Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CN(C)CCCCN(C)c1ccccc1S(=O)(=O)Nc1ccc2c(c1C(=O)O)OCC1CC21
InChiKey
OMOSQIAXBHOKHD-UHFFFAOYSA-N
Route Signature
f4756ae3a26a11ee37f078dc38bfb2422f7d3e8ceeec0f239682677b15419e44
Synthesis route with 3 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_075b0acdd7af0469cd77f29c",
"signature": "f4756ae3a26a11ee37f078dc38bfb2422f7d3e8ceeec0f239682677b15419e44",
"contentHash": "a465ac0f2cdc22a37f27ccada9da6e51e6847d703858035884d52e84435c8075",
"length": 3,
"isConvergent": true
},
"target": {
"id": "sa_936dad343576ecc3609b20a1",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-01649",
"moleculeId": "sa_c0a1f22e1a446e39b2e61f35",
"smiles": "CN(C)CCCCN(C)c1ccccc1S(=O)(=O)Nc1ccc2c(c1C(=O)O)OCC1CC21",
"routeLength": 3,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_c0a1f22e1a446e39b2e61f35",
"inchikey": "OMOSQIAXBHOKHD-UHFFFAOYSA-N",
"smiles": "CN(C)CCCCN(C)c1ccccc1S(=O)(=O)Nc1ccc2c(c1C(=O)O)OCC1CC21"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "10350",
"routeId": "sa_075b0acdd7af0469cd77f29c",
"moleculeId": "sa_c0a1f22e1a446e39b2e61f35",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_c0a1f22e1a446e39b2e61f35",
"inchikey": "OMOSQIAXBHOKHD-UHFFFAOYSA-N",
"smiles": "CN(C)CCCCN(C)c1ccccc1S(=O)(=O)Nc1ccc2c(c1C(=O)O)OCC1CC21"
},
"smiles": "CN(C)CCCCN(C)c1ccccc1S(=O)(=O)Nc1ccc2c(c1C(=O)O)OCC1CC21",
"reactionStepId": "sa_3531188eed4c90b973ebab91",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160058731A1;0391;1845482\",\"rsmi\":\"F[c:10]1[c:11]([S:12](=[O:13])(=[O:14])[NH:15][c:16]2[cH:17][cH:18][c:19]3[c:20]([c:21]2[C:22](=[O:23])[OH:24])[O:25][CH2:26][CH:27]2[CH2:28][CH:29]32)[cH:30][cH:31][cH:32][cH:33]1.[CH3:1][N:2]([CH3:3])[CH2:4][CH2:5][CH2:6][CH2:7][NH:8][CH3:9]>CCN(CC)CC.CN1CCCC1=O>[CH3:1][N:2]([CH3:3])[CH2:4][CH2:5][CH2:6][CH2:7][N:8]([CH3:9])[c:10]1[c:11]([S:12](=[O:13])(=[O:14])[NH:15][c:16]2[cH:17][cH:18][c:19]3[c:20]([c:21]2[C:22](=[O:23])[OH:24])[O:25][CH2:26][CH:27]2[CH2:28][CH:29]32)[cH:30][cH:31][cH:32][cH:33]1\"},\"mapped_reaction_smiles\":\"F[c:10]1[c:11]([S:12](=[O:13])(=[O:14])[NH:15][c:16]2[cH:17][cH:18][c:19]3[c:20]([c:21]2[C:22](=[O:23])[OH:24])[O:25][CH2:26][CH:27]2[CH2:28][CH:29]32)[cH:30][cH:31][cH:32][cH:33]1.[CH3:1][N:2]([CH3:3])[CH2:4][CH2:5][CH2:6][CH2:7][NH:8][CH3:9]>CCN(CC)CC.CN1CCCC1=O>[CH3:1][N:2]([CH3:3])[CH2:4][CH2:5][CH2:6][CH2:7][N:8]([CH3:9])[c:10]1[c:11]([S:12](=[O:13])(=[O:14])[NH:15][c:16]2[cH:17][cH:18][c:19]3[c:20]([c:21]2[C:22](=[O:23])[OH:24])[O:25][CH2:26][CH:27]2[CH2:28][CH:29]32)[cH:30][cH:31][cH:32][cH:33]1\"}",
