Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
[N-]=[N+]=NCCCCCCCCCCCCOc1ccc2[nH]cnc2c1
InChiKey
QWYKHCDXTZAEAZ-UHFFFAOYSA-N
Route Signature
b02a1983b0f5c03a4de54dee358355fe053343e39fcaa93ebfa511f5a3e3bb3a
Synthesis route with 3 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_3da0ac2755e9c7ee04d179f7",
"signature": "b02a1983b0f5c03a4de54dee358355fe053343e39fcaa93ebfa511f5a3e3bb3a",
"contentHash": "7a949fea0f5d65e8c6f616a0db2f0968c5eefc60456cfd64122ea4a9dfc97daa",
"length": 3,
"isConvergent": false
},
"target": {
"id": "sa_0b359bc1f6d7540a060b462c",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-05223",
"moleculeId": "sa_86459adb0b3e78a049eb8a05",
"smiles": "[N-]=[N+]=NCCCCCCCCCCCCOc1ccc2[nH]cnc2c1",
"routeLength": 3,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_86459adb0b3e78a049eb8a05",
"inchikey": "QWYKHCDXTZAEAZ-UHFFFAOYSA-N",
"smiles": "[N-]=[N+]=NCCCCCCCCCCCCOc1ccc2[nH]cnc2c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "15655",
"routeId": "sa_3da0ac2755e9c7ee04d179f7",
"moleculeId": "sa_86459adb0b3e78a049eb8a05",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_86459adb0b3e78a049eb8a05",
"inchikey": "QWYKHCDXTZAEAZ-UHFFFAOYSA-N",
"smiles": "[N-]=[N+]=NCCCCCCCCCCCCOc1ccc2[nH]cnc2c1"
},
"smiles": "[N-]=[N+]=NCCCCCCCCCCCCOc1ccc2[nH]cnc2c1",
"reactionStepId": "sa_e3100038270c5697ab1805a9",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160199875A1;0329;1904457\",\"rsmi\":\"Br[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][O:16][c:17]1[cH:18][c:19]2[c:20]([cH:21][cH:22]1)[nH:23][cH:24][n:25]2.[N-:1]=[N+:2]=[N-:3]>CS(C)=O.O.O=C(O)O.[Na+].[Na+]>[N-:1]=[N+:2]=[N:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][O:16][c:17]1[cH:18][c:19]2[c:20]([cH:21][cH:22]1)[nH:23][cH:24][n:25]2\"},\"mapped_reaction_smiles\":\"Br[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][O:16][c:17]1[cH:18][c:19]2[c:20]([cH:21][cH:22]1)[nH:23][cH:24][n:25]2.[N-:1]=[N+:2]=[N-:3]>CS(C)=O.O.O=C(O)O.[Na+].[Na+]>[N-:1]=[N+:2]=[N:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][O:16][c:17]1[cH:18][c:19]2[c:20]([cH:21][cH:22]1)[nH:23][cH:24][n:25]2\"}",
"reactionStep": {
"id": "sa_e3100038270c5697ab1805a9",
"reactionHash": "9c7e3f847cef7714049fbc8cbba5f21dd0155ca4ce73f9364e8bf23fbe1a396e"
},
"children": [
{
"id": "15656",
"routeId": "sa_3da0ac2755e9c7ee04d179f7",
"moleculeId": "sa_50a8f83dd89c267fbada1205",
"parentId": "15655",
"isLeaf": true,
"molecule": {
"id": "sa_50a8f83dd89c267fbada1205",
"inchikey": "IVRMZWNICZWHMI-UHFFFAOYSA-N",
"smiles": "[N]N=[N-]"
},
"smiles": "[N-]=[N+]=[N-]",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15657",
"routeId": "sa_3da0ac2755e9c7ee04d179f7",
"moleculeId": "sa_44296ef28f7e739a563aa390",
"parentId": "15655",
"isLeaf": false,
"molecule": {
"id": "sa_44296ef28f7e739a563aa390",
"inchikey": "SPWVOFHXTDGMTK-UHFFFAOYSA-N",
"smiles": "BrCCCCCCCCCCCCOc1ccc2[nH]cnc2c1"
},
"smiles": "BrCCCCCCCCCCCCOc1ccc2[nH]cnc2c1",
