Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CNC(=O)COC(=O)N1CCN(c2ccc(-c3ccc(OC(F)(F)F)cc3)cn2)CC1
InChiKey
WBSGTUPBELDSHC-UHFFFAOYSA-N
Route Signature
e7c8038308ff9197a5100fdf858876f86b2fac940b4f36aeec8153f39582aa51
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_b8228b361403cff848b07d44",
"signature": "e7c8038308ff9197a5100fdf858876f86b2fac940b4f36aeec8153f39582aa51",
"contentHash": "718f3c7b74a30a47eac98044e758e51547dda962722022eeb5cb2ed119bc987d",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_ecc31aa48f1d2a070c4ffcad",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-03300",
"moleculeId": "sa_36ec9fe961c64262ec1167fc",
"smiles": "CNC(=O)COC(=O)N1CCN(c2ccc(-c3ccc(OC(F)(F)F)cc3)cn2)CC1",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_36ec9fe961c64262ec1167fc",
"inchikey": "WBSGTUPBELDSHC-UHFFFAOYSA-N",
"smiles": "CNC(=O)COC(=O)N1CCN(c2ccc(-c3ccc(OC(F)(F)F)cc3)cn2)CC1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "15099",
"routeId": "sa_b8228b361403cff848b07d44",
"moleculeId": "sa_36ec9fe961c64262ec1167fc",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_36ec9fe961c64262ec1167fc",
"inchikey": "WBSGTUPBELDSHC-UHFFFAOYSA-N",
"smiles": "CNC(=O)COC(=O)N1CCN(c2ccc(-c3ccc(OC(F)(F)F)cc3)cn2)CC1"
},
"smiles": "CNC(=O)COC(=O)N1CCN(c2ccc(-c3ccc(OC(F)(F)F)cc3)cn2)CC1",
"reactionStepId": "sa_25685f2fdcce5a34d2f5e86a",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100137329A1;0135;888291\",\"rsmi\":\"I[c:16]1[cH:15][n:14][c:13]([N:12]2[CH2:11][CH2:10][N:9]([C:7]([O:6][CH2:5][C:3]([NH:2][CH3:1])=[O:4])=[O:8])[CH2:31][CH2:30]2)[cH:29][cH:28]1.OB(O)[c:17]1[cH:18][cH:19][c:20]([O:21][C:22]([F:23])([F:24])[F:25])[cH:26][cH:27]1>Cc1ccccc1.O=C(O)O.[Na+].[Na+].[Pd]>[CH3:1][NH:2][C:3](=[O:4])[CH2:5][O:6][C:7](=[O:8])[N:9]1[CH2:10][CH2:11][N:12]([c:13]2[n:14][cH:15][c:16](-[c:17]3[cH:18][cH:19][c:20]([O:21][C:22]([F:23])([F:24])[F:25])[cH:26][cH:27]3)[cH:28][cH:29]2)[CH2:30][CH2:31]1\"},\"mapped_reaction_smiles\":\"I[c:16]1[cH:15][n:14][c:13]([N:12]2[CH2:11][CH2:10][N:9]([C:7]([O:6][CH2:5][C:3]([NH:2][CH3:1])=[O:4])=[O:8])[CH2:31][CH2:30]2)[cH:29][cH:28]1.OB(O)[c:17]1[cH:18][cH:19][c:20]([O:21][C:22]([F:23])([F:24])[F:25])[cH:26][cH:27]1>Cc1ccccc1.O=C(O)O.[Na+].[Na+].[Pd]>[CH3:1][NH:2][C:3](=[O:4])[CH2:5][O:6][C:7](=[O:8])[N:9]1[CH2:10][CH2:11][N:12]([c:13]2[n:14][cH:15][c:16](-[c:17]3[cH:18][cH:19][c:20]([O:21][C:22]([F:23])([F:24])[F:25])[cH:26][cH:27]3)[cH:28][cH:29]2)[CH2:30][CH2:31]1\"}",
"reactionStep": {
"id": "sa_25685f2fdcce5a34d2f5e86a",
"reactionHash": "7baf0cf0709be4cead1e986c75153b8863e20922a5a668b52ac3dbe30e6c1a8a"
},
"children": [
{
"id": "15100",
"routeId": "sa_b8228b361403cff848b07d44",
