Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCCN(CC1CC1)c1cc(C(=O)Nc2ccc(Cn3ccnc3)cc2)ncn1
InChiKey
FIDQRYKMKGZBEK-UHFFFAOYSA-N
Route Signature
f2a7ce6ae6ed0788c1725c547273af1018259ae2ae754d5d6d2996a27a532166
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_872359c692073e810a33939c",
"signature": "f2a7ce6ae6ed0788c1725c547273af1018259ae2ae754d5d6d2996a27a532166",
"contentHash": "a41284368611f3e4b658918190690043a8e9ef077464e4aebba9a8b11c047f88",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_4a3a2f03065a303214e6fa6b",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-08711",
"moleculeId": "sa_e515a0e3f32c03c78972b5fd",
"smiles": "CCCN(CC1CC1)c1cc(C(=O)Nc2ccc(Cn3ccnc3)cc2)ncn1",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_e515a0e3f32c03c78972b5fd",
"inchikey": "FIDQRYKMKGZBEK-UHFFFAOYSA-N",
"smiles": "CCCN(CC1CC1)c1cc(C(=O)Nc2ccc(Cn3ccnc3)cc2)ncn1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "8657",
"routeId": "sa_872359c692073e810a33939c",
"moleculeId": "sa_e515a0e3f32c03c78972b5fd",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_e515a0e3f32c03c78972b5fd",
"inchikey": "FIDQRYKMKGZBEK-UHFFFAOYSA-N",
"smiles": "CCCN(CC1CC1)c1cc(C(=O)Nc2ccc(Cn3ccnc3)cc2)ncn1"
},
"smiles": "CCCN(CC1CC1)c1cc(C(=O)Nc2ccc(Cn3ccnc3)cc2)ncn1",
"reactionStepId": "sa_2f5bce3f8e916de7d64563a4",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20130109669A1;0876;1361055\",\"rsmi\":\"O[C:12]([c:11]1[cH:10][c:9]([N:4]([CH2:3][CH2:2][CH3:1])[CH2:5][CH:6]2[CH2:7][CH2:8]2)[n:29][cH:28][n:27]1)=[O:13].[NH2:14][c:15]1[cH:16][cH:17][c:18]([CH2:19][n:20]2[cH:21][cH:22][n:23][cH:24]2)[cH:25][cH:26]1>CCN(C(C)C)C(C)C.COC(=O)Cl.ClCCl>[CH3:1][CH2:2][CH2:3][N:4]([CH2:5][CH:6]1[CH2:7][CH2:8]1)[c:9]1[cH:10][c:11]([C:12](=[O:13])[NH:14][c:15]2[cH:16][cH:17][c:18]([CH2:19][n:20]3[cH:21][cH:22][n:23][cH:24]3)[cH:25][cH:26]2)[n:27][cH:28][n:29]1\"},\"mapped_reaction_smiles\":\"O[C:12]([c:11]1[cH:10][c:9]([N:4]([CH2:3][CH2:2][CH3:1])[CH2:5][CH:6]2[CH2:7][CH2:8]2)[n:29][cH:28][n:27]1)=[O:13].[NH2:14][c:15]1[cH:16][cH:17][c:18]([CH2:19][n:20]2[cH:21][cH:22][n:23][cH:24]2)[cH:25][cH:26]1>CCN(C(C)C)C(C)C.COC(=O)Cl.ClCCl>[CH3:1][CH2:2][CH2:3][N:4]([CH2:5][CH:6]1[CH2:7][CH2:8]1)[c:9]1[cH:10][c:11]([C:12](=[O:13])[NH:14][c:15]2[cH:16][cH:17][c:18]([CH2:19][n:20]3[cH:21][cH:22][n:23][cH:24]3)[cH:25][cH:26]2)[n:27][cH:28][n:29]1\"}",
"reactionStep": {
