Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1cc(C(=O)N(C)c2ccccc2-c2ccco2)ccc1C#N
InChiKey
WMWWCTJJFYQXBO-UHFFFAOYSA-N
Route Signature
bab56e4fb9ad2e7219b1e6618be117b9103adef76822b119373491c259fc63e0
Synthesis route with 3 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_607e67149fcc813b82b069e9",
"signature": "bab56e4fb9ad2e7219b1e6618be117b9103adef76822b119373491c259fc63e0",
"contentHash": "2d8c5ef3e563ae3e83c2753aaa0876296776a67cf6f3cd3f02d75f555575d791",
"length": 3,
"isConvergent": true
},
"target": {
"id": "sa_a11ab59c081c1261395c8aa6",
"benchmarkSetId": "7390a9c2522b1c81605e80a42a8de7c7ad9a5797d028633b54904bc78f091bb8",
"targetId": "n5-02057",
"moleculeId": "sa_631e216e1b56e8cd0fbdff19",
"smiles": "Cc1cc(C(=O)N(C)c2ccccc2-c2ccco2)ccc1C#N",
"routeLength": 3,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_631e216e1b56e8cd0fbdff19",
"inchikey": "WMWWCTJJFYQXBO-UHFFFAOYSA-N",
"smiles": "Cc1cc(C(=O)N(C)c2ccccc2-c2ccco2)ccc1C#N"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 4
},
"rootNode": {
"id": "1679",
"routeId": "sa_607e67149fcc813b82b069e9",
"moleculeId": "sa_631e216e1b56e8cd0fbdff19",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_631e216e1b56e8cd0fbdff19",
"inchikey": "WMWWCTJJFYQXBO-UHFFFAOYSA-N",
"smiles": "Cc1cc(C(=O)N(C)c2ccccc2-c2ccco2)ccc1C#N"
},
"smiles": "Cc1cc(C(=O)N(C)c2ccccc2-c2ccco2)ccc1C#N",
"reactionStepId": "sa_30cc3b672a62b2b13b30d323",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080234250A1;0215;612822\",\"rsmi\":\"I[CH3:12].[CH3:1][c:2]1[c:3]([C:4]#[N:5])[cH:6][cH:7][c:8]([C:9](=[O:10])[NH:11][c:13]2[c:14](-[c:15]3[cH:16][cH:17][cH:18][o:19]3)[cH:20][cH:21][cH:22][cH:23]2)[cH:24]1>CN(C)C=O.[HH].[Na+]>[CH3:1][c:2]1[c:3]([C:4]#[N:5])[cH:6][cH:7][c:8]([C:9](=[O:10])[N:11]([CH3:12])[c:13]2[c:14](-[c:15]3[cH:16][cH:17][cH:18][o:19]3)[cH:20][cH:21][cH:22][cH:23]2)[cH:24]1\"},\"mapped_reaction_smiles\":\"I[CH3:12].[CH3:1][c:2]1[c:3]([C:4]#[N:5])[cH:6][cH:7][c:8]([C:9](=[O:10])[NH:11][c:13]2[c:14](-[c:15]3[cH:16][cH:17][cH:18][o:19]3)[cH:20][cH:21][cH:22][cH:23]2)[cH:24]1>CN(C)C=O.[HH].[Na+]>[CH3:1][c:2]1[c:3]([C:4]#[N:5])[cH:6][cH:7][c:8]([C:9](=[O:10])[N:11]([CH3:12])[c:13]2[c:14](-[c:15]3[cH:16][cH:17][cH:18][o:19]3)[cH:20][cH:21][cH:22][cH:23]2)[cH:24]1\"}",
"reactionStep": {
"id": "sa_30cc3b672a62b2b13b30d323",
"reactionHash": "81b8f5dcd485a2cdf06c7d767300ed1d6ab50cc998e1827acce5c641288a4b98"
},
"children": [
{
"id": "1680",
"routeId": "sa_607e67149fcc813b82b069e9",
"moleculeId": "sa_82fdccf7d1cc329c9db73f21",
