Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCOC(=O)CC(=O)c1cc(C)c(F)c([N+](=O)[O-])c1Cl
InChiKey
GGIRJYGNGPVRES-UHFFFAOYSA-N
Route Signature
beee27e6d5ee3746b5f943f900bfcca812d1f176211126fe04168ae0fadedfea
Synthesis route with 6 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_aac3634c9c31a5c10d99f4a5",
"signature": "beee27e6d5ee3746b5f943f900bfcca812d1f176211126fe04168ae0fadedfea",
"contentHash": "9f908305329f4927333b17310f6c09fc0ec5351c382618bb86c94b3335a7906e",
"length": 6,
"isConvergent": false
},
"target": {
"id": "sa_061471c3872802fb8880c58d",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-00700",
"moleculeId": "sa_8ceb850125766b67e906863a",
"smiles": "CCOC(=O)CC(=O)c1cc(C)c(F)c([N+](=O)[O-])c1Cl",
"routeLength": 6,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_8ceb850125766b67e906863a",
"inchikey": "GGIRJYGNGPVRES-UHFFFAOYSA-N",
"smiles": "CCOC(=O)CC(=O)c1cc(C)c(F)c([N+](=O)[O-])c1Cl"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "4672",
"routeId": "sa_aac3634c9c31a5c10d99f4a5",
"moleculeId": "sa_8ceb850125766b67e906863a",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_8ceb850125766b67e906863a",
"inchikey": "GGIRJYGNGPVRES-UHFFFAOYSA-N",
"smiles": "CCOC(=O)CC(=O)c1cc(C)c(F)c([N+](=O)[O-])c1Cl"
},
"smiles": "CCOC(=O)CC(=O)c1cc(C)c(F)c([N+](=O)[O-])c1Cl",
"reactionStepId": "sa_d11f160752a06c619453e173",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06136823;;489372\",\"rsmi\":\"O=C(O)[CH2:6][C:4]([O:3][CH2:2][CH3:1])=[O:5].O[C:7](=[O:8])[c:9]1[c:10]([Cl:11])[c:12]([N+:13](=[O:14])[O-:15])[c:16]([F:17])[c:18]([CH3:19])[cH:20]1>C1CCOC1.CCO.CN(C)C=O.ClC(Cl)(Cl)Cl.ClCCl.O=C(Cl)C(=O)Cl.[Mg]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][C:7](=[O:8])[c:9]1[c:10]([Cl:11])[c:12]([N+:13](=[O:14])[O-:15])[c:16]([F:17])[c:18]([CH3:19])[cH:20]1\"},\"mapped_reaction_smiles\":\"O=C(O)[CH2:6][C:4]([O:3][CH2:2][CH3:1])=[O:5].O[C:7](=[O:8])[c:9]1[c:10]([Cl:11])[c:12]([N+:13](=[O:14])[O-:15])[c:16]([F:17])[c:18]([CH3:19])[cH:20]1>C1CCOC1.CCO.CN(C)C=O.ClC(Cl)(Cl)Cl.ClCCl.O=C(Cl)C(=O)Cl.[Mg]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][C:7](=[O:8])[c:9]1[c:10]([Cl:11])[c:12]([N+:13](=[O:14])[O-:15])[c:16]([F:17])[c:18]([CH3:19])[cH:20]1\"}",
"reactionStep": {
"id": "sa_d11f160752a06c619453e173",
"reactionHash": "b19c71e8479a69c6d8250fb0357722ac8a1110a5caaf53382fc5929d282c5745"
},
"children": [
{
"id": "4673",
"routeId": "sa_aac3634c9c31a5c10d99f4a5",
"moleculeId": "sa_23259354d1dc83934c3840db",
"parentId": "4672",
"isLeaf": true,
"molecule": {
"id": "sa_23259354d1dc83934c3840db",
"inchikey": "HGINADPHJQTSKN-UHFFFAOYSA-N",
"smiles": "CCOC(=O)CC(=O)O"
},
"smiles": "CCOC(=O)CC(=O)O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "4674",
"routeId": "sa_aac3634c9c31a5c10d99f4a5",
"moleculeId": "sa_5d6ae6281bcdfd2b62e63f39",
"parentId": "4672",
"isLeaf": false,
"molecule": {
"id": "sa_5d6ae6281bcdfd2b62e63f39",
"inchikey": "USHXJAXMOKEHIU-UHFFFAOYSA-N",
"smiles": "Cc1cc(C(=O)O)c(Cl)c([N+](=O)[O-])c1F"
},
"smiles": "Cc1cc(C(=O)O)c(Cl)c([N+](=O)[O-])c1F",
