Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1ccc2c(c1)S(=O)(=O)Nc1c-2ccc2cccnc12
InChiKey
NIYIGRWQEDMEMR-UHFFFAOYSA-N
Route Signature
6afcaa3d8bc8081cf401b4f36cda031e1f75d10b4bc653412bd976d03bafd306
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_bef3bcbe2b7d61313e41db70",
"signature": "6afcaa3d8bc8081cf401b4f36cda031e1f75d10b4bc653412bd976d03bafd306",
"contentHash": "aeae1dd5d677242f264edbe018cb413ff58a40c07a924e4a0e86f2b010d2fb61",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_dfe14c3b4ca61a729f86c862",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-01011",
"moleculeId": "sa_1d965f901de5f9b78b69b106",
"smiles": "Cc1ccc2c(c1)S(=O)(=O)Nc1c-2ccc2cccnc12",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_1d965f901de5f9b78b69b106",
"inchikey": "NIYIGRWQEDMEMR-UHFFFAOYSA-N",
"smiles": "Cc1ccc2c(c1)S(=O)(=O)Nc1c-2ccc2cccnc12"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 2
},
"rootNode": {
"id": "5230",
"routeId": "sa_bef3bcbe2b7d61313e41db70",
"moleculeId": "sa_1d965f901de5f9b78b69b106",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_1d965f901de5f9b78b69b106",
"inchikey": "NIYIGRWQEDMEMR-UHFFFAOYSA-N",
"smiles": "Cc1ccc2c(c1)S(=O)(=O)Nc1c-2ccc2cccnc12"
},
"smiles": "Cc1ccc2c(c1)S(=O)(=O)Nc1c-2ccc2cccnc12",
"reactionStepId": "sa_43aa3ace391be613527d7b20",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140364424A1;1752;1623572\",\"rsmi\":\"N[c:5]1[cH:4][cH:3][c:2]([CH3:1])[cH:21][c:20]1[S:17]([NH:16][c:15]1[cH:6][cH:7][cH:8][c:9]2[cH:10][cH:11][cH:12][n:13][c:14]21)(=[O:18])=[O:19]>C1CCOC1.CC(=O)O.CC(C)(C)ON=O>[CH3:1][c:2]1[cH:3][cH:4][c:5]2[c:20]([cH:21]1)[S:17](=[O:18])(=[O:19])[NH:16][c:15]1[c:6]-2[cH:7][cH:8][c:9]2[cH:10][cH:11][cH:12][n:13][c:14]21\"},\"mapped_reaction_smiles\":\"N[c:5]1[cH:4][cH:3][c:2]([CH3:1])[cH:21][c:20]1[S:17]([NH:16][c:15]1[cH:6][cH:7][cH:8][c:9]2[cH:10][cH:11][cH:12][n:13][c:14]21)(=[O:18])=[O:19]>C1CCOC1.CC(=O)O.CC(C)(C)ON=O>[CH3:1][c:2]1[cH:3][cH:4][c:5]2[c:20]([cH:21]1)[S:17](=[O:18])(=[O:19])[NH:16][c:15]1[c:6]-2[cH:7][cH:8][c:9]2[cH:10][cH:11][cH:12][n:13][c:14]21\"}",
"reactionStep": {
"id": "sa_43aa3ace391be613527d7b20",
"reactionHash": "cf86fffcfa01774cc26d87926f9d17284a728a8dc8c4883b49d6442d7eb51386"
},
"children": [
{
"id": "5231",
"routeId": "sa_bef3bcbe2b7d61313e41db70",
"moleculeId": "sa_48740d59d68d06304eeca8f3",
"parentId": "5230",
"isLeaf": false,
"molecule": {
"id": "sa_48740d59d68d06304eeca8f3",
"inchikey": "YCFVNQSPEZEEBG-UHFFFAOYSA-N",
"smiles": "Cc1ccc(N)c(S(=O)(=O)Nc2cccc3cccnc23)c1"
},
"smiles": "Cc1ccc(N)c(S(=O)(=O)Nc2cccc3cccnc23)c1",