"id": "sa_2f5bce3f8e916de7d64563a4",
"reactionHash": "085c1523a46ae2afa8e6602879c35e61d154bc1435d4e2086e0ff6f2585df593"
},
"children": [
{
"id": "8658",
"routeId": "sa_872359c692073e810a33939c",
"moleculeId": "sa_88462dff84f9a90b589f79d8",
"parentId": "8657",
"isLeaf": true,
"molecule": {
"id": "sa_88462dff84f9a90b589f79d8",
"inchikey": "DGHAOTHIDTUSJY-UHFFFAOYSA-N",
"smiles": "Nc1ccc(Cn2ccnc2)cc1"
},
"smiles": "Nc1ccc(Cn2ccnc2)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "8659",
"routeId": "sa_872359c692073e810a33939c",
"moleculeId": "sa_7d8a2d493b7600b0de5e1ea3",
"parentId": "8657",
"isLeaf": false,
"molecule": {
"id": "sa_7d8a2d493b7600b0de5e1ea3",
"inchikey": "SVCUSNWJHMXQNO-UHFFFAOYSA-N",
"smiles": "CCCN(CC1CC1)c1cc(C(=O)O)ncn1"
},
"smiles": "CCCN(CC1CC1)c1cc(C(=O)O)ncn1",
"reactionStepId": "sa_3fca1f93ac1be17802a7b44d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20130109669A1;0340;1360909\",\"rsmi\":\"C[O:14][C:12]([c:11]1[cH:10][c:9]([N:4]([CH2:3][CH2:2][CH3:1])[CH2:5][CH:6]2[CH2:7][CH2:8]2)[n:17][cH:16][n:15]1)=[O:13]>C1CCOC1.CCO.O.[Li+].O>[CH3:1][CH2:2][CH2:3][N:4]([CH2:5][CH:6]1[CH2:7][CH2:8]1)[c:9]1[cH:10][c:11]([C:12](=[O:13])[OH:14])[n:15][cH:16][n:17]1\"},\"mapped_reaction_smiles\":\"C[O:14][C:12]([c:11]1[cH:10][c:9]([N:4]([CH2:3][CH2:2][CH3:1])[CH2:5][CH:6]2[CH2:7][CH2:8]2)[n:17][cH:16][n:15]1)=[O:13]>C1CCOC1.CCO.O.[Li+].O>[CH3:1][CH2:2][CH2:3][N:4]([CH2:5][CH:6]1[CH2:7][CH2:8]1)[c:9]1[cH:10][c:11]([C:12](=[O:13])[OH:14])[n:15][cH:16][n:17]1\"}",
"reactionStep": {
"id": "sa_3fca1f93ac1be17802a7b44d",
"reactionHash": "8b638d81a2a2d756916e01ffa84727228fffc43cbd3a173561c8f93db885d696"
},
"children": [
{
"id": "8660",
"routeId": "sa_872359c692073e810a33939c",
"moleculeId": "sa_9c91dda47a0287b06e54346d",
"parentId": "8659",
"isLeaf": false,
"molecule": {
"id": "sa_9c91dda47a0287b06e54346d",
"inchikey": "AIHOTUGPFMUCAP-UHFFFAOYSA-N",
"smiles": "CCCN(CC1CC1)c1cc(C(=O)OC)ncn1"
},
"smiles": "CCCN(CC1CC1)c1cc(C(=O)OC)ncn1",
"reactionStepId": "sa_26806171086fee7e02559434",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20130109669A1;0337;1360908\",\"rsmi\":\"Cl[c:17]1[n:16][c:11]([C:12](=[O:13])[O:14][CH3:15])[cH:10][c:9]([N:4]([CH2:3][CH2:2][CH3:1])[CH2:5][CH:6]2[CH2:7][CH2:8]2)[n:18]1>O.O=CO.N.[Pd]>[CH3:1][CH2:2][CH2:3][N:4]([CH2:5][CH:6]1[CH2:7][CH2:8]1)[c:9]1[cH:10][c:11]([C:12](=[O:13])[O:14][CH3:15])[n:16][cH:17][n:18]1\"},\"mapped_reaction_smiles\":\"Cl[c:17]1[n:16][c:11]([C:12](=[O:13])[O:14][CH3:15])[cH:10][c:9]([N:4]([CH2:3][CH2:2][CH3:1])[CH2:5][CH:6]2[CH2:7][CH2:8]2)[n:18]1>O.O=CO.N.[Pd]>[CH3:1][CH2:2][CH2:3][N:4]([CH2:5][CH:6]1[CH2:7][CH2:8]1)[c:9]1[cH:10][c:11]([C:12](=[O:13])[O:14][CH3:15])[n:16][cH:17][n:18]1\"}",
