Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
C[C@H]1COCCN1c1nc(-c2ccc(NC(=O)NC3COC3)cc2)nc2c1COC2(C)C
InChiKey
BAPFSLSWVWETLT-AWEZNQCLSA-N
Route Signature
13d06ca260b601c43c35e460e2a8e280c322c836473a595fff4f76fcebcaf089
Synthesis route with 2 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_0a3e2f922292995ff17d0e6c",
"signature": "13d06ca260b601c43c35e460e2a8e280c322c836473a595fff4f76fcebcaf089",
"contentHash": "e202dc041b5a63ba6cf4edc48c47aeed65d7763f9ceb2afb435fa614778b3fa1",
"length": 2,
"isConvergent": true
},
"target": {
"id": "sa_b28cf3e7d1d96a43636b5fac",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-05029",
"moleculeId": "sa_4df679197d2a05d527f3da43",
"smiles": "C[C@H]1COCCN1c1nc(-c2ccc(NC(=O)NC3COC3)cc2)nc2c1COC2(C)C",
"routeLength": 2,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_4df679197d2a05d527f3da43",
"inchikey": "BAPFSLSWVWETLT-AWEZNQCLSA-N",
"smiles": "C[C@H]1COCCN1c1nc(-c2ccc(NC(=O)NC3COC3)cc2)nc2c1COC2(C)C"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "11331",
"routeId": "sa_0a3e2f922292995ff17d0e6c",
"moleculeId": "sa_4df679197d2a05d527f3da43",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_4df679197d2a05d527f3da43",
"inchikey": "BAPFSLSWVWETLT-AWEZNQCLSA-N",
"smiles": "C[C@H]1COCCN1c1nc(-c2ccc(NC(=O)NC3COC3)cc2)nc2c1COC2(C)C"
},
"smiles": "C[C@H]1COCCN1c1nc(-c2ccc(NC(=O)NC3COC3)cc2)nc2c1COC2(C)C",
"reactionStepId": "sa_d6139ef4a321de55aa506767",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100331305A1;0175;993041\",\"rsmi\":\"CC1(C)OB([c:11]2[cH:12][cH:13][c:14]([NH:15][C:16](=[O:17])[NH:18][CH:19]3[CH2:20][O:21][CH2:22]3)[cH:23][cH:24]2)OC1(C)C.Cl[c:10]1[n:9][c:8]([N:7]2[C@@H:2]([CH3:1])[CH2:3][O:4][CH2:5][CH2:6]2)[c:27]2[c:26]([n:25]1)[C:30]([CH3:31])([CH3:32])[O:29][CH2:28]2>CC#N.CC(=O)O.O=C(O)O.[K+].[Na+].[Na+].c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[CH3:1][C@H:2]1[CH2:3][O:4][CH2:5][CH2:6][N:7]1[c:8]1[n:9][c:10](-[c:11]2[cH:12][cH:13][c:14]([NH:15][C:16](=[O:17])[NH:18][CH:19]3[CH2:20][O:21][CH2:22]3)[cH:23][cH:24]2)[n:25][c:26]2[c:27]1[CH2:28][O:29][C:30]2([CH3:31])[CH3:32]\"},\"mapped_reaction_smiles\":\"CC1(C)OB([c:11]2[cH:12][cH:13][c:14]([NH:15][C:16](=[O:17])[NH:18][CH:19]3[CH2:20][O:21][CH2:22]3)[cH:23][cH:24]2)OC1(C)C.Cl[c:10]1[n:9][c:8]([N:7]2[C@@H:2]([CH3:1])[CH2:3][O:4][CH2:5][CH2:6]2)[c:27]2[c:26]([n:25]1)[C:30]([CH3:31])([CH3:32])[O:29][CH2:28]2>CC#N.CC(=O)O.O=C(O)O.[K+].[Na+].[Na+].c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[CH3:1][C@H:2]1[CH2:3][O:4][CH2:5][CH2:6][N:7]1[c:8]1[n:9][c:10](-[c:11]2[cH:12][cH:13][c:14]([NH:15][C:16](=[O:17])[NH:18][CH:19]3[CH2:20][O:21][CH2:22]3)[cH:23][cH:24]2)[n:25][c:26]2[c:27]1[CH2:28][O:29][C:30]2([CH3:31])[CH3:32]\"}",
