Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
O=C(N[C@@H]1CCC[C@H](O)C1)c1cc(-c2ccc(C(F)(F)F)cc2)no1
InChiKey
AWFQXHULAPJOAM-OLZOCXBDSA-N
Route Signature
71b4117fc6738420f67088a699afa0fd995bb81df6882a727a7c0fa0a827930f
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_0788ffd1ba85cbf9b9f0d0f2",
"signature": "71b4117fc6738420f67088a699afa0fd995bb81df6882a727a7c0fa0a827930f",
"contentHash": "e11019e2c70c2e733ab2ccd1224f776571fc5ebcdffde0480aa899836ae08981",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_75c8b7abec91c5b99646ae9c",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-03575",
"moleculeId": "sa_9dd2b35fd87e6f4254fc37b7",
"smiles": "O=C(N[C@@H]1CCC[C@H](O)C1)c1cc(-c2ccc(C(F)(F)F)cc2)no1",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_9dd2b35fd87e6f4254fc37b7",
"inchikey": "AWFQXHULAPJOAM-OLZOCXBDSA-N",
"smiles": "O=C(N[C@@H]1CCC[C@H](O)C1)c1cc(-c2ccc(C(F)(F)F)cc2)no1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 2
},
"rootNode": {
"id": "6936",
"routeId": "sa_0788ffd1ba85cbf9b9f0d0f2",
"moleculeId": "sa_9dd2b35fd87e6f4254fc37b7",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_9dd2b35fd87e6f4254fc37b7",
"inchikey": "AWFQXHULAPJOAM-OLZOCXBDSA-N",
"smiles": "O=C(N[C@@H]1CCC[C@H](O)C1)c1cc(-c2ccc(C(F)(F)F)cc2)no1"
},
"smiles": "O=C(N[C@@H]1CCC[C@H](O)C1)c1cc(-c2ccc(C(F)(F)F)cc2)no1",
"reactionStepId": "sa_80da3b90d207c27cc15e7f85",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120095002A1;0104;1202503\",\"rsmi\":\"O[C:2](=[O:1])[c:11]1[cH:12][c:13](-[c:14]2[cH:15][cH:16][c:17]([C:18]([F:19])([F:20])[F:21])[cH:22][cH:23]2)[n:24][o:25]1.[NH2:3][C@@H:4]1[CH2:5][CH2:6][CH2:7][C@H:8]([OH:9])[CH2:10]1>CCN(C(C)C)C(C)C.CCOC(C)=O.ClCCl>[O:1]=[C:2]([NH:3][C@@H:4]1[CH2:5][CH2:6][CH2:7][C@H:8]([OH:9])[CH2:10]1)[c:11]1[cH:12][c:13](-[c:14]2[cH:15][cH:16][c:17]([C:18]([F:19])([F:20])[F:21])[cH:22][cH:23]2)[n:24][o:25]1\"},\"mapped_reaction_smiles\":\"O[C:2](=[O:1])[c:11]1[cH:12][c:13](-[c:14]2[cH:15][cH:16][c:17]([C:18]([F:19])([F:20])[F:21])[cH:22][cH:23]2)[n:24][o:25]1.[NH2:3][C@@H:4]1[CH2:5][CH2:6][CH2:7][C@H:8]([OH:9])[CH2:10]1>CCN(C(C)C)C(C)C.CCOC(C)=O.ClCCl>[O:1]=[C:2]([NH:3][C@@H:4]1[CH2:5][CH2:6][CH2:7][C@H:8]([OH:9])[CH2:10]1)[c:11]1[cH:12][c:13](-[c:14]2[cH:15][cH:16][c:17]([C:18]([F:19])([F:20])[F:21])[cH:22][cH:23]2)[n:24][o:25]1\"}",
"reactionStep": {
"id": "sa_80da3b90d207c27cc15e7f85",
"reactionHash": "47657b264a3fdc55306122022040d601cf3aaac96741a81b2e2a76d8aa39a057"
},
"children": [
{
"id": "6937",
"routeId": "sa_0788ffd1ba85cbf9b9f0d0f2",
"moleculeId": "sa_421f8fb4231d60b35de11406",
"parentId": "6936",
"isLeaf": true,
"molecule": {
"id": "sa_421f8fb4231d60b35de11406",
"inchikey": "NIQIPYGXPZUDDP-RITPCOANSA-N",
"smiles": "N[C@@H]1CCC[C@H](O)C1"
},
"smiles": "N[C@@H]1CCC[C@H](O)C1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "6938",
"routeId": "sa_0788ffd1ba85cbf9b9f0d0f2",
