Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCS(=O)(=O)c1cc(Br)c2c(c1)NC(=O)C(C)(C)O2
InChiKey
AGGNLIHCEHJSIH-UHFFFAOYSA-N
Route Signature
cfdbd7fff070dd8dcfc872e107d53ddac8fc3d88c98daf7c2c863b1807eb6710
Synthesis route with 6 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_8b2bc46da3faab1ceead302f",
"signature": "cfdbd7fff070dd8dcfc872e107d53ddac8fc3d88c98daf7c2c863b1807eb6710",
"contentHash": "1862638d000cb80e43dcd93476195d7589d763339a6d3f659ba4b485a632fc9d",
"length": 6,
"isConvergent": false
},
"target": {
"id": "sa_2b0f7cc21029b6d640c8594f",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-00504",
"moleculeId": "sa_64637dbbbd9fe35dd3d48f6f",
"smiles": "CCS(=O)(=O)c1cc(Br)c2c(c1)NC(=O)C(C)(C)O2",
"routeLength": 6,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_64637dbbbd9fe35dd3d48f6f",
"inchikey": "AGGNLIHCEHJSIH-UHFFFAOYSA-N",
"smiles": "CCS(=O)(=O)c1cc(Br)c2c(c1)NC(=O)C(C)(C)O2"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 3
},
"rootNode": {
"id": "4358",
"routeId": "sa_8b2bc46da3faab1ceead302f",
"moleculeId": "sa_64637dbbbd9fe35dd3d48f6f",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_64637dbbbd9fe35dd3d48f6f",
"inchikey": "AGGNLIHCEHJSIH-UHFFFAOYSA-N",
"smiles": "CCS(=O)(=O)c1cc(Br)c2c(c1)NC(=O)C(C)(C)O2"
},
"smiles": "CCS(=O)(=O)c1cc(Br)c2c(c1)NC(=O)C(C)(C)O2",
"reactionStepId": "sa_2b920543b76f2414fc353b2f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150307493A1;0492;1777208\",\"rsmi\":\"CCO[C:14]([C:11](Br)([CH3:12])[CH3:13])=[O:15].[CH3:1][CH2:2][S:3](=[O:4])(=[O:5])[c:6]1[cH:7][c:8]([NH2:16])[c:9]([OH:10])[c:17]([Br:18])[cH:19]1>CC#N.O=C(O)O.[K+].[K+]>[CH3:1][CH2:2][S:3](=[O:4])(=[O:5])[c:6]1[cH:7][c:8]2[c:9]([c:17]([Br:18])[cH:19]1)[O:10][C:11]([CH3:12])([CH3:13])[C:14](=[O:15])[NH:16]2\"},\"mapped_reaction_smiles\":\"CCO[C:14]([C:11](Br)([CH3:12])[CH3:13])=[O:15].[CH3:1][CH2:2][S:3](=[O:4])(=[O:5])[c:6]1[cH:7][c:8]([NH2:16])[c:9]([OH:10])[c:17]([Br:18])[cH:19]1>CC#N.O=C(O)O.[K+].[K+]>[CH3:1][CH2:2][S:3](=[O:4])(=[O:5])[c:6]1[cH:7][c:8]2[c:9]([c:17]([Br:18])[cH:19]1)[O:10][C:11]([CH3:12])([CH3:13])[C:14](=[O:15])[NH:16]2\"}",
"reactionStep": {
"id": "sa_2b920543b76f2414fc353b2f",
"reactionHash": "40ae87e236482f80a3e0df69674805b165b4833236c5677a8e9c358e092e40b7"
},
"children": [
{
"id": "4359",
"routeId": "sa_8b2bc46da3faab1ceead302f",
