Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC1(C)CC(c2cccc(C(=O)Nc3ccccc3)c2)Nc2ccc(C(=O)NS(C)(=O)=O)cc21
InChiKey
RNIPPNJNHCPBCY-UHFFFAOYSA-N
Route Signature
87f6cb2d49de6ccc4b70ca271bdbbe994286692df9242c98e1ba1880ab142743
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_2228a97b3f201e6d48158875",
"signature": "87f6cb2d49de6ccc4b70ca271bdbbe994286692df9242c98e1ba1880ab142743",
"contentHash": "1ef563e3b77273a42af8632cf051996ff96aa828743f6c933f932588b3e376d2",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_a3ccc35ebd52a9e9b51e5d45",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-01590",
"moleculeId": "sa_c8ecd046c54c3998b14cedac",
"smiles": "CC1(C)CC(c2cccc(C(=O)Nc3ccccc3)c2)Nc2ccc(C(=O)NS(C)(=O)=O)cc21",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_c8ecd046c54c3998b14cedac",
"inchikey": "RNIPPNJNHCPBCY-UHFFFAOYSA-N",
"smiles": "CC1(C)CC(c2cccc(C(=O)Nc3ccccc3)c2)Nc2ccc(C(=O)NS(C)(=O)=O)cc21"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "5751",
"routeId": "sa_2228a97b3f201e6d48158875",
"moleculeId": "sa_c8ecd046c54c3998b14cedac",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_c8ecd046c54c3998b14cedac",
"inchikey": "RNIPPNJNHCPBCY-UHFFFAOYSA-N",
"smiles": "CC1(C)CC(c2cccc(C(=O)Nc3ccccc3)c2)Nc2ccc(C(=O)NS(C)(=O)=O)cc21"
},
"smiles": "CC1(C)CC(c2cccc(C(=O)Nc3ccccc3)c2)Nc2ccc(C(=O)NS(C)(=O)=O)cc21",
"reactionStepId": "sa_c39d9fc2578cb44273ace92f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08809369B2;0359;1500494\",\"rsmi\":\"O[C:26]([c:25]1[cH:24][cH:23][c:22]2[c:34]([cH:33]1)[C:2]([CH3:1])([CH3:3])[CH2:4][CH:5]([c:6]1[cH:7][cH:8][cH:9][c:10]([C:11](=[O:12])[NH:13][c:14]3[cH:15][cH:16][cH:17][cH:18][cH:19]3)[cH:20]1)[NH:21]2)=[O:27].[NH2:28][S:29]([CH3:30])(=[O:31])=[O:32]>CN(C)C=O.O.O=C(n1ccnc1)n1ccnc1.[HH].[Na+]>[CH3:1][C:2]1([CH3:3])[CH2:4][CH:5]([c:6]2[cH:7][cH:8][cH:9][c:10]([C:11](=[O:12])[NH:13][c:14]3[cH:15][cH:16][cH:17][cH:18][cH:19]3)[cH:20]2)[NH:21][c:22]2[cH:23][cH:24][c:25]([C:26](=[O:27])[NH:28][S:29]([CH3:30])(=[O:31])=[O:32])[cH:33][c:34]21\"},\"mapped_reaction_smiles\":\"O[C:26]([c:25]1[cH:24][cH:23][c:22]2[c:34]([cH:33]1)[C:2]([CH3:1])([CH3:3])[CH2:4][CH:5]([c:6]1[cH:7][cH:8][cH:9][c:10]([C:11](=[O:12])[NH:13][c:14]3[cH:15][cH:16][cH:17][cH:18][cH:19]3)[cH:20]1)[NH:21]2)=[O:27].[NH2:28][S:29]([CH3:30])(=[O:31])=[O:32]>CN(C)C=O.O.O=C(n1ccnc1)n1ccnc1.[HH].[Na+]>[CH3:1][C:2]1([CH3:3])[CH2:4][CH:5]([c:6]2[cH:7][cH:8][cH:9][c:10]([C:11](=[O:12])[NH:13][c:14]3[cH:15][cH:16][cH:17][cH:18][cH:19]3)[cH:20]2)[NH:21][c:22]2[cH:23][cH:24][c:25]([C:26](=[O:27])[NH:28][S:29]([CH3:30])(=[O:31])=[O:32])[cH:33][c:34]21\"}",
"reactionStep": {
"id": "sa_c39d9fc2578cb44273ace92f",
"reactionHash": "b84c01ae1e8fdcb7ff2bc2c9953dba43d6450959a39cd2a6c7f2d8577e48f276"
