Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COc1ccc(-n2nnc3cnc(NC4CC(C)(C)N(C)C(C)(C)C4)nc32)cc1
InChiKey
VMKMYWAETCOKSI-UHFFFAOYSA-N
Route Signature
e8d89e512caa1acad00fc7b8abf870c9026b71e9e4f614ef8b9f96aa5b8ea401
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_dbdddc249baa4dda709e12e4",
"signature": "e8d89e512caa1acad00fc7b8abf870c9026b71e9e4f614ef8b9f96aa5b8ea401",
"contentHash": "47ef8c47b844e0bee2fb8a46886bd5766bff078c3e47f64a61ec8b732436f838",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_00c60da0cdff64045309facd",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-05250",
"moleculeId": "sa_a86c1fa4ca8f1a61c9e3fdd0",
"smiles": "COc1ccc(-n2nnc3cnc(NC4CC(C)(C)N(C)C(C)(C)C4)nc32)cc1",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_a86c1fa4ca8f1a61c9e3fdd0",
"inchikey": "VMKMYWAETCOKSI-UHFFFAOYSA-N",
"smiles": "COc1ccc(-n2nnc3cnc(NC4CC(C)(C)N(C)C(C)(C)C4)nc32)cc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "7606",
"routeId": "sa_dbdddc249baa4dda709e12e4",
"moleculeId": "sa_a86c1fa4ca8f1a61c9e3fdd0",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_a86c1fa4ca8f1a61c9e3fdd0",
"inchikey": "VMKMYWAETCOKSI-UHFFFAOYSA-N",
"smiles": "COc1ccc(-n2nnc3cnc(NC4CC(C)(C)N(C)C(C)(C)C4)nc32)cc1"
},
"smiles": "COc1ccc(-n2nnc3cnc(NC4CC(C)(C)N(C)C(C)(C)C4)nc32)cc1",
"reactionStepId": "sa_292653bb7cef3310d62999ed",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160015712A1;0394;1820564\",\"rsmi\":\"Cl[c:13]1[n:12][c:11]2[n:7](-[c:6]3[cH:5][cH:4][c:3]([O:2][CH3:1])[cH:29][cH:28]3)[n:8][n:9][c:10]2[cH:27][n:26]1.[NH2:14][CH:15]1[CH2:16][C:17]([CH3:18])([CH3:19])[N:20]([CH3:21])[C:22]([CH3:23])([CH3:24])[CH2:25]1>COCCO>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6](-[n:7]2[n:8][n:9][c:10]3[c:11]2[n:12][c:13]([NH:14][CH:15]2[CH2:16][C:17]([CH3:18])([CH3:19])[N:20]([CH3:21])[C:22]([CH3:23])([CH3:24])[CH2:25]2)[n:26][cH:27]3)[cH:28][cH:29]1\"},\"mapped_reaction_smiles\":\"Cl[c:13]1[n:12][c:11]2[n:7](-[c:6]3[cH:5][cH:4][c:3]([O:2][CH3:1])[cH:29][cH:28]3)[n:8][n:9][c:10]2[cH:27][n:26]1.[NH2:14][CH:15]1[CH2:16][C:17]([CH3:18])([CH3:19])[N:20]([CH3:21])[C:22]([CH3:23])([CH3:24])[CH2:25]1>COCCO>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6](-[n:7]2[n:8][n:9][c:10]3[c:11]2[n:12][c:13]([NH:14][CH:15]2[CH2:16][C:17]([CH3:18])([CH3:19])[N:20]([CH3:21])[C:22]([CH3:23])([CH3:24])[CH2:25]2)[n:26][cH:27]3)[cH:28][cH:29]1\"}",
"reactionStep": {
"id": "sa_292653bb7cef3310d62999ed",
"reactionHash": "b798e30e1467819e999e1afbf713f2eea4332e1b2e507f694835788ffa331282"
},
"children": [
{
"id": "7607",
"routeId": "sa_dbdddc249baa4dda709e12e4",
"moleculeId": "sa_ad09ab1445a5c6a4b6d0fa60",
"parentId": "7606",
"isLeaf": true,
"molecule": {
"id": "sa_ad09ab1445a5c6a4b6d0fa60",
"inchikey": "CGXOAAMIQPDTPE-UHFFFAOYSA-N",
"smiles": "CN1C(C)(C)CC(N)CC1(C)C"
},
"smiles": "CN1C(C)(C)CC(N)CC1(C)C",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "7608",
"routeId": "sa_dbdddc249baa4dda709e12e4",
"moleculeId": "sa_cd2662b56ab3608ebc880bb7",
"parentId": "7606",
"isLeaf": false,
"molecule": {
"id": "sa_cd2662b56ab3608ebc880bb7",
"inchikey": "IWTUSMBWCYJNMO-UHFFFAOYSA-N",
"smiles": "COc1ccc(-n2nnc3cnc(Cl)nc32)cc1"
},
"smiles": "COc1ccc(-n2nnc3cnc(Cl)nc32)cc1",
"reactionStepId": "sa_02cc1cf1d931e510c576cba4",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160015712A1;0294;1820549\",\"rsmi\":\"CCCCO[N:8]=O.[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([NH:7][c:11]2[c:10]([NH2:9])[cH:16][n:15][c:13]([Cl:14])[n:12]2)[cH:17][cH:18]1>CC#N>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6](-[n:7]2[n:8][n:9][c:10]3[c:11]2[n:12][c:13]([Cl:14])[n:15][cH:16]3)[cH:17][cH:18]1\"},\"mapped_reaction_smiles\":\"CCCCO[N:8]=O.[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([NH:7][c:11]2[c:10]([NH2:9])[cH:16][n:15][c:13]([Cl:14])[n:12]2)[cH:17][cH:18]1>CC#N>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6](-[n:7]2[n:8][n:9][c:10]3[c:11]2[n:12][c:13]([Cl:14])[n:15][cH:16]3)[cH:17][cH:18]1\"}",
