Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Clc1ccc(-c2cc(Br)sc2COC2CCCCO2)cc1
InChiKey
CXFPCCUPGIWWLC-UHFFFAOYSA-N
Route Signature
6a8b320f084789073157c460e302bd0f0b32b8e95f477085ff0f224f9d9279c8
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_298d7d2e07ae369ebfa22f96",
"signature": "6a8b320f084789073157c460e302bd0f0b32b8e95f477085ff0f224f9d9279c8",
"contentHash": "0717d743d0d1755c0a3eb36dfc3312a129574719a6a716dbc517d96ecc635e75",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_4c02bd3bd4547c6bf10279f1",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-05298",
"moleculeId": "sa_475c5fbf97fe0ed905d2cfd6",
"smiles": "Clc1ccc(-c2cc(Br)sc2COC2CCCCO2)cc1",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_475c5fbf97fe0ed905d2cfd6",
"inchikey": "CXFPCCUPGIWWLC-UHFFFAOYSA-N",
"smiles": "Clc1ccc(-c2cc(Br)sc2COC2CCCCO2)cc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "7641",
"routeId": "sa_298d7d2e07ae369ebfa22f96",
"moleculeId": "sa_475c5fbf97fe0ed905d2cfd6",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_475c5fbf97fe0ed905d2cfd6",
"inchikey": "CXFPCCUPGIWWLC-UHFFFAOYSA-N",
"smiles": "Clc1ccc(-c2cc(Br)sc2COC2CCCCO2)cc1"
},
"smiles": "Clc1ccc(-c2cc(Br)sc2COC2CCCCO2)cc1",
"reactionStepId": "sa_5b14ff31796a047f09020ff9",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US09067898B1;1074;1632921\",\"rsmi\":\"[CH:10]1=[CH:11][CH2:12][CH2:13][CH2:14][O:15]1.[Cl:1][c:2]1[cH:3][cH:4][c:5](-[c:6]2[c:7]([CH2:8][OH:9])[s:16][c:17]([Br:18])[cH:19]2)[cH:20][cH:21]1>Cc1ccc(S(=O)(=O)O)cc1.ClCCl.c1ccncc1>[Cl:1][c:2]1[cH:3][cH:4][c:5](-[c:6]2[c:7]([CH2:8][O:9][CH:10]3[CH2:11][CH2:12][CH2:13][CH2:14][O:15]3)[s:16][c:17]([Br:18])[cH:19]2)[cH:20][cH:21]1\"},\"mapped_reaction_smiles\":\"[CH:10]1=[CH:11][CH2:12][CH2:13][CH2:14][O:15]1.[Cl:1][c:2]1[cH:3][cH:4][c:5](-[c:6]2[c:7]([CH2:8][OH:9])[s:16][c:17]([Br:18])[cH:19]2)[cH:20][cH:21]1>Cc1ccc(S(=O)(=O)O)cc1.ClCCl.c1ccncc1>[Cl:1][c:2]1[cH:3][cH:4][c:5](-[c:6]2[c:7]([CH2:8][O:9][CH:10]3[CH2:11][CH2:12][CH2:13][CH2:14][O:15]3)[s:16][c:17]([Br:18])[cH:19]2)[cH:20][cH:21]1\"}",
"reactionStep": {
"id": "sa_5b14ff31796a047f09020ff9",
"reactionHash": "c8ae19cd35e8b17541b278ab6f88a7bca30dd21e06291957ced400e7a61a0454"
},
"children": [
{
"id": "7642",
"routeId": "sa_298d7d2e07ae369ebfa22f96",
"moleculeId": "sa_359472b115a712c065ff6c19",
"parentId": "7641",
"isLeaf": true,
"molecule": {
"id": "sa_359472b115a712c065ff6c19",
"inchikey": "BUDQDWGNQVEFAC-UHFFFAOYSA-N",
"smiles": "C1=COCCC1"
},
"smiles": "C1=COCCC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "7643",
"routeId": "sa_298d7d2e07ae369ebfa22f96",
"moleculeId": "sa_3360685d627fe4c785f993fb",
"parentId": "7641",
"isLeaf": false,
"molecule": {
"id": "sa_3360685d627fe4c785f993fb",
"inchikey": "KOAVOYUAZYGMKI-UHFFFAOYSA-N",
"smiles": "OCc1sc(Br)cc1-c1ccc(Cl)cc1"
},
"smiles": "OCc1sc(Br)cc1-c1ccc(Cl)cc1",
"reactionStepId": "sa_e6da0936d7702f86f9850e97",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US09067898B1;1072;1632920\",\"rsmi\":\"O=C1CCC(=O)N1[Br:14].[OH:1][CH2:2][c:3]1[c:4](-[c:5]2[cH:6][cH:7][c:8]([Cl:9])[cH:10][cH:11]2)[cH:12][cH:13][s:15]1>CCOC(C)=O.CN(C)C=O>[OH:1][CH2:2][c:3]1[c:4](-[c:5]2[cH:6][cH:7][c:8]([Cl:9])[cH:10][cH:11]2)[cH:12][c:13]([Br:14])[s:15]1\"},\"mapped_reaction_smiles\":\"O=C1CCC(=O)N1[Br:14].[OH:1][CH2:2][c:3]1[c:4](-[c:5]2[cH:6][cH:7][c:8]([Cl:9])[cH:10][cH:11]2)[cH:12][cH:13][s:15]1>CCOC(C)=O.CN(C)C=O>[OH:1][CH2:2][c:3]1[c:4](-[c:5]2[cH:6][cH:7][c:8]([Cl:9])[cH:10][cH:11]2)[cH:12][c:13]([Br:14])[s:15]1\"}",
