Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
O=[N+]([O-])c1ccc(Oc2ccc3c(c2)CCC(c2ccccc2)C3)nc1
InChiKey
GODPLEVRIKBDCU-UHFFFAOYSA-N
Route Signature
10a79481d83848933aced2e6b11f92e230ea18beea9695242a34a66a2c8ba37c
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_f5fed6ffc5bb05e116eb9ea8",
"signature": "10a79481d83848933aced2e6b11f92e230ea18beea9695242a34a66a2c8ba37c",
"contentHash": "c782f6ce4a488e62f459a2e436fef17ed0f1d9e781fc4206c8e85a24f4c4751d",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_c0a4a93857a170585034ac92",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-01799",
"moleculeId": "sa_7dd39e55dc49e1e5713277b3",
"smiles": "O=[N+]([O-])c1ccc(Oc2ccc3c(c2)CCC(c2ccccc2)C3)nc1",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_7dd39e55dc49e1e5713277b3",
"inchikey": "GODPLEVRIKBDCU-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])c1ccc(Oc2ccc3c(c2)CCC(c2ccccc2)C3)nc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 2
},
"rootNode": {
"id": "6012",
"routeId": "sa_f5fed6ffc5bb05e116eb9ea8",
"moleculeId": "sa_7dd39e55dc49e1e5713277b3",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_7dd39e55dc49e1e5713277b3",
"inchikey": "GODPLEVRIKBDCU-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])c1ccc(Oc2ccc3c(c2)CCC(c2ccccc2)C3)nc1"
},
"smiles": "O=[N+]([O-])c1ccc(Oc2ccc3c(c2)CCC(c2ccccc2)C3)nc1",
"reactionStepId": "sa_98330611dd292b36d22e09e0",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20060241147A1;0188;400523\",\"rsmi\":\"Cl[c:7]1[n:6][cH:5][c:4]([N+:2](=[O:1])[O-:3])[cH:26][cH:25]1.[OH:8][c:9]1[cH:10][c:11]2[c:12]([cH:13][cH:14]1)[CH2:15][CH:16]([c:17]1[cH:18][cH:19][cH:20][cH:21][cH:22]1)[CH2:23][CH2:24]2>CN(C)C=O.Cl.O.F.[K+]>[O:1]=[N+:2]([O-:3])[c:4]1[cH:5][n:6][c:7]([O:8][c:9]2[cH:10][c:11]3[c:12]([cH:13][cH:14]2)[CH2:15][CH:16]([c:17]2[cH:18][cH:19][cH:20][cH:21][cH:22]2)[CH2:23][CH2:24]3)[cH:25][cH:26]1\"},\"mapped_reaction_smiles\":\"Cl[c:7]1[n:6][cH:5][c:4]([N+:2](=[O:1])[O-:3])[cH:26][cH:25]1.[OH:8][c:9]1[cH:10][c:11]2[c:12]([cH:13][cH:14]1)[CH2:15][CH:16]([c:17]1[cH:18][cH:19][cH:20][cH:21][cH:22]1)[CH2:23][CH2:24]2>CN(C)C=O.Cl.O.F.[K+]>[O:1]=[N+:2]([O-:3])[c:4]1[cH:5][n:6][c:7]([O:8][c:9]2[cH:10][c:11]3[c:12]([cH:13][cH:14]2)[CH2:15][CH:16]([c:17]2[cH:18][cH:19][cH:20][cH:21][cH:22]2)[CH2:23][CH2:24]3)[cH:25][cH:26]1\"}",
"reactionStep": {
"id": "sa_98330611dd292b36d22e09e0",
"reactionHash": "773f3ef6f105edb41780b9b2d6a6d82b3dbd2770b78de9cb0f3f004baca136c2"
},
"children": [
{
"id": "6013",
"routeId": "sa_f5fed6ffc5bb05e116eb9ea8",
"moleculeId": "sa_d7d7d7f9de574373042b07fa",
"parentId": "6012",
"isLeaf": true,
"molecule": {
"id": "sa_d7d7d7f9de574373042b07fa",
"inchikey": "BAZVFQBTJPBRTJ-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])c1ccc(Cl)nc1"
},
"smiles": "O=[N+]([O-])c1ccc(Cl)nc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "6014",
"routeId": "sa_f5fed6ffc5bb05e116eb9ea8",
"moleculeId": "sa_bb4a95a2d5797c409ec6f281",
"parentId": "6012",
"isLeaf": false,
"molecule": {
"id": "sa_bb4a95a2d5797c409ec6f281",
"inchikey": "UTVSNCZURCQGEV-UHFFFAOYSA-N",
"smiles": "Oc1ccc2c(c1)CCC(c1ccccc1)C2"
},
"smiles": "Oc1ccc2c(c1)CCC(c1ccccc1)C2",
