Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COc1cc(OC)c(-c2cc3ccccc3[nH]2)cc1/C=C/C(=O)c1ccc(S(N)(=O)=O)cc1
InChiKey
CNIJBZSOCJBGJE-FMIVXFBMSA-N
Route Signature
bf51172f9f52a902d3ab668f29c5b8ee1d3b5c189ec385be9a243b97b8c27d81
Synthesis route with 4 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_121e5f26ae7ba84518a4faa0",
"signature": "bf51172f9f52a902d3ab668f29c5b8ee1d3b5c189ec385be9a243b97b8c27d81",
"contentHash": "a3555708f92f8ec3e00163692ef0c54f2bfbcbe6d8da48afe7f2571c46c95855",
"length": 4,
"isConvergent": true
},
"target": {
"id": "sa_e47ebd2c7d0b5ce852020fa3",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-02571",
"moleculeId": "sa_f82022f967fc782a07fe62a4",
"smiles": "COc1cc(OC)c(-c2cc3ccccc3[nH]2)cc1/C=C/C(=O)c1ccc(S(N)(=O)=O)cc1",
"routeLength": 4,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_f82022f967fc782a07fe62a4",
"inchikey": "CNIJBZSOCJBGJE-FMIVXFBMSA-N",
"smiles": "COc1cc(OC)c(-c2cc3ccccc3[nH]2)cc1/C=C/C(=O)c1ccc(S(N)(=O)=O)cc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "1961",
"routeId": "sa_121e5f26ae7ba84518a4faa0",
"moleculeId": "sa_f82022f967fc782a07fe62a4",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_f82022f967fc782a07fe62a4",
"inchikey": "CNIJBZSOCJBGJE-FMIVXFBMSA-N",
"smiles": "COc1cc(OC)c(-c2cc3ccccc3[nH]2)cc1/C=C/C(=O)c1ccc(S(N)(=O)=O)cc1"
},
"smiles": "COc1cc(OC)c(-c2cc3ccccc3[nH]2)cc1/C=C/C(=O)c1ccc(S(N)(=O)=O)cc1",
"reactionStepId": "sa_5484c52eea613e24762fcc95",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20050049236A1;0418;232715\",\"rsmi\":\"[CH3:1][O:2][c:3]1[cH:4][c:5]([O:6][CH3:7])[c:8](/[CH:9]=[CH:10]/[C:11](=[O:12])[c:13]2[cH:14][cH:15][c:16]([S:17]([NH2:18])(=[O:19])=[O:20])[cH:21][cH:22]2)[cH:23][c:24]1[C:25]#[C:26][c:27]1[cH:28][cH:29][cH:30][cH:31][c:32]1[NH2:33]>CC#N.Cl[Pd]Cl>[CH3:1][O:2][c:3]1[cH:4][c:5]([O:6][CH3:7])[c:8](/[CH:9]=[CH:10]/[C:11](=[O:12])[c:13]2[cH:14][cH:15][c:16]([S:17]([NH2:18])(=[O:19])=[O:20])[cH:21][cH:22]2)[cH:23][c:24]1-[c:25]1[cH:26][c:27]2[cH:28][cH:29][cH:30][cH:31][c:32]2[nH:33]1\"},\"mapped_reaction_smiles\":\"[CH3:1][O:2][c:3]1[cH:4][c:5]([O:6][CH3:7])[c:8](/[CH:9]=[CH:10]/[C:11](=[O:12])[c:13]2[cH:14][cH:15][c:16]([S:17]([NH2:18])(=[O:19])=[O:20])[cH:21][cH:22]2)[cH:23][c:24]1[C:25]#[C:26][c:27]1[cH:28][cH:29][cH:30][cH:31][c:32]1[NH2:33]>CC#N.Cl[Pd]Cl>[CH3:1][O:2][c:3]1[cH:4][c:5]([O:6][CH3:7])[c:8](/[CH:9]=[CH:10]/[C:11](=[O:12])[c:13]2[cH:14][cH:15][c:16]([S:17]([NH2:18])(=[O:19])=[O:20])[cH:21][cH:22]2)[cH:23][c:24]1-[c:25]1[cH:26][c:27]2[cH:28][cH:29][cH:30][cH:31][c:32]2[nH:33]1\"}",