"reactionStepId": "sa_2c339562e090da49864957cb",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140364424A1;1515;1623517\",\"rsmi\":\"O=[N+:20]([O-])[c:19]1[c:4]([S:5](=[O:6])(=[O:7])[NH:8][c:9]2[c:10]3[n:11][cH:12][cH:13][cH:14][c:15]3[cH:16][cH:17][cH:18]2)[cH:3][c:2]([CH3:1])[cH:22][cH:21]1>CCO.Cl.Cl[Sn]Cl>[CH3:1][c:2]1[cH:3][c:4]([S:5](=[O:6])(=[O:7])[NH:8][c:9]2[c:10]3[n:11][cH:12][cH:13][cH:14][c:15]3[cH:16][cH:17][cH:18]2)[c:19]([NH2:20])[cH:21][cH:22]1\"},\"mapped_reaction_smiles\":\"O=[N+:20]([O-])[c:19]1[c:4]([S:5](=[O:6])(=[O:7])[NH:8][c:9]2[c:10]3[n:11][cH:12][cH:13][cH:14][c:15]3[cH:16][cH:17][cH:18]2)[cH:3][c:2]([CH3:1])[cH:22][cH:21]1>CCO.Cl.Cl[Sn]Cl>[CH3:1][c:2]1[cH:3][c:4]([S:5](=[O:6])(=[O:7])[NH:8][c:9]2[c:10]3[n:11][cH:12][cH:13][cH:14][c:15]3[cH:16][cH:17][cH:18]2)[c:19]([NH2:20])[cH:21][cH:22]1\"}",
"reactionStep": {
"id": "sa_2c339562e090da49864957cb",
"reactionHash": "813ed5d862bbca5b2b8ca8be6d661fd227ec82857e100039cd3959bcaa1bfb8f"
},
"children": [
{
"id": "5232",
"routeId": "sa_bef3bcbe2b7d61313e41db70",
"moleculeId": "sa_7c525321c27bf56615e8a8b3",
"parentId": "5231",
"isLeaf": false,
"molecule": {
"id": "sa_7c525321c27bf56615e8a8b3",
"inchikey": "KAJAXOSNXHGVDJ-UHFFFAOYSA-N",
"smiles": "Cc1ccc([N+](=O)[O-])c(S(=O)(=O)Nc2cccc3cccnc23)c1"
},
"smiles": "Cc1ccc([N+](=O)[O-])c(S(=O)(=O)Nc2cccc3cccnc23)c1",
"reactionStepId": "sa_173e1cd37d0807413455d6d3",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140364424A1;1392;1623479\",\"rsmi\":\"Cl[S:5]([c:4]1[cH:3][c:2]([CH3:1])[cH:24][cH:23][c:19]1[N+:20](=[O:21])[O-:22])(=[O:6])=[O:7].[NH2:8][c:9]1[c:10]2[n:11][cH:12][cH:13][cH:14][c:15]2[cH:16][cH:17][cH:18]1>ClCCl.c1ccncc1>[CH3:1][c:2]1[cH:3][c:4]([S:5](=[O:6])(=[O:7])[NH:8][c:9]2[c:10]3[n:11][cH:12][cH:13][cH:14][c:15]3[cH:16][cH:17][cH:18]2)[c:19]([N+:20](=[O:21])[O-:22])[cH:23][cH:24]1\"},\"mapped_reaction_smiles\":\"Cl[S:5]([c:4]1[cH:3][c:2]([CH3:1])[cH:24][cH:23][c:19]1[N+:20](=[O:21])[O-:22])(=[O:6])=[O:7].[NH2:8][c:9]1[c:10]2[n:11][cH:12][cH:13][cH:14][c:15]2[cH:16][cH:17][cH:18]1>ClCCl.c1ccncc1>[CH3:1][c:2]1[cH:3][c:4]([S:5](=[O:6])(=[O:7])[NH:8][c:9]2[c:10]3[n:11][cH:12][cH:13][cH:14][c:15]3[cH:16][cH:17][cH:18]2)[c:19]([N+:20](=[O:21])[O-:22])[cH:23][cH:24]1\"}",
"reactionStep": {
"id": "sa_173e1cd37d0807413455d6d3",
"reactionHash": "5a05e4735b6eb32d847ad14039551d9b75f638b6e4906fa33ab90538e1699022"
},
"children": [
{
"id": "5233",
"routeId": "sa_bef3bcbe2b7d61313e41db70",
"moleculeId": "sa_92b5290df5e7fbb659d79add",
"parentId": "5232",
"isLeaf": false,
"molecule": {
"id": "sa_92b5290df5e7fbb659d79add",
"inchikey": "BMYVMTZPQQYAJR-UHFFFAOYSA-N",
"smiles": "Cc1ccc([N+](=O)[O-])c(S(=O)(=O)Cl)c1"
},
"smiles": "Cc1ccc([N+](=O)[O-])c(S(=O)(=O)Cl)c1",
"reactionStepId": "sa_241b7332d9ad4b9784d3a848",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140364424A1;2228;1623668\",\"rsmi\":\"O=S(Cl)[Cl:8].O[S:5]([c:4]1[cH:3][c:2]([CH3:1])[cH:14][cH:13][c:9]1[N+:10](=[O:11])[O-:12])(=[O:6])=[O:7]>CN(C)C=O>[CH3:1][c:2]1[cH:3][c:4]([S:5](=[O:6])(=[O:7])[Cl:8])[c:9]([N+:10](=[O:11])[O-:12])[cH:13][cH:14]1\"},\"mapped_reaction_smiles\":\"O=S(Cl)[Cl:8].O[S:5]([c:4]1[cH:3][c:2]([CH3:1])[cH:14][cH:13][c:9]1[N+:10](=[O:11])[O-:12])(=[O:6])=[O:7]>CN(C)C=O>[CH3:1][c:2]1[cH:3][c:4]([S:5](=[O:6])(=[O:7])[Cl:8])[c:9]([N+:10](=[O:11])[O-:12])[cH:13][cH:14]1\"}",
