Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Nc1nc(NCCOc2nc(-c3ccc(Cl)cc3Cl)cc3nccn23)ccc1[N+](=O)[O-]
InChiKey
GASLOMULBYJTHC-UHFFFAOYSA-N
Route Signature
60da81e17d8360c6dab3b552a5f69b9828c6739187b2f7bb74b1ea8f1b20cc43
Synthesis route with 2 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_75339c858e6128da4bc2f413",
"signature": "60da81e17d8360c6dab3b552a5f69b9828c6739187b2f7bb74b1ea8f1b20cc43",
"contentHash": "aeddfd08f5db9ad09f34cc9b6d919924f0dd513639116c0d2d6ed611b1af9a6d",
"length": 2,
"isConvergent": true
},
"target": {
"id": "sa_2b9c7c0e31edd08a20021e6e",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-09587",
"moleculeId": "sa_0d6bc33a08bc3d4ecd635afb",
"smiles": "Nc1nc(NCCOc2nc(-c3ccc(Cl)cc3Cl)cc3nccn23)ccc1[N+](=O)[O-]",
"routeLength": 2,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_0d6bc33a08bc3d4ecd635afb",
"inchikey": "GASLOMULBYJTHC-UHFFFAOYSA-N",
"smiles": "Nc1nc(NCCOc2nc(-c3ccc(Cl)cc3Cl)cc3nccn23)ccc1[N+](=O)[O-]"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "12050",
"routeId": "sa_75339c858e6128da4bc2f413",
"moleculeId": "sa_0d6bc33a08bc3d4ecd635afb",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_0d6bc33a08bc3d4ecd635afb",
"inchikey": "GASLOMULBYJTHC-UHFFFAOYSA-N",
"smiles": "Nc1nc(NCCOc2nc(-c3ccc(Cl)cc3Cl)cc3nccn23)ccc1[N+](=O)[O-]"
},
"smiles": "Nc1nc(NCCOc2nc(-c3ccc(Cl)cc3Cl)cc3nccn23)ccc1[N+](=O)[O-]",
"reactionStepId": "sa_5d6c1c5a973b6407d050835e",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100113441A1;1226;872930\",\"rsmi\":\"Cl[c:9]1[n:10][c:11](-[c:12]2[c:13]([Cl:14])[cH:15][c:16]([Cl:17])[cH:18][cH:19]2)[cH:20][c:21]2[n:22][cH:23][cH:24][n:25]12.[NH2:1][c:2]1[n:3][c:4]([NH:5][CH2:6][CH2:7][OH:8])[cH:26][cH:27][c:28]1[N+:29](=[O:30])[O-:31]>CC(=O)O.CN(C)C=O.O.[HH].[Na+]>[NH2:1][c:2]1[n:3][c:4]([NH:5][CH2:6][CH2:7][O:8][c:9]2[n:10][c:11](-[c:12]3[c:13]([Cl:14])[cH:15][c:16]([Cl:17])[cH:18][cH:19]3)[cH:20][c:21]3[n:22][cH:23][cH:24][n:25]23)[cH:26][cH:27][c:28]1[N+:29](=[O:30])[O-:31]\"},\"mapped_reaction_smiles\":\"Cl[c:9]1[n:10][c:11](-[c:12]2[c:13]([Cl:14])[cH:15][c:16]([Cl:17])[cH:18][cH:19]2)[cH:20][c:21]2[n:22][cH:23][cH:24][n:25]12.[NH2:1][c:2]1[n:3][c:4]([NH:5][CH2:6][CH2:7][OH:8])[cH:26][cH:27][c:28]1[N+:29](=[O:30])[O-:31]>CC(=O)O.CN(C)C=O.O.[HH].[Na+]>[NH2:1][c:2]1[n:3][c:4]([NH:5][CH2:6][CH2:7][O:8][c:9]2[n:10][c:11](-[c:12]3[c:13]([Cl:14])[cH:15][c:16]([Cl:17])[cH:18][cH:19]3)[cH:20][c:21]3[n:22][cH:23][cH:24][n:25]23)[cH:26][cH:27][c:28]1[N+:29](=[O:30])[O-:31]\"}",
"reactionStep": {
"id": "sa_5d6c1c5a973b6407d050835e",
"reactionHash": "ea5548afa4c0084b8d2e7e0b64a1cf4fc5c81f3c7be44bd059aa97932507db91"
},
"children": [
{
"id": "12051",
"routeId": "sa_75339c858e6128da4bc2f413",
"moleculeId": "sa_d64cd37a9e64dae9a27ecfd8",
"parentId": "12050",
"isLeaf": false,
"molecule": {
"id": "sa_d64cd37a9e64dae9a27ecfd8",
"inchikey": "KVSKHVDEUKHURZ-UHFFFAOYSA-N",
"smiles": "Clc1ccc(-c2cc3nccn3c(Cl)n2)c(Cl)c1"
},
"smiles": "Clc1ccc(-c2cc3nccn3c(Cl)n2)c(Cl)c1",