"moleculeId": "sa_31eead0cd52174800fe6273a",
"parentId": "15099",
"isLeaf": true,
"molecule": {
"id": "sa_31eead0cd52174800fe6273a",
"inchikey": "HUOFUOCSQCYFPW-UHFFFAOYSA-N",
"smiles": "OB(O)c1ccc(OC(F)(F)F)cc1"
},
"smiles": "OB(O)c1ccc(OC(F)(F)F)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15101",
"routeId": "sa_b8228b361403cff848b07d44",
"moleculeId": "sa_20061c537c7abb0a630d0955",
"parentId": "15099",
"isLeaf": false,
"molecule": {
"id": "sa_20061c537c7abb0a630d0955",
"inchikey": "JRVZOPJGEKBCGI-UHFFFAOYSA-N",
"smiles": "CNC(=O)COC(=O)N1CCN(c2ccc(I)cn2)CC1"
},
"smiles": "CNC(=O)COC(=O)N1CCN(c2ccc(I)cn2)CC1",
"reactionStepId": "sa_03996b5ebe89e1a99cda881b",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100137329A1;0133;888290\",\"rsmi\":\"N[c:16]1[cH:15][n:14][c:13]([N:12]2[CH2:11][CH2:10][N:9]([C:7]([O:6][CH2:5][C:3]([NH:2][CH3:1])=[O:4])=[O:8])[CH2:21][CH2:20]2)[cH:19][cH:18]1.[IH:17]>O.O=C(O)O.O=NO.O=S(=O)(O)O.[K+].[Na+].[Na+]>[CH3:1][NH:2][C:3](=[O:4])[CH2:5][O:6][C:7](=[O:8])[N:9]1[CH2:10][CH2:11][N:12]([c:13]2[n:14][cH:15][c:16]([I:17])[cH:18][cH:19]2)[CH2:20][CH2:21]1\"},\"mapped_reaction_smiles\":\"N[c:16]1[cH:15][n:14][c:13]([N:12]2[CH2:11][CH2:10][N:9]([C:7]([O:6][CH2:5][C:3]([NH:2][CH3:1])=[O:4])=[O:8])[CH2:21][CH2:20]2)[cH:19][cH:18]1.[IH:17]>O.O=C(O)O.O=NO.O=S(=O)(O)O.[K+].[Na+].[Na+]>[CH3:1][NH:2][C:3](=[O:4])[CH2:5][O:6][C:7](=[O:8])[N:9]1[CH2:10][CH2:11][N:12]([c:13]2[n:14][cH:15][c:16]([I:17])[cH:18][cH:19]2)[CH2:20][CH2:21]1\"}",
"reactionStep": {
"id": "sa_03996b5ebe89e1a99cda881b",
"reactionHash": "01252c5d2a64f58fdc34581b529cd26e6836eefefcc63b27314f667e217734b2"
},
"children": [
{
"id": "15102",
"routeId": "sa_b8228b361403cff848b07d44",
"moleculeId": "sa_bc906e425e53d363266dfe60",
"parentId": "15101",
"isLeaf": true,
"molecule": {
"id": "sa_bc906e425e53d363266dfe60",
"inchikey": "XMBWDFGMSWQBCA-UHFFFAOYSA-N",
"smiles": "I"
},
"smiles": "I",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15103",
"routeId": "sa_b8228b361403cff848b07d44",
"moleculeId": "sa_f43b8d2471e47c9678d9fff3",
"parentId": "15101",
"isLeaf": false,
"molecule": {
"id": "sa_f43b8d2471e47c9678d9fff3",
"inchikey": "ZSVUNZYXLURFPR-UHFFFAOYSA-N",
"smiles": "CNC(=O)COC(=O)N1CCN(c2ccc(N)cn2)CC1"
},
"smiles": "CNC(=O)COC(=O)N1CCN(c2ccc(N)cn2)CC1",
"reactionStepId": "sa_4bbd78a091b581809f095090",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100137329A1;0131;888289\",\"rsmi\":\"O=[N+:17]([O-])[c:16]1[cH:15][n:14][c:13]([N:12]2[CH2:11][CH2:10][N:9]([C:7]([O:6][CH2:5][C:3]([NH:2][CH3:1])=[O:4])=[O:8])[CH2:21][CH2:20]2)[cH:19][cH:18]1>CCOC(C)=O.[Pd]>[CH3:1][NH:2][C:3](=[O:4])[CH2:5][O:6][C:7](=[O:8])[N:9]1[CH2:10][CH2:11][N:12]([c:13]2[n:14][cH:15][c:16]([NH2:17])[cH:18][cH:19]2)[CH2:20][CH2:21]1\"},\"mapped_reaction_smiles\":\"O=[N+:17]([O-])[c:16]1[cH:15][n:14][c:13]([N:12]2[CH2:11][CH2:10][N:9]([C:7]([O:6][CH2:5][C:3]([NH:2][CH3:1])=[O:4])=[O:8])[CH2:21][CH2:20]2)[cH:19][cH:18]1>CCOC(C)=O.[Pd]>[CH3:1][NH:2][C:3](=[O:4])[CH2:5][O:6][C:7](=[O:8])[N:9]1[CH2:10][CH2:11][N:12]([c:13]2[n:14][cH:15][c:16]([NH2:17])[cH:18][cH:19]2)[CH2:20][CH2:21]1\"}",
