Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1nn(-c2cc(OC(C)C)c(Cl)cc2F)c(C)c1C
InChiKey
TZFYSAOKOYAASI-UHFFFAOYSA-N
Route Signature
fda14da0f3e1606c79365cb16b8ffb50d4a47fab917d0e5be6e0fca9a31645ae
Synthesis route with 7 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_681e96861398b274c66a8791",
"signature": "fda14da0f3e1606c79365cb16b8ffb50d4a47fab917d0e5be6e0fca9a31645ae",
"contentHash": "e4fe488d9d72a33b8f0218a3cdce458bb9a060a21556ad4ff4c9c08c1f4757ce",
"length": 7,
"isConvergent": false
},
"target": {
"id": "sa_97281b16dc59d1acb854bf1b",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-07221",
"moleculeId": "sa_8f14752da942b649875a9167",
"smiles": "Cc1nn(-c2cc(OC(C)C)c(Cl)cc2F)c(C)c1C",
"routeLength": 7,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_8f14752da942b649875a9167",
"inchikey": "TZFYSAOKOYAASI-UHFFFAOYSA-N",
"smiles": "Cc1nn(-c2cc(OC(C)C)c(Cl)cc2F)c(C)c1C"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "16144",
"routeId": "sa_681e96861398b274c66a8791",
"moleculeId": "sa_8f14752da942b649875a9167",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_8f14752da942b649875a9167",
"inchikey": "TZFYSAOKOYAASI-UHFFFAOYSA-N",
"smiles": "Cc1nn(-c2cc(OC(C)C)c(Cl)cc2F)c(C)c1C"
},
"smiles": "Cc1nn(-c2cc(OC(C)C)c(Cl)cc2F)c(C)c1C",
"reactionStepId": "sa_edae3e5794b6bfa8cb50da14",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US04752326;;176234\",\"rsmi\":\"I[CH:13]([CH3:14])[CH3:15].[CH3:1][c:2]1[n:3][n:4](-[c:5]2[c:6]([F:7])[cH:8][c:9]([Cl:10])[c:11]([OH:12])[cH:16]2)[c:17]([CH3:18])[c:19]1[CH3:20]>CS(C)=O.Cc1ccccc1.O.O=C(O)O.[K+].[K+]>[CH3:1][c:2]1[n:3][n:4](-[c:5]2[c:6]([F:7])[cH:8][c:9]([Cl:10])[c:11]([O:12][CH:13]([CH3:14])[CH3:15])[cH:16]2)[c:17]([CH3:18])[c:19]1[CH3:20]\"},\"mapped_reaction_smiles\":\"I[CH:13]([CH3:14])[CH3:15].[CH3:1][c:2]1[n:3][n:4](-[c:5]2[c:6]([F:7])[cH:8][c:9]([Cl:10])[c:11]([OH:12])[cH:16]2)[c:17]([CH3:18])[c:19]1[CH3:20]>CS(C)=O.Cc1ccccc1.O.O=C(O)O.[K+].[K+]>[CH3:1][c:2]1[n:3][n:4](-[c:5]2[c:6]([F:7])[cH:8][c:9]([Cl:10])[c:11]([O:12][CH:13]([CH3:14])[CH3:15])[cH:16]2)[c:17]([CH3:18])[c:19]1[CH3:20]\"}",
"reactionStep": {
"id": "sa_edae3e5794b6bfa8cb50da14",
"reactionHash": "68de412823e1f8a9e7f793eac2dad94863d531caa19e0d749763f153fac6d893"
},
"children": [
{
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"moleculeId": "sa_1c18b9a29c101d82cfd154ef",
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"isLeaf": true,
"molecule": {
"id": "sa_1c18b9a29c101d82cfd154ef",
"inchikey": "FMKOJHQHASLBPH-UHFFFAOYSA-N",
"smiles": "CC(C)I"
},
"smiles": "CC(C)I",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "16146",