"reactionStep": {
"id": "sa_26806171086fee7e02559434",
"reactionHash": "7932e7e0db05f9711d0b50a75cb906b7fffefd1bc36dcf74ee8adcaeb167542b"
},
"children": [
{
"id": "8661",
"routeId": "sa_872359c692073e810a33939c",
"moleculeId": "sa_5c4886a9b9c62237f24467bf",
"parentId": "8660",
"isLeaf": false,
"molecule": {
"id": "sa_5c4886a9b9c62237f24467bf",
"inchikey": "AGGPLEISWJRWPI-UHFFFAOYSA-N",
"smiles": "CCCN(CC1CC1)c1cc(C(=O)OC)nc(Cl)n1"
},
"smiles": "CCCN(CC1CC1)c1cc(C(=O)OC)nc(Cl)n1",
"reactionStepId": "sa_581acb643600c29996545645",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20130109669A1;0334;1360907\",\"rsmi\":\"Cl[c:9]1[cH:10][c:11]([C:12](=[O:13])[O:14][CH3:15])[n:16][c:17]([Cl:18])[n:19]1.[CH3:1][CH2:2][CH2:3][NH:4][CH2:5][CH:6]1[CH2:7][CH2:8]1>C1CCOC1.CCN(CC)CC.O>[CH3:1][CH2:2][CH2:3][N:4]([CH2:5][CH:6]1[CH2:7][CH2:8]1)[c:9]1[cH:10][c:11]([C:12](=[O:13])[O:14][CH3:15])[n:16][c:17]([Cl:18])[n:19]1\"},\"mapped_reaction_smiles\":\"Cl[c:9]1[cH:10][c:11]([C:12](=[O:13])[O:14][CH3:15])[n:16][c:17]([Cl:18])[n:19]1.[CH3:1][CH2:2][CH2:3][NH:4][CH2:5][CH:6]1[CH2:7][CH2:8]1>C1CCOC1.CCN(CC)CC.O>[CH3:1][CH2:2][CH2:3][N:4]([CH2:5][CH:6]1[CH2:7][CH2:8]1)[c:9]1[cH:10][c:11]([C:12](=[O:13])[O:14][CH3:15])[n:16][c:17]([Cl:18])[n:19]1\"}",
"reactionStep": {
"id": "sa_581acb643600c29996545645",
"reactionHash": "b4006a85bb7a4071abf1a23fe4752ffc793a4796596c526950f501deaed98ecc"
},
"children": [
{
"id": "8662",
"routeId": "sa_872359c692073e810a33939c",
"moleculeId": "sa_caa47ffb2080d0237fd10120",
"parentId": "8661",
"isLeaf": true,
"molecule": {
"id": "sa_caa47ffb2080d0237fd10120",
"inchikey": "DQNQNLWKAGZNIT-UHFFFAOYSA-N",
"smiles": "COC(=O)c1cc(Cl)nc(Cl)n1"
},
"smiles": "COC(=O)c1cc(Cl)nc(Cl)n1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "8663",
"routeId": "sa_872359c692073e810a33939c",
"moleculeId": "sa_6f4a184b7857cb1424695582",
"parentId": "8661",
"isLeaf": true,
"molecule": {
"id": "sa_6f4a184b7857cb1424695582",
"inchikey": "MAVLRJDQJZJTQP-UHFFFAOYSA-N",
"smiles": "CCCNCC1CC1"
},
"smiles": "CCCNCC1CC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
}