"reactionStep": {
"id": "sa_02cc1cf1d931e510c576cba4",
"reactionHash": "d5a9a11b4b1cde142de8ae038da946aa4a7282c939a914936f7e5a3762679f69"
},
"children": [
{
"id": "7609",
"routeId": "sa_dbdddc249baa4dda709e12e4",
"moleculeId": "sa_3095ac264baaba99e12371ca",
"parentId": "7608",
"isLeaf": true,
"molecule": {
"id": "sa_3095ac264baaba99e12371ca",
"inchikey": "JQJPBYFTQAANLE-UHFFFAOYSA-N",
"smiles": "CCCCON=O"
},
"smiles": "CCCCON=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "7610",
"routeId": "sa_dbdddc249baa4dda709e12e4",
"moleculeId": "sa_bbe6d3db1fbd40d5561c2761",
"parentId": "7608",
"isLeaf": false,
"molecule": {
"id": "sa_bbe6d3db1fbd40d5561c2761",
"inchikey": "LZGUDJSSUMTRGM-UHFFFAOYSA-N",
"smiles": "COc1ccc(Nc2nc(Cl)ncc2N)cc1"
},
"smiles": "COc1ccc(Nc2nc(Cl)ncc2N)cc1",
"reactionStepId": "sa_ddffad9d17ec801f90192336",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160015712A1;0293;1820548\",\"rsmi\":\"O=[N+:15]([O-])[c:14]1[c:8]([NH:7][c:6]2[cH:5][cH:4][c:3]([O:2][CH3:1])[cH:17][cH:16]2)[n:9][c:10]([Cl:11])[n:12][cH:13]1>C1CCOC1.[Ni]>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([NH:7][c:8]2[n:9][c:10]([Cl:11])[n:12][cH:13][c:14]2[NH2:15])[cH:16][cH:17]1\"},\"mapped_reaction_smiles\":\"O=[N+:15]([O-])[c:14]1[c:8]([NH:7][c:6]2[cH:5][cH:4][c:3]([O:2][CH3:1])[cH:17][cH:16]2)[n:9][c:10]([Cl:11])[n:12][cH:13]1>C1CCOC1.[Ni]>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([NH:7][c:8]2[n:9][c:10]([Cl:11])[n:12][cH:13][c:14]2[NH2:15])[cH:16][cH:17]1\"}",
"reactionStep": {
"id": "sa_ddffad9d17ec801f90192336",
"reactionHash": "53494efef049e685b96ac5216bcc04ab64ac71b4c25a3cf705e6d2d4cd740401"
},
"children": [
{
"id": "7611",
"routeId": "sa_dbdddc249baa4dda709e12e4",
"moleculeId": "sa_5e3e4326443715766995e3b2",
"parentId": "7610",
"isLeaf": false,
"molecule": {
"id": "sa_5e3e4326443715766995e3b2",
"inchikey": "FSGFVKSATRQXSH-UHFFFAOYSA-N",
"smiles": "COc1ccc(Nc2nc(Cl)ncc2[N+](=O)[O-])cc1"
},
"smiles": "COc1ccc(Nc2nc(Cl)ncc2[N+](=O)[O-])cc1",
"reactionStepId": "sa_333e9835e993cc17c3aa04d6",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160015712A1;0292;1820547\",\"rsmi\":\"Cl[c:8]1[n:9][c:10]([Cl:11])[n:12][cH:13][c:14]1[N+:15](=[O:16])[O-:17].[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([NH2:7])[cH:18][cH:19]1>C1COCCO1.CCN(C(C)C)C(C)C>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([NH:7][c:8]2[n:9][c:10]([Cl:11])[n:12][cH:13][c:14]2[N+:15](=[O:16])[O-:17])[cH:18][cH:19]1\"},\"mapped_reaction_smiles\":\"Cl[c:8]1[n:9][c:10]([Cl:11])[n:12][cH:13][c:14]1[N+:15](=[O:16])[O-:17].[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([NH2:7])[cH:18][cH:19]1>C1COCCO1.CCN(C(C)C)C(C)C>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([NH:7][c:8]2[n:9][c:10]([Cl:11])[n:12][cH:13][c:14]2[N+:15](=[O:16])[O-:17])[cH:18][cH:19]1\"}",
"reactionStep": {
"id": "sa_333e9835e993cc17c3aa04d6",
"reactionHash": "656754e3266c454a0c7ad8aa13b5042a1b2935dcd4dd13265f119fc18574a984"
},
"children": [
{
"id": "7612",
"routeId": "sa_dbdddc249baa4dda709e12e4",
"moleculeId": "sa_e3b620eac722e931a812caf0",
"parentId": "7611",
"isLeaf": true,
"molecule": {
"id": "sa_e3b620eac722e931a812caf0",
"inchikey": "BHAAPTBBJKJZER-UHFFFAOYSA-N",
"smiles": "COc1ccc(N)cc1"
},
"smiles": "COc1ccc(N)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "7613",
"routeId": "sa_dbdddc249baa4dda709e12e4",
"moleculeId": "sa_6cfe369d6bad8aa6a56c775d",
"parentId": "7611",
"isLeaf": true,
"molecule": {
"id": "sa_6cfe369d6bad8aa6a56c775d",
"inchikey": "INUSQTPGSHFGHM-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])c1cnc(Cl)nc1Cl"
},
"smiles": "O=[N+]([O-])c1cnc(Cl)nc1Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
}