"reactionStep": {
"id": "sa_4bbd78a091b581809f095090",
"reactionHash": "c5626b9ff27b4c15f9a5249a3ff87e73655914941fa991fc892effa1c55a51f0"
},
"children": [
{
"id": "15104",
"routeId": "sa_b8228b361403cff848b07d44",
"moleculeId": "sa_e9134268cac63d14343aa807",
"parentId": "15103",
"isLeaf": false,
"molecule": {
"id": "sa_e9134268cac63d14343aa807",
"inchikey": "JEOPAOHKTDPQMF-UHFFFAOYSA-N",
"smiles": "CNC(=O)COC(=O)N1CCN(c2ccc([N+](=O)[O-])cn2)CC1"
},
"smiles": "CNC(=O)COC(=O)N1CCN(c2ccc([N+](=O)[O-])cn2)CC1",
"reactionStepId": "sa_62759145a24c9266a7cb67d9",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100137329A1;0129;888288\",\"rsmi\":\"Cl[c:13]1[n:14][cH:15][c:16]([N+:17](=[O:18])[O-:19])[cH:20][cH:21]1.[CH3:1][NH:2][C:3](=[O:4])[CH2:5][O:6][C:7](=[O:8])[N:9]1[CH2:10][CH2:11][NH:12][CH2:22][CH2:23]1>CCN(C(C)C)C(C)C.Cl.ClCCCl>[CH3:1][NH:2][C:3](=[O:4])[CH2:5][O:6][C:7](=[O:8])[N:9]1[CH2:10][CH2:11][N:12]([c:13]2[n:14][cH:15][c:16]([N+:17](=[O:18])[O-:19])[cH:20][cH:21]2)[CH2:22][CH2:23]1\"},\"mapped_reaction_smiles\":\"Cl[c:13]1[n:14][cH:15][c:16]([N+:17](=[O:18])[O-:19])[cH:20][cH:21]1.[CH3:1][NH:2][C:3](=[O:4])[CH2:5][O:6][C:7](=[O:8])[N:9]1[CH2:10][CH2:11][NH:12][CH2:22][CH2:23]1>CCN(C(C)C)C(C)C.Cl.ClCCCl>[CH3:1][NH:2][C:3](=[O:4])[CH2:5][O:6][C:7](=[O:8])[N:9]1[CH2:10][CH2:11][N:12]([c:13]2[n:14][cH:15][c:16]([N+:17](=[O:18])[O-:19])[cH:20][cH:21]2)[CH2:22][CH2:23]1\"}",
"reactionStep": {
"id": "sa_62759145a24c9266a7cb67d9",
"reactionHash": "dec6c210bac9eb96dab37917926d8d551a30de7fb6ad975d0274924297f1f270"
},
"children": [
{
"id": "15105",
"routeId": "sa_b8228b361403cff848b07d44",
"moleculeId": "sa_d7d7d7f9de574373042b07fa",
"parentId": "15104",
"isLeaf": true,
"molecule": {
"id": "sa_d7d7d7f9de574373042b07fa",
"inchikey": "BAZVFQBTJPBRTJ-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])c1ccc(Cl)nc1"
},
"smiles": "O=[N+]([O-])c1ccc(Cl)nc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15106",
"routeId": "sa_b8228b361403cff848b07d44",
"moleculeId": "sa_f9ed6b7ac478aae792601ca0",
"parentId": "15104",
"isLeaf": true,
"molecule": {
"id": "sa_f9ed6b7ac478aae792601ca0",
"inchikey": "WTSQLKBFGLGGJQ-UHFFFAOYSA-N",
"smiles": "CNC(=O)COC(=O)N1CCNCC1"
},
"smiles": "CNC(=O)COC(=O)N1CCNCC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
}