Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
O=[N+]([O-])c1cccnc1Nc1cccc(/C=C/c2ccc[n+]([O-])c2)c1
InChiKey
LVBWZPLYHCMMBA-CMDGGOBGSA-N
Route Signature
946af188774bfcf794f23616dfb1af9fbeaeb1c8953f2513b229f29758630e01
Synthesis route with 3 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_ba4dd5a3951ec5e8b58bce85",
"signature": "946af188774bfcf794f23616dfb1af9fbeaeb1c8953f2513b229f29758630e01",
"contentHash": "94acc39b5c119d77b4804c955506db420b6939ddcff91b0187ebd6ceadc35a9f",
"length": 3,
"isConvergent": false
},
"target": {
"id": "sa_4b647ae257da7fb2e41c6630",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-07085",
"moleculeId": "sa_dd21b8e3aa122fb251be02cc",
"smiles": "O=[N+]([O-])c1cccnc1Nc1cccc(/C=C/c2ccc[n+]([O-])c2)c1",
"routeLength": 3,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_dd21b8e3aa122fb251be02cc",
"inchikey": "LVBWZPLYHCMMBA-CMDGGOBGSA-N",
"smiles": "O=[N+]([O-])c1cccnc1Nc1cccc(/C=C/c2ccc[n+]([O-])c2)c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "8209",
"routeId": "sa_ba4dd5a3951ec5e8b58bce85",
"moleculeId": "sa_dd21b8e3aa122fb251be02cc",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_dd21b8e3aa122fb251be02cc",
"inchikey": "LVBWZPLYHCMMBA-CMDGGOBGSA-N",
"smiles": "O=[N+]([O-])c1cccnc1Nc1cccc(/C=C/c2ccc[n+]([O-])c2)c1"
},
"smiles": "O=[N+]([O-])c1cccnc1Nc1cccc(/C=C/c2ccc[n+]([O-])c2)c1",
"reactionStepId": "sa_9df28b3e26933310a87d9ae8",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06117875;;483225\",\"rsmi\":\"O=C(O[OH:21])c1cccc(Cl)c1.[O:1]=[N+:2]([O-:3])[c:4]1[cH:5][cH:6][cH:7][n:8][c:9]1[NH:10][c:11]1[cH:12][c:13](/[CH:14]=[CH:15]/[c:16]2[cH:17][cH:18][cH:19][n:20][cH:22]2)[cH:23][cH:24][cH:25]1>ClCCl.O=C(O)O.[Na+]>[O:1]=[N+:2]([O-:3])[c:4]1[cH:5][cH:6][cH:7][n:8][c:9]1[NH:10][c:11]1[cH:12][c:13](/[CH:14]=[CH:15]/[c:16]2[cH:17][cH:18][cH:19][n+:20]([O-:21])[cH:22]2)[cH:23][cH:24][cH:25]1\"},\"mapped_reaction_smiles\":\"O=C(O[OH:21])c1cccc(Cl)c1.[O:1]=[N+:2]([O-:3])[c:4]1[cH:5][cH:6][cH:7][n:8][c:9]1[NH:10][c:11]1[cH:12][c:13](/[CH:14]=[CH:15]/[c:16]2[cH:17][cH:18][cH:19][n:20][cH:22]2)[cH:23][cH:24][cH:25]1>ClCCl.O=C(O)O.[Na+]>[O:1]=[N+:2]([O-:3])[c:4]1[cH:5][cH:6][cH:7][n:8][c:9]1[NH:10][c:11]1[cH:12][c:13](/[CH:14]=[CH:15]/[c:16]2[cH:17][cH:18][cH:19][n+:20]([O-:21])[cH:22]2)[cH:23][cH:24][cH:25]1\"}",
"reactionStep": {
"id": "sa_9df28b3e26933310a87d9ae8",
"reactionHash": "5b2dc47720965fd8dcb92224e56d01f76ed6d9586034e7418b760e38ff1b0f43"
},
"children": [
{
"id": "8210",
"routeId": "sa_ba4dd5a3951ec5e8b58bce85",
"moleculeId": "sa_292aab804b3670e84ce954f3",
"parentId": "8209",
"isLeaf": true,
"molecule": {
"id": "sa_292aab804b3670e84ce954f3",
"inchikey": "NHQDETIJWKXCTC-UHFFFAOYSA-N",
"smiles": "O=C(OO)c1cccc(Cl)c1"
},
"smiles": "O=C(OO)c1cccc(Cl)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "8211",
"routeId": "sa_ba4dd5a3951ec5e8b58bce85",
"moleculeId": "sa_633b76d0ddf71aaebcdb100a",
"parentId": "8209",
"isLeaf": false,
"molecule": {
"id": "sa_633b76d0ddf71aaebcdb100a",
"inchikey": "OSWLHTATJKWSOX-CMDGGOBGSA-N",
"smiles": "O=[N+]([O-])c1cccnc1Nc1cccc(/C=C/c2cccnc2)c1"
},
"smiles": "O=[N+]([O-])c1cccnc1Nc1cccc(/C=C/c2cccnc2)c1",