"moleculeId": "sa_9b50f7c1aa2ba3e6f9b0c49e",
"parentId": "4358",
"isLeaf": true,
"molecule": {
"id": "sa_9b50f7c1aa2ba3e6f9b0c49e",
"inchikey": "IOLQWGVDEFWYNP-UHFFFAOYSA-N",
"smiles": "CCOC(=O)C(C)(C)Br"
},
"smiles": "CCOC(=O)C(C)(C)Br",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "4360",
"routeId": "sa_8b2bc46da3faab1ceead302f",
"moleculeId": "sa_de9ce596f1e3159961de0c48",
"parentId": "4358",
"isLeaf": false,
"molecule": {
"id": "sa_de9ce596f1e3159961de0c48",
"inchikey": "LRHGNERLFONKMO-UHFFFAOYSA-N",
"smiles": "CCS(=O)(=O)c1cc(N)c(O)c(Br)c1"
},
"smiles": "CCS(=O)(=O)c1cc(N)c(O)c(Br)c1",
"reactionStepId": "sa_8de69759c2dc1a3eb2911385",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150307493A1;0435;1777187\",\"rsmi\":\"O=[N+:9]([O-])[c:8]1[cH:7][c:6]([S:3]([CH2:2][CH3:1])(=[O:4])=[O:5])[cH:14][c:12]([Br:13])[c:10]1[OH:11]>CCO>[CH3:1][CH2:2][S:3](=[O:4])(=[O:5])[c:6]1[cH:7][c:8]([NH2:9])[c:10]([OH:11])[c:12]([Br:13])[cH:14]1\"},\"mapped_reaction_smiles\":\"O=[N+:9]([O-])[c:8]1[cH:7][c:6]([S:3]([CH2:2][CH3:1])(=[O:4])=[O:5])[cH:14][c:12]([Br:13])[c:10]1[OH:11]>CCO>[CH3:1][CH2:2][S:3](=[O:4])(=[O:5])[c:6]1[cH:7][c:8]([NH2:9])[c:10]([OH:11])[c:12]([Br:13])[cH:14]1\"}",
"reactionStep": {
"id": "sa_8de69759c2dc1a3eb2911385",
"reactionHash": "cf7148d24bdebb4322db2f8e326c968eebe810113bb251b5023f44a2e0a1f723"
},
"children": [
{
"id": "4361",
"routeId": "sa_8b2bc46da3faab1ceead302f",
"moleculeId": "sa_5d0d55ef04478780f82b1e07",
"parentId": "4360",
"isLeaf": false,
"molecule": {
"id": "sa_5d0d55ef04478780f82b1e07",
"inchikey": "XFPYMWRIAIHLLX-UHFFFAOYSA-N",
"smiles": "CCS(=O)(=O)c1cc(Br)c(O)c([N+](=O)[O-])c1"
},
"smiles": "CCS(=O)(=O)c1cc(Br)c(O)c([N+](=O)[O-])c1",
"reactionStepId": "sa_7ce37b6a87cceaf35d77854d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150307493A1;0433;1777186\",\"rsmi\":\"Br[Br:9].[CH3:1][CH2:2][S:3](=[O:4])(=[O:5])[c:6]1[cH:7][cH:8][c:10]([OH:11])[c:12]([N+:13](=[O:14])[O-:15])[cH:16]1>CC(=O)O.O>[CH3:1][CH2:2][S:3](=[O:4])(=[O:5])[c:6]1[cH:7][c:8]([Br:9])[c:10]([OH:11])[c:12]([N+:13](=[O:14])[O-:15])[cH:16]1\"},\"mapped_reaction_smiles\":\"Br[Br:9].[CH3:1][CH2:2][S:3](=[O:4])(=[O:5])[c:6]1[cH:7][cH:8][c:10]([OH:11])[c:12]([N+:13](=[O:14])[O-:15])[cH:16]1>CC(=O)O.O>[CH3:1][CH2:2][S:3](=[O:4])(=[O:5])[c:6]1[cH:7][c:8]([Br:9])[c:10]([OH:11])[c:12]([N+:13](=[O:14])[O-:15])[cH:16]1\"}",