"reactionStep": {
"id": "sa_5484c52eea613e24762fcc95",
"reactionHash": "858246f3c496380054cc4ae136f8a26ef7b639fccc5a9370b06c8b758dc658f6"
},
"children": [
{
"id": "1962",
"routeId": "sa_121e5f26ae7ba84518a4faa0",
"moleculeId": "sa_41df8861d8abdc82aef50abd",
"parentId": "1961",
"isLeaf": false,
"molecule": {
"id": "sa_41df8861d8abdc82aef50abd",
"inchikey": "CDCHUPNJPWYNNU-SDNWHVSQSA-N",
"smiles": "COc1cc(OC)c(/C=C/C(=O)c2ccc(S(N)(=O)=O)cc2)cc1C#Cc1ccccc1N"
},
"smiles": "COc1cc(OC)c(/C=C/C(=O)c2ccc(S(N)(=O)=O)cc2)cc1C#Cc1ccccc1N",
"reactionStepId": "sa_1ff17e01b01ec9220f76db6a",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20050049236A1;0417;232714\",\"rsmi\":\"O=[CH:9][c:8]1[c:5]([O:6][CH3:7])[cH:4][c:3]([O:2][CH3:1])[c:24]([C:25]#[C:26][c:27]2[c:28]([NH2:29])[cH:30][cH:31][cH:32][cH:33]2)[cH:23]1.[CH3:10][C:11](=[O:12])[c:13]1[cH:14][cH:15][c:16]([S:17]([NH2:18])(=[O:19])=[O:20])[cH:21][cH:22]1>>[CH3:1][O:2][c:3]1[cH:4][c:5]([O:6][CH3:7])[c:8](/[CH:9]=[CH:10]/[C:11](=[O:12])[c:13]2[cH:14][cH:15][c:16]([S:17]([NH2:18])(=[O:19])=[O:20])[cH:21][cH:22]2)[cH:23][c:24]1[C:25]#[C:26][c:27]1[c:28]([NH2:29])[cH:30][cH:31][cH:32][cH:33]1\"},\"mapped_reaction_smiles\":\"O=[CH:9][c:8]1[c:5]([O:6][CH3:7])[cH:4][c:3]([O:2][CH3:1])[c:24]([C:25]#[C:26][c:27]2[c:28]([NH2:29])[cH:30][cH:31][cH:32][cH:33]2)[cH:23]1.[CH3:10][C:11](=[O:12])[c:13]1[cH:14][cH:15][c:16]([S:17]([NH2:18])(=[O:19])=[O:20])[cH:21][cH:22]1>>[CH3:1][O:2][c:3]1[cH:4][c:5]([O:6][CH3:7])[c:8](/[CH:9]=[CH:10]/[C:11](=[O:12])[c:13]2[cH:14][cH:15][c:16]([S:17]([NH2:18])(=[O:19])=[O:20])[cH:21][cH:22]2)[cH:23][c:24]1[C:25]#[C:26][c:27]1[c:28]([NH2:29])[cH:30][cH:31][cH:32][cH:33]1\"}",
"reactionStep": {
"id": "sa_1ff17e01b01ec9220f76db6a",
"reactionHash": "913e1666799b9a09f137a5274da01e08251c567a4c77405d4b4871b8d2386d34"
},
"children": [
{
"id": "1963",
"routeId": "sa_121e5f26ae7ba84518a4faa0",
"moleculeId": "sa_4b93b22777e705c19dce0cde",
"parentId": "1962",
"isLeaf": false,
"molecule": {
"id": "sa_4b93b22777e705c19dce0cde",
"inchikey": "CSATVXJBGFVJES-UHFFFAOYSA-N",
"smiles": "CC(=O)c1ccc(S(N)(=O)=O)cc1"
},
"smiles": "CC(=O)c1ccc(S(N)(=O)=O)cc1",
