Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1nn(-c2cc(OS(C)(=O)=O)c(Cl)cc2F)c(C)c1Cl
InChiKey
XNVUVSHUEXACDO-UHFFFAOYSA-N
Route Signature
6742e088bf4e747b5cb065e0a5214e0e270d745177c9c896543277ff46127256
Synthesis route with 6 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_bd15bcbd5512e862c629feb3",
"signature": "6742e088bf4e747b5cb065e0a5214e0e270d745177c9c896543277ff46127256",
"contentHash": "bd25ca639a2bdd52e520071caaccca357013f97695ea2381f3ba34ca26cbc0d9",
"length": 6,
"isConvergent": false
},
"target": {
"id": "sa_da5b9c494d46cd9afebb497a",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-03151",
"moleculeId": "sa_e0e81c4c8442786e11f4ab70",
"smiles": "Cc1nn(-c2cc(OS(C)(=O)=O)c(Cl)cc2F)c(C)c1Cl",
"routeLength": 6,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_e0e81c4c8442786e11f4ab70",
"inchikey": "XNVUVSHUEXACDO-UHFFFAOYSA-N",
"smiles": "Cc1nn(-c2cc(OS(C)(=O)=O)c(Cl)cc2F)c(C)c1Cl"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "6683",
"routeId": "sa_bd15bcbd5512e862c629feb3",
"moleculeId": "sa_e0e81c4c8442786e11f4ab70",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_e0e81c4c8442786e11f4ab70",
"inchikey": "XNVUVSHUEXACDO-UHFFFAOYSA-N",
"smiles": "Cc1nn(-c2cc(OS(C)(=O)=O)c(Cl)cc2F)c(C)c1Cl"
},
"smiles": "Cc1nn(-c2cc(OS(C)(=O)=O)c(Cl)cc2F)c(C)c1Cl",
"reactionStepId": "sa_ecfece4ffddefff4a8fcd03d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US04752326;;176240\",\"rsmi\":\"Cl[Cl:21].[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])[cH:20]1>ClC(Cl)Cl>[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[Cl:21]\"},\"mapped_reaction_smiles\":\"Cl[Cl:21].[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])[cH:20]1>ClC(Cl)Cl>[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[Cl:21]\"}",
"reactionStep": {
"id": "sa_ecfece4ffddefff4a8fcd03d",
"reactionHash": "ace3b17014b970bd274529eccd88aa6a6bf0d6655883bf0a0c8e189211298f5b"
},
"children": [
{
"id": "6684",
"routeId": "sa_bd15bcbd5512e862c629feb3",
"moleculeId": "sa_c84d17c2746f15d120ba7a2a",
"parentId": "6683",
"isLeaf": false,
"molecule": {
"id": "sa_c84d17c2746f15d120ba7a2a",
"inchikey": "AEGWXMKJNNLITB-UHFFFAOYSA-N",
"smiles": "Cc1cc(C)n(-c2cc(OS(C)(=O)=O)c(Cl)cc2F)n1"
},
"smiles": "Cc1cc(C)n(-c2cc(OS(C)(=O)=O)c(Cl)cc2F)n1",
"reactionStepId": "sa_c5aa3debdf849871a2d6fc55",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US04752326;;176245\",\"rsmi\":\"O=[C:2]([CH3:1])[CH2:3][C:4](=O)[CH3:5].[NH2:6][NH:7][c:8]1[c:9]([F:10])[cH:11][c:12]([Cl:13])[c:14]([O:15][S:16]([CH3:17])(=[O:18])=[O:19])[cH:20]1>CCO.Cc1ccccc1.O>[CH3:1][c:2]1[cH:3][c:4]([CH3:5])[n:6][n:7]1-[c:8]1[c:9]([F:10])[cH:11][c:12]([Cl:13])[c:14]([O:15][S:16]([CH3:17])(=[O:18])=[O:19])[cH:20]1\"},\"mapped_reaction_smiles\":\"O=[C:2]([CH3:1])[CH2:3][C:4](=O)[CH3:5].[NH2:6][NH:7][c:8]1[c:9]([F:10])[cH:11][c:12]([Cl:13])[c:14]([O:15][S:16]([CH3:17])(=[O:18])=[O:19])[cH:20]1>CCO.Cc1ccccc1.O>[CH3:1][c:2]1[cH:3][c:4]([CH3:5])[n:6][n:7]1-[c:8]1[c:9]([F:10])[cH:11][c:12]([Cl:13])[c:14]([O:15][S:16]([CH3:17])(=[O:18])=[O:19])[cH:20]1\"}",
"reactionStep": {
"id": "sa_c5aa3debdf849871a2d6fc55",
"reactionHash": "0ca3ef9e802a1475a9a1e4eca9cb12dae618056489dbcea23e9e3fb82706e835"
},
"children": [
{
"id": "6685",
"routeId": "sa_bd15bcbd5512e862c629feb3",
"moleculeId": "sa_b9b850800bc4b223db37329e",
"parentId": "6684",