"reactionStepId": "sa_c22945adedf8f448d19efa4f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06117875;;483220\",\"rsmi\":\"Br[c:16]1[cH:17][cH:18][cH:19][n:20][cH:21]1.[O:1]=[N+:2]([O-:3])[c:4]1[cH:5][cH:6][cH:7][n:8][c:9]1[NH:10][c:11]1[cH:12][c:13]([CH:14]=[CH2:15])[cH:22][cH:23][cH:24]1>CC#N.CC(=O)O.CC(=O)O.CCN(CC)CC.Cc1ccccc1P(c1ccccc1C)c1ccccc1C.[Cu]I.[Pd+2]>[O:1]=[N+:2]([O-:3])[c:4]1[cH:5][cH:6][cH:7][n:8][c:9]1[NH:10][c:11]1[cH:12][c:13](/[CH:14]=[CH:15]/[c:16]2[cH:17][cH:18][cH:19][n:20][cH:21]2)[cH:22][cH:23][cH:24]1\"},\"mapped_reaction_smiles\":\"Br[c:16]1[cH:17][cH:18][cH:19][n:20][cH:21]1.[O:1]=[N+:2]([O-:3])[c:4]1[cH:5][cH:6][cH:7][n:8][c:9]1[NH:10][c:11]1[cH:12][c:13]([CH:14]=[CH2:15])[cH:22][cH:23][cH:24]1>CC#N.CC(=O)O.CC(=O)O.CCN(CC)CC.Cc1ccccc1P(c1ccccc1C)c1ccccc1C.[Cu]I.[Pd+2]>[O:1]=[N+:2]([O-:3])[c:4]1[cH:5][cH:6][cH:7][n:8][c:9]1[NH:10][c:11]1[cH:12][c:13](/[CH:14]=[CH:15]/[c:16]2[cH:17][cH:18][cH:19][n:20][cH:21]2)[cH:22][cH:23][cH:24]1\"}",
"reactionStep": {
"id": "sa_c22945adedf8f448d19efa4f",
"reactionHash": "ab1f142b832e36fc0d04b18e7693e66bb83679d5ab8fa96bfb57ede6130ff5dd"
},
"children": [
{
"id": "8212",
"routeId": "sa_ba4dd5a3951ec5e8b58bce85",
"moleculeId": "sa_e23aa4902e16f21cec9779fc",
"parentId": "8211",
"isLeaf": true,
"molecule": {
"id": "sa_e23aa4902e16f21cec9779fc",
"inchikey": "NYPYPOZNGOXYSU-UHFFFAOYSA-N",
"smiles": "Brc1cccnc1"
},
"smiles": "Brc1cccnc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "8213",
"routeId": "sa_ba4dd5a3951ec5e8b58bce85",
"moleculeId": "sa_70258070ba3abd30cd078c59",
"parentId": "8211",
"isLeaf": false,
"molecule": {
"id": "sa_70258070ba3abd30cd078c59",
"inchikey": "WFHVZTAYCUUDDN-UHFFFAOYSA-N",
"smiles": "C=Cc1cccc(Nc2ncccc2[N+](=O)[O-])c1"
},
"smiles": "C=Cc1cccc(Nc2ncccc2[N+](=O)[O-])c1",
"reactionStepId": "sa_6250612fbf3ac12f949e7a29",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06117875;;483218\",\"rsmi\":\"Cl[c:9]1[n:10][cH:11][cH:12][cH:13][c:14]1[N+:15](=[O:16])[O-:17].[CH2:1]=[CH:2][c:3]1[cH:4][cH:5][cH:6][c:7]([NH2:8])[cH:18]1>C1COCCO1.O=C(O)O.[K+].[K+]>[CH2:1]=[CH:2][c:3]1[cH:4][cH:5][cH:6][c:7]([NH:8][c:9]2[n:10][cH:11][cH:12][cH:13][c:14]2[N+:15](=[O:16])[O-:17])[cH:18]1\"},\"mapped_reaction_smiles\":\"Cl[c:9]1[n:10][cH:11][cH:12][cH:13][c:14]1[N+:15](=[O:16])[O-:17].[CH2:1]=[CH:2][c:3]1[cH:4][cH:5][cH:6][c:7]([NH2:8])[cH:18]1>C1COCCO1.O=C(O)O.[K+].[K+]>[CH2:1]=[CH:2][c:3]1[cH:4][cH:5][cH:6][c:7]([NH:8][c:9]2[n:10][cH:11][cH:12][cH:13][c:14]2[N+:15](=[O:16])[O-:17])[cH:18]1\"}",
"reactionStep": {
"id": "sa_6250612fbf3ac12f949e7a29",
"reactionHash": "28aba2f0bfe2a2c5bf51700f6a83929aa0b3fbfeb935c1b78f0d038d217d3b06"
},
"children": [
{
"id": "8214",
"routeId": "sa_ba4dd5a3951ec5e8b58bce85",
"moleculeId": "sa_3cf940f39f82146a83f8138e",
"parentId": "8213",
"isLeaf": true,
"molecule": {
"id": "sa_3cf940f39f82146a83f8138e",
"inchikey": "IFSSSYDVRQSDSG-UHFFFAOYSA-N",
"smiles": "C=Cc1cccc(N)c1"
},
"smiles": "C=Cc1cccc(N)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "8215",
"routeId": "sa_ba4dd5a3951ec5e8b58bce85",
"moleculeId": "sa_db135e2fb9225098260d4df2",
"parentId": "8213",
"isLeaf": true,
"molecule": {
"id": "sa_db135e2fb9225098260d4df2",
"inchikey": "UUOLETYDNTVQDY-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])c1cccnc1Cl"
},
"smiles": "O=[N+]([O-])c1cccnc1Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}