"reactionStepId": "sa_72ea3cb283568ae75e9852d6",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06136823;;489371\",\"rsmi\":\"[CH3:1][c:2]1[cH:3][c:4]([C:5](=[O:6])[OH:7])[c:8]([Cl:9])[cH:10][c:14]1[F:15].O[N+:11](=[O:12])[O-:13]>O=S(=O)(O)O.[K+]>[CH3:1][c:2]1[cH:3][c:4]([C:5](=[O:6])[OH:7])[c:8]([Cl:9])[c:10]([N+:11](=[O:12])[O-:13])[c:14]1[F:15]\"},\"mapped_reaction_smiles\":\"[CH3:1][c:2]1[cH:3][c:4]([C:5](=[O:6])[OH:7])[c:8]([Cl:9])[cH:10][c:14]1[F:15].O[N+:11](=[O:12])[O-:13]>O=S(=O)(O)O.[K+]>[CH3:1][c:2]1[cH:3][c:4]([C:5](=[O:6])[OH:7])[c:8]([Cl:9])[c:10]([N+:11](=[O:12])[O-:13])[c:14]1[F:15]\"}",
"reactionStep": {
"id": "sa_72ea3cb283568ae75e9852d6",
"reactionHash": "844618181c6b8b9b3b5a57e0e43cbbf5512b8f28b6fc13b62084cf1a9db1d65b"
},
"children": [
{
"id": "4675",
"routeId": "sa_aac3634c9c31a5c10d99f4a5",
"moleculeId": "sa_edac0a7fd043198784a28dd9",
"parentId": "4674",
"isLeaf": true,
"molecule": {
"id": "sa_edac0a7fd043198784a28dd9",
"inchikey": "GRYLNZFGIOXLOG-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])O"
},
"smiles": "O=[N+]([O-])O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "4676",
"routeId": "sa_aac3634c9c31a5c10d99f4a5",
"moleculeId": "sa_8870b454dc68f31d8fe1468f",
"parentId": "4674",
"isLeaf": false,
"molecule": {
"id": "sa_8870b454dc68f31d8fe1468f",
"inchikey": "MAPVKGJYOAKBDD-UHFFFAOYSA-N",
"smiles": "Cc1cc(C(=O)O)c(Cl)cc1F"
},
"smiles": "Cc1cc(C(=O)O)c(Cl)cc1F",
"reactionStepId": "sa_1dc5ffd97eaa0045e500ab40",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06136823;;489369\",\"rsmi\":\"Br[c:4]1[cH:3][c:2]([CH3:1])[c:11]([F:12])[cH:10][c:8]1[Cl:9].[C:5](=[O:6])=[O:7]>CCOCC.O.[Li]CCCC>[CH3:1][c:2]1[cH:3][c:4]([C:5](=[O:6])[OH:7])[c:8]([Cl:9])[cH:10][c:11]1[F:12]\"},\"mapped_reaction_smiles\":\"Br[c:4]1[cH:3][c:2]([CH3:1])[c:11]([F:12])[cH:10][c:8]1[Cl:9].[C:5](=[O:6])=[O:7]>CCOCC.O.[Li]CCCC>[CH3:1][c:2]1[cH:3][c:4]([C:5](=[O:6])[OH:7])[c:8]([Cl:9])[cH:10][c:11]1[F:12]\"}",
"reactionStep": {
"id": "sa_1dc5ffd97eaa0045e500ab40",
"reactionHash": "19bcbdf9433c902305755ce8ee66b067b619ad4994744be9daaba5b447464f15"
},
"children": [
{
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"routeId": "sa_aac3634c9c31a5c10d99f4a5",
"moleculeId": "sa_4f5fbd7ef0cd09a8d3e2a83c",
"parentId": "4676",
"isLeaf": true,
"molecule": {
"id": "sa_4f5fbd7ef0cd09a8d3e2a83c",
"inchikey": "CURLTUGMZLYLDI-UHFFFAOYSA-N",
"smiles": "O=C=O"
},
"smiles": "O=C=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "4678",
"routeId": "sa_aac3634c9c31a5c10d99f4a5",
"moleculeId": "sa_6f359171d20c3bb20277d9a0",
"parentId": "4676",
"isLeaf": false,
"molecule": {
"id": "sa_6f359171d20c3bb20277d9a0",
"inchikey": "DNHPIRQSZOBOQL-UHFFFAOYSA-N",
"smiles": "Cc1cc(Br)c(Cl)cc1F"
},
"smiles": "Cc1cc(Br)c(Cl)cc1F",
"reactionStepId": "sa_abafb148f8cefc7f780e7ff8",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06136823;;489368\",\"rsmi\":\"N[c:6]1[cH:5][c:3]([F:4])[c:2]([CH3:1])[cH:10][c:8]1[Br:9].[ClH:7]>CC#N.CCCCON=O>[CH3:1][c:2]1[c:3]([F:4])[cH:5][c:6]([Cl:7])[c:8]([Br:9])[cH:10]1\"},\"mapped_reaction_smiles\":\"N[c:6]1[cH:5][c:3]([F:4])[c:2]([CH3:1])[cH:10][c:8]1[Br:9].[ClH:7]>CC#N.CCCCON=O>[CH3:1][c:2]1[c:3]([F:4])[cH:5][c:6]([Cl:7])[c:8]([Br:9])[cH:10]1\"}",
