Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
O=[N+]([O-])c1cc(-c2nc3n(c2Cl)CCCC3)c(Cl)cc1Cl
InChiKey
CMOUSWKVSWAFEH-UHFFFAOYSA-N
Route Signature
8ee8d9fb766a0249d965b2b4f8045e81ddb30973263d4c96aabe3a4770a38e9e
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_7c6dbb0a63a3ef4f277960fa",
"signature": "8ee8d9fb766a0249d965b2b4f8045e81ddb30973263d4c96aabe3a4770a38e9e",
"contentHash": "f824e7a496ee47fb05b2530b13d94ae20600c4a7d532ad7bf6ac021131ccde3f",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_0d1ede4efdbdd50476b29781",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-02564",
"moleculeId": "sa_c6eab71e6146db84f40fb8a4",
"smiles": "O=[N+]([O-])c1cc(-c2nc3n(c2Cl)CCCC3)c(Cl)cc1Cl",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_c6eab71e6146db84f40fb8a4",
"inchikey": "CMOUSWKVSWAFEH-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])c1cc(-c2nc3n(c2Cl)CCCC3)c(Cl)cc1Cl"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "6418",
"routeId": "sa_7c6dbb0a63a3ef4f277960fa",
"moleculeId": "sa_c6eab71e6146db84f40fb8a4",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_c6eab71e6146db84f40fb8a4",
"inchikey": "CMOUSWKVSWAFEH-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])c1cc(-c2nc3n(c2Cl)CCCC3)c(Cl)cc1Cl"
},
"smiles": "O=[N+]([O-])c1cc(-c2nc3n(c2Cl)CCCC3)c(Cl)cc1Cl",
"reactionStepId": "sa_83b07dd139a4d259a4687084",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06358885B1;;546939\",\"rsmi\":\"O[N+:2](=[O:1])[O-:3].[cH:4]1[cH:5][c:6](-[c:7]2[c:8]([Cl:9])[n:10]3[c:15]([n:16]2)[CH2:14][CH2:13][CH2:12][CH2:11]3)[c:17]([Cl:18])[cH:19][c:20]1[Cl:21]>>[O:1]=[N+:2]([O-:3])[c:4]1[cH:5][c:6](-[c:7]2[c:8]([Cl:9])[n:10]3[c:15]([n:16]2)[CH2:14][CH2:13][CH2:12][CH2:11]3)[c:17]([Cl:18])[cH:19][c:20]1[Cl:21]\"},\"mapped_reaction_smiles\":\"O[N+:2](=[O:1])[O-:3].[cH:4]1[cH:5][c:6](-[c:7]2[c:8]([Cl:9])[n:10]3[c:15]([n:16]2)[CH2:14][CH2:13][CH2:12][CH2:11]3)[c:17]([Cl:18])[cH:19][c:20]1[Cl:21]>>[O:1]=[N+:2]([O-:3])[c:4]1[cH:5][c:6](-[c:7]2[c:8]([Cl:9])[n:10]3[c:15]([n:16]2)[CH2:14][CH2:13][CH2:12][CH2:11]3)[c:17]([Cl:18])[cH:19][c:20]1[Cl:21]\"}",
"reactionStep": {
"id": "sa_83b07dd139a4d259a4687084",
"reactionHash": "5dda71f636c1fe9819ea5de4d1634491cb8b3f171599a31652e3ff341e3d25f0"
},
"children": [
{
"id": "6419",
"routeId": "sa_7c6dbb0a63a3ef4f277960fa",
"moleculeId": "sa_edac0a7fd043198784a28dd9",
"parentId": "6418",
"isLeaf": true,
"molecule": {