},
"children": [
{
"id": "5752",
"routeId": "sa_2228a97b3f201e6d48158875",
"moleculeId": "sa_91f5539f45b6d004f5d4f6c6",
"parentId": "5751",
"isLeaf": true,
"molecule": {
"id": "sa_91f5539f45b6d004f5d4f6c6",
"inchikey": "HNQIVZYLYMDVSB-UHFFFAOYSA-N",
"smiles": "CS(N)(=O)=O"
},
"smiles": "CS(N)(=O)=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "5753",
"routeId": "sa_2228a97b3f201e6d48158875",
"moleculeId": "sa_f94c92f9fc94729ae82cb1e6",
"parentId": "5751",
"isLeaf": false,
"molecule": {
"id": "sa_f94c92f9fc94729ae82cb1e6",
"inchikey": "PFXSELONTUSUFH-UHFFFAOYSA-N",
"smiles": "CC1(C)CC(c2cccc(C(=O)Nc3ccccc3)c2)Nc2ccc(C(=O)O)cc21"
},
"smiles": "CC1(C)CC(c2cccc(C(=O)Nc3ccccc3)c2)Nc2ccc(C(=O)O)cc21",
"reactionStepId": "sa_44211dfec7c31b1d9d5a73e5",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08809369B2;0358;1500493\",\"rsmi\":\"CC[O:28][C:26]([c:25]1[cH:24][cH:23][c:22]2[c:30]([cH:29]1)[C:2]([CH3:1])([CH3:3])[CH2:4][CH:5]([c:6]1[cH:7][c:8]([C:9](=[O:10])[NH:11][c:12]3[cH:13][cH:14][cH:15][cH:16][cH:17]3)[cH:18][cH:19][cH:20]1)[NH:21]2)=[O:27]>C1CCOC1.CO.Cl.O.[Na+].O>[CH3:1][C:2]1([CH3:3])[CH2:4][CH:5]([c:6]2[cH:7][c:8]([C:9](=[O:10])[NH:11][c:12]3[cH:13][cH:14][cH:15][cH:16][cH:17]3)[cH:18][cH:19][cH:20]2)[NH:21][c:22]2[cH:23][cH:24][c:25]([C:26](=[O:27])[OH:28])[cH:29][c:30]21\"},\"mapped_reaction_smiles\":\"CC[O:28][C:26]([c:25]1[cH:24][cH:23][c:22]2[c:30]([cH:29]1)[C:2]([CH3:1])([CH3:3])[CH2:4][CH:5]([c:6]1[cH:7][c:8]([C:9](=[O:10])[NH:11][c:12]3[cH:13][cH:14][cH:15][cH:16][cH:17]3)[cH:18][cH:19][cH:20]1)[NH:21]2)=[O:27]>C1CCOC1.CO.Cl.O.[Na+].O>[CH3:1][C:2]1([CH3:3])[CH2:4][CH:5]([c:6]2[cH:7][c:8]([C:9](=[O:10])[NH:11][c:12]3[cH:13][cH:14][cH:15][cH:16][cH:17]3)[cH:18][cH:19][cH:20]2)[NH:21][c:22]2[cH:23][cH:24][c:25]([C:26](=[O:27])[OH:28])[cH:29][c:30]21\"}",
"reactionStep": {
"id": "sa_44211dfec7c31b1d9d5a73e5",
"reactionHash": "0ed5f27091f3f4db5ec730ca4dc19db15a69f2cb387f062954a4feafa1b9d83b"
},
"children": [
{
"id": "5754",
"routeId": "sa_2228a97b3f201e6d48158875",
"moleculeId": "sa_e8fd8cb93cde3d8e90baaeb6",
"parentId": "5753",
"isLeaf": false,
"molecule": {
"id": "sa_e8fd8cb93cde3d8e90baaeb6",
"inchikey": "YZAIWCIDMUCAOP-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1ccc2c(c1)C(C)(C)CC(c1cccc(C(=O)Nc3ccccc3)c1)N2"
},
"smiles": "CCOC(=O)c1ccc2c(c1)C(C)(C)CC(c1cccc(C(=O)Nc3ccccc3)c1)N2",
