Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
N#CCOc1ccc(-c2ccc(=O)n(Cc3ccc(Cl)cc3F)c2)cc1
InChiKey
KWNJGAJBZKLZTJ-UHFFFAOYSA-N
Route Signature
e217fc8ae33025062bc2ac9ae2ce0b2e0ac43483012818d380b862b4e74ed074
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_ef86d0073cc95310ec051918",
"signature": "e217fc8ae33025062bc2ac9ae2ce0b2e0ac43483012818d380b862b4e74ed074",
"contentHash": "a3ccf58aa516a597512332a0323a5c7dbe5888b2f8015fbfdab17bb36fcb4d11",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_6ee6688a703b5464300a344f",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-03538",
"moleculeId": "sa_ee74a68e234db40035918881",
"smiles": "N#CCOc1ccc(-c2ccc(=O)n(Cc3ccc(Cl)cc3F)c2)cc1",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_ee74a68e234db40035918881",
"inchikey": "KWNJGAJBZKLZTJ-UHFFFAOYSA-N",
"smiles": "N#CCOc1ccc(-c2ccc(=O)n(Cc3ccc(Cl)cc3F)c2)cc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "6928",
"routeId": "sa_ef86d0073cc95310ec051918",
"moleculeId": "sa_ee74a68e234db40035918881",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_ee74a68e234db40035918881",
"inchikey": "KWNJGAJBZKLZTJ-UHFFFAOYSA-N",
"smiles": "N#CCOc1ccc(-c2ccc(=O)n(Cc3ccc(Cl)cc3F)c2)cc1"
},
"smiles": "N#CCOc1ccc(-c2ccc(=O)n(Cc3ccc(Cl)cc3F)c2)cc1",
"reactionStepId": "sa_06e27dd17d424211ba0a64b3",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08399493B2;0659;1296413\",\"rsmi\":\"Br[CH2:3][C:2]#[N:1].[OH:4][c:5]1[cH:6][cH:7][c:8](-[c:9]2[cH:10][n:11]([CH2:12][c:13]3[c:14]([F:15])[cH:16][c:17]([Cl:18])[cH:19][cH:20]3)[c:21](=[O:22])[cH:23][cH:24]2)[cH:25][cH:26]1>CC#N.O=C(O)O.[K+].[K+]>[N:1]#[C:2][CH2:3][O:4][c:5]1[cH:6][cH:7][c:8](-[c:9]2[cH:10][n:11]([CH2:12][c:13]3[c:14]([F:15])[cH:16][c:17]([Cl:18])[cH:19][cH:20]3)[c:21](=[O:22])[cH:23][cH:24]2)[cH:25][cH:26]1\"},\"mapped_reaction_smiles\":\"Br[CH2:3][C:2]#[N:1].[OH:4][c:5]1[cH:6][cH:7][c:8](-[c:9]2[cH:10][n:11]([CH2:12][c:13]3[c:14]([F:15])[cH:16][c:17]([Cl:18])[cH:19][cH:20]3)[c:21](=[O:22])[cH:23][cH:24]2)[cH:25][cH:26]1>CC#N.O=C(O)O.[K+].[K+]>[N:1]#[C:2][CH2:3][O:4][c:5]1[cH:6][cH:7][c:8](-[c:9]2[cH:10][n:11]([CH2:12][c:13]3[c:14]([F:15])[cH:16][c:17]([Cl:18])[cH:19][cH:20]3)[c:21](=[O:22])[cH:23][cH:24]2)[cH:25][cH:26]1\"}",
"reactionStep": {
"id": "sa_06e27dd17d424211ba0a64b3",
"reactionHash": "fc292979b9d178458caf354d17973c723c457e65fba744277de5fd86148f423f"
},
"children": [
{
"id": "6929",
"routeId": "sa_ef86d0073cc95310ec051918",
"moleculeId": "sa_5d1bd64a5850a4bf7396ac44",
"parentId": "6928",
"isLeaf": true,
"molecule": {