"id": "sa_edac0a7fd043198784a28dd9",
"inchikey": "GRYLNZFGIOXLOG-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])O"
},
"smiles": "O=[N+]([O-])O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "6420",
"routeId": "sa_7c6dbb0a63a3ef4f277960fa",
"moleculeId": "sa_4c41ff8934f89f4264341e1a",
"parentId": "6418",
"isLeaf": false,
"molecule": {
"id": "sa_4c41ff8934f89f4264341e1a",
"inchikey": "KDZSRZVNYBIKNM-UHFFFAOYSA-N",
"smiles": "Clc1ccc(-c2nc3n(c2Cl)CCCC3)c(Cl)c1"
},
"smiles": "Clc1ccc(-c2nc3n(c2Cl)CCCC3)c(Cl)c1",
"reactionStepId": "sa_0de47c0923b403f03bed5d31",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06358885B1;;546935\",\"rsmi\":\"O=C1CCC(=O)N1[Cl:9].[Cl:1][c:2]1[cH:3][c:4]([Cl:5])[c:6](-[c:7]2[cH:8][n:10]3[c:15]([n:16]2)[CH2:14][CH2:13][CH2:12][CH2:11]3)[cH:17][cH:18]1>CCCCCC.CCOC(C)=O.CN(C)C=O.O>[Cl:1][c:2]1[cH:3][c:4]([Cl:5])[c:6](-[c:7]2[c:8]([Cl:9])[n:10]3[c:15]([n:16]2)[CH2:14][CH2:13][CH2:12][CH2:11]3)[cH:17][cH:18]1\"},\"mapped_reaction_smiles\":\"O=C1CCC(=O)N1[Cl:9].[Cl:1][c:2]1[cH:3][c:4]([Cl:5])[c:6](-[c:7]2[cH:8][n:10]3[c:15]([n:16]2)[CH2:14][CH2:13][CH2:12][CH2:11]3)[cH:17][cH:18]1>CCCCCC.CCOC(C)=O.CN(C)C=O.O>[Cl:1][c:2]1[cH:3][c:4]([Cl:5])[c:6](-[c:7]2[c:8]([Cl:9])[n:10]3[c:15]([n:16]2)[CH2:14][CH2:13][CH2:12][CH2:11]3)[cH:17][cH:18]1\"}",
"reactionStep": {
"id": "sa_0de47c0923b403f03bed5d31",
"reactionHash": "1feb7e650e50c2d108b95ad69926a6f85c0cd9843206af64a7b223280b652a7a"
},
"children": [
{
"id": "6421",
"routeId": "sa_7c6dbb0a63a3ef4f277960fa",
"moleculeId": "sa_a576f9b9a2caa305053d217d",
"parentId": "6420",
"isLeaf": true,
"molecule": {
"id": "sa_a576f9b9a2caa305053d217d",
"inchikey": "JRNVZBWKYDBUCA-UHFFFAOYSA-N",
"smiles": "O=C1CCC(=O)N1Cl"
},
"smiles": "O=C1CCC(=O)N1Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "6422",
"routeId": "sa_7c6dbb0a63a3ef4f277960fa",
"moleculeId": "sa_b0170d28eaec994a8e11570d",
"parentId": "6420",
"isLeaf": false,
"molecule": {
"id": "sa_b0170d28eaec994a8e11570d",
"inchikey": "LRDCKQGNZIQDOA-UHFFFAOYSA-N",
"smiles": "Clc1ccc(-c2cn3c(n2)CCCC3)c(Cl)c1"
},
"smiles": "Clc1ccc(-c2cn3c(n2)CCCC3)c(Cl)c1",
