
"id": "sa_88d3257c17a4b1f69de32084",
"benchmarkSetId": "7390a9c2522b1c81605e80a42a8de7c7ad9a5797d028633b54904bc78f091bb8",
"targetId": "n5-02032",
"moleculeId": "sa_493ac5f645bf0b24accb5cb5",
"smiles": "NC(=O)Nc1cccc(CCCCOCCCCCCBr)c1",
"routeLength": 3,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_493ac5f645bf0b24accb5cb5",
"inchikey": "ZEIWOSINHMWGRS-UHFFFAOYSA-N",
"smiles": "NC(=O)Nc1cccc(CCCCOCCCCCCBr)c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "1655",
"routeId": "sa_3e04bdba93b7d9631273c089",
"moleculeId": "sa_493ac5f645bf0b24accb5cb5",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_493ac5f645bf0b24accb5cb5",
"inchikey": "ZEIWOSINHMWGRS-UHFFFAOYSA-N",
"smiles": "NC(=O)Nc1cccc(CCCCOCCCCCCBr)c1"
},
"smiles": "NC(=O)Nc1cccc(CCCCOCCCCCCBr)c1",
"reactionStepId": "sa_f8d2d5c1ae67ff7b05a73f5e",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20050209338A1;0330;285015\",\"rsmi\":\"[NH2:1][C:2](=[O:3])[NH:4][c:5]1[cH:6][c:7]([C:8]#[C:9][CH2:10][CH2:11][O:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][Br:19])[cH:20][cH:21][cH:22]1>CCOC(C)=O.O=[Pt]>[NH2:1][C:2](=[O:3])[NH:4][c:5]1[cH:6][c:7]([CH2:8][CH2:9][CH2:10][CH2:11][O:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][Br:19])[cH:20][cH:21][cH:22]1\"},\"mapped_reaction_smiles\":\"[NH2:1][C:2](=[O:3])[NH:4][c:5]1[cH:6][c:7]([C:8]#[C:9][CH2:10][CH2:11][O:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][Br:19])[cH:20][cH:21][cH:22]1>CCOC(C)=O.O=[Pt]>[NH2:1][C:2](=[O:3])[NH:4][c:5]1[cH:6][c:7]([CH2:8][CH2:9][CH2:10][CH2:11][O:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][Br:19])[cH:20][cH:21][cH:22]1\"}",
"reactionStep": {
"id": "sa_f8d2d5c1ae67ff7b05a73f5e",
"reactionHash": "7db92223fa9747737e490a16ce935ab6a1d0dec4a602740bd73dc46199c82299"
},
"children": [
{
"id": "1656",
"routeId": "sa_3e04bdba93b7d9631273c089",
"moleculeId": "sa_58f0844ed3465ef41c0b0ead",
"parentId": "1655",
"isLeaf": false,
"molecule": {
"id": "sa_58f0844ed3465ef41c0b0ead",
"inchikey": "XYCLPZLZPWDCMI-UHFFFAOYSA-N",
"smiles": "NC(=O)Nc1cccc(C#CCCOCCCCCCBr)c1"
},
"smiles": "NC(=O)Nc1cccc(C#CCCOCCCCCCBr)c1",
"reactionStepId": "sa_5a81005251d82afc58986c20",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20050209338A1;0329;285014\",\"rsmi\":\"I[c:7]1[cH:6][c:5]([NH:4][C:2]([NH2:1])=[O:3])[cH:22][cH:21][cH:20]1.[CH:8]#[C:9][CH2:10][CH2:11][O:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][Br:19]>CCN(C(C)C)C(C)C.CCOC(C)=O.CN(C)C=O.Cl[Pd]Cl.[Cu]I.c1ccc(P(c2ccccc2)c2ccccc2)cc1.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[NH2:1][C:2](=[O:3])[NH:4][c:5]1[cH:6][c:7]([C:8]#[C:9][CH2:10][CH2:11][O:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][Br:19])[cH:20][cH:21][cH:22]1\"},\"mapped_reaction_smiles\":\"I[c:7]1[cH:6][c:5]([NH:4][C:2]([NH2:1])=[O:3])[cH:22][cH:21][cH:20]1.[CH:8]#[C:9][CH2:10][CH2:11][O:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][Br:19]>CCN(C(C)C)C(C)C.CCOC(C)=O.CN(C)C=O.Cl[Pd]Cl.[Cu]I.c1ccc(P(c2ccccc2)c2ccccc2)cc1.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[NH2:1][C:2](=[O:3])[NH:4][c:5]1[cH:6][c:7]([C:8]#[C:9][CH2:10][CH2:11][O:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][Br:19])[cH:20][cH:21][cH:22]1\"}",
"reactionStep": {
"id": "sa_5a81005251d82afc58986c20",
"reactionHash": "7f13382587359cd4e121648d21d3ec1075d29f392a12fb000749ec0d46bf2fc7"
},