"parentId": "1679",
"isLeaf": true,
"molecule": {
"id": "sa_82fdccf7d1cc329c9db73f21",
"inchikey": "INQOMBQAUSQDDS-UHFFFAOYSA-N",
"smiles": "CI"
},
"smiles": "CI",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "1681",
"routeId": "sa_607e67149fcc813b82b069e9",
"moleculeId": "sa_debbcde8b71e757d400d7470",
"parentId": "1679",
"isLeaf": false,
"molecule": {
"id": "sa_debbcde8b71e757d400d7470",
"inchikey": "SSONKVMLLKTGGS-UHFFFAOYSA-N",
"smiles": "Cc1cc(C(=O)Nc2ccccc2-c2ccco2)ccc1C#N"
},
"smiles": "Cc1cc(C(=O)Nc2ccccc2-c2ccco2)ccc1C#N",
"reactionStepId": "sa_2ba60f195af6114f93467ff6",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080234250A1;0214;612821\",\"rsmi\":\"O[C:9]([c:8]1[cH:7][cH:6][c:3]([C:4]#[N:5])[c:2]([CH3:1])[cH:23]1)=[O:10].[NH2:11][c:12]1[c:13](-[c:14]2[cH:15][cH:16][cH:17][o:18]2)[cH:19][cH:20][cH:21][cH:22]1>CCN(CC)CC.Cc1ccccc1.ClCCl.O=S(Cl)Cl>[CH3:1][c:2]1[c:3]([C:4]#[N:5])[cH:6][cH:7][c:8]([C:9](=[O:10])[NH:11][c:12]2[c:13](-[c:14]3[cH:15][cH:16][cH:17][o:18]3)[cH:19][cH:20][cH:21][cH:22]2)[cH:23]1\"},\"mapped_reaction_smiles\":\"O[C:9]([c:8]1[cH:7][cH:6][c:3]([C:4]#[N:5])[c:2]([CH3:1])[cH:23]1)=[O:10].[NH2:11][c:12]1[c:13](-[c:14]2[cH:15][cH:16][cH:17][o:18]2)[cH:19][cH:20][cH:21][cH:22]1>CCN(CC)CC.Cc1ccccc1.ClCCl.O=S(Cl)Cl>[CH3:1][c:2]1[c:3]([C:4]#[N:5])[cH:6][cH:7][c:8]([C:9](=[O:10])[NH:11][c:12]2[c:13](-[c:14]3[cH:15][cH:16][cH:17][o:18]3)[cH:19][cH:20][cH:21][cH:22]2)[cH:23]1\"}",
"reactionStep": {
"id": "sa_2ba60f195af6114f93467ff6",
"reactionHash": "ad06b04a053822bdfc2b9005711db6858131cfd90496cd8edd4e2e5d2985be44"
},
"children": [
{
"id": "1682",
"routeId": "sa_607e67149fcc813b82b069e9",
"moleculeId": "sa_fee1d1d8f0c6cab8aa6d590c",
"parentId": "1681",
"isLeaf": false,
"molecule": {
"id": "sa_fee1d1d8f0c6cab8aa6d590c",
"inchikey": "LTRYUAZFLOGRLJ-UHFFFAOYSA-N",
"smiles": "Cc1cc(C(=O)O)ccc1C#N"
},
"smiles": "Cc1cc(C(=O)O)ccc1C#N",
"reactionStepId": "sa_5fa77699618067e8b4898726",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080234250A1;0116;612778\",\"rsmi\":\"Br[c:8]1[cH:7][cH:6][c:3]([C:4]#[N:5])[c:2]([CH3:1])[cH:12]1.[C:9](=[O:10])=[O:11]>C1CCOC1.O.[Li]CCCC>[CH3:1][c:2]1[c:3]([C:4]#[N:5])[cH:6][cH:7][c:8]([C:9](=[O:10])[OH:11])[cH:12]1\"},\"mapped_reaction_smiles\":\"Br[c:8]1[cH:7][cH:6][c:3]([C:4]#[N:5])[c:2]([CH3:1])[cH:12]1.[C:9](=[O:10])=[O:11]>C1CCOC1.O.[Li]CCCC>[CH3:1][c:2]1[c:3]([C:4]#[N:5])[cH:6][cH:7][c:8]([C:9](=[O:10])[OH:11])[cH:12]1\"}",
"reactionStep": {
"id": "sa_5fa77699618067e8b4898726",