"routeId": "sa_681e96861398b274c66a8791",
"moleculeId": "sa_86c99ffeb94f6f931c82409f",
"parentId": "16144",
"isLeaf": false,
"molecule": {
"id": "sa_86c99ffeb94f6f931c82409f",
"inchikey": "XPPULBNQSNWIHS-UHFFFAOYSA-N",
"smiles": "Cc1nn(-c2cc(O)c(Cl)cc2F)c(C)c1C"
},
"smiles": "Cc1nn(-c2cc(O)c(Cl)cc2F)c(C)c1C",
"reactionStepId": "sa_1d80b6716684afff4c802325",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US04752326;;176231\",\"rsmi\":\"CS(=O)(=O)[O:12][c:11]1[c:9]([Cl:10])[cH:8][c:6]([F:7])[c:5](-[n:4]2[n:3][c:2]([CH3:1])[c:16]([CH3:17])[c:14]2[CH3:15])[cH:13]1>CCO.Cl.[Na+].O>[CH3:1][c:2]1[n:3][n:4](-[c:5]2[c:6]([F:7])[cH:8][c:9]([Cl:10])[c:11]([OH:12])[cH:13]2)[c:14]([CH3:15])[c:16]1[CH3:17]\"},\"mapped_reaction_smiles\":\"CS(=O)(=O)[O:12][c:11]1[c:9]([Cl:10])[cH:8][c:6]([F:7])[c:5](-[n:4]2[n:3][c:2]([CH3:1])[c:16]([CH3:17])[c:14]2[CH3:15])[cH:13]1>CCO.Cl.[Na+].O>[CH3:1][c:2]1[n:3][n:4](-[c:5]2[c:6]([F:7])[cH:8][c:9]([Cl:10])[c:11]([OH:12])[cH:13]2)[c:14]([CH3:15])[c:16]1[CH3:17]\"}",
"reactionStep": {
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"reactionHash": "372c93ab62ea79d6b10d166ea5a663d94514e2fef378c655463576967fc8a877"
},
"children": [
{
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"moleculeId": "sa_dc0a564f90d3cb59441b6c7f",
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"isLeaf": false,
"molecule": {
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"inchikey": "BDRJTUPLQSLFMS-UHFFFAOYSA-N",
"smiles": "Cc1nn(-c2cc(OS(C)(=O)=O)c(Cl)cc2F)c(C)c1C"
},
"smiles": "Cc1nn(-c2cc(OS(C)(=O)=O)c(Cl)cc2F)c(C)c1C",
"reactionStepId": "sa_af45998ec83174cd6fe97a12",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US04752326;;176228\",\"rsmi\":\"O=[C:2]([CH3:1])[CH:20]([C:18](=O)[CH3:19])[CH3:21].[NH2:3][NH:4][c:5]1[c:6]([F:7])[cH:8][c:9]([Cl:10])[c:11]([O:12][S:13]([CH3:14])(=[O:15])=[O:16])[cH:17]1>CCO.Cc1ccccc1.O>[CH3:1][c:2]1[n:3][n:4](-[c:5]2[c:6]([F:7])[cH:8][c:9]([Cl:10])[c:11]([O:12][S:13]([CH3:14])(=[O:15])=[O:16])[cH:17]2)[c:18]([CH3:19])[c:20]1[CH3:21]\"},\"mapped_reaction_smiles\":\"O=[C:2]([CH3:1])[CH:20]([C:18](=O)[CH3:19])[CH3:21].[NH2:3][NH:4][c:5]1[c:6]([F:7])[cH:8][c:9]([Cl:10])[c:11]([O:12][S:13]([CH3:14])(=[O:15])=[O:16])[cH:17]1>CCO.Cc1ccccc1.O>[CH3:1][c:2]1[n:3][n:4](-[c:5]2[c:6]([F:7])[cH:8][c:9]([Cl:10])[c:11]([O:12][S:13]([CH3:14])(=[O:15])=[O:16])[cH:17]2)[c:18]([CH3:19])[c:20]1[CH3:21]\"}",
"reactionStep": {
"id": "sa_af45998ec83174cd6fe97a12",
"reactionHash": "b06fc37e2dbb7b086cad45907860c368f06b5902dfa3353eaad275b43f8f4aa9"
},
"children": [
{
"id": "16148",