"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": {
"id": "sa_18c43376f9fc48aa8ddb50c2",
"reactionHash": "64a6c00f9f6840fbeec41f539df9ed44258cf2fe44edd561e8b990015a895dc4"
},
"children": [
{
"id": "6686",
"routeId": "sa_bd15bcbd5512e862c629feb3",
"moleculeId": "sa_81c0446884d57a7253ff6b54",
"parentId": "6685",
"isLeaf": true,
"molecule": {
"id": "sa_81c0446884d57a7253ff6b54",
"inchikey": "IOVCWXUNBOPUCH-UHFFFAOYSA-N",
"smiles": "[O-]N=[OH+]"
},
"smiles": "O=NO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "6687",
"routeId": "sa_bd15bcbd5512e862c629feb3",
"moleculeId": "sa_6c0c2c3da246e3d0ba356175",
"parentId": "6685",
"isLeaf": false,
"molecule": {
"id": "sa_6c0c2c3da246e3d0ba356175",
"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": {
"id": "sa_de00e53f9b84ad7216ed55e4",
"reactionHash": "f55299c2adfda05119133e869b582f8efb4fe1ae80d41a4c31d33517a0740c22"
},
"children": [
{
"id": "6688",
"routeId": "sa_bd15bcbd5512e862c629feb3",
"moleculeId": "sa_d72aa6857a5ab7094842c9f1",
"parentId": "6687",
"isLeaf": false,
"molecule": {
"id": "sa_d72aa6857a5ab7094842c9f1",
"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": {
"id": "sa_52189120ac9b8374ead51660",
"reactionHash": "c54596081bd111a5f513d90aae63d7569cd1774a781f17c9890a851b6f7d979b"
},
"children": [
{
"id": "6689",
"routeId": "sa_bd15bcbd5512e862c629feb3",
"moleculeId": "sa_edac0a7fd043198784a28dd9",
"parentId": "6688",
"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": "6690",
"routeId": "sa_bd15bcbd5512e862c629feb3",
"moleculeId": "sa_3ea14b31f75b5739dc8a1b3c",
"parentId": "6688",
"isLeaf": false,
"molecule": {
"id": "sa_3ea14b31f75b5739dc8a1b3c",
"inchikey": "NWPMKTJTUSDKMN-UHFFFAOYSA-N",
"smiles": "CS(=O)(=O)Oc1ccc(F)cc1Cl"
},
"smiles": "CS(=O)(=O)Oc1ccc(F)cc1Cl",
"reactionStepId": "sa_00b2e4d78ef8e83c6f3a4394",
"template": null,
"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\"}",
"reactionStep": {
"id": "sa_00b2e4d78ef8e83c6f3a4394",
"reactionHash": "fee93bcf92f302938fcef853209c3fcaa289e44bba556d57d11db75e3d793b2b"
},
"children": [
{
"id": "6691",
"routeId": "sa_bd15bcbd5512e862c629feb3",
"moleculeId": "sa_676c32714c30c1436ce2e768",
"parentId": "6690",
"isLeaf": true,
"molecule": {
"id": "sa_676c32714c30c1436ce2e768",
"inchikey": "IGYXYGDEYHNFFT-UHFFFAOYSA-N",
"smiles": "Oc1ccc(F)cc1Cl"
},
"smiles": "Oc1ccc(F)cc1Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "6692",
"routeId": "sa_bd15bcbd5512e862c629feb3",
"moleculeId": "sa_d2a31ea58046b00856f61ca5",
"parentId": "6690",
"isLeaf": true,
"molecule": {
"id": "sa_d2a31ea58046b00856f61ca5",
"inchikey": "QARBMVPHQWIHKH-UHFFFAOYSA-N",
"smiles": "CS(=O)(=O)Cl"
},
"smiles": "CS(=O)(=O)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
},
{
"id": "6693",
"routeId": "sa_bd15bcbd5512e862c629feb3",
"moleculeId": "sa_c916231dbcddaeebcd145de4",
"parentId": "6684",
"isLeaf": true,
"molecule": {
"id": "sa_c916231dbcddaeebcd145de4",
"inchikey": "YRKCREAYFQTBPV-UHFFFAOYSA-N",
"smiles": "CC(=O)CC(C)=O"
},
"smiles": "CC(=O)CC(C)=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "6694",
"routeId": "sa_bd15bcbd5512e862c629feb3",
"moleculeId": "sa_348628d6ae6b3f409a7b5192",
"parentId": "6683",
"isLeaf": true,
"molecule": {
"id": "sa_348628d6ae6b3f409a7b5192",
"inchikey": "KZBUYRJDOAKODT-UHFFFAOYSA-N",
"smiles": "ClCl"
},
"smiles": "ClCl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}