"reactionStepId": "sa_4b0b41bf310760501cd47e78",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06358885B1;;546933\",\"rsmi\":\"[Cl:1][c:2]1[cH:3][c:4]([Cl:5])[c:6](-[c:7]2[cH:8][n:9]3[cH:10][cH:11][cH:12][cH:13][c:14]3[n:15]2)[cH:16][cH:17]1>CCO.Cl.O=[Pt].[H][H]>[Cl:1][c:2]1[cH:3][c:4]([Cl:5])[c:6](-[c:7]2[cH:8][n:9]3[c:14]([n:15]2)[CH2:13][CH2:12][CH2:11][CH2:10]3)[cH:16][cH:17]1\"},\"mapped_reaction_smiles\":\"[Cl:1][c:2]1[cH:3][c:4]([Cl:5])[c:6](-[c:7]2[cH:8][n:9]3[cH:10][cH:11][cH:12][cH:13][c:14]3[n:15]2)[cH:16][cH:17]1>CCO.Cl.O=[Pt].[H][H]>[Cl:1][c:2]1[cH:3][c:4]([Cl:5])[c:6](-[c:7]2[cH:8][n:9]3[c:14]([n:15]2)[CH2:13][CH2:12][CH2:11][CH2:10]3)[cH:16][cH:17]1\"}",
"reactionStep": {
"id": "sa_4b0b41bf310760501cd47e78",
"reactionHash": "62ad56da78dbe86a216ce411dd437626a478765eff1755627606e3668bd24a23"
},
"children": [
{
"id": "6423",
"routeId": "sa_7c6dbb0a63a3ef4f277960fa",
"moleculeId": "sa_4ab273f4423460c71af41ee6",
"parentId": "6422",
"isLeaf": false,
"molecule": {
"id": "sa_4ab273f4423460c71af41ee6",
"inchikey": "JJLBGDXLNZJWKV-UHFFFAOYSA-N",
"smiles": "Clc1ccc(-c2cn3ccccc3n2)c(Cl)c1"
},
"smiles": "Clc1ccc(-c2cn3ccccc3n2)c(Cl)c1",
"reactionStepId": "sa_45567812cd2407fdca724aff",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06358885B1;;546932\",\"rsmi\":\"O=[C:7]([c:6]1[c:4]([Cl:5])[cH:3][c:2]([Cl:1])[cH:17][cH:16]1)[CH2:8]Cl.[n:9]1[cH:10][cH:11][cH:12][cH:13][c:14]1[NH2:15]>CCO.CCOC(C)=O.O=C(O)O.[Na+]>[Cl:1][c:2]1[cH:3][c:4]([Cl:5])[c:6](-[c:7]2[cH:8][n:9]3[cH:10][cH:11][cH:12][cH:13][c:14]3[n:15]2)[cH:16][cH:17]1\"},\"mapped_reaction_smiles\":\"O=[C:7]([c:6]1[c:4]([Cl:5])[cH:3][c:2]([Cl:1])[cH:17][cH:16]1)[CH2:8]Cl.[n:9]1[cH:10][cH:11][cH:12][cH:13][c:14]1[NH2:15]>CCO.CCOC(C)=O.O=C(O)O.[Na+]>[Cl:1][c:2]1[cH:3][c:4]([Cl:5])[c:6](-[c:7]2[cH:8][n:9]3[cH:10][cH:11][cH:12][cH:13][c:14]3[n:15]2)[cH:16][cH:17]1\"}",
"reactionStep": {
"id": "sa_45567812cd2407fdca724aff",
"reactionHash": "2ba4f4376cbf962d39d062d7ad8f8c4e332d9029349c6fd5a134e4d5178aec49"
},
"children": [
{
"id": "6424",
"routeId": "sa_7c6dbb0a63a3ef4f277960fa",
"moleculeId": "sa_9d881fcfb8e5da75f7e5b12a",
"parentId": "6423",
"isLeaf": true,
"molecule": {
"id": "sa_9d881fcfb8e5da75f7e5b12a",
"inchikey": "ICSNLGPSRYBMBD-UHFFFAOYSA-N",
"smiles": "Nc1ccccn1"
},
"smiles": "Nc1ccccn1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "6425",
"routeId": "sa_7c6dbb0a63a3ef4f277960fa",
"moleculeId": "sa_04d89bd136433b8d55e0104f",
"parentId": "6423",
"isLeaf": true,
"molecule": {
"id": "sa_04d89bd136433b8d55e0104f",
"inchikey": "VYWPPRLJNVHPEU-UHFFFAOYSA-N",
"smiles": "O=C(CCl)c1ccc(Cl)cc1Cl"
},
"smiles": "O=C(CCl)c1ccc(Cl)cc1Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
}