"reactionStepId": "sa_8190dfd818da0fc618992ac1",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20050049236A1;0414;232711\",\"rsmi\":\"Cl[S:8]([c:7]1[cH:6][cH:5][c:4]([C:2]([CH3:1])=[O:3])[cH:13][cH:12]1)(=[O:10])=[O:11].[NH3:9]>CC(C)=O>[CH3:1][C:2](=[O:3])[c:4]1[cH:5][cH:6][c:7]([S:8]([NH2:9])(=[O:10])=[O:11])[cH:12][cH:13]1\"},\"mapped_reaction_smiles\":\"Cl[S:8]([c:7]1[cH:6][cH:5][c:4]([C:2]([CH3:1])=[O:3])[cH:13][cH:12]1)(=[O:10])=[O:11].[NH3:9]>CC(C)=O>[CH3:1][C:2](=[O:3])[c:4]1[cH:5][cH:6][c:7]([S:8]([NH2:9])(=[O:10])=[O:11])[cH:12][cH:13]1\"}",
"reactionStep": {
"id": "sa_8190dfd818da0fc618992ac1",
"reactionHash": "01ef6091d250f7876d83274a8fa2ce7f16b7792e12e7bb048271a48d0949fe94"
},
"children": [
{
"id": "1964",
"routeId": "sa_121e5f26ae7ba84518a4faa0",
"moleculeId": "sa_b8f56f4132781e895621fe69",
"parentId": "1963",
"isLeaf": true,
"molecule": {
"id": "sa_b8f56f4132781e895621fe69",
"inchikey": "FXVDNCRTKXMSEZ-UHFFFAOYSA-N",
"smiles": "CC(=O)c1ccc(S(=O)(=O)Cl)cc1"
},
"smiles": "CC(=O)c1ccc(S(=O)(=O)Cl)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "1965",
"routeId": "sa_121e5f26ae7ba84518a4faa0",
"moleculeId": "sa_c9679fdd876f32f86b77fb69",
"parentId": "1963",
"isLeaf": true,
"molecule": {
"id": "sa_c9679fdd876f32f86b77fb69",
"inchikey": "QGZKDVFQNNGYKY-UHFFFAOYSA-N",
"smiles": "N"
},
"smiles": "N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "1966",
"routeId": "sa_121e5f26ae7ba84518a4faa0",
"moleculeId": "sa_8d8c3be7b4046184188886c4",
"parentId": "1962",
"isLeaf": false,
"molecule": {
"id": "sa_8d8c3be7b4046184188886c4",
"inchikey": "GZHVOOPGGKQIOM-UHFFFAOYSA-N",
"smiles": "COc1cc(OC)c(C=O)cc1C#Cc1ccccc1N"
},
"smiles": "COc1cc(OC)c(C=O)cc1C#Cc1ccccc1N",
"reactionStepId": "sa_3d697d66b71760262352ebae",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20050049236A1;0416;232713\",\"rsmi\":\"C[Si](C)(C)[C:13]#[C:14][c:15]1[c:16]([NH2:17])[cH:18][cH:19][cH:20][cH:21]1.I[c:12]1[c:3]([O:2][CH3:1])[cH:4][c:5]([O:6][CH3:7])[c:8]([CH:9]=[O:10])[cH:11]1>C1CCOC1.CCCC[N+](CCCC)(CCCC)CCCC.CCN(CC)CC.Cl[Pd](Cl)([PH](c1ccccc1)(c1ccccc1)c1ccccc1)[PH](c1ccccc1)(c1ccccc1)c1ccccc1.[Cu]I.F>[CH3:1][O:2][c:3]1[cH:4][c:5]([O:6][CH3:7])[c:8]([CH:9]=[O:10])[cH:11][c:12]1[C:13]#[C:14][c:15]1[c:16]([NH2:17])[cH:18][cH:19][cH:20][cH:21]1\"},\"mapped_reaction_smiles\":\"C[Si](C)(C)[C:13]#[C:14][c:15]1[c:16]([NH2:17])[cH:18][cH:19][cH:20][cH:21]1.I[c:12]1[c:3]([O:2][CH3:1])[cH:4][c:5]([O:6][CH3:7])[c:8]([CH:9]=[O:10])[cH:11]1>C1CCOC1.CCCC[N+](CCCC)(CCCC)CCCC.CCN(CC)CC.Cl[Pd](Cl)([PH](c1ccccc1)(c1ccccc1)c1ccccc1)[PH](c1ccccc1)(c1ccccc1)c1ccccc1.[Cu]I.F>[CH3:1][O:2][c:3]1[cH:4][c:5]([O:6][CH3:7])[c:8]([CH:9]=[O:10])[cH:11][c:12]1[C:13]#[C:14][c:15]1[c:16]([NH2:17])[cH:18][cH:19][cH:20][cH:21]1\"}",
