Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COc1cc(N)ccc1OCCOCCNC(=O)OC(C)(C)C
InChiKey
ZKKSRRDBWDPAEX-UHFFFAOYSA-N
Route Signature
9e9aad69f2e3a8dcff747968a7d26ef312c1444694c4194d27f50784eb484ac2
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_c2162094478bfda505e162e8",
"signature": "9e9aad69f2e3a8dcff747968a7d26ef312c1444694c4194d27f50784eb484ac2",
"contentHash": "82549accd756060d197e5ddb3caf4214002a3c9075dc40112e0c2d12a4acbb08",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_9371b72ecf2a9f7c04708a51",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-02203",
"moleculeId": "sa_e984910d63e4fffd4dfe2d93",
"smiles": "COc1cc(N)ccc1OCCOCCNC(=O)OC(C)(C)C",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_e984910d63e4fffd4dfe2d93",
"inchikey": "ZKKSRRDBWDPAEX-UHFFFAOYSA-N",
"smiles": "COc1cc(N)ccc1OCCOCCNC(=O)OC(C)(C)C"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 3
},
"rootNode": {
"id": "6248",
"routeId": "sa_c2162094478bfda505e162e8",
"moleculeId": "sa_e984910d63e4fffd4dfe2d93",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_e984910d63e4fffd4dfe2d93",
"inchikey": "ZKKSRRDBWDPAEX-UHFFFAOYSA-N",
"smiles": "COc1cc(N)ccc1OCCOCCNC(=O)OC(C)(C)C"
},
"smiles": "COc1cc(N)ccc1OCCOCCNC(=O)OC(C)(C)C",
"reactionStepId": "sa_199d30c763be596e2d09b994",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150352108A1;0627;1798248\",\"rsmi\":\"O=[N+:22]([O-])[c:21]1[cH:20][cH:19][c:4]([O:5][CH2:6][CH2:7][O:8][CH2:9][CH2:10][NH:11][C:12](=[O:13])[O:14][C:15]([CH3:16])([CH3:17])[CH3:18])[c:3]([O:2][CH3:1])[cH:23]1>CO.[Pd]>[CH3:1][O:2][c:3]1[c:4]([O:5][CH2:6][CH2:7][O:8][CH2:9][CH2:10][NH:11][C:12](=[O:13])[O:14][C:15]([CH3:16])([CH3:17])[CH3:18])[cH:19][cH:20][c:21]([NH2:22])[cH:23]1\"},\"mapped_reaction_smiles\":\"O=[N+:22]([O-])[c:21]1[cH:20][cH:19][c:4]([O:5][CH2:6][CH2:7][O:8][CH2:9][CH2:10][NH:11][C:12](=[O:13])[O:14][C:15]([CH3:16])([CH3:17])[CH3:18])[c:3]([O:2][CH3:1])[cH:23]1>CO.[Pd]>[CH3:1][O:2][c:3]1[c:4]([O:5][CH2:6][CH2:7][O:8][CH2:9][CH2:10][NH:11][C:12](=[O:13])[O:14][C:15]([CH3:16])([CH3:17])[CH3:18])[cH:19][cH:20][c:21]([NH2:22])[cH:23]1\"}",
"reactionStep": {
"id": "sa_199d30c763be596e2d09b994",
"reactionHash": "748ad08b8f6e09401723c16f359e0bde19692d31c19a0644a364e23433b93589"
},
"children": [
{
"id": "6249",
"routeId": "sa_c2162094478bfda505e162e8",
"moleculeId": "sa_cebd8c834c8a51402a77ff10",
"parentId": "6248",
"isLeaf": false,
"molecule": {
"id": "sa_cebd8c834c8a51402a77ff10",
"inchikey": "XCEQQZVYMJRJEQ-UHFFFAOYSA-N",
"smiles": "COc1cc([N+](=O)[O-])ccc1OCCOCCNC(=O)OC(C)(C)C"
},
"smiles": "COc1cc([N+](=O)[O-])ccc1OCCOCCNC(=O)OC(C)(C)C",
"reactionStepId": "sa_53c7fdad6ceb549d00be9eee",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150352108A1;0643;1798256\",\"rsmi\":\"CS(=O)(=O)O[CH2:6][CH2:7][O:8][CH2:9][CH2:10][NH:11][C:12](=[O:13])[O:14][C:15]([CH3:16])([CH3:17])[CH3:18].[CH3:1][O:2][c:3]1[c:4]([OH:5])[cH:19][cH:20][c:21]([N+:22](=[O:23])[O-:24])[cH:25]1>CN(C)C=O.O=C(O)O.[Cs+].[Cs+]>[CH3:1][O:2][c:3]1[c:4]([O:5][CH2:6][CH2:7][O:8][CH2:9][CH2:10][NH:11][C:12](=[O:13])[O:14][C:15]([CH3:16])([CH3:17])[CH3:18])[cH:19][cH:20][c:21]([N+:22](=[O:23])[O-:24])[cH:25]1\"},\"mapped_reaction_smiles\":\"CS(=O)(=O)O[CH2:6][CH2:7][O:8][CH2:9][CH2:10][NH:11][C:12](=[O:13])[O:14][C:15]([CH3:16])([CH3:17])[CH3:18].[CH3:1][O:2][c:3]1[c:4]([OH:5])[cH:19][cH:20][c:21]([N+:22](=[O:23])[O-:24])[cH:25]1>CN(C)C=O.O=C(O)O.[Cs+].[Cs+]>[CH3:1][O:2][c:3]1[c:4]([O:5][CH2:6][CH2:7][O:8][CH2:9][CH2:10][NH:11][C:12](=[O:13])[O:14][C:15]([CH3:16])([CH3:17])[CH3:18])[cH:19][cH:20][c:21]([N+:22](=[O:23])[O-:24])[cH:25]1\"}",
"reactionStep": {
"id": "sa_53c7fdad6ceb549d00be9eee",
"reactionHash": "e6a3a97e7763c4371fbc7a7d3d0a453ae1feea2db33e544ddc8f16141593d291"