"reactionHash": "ae07181f82f3fa7b53b805a19a2a3264c140d49fd421eebf8c3ed5a7b28c27cf"
},
"children": [
{
"id": "1683",
"routeId": "sa_607e67149fcc813b82b069e9",
"moleculeId": "sa_4f5fbd7ef0cd09a8d3e2a83c",
"parentId": "1682",
"isLeaf": true,
"molecule": {
"id": "sa_4f5fbd7ef0cd09a8d3e2a83c",
"inchikey": "CURLTUGMZLYLDI-UHFFFAOYSA-N",
"smiles": "O=C=O"
},
"smiles": "O=C=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "1684",
"routeId": "sa_607e67149fcc813b82b069e9",
"moleculeId": "sa_caed5793e4342f9dbeeb0be4",
"parentId": "1682",
"isLeaf": true,
"molecule": {
"id": "sa_caed5793e4342f9dbeeb0be4",
"inchikey": "LPEBMDFRIKYFCF-UHFFFAOYSA-N",
"smiles": "Cc1cc(Br)ccc1C#N"
},
"smiles": "Cc1cc(Br)ccc1C#N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "1685",
"routeId": "sa_607e67149fcc813b82b069e9",
"moleculeId": "sa_b12eb8bf2de1906c2de6a41c",
"parentId": "1681",
"isLeaf": false,
"molecule": {
"id": "sa_b12eb8bf2de1906c2de6a41c",
"inchikey": "RQBZXUOVNFIZGW-UHFFFAOYSA-N",
"smiles": "Nc1ccccc1-c1ccco1"
},
"smiles": "Nc1ccccc1-c1ccco1",
"reactionStepId": "sa_5239cb8fbe38cc1d58d7a2d2",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080234250A1;0213;612820\",\"rsmi\":\"Br[c:3]1[c:2]([NH2:1])[cH:12][cH:11][cH:10][cH:9]1.OB(O)[c:4]1[cH:5][cH:6][cH:7][o:8]1>C1CCOC1.O=C(O)O.[Na+].[Na+].c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[NH2:1][c:2]1[c:3](-[c:4]2[cH:5][cH:6][cH:7][o:8]2)[cH:9][cH:10][cH:11][cH:12]1\"},\"mapped_reaction_smiles\":\"Br[c:3]1[c:2]([NH2:1])[cH:12][cH:11][cH:10][cH:9]1.OB(O)[c:4]1[cH:5][cH:6][cH:7][o:8]1>C1CCOC1.O=C(O)O.[Na+].[Na+].c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[NH2:1][c:2]1[c:3](-[c:4]2[cH:5][cH:6][cH:7][o:8]2)[cH:9][cH:10][cH:11][cH:12]1\"}",
"reactionStep": {
"id": "sa_5239cb8fbe38cc1d58d7a2d2",
"reactionHash": "0d41c7299593deba3c58ff427200fa7e29f38a6e52dba9807aa42e27478247ba"
},
"children": [
{
"id": "1686",
"routeId": "sa_607e67149fcc813b82b069e9",
"moleculeId": "sa_68431ec37fc6e99a03c0f337",
"parentId": "1685",
"isLeaf": true,
"molecule": {
"id": "sa_68431ec37fc6e99a03c0f337",
"inchikey": "AOPBDRUWRLBSDB-UHFFFAOYSA-N",
"smiles": "Nc1ccccc1Br"
},
"smiles": "Nc1ccccc1Br",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "1687",
"routeId": "sa_607e67149fcc813b82b069e9",
"moleculeId": "sa_8ea08cc0222a01cefaca250c",
"parentId": "1685",
"isLeaf": true,
"molecule": {
"id": "sa_8ea08cc0222a01cefaca250c",
"inchikey": "PZJSZBJLOWMDRG-UHFFFAOYSA-N",
"smiles": "OB(O)c1ccco1"
},
"smiles": "OB(O)c1ccco1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}