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"moleculeId": "sa_bb769fb92f48ac115e46d344",
"parentId": "16147",
"isLeaf": true,
"molecule": {
"id": "sa_bb769fb92f48ac115e46d344",
"inchikey": "GSOHKPVFCOWKPU-UHFFFAOYSA-N",
"smiles": "CC(=O)C(C)C(C)=O"
},
"smiles": "CC(=O)C(C)C(C)=O",
"reactionStepId": null,
"template": null,
"metadata": null,
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},
{
"id": "16149",
"routeId": "sa_681e96861398b274c66a8791",
"moleculeId": "sa_b9b850800bc4b223db37329e",
"parentId": "16147",
"isLeaf": false,
"molecule": {
"id": "sa_b9b850800bc4b223db37329e",
"inchikey": "OMJYAIOCHMFHJP-UHFFFAOYSA-N",
"smiles": "CS(=O)(=O)Oc1cc(NN)c(F)cc1Cl"
},
"smiles": "CS(=O)(=O)Oc1cc(NN)c(F)cc1Cl",
"reactionStepId": "sa_18c43376f9fc48aa8ddb50c2",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US04752326;;176249\",\"rsmi\":\"O=[N:14]O.[CH3:1][S:2](=[O:3])(=[O:4])[O:5][c:6]1[c:7]([Cl:8])[cH:9][c:10]([F:11])[c:12]([NH2:13])[cH:15]1>Cl.O.[Na+].[Na+].O>[CH3:1][S:2](=[O:3])(=[O:4])[O:5][c:6]1[c:7]([Cl:8])[cH:9][c:10]([F:11])[c:12]([NH:13][NH2:14])[cH:15]1\"},\"mapped_reaction_smiles\":\"O=[N:14]O.[CH3:1][S:2](=[O:3])(=[O:4])[O:5][c:6]1[c:7]([Cl:8])[cH:9][c:10]([F:11])[c:12]([NH2:13])[cH:15]1>Cl.O.[Na+].[Na+].O>[CH3:1][S:2](=[O:3])(=[O:4])[O:5][c:6]1[c:7]([Cl:8])[cH:9][c:10]([F:11])[c:12]([NH:13][NH2:14])[cH:15]1\"}",
"reactionStep": {
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"reactionHash": "64a6c00f9f6840fbeec41f539df9ed44258cf2fe44edd561e8b990015a895dc4"
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"children": [
{
"id": "16150",
"routeId": "sa_681e96861398b274c66a8791",
"moleculeId": "sa_81c0446884d57a7253ff6b54",
"parentId": "16149",
"isLeaf": true,
"molecule": {
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"inchikey": "IOVCWXUNBOPUCH-UHFFFAOYSA-N",
"smiles": "[O-]N=[OH+]"
},
"smiles": "O=NO",
"reactionStepId": null,
"template": null,
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},
{
"id": "16151",
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"moleculeId": "sa_6c0c2c3da246e3d0ba356175",
"parentId": "16149",
"isLeaf": false,
"molecule": {
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"inchikey": "WMEHWTMGZAVHFK-UHFFFAOYSA-N",
"smiles": "CS(=O)(=O)Oc1cc(N)c(F)cc1Cl"
},
"smiles": "CS(=O)(=O)Oc1cc(N)c(F)cc1Cl",