"id": "sa_5d1bd64a5850a4bf7396ac44",
"inchikey": "REXUYBKPWIPONM-UHFFFAOYSA-N",
"smiles": "N#CCBr"
},
"smiles": "N#CCBr",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "6930",
"routeId": "sa_ef86d0073cc95310ec051918",
"moleculeId": "sa_70b01c70e6118f864a654c27",
"parentId": "6928",
"isLeaf": false,
"molecule": {
"id": "sa_70b01c70e6118f864a654c27",
"inchikey": "UCFOQQLYAWQKNF-UHFFFAOYSA-N",
"smiles": "O=c1ccc(-c2ccc(O)cc2)cn1Cc1ccc(Cl)cc1F"
},
"smiles": "O=c1ccc(-c2ccc(O)cc2)cn1Cc1ccc(Cl)cc1F",
"reactionStepId": "sa_3b5217d1b9a04949a044525d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08399493B2;0657;1296412\",\"rsmi\":\"C[O:10][c:9]1[cH:8][cH:7][c:6](-[c:5]2[cH:4][cH:3][c:2](=[O:1])[n:14]([CH2:15][c:16]3[c:17]([F:18])[cH:19][c:20]([Cl:21])[cH:22][cH:23]3)[cH:13]2)[cH:12][cH:11]1>BrB(Br)Br.CO.ClCCl>[O:1]=[c:2]1[cH:3][cH:4][c:5](-[c:6]2[cH:7][cH:8][c:9]([OH:10])[cH:11][cH:12]2)[cH:13][n:14]1[CH2:15][c:16]1[c:17]([F:18])[cH:19][c:20]([Cl:21])[cH:22][cH:23]1\"},\"mapped_reaction_smiles\":\"C[O:10][c:9]1[cH:8][cH:7][c:6](-[c:5]2[cH:4][cH:3][c:2](=[O:1])[n:14]([CH2:15][c:16]3[c:17]([F:18])[cH:19][c:20]([Cl:21])[cH:22][cH:23]3)[cH:13]2)[cH:12][cH:11]1>BrB(Br)Br.CO.ClCCl>[O:1]=[c:2]1[cH:3][cH:4][c:5](-[c:6]2[cH:7][cH:8][c:9]([OH:10])[cH:11][cH:12]2)[cH:13][n:14]1[CH2:15][c:16]1[c:17]([F:18])[cH:19][c:20]([Cl:21])[cH:22][cH:23]1\"}",
"reactionStep": {
"id": "sa_3b5217d1b9a04949a044525d",
"reactionHash": "de2b04ed7c2596952e9bca19d71454026d5cc42c74c8341da8b8e6e7ba7211d8"
},
"children": [
{
"id": "6931",
"routeId": "sa_ef86d0073cc95310ec051918",
"moleculeId": "sa_55f0fdde5b618b9c7d594cac",
"parentId": "6930",
"isLeaf": false,
"molecule": {
"id": "sa_55f0fdde5b618b9c7d594cac",
"inchikey": "VLTLVMNNIVBONY-UHFFFAOYSA-N",
"smiles": "COc1ccc(-c2ccc(=O)n(Cc3ccc(Cl)cc3F)c2)cc1"
},
"smiles": "COc1ccc(-c2ccc(=O)n(Cc3ccc(Cl)cc3F)c2)cc1",
"reactionStepId": "sa_c1229bdba4017ad60529e782",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08399493B2;0655;1296411\",\"rsmi\":\"Br[c:7]1[cH:8][n:9]([CH2:10][c:11]2[c:12]([F:13])[cH:14][c:15]([Cl:16])[cH:17][cH:18]2)[c:19](=[O:20])[cH:21][cH:22]1.OB(O)[c:6]1[cH:5][cH:4][c:3]([O:2][CH3:1])[cH:24][cH:23]1>>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6](-[c:7]2[cH:8][n:9]([CH2:10][c:11]3[c:12]([F:13])[cH:14][c:15]([Cl:16])[cH:17][cH:18]3)[c:19](=[O:20])[cH:21][cH:22]2)[cH:23][cH:24]1\"},\"mapped_reaction_smiles\":\"Br[c:7]1[cH:8][n:9]([CH2:10][c:11]2[c:12]([F:13])[cH:14][c:15]([Cl:16])[cH:17][cH:18]2)[c:19](=[O:20])[cH:21][cH:22]1.OB(O)[c:6]1[cH:5][cH:4][c:3]([O:2][CH3:1])[cH:24][cH:23]1>>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6](-[c:7]2[cH:8][n:9]([CH2:10][c:11]3[c:12]([F:13])[cH:14][c:15]([Cl:16])[cH:17][cH:18]3)[c:19](=[O:20])[cH:21][cH:22]2)[cH:23][cH:24]1\"}",