"reactionStep": {
"id": "sa_d6139ef4a321de55aa506767",
"reactionHash": "d53c2341624e38f18561309002dd87a2aa389f8a3ce322d47aa1a7e1f3a34cb3"
},
"children": [
{
"id": "11332",
"routeId": "sa_0a3e2f922292995ff17d0e6c",
"moleculeId": "sa_f16586c017e81f1c3e5324d6",
"parentId": "11331",
"isLeaf": false,
"molecule": {
"id": "sa_f16586c017e81f1c3e5324d6",
"inchikey": "JLTGVHUQRKXWEP-QMMMGPOBSA-N",
"smiles": "C[C@H]1COCCN1c1nc(Cl)nc2c1COC2(C)C"
},
"smiles": "C[C@H]1COCCN1c1nc(Cl)nc2c1COC2(C)C",
"reactionStepId": "sa_46d3561733252ed12d7a86b6",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100331305A1;0171;993039\",\"rsmi\":\"Cl[c:8]1[n:9][c:10]([Cl:11])[n:12][c:13]2[c:14]1[CH2:15][O:16][C:17]2([CH3:18])[CH3:19].[CH3:1][C@H:2]1[CH2:3][O:4][CH2:5][CH2:6][NH:7]1>CCN(C(C)C)C(C)C.CN(C)C=O.Cl.N>[CH3:1][C@H:2]1[CH2:3][O:4][CH2:5][CH2:6][N:7]1[c:8]1[n:9][c:10]([Cl:11])[n:12][c:13]2[c:14]1[CH2:15][O:16][C:17]2([CH3:18])[CH3:19]\"},\"mapped_reaction_smiles\":\"Cl[c:8]1[n:9][c:10]([Cl:11])[n:12][c:13]2[c:14]1[CH2:15][O:16][C:17]2([CH3:18])[CH3:19].[CH3:1][C@H:2]1[CH2:3][O:4][CH2:5][CH2:6][NH:7]1>CCN(C(C)C)C(C)C.CN(C)C=O.Cl.N>[CH3:1][C@H:2]1[CH2:3][O:4][CH2:5][CH2:6][N:7]1[c:8]1[n:9][c:10]([Cl:11])[n:12][c:13]2[c:14]1[CH2:15][O:16][C:17]2([CH3:18])[CH3:19]\"}",
"reactionStep": {
"id": "sa_46d3561733252ed12d7a86b6",
"reactionHash": "107568a817b9c9119bc3ce2e73dae653a0f6b7546ae226f22a71d98b55c517c5"
},
"children": [
{
"id": "11333",
"routeId": "sa_0a3e2f922292995ff17d0e6c",
"moleculeId": "sa_52af77e09bfbce1b8411bec9",
"parentId": "11332",
"isLeaf": true,
"molecule": {
"id": "sa_52af77e09bfbce1b8411bec9",
"inchikey": "IGGHWEUEJMUGHP-UHFFFAOYSA-N",
"smiles": "CC1(C)OCc2c(Cl)nc(Cl)nc21"
},
"smiles": "CC1(C)OCc2c(Cl)nc(Cl)nc21",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11334",
"routeId": "sa_0a3e2f922292995ff17d0e6c",
"moleculeId": "sa_469c1cb13b52d21df345947a",
"parentId": "11332",
"isLeaf": true,
"molecule": {
"id": "sa_469c1cb13b52d21df345947a",
"inchikey": "SFWWGMKXCYLZEG-YFKPBYRVSA-N",
"smiles": "C[C@H]1COCCN1"
},
"smiles": "C[C@H]1COCCN1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "11335",