"reactionStepId": "sa_8333868f378b87b6694dd4a8",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100113441A1;0637;872832\",\"rsmi\":\"O=P(Cl)(Cl)[Cl:15].O[c:14]1[n:13]2[c:9]([cH:8][c:7](-[c:6]3[c:4]([Cl:5])[cH:3][c:2]([Cl:1])[cH:18][cH:17]3)[n:16]1)[n:10][cH:11][cH:12]2>O=C(O)O.[Na+]>[Cl:1][c:2]1[cH:3][c:4]([Cl:5])[c:6](-[c:7]2[cH:8][c:9]3[n:10][cH:11][cH:12][n:13]3[c:14]([Cl:15])[n:16]2)[cH:17][cH:18]1\"},\"mapped_reaction_smiles\":\"O=P(Cl)(Cl)[Cl:15].O[c:14]1[n:13]2[c:9]([cH:8][c:7](-[c:6]3[c:4]([Cl:5])[cH:3][c:2]([Cl:1])[cH:18][cH:17]3)[n:16]1)[n:10][cH:11][cH:12]2>O=C(O)O.[Na+]>[Cl:1][c:2]1[cH:3][c:4]([Cl:5])[c:6](-[c:7]2[cH:8][c:9]3[n:10][cH:11][cH:12][n:13]3[c:14]([Cl:15])[n:16]2)[cH:17][cH:18]1\"}",
"reactionStep": {
"id": "sa_8333868f378b87b6694dd4a8",
"reactionHash": "906cd7d2c775bc08e237ef7a507d2d3c1c8275a858f1e712bc2d86ca84099cb1"
},
"children": [
{
"id": "12052",
"routeId": "sa_75339c858e6128da4bc2f413",
"moleculeId": "sa_918e73ebac73744277933743",
"parentId": "12051",
"isLeaf": true,
"molecule": {
"id": "sa_918e73ebac73744277933743",
"inchikey": "XERUFHXDRXECGS-UHFFFAOYSA-N",
"smiles": "Oc1nc(-c2ccc(Cl)cc2Cl)cc2nccn12"
},
"smiles": "Oc1nc(-c2ccc(Cl)cc2Cl)cc2nccn12",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "12053",
"routeId": "sa_75339c858e6128da4bc2f413",
"moleculeId": "sa_312a7cd3d48a055e9bc98180",
"parentId": "12051",
"isLeaf": true,
"molecule": {
"id": "sa_312a7cd3d48a055e9bc98180",
"inchikey": "XHXFXVLFKHQFAL-UHFFFAOYSA-N",
"smiles": "O=P(Cl)(Cl)Cl"
},
"smiles": "O=P(Cl)(Cl)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "12054",
"routeId": "sa_75339c858e6128da4bc2f413",
"moleculeId": "sa_2fb12e277e51512b7bff4def",
"parentId": "12050",
"isLeaf": false,
"molecule": {
"id": "sa_2fb12e277e51512b7bff4def",
"inchikey": "SGXWWLPADNJGFI-UHFFFAOYSA-N",
"smiles": "Nc1nc(NCCO)ccc1[N+](=O)[O-]"
},
"smiles": "Nc1nc(NCCO)ccc1[N+](=O)[O-]",
"reactionStepId": "sa_8b4f4867bf5b836caaf0dc80",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100113441A1;0800;872857\",\"rsmi\":\"Cl[c:9]1[cH:8][cH:7][c:3]([N+:4](=[O:5])[O-:6])[c:2]([NH2:1])[n:14]1.[NH2:10][CH2:11][CH2:12][OH:13]>CS(C)=O>[NH2:1][c:2]1[c:3]([N+:4](=[O:5])[O-:6])[cH:7][cH:8][c:9]([NH:10][CH2:11][CH2:12][OH:13])[n:14]1\"},\"mapped_reaction_smiles\":\"Cl[c:9]1[cH:8][cH:7][c:3]([N+:4](=[O:5])[O-:6])[c:2]([NH2:1])[n:14]1.[NH2:10][CH2:11][CH2:12][OH:13]>CS(C)=O>[NH2:1][c:2]1[c:3]([N+:4](=[O:5])[O-:6])[cH:7][cH:8][c:9]([NH:10][CH2:11][CH2:12][OH:13])[n:14]1\"}",
"reactionStep": {
"id": "sa_8b4f4867bf5b836caaf0dc80",
"reactionHash": "7a8f901c101855b4ca76ec54884978be82d2e1284053e476a7189759e78d4685"
},
"children": [
{
"id": "12055",
"routeId": "sa_75339c858e6128da4bc2f413",
"moleculeId": "sa_465b8a07686da20bd4f5a4c0",
"parentId": "12054",
"isLeaf": true,
"molecule": {
"id": "sa_465b8a07686da20bd4f5a4c0",
"inchikey": "HZAXFHJVJLSVMW-UHFFFAOYSA-N",
"smiles": "NCCO"
},
"smiles": "NCCO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "12056",
"routeId": "sa_75339c858e6128da4bc2f413",
"moleculeId": "sa_c2333972b1bca1d858b0feda",
"parentId": "12054",
"isLeaf": true,
"molecule": {
"id": "sa_c2333972b1bca1d858b0feda",
"inchikey": "WERABQRUGJIMKQ-UHFFFAOYSA-N",
"smiles": "Nc1nc(Cl)ccc1[N+](=O)[O-]"
},
"smiles": "Nc1nc(Cl)ccc1[N+](=O)[O-]",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}