"reactionStep": {
"id": "sa_abafb148f8cefc7f780e7ff8",
"reactionHash": "e96048350b305196110adfd9849b0728adece61ae5acff4da216e5efef289c94"
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"children": [
{
"id": "4679",
"routeId": "sa_aac3634c9c31a5c10d99f4a5",
"moleculeId": "sa_a83c1a0812f8cec033186c77",
"parentId": "4678",
"isLeaf": true,
"molecule": {
"id": "sa_a83c1a0812f8cec033186c77",
"inchikey": "VEXZGXHMUGYJMC-UHFFFAOYSA-N",
"smiles": "Cl"
},
"smiles": "Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "4680",
"routeId": "sa_aac3634c9c31a5c10d99f4a5",
"moleculeId": "sa_7de5c66c89a73752ae6f1769",
"parentId": "4678",
"isLeaf": false,
"molecule": {
"id": "sa_7de5c66c89a73752ae6f1769",
"inchikey": "ZHSUEJWJGKIOGI-UHFFFAOYSA-N",
"smiles": "Cc1cc(Br)c(N)cc1F"
},
"smiles": "Cc1cc(Br)c(N)cc1F",
"reactionStepId": "sa_a43e2df8dea4f68b4638cec6",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06136823;;489367\",\"rsmi\":\"O=[N+:7]([O-])[c:6]1[c:4]([Br:5])[cH:3][c:2]([CH3:1])[c:9]([F:10])[cH:8]1>CC(=O)O.[Fe]>[CH3:1][c:2]1[cH:3][c:4]([Br:5])[c:6]([NH2:7])[cH:8][c:9]1[F:10]\"},\"mapped_reaction_smiles\":\"O=[N+:7]([O-])[c:6]1[c:4]([Br:5])[cH:3][c:2]([CH3:1])[c:9]([F:10])[cH:8]1>CC(=O)O.[Fe]>[CH3:1][c:2]1[cH:3][c:4]([Br:5])[c:6]([NH2:7])[cH:8][c:9]1[F:10]\"}",
"reactionStep": {
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"children": [
{
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"molecule": {
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"smiles": "Cc1cc(Br)c([N+](=O)[O-])cc1F"
},
"smiles": "Cc1cc(Br)c([N+](=O)[O-])cc1F",
"reactionStepId": "sa_0c0963f01f01b4a24974d216",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06136823;;489366\",\"rsmi\":\"[CH3:1][c:2]1[c:3]([F:4])[cH:5][cH:6][c:10]([Br:11])[cH:12]1.O[N+:7](=[O:8])[O-:9]>O=S(=O)(O)O.[K+]>[CH3:1][c:2]1[c:3]([F:4])[cH:5][c:6]([N+:7](=[O:8])[O-:9])[c:10]([Br:11])[cH:12]1\"},\"mapped_reaction_smiles\":\"[CH3:1][c:2]1[c:3]([F:4])[cH:5][cH:6][c:10]([Br:11])[cH:12]1.O[N+:7](=[O:8])[O-:9]>O=S(=O)(O)O.[K+]>[CH3:1][c:2]1[c:3]([F:4])[cH:5][c:6]([N+:7](=[O:8])[O-:9])[c:10]([Br:11])[cH:12]1\"}",
"reactionStep": {
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"children": [
{
"id": "4682",
"routeId": "sa_aac3634c9c31a5c10d99f4a5",
"moleculeId": "sa_edac0a7fd043198784a28dd9",
"parentId": "4681",
"isLeaf": true,
"molecule": {
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"inchikey": "GRYLNZFGIOXLOG-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])O"
},
"smiles": "O=[N+]([O-])O",
"reactionStepId": null,
"template": null,
"metadata": null,
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{
"id": "4683",
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"molecule": {
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"inchikey": "VXKYOKPNAXNAFU-UHFFFAOYSA-N",
"smiles": "Cc1cc(Br)ccc1F"
},
"smiles": "Cc1cc(Br)ccc1F",
"reactionStepId": null,
"template": null,
"metadata": null,
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"children": []
}
]
}
]
}
]
}
]
}
]
}
]
}
}