},
"children": [
{
"id": "6250",
"routeId": "sa_c2162094478bfda505e162e8",
"moleculeId": "sa_1f4f21c1b5506324f6d5b5e8",
"parentId": "6249",
"isLeaf": true,
"molecule": {
"id": "sa_1f4f21c1b5506324f6d5b5e8",
"inchikey": "IZLVFLOBTPURLP-UHFFFAOYSA-N",
"smiles": "COc1cc([N+](=O)[O-])ccc1O"
},
"smiles": "COc1cc([N+](=O)[O-])ccc1O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "6251",
"routeId": "sa_c2162094478bfda505e162e8",
"moleculeId": "sa_87cc05abe465130e9e3a9036",
"parentId": "6249",
"isLeaf": false,
"molecule": {
"id": "sa_87cc05abe465130e9e3a9036",
"inchikey": "ZDLSZXWATPDDQS-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)NCCOCCOS(C)(=O)=O"
},
"smiles": "CC(C)(C)OC(=O)NCCOCCOS(C)(=O)=O",
"reactionStepId": "sa_dcd88066f57b109936244875",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150352108A1;0641;1798255\",\"rsmi\":\"Cl[S:15]([CH3:16])(=[O:17])=[O:18].[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][CH2:9][CH2:10][O:11][CH2:12][CH2:13][OH:14]>CCN(CC)CC.ClCCl.O>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][CH2:9][CH2:10][O:11][CH2:12][CH2:13][O:14][S:15]([CH3:16])(=[O:17])=[O:18]\"},\"mapped_reaction_smiles\":\"Cl[S:15]([CH3:16])(=[O:17])=[O:18].[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][CH2:9][CH2:10][O:11][CH2:12][CH2:13][OH:14]>CCN(CC)CC.ClCCl.O>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][CH2:9][CH2:10][O:11][CH2:12][CH2:13][O:14][S:15]([CH3:16])(=[O:17])=[O:18]\"}",
"reactionStep": {
"id": "sa_dcd88066f57b109936244875",
"reactionHash": "0e02095dddc626f3bacfa50c984dc1c978a8b2c4ba63a0baa2533ca8f9b71f76"
},
"children": [
{
"id": "6252",
"routeId": "sa_c2162094478bfda505e162e8",
"moleculeId": "sa_6412d22a186d927d419ba89a",
"parentId": "6251",
"isLeaf": false,
"molecule": {
"id": "sa_6412d22a186d927d419ba89a",
"inchikey": "KSFVNEXYCULLEJ-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)NCCOCCO"
},
"smiles": "CC(C)(C)OC(=O)NCCOCCO",
"reactionStepId": "sa_35aba0a8d5be47f6a577f15b",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150352108A1;0639;1798254\",\"rsmi\":\"CC(C)(C)OC(=O)O[C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7].[NH2:8][CH2:9][CH2:10][O:11][CH2:12][CH2:13][OH:14]>ClC(Cl)Cl.O>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][CH2:9][CH2:10][O:11][CH2:12][CH2:13][OH:14]\"},\"mapped_reaction_smiles\":\"CC(C)(C)OC(=O)O[C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7].[NH2:8][CH2:9][CH2:10][O:11][CH2:12][CH2:13][OH:14]>ClC(Cl)Cl.O>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][CH2:9][CH2:10][O:11][CH2:12][CH2:13][OH:14]\"}",
"reactionStep": {
"id": "sa_35aba0a8d5be47f6a577f15b",
"reactionHash": "5574141241ba16e22983feb225f95e8a79c2b183ffa6d42bbd42e0d17821d146"
},
"children": [
{
"id": "6253",
"routeId": "sa_c2162094478bfda505e162e8",
"moleculeId": "sa_b273d4d4546165bca2b249b5",
"parentId": "6252",
"isLeaf": true,
"molecule": {
"id": "sa_b273d4d4546165bca2b249b5",
"inchikey": "DYHSDKLCOJIUFX-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C"
},
"smiles": "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "6254",
"routeId": "sa_c2162094478bfda505e162e8",
"moleculeId": "sa_35954def49f0c34a93468e4a",
"parentId": "6252",
"isLeaf": true,
"molecule": {
"id": "sa_35954def49f0c34a93468e4a",
"inchikey": "GIAFURWZWWWBQT-UHFFFAOYSA-N",
"smiles": "NCCOCCO"
},
"smiles": "NCCOCCO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "6255",
"routeId": "sa_c2162094478bfda505e162e8",
"moleculeId": "sa_d2a31ea58046b00856f61ca5",
"parentId": "6251",
"isLeaf": true,
"molecule": {
"id": "sa_d2a31ea58046b00856f61ca5",
"inchikey": "QARBMVPHQWIHKH-UHFFFAOYSA-N",
"smiles": "CS(=O)(=O)Cl"
},
"smiles": "CS(=O)(=O)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}