"reactionStep": {
"id": "sa_3531188eed4c90b973ebab91",
"reactionHash": "2380f8c84663ea75962d8bc20b1c5439eed578bd0a7e4ba78a478e1fb44af4c8"
},
"children": [
{
"id": "10351",
"routeId": "sa_075b0acdd7af0469cd77f29c",
"moleculeId": "sa_30460b62280e6d579ad8aa02",
"parentId": "10350",
"isLeaf": false,
"molecule": {
"id": "sa_30460b62280e6d579ad8aa02",
"inchikey": "APRLRDKBPDDFSD-UHFFFAOYSA-N",
"smiles": "O=C(O)c1c(NS(=O)(=O)c2ccccc2F)ccc2c1OCC1CC21"
},
"smiles": "O=C(O)c1c(NS(=O)(=O)c2ccccc2F)ccc2c1OCC1CC21",
"reactionStepId": "sa_48a9ed147a88aa7d7ae4b5ac",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160058731A1;0761;1845574\",\"rsmi\":\"C[O:3][C:2](=[O:1])[c:4]1[c:5]2[c:11]([cH:12][cH:13][c:14]1[NH:15][S:16](=[O:17])(=[O:18])[c:19]1[c:20]([F:21])[cH:22][cH:23][cH:24][cH:25]1)[CH:10]1[CH:8]([CH2:7][O:6]2)[CH2:9]1>C1COCCO1.O.O.[Li+].O>[O:1]=[C:2]([OH:3])[c:4]1[c:5]2[c:11]([cH:12][cH:13][c:14]1[NH:15][S:16](=[O:17])(=[O:18])[c:19]1[c:20]([F:21])[cH:22][cH:23][cH:24][cH:25]1)[CH:10]1[CH:8]([CH2:7][O:6]2)[CH2:9]1\"},\"mapped_reaction_smiles\":\"C[O:3][C:2](=[O:1])[c:4]1[c:5]2[c:11]([cH:12][cH:13][c:14]1[NH:15][S:16](=[O:17])(=[O:18])[c:19]1[c:20]([F:21])[cH:22][cH:23][cH:24][cH:25]1)[CH:10]1[CH:8]([CH2:7][O:6]2)[CH2:9]1>C1COCCO1.O.O.[Li+].O>[O:1]=[C:2]([OH:3])[c:4]1[c:5]2[c:11]([cH:12][cH:13][c:14]1[NH:15][S:16](=[O:17])(=[O:18])[c:19]1[c:20]([F:21])[cH:22][cH:23][cH:24][cH:25]1)[CH:10]1[CH:8]([CH2:7][O:6]2)[CH2:9]1\"}",
"reactionStep": {
"id": "sa_48a9ed147a88aa7d7ae4b5ac",
"reactionHash": "8c9ff89f7afda87b2ad6d93b28c54f3bd4ecf04e3adeaa1f660fc497cbab1b85"
},
"children": [
{
"id": "10352",
"routeId": "sa_075b0acdd7af0469cd77f29c",
"moleculeId": "sa_f7cab933680503bc9c4b3ba0",
"parentId": "10351",
"isLeaf": true,
"molecule": {
"id": "sa_f7cab933680503bc9c4b3ba0",
"inchikey": "GPNWWUFZVLZTIE-UHFFFAOYSA-N",
"smiles": "COC(=O)c1c(NS(=O)(=O)c2ccccc2F)ccc2c1OCC1CC21"
},
"smiles": "COC(=O)c1c(NS(=O)(=O)c2ccccc2F)ccc2c1OCC1CC21",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "10353",
"routeId": "sa_075b0acdd7af0469cd77f29c",
"moleculeId": "sa_880935a8cebe504e4dadaf59",
"parentId": "10350",
"isLeaf": false,
"molecule": {