"reactionStepId": "sa_8645df983893232cd1bdc03b",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08809369B2;0357;1500492\",\"rsmi\":\"O[C:15]([c:14]1[cH:13][c:12]([CH:11]2[NH:10][c:9]3[cH:8][cH:7][c:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[cH:32][c:31]3[C:28]([CH3:29])([CH3:30])[CH2:27]2)[cH:26][cH:25][cH:24]1)=[O:16].[NH2:17][c:18]1[cH:19][cH:20][cH:21][cH:22][cH:23]1>CCN(CC)CC.CN(C)C(On1nnc2cccnc21)=[N+](C)C.ClCCl.F[PH](F)(F)(F)(F)F>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][cH:8][c:9]2[c:31]([cH:32]1)[C:28]([CH3:29])([CH3:30])[CH2:27][CH:11]([c:12]1[cH:13][c:14]([C:15](=[O:16])[NH:17][c:18]3[cH:19][cH:20][cH:21][cH:22][cH:23]3)[cH:24][cH:25][cH:26]1)[NH:10]2\"},\"mapped_reaction_smiles\":\"O[C:15]([c:14]1[cH:13][c:12]([CH:11]2[NH:10][c:9]3[cH:8][cH:7][c:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[cH:32][c:31]3[C:28]([CH3:29])([CH3:30])[CH2:27]2)[cH:26][cH:25][cH:24]1)=[O:16].[NH2:17][c:18]1[cH:19][cH:20][cH:21][cH:22][cH:23]1>CCN(CC)CC.CN(C)C(On1nnc2cccnc21)=[N+](C)C.ClCCl.F[PH](F)(F)(F)(F)F>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][cH:8][c:9]2[c:31]([cH:32]1)[C:28]([CH3:29])([CH3:30])[CH2:27][CH:11]([c:12]1[cH:13][c:14]([C:15](=[O:16])[NH:17][c:18]3[cH:19][cH:20][cH:21][cH:22][cH:23]3)[cH:24][cH:25][cH:26]1)[NH:10]2\"}",
"reactionStep": {
"id": "sa_8645df983893232cd1bdc03b",
"reactionHash": "607388150d5259b107d77b16777a9ef5885b955be3f8f05902ae24cb049d8cff"
},
"children": [
{
"id": "5755",
"routeId": "sa_2228a97b3f201e6d48158875",
"moleculeId": "sa_257ba819b453f9a0e7fa3c07",
"parentId": "5754",
"isLeaf": true,
"molecule": {
"id": "sa_257ba819b453f9a0e7fa3c07",
"inchikey": "PAYRUJLWNCNPSJ-UHFFFAOYSA-N",
"smiles": "Nc1ccccc1"
},
"smiles": "Nc1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "5756",
"routeId": "sa_2228a97b3f201e6d48158875",
"moleculeId": "sa_be6b3bccf8272905bdf2cc54",
"parentId": "5754",
"isLeaf": false,
"molecule": {
"id": "sa_be6b3bccf8272905bdf2cc54",
"inchikey": "PINCLURKSBCVLK-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1ccc2c(c1)C(C)(C)CC(c1cccc(C(=O)O)c1)N2"
},
"smiles": "CCOC(=O)c1ccc2c(c1)C(C)(C)CC(c1cccc(C(=O)O)c1)N2",
"reactionStepId": "sa_3fefad5b6d4ad166e1622c75",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08809369B2;0356;1500491\",\"rsmi\":\"C[O:17][C:15]([c:14]1[cH:13][c:12]([CH:11]2[NH:10][c:9]3[cH:8][cH:7][c:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[cH:26][c:25]3[C:22]([CH3:23])([CH3:24])[CH2:21]2)[cH:20][cH:19][cH:18]1)=[O:16]>C1CCOC1.CCOC(C)=O.Cl.O.[Li+].O>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][cH:8][c:9]2[c:25]([cH:26]1)[C:22]([CH3:23])([CH3:24])[CH2:21][CH:11]([c:12]1[cH:13][c:14]([C:15](=[O:16])[OH:17])[cH:18][cH:19][cH:20]1)[NH:10]2\"},\"mapped_reaction_smiles\":\"C[O:17][C:15]([c:14]1[cH:13][c:12]([CH:11]2[NH:10][c:9]3[cH:8][cH:7][c:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[cH:26][c:25]3[C:22]([CH3:23])([CH3:24])[CH2:21]2)[cH:20][cH:19][cH:18]1)=[O:16]>C1CCOC1.CCOC(C)=O.Cl.O.[Li+].O>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][cH:8][c:9]2[c:25]([cH:26]1)[C:22]([CH3:23])([CH3:24])[CH2:21][CH:11]([c:12]1[cH:13][c:14]([C:15](=[O:16])[OH:17])[cH:18][cH:19][cH:20]1)[NH:10]2\"}",