"reactionStep": {
"id": "sa_e6da0936d7702f86f9850e97",
"reactionHash": "daf0054db841a692c7adae9783954363b55d0985f9b8510b6eefefce2ed5d9c3"
},
"children": [
{
"id": "7644",
"routeId": "sa_298d7d2e07ae369ebfa22f96",
"moleculeId": "sa_ccdcf23ac83e7a68bfa4f2e5",
"parentId": "7643",
"isLeaf": true,
"molecule": {
"id": "sa_ccdcf23ac83e7a68bfa4f2e5",
"inchikey": "PCLIMKBDDGJMGD-UHFFFAOYSA-N",
"smiles": "O=C1CCC(=O)N1Br"
},
"smiles": "O=C1CCC(=O)N1Br",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "7645",
"routeId": "sa_298d7d2e07ae369ebfa22f96",
"moleculeId": "sa_32c60ec81dc019fc738cab68",
"parentId": "7643",
"isLeaf": false,
"molecule": {
"id": "sa_32c60ec81dc019fc738cab68",
"inchikey": "VWQRYSCNHZDXDK-UHFFFAOYSA-N",
"smiles": "OCc1sccc1-c1ccc(Cl)cc1"
},
"smiles": "OCc1sccc1-c1ccc(Cl)cc1",
"reactionStepId": "sa_6f54c4785e4b947ebc5e7041",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US09067898B1;1052;1632913\",\"rsmi\":\"[O:1]=[CH:2][c:3]1[c:4](-[c:5]2[cH:6][cH:7][c:8]([Cl:9])[cH:10][cH:11]2)[cH:12][cH:13][s:14]1>C1CCOC1.[Al+3].[HH].[HH].[HH].[HH].[Li+]>[OH:1][CH2:2][c:3]1[c:4](-[c:5]2[cH:6][cH:7][c:8]([Cl:9])[cH:10][cH:11]2)[cH:12][cH:13][s:14]1\"},\"mapped_reaction_smiles\":\"[O:1]=[CH:2][c:3]1[c:4](-[c:5]2[cH:6][cH:7][c:8]([Cl:9])[cH:10][cH:11]2)[cH:12][cH:13][s:14]1>C1CCOC1.[Al+3].[HH].[HH].[HH].[HH].[Li+]>[OH:1][CH2:2][c:3]1[c:4](-[c:5]2[cH:6][cH:7][c:8]([Cl:9])[cH:10][cH:11]2)[cH:12][cH:13][s:14]1\"}",
"reactionStep": {
"id": "sa_6f54c4785e4b947ebc5e7041",
"reactionHash": "13c5d84438dfca900200cdb118a3e4f6d2e6503b5695983f42526ca6f278a02b"
},
"children": [
{
"id": "7646",
"routeId": "sa_298d7d2e07ae369ebfa22f96",
"moleculeId": "sa_ae569b4dbb3c6be7a7a0c5ed",
"parentId": "7645",
"isLeaf": false,
"molecule": {
"id": "sa_ae569b4dbb3c6be7a7a0c5ed",
"inchikey": "UFAAJIYLVHUDFG-UHFFFAOYSA-N",
"smiles": "O=Cc1sccc1-c1ccc(Cl)cc1"
},
"smiles": "O=Cc1sccc1-c1ccc(Cl)cc1",
"reactionStepId": "sa_15c5c028b4e490b6170757fd",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US09067898B1;1050;1632912\",\"rsmi\":\"Br[c:4]1[c:3]([CH:2]=[O:1])[s:14][cH:13][cH:12]1.OB(O)[c:5]1[cH:6][cH:7][c:8]([Cl:9])[cH:10][cH:11]1>COCCOC.O.O=C(O)O.[Na+].[Na+].c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[O:1]=[CH:2][c:3]1[c:4](-[c:5]2[cH:6][cH:7][c:8]([Cl:9])[cH:10][cH:11]2)[cH:12][cH:13][s:14]1\"},\"mapped_reaction_smiles\":\"Br[c:4]1[c:3]([CH:2]=[O:1])[s:14][cH:13][cH:12]1.OB(O)[c:5]1[cH:6][cH:7][c:8]([Cl:9])[cH:10][cH:11]1>COCCOC.O.O=C(O)O.[Na+].[Na+].c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[O:1]=[CH:2][c:3]1[c:4](-[c:5]2[cH:6][cH:7][c:8]([Cl:9])[cH:10][cH:11]2)[cH:12][cH:13][s:14]1\"}",
"reactionStep": {
"id": "sa_15c5c028b4e490b6170757fd",
"reactionHash": "9c8b188b4a0e0e3fc4b60a418770793b41df2390cb3a056dcc50b488b3ef2056"
},
"children": [
{
"id": "7647",
"routeId": "sa_298d7d2e07ae369ebfa22f96",
"moleculeId": "sa_73f5935f0d28b638a74ba0d6",
"parentId": "7646",
"isLeaf": true,
"molecule": {
"id": "sa_73f5935f0d28b638a74ba0d6",
"inchikey": "BCZHCWCOQDRYGS-UHFFFAOYSA-N",
"smiles": "O=Cc1sccc1Br"
},
"smiles": "O=Cc1sccc1Br",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "7648",
"routeId": "sa_298d7d2e07ae369ebfa22f96",
"moleculeId": "sa_5d138efe9efde875d5b3e368",
"parentId": "7646",
"isLeaf": true,
"molecule": {
"id": "sa_5d138efe9efde875d5b3e368",
"inchikey": "CAYQIZIAYYNFCS-UHFFFAOYSA-N",
"smiles": "OB(O)c1ccc(Cl)cc1"
},
"smiles": "OB(O)c1ccc(Cl)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
}