"reactionStep": {
"id": "sa_241b7332d9ad4b9784d3a848",
"reactionHash": "05f457b2c3ac9dbdb05032822f75bdea49d383755d92fbf59a357b5ddd13db2b"
},
"children": [
{
"id": "5234",
"routeId": "sa_bef3bcbe2b7d61313e41db70",
"moleculeId": "sa_cd67ce42f230ef1a4063353c",
"parentId": "5233",
"isLeaf": true,
"molecule": {
"id": "sa_cd67ce42f230ef1a4063353c",
"inchikey": "FYSNRJHAOHDILO-UHFFFAOYSA-N",
"smiles": "O=S(Cl)Cl"
},
"smiles": "O=S(Cl)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "5235",
"routeId": "sa_bef3bcbe2b7d61313e41db70",
"moleculeId": "sa_38149229fd0bed0a1afc5d21",
"parentId": "5233",
"isLeaf": false,
"molecule": {
"id": "sa_38149229fd0bed0a1afc5d21",
"inchikey": "ZQPNEANUNYLWSN-UHFFFAOYSA-N",
"smiles": "Cc1ccc([N+](=O)[O-])c(S(=O)(=O)O)c1"
},
"smiles": "Cc1ccc([N+](=O)[O-])c(S(=O)(=O)O)c1",
"reactionStepId": "sa_dee384df73dc4ced75c92368",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140364424A1;2212;1623661\",\"rsmi\":\"F[c:4]1[cH:3][c:2]([CH3:1])[cH:14][cH:13][c:9]1[N+:10](=[O:11])[O-:12].[S:5]([OH:6])(=[O:7])[OH:8]>CCO.O.[Na+].[Na+]>[CH3:1][c:2]1[cH:3][c:4]([S:5](=[O:6])(=[O:7])[OH:8])[c:9]([N+:10](=[O:11])[O-:12])[cH:13][cH:14]1\"},\"mapped_reaction_smiles\":\"F[c:4]1[cH:3][c:2]([CH3:1])[cH:14][cH:13][c:9]1[N+:10](=[O:11])[O-:12].[S:5]([OH:6])(=[O:7])[OH:8]>CCO.O.[Na+].[Na+]>[CH3:1][c:2]1[cH:3][c:4]([S:5](=[O:6])(=[O:7])[OH:8])[c:9]([N+:10](=[O:11])[O-:12])[cH:13][cH:14]1\"}",
"reactionStep": {
"id": "sa_dee384df73dc4ced75c92368",
"reactionHash": "0e599c559c2ec4ab192873f373c4cbbdf62dbe8089a0bc3b441ca92618931273"
},
"children": [
{
"id": "5236",
"routeId": "sa_bef3bcbe2b7d61313e41db70",
"moleculeId": "sa_9d30eb0beba332a34db67383",
"parentId": "5235",
"isLeaf": true,
"molecule": {
"id": "sa_9d30eb0beba332a34db67383",
"inchikey": "LSNNMFCWUKXFEE-UHFFFAOYSA-N",
"smiles": "O=S(O)O"
},
"smiles": "O=S(O)O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "5237",
"routeId": "sa_bef3bcbe2b7d61313e41db70",
"moleculeId": "sa_641e3025e0da30f47db2d15c",
"parentId": "5235",
"isLeaf": true,
"molecule": {
"id": "sa_641e3025e0da30f47db2d15c",
"inchikey": "WZMOWQCNPFDWPA-UHFFFAOYSA-N",
"smiles": "Cc1ccc([N+](=O)[O-])c(F)c1"
},
"smiles": "Cc1ccc([N+](=O)[O-])c(F)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "5238",
"routeId": "sa_bef3bcbe2b7d61313e41db70",
"moleculeId": "sa_15716411738f214b0c1d8817",
"parentId": "5232",
"isLeaf": true,
"molecule": {
"id": "sa_15716411738f214b0c1d8817",
"inchikey": "WREVVZMUNPAPOV-UHFFFAOYSA-N",
"smiles": "Nc1cccc2cccnc12"
},
"smiles": "Nc1cccc2cccnc12",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}