Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
C[C@H](O)CNc1nccc(-c2sc(C(C)(C)C)nc2-c2cccc(NS(=O)(=O)c3c(F)cccc3F)c2F)n1
InChiKey
VEUHPEZTJJGNJK-AWEZNQCLSA-N
Route Signature
333a0faad4599a00ee106c249cb3257d12f823211cb4ef12a24bd383c7144d66
Synthesis route with 6 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_717a45d9ce5c58bb0b02b627",
"signature": "333a0faad4599a00ee106c249cb3257d12f823211cb4ef12a24bd383c7144d66",
"contentHash": "24145f7506393dec5c42bfea64ac0d6069a7cd5031610655e3b64571b1bdd90d",
"length": 6,
"isConvergent": false
},
"target": {
"id": "sa_683301ff559e50b77e5648b1",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-00262",
"moleculeId": "sa_7681b25a67f26395bdb469fa",
"smiles": "C[C@H](O)CNc1nccc(-c2sc(C(C)(C)C)nc2-c2cccc(NS(=O)(=O)c3c(F)cccc3F)c2F)n1",
"routeLength": 6,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_7681b25a67f26395bdb469fa",
"inchikey": "VEUHPEZTJJGNJK-AWEZNQCLSA-N",
"smiles": "C[C@H](O)CNc1nccc(-c2sc(C(C)(C)C)nc2-c2cccc(NS(=O)(=O)c3c(F)cccc3F)c2F)n1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 6
},
"rootNode": {
"id": "3764",
"routeId": "sa_717a45d9ce5c58bb0b02b627",
"moleculeId": "sa_7681b25a67f26395bdb469fa",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_7681b25a67f26395bdb469fa",
"inchikey": "VEUHPEZTJJGNJK-AWEZNQCLSA-N",
"smiles": "C[C@H](O)CNc1nccc(-c2sc(C(C)(C)C)nc2-c2cccc(NS(=O)(=O)c3c(F)cccc3F)c2F)n1"
},
"smiles": "C[C@H](O)CNc1nccc(-c2sc(C(C)(C)C)nc2-c2cccc(NS(=O)(=O)c3c(F)cccc3F)c2F)n1",
"reactionStepId": "sa_ca38a254a4f82901e5bc837d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160068523A1;1346;1850613\",\"rsmi\":\"Cl[c:6]1[n:7][cH:8][cH:9][c:10](-[c:11]2[c:12](-[c:13]3[cH:14][cH:15][cH:16][c:17]([NH:18][S:19](=[O:20])(=[O:21])[c:22]4[c:23]([F:24])[cH:25][cH:26][cH:27][c:28]4[F:29])[c:30]3[F:31])[n:32][c:33]([C:34]([CH3:35])([CH3:36])[CH3:37])[s:38]2)[n:39]1.[CH3:1][C@H:2]([OH:3])[CH2:4][NH2:5]>>[CH3:1][C@H:2]([OH:3])[CH2:4][NH:5][c:6]1[n:7][cH:8][cH:9][c:10](-[c:11]2[c:12](-[c:13]3[cH:14][cH:15][cH:16][c:17]([NH:18][S:19](=[O:20])(=[O:21])[c:22]4[c:23]([F:24])[cH:25][cH:26][cH:27][c:28]4[F:29])[c:30]3[F:31])[n:32][c:33]([C:34]([CH3:35])([CH3:36])[CH3:37])[s:38]2)[n:39]1\"},\"mapped_reaction_smiles\":\"Cl[c:6]1[n:7][cH:8][cH:9][c:10](-[c:11]2[c:12](-[c:13]3[cH:14][cH:15][cH:16][c:17]([NH:18][S:19](=[O:20])(=[O:21])[c:22]4[c:23]([F:24])[cH:25][cH:26][cH:27][c:28]4[F:29])[c:30]3[F:31])[n:32][c:33]([C:34]([CH3:35])([CH3:36])[CH3:37])[s:38]2)[n:39]1.[CH3:1][C@H:2]([OH:3])[CH2:4][NH2:5]>>[CH3:1][C@H:2]([OH:3])[CH2:4][NH:5][c:6]1[n:7][cH:8][cH:9][c:10](-[c:11]2[c:12](-[c:13]3[cH:14][cH:15][cH:16][c:17]([NH:18][S:19](=[O:20])(=[O:21])[c:22]4[c:23]([F:24])[cH:25][cH:26][cH:27][c:28]4[F:29])[c:30]3[F:31])[n:32][c:33]([C:34]([CH3:35])([CH3:36])[CH3:37])[s:38]2)[n:39]1\"}",
"reactionStep": {
"id": "sa_ca38a254a4f82901e5bc837d",
"reactionHash": "c998060304ed51ade52d69c9591b4f64a3ad45c39fc579d7a582750b61d25ec6"
},
"children": [
{
"id": "3765",
"routeId": "sa_717a45d9ce5c58bb0b02b627",
"moleculeId": "sa_9ad4fc605394a18c57da3700",
"parentId": "3764",
"isLeaf": true,
"molecule": {
"id": "sa_9ad4fc605394a18c57da3700",
"inchikey": "HXKKHQJGJAFBHI-VKHMYHEASA-N",
"smiles": "C[C@H](O)CN"
},
"smiles": "C[C@H](O)CN",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "3766",