"routeId": "sa_0a3e2f922292995ff17d0e6c",
"moleculeId": "sa_075566c20ed8bb2014ce6859",
"parentId": "11331",
"isLeaf": false,
"molecule": {
"id": "sa_075566c20ed8bb2014ce6859",
"inchikey": "JOLXTHTVVLCDLV-UHFFFAOYSA-N",
"smiles": "CC1(C)OB(c2ccc(NC(=O)NC3COC3)cc2)OC1(C)C"
},
"smiles": "CC1(C)OB(c2ccc(NC(=O)NC3COC3)cc2)OC1(C)C",
"reactionStepId": "sa_d5711e25edfce1a34361642d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100331305A1;0174;993040\",\"rsmi\":\"Cl[C:11](Cl)=[O:12].[CH3:1][C:2]1([CH3:3])[O:4][B:5]([c:6]2[cH:7][cH:8][c:9]([NH2:10])[cH:18][cH:19]2)[O:20][C:21]1([CH3:22])[CH3:23].[NH2:13][CH:14]1[CH2:15][O:16][CH2:17]1>CCN(C(C)C)C(C)C.Cl.ClCCl.c1ccncc1>[CH3:1][C:2]1([CH3:3])[O:4][B:5]([c:6]2[cH:7][cH:8][c:9]([NH:10][C:11](=[O:12])[NH:13][CH:14]3[CH2:15][O:16][CH2:17]3)[cH:18][cH:19]2)[O:20][C:21]1([CH3:22])[CH3:23]\"},\"mapped_reaction_smiles\":\"Cl[C:11](Cl)=[O:12].[CH3:1][C:2]1([CH3:3])[O:4][B:5]([c:6]2[cH:7][cH:8][c:9]([NH2:10])[cH:18][cH:19]2)[O:20][C:21]1([CH3:22])[CH3:23].[NH2:13][CH:14]1[CH2:15][O:16][CH2:17]1>CCN(C(C)C)C(C)C.Cl.ClCCl.c1ccncc1>[CH3:1][C:2]1([CH3:3])[O:4][B:5]([c:6]2[cH:7][cH:8][c:9]([NH:10][C:11](=[O:12])[NH:13][CH:14]3[CH2:15][O:16][CH2:17]3)[cH:18][cH:19]2)[O:20][C:21]1([CH3:22])[CH3:23]\"}",
"reactionStep": {
"id": "sa_d5711e25edfce1a34361642d",
"reactionHash": "c1b6214a226eadaf0b79f4e45aa988aa404432dfb4b31886ac79245b637f1a8a"
},
"children": [
{
"id": "11336",
"routeId": "sa_0a3e2f922292995ff17d0e6c",
"moleculeId": "sa_203edf8798a18d62730b515d",
"parentId": "11335",
"isLeaf": true,
"molecule": {
"id": "sa_203edf8798a18d62730b515d",
"inchikey": "OJEOJUQOECNDND-UHFFFAOYSA-N",
"smiles": "NC1COC1"
},
"smiles": "NC1COC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11337",
"routeId": "sa_0a3e2f922292995ff17d0e6c",
"moleculeId": "sa_c16962238412606a1a867faf",
"parentId": "11335",
"isLeaf": true,
"molecule": {
"id": "sa_c16962238412606a1a867faf",
"inchikey": "YGYAWVDWMABLBF-UHFFFAOYSA-N",
"smiles": "O=C(Cl)Cl"
},
"smiles": "O=C(Cl)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11338",
"routeId": "sa_0a3e2f922292995ff17d0e6c",
"moleculeId": "sa_9389f810c153d36cc08eba6b",
"parentId": "11335",
"isLeaf": true,
"molecule": {
"id": "sa_9389f810c153d36cc08eba6b",
"inchikey": "ZANPJXNYBVVNSD-UHFFFAOYSA-N",
"smiles": "CC1(C)OB(c2ccc(N)cc2)OC1(C)C"
},
"smiles": "CC1(C)OB(c2ccc(N)cc2)OC1(C)C",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}