"reactionStep": {
"id": "sa_7ce37b6a87cceaf35d77854d",
"reactionHash": "ec16c4cf13f090a6323013c2e406852cd83d1869dc6e2e1cb9b4bc77c9eacfa9"
},
"children": [
{
"id": "4362",
"routeId": "sa_8b2bc46da3faab1ceead302f",
"moleculeId": "sa_24211e89e565c162ea935f73",
"parentId": "4361",
"isLeaf": true,
"molecule": {
"id": "sa_24211e89e565c162ea935f73",
"inchikey": "GDTBXPJZTBHREO-UHFFFAOYSA-N",
"smiles": "BrBr"
},
"smiles": "BrBr",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "4363",
"routeId": "sa_8b2bc46da3faab1ceead302f",
"moleculeId": "sa_d03b8e2de7a11451bfaf7740",
"parentId": "4361",
"isLeaf": false,
"molecule": {
"id": "sa_d03b8e2de7a11451bfaf7740",
"inchikey": "SGMLLKMQYTWRJX-UHFFFAOYSA-N",
"smiles": "CCS(=O)(=O)c1ccc(O)c([N+](=O)[O-])c1"
},
"smiles": "CCS(=O)(=O)c1ccc(O)c([N+](=O)[O-])c1",
"reactionStepId": "sa_b9d2358efa6410a13d41dad4",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150307493A1;0431;1777185\",\"rsmi\":\"O[N+:9](=[O:10])[O-:11].[CH3:1][CH2:2][S:3](=[O:4])(=[O:5])[c:6]1[cH:7][cH:8][c:12]([OH:13])[cH:14][cH:15]1>CC(=O)O>[CH3:1][CH2:2][S:3](=[O:4])(=[O:5])[c:6]1[cH:7][c:8]([N+:9](=[O:10])[O-:11])[c:12]([OH:13])[cH:14][cH:15]1\"},\"mapped_reaction_smiles\":\"O[N+:9](=[O:10])[O-:11].[CH3:1][CH2:2][S:3](=[O:4])(=[O:5])[c:6]1[cH:7][cH:8][c:12]([OH:13])[cH:14][cH:15]1>CC(=O)O>[CH3:1][CH2:2][S:3](=[O:4])(=[O:5])[c:6]1[cH:7][c:8]([N+:9](=[O:10])[O-:11])[c:12]([OH:13])[cH:14][cH:15]1\"}",
"reactionStep": {
"id": "sa_b9d2358efa6410a13d41dad4",
"reactionHash": "ba279c87dba21c4a0cf173efde04982c1041dcaef2c88c44ab55565f1bbe6ea4"
},
"children": [
{
"id": "4364",
"routeId": "sa_8b2bc46da3faab1ceead302f",
"moleculeId": "sa_edac0a7fd043198784a28dd9",
"parentId": "4363",
"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": "4365",
"routeId": "sa_8b2bc46da3faab1ceead302f",
"moleculeId": "sa_e42ba99670d3ca5c0403c9ae",
"parentId": "4363",
"isLeaf": false,
"molecule": {
"id": "sa_e42ba99670d3ca5c0403c9ae",
"inchikey": "QIFHJXTUYMXRID-UHFFFAOYSA-N",
"smiles": "CCS(=O)(=O)c1ccc(O)cc1"
},
"smiles": "CCS(=O)(=O)c1ccc(O)cc1",
"reactionStepId": "sa_a40e1b0e49add1ab85bb56d9",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150307493A1;0429;1777184\",\"rsmi\":\"[CH3:1][CH2:2][S:3][c:6]1[cH:7][cH:8][c:9]([OH:10])[cH:11][cH:12]1.OS(O[OH:5])=[O:4]>CCO.O.[K+]>[CH3:1][CH2:2][S:3](=[O:4])(=[O:5])[c:6]1[cH:7][cH:8][c:9]([OH:10])[cH:11][cH:12]1\"},\"mapped_reaction_smiles\":\"[CH3:1][CH2:2][S:3][c:6]1[cH:7][cH:8][c:9]([OH:10])[cH:11][cH:12]1.OS(O[OH:5])=[O:4]>CCO.O.[K+]>[CH3:1][CH2:2][S:3](=[O:4])(=[O:5])[c:6]1[cH:7][cH:8][c:9]([OH:10])[cH:11][cH:12]1\"}",