"reactionStep": {
"id": "sa_3d697d66b71760262352ebae",
"reactionHash": "89192a58d94c24e4a7123fce0fa6772584463706e8bf664ad412d69fe721f287"
},
"children": [
{
"id": "1967",
"routeId": "sa_121e5f26ae7ba84518a4faa0",
"moleculeId": "sa_88066a39f70677ab8c35582b",
"parentId": "1966",
"isLeaf": true,
"molecule": {
"id": "sa_88066a39f70677ab8c35582b",
"inchikey": "ISXSBRZDPKQYSC-UHFFFAOYSA-N",
"smiles": "C[Si](C)(C)C#Cc1ccccc1N"
},
"smiles": "C[Si](C)(C)C#Cc1ccccc1N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "1968",
"routeId": "sa_121e5f26ae7ba84518a4faa0",
"moleculeId": "sa_655fe958b5ba6bc00cce173a",
"parentId": "1966",
"isLeaf": false,
"molecule": {
"id": "sa_655fe958b5ba6bc00cce173a",
"inchikey": "RKDRKAVGBBJYJG-UHFFFAOYSA-N",
"smiles": "COc1cc(OC)c(C=O)cc1I"
},
"smiles": "COc1cc(OC)c(C=O)cc1I",
"reactionStepId": "sa_2e5d006d680dfabab0d9f216",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20050049236A1;0415;232712\",\"rsmi\":\"Cl[I:13].[CH3:1][O:2][c:3]1[cH:4][c:5]([O:6][CH3:7])[c:8]([CH:9]=[O:10])[cH:11][cH:12]1>CO.Cl>[CH3:1][O:2][c:3]1[cH:4][c:5]([O:6][CH3:7])[c:8]([CH:9]=[O:10])[cH:11][c:12]1[I:13]\"},\"mapped_reaction_smiles\":\"Cl[I:13].[CH3:1][O:2][c:3]1[cH:4][c:5]([O:6][CH3:7])[c:8]([CH:9]=[O:10])[cH:11][cH:12]1>CO.Cl>[CH3:1][O:2][c:3]1[cH:4][c:5]([O:6][CH3:7])[c:8]([CH:9]=[O:10])[cH:11][c:12]1[I:13]\"}",
"reactionStep": {
"id": "sa_2e5d006d680dfabab0d9f216",
"reactionHash": "2f57770e285b5ae7971d854d9238e20666c5a48d7e4fd20ea7f007d7bd5b59f6"
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"children": [
{
"id": "1969",
"routeId": "sa_121e5f26ae7ba84518a4faa0",
"moleculeId": "sa_a8defe2e4ae20e6806a24391",
"parentId": "1968",
"isLeaf": true,
"molecule": {
"id": "sa_a8defe2e4ae20e6806a24391",
"inchikey": "LWRSYTXEQUUTKW-UHFFFAOYSA-N",
"smiles": "COc1ccc(C=O)c(OC)c1"
},
"smiles": "COc1ccc(C=O)c(OC)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
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"children": []
},
{
"id": "1970",
"routeId": "sa_121e5f26ae7ba84518a4faa0",
"moleculeId": "sa_854b03039f1645813f54d9cc",
"parentId": "1968",
"isLeaf": true,
"molecule": {
"id": "sa_854b03039f1645813f54d9cc",
"inchikey": "QZRGKCOWNLSUDK-UHFFFAOYSA-N",
"smiles": "ClI"
},
"smiles": "ClI",
"reactionStepId": null,
"template": null,
"metadata": null,
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"children": []
}
]
}
]
}
]
}
]
}
}