Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC(=O)Nc1ncc(CN2CCC(c3ccccc3)CC2)s1
InChiKey
ZTUPUNKLDDKVAZ-UHFFFAOYSA-N
Route Signature
cda2a9b912883ad6e4ff2e1abc65a26b5249bfc93f1be990ad0275c658da4efb
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_20c2d65638d87e63ac13182d",
"signature": "cda2a9b912883ad6e4ff2e1abc65a26b5249bfc93f1be990ad0275c658da4efb",
"contentHash": "c131aaa148eeefeb698401de02c1794a7b57c05d79f5c0e70e9f409f5c6e7c48",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_95537970511cca0bde4d26da",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-02086",
"moleculeId": "sa_9d87308f685534e2ea13cdb0",
"smiles": "CC(=O)Nc1ncc(CN2CCC(c3ccccc3)CC2)s1",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_9d87308f685534e2ea13cdb0",
"inchikey": "ZTUPUNKLDDKVAZ-UHFFFAOYSA-N",
"smiles": "CC(=O)Nc1ncc(CN2CCC(c3ccccc3)CC2)s1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 2
},
"rootNode": {
"id": "6146",
"routeId": "sa_20c2d65638d87e63ac13182d",
"moleculeId": "sa_9d87308f685534e2ea13cdb0",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_9d87308f685534e2ea13cdb0",
"inchikey": "ZTUPUNKLDDKVAZ-UHFFFAOYSA-N",
"smiles": "CC(=O)Nc1ncc(CN2CCC(c3ccccc3)CC2)s1"
},
"smiles": "CC(=O)Nc1ncc(CN2CCC(c3ccccc3)CC2)s1",
"reactionStepId": "sa_74ccfeed389b3f50c2b9f245",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160031871A1;0396;1831157\",\"rsmi\":\"Cl[C:2]([CH3:1])=[O:3].[NH2:4][c:5]1[n:6][cH:7][c:8]([CH2:9][N:10]2[CH2:11][CH2:12][CH:13]([c:14]3[cH:15][cH:16][cH:17][cH:18][cH:19]3)[CH2:20][CH2:21]2)[s:22]1>Cl.ClCCl.c1ccncc1>[CH3:1][C:2](=[O:3])[NH:4][c:5]1[n:6][cH:7][c:8]([CH2:9][N:10]2[CH2:11][CH2:12][CH:13]([c:14]3[cH:15][cH:16][cH:17][cH:18][cH:19]3)[CH2:20][CH2:21]2)[s:22]1\"},\"mapped_reaction_smiles\":\"Cl[C:2]([CH3:1])=[O:3].[NH2:4][c:5]1[n:6][cH:7][c:8]([CH2:9][N:10]2[CH2:11][CH2:12][CH:13]([c:14]3[cH:15][cH:16][cH:17][cH:18][cH:19]3)[CH2:20][CH2:21]2)[s:22]1>Cl.ClCCl.c1ccncc1>[CH3:1][C:2](=[O:3])[NH:4][c:5]1[n:6][cH:7][c:8]([CH2:9][N:10]2[CH2:11][CH2:12][CH:13]([c:14]3[cH:15][cH:16][cH:17][cH:18][cH:19]3)[CH2:20][CH2:21]2)[s:22]1\"}",
"reactionStep": {
"id": "sa_74ccfeed389b3f50c2b9f245",
"reactionHash": "4ca2123c53598e266fef211e3b468e72e73c25f4bc43a854ed26eb4382f6bfab"
},
"children": [
{
"id": "6147",
"routeId": "sa_20c2d65638d87e63ac13182d",
"moleculeId": "sa_f004e13d6e8d744d25aa0b71",
"parentId": "6146",
"isLeaf": false,
"molecule": {
"id": "sa_f004e13d6e8d744d25aa0b71",
"inchikey": "MSGAARPXFXEBCY-UHFFFAOYSA-N",
"smiles": "Nc1ncc(CN2CCC(c3ccccc3)CC2)s1"
},
"smiles": "Nc1ncc(CN2CCC(c3ccccc3)CC2)s1",
