Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COc1cccc(-c2c(-c3ccccc3)sc3nc(C)cc(NS(=O)(=O)c4cccc(Cl)c4)c23)c1
InChiKey
RIYODGSNRDUECN-UHFFFAOYSA-N
Route Signature
d0e15dc707cd4883d42c1c24ca6ecfc9b07b9824ed7d243e58cef8d81c54a28d
Synthesis route with 6 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_6745798ff4ae6a1e532a7281",
"signature": "d0e15dc707cd4883d42c1c24ca6ecfc9b07b9824ed7d243e58cef8d81c54a28d",
"contentHash": "fa90eb3463511e5c5533366fb18a67e7fe82623d309bb837987155ef79401c15",
"length": 6,
"isConvergent": false
},
"target": {
"id": "sa_f3f397389f8f2a5c5389d72c",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-00290",
"moleculeId": "sa_ae908d8c39b62ddfa21d126d",
"smiles": "COc1cccc(-c2c(-c3ccccc3)sc3nc(C)cc(NS(=O)(=O)c4cccc(Cl)c4)c23)c1",
"routeLength": 6,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_ae908d8c39b62ddfa21d126d",
"inchikey": "RIYODGSNRDUECN-UHFFFAOYSA-N",
"smiles": "COc1cccc(-c2c(-c3ccccc3)sc3nc(C)cc(NS(=O)(=O)c4cccc(Cl)c4)c23)c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "12988",
"routeId": "sa_6745798ff4ae6a1e532a7281",
"moleculeId": "sa_ae908d8c39b62ddfa21d126d",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_ae908d8c39b62ddfa21d126d",
"inchikey": "RIYODGSNRDUECN-UHFFFAOYSA-N",
"smiles": "COc1cccc(-c2c(-c3ccccc3)sc3nc(C)cc(NS(=O)(=O)c4cccc(Cl)c4)c23)c1"
},
"smiles": "COc1cccc(-c2c(-c3ccccc3)sc3nc(C)cc(NS(=O)(=O)c4cccc(Cl)c4)c23)c1",
"reactionStepId": "sa_c59570dd45f7f6b2eefcabd9",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120252805A1;0385;1280991\",\"rsmi\":\"Br[c:9]1[c:8](-[c:7]2[cH:6][cH:5][cH:4][c:3]([O:2][CH3:1])[cH:35]2)[c:34]2[c:17]([s:16]1)[n:18][c:19]([CH3:20])[cH:21][c:22]2[NH:23][S:24](=[O:25])(=[O:26])[c:27]1[cH:28][c:29]([Cl:30])[cH:31][cH:32][cH:33]1.OB(O)[c:10]1[cH:11][cH:12][cH:13][cH:14][cH:15]1>CN(C)C=O.ClCCl.Cl[Pd]Cl.O.O=C(O)O.[Fe+2].[Na+].[Na+]>[CH3:1][O:2][c:3]1[cH:4][cH:5][cH:6][c:7](-[c:8]2[c:9](-[c:10]3[cH:11][cH:12][cH:13][cH:14][cH:15]3)[s:16][c:17]3[n:18][c:19]([CH3:20])[cH:21][c:22]([NH:23][S:24](=[O:25])(=[O:26])[c:27]4[cH:28][c:29]([Cl:30])[cH:31][cH:32][cH:33]4)[c:34]23)[cH:35]1\"},\"mapped_reaction_smiles\":\"Br[c:9]1[c:8](-[c:7]2[cH:6][cH:5][cH:4][c:3]([O:2][CH3:1])[cH:35]2)[c:34]2[c:17]([s:16]1)[n:18][c:19]([CH3:20])[cH:21][c:22]2[NH:23][S:24](=[O:25])(=[O:26])[c:27]1[cH:28][c:29]([Cl:30])[cH:31][cH:32][cH:33]1.OB(O)[c:10]1[cH:11][cH:12][cH:13][cH:14][cH:15]1>CN(C)C=O.ClCCl.Cl[Pd]Cl.O.O=C(O)O.[Fe+2].[Na+].[Na+]>[CH3:1][O:2][c:3]1[cH:4][cH:5][cH:6][c:7](-[c:8]2[c:9](-[c:10]3[cH:11][cH:12][cH:13][cH:14][cH:15]3)[s:16][c:17]3[n:18][c:19]([CH3:20])[cH:21][c:22]([NH:23][S:24](=[O:25])(=[O:26])[c:27]4[cH:28][c:29]([Cl:30])[cH:31][cH:32][cH:33]4)[c:34]23)[cH:35]1\"}",
"reactionStep": {
"id": "sa_c59570dd45f7f6b2eefcabd9",
"reactionHash": "f025da2120e526a051ca699f53ba4e339f4af0df746ce2a962ec57e61c74d89d"
},
"children": [
{
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"routeId": "sa_6745798ff4ae6a1e532a7281",
"moleculeId": "sa_05364e99571ecb363666a42f",
"parentId": "12988",
"isLeaf": true,
"molecule": {
"id": "sa_05364e99571ecb363666a42f",
"inchikey": "HXITXNWTGFUOAU-UHFFFAOYSA-N",
"smiles": "OB(O)c1ccccc1"
},