"children": [
{
"id": "1657",
"routeId": "sa_3e04bdba93b7d9631273c089",
"moleculeId": "sa_279df3672b7bab1d3e7a1372",
"parentId": "1656",
"isLeaf": false,
"molecule": {
"id": "sa_279df3672b7bab1d3e7a1372",
"inchikey": "KZIWFMXWSZGCQH-UHFFFAOYSA-N",
"smiles": "C#CCCOCCCCCCBr"
},
"smiles": "C#CCCOCCCCCCBr",
"reactionStepId": "sa_59999421ef50c1b00cbfe5d9",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20050209338A1;0306;284992\",\"rsmi\":\"Br[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][Br:12].[CH:1]#[C:2][CH2:3][CH2:4][OH:5]>CCCC[N+](CCCC)(CCCC)CCCC.O.O=S(=O)(O)O.[Na+].O>[CH:1]#[C:2][CH2:3][CH2:4][O:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][Br:12]\"},\"mapped_reaction_smiles\":\"Br[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][Br:12].[CH:1]#[C:2][CH2:3][CH2:4][OH:5]>CCCC[N+](CCCC)(CCCC)CCCC.O.O=S(=O)(O)O.[Na+].O>[CH:1]#[C:2][CH2:3][CH2:4][O:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][Br:12]\"}",
"reactionStep": {
"id": "sa_59999421ef50c1b00cbfe5d9",
"reactionHash": "f826083420f7c069e61ce3dffff0bf8f55b7f093e6322d88c6b1555d135d899a"
},
"children": [
{
"id": "1658",
"routeId": "sa_3e04bdba93b7d9631273c089",
"moleculeId": "sa_d009da6254080832452cf53e",
"parentId": "1657",
"isLeaf": true,
"molecule": {
"id": "sa_d009da6254080832452cf53e",
"inchikey": "OTJZCIYGRUNXTP-UHFFFAOYSA-N",
"smiles": "C#CCCO"
},
"smiles": "C#CCCO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "1659",
"routeId": "sa_3e04bdba93b7d9631273c089",
"moleculeId": "sa_8ae48fa83104fb87cc5306f5",
"parentId": "1657",
"isLeaf": true,
"molecule": {
"id": "sa_8ae48fa83104fb87cc5306f5",
"inchikey": "SGRHVVLXEBNBDV-UHFFFAOYSA-N",
"smiles": "BrCCCCCCBr"
},
"smiles": "BrCCCCCCBr",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "1660",
"routeId": "sa_3e04bdba93b7d9631273c089",
"moleculeId": "sa_0a58c544e40dfcb531ef6052",
"parentId": "1656",
"isLeaf": false,
"molecule": {
"id": "sa_0a58c544e40dfcb531ef6052",
"inchikey": "OSCNSMUGOQHBLN-UHFFFAOYSA-N",
"smiles": "NC(=O)Nc1cccc(I)c1"
},
"smiles": "NC(=O)Nc1cccc(I)c1",
"reactionStepId": "sa_1901e2195c0c22860d63ea63",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20050209338A1;0328;285013\",\"rsmi\":\"[N:1]#[C:2][OH:3].[NH2:4][c:5]1[cH:6][c:7]([I:8])[cH:9][cH:10][cH:11]1>CC(=O)O.O.[Na+]>[NH2:1][C:2](=[O:3])[NH:4][c:5]1[cH:6][c:7]([I:8])[cH:9][cH:10][cH:11]1\"},\"mapped_reaction_smiles\":\"[N:1]#[C:2][OH:3].[NH2:4][c:5]1[cH:6][c:7]([I:8])[cH:9][cH:10][cH:11]1>CC(=O)O.O.[Na+]>[NH2:1][C:2](=[O:3])[NH:4][c:5]1[cH:6][c:7]([I:8])[cH:9][cH:10][cH:11]1\"}",
"reactionStep": {
"id": "sa_1901e2195c0c22860d63ea63",
"reactionHash": "22e7e3d61aef0e696c95f68dfb723edf13664c72c7fb0f0f2a3f1cabb799c193"
},
"children": [
{
"id": "1661",
"routeId": "sa_3e04bdba93b7d9631273c089",
"moleculeId": "sa_61e9b164361192225846ec20",
"parentId": "1660",
"isLeaf": true,
"molecule": {
"id": "sa_61e9b164361192225846ec20",
"inchikey": "FFCSRWGYGMRBGD-UHFFFAOYSA-N",
"smiles": "Nc1cccc(I)c1"
},
"smiles": "Nc1cccc(I)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "1662",
"routeId": "sa_3e04bdba93b7d9631273c089",
"moleculeId": "sa_c355bbd1cb360c506bfb2311",
"parentId": "1660",
"isLeaf": true,
"molecule": {
"id": "sa_c355bbd1cb360c506bfb2311",
"inchikey": "XLJMAIOERFSOGZ-UHFFFAOYSA-N",
"smiles": "N#CO"
},
"smiles": "N#CO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}