"reactionStepId": "sa_cfd8487951f9b74fa9578422",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160031871A1;0263;1831110\",\"rsmi\":\"CC(C)(C)OC(=O)[NH:1][c:2]1[n:3][cH:4][c:5]([CH2:6][N:7]2[CH2:8][CH2:9][CH:10]([c:11]3[cH:12][cH:13][cH:14][cH:15][cH:16]3)[CH2:17][CH2:18]2)[s:19]1>C1COCCO1.Cl>[NH2:1][c:2]1[n:3][cH:4][c:5]([CH2:6][N:7]2[CH2:8][CH2:9][CH:10]([c:11]3[cH:12][cH:13][cH:14][cH:15][cH:16]3)[CH2:17][CH2:18]2)[s:19]1\"},\"mapped_reaction_smiles\":\"CC(C)(C)OC(=O)[NH:1][c:2]1[n:3][cH:4][c:5]([CH2:6][N:7]2[CH2:8][CH2:9][CH:10]([c:11]3[cH:12][cH:13][cH:14][cH:15][cH:16]3)[CH2:17][CH2:18]2)[s:19]1>C1COCCO1.Cl>[NH2:1][c:2]1[n:3][cH:4][c:5]([CH2:6][N:7]2[CH2:8][CH2:9][CH:10]([c:11]3[cH:12][cH:13][cH:14][cH:15][cH:16]3)[CH2:17][CH2:18]2)[s:19]1\"}",
"reactionStep": {
"id": "sa_cfd8487951f9b74fa9578422",
"reactionHash": "f36ecd22a828b00c633c6e2b9cbac2a0d27d7bff779bf64c164869c9318cd02e"
},
"children": [
{
"id": "6148",
"routeId": "sa_20c2d65638d87e63ac13182d",
"moleculeId": "sa_d43cbc203bbcbd5bd3c25807",
"parentId": "6147",
"isLeaf": false,
"molecule": {
"id": "sa_d43cbc203bbcbd5bd3c25807",
"inchikey": "CEYPQKFCBBGRKP-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)Nc1ncc(CN2CCC(c3ccccc3)CC2)s1"
},
"smiles": "CC(C)(C)OC(=O)Nc1ncc(CN2CCC(c3ccccc3)CC2)s1",
"reactionStepId": "sa_f3558f4f91178e054ae22914",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160031871A1;0261;1831109\",\"rsmi\":\"Cl[CH2:13][c:12]1[cH:11][n:10][c:9]([NH:8][C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[s:26]1.[NH:14]1[CH2:15][CH2:16][CH:17]([c:18]2[cH:19][cH:20][cH:21][cH:22][cH:23]2)[CH2:24][CH2:25]1>CCN(CC)CC.ClCCl>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][c:9]1[n:10][cH:11][c:12]([CH2:13][N:14]2[CH2:15][CH2:16][CH:17]([c:18]3[cH:19][cH:20][cH:21][cH:22][cH:23]3)[CH2:24][CH2:25]2)[s:26]1\"},\"mapped_reaction_smiles\":\"Cl[CH2:13][c:12]1[cH:11][n:10][c:9]([NH:8][C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[s:26]1.[NH:14]1[CH2:15][CH2:16][CH:17]([c:18]2[cH:19][cH:20][cH:21][cH:22][cH:23]2)[CH2:24][CH2:25]1>CCN(CC)CC.ClCCl>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][c:9]1[n:10][cH:11][c:12]([CH2:13][N:14]2[CH2:15][CH2:16][CH:17]([c:18]3[cH:19][cH:20][cH:21][cH:22][cH:23]3)[CH2:24][CH2:25]2)[s:26]1\"}",
"reactionStep": {
"id": "sa_f3558f4f91178e054ae22914",
"reactionHash": "2ca4c8e9d13572bed71db51dd4e9c7f01004b632132e2a6f414bfcb2a882ee64"
},
"children": [
{
"id": "6149",
"routeId": "sa_20c2d65638d87e63ac13182d",
"moleculeId": "sa_e7078500f33716c777f178f2",
"parentId": "6148",
"isLeaf": false,
"molecule": {
"id": "sa_e7078500f33716c777f178f2",
"inchikey": "UAGNZCPWLXIFTO-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)Nc1ncc(CCl)s1"
},
"smiles": "CC(C)(C)OC(=O)Nc1ncc(CCl)s1",
"reactionStepId": "sa_2b59904ce84c0784f3e0d234",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160031871A1;0260;1831108\",\"rsmi\":\"ClC[Cl:14].O[CH2:13][c:12]1[cH:11][n:10][c:9]([NH:8][C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[s:15]1>O=S(Cl)Cl>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][c:9]1[n:10][cH:11][c:12]([CH2:13][Cl:14])[s:15]1\"},\"mapped_reaction_smiles\":\"ClC[Cl:14].O[CH2:13][c:12]1[cH:11][n:10][c:9]([NH:8][C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[s:15]1>O=S(Cl)Cl>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][c:9]1[n:10][cH:11][c:12]([CH2:13][Cl:14])[s:15]1\"}",