"routeId": "sa_717a45d9ce5c58bb0b02b627",
"moleculeId": "sa_8b2f99964ce9ee6a611b5529",
"parentId": "3764",
"isLeaf": false,
"molecule": {
"id": "sa_8b2f99964ce9ee6a611b5529",
"inchikey": "IOJHPWJJWDACRN-UHFFFAOYSA-N",
"smiles": "CC(C)(C)c1nc(-c2cccc(NS(=O)(=O)c3c(F)cccc3F)c2F)c(-c2ccnc(Cl)n2)s1"
},
"smiles": "CC(C)(C)c1nc(-c2cccc(NS(=O)(=O)c3c(F)cccc3F)c2F)c(-c2ccnc(Cl)n2)s1",
"reactionStepId": "sa_7a794e699f9bc2ad0af5c2aa",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160068523A1;0666;1850321\",\"rsmi\":\"O=[C:7]([c:8]1[cH:9][cH:10][cH:11][c:12]([NH:13][S:14](=[O:15])(=[O:16])[c:17]2[c:18]([F:19])[cH:20][cH:21][cH:22][c:23]2[F:24])[c:25]1[F:26])[CH2:27][c:28]1[n:29][c:30]([Cl:31])[n:32][cH:33][cH:34]1.[CH3:1][C:2]([CH3:3])([CH3:4])[C:5]([NH2:6])=[S:35]>CC(=O)N(C)C.O.O=C1CCC(=O)N1Br>[CH3:1][C:2]([CH3:3])([CH3:4])[c:5]1[n:6][c:7](-[c:8]2[cH:9][cH:10][cH:11][c:12]([NH:13][S:14](=[O:15])(=[O:16])[c:17]3[c:18]([F:19])[cH:20][cH:21][cH:22][c:23]3[F:24])[c:25]2[F:26])[c:27](-[c:28]2[n:29][c:30]([Cl:31])[n:32][cH:33][cH:34]2)[s:35]1\"},\"mapped_reaction_smiles\":\"O=[C:7]([c:8]1[cH:9][cH:10][cH:11][c:12]([NH:13][S:14](=[O:15])(=[O:16])[c:17]2[c:18]([F:19])[cH:20][cH:21][cH:22][c:23]2[F:24])[c:25]1[F:26])[CH2:27][c:28]1[n:29][c:30]([Cl:31])[n:32][cH:33][cH:34]1.[CH3:1][C:2]([CH3:3])([CH3:4])[C:5]([NH2:6])=[S:35]>CC(=O)N(C)C.O.O=C1CCC(=O)N1Br>[CH3:1][C:2]([CH3:3])([CH3:4])[c:5]1[n:6][c:7](-[c:8]2[cH:9][cH:10][cH:11][c:12]([NH:13][S:14](=[O:15])(=[O:16])[c:17]3[c:18]([F:19])[cH:20][cH:21][cH:22][c:23]3[F:24])[c:25]2[F:26])[c:27](-[c:28]2[n:29][c:30]([Cl:31])[n:32][cH:33][cH:34]2)[s:35]1\"}",
"reactionStep": {
"id": "sa_7a794e699f9bc2ad0af5c2aa",
"reactionHash": "1878942d06d745e3127e34ab8c0a46bf5fccd9bd3748b664b79652d3cd033750"
},
"children": [
{
"id": "3767",
"routeId": "sa_717a45d9ce5c58bb0b02b627",
"moleculeId": "sa_958f51d11bdba1524672666e",
"parentId": "3766",
"isLeaf": true,
"molecule": {
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"inchikey": "FJZJUSOFGBXHCV-UHFFFAOYSA-N",
"smiles": "CC(C)(C)C(N)=S"
},
"smiles": "CC(C)(C)C(N)=S",
"reactionStepId": null,
"template": null,
"metadata": null,
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},
{
"id": "3768",
"routeId": "sa_717a45d9ce5c58bb0b02b627",
"moleculeId": "sa_1c9aa716d7a7d63785a12d4e",
"parentId": "3766",
"isLeaf": false,
"molecule": {
"id": "sa_1c9aa716d7a7d63785a12d4e",
"inchikey": "JENXIOQPSJSXEN-UHFFFAOYSA-N",
"smiles": "O=C(Cc1ccnc(Cl)n1)c1cccc(NS(=O)(=O)c2c(F)cccc2F)c1F"
},
"smiles": "O=C(Cc1ccnc(Cl)n1)c1cccc(NS(=O)(=O)c2c(F)cccc2F)c1F",
"reactionStepId": "sa_86bf8645d800699b5d4fc3e8",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160068523A1;0654;1850315\",\"rsmi\":\"CO[C:2](=[O:1])[c:11]1[cH:12][cH:13][cH:14][c:15]([NH:16][S:17](=[O:18])(=[O:19])[c:20]2[c:21]([F:22])[cH:23][cH:24][cH:25][c:26]2[F:27])[c:28]1[F:29].[CH3:3][c:4]1[n:5][c:6]([Cl:7])[n:8][cH:9][cH:10]1>C1CCOC1.CCOC(C)=O.C[Si](C)(C)N[Si](C)(C)C.Cl.[Li+]>[O:1]=[C:2]([CH2:3][c:4]1[n:5][c:6]([Cl:7])[n:8][cH:9][cH:10]1)[c:11]1[cH:12][cH:13][cH:14][c:15]([NH:16][S:17](=[O:18])(=[O:19])[c:20]2[c:21]([F:22])[cH:23][cH:24][cH:25][c:26]2[F:27])[c:28]1[F:29]\"},\"mapped_reaction_smiles\":\"CO[C:2](=[O:1])[c:11]1[cH:12][cH:13][cH:14][c:15]([NH:16][S:17](=[O:18])(=[O:19])[c:20]2[c:21]([F:22])[cH:23][cH:24][cH:25][c:26]2[F:27])[c:28]1[F:29].[CH3:3][c:4]1[n:5][c:6]([Cl:7])[n:8][cH:9][cH:10]1>C1CCOC1.CCOC(C)=O.C[Si](C)(C)N[Si](C)(C)C.Cl.[Li+]>[O:1]=[C:2]([CH2:3][c:4]1[n:5][c:6]([Cl:7])[n:8][cH:9][cH:10]1)[c:11]1[cH:12][cH:13][cH:14][c:15]([NH:16][S:17](=[O:18])(=[O:19])[c:20]2[c:21]([F:22])[cH:23][cH:24][cH:25][c:26]2[F:27])[c:28]1[F:29]\"}",