"reactionStepId": "sa_de00e53f9b84ad7216ed55e4",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US04752326;;176248\",\"rsmi\":\"O=[N+:13]([O-])[c:12]1[c:10]([F:11])[cH:9][c:7]([Cl:8])[c:6]([O:5][S:2]([CH3:1])(=[O:3])=[O:4])[cH:14]1>Cl.O.[Fe].[Na+].O>[CH3:1][S:2](=[O:3])(=[O:4])[O:5][c:6]1[c:7]([Cl:8])[cH:9][c:10]([F:11])[c:12]([NH2:13])[cH:14]1\"},\"mapped_reaction_smiles\":\"O=[N+:13]([O-])[c:12]1[c:10]([F:11])[cH:9][c:7]([Cl:8])[c:6]([O:5][S:2]([CH3:1])(=[O:3])=[O:4])[cH:14]1>Cl.O.[Fe].[Na+].O>[CH3:1][S:2](=[O:3])(=[O:4])[O:5][c:6]1[c:7]([Cl:8])[cH:9][c:10]([F:11])[c:12]([NH2:13])[cH:14]1\"}",
"reactionStep": {
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"children": [
{
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"molecule": {
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"inchikey": "KWYNQUWXYGSSNO-UHFFFAOYSA-N",
"smiles": "CS(=O)(=O)Oc1cc([N+](=O)[O-])c(F)cc1Cl"
},
"smiles": "CS(=O)(=O)Oc1cc([N+](=O)[O-])c(F)cc1Cl",
"reactionStepId": "sa_52189120ac9b8374ead51660",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US04752326;;176247\",\"rsmi\":\"O[N+:13](=[O:14])[O-:15].[CH3:1][S:2](=[O:3])(=[O:4])[O:5][c:6]1[c:7]([Cl:8])[cH:9][c:10]([F:11])[cH:12][cH:16]1>O=S(=O)(O)O>[CH3:1][S:2](=[O:3])(=[O:4])[O:5][c:6]1[c:7]([Cl:8])[cH:9][c:10]([F:11])[c:12]([N+:13](=[O:14])[O-:15])[cH:16]1\"},\"mapped_reaction_smiles\":\"O[N+:13](=[O:14])[O-:15].[CH3:1][S:2](=[O:3])(=[O:4])[O:5][c:6]1[c:7]([Cl:8])[cH:9][c:10]([F:11])[cH:12][cH:16]1>O=S(=O)(O)O>[CH3:1][S:2](=[O:3])(=[O:4])[O:5][c:6]1[c:7]([Cl:8])[cH:9][c:10]([F:11])[c:12]([N+:13](=[O:14])[O-:15])[cH:16]1\"}",
"reactionStep": {
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"children": [
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"molecule": {
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"inchikey": "GRYLNZFGIOXLOG-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])O"
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{
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"smiles": "CS(=O)(=O)Oc1ccc(F)cc1Cl"
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"smiles": "CS(=O)(=O)Oc1ccc(F)cc1Cl",
"reactionStepId": "sa_00b2e4d78ef8e83c6f3a4394",
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"metadata": "{\"annotations\":{\"ID\":\"US04752326;;176246\",\"rsmi\":\"Cl[S:2]([CH3:1])(=[O:3])=[O:4].[OH:5][c:6]1[c:7]([Cl:8])[cH:9][c:10]([F:11])[cH:12][cH:13]1>c1ccncc1>[CH3:1][S:2](=[O:3])(=[O:4])[O:5][c:6]1[c:7]([Cl:8])[cH:9][c:10]([F:11])[cH:12][cH:13]1\"},\"mapped_reaction_smiles\":\"Cl[S:2]([CH3:1])(=[O:3])=[O:4].[OH:5][c:6]1[c:7]([Cl:8])[cH:9][c:10]([F:11])[cH:12][cH:13]1>c1ccncc1>[CH3:1][S:2](=[O:3])(=[O:4])[O:5][c:6]1[c:7]([Cl:8])[cH:9][c:10]([F:11])[cH:12][cH:13]1\"}",
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]
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]
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]
}
]
}
}