"moleculeId": "sa_804b9648c4440e44af636102",
"parentId": "6936",
"isLeaf": false,
"molecule": {
"id": "sa_804b9648c4440e44af636102",
"inchikey": "WICSYMYKLPSQHW-UHFFFAOYSA-N",
"smiles": "O=C(O)c1cc(-c2ccc(C(F)(F)F)cc2)no1"
},
"smiles": "O=C(O)c1cc(-c2ccc(C(F)(F)F)cc2)no1",
"reactionStepId": "sa_67d9e2b1b0c963b958d6d28e",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120095002A1;0103;1202502\",\"rsmi\":\"CC[O:3][C:2](=[O:1])[c:4]1[cH:5][c:6](-[c:7]2[cH:8][cH:9][c:10]([C:11]([F:12])([F:13])[F:14])[cH:15][cH:16]2)[n:17][o:18]1>C1CCOC1.Cl.O.[Li+].O>[O:1]=[C:2]([OH:3])[c:4]1[cH:5][c:6](-[c:7]2[cH:8][cH:9][c:10]([C:11]([F:12])([F:13])[F:14])[cH:15][cH:16]2)[n:17][o:18]1\"},\"mapped_reaction_smiles\":\"CC[O:3][C:2](=[O:1])[c:4]1[cH:5][c:6](-[c:7]2[cH:8][cH:9][c:10]([C:11]([F:12])([F:13])[F:14])[cH:15][cH:16]2)[n:17][o:18]1>C1CCOC1.Cl.O.[Li+].O>[O:1]=[C:2]([OH:3])[c:4]1[cH:5][c:6](-[c:7]2[cH:8][cH:9][c:10]([C:11]([F:12])([F:13])[F:14])[cH:15][cH:16]2)[n:17][o:18]1\"}",
"reactionStep": {
"id": "sa_67d9e2b1b0c963b958d6d28e",
"reactionHash": "efe10a18e73845dea4dacca3963d9608a5e0ba14f1a3f9189123b7adad37d001"
},
"children": [
{
"id": "6939",
"routeId": "sa_0788ffd1ba85cbf9b9f0d0f2",
"moleculeId": "sa_f567dd62f1adf76e679ce03d",
"parentId": "6938",
"isLeaf": false,
"molecule": {
"id": "sa_f567dd62f1adf76e679ce03d",
"inchikey": "PUQFOKCVRRVDTK-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1cc(-c2ccc(C(F)(F)F)cc2)no1"
},
"smiles": "CCOC(=O)c1cc(-c2ccc(C(F)(F)F)cc2)no1",
"reactionStepId": "sa_cb63424d2ed3b36ba30b4aa0",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120095002A1;0102;1202501\",\"rsmi\":\"Cl[C:8]([c:9]1[cH:10][cH:11][c:12]([C:13]([F:14])([F:15])[F:16])[cH:17][cH:18]1)=[N:19][OH:20].[CH3:1][CH2:2][O:3][C:4](=[O:5])[C:6]#[CH:7]>CCN(CC)CC.Cc1ccccc1>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][c:8](-[c:9]2[cH:10][cH:11][c:12]([C:13]([F:14])([F:15])[F:16])[cH:17][cH:18]2)[n:19][o:20]1\"},\"mapped_reaction_smiles\":\"Cl[C:8]([c:9]1[cH:10][cH:11][c:12]([C:13]([F:14])([F:15])[F:16])[cH:17][cH:18]1)=[N:19][OH:20].[CH3:1][CH2:2][O:3][C:4](=[O:5])[C:6]#[CH:7]>CCN(CC)CC.Cc1ccccc1>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][c:8](-[c:9]2[cH:10][cH:11][c:12]([C:13]([F:14])([F:15])[F:16])[cH:17][cH:18]2)[n:19][o:20]1\"}",
"reactionStep": {
"id": "sa_cb63424d2ed3b36ba30b4aa0",
"reactionHash": "81d0c96995667a67bfecfcb2cce6f4694f41775d2311f01edec136d4303f83a4"
},
"children": [
{
"id": "6940",
"routeId": "sa_0788ffd1ba85cbf9b9f0d0f2",
"moleculeId": "sa_a7f13113b4be59456f104a9b",
"parentId": "6939",
"isLeaf": true,
"molecule": {
"id": "sa_a7f13113b4be59456f104a9b",
"inchikey": "FMVJYQGSRWVMQV-UHFFFAOYSA-N",
"smiles": "C#CC(=O)OCC"
},
"smiles": "C#CC(=O)OCC",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "6941",
"routeId": "sa_0788ffd1ba85cbf9b9f0d0f2",
"moleculeId": "sa_3ed582c9ee855c5c004fa321",