"reactionStep": {
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"children": [
{
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"moleculeId": "sa_b0a8792f60eb33b07fec6b40",
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"molecule": {
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"inchikey": "BHAKRVSCGILCEW-UHFFFAOYSA-N",
"smiles": "Cc1ccnc(Cl)n1"
},
"smiles": "Cc1ccnc(Cl)n1",
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{
"id": "3770",
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"molecule": {
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"inchikey": "COSCWKICERLCEK-UHFFFAOYSA-N",
"smiles": "COC(=O)c1cccc(NS(=O)(=O)c2c(F)cccc2F)c1F"
},
"smiles": "COC(=O)c1cccc(NS(=O)(=O)c2c(F)cccc2F)c1F",
"reactionStepId": "sa_e493668afb770c2221398b68",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160068523A1;0653;1850314\",\"rsmi\":\"Cl[S:10](=[O:11])(=[O:12])[c:13]1[c:14]([F:15])[cH:16][cH:17][cH:18][c:19]1[F:20].[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([F:7])[c:8]([NH2:9])[cH:21][cH:22][cH:23]1>ClCCl.c1ccncc1>[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([F:7])[c:8]([NH:9][S:10](=[O:11])(=[O:12])[c:13]2[c:14]([F:15])[cH:16][cH:17][cH:18][c:19]2[F:20])[cH:21][cH:22][cH:23]1\"},\"mapped_reaction_smiles\":\"Cl[S:10](=[O:11])(=[O:12])[c:13]1[c:14]([F:15])[cH:16][cH:17][cH:18][c:19]1[F:20].[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([F:7])[c:8]([NH2:9])[cH:21][cH:22][cH:23]1>ClCCl.c1ccncc1>[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([F:7])[c:8]([NH:9][S:10](=[O:11])(=[O:12])[c:13]2[c:14]([F:15])[cH:16][cH:17][cH:18][c:19]2[F:20])[cH:21][cH:22][cH:23]1\"}",
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"children": [
{
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"smiles": "O=S(=O)(Cl)c1c(F)cccc1F"
},
"smiles": "O=S(=O)(Cl)c1c(F)cccc1F",
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{
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"smiles": "COC(=O)c1cccc(N)c1F"
},
"smiles": "COC(=O)c1cccc(N)c1F",
"reactionStepId": "sa_679bd9c73f3350324467f72b",
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"metadata": "{\"annotations\":{\"ID\":\"US20160068523A1;0660;1850318\",\"rsmi\":\"O=[N+:9]([O-])[c:8]1[c:6]([F:7])[c:5]([C:3]([O:2][CH3:1])=[O:4])[cH:12][cH:11][cH:10]1>C1CCOC1.CO.NN.O.[Ni]>[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([F:7])[c:8]([NH2:9])[cH:10][cH:11][cH:12]1\"},\"mapped_reaction_smiles\":\"O=[N+:9]([O-])[c:8]1[c:6]([F:7])[c:5]([C:3]([O:2][CH3:1])=[O:4])[cH:12][cH:11][cH:10]1>C1CCOC1.CO.NN.O.[Ni]>[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([F:7])[c:8]([NH2:9])[cH:10][cH:11][cH:12]1\"}",
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"smiles": "CO"
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{
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},
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}
]
}
]
}
]
}
]
}
]
}
]
}
}