"reactionStepId": "sa_a7ac18c24298fe433b54b553",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160199875A1;0328;1904456\",\"rsmi\":\"O=[CH:22]O.O=[N+:23]([O-])[c:17]1[cH:16][c:15]([O:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][Br:1])[cH:20][cH:19][c:18]1[NH2:21]>CC(C)O.Cl.[Fe].N>[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][O:14][c:15]1[cH:16][c:17]2[c:18]([cH:19][cH:20]1)[nH:21][cH:22][n:23]2\"},\"mapped_reaction_smiles\":\"O=[CH:22]O.O=[N+:23]([O-])[c:17]1[cH:16][c:15]([O:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][Br:1])[cH:20][cH:19][c:18]1[NH2:21]>CC(C)O.Cl.[Fe].N>[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][O:14][c:15]1[cH:16][c:17]2[c:18]([cH:19][cH:20]1)[nH:21][cH:22][n:23]2\"}",
"reactionStep": {
"id": "sa_a7ac18c24298fe433b54b553",
"reactionHash": "163eca2e7adf189d6914e6927ae02e43a1ea57ea76a72282408bdac1a78ad982"
},
"children": [
{
"id": "15658",
"routeId": "sa_3da0ac2755e9c7ee04d179f7",
"moleculeId": "sa_3bff5ea8042027b95a7e61c6",
"parentId": "15657",
"isLeaf": true,
"molecule": {
"id": "sa_3bff5ea8042027b95a7e61c6",
"inchikey": "BDAGIHXWWSANSR-UHFFFAOYSA-N",
"smiles": "O=CO"
},
"smiles": "O=CO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15659",
"routeId": "sa_3da0ac2755e9c7ee04d179f7",
"moleculeId": "sa_8b4ff86858635917483cb397",
"parentId": "15657",
"isLeaf": false,
"molecule": {
"id": "sa_8b4ff86858635917483cb397",
"inchikey": "IWWZWVNQGBBBHT-UHFFFAOYSA-N",
"smiles": "Nc1ccc(OCCCCCCCCCCCCBr)cc1[N+](=O)[O-]"
},
"smiles": "Nc1ccc(OCCCCCCCCCCCCBr)cc1[N+](=O)[O-]",
"reactionStepId": "sa_40517c4248a184141a0a0e57",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160199875A1;0327;1904455\",\"rsmi\":\"Br[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][Br:22].[NH2:1][c:2]1[c:3]([N+:4](=[O:5])[O-:6])[cH:7][c:8]([OH:9])[cH:23][cH:24]1>CC#N.O=C(O)O.[K+].[K+]>[NH2:1][c:2]1[c:3]([N+:4](=[O:5])[O-:6])[cH:7][c:8]([O:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][Br:22])[cH:23][cH:24]1\"},\"mapped_reaction_smiles\":\"Br[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][Br:22].[NH2:1][c:2]1[c:3]([N+:4](=[O:5])[O-:6])[cH:7][c:8]([OH:9])[cH:23][cH:24]1>CC#N.O=C(O)O.[K+].[K+]>[NH2:1][c:2]1[c:3]([N+:4](=[O:5])[O-:6])[cH:7][c:8]([O:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][Br:22])[cH:23][cH:24]1\"}",
"reactionStep": {
"id": "sa_40517c4248a184141a0a0e57",
"reactionHash": "489a7692d27375d1aec0b6bcdc6f7bf975971b8a2e355c3dd7ca5016c123e8f0"
},
"children": [
{
"id": "15660",
"routeId": "sa_3da0ac2755e9c7ee04d179f7",
"moleculeId": "sa_3f3777fc8e429b85e9a88dea",
"parentId": "15659",
"isLeaf": true,
"molecule": {
"id": "sa_3f3777fc8e429b85e9a88dea",
"inchikey": "IQXUIDYRTHQTET-UHFFFAOYSA-N",
"smiles": "Nc1ccc(O)cc1[N+](=O)[O-]"
},
"smiles": "Nc1ccc(O)cc1[N+](=O)[O-]",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15661",
"routeId": "sa_3da0ac2755e9c7ee04d179f7",
"moleculeId": "sa_e1d0a6a0a19ddb4ff3e8efdd",
"parentId": "15659",
"isLeaf": true,
"molecule": {
"id": "sa_e1d0a6a0a19ddb4ff3e8efdd",
"inchikey": "ZJJATABWMGVVRZ-UHFFFAOYSA-N",
"smiles": "BrCCCCCCCCCCCCBr"
},
"smiles": "BrCCCCCCCCCCCCBr",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}