"parentId": "6939",
"isLeaf": false,
"molecule": {
"id": "sa_3ed582c9ee855c5c004fa321",
"inchikey": "YALQVNZAQRGNQE-UHFFFAOYSA-N",
"smiles": "ON=C(Cl)c1ccc(C(F)(F)F)cc1"
},
"smiles": "ON=C(Cl)c1ccc(C(F)(F)F)cc1",
"reactionStepId": "sa_1ea9cfdeedaa2413516c642a",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120095002A1;0101;1202500\",\"rsmi\":\"O=C1CCC(=O)N1[Cl:4].[OH:1][N:2]=[CH:3][c:5]1[cH:6][cH:7][c:8]([C:9]([F:10])([F:11])[F:12])[cH:13][cH:14]1>CCOCC.CN(C)C=O.Cl.NC(=O)CCC(=O)NCl>[OH:1][N:2]=[C:3]([Cl:4])[c:5]1[cH:6][cH:7][c:8]([C:9]([F:10])([F:11])[F:12])[cH:13][cH:14]1\"},\"mapped_reaction_smiles\":\"O=C1CCC(=O)N1[Cl:4].[OH:1][N:2]=[CH:3][c:5]1[cH:6][cH:7][c:8]([C:9]([F:10])([F:11])[F:12])[cH:13][cH:14]1>CCOCC.CN(C)C=O.Cl.NC(=O)CCC(=O)NCl>[OH:1][N:2]=[C:3]([Cl:4])[c:5]1[cH:6][cH:7][c:8]([C:9]([F:10])([F:11])[F:12])[cH:13][cH:14]1\"}",
"reactionStep": {
"id": "sa_1ea9cfdeedaa2413516c642a",
"reactionHash": "741f559a13ff89982da728be8c196b4ff76700e215cc6b78c622c789535a0d5d"
},
"children": [
{
"id": "6942",
"routeId": "sa_0788ffd1ba85cbf9b9f0d0f2",
"moleculeId": "sa_a576f9b9a2caa305053d217d",
"parentId": "6941",
"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": "6943",
"routeId": "sa_0788ffd1ba85cbf9b9f0d0f2",
"moleculeId": "sa_02e4c434c7ae5ca33d7185c7",
"parentId": "6941",
"isLeaf": false,
"molecule": {
"id": "sa_02e4c434c7ae5ca33d7185c7",
"inchikey": "MNDYDYTXPOFXLS-UHFFFAOYSA-N",
"smiles": "ON=Cc1ccc(C(F)(F)F)cc1"
},
"smiles": "ON=Cc1ccc(C(F)(F)F)cc1",
"reactionStepId": "sa_2c029baea4755cf911f2b152",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120095002A1;0100;1202499\",\"rsmi\":\"O=[CH:3][c:4]1[cH:5][cH:6][c:7]([C:8]([F:9])([F:10])[F:11])[cH:12][cH:13]1.[OH:1][NH2:2]>CCO.Cl.O.[K+].O>[OH:1][N:2]=[CH:3][c:4]1[cH:5][cH:6][c:7]([C:8]([F:9])([F:10])[F:11])[cH:12][cH:13]1\"},\"mapped_reaction_smiles\":\"O=[CH:3][c:4]1[cH:5][cH:6][c:7]([C:8]([F:9])([F:10])[F:11])[cH:12][cH:13]1.[OH:1][NH2:2]>CCO.Cl.O.[K+].O>[OH:1][N:2]=[CH:3][c:4]1[cH:5][cH:6][c:7]([C:8]([F:9])([F:10])[F:11])[cH:12][cH:13]1\"}",
"reactionStep": {
"id": "sa_2c029baea4755cf911f2b152",
"reactionHash": "12382d3893ac4aef6e2fcce6d856679884694a91e5e97c15dbb6ae1830c893e8"
},
"children": [
{
"id": "6944",
"routeId": "sa_0788ffd1ba85cbf9b9f0d0f2",
"moleculeId": "sa_04a18e3f07bde82ca29399ee",
"parentId": "6943",
"isLeaf": true,
"molecule": {
"id": "sa_04a18e3f07bde82ca29399ee",
"inchikey": "AVXURJPOCDRRFD-UHFFFAOYSA-N",
"smiles": "NO"
},
"smiles": "NO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "6945",
"routeId": "sa_0788ffd1ba85cbf9b9f0d0f2",
"moleculeId": "sa_75aab6313944ddb61719b7ea",
"parentId": "6943",
"isLeaf": true,
"molecule": {
"id": "sa_75aab6313944ddb61719b7ea",
"inchikey": "BEOBZEOPTQQELP-UHFFFAOYSA-N",
"smiles": "O=Cc1ccc(C(F)(F)F)cc1"
},
"smiles": "O=Cc1ccc(C(F)(F)F)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
]
}
}