"reactionStep": {
"id": "sa_2b59904ce84c0784f3e0d234",
"reactionHash": "243dbfcbe3e42b28dfa1b99b67f94d711dd0624a2c8db4c03e3c8f7b9dcc4b7b"
},
"children": [
{
"id": "6150",
"routeId": "sa_20c2d65638d87e63ac13182d",
"moleculeId": "sa_177d1bfac2a7124f0c0b7e4a",
"parentId": "6149",
"isLeaf": false,
"molecule": {
"id": "sa_177d1bfac2a7124f0c0b7e4a",
"inchikey": "LCXINUDSGSPWRO-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)Nc1ncc(CO)s1"
},
"smiles": "CC(C)(C)OC(=O)Nc1ncc(CO)s1",
"reactionStepId": "sa_36700df6926408dbaad504ea",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160031871A1;0258;1831107\",\"rsmi\":\"CCO[C:13]([c:12]1[cH:11][n:10][c:9]([NH:8][C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[s:15]1)=[O:14]>C1CCOC1.[Al+3].[HH].[HH].[HH].[HH].[Li+]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][c:9]1[n:10][cH:11][c:12]([CH2:13][OH:14])[s:15]1\"},\"mapped_reaction_smiles\":\"CCO[C:13]([c:12]1[cH:11][n:10][c:9]([NH:8][C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[s:15]1)=[O:14]>C1CCOC1.[Al+3].[HH].[HH].[HH].[HH].[Li+]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][c:9]1[n:10][cH:11][c:12]([CH2:13][OH:14])[s:15]1\"}",
"reactionStep": {
"id": "sa_36700df6926408dbaad504ea",
"reactionHash": "00f34288a24059441b147991bf4827a5ea209c086171d5f6f7d0d8d9c7df837f"
},
"children": [
{
"id": "6151",
"routeId": "sa_20c2d65638d87e63ac13182d",
"moleculeId": "sa_ce9ed93ed890f09b1a6d0f78",
"parentId": "6150",
"isLeaf": true,
"molecule": {
"id": "sa_ce9ed93ed890f09b1a6d0f78",
"inchikey": "HFYFUEBSUSRJIV-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1cnc(NC(=O)OC(C)(C)C)s1"
},
"smiles": "CCOC(=O)c1cnc(NC(=O)OC(C)(C)C)s1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "6152",
"routeId": "sa_20c2d65638d87e63ac13182d",
"moleculeId": "sa_dc8cb1645d1f4dafe3621d07",
"parentId": "6149",
"isLeaf": true,
"molecule": {
"id": "sa_dc8cb1645d1f4dafe3621d07",
"inchikey": "YMWUJEATGCHHMB-UHFFFAOYSA-N",
"smiles": "ClCCl"
},
"smiles": "ClCCl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "6153",
"routeId": "sa_20c2d65638d87e63ac13182d",
"moleculeId": "sa_512c9b10852f764410b62696",
"parentId": "6148",
"isLeaf": true,
"molecule": {
"id": "sa_512c9b10852f764410b62696",
"inchikey": "UTBULQCHEUWJNV-UHFFFAOYSA-N",
"smiles": "c1ccc(C2CCNCC2)cc1"
},
"smiles": "c1ccc(C2CCNCC2)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "6154",
"routeId": "sa_20c2d65638d87e63ac13182d",
"moleculeId": "sa_7992c61d309177eaaf95fc6b",
"parentId": "6146",
"isLeaf": true,
"molecule": {
"id": "sa_7992c61d309177eaaf95fc6b",
"inchikey": "WETWJCDKMRHUPV-UHFFFAOYSA-N",
"smiles": "CC(=O)Cl"
},
"smiles": "CC(=O)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}