"smiles": "OB(O)c1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
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"moleculeId": "sa_c2451c344a0d0982e954636b",
"parentId": "12988",
"isLeaf": false,
"molecule": {
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"inchikey": "YBFZCXVJSCRZHX-UHFFFAOYSA-N",
"smiles": "COc1cccc(-c2c(Br)sc3nc(C)cc(NS(=O)(=O)c4cccc(Cl)c4)c23)c1"
},
"smiles": "COc1cccc(-c2c(Br)sc3nc(C)cc(NS(=O)(=O)c4cccc(Cl)c4)c23)c1",
"reactionStepId": "sa_3a585ab30390dcef86860b70",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120252805A1;0369;1280984\",\"rsmi\":\"Cl[S:19](=[O:20])(=[O:21])[c:22]1[cH:23][c:24]([Cl:25])[cH:26][cH:27][cH:28]1.[CH3:1][O:2][c:3]1[cH:4][cH:5][cH:6][c:7](-[c:8]2[c:9]([Br:10])[s:11][c:12]3[n:13][c:14]([CH3:15])[cH:16][c:17]([NH2:18])[c:29]23)[cH:30]1>C1CCOC1.CC(C)(C)O.Cl.N.[Na+]>[CH3:1][O:2][c:3]1[cH:4][cH:5][cH:6][c:7](-[c:8]2[c:9]([Br:10])[s:11][c:12]3[n:13][c:14]([CH3:15])[cH:16][c:17]([NH:18][S:19](=[O:20])(=[O:21])[c:22]4[cH:23][c:24]([Cl:25])[cH:26][cH:27][cH:28]4)[c:29]23)[cH:30]1\"},\"mapped_reaction_smiles\":\"Cl[S:19](=[O:20])(=[O:21])[c:22]1[cH:23][c:24]([Cl:25])[cH:26][cH:27][cH:28]1.[CH3:1][O:2][c:3]1[cH:4][cH:5][cH:6][c:7](-[c:8]2[c:9]([Br:10])[s:11][c:12]3[n:13][c:14]([CH3:15])[cH:16][c:17]([NH2:18])[c:29]23)[cH:30]1>C1CCOC1.CC(C)(C)O.Cl.N.[Na+]>[CH3:1][O:2][c:3]1[cH:4][cH:5][cH:6][c:7](-[c:8]2[c:9]([Br:10])[s:11][c:12]3[n:13][c:14]([CH3:15])[cH:16][c:17]([NH:18][S:19](=[O:20])(=[O:21])[c:22]4[cH:23][c:24]([Cl:25])[cH:26][cH:27][cH:28]4)[c:29]23)[cH:30]1\"}",
"reactionStep": {
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"reactionHash": "ec03268930617a84b9b0c9d0bf34f763ff33fc415750233ecf8b6ee1d87ec88e"
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"children": [
{
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"isLeaf": false,
"molecule": {
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"inchikey": "GJNWNTFJUJAQSY-UHFFFAOYSA-N",
"smiles": "COc1cccc(-c2c(Br)sc3nc(C)cc(N)c23)c1"
},
"smiles": "COc1cccc(-c2c(Br)sc3nc(C)cc(N)c23)c1",
"reactionStepId": "sa_5d828f44fd18e3545b5aa753",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120252805A1;0161;1280915\",\"rsmi\":\"O=C(O)[c:16]1[c:14]([NH2:15])[c:13]2[c:8](-[c:7]3[cH:6][cH:5][cH:4][c:3]([O:2][CH3:1])[cH:20]3)[c:9]([Br:10])[s:11][c:12]2[n:19][c:17]1[CH3:18]>[Cu].c1ccc2ncccc2c1>[CH3:1][O:2][c:3]1[cH:4][cH:5][cH:6][c:7](-[c:8]2[c:9]([Br:10])[s:11][c:12]3[c:13]2[c:14]([NH2:15])[cH:16][c:17]([CH3:18])[n:19]3)[cH:20]1\"},\"mapped_reaction_smiles\":\"O=C(O)[c:16]1[c:14]([NH2:15])[c:13]2[c:8](-[c:7]3[cH:6][cH:5][cH:4][c:3]([O:2][CH3:1])[cH:20]3)[c:9]([Br:10])[s:11][c:12]2[n:19][c:17]1[CH3:18]>[Cu].c1ccc2ncccc2c1>[CH3:1][O:2][c:3]1[cH:4][cH:5][cH:6][c:7](-[c:8]2[c:9]([Br:10])[s:11][c:12]3[c:13]2[c:14]([NH2:15])[cH:16][c:17]([CH3:18])[n:19]3)[cH:20]1\"}",
"reactionStep": {
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"parentId": "12991",
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"molecule": {
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"smiles": "COc1cccc(-c2c(Br)sc3nc(C)c(C(=O)O)c(N)c23)c1"
},
"smiles": "COc1cccc(-c2c(Br)sc3nc(C)c(C(=O)O)c(N)c23)c1",