"reactionStep": {
"id": "sa_c1229bdba4017ad60529e782",
"reactionHash": "71182bb5c340959ae4eb5c90d6f48a2e9d1e77afbe64a35440af441a3c3f00db"
},
"children": [
{
"id": "6932",
"routeId": "sa_ef86d0073cc95310ec051918",
"moleculeId": "sa_7e9d7ee209f78ad83ff60641",
"parentId": "6931",
"isLeaf": false,
"molecule": {
"id": "sa_7e9d7ee209f78ad83ff60641",
"inchikey": "RZSIEFSHELKMSH-UHFFFAOYSA-N",
"smiles": "O=c1ccc(Br)cn1Cc1ccc(Cl)cc1F"
},
"smiles": "O=c1ccc(Br)cn1Cc1ccc(Cl)cc1F",
"reactionStepId": "sa_9592078f0b6120beecde205f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08399493B2;0571;1296381\",\"rsmi\":\"Br[CH2:9][c:10]1[c:11]([F:12])[cH:13][c:14]([Cl:15])[cH:16][cH:17]1.[O:1]=[c:2]1[cH:3][cH:4][c:5]([Br:6])[cH:7][nH:8]1>C1CCOC1.O=C(O)O.[K+].[K+]>[O:1]=[c:2]1[cH:3][cH:4][c:5]([Br:6])[cH:7][n:8]1[CH2:9][c:10]1[c:11]([F:12])[cH:13][c:14]([Cl:15])[cH:16][cH:17]1\"},\"mapped_reaction_smiles\":\"Br[CH2:9][c:10]1[c:11]([F:12])[cH:13][c:14]([Cl:15])[cH:16][cH:17]1.[O:1]=[c:2]1[cH:3][cH:4][c:5]([Br:6])[cH:7][nH:8]1>C1CCOC1.O=C(O)O.[K+].[K+]>[O:1]=[c:2]1[cH:3][cH:4][c:5]([Br:6])[cH:7][n:8]1[CH2:9][c:10]1[c:11]([F:12])[cH:13][c:14]([Cl:15])[cH:16][cH:17]1\"}",
"reactionStep": {
"id": "sa_9592078f0b6120beecde205f",
"reactionHash": "b58ca0f6241e0e256d197d1cd325e00c71dde5e7fe0c207606fd30951a0d596f"
},
"children": [
{
"id": "6933",
"routeId": "sa_ef86d0073cc95310ec051918",
"moleculeId": "sa_7d03916351a00d54afbfeedb",
"parentId": "6932",
"isLeaf": true,
"molecule": {
"id": "sa_7d03916351a00d54afbfeedb",
"inchikey": "NDMZZQRNZFWMEZ-UHFFFAOYSA-N",
"smiles": "Oc1ccc(Br)cn1"
},
"smiles": "O=c1ccc(Br)c[nH]1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "6934",
"routeId": "sa_ef86d0073cc95310ec051918",
"moleculeId": "sa_e1c380d3ad6c3861a7b9e218",
"parentId": "6932",
"isLeaf": true,
"molecule": {
"id": "sa_e1c380d3ad6c3861a7b9e218",
"inchikey": "UFCSSWZQROEFBZ-UHFFFAOYSA-N",
"smiles": "Fc1cc(Cl)ccc1CBr"
},
"smiles": "Fc1cc(Cl)ccc1CBr",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "6935",
"routeId": "sa_ef86d0073cc95310ec051918",
"moleculeId": "sa_55d789ee9479bf51b72a299b",
"parentId": "6931",
"isLeaf": true,
"molecule": {
"id": "sa_55d789ee9479bf51b72a299b",
"inchikey": "VOAAEKKFGLPLLU-UHFFFAOYSA-N",
"smiles": "COc1ccc(B(O)O)cc1"
},
"smiles": "COc1ccc(B(O)O)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}