"reactionStep": {
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"reactionHash": "5257724c02541e4a45a9628bc76904774cb2046b752ceb92aa457d6a5d8e9e75"
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"children": [
{
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"routeId": "sa_2228a97b3f201e6d48158875",
"moleculeId": "sa_a200ae64623fc556c1e2dd82",
"parentId": "5756",
"isLeaf": false,
"molecule": {
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"inchikey": "ISYSJNMWCJSPHM-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1ccc2c(c1)C(C)(C)CC(c1cccc(C(=O)OC)c1)N2"
},
"smiles": "CCOC(=O)c1ccc2c(c1)C(C)(C)CC(c1cccc(C(=O)OC)c1)N2",
"reactionStepId": "sa_e67336b091b835623db78010",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08809369B2;0424;1500531\",\"rsmi\":\"O=[CH:11][c:12]1[cH:13][c:14]([C:15](=[O:16])[O:17][CH3:18])[cH:19][cH:20][cH:21]1.[CH2:22]=[C:23]([CH3:24])[CH3:25].[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][cH:8][c:9]([NH2:10])[cH:26][cH:27]1>CC#N.CCOC(C)=O.O=S(=O)(O)C(F)(F)F.O=S(=O)(O)C(F)(F)F.O=S(=O)(O)C(F)(F)F.[Yb+3]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][cH:8][c:9]2[c:26]([cH:27]1)[C:23]([CH3:24])([CH3:25])[CH2:22][CH:11]([c:12]1[cH:13][c:14]([C:15](=[O:16])[O:17][CH3:18])[cH:19][cH:20][cH:21]1)[NH:10]2\"},\"mapped_reaction_smiles\":\"O=[CH:11][c:12]1[cH:13][c:14]([C:15](=[O:16])[O:17][CH3:18])[cH:19][cH:20][cH:21]1.[CH2:22]=[C:23]([CH3:24])[CH3:25].[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][cH:8][c:9]([NH2:10])[cH:26][cH:27]1>CC#N.CCOC(C)=O.O=S(=O)(O)C(F)(F)F.O=S(=O)(O)C(F)(F)F.O=S(=O)(O)C(F)(F)F.[Yb+3]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][cH:8][c:9]2[c:26]([cH:27]1)[C:23]([CH3:24])([CH3:25])[CH2:22][CH:11]([c:12]1[cH:13][c:14]([C:15](=[O:16])[O:17][CH3:18])[cH:19][cH:20][cH:21]1)[NH:10]2\"}",
"reactionStep": {
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"reactionHash": "363f6b05a5855ec50b2d6b95863cea0eb7b5145bc0516d7421b101476d57f2ac"
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"children": [
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"moleculeId": "sa_d1129f8ca9af9c3ca902bb44",
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"molecule": {
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"inchikey": "BLFLLBZGZJTVJG-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1ccc(N)cc1"
},
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{
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"smiles": "COC(=O)c1cccc(C=O)c1"
},
"smiles": "COC(=O)c1cccc(C=O)c1",
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{
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"smiles": "C=C(C)C"
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}
]
}
]
}
]
}
]
}
]
}
}