"reactionStep": {
"id": "sa_a40e1b0e49add1ab85bb56d9",
"reactionHash": "ad279f82ca984e88b11addaa0e74f45d62c024cfa4641b7f4b37efddf8ccd632"
},
"children": [
{
"id": "4366",
"routeId": "sa_8b2bc46da3faab1ceead302f",
"moleculeId": "sa_772e3d6f4278e1cff6cf430d",
"parentId": "4365",
"isLeaf": true,
"molecule": {
"id": "sa_772e3d6f4278e1cff6cf430d",
"inchikey": "AYSIGUCDFZQVQT-UHFFFAOYSA-N",
"smiles": "O=S(O)OO"
},
"smiles": "O=S(O)OO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "4367",
"routeId": "sa_8b2bc46da3faab1ceead302f",
"moleculeId": "sa_0c7dd6d9ffaa09cabdc2313d",
"parentId": "4365",
"isLeaf": false,
"molecule": {
"id": "sa_0c7dd6d9ffaa09cabdc2313d",
"inchikey": "FMIHFTDZEIOVQX-UHFFFAOYSA-N",
"smiles": "CCSc1ccc(O)cc1"
},
"smiles": "CCSc1ccc(O)cc1",
"reactionStepId": "sa_5b3bf4201d1624237c8d9889",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150307493A1;0427;1777183\",\"rsmi\":\"I[CH2:2][CH3:1].[SH:3][c:4]1[cH:5][cH:6][c:7]([OH:8])[cH:9][cH:10]1>CC(C)=O.CCOC(C)=O.O=C(O)O.[K+].[K+]>[CH3:1][CH2:2][S:3][c:4]1[cH:5][cH:6][c:7]([OH:8])[cH:9][cH:10]1\"},\"mapped_reaction_smiles\":\"I[CH2:2][CH3:1].[SH:3][c:4]1[cH:5][cH:6][c:7]([OH:8])[cH:9][cH:10]1>CC(C)=O.CCOC(C)=O.O=C(O)O.[K+].[K+]>[CH3:1][CH2:2][S:3][c:4]1[cH:5][cH:6][c:7]([OH:8])[cH:9][cH:10]1\"}",
"reactionStep": {
"id": "sa_5b3bf4201d1624237c8d9889",
"reactionHash": "b46f6d9752b7c0019b21ac7a0f90403f40fcd0a9dc2bb693b81ffce60e483cb4"
},
"children": [
{
"id": "4368",
"routeId": "sa_8b2bc46da3faab1ceead302f",
"moleculeId": "sa_6bc7bc86e7faf25d90b640b0",
"parentId": "4367",
"isLeaf": true,
"molecule": {
"id": "sa_6bc7bc86e7faf25d90b640b0",
"inchikey": "BXAVKNRWVKUTLY-UHFFFAOYSA-N",
"smiles": "Oc1ccc(S)cc1"
},
"smiles": "Oc1ccc(S)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "4369",
"routeId": "sa_8b2bc46da3faab1ceead302f",
"moleculeId": "sa_ba4021c610c673105b10b53d",
"parentId": "4367",
"isLeaf": true,
"molecule": {
"id": "sa_ba4021c610c673105b10b53d",
"inchikey": "HVTICUPFWKNHNG-UHFFFAOYSA-N",
"smiles": "CCI"
},
"smiles": "CCI",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
]
}
]
}
}