"id": "sa_880935a8cebe504e4dadaf59",
"inchikey": "UOTKNWSJLVKOJR-UHFFFAOYSA-N",
"smiles": "CNCCCCN(C)C"
},
"smiles": "CNCCCCN(C)C",
"reactionStepId": "sa_eefaad23646cbd53533ee466",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160058731A1;0793;1845584\",\"rsmi\":\"O=[CH:1][NH:2][CH2:3][CH2:4][CH2:5][CH2:6][N:7]([CH3:8])[CH3:9]>C1CCOC1.CCO.[Al+3].[HH].[HH].[HH].[HH].[Li+]>[CH3:1][NH:2][CH2:3][CH2:4][CH2:5][CH2:6][N:7]([CH3:8])[CH3:9]\"},\"mapped_reaction_smiles\":\"O=[CH:1][NH:2][CH2:3][CH2:4][CH2:5][CH2:6][N:7]([CH3:8])[CH3:9]>C1CCOC1.CCO.[Al+3].[HH].[HH].[HH].[HH].[Li+]>[CH3:1][NH:2][CH2:3][CH2:4][CH2:5][CH2:6][N:7]([CH3:8])[CH3:9]\"}",
"reactionStep": {
"id": "sa_eefaad23646cbd53533ee466",
"reactionHash": "c7100022a3f065ceda862b0371aeb8f2dbda93986090ddfa901eed326bb7e486"
},
"children": [
{
"id": "10354",
"routeId": "sa_075b0acdd7af0469cd77f29c",
"moleculeId": "sa_39341094a2b051be9651d30b",
"parentId": "10353",
"isLeaf": false,
"molecule": {
"id": "sa_39341094a2b051be9651d30b",
"inchikey": "MPLDPQVXQGUBKN-UHFFFAOYSA-N",
"smiles": "CN(C)CCCCNC=O"
},
"smiles": "CN(C)CCCCNC=O",
"reactionStepId": "sa_43790dcb8d0500c87fd94e03",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160058731A1;0796;1845585\",\"rsmi\":\"CCO[CH:9]=[O:10].[CH3:1][N:2]([CH3:3])[CH2:4][CH2:5][CH2:6][CH2:7][NH2:8]>>[CH3:1][N:2]([CH3:3])[CH2:4][CH2:5][CH2:6][CH2:7][NH:8][CH:9]=[O:10]\"},\"mapped_reaction_smiles\":\"CCO[CH:9]=[O:10].[CH3:1][N:2]([CH3:3])[CH2:4][CH2:5][CH2:6][CH2:7][NH2:8]>>[CH3:1][N:2]([CH3:3])[CH2:4][CH2:5][CH2:6][CH2:7][NH:8][CH:9]=[O:10]\"}",
"reactionStep": {
"id": "sa_43790dcb8d0500c87fd94e03",
"reactionHash": "f85f28443d53e37b8bb4e1b55c5a13d46bc613daa82c4737662fcd32e1cd51a2"
},
"children": [
{
"id": "10355",
"routeId": "sa_075b0acdd7af0469cd77f29c",
"moleculeId": "sa_2bc444a5c38244bd0642b240",
"parentId": "10354",
"isLeaf": true,
"molecule": {
"id": "sa_2bc444a5c38244bd0642b240",
"inchikey": "GCOWZPRIMFGIDQ-UHFFFAOYSA-N",
"smiles": "CN(C)CCCCN"
},
"smiles": "CN(C)CCCCN",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "10356",
"routeId": "sa_075b0acdd7af0469cd77f29c",
"moleculeId": "sa_fe35c93b34b37939ff23116d",
"parentId": "10354",
"isLeaf": true,
"molecule": {
"id": "sa_fe35c93b34b37939ff23116d",
"inchikey": "WBJINCZRORDGAQ-UHFFFAOYSA-N",
"smiles": "CCOC=O"
},
"smiles": "CCOC=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}