"reactionStepId": "sa_3f48443227c2de73f3323198",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120252805A1;0159;1280914\",\"rsmi\":\"CC[O:19][C:17]([c:16]1[c:14]([CH3:15])[n:13][c:12]2[s:11][c:9]([Br:10])[c:8](-[c:7]3[cH:6][cH:5][cH:4][c:3]([O:2][CH3:1])[cH:23]3)[c:22]2[c:20]1[NH2:21])=[O:18]>CS(C)=O.O.O=CO.[Na+].O>[CH3:1][O:2][c:3]1[cH:4][cH:5][cH:6][c:7](-[c:8]2[c:9]([Br:10])[s:11][c:12]3[n:13][c:14]([CH3:15])[c:16]([C:17](=[O:18])[OH:19])[c:20]([NH2:21])[c:22]23)[cH:23]1\"},\"mapped_reaction_smiles\":\"CC[O:19][C:17]([c:16]1[c:14]([CH3:15])[n:13][c:12]2[s:11][c:9]([Br:10])[c:8](-[c:7]3[cH:6][cH:5][cH:4][c:3]([O:2][CH3:1])[cH:23]3)[c:22]2[c:20]1[NH2:21])=[O:18]>CS(C)=O.O.O=CO.[Na+].O>[CH3:1][O:2][c:3]1[cH:4][cH:5][cH:6][c:7](-[c:8]2[c:9]([Br:10])[s:11][c:12]3[n:13][c:14]([CH3:15])[c:16]([C:17](=[O:18])[OH:19])[c:20]([NH2:21])[c:22]23)[cH:23]1\"}",
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"smiles": "CCOC(=O)c1c(C)nc2sc(Br)c(-c3cccc(OC)c3)c2c1N"
},
"smiles": "CCOC(=O)c1c(C)nc2sc(Br)c(-c3cccc(OC)c3)c2c1N",
"reactionStepId": "sa_cb4a820ed2f778623404ebeb",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120252805A1;0157;1280913\",\"rsmi\":\"O=C1CCC(=O)N1[Br:13].[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([CH3:8])[n:9][c:10]2[s:11][cH:12][c:14](-[c:15]3[cH:16][c:17]([O:18][CH3:19])[cH:20][cH:21][cH:22]3)[c:23]2[c:24]1[NH2:25]>ClCCl>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([CH3:8])[n:9][c:10]2[s:11][c:12]([Br:13])[c:14](-[c:15]3[cH:16][c:17]([O:18][CH3:19])[cH:20][cH:21][cH:22]3)[c:23]2[c:24]1[NH2:25]\"},\"mapped_reaction_smiles\":\"O=C1CCC(=O)N1[Br:13].[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([CH3:8])[n:9][c:10]2[s:11][cH:12][c:14](-[c:15]3[cH:16][c:17]([O:18][CH3:19])[cH:20][cH:21][cH:22]3)[c:23]2[c:24]1[NH2:25]>ClCCl>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([CH3:8])[n:9][c:10]2[s:11][c:12]([Br:13])[c:14](-[c:15]3[cH:16][c:17]([O:18][CH3:19])[cH:20][cH:21][cH:22]3)[c:23]2[c:24]1[NH2:25]\"}",
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"metadata": "{\"annotations\":{\"ID\":\"US20120252805A1;0155;1280912\",\"rsmi\":\"O=[C:7]([CH2:6][C:4]([O:3][CH2:2][CH3:1])=[O:5])[CH3:8].[NH2:9][c:10]1[s:11][cH:12][c:13](-[c:14]2[cH:15][c:16]([O:17][CH3:18])[cH:19][cH:20][cH:21]2)[c:22]1[C:23]#[N:24]>Cc1ccccc1.Cl[Sn](Cl)(Cl)Cl>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([CH3:8])[n:9][c:10]2[s:11][cH:12][c:13](-[c:14]3[cH:15][c:16]([O:17][CH3:18])[cH:19][cH:20][cH:21]3)[c:22]2[c:23]1[NH2:24]\"},\"mapped_reaction_smiles\":\"O=[C:7]([CH2:6][C:4]([O:3][CH2:2][CH3:1])=[O:5])[CH3:8].[NH2:9][c:10]1[s:11][cH:12][c:13](-[c:14]2[cH:15][c:16]([O:17][CH3:18])[cH:19][cH:20][cH:21]2)[c:22]1[C:23]#[N:24]>Cc1ccccc1.Cl[Sn](Cl)(Cl)Cl>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([CH3:8])[n:9][c:10]2[s:11][cH:12][c:13](-[c:14]3[cH:15][c:16]([O:17][CH3:18])[cH:19][cH:20][cH:21]3)[c:22]2[c:23]1[NH2:24]\"}",
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{
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{
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]
},
{
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},
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]
}
}