"reactionStepId": "sa_8b50b2c8bc2481bffcd6a937",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20060241147A1;0187;400522\",\"rsmi\":\"O=[C:8]1[c:5]2[c:4]([cH:3][c:2]([OH:1])[cH:7][cH:6]2)[CH2:17][CH2:16][CH:9]1[c:10]1[cH:11][cH:12][cH:13][cH:14][cH:15]1>CC[SiH](CC)CC.O=C(O)C(F)(F)F>[OH:1][c:2]1[cH:3][c:4]2[c:5]([cH:6][cH:7]1)[CH2:8][CH:9]([c:10]1[cH:11][cH:12][cH:13][cH:14][cH:15]1)[CH2:16][CH2:17]2\"},\"mapped_reaction_smiles\":\"O=[C:8]1[c:5]2[c:4]([cH:3][c:2]([OH:1])[cH:7][cH:6]2)[CH2:17][CH2:16][CH:9]1[c:10]1[cH:11][cH:12][cH:13][cH:14][cH:15]1>CC[SiH](CC)CC.O=C(O)C(F)(F)F>[OH:1][c:2]1[cH:3][c:4]2[c:5]([cH:6][cH:7]1)[CH2:8][CH:9]([c:10]1[cH:11][cH:12][cH:13][cH:14][cH:15]1)[CH2:16][CH2:17]2\"}",
"reactionStep": {
"id": "sa_8b50b2c8bc2481bffcd6a937",
"reactionHash": "421b8ed674bd59761fb25c887f02770f43e5548ceecf3355c4173d2af9303b97"
},
"children": [
{
"id": "6015",
"routeId": "sa_f5fed6ffc5bb05e116eb9ea8",
"moleculeId": "sa_0c4461e78da24a46effc2c2a",
"parentId": "6014",
"isLeaf": false,
"molecule": {
"id": "sa_0c4461e78da24a46effc2c2a",
"inchikey": "QOWAWWLGBCNRSP-UHFFFAOYSA-N",
"smiles": "O=C1c2ccc(O)cc2CCC1c1ccccc1"
},
"smiles": "O=C1c2ccc(O)cc2CCC1c1ccccc1",
"reactionStepId": "sa_617fb76bcf9a16580bb048e9",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20060241147A1;0186;400521\",\"rsmi\":\"C[O:7][c:6]1[cH:5][cH:4][c:3]2[c:9]([cH:8]1)[CH2:10][CH2:11][CH:12]([c:13]1[cH:14][cH:15][cH:16][cH:17][cH:18]1)[C:2]2=[O:1]>Br.O>[O:1]=[C:2]1[c:3]2[cH:4][cH:5][c:6]([OH:7])[cH:8][c:9]2[CH2:10][CH2:11][CH:12]1[c:13]1[cH:14][cH:15][cH:16][cH:17][cH:18]1\"},\"mapped_reaction_smiles\":\"C[O:7][c:6]1[cH:5][cH:4][c:3]2[c:9]([cH:8]1)[CH2:10][CH2:11][CH:12]([c:13]1[cH:14][cH:15][cH:16][cH:17][cH:18]1)[C:2]2=[O:1]>Br.O>[O:1]=[C:2]1[c:3]2[cH:4][cH:5][c:6]([OH:7])[cH:8][c:9]2[CH2:10][CH2:11][CH:12]1[c:13]1[cH:14][cH:15][cH:16][cH:17][cH:18]1\"}",
"reactionStep": {
"id": "sa_617fb76bcf9a16580bb048e9",
"reactionHash": "928bf712fc439a8cf115a6aa050b7f0b6afc60ff5ef14913962fb788c23631e0"
},
"children": [
{
"id": "6016",
"routeId": "sa_f5fed6ffc5bb05e116eb9ea8",
"moleculeId": "sa_a283781e7a4685e96a18dd18",
"parentId": "6015",
"isLeaf": false,
"molecule": {
"id": "sa_a283781e7a4685e96a18dd18",
"inchikey": "XSTDIWNKASNIET-UHFFFAOYSA-N",
"smiles": "COc1ccc2c(c1)CCC(c1ccccc1)C2=O"
},
"smiles": "COc1ccc2c(c1)CCC(c1ccccc1)C2=O",
"reactionStepId": "sa_fcd6dcf9b6923e9c0c28c39c",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20060241147A1;0185;400520\",\"rsmi\":\"Br[c:10]1[cH:11][cH:12][cH:13][cH:14][cH:15]1.[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]2[c:18]([cH:19]1)[CH2:17][CH2:16][CH2:9][C:7]2=[O:8]>CC(=O)O.CC(=O)O.CC(C)(C)O.Cc1ccccc1.Cl.[K+].N.[Pd+2].c1ccc(P(c2ccccc2)c2ccc3ccccc3c2-c2c(P(c3ccccc3)c3ccccc3)ccc3ccccc23)cc1>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]2[c:18]([cH:19]1)[CH2:17][CH2:16][CH:9]([c:10]1[cH:11][cH:12][cH:13][cH:14][cH:15]1)[C:7]2=[O:8]\"},\"mapped_reaction_smiles\":\"Br[c:10]1[cH:11][cH:12][cH:13][cH:14][cH:15]1.[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]2[c:18]([cH:19]1)[CH2:17][CH2:16][CH2:9][C:7]2=[O:8]>CC(=O)O.CC(=O)O.CC(C)(C)O.Cc1ccccc1.Cl.[K+].N.[Pd+2].c1ccc(P(c2ccccc2)c2ccc3ccccc3c2-c2c(P(c3ccccc3)c3ccccc3)ccc3ccccc23)cc1>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]2[c:18]([cH:19]1)[CH2:17][CH2:16][CH:9]([c:10]1[cH:11][cH:12][cH:13][cH:14][cH:15]1)[C:7]2=[O:8]\"}",
"reactionStep": {
"id": "sa_fcd6dcf9b6923e9c0c28c39c",
"reactionHash": "d3fd61c8adbb9f8860cc9cc048b6daa50f4a2a6d9d21cb96d69da1a3fcf5ff4f"
},
"children": [
{
"id": "6017",
"routeId": "sa_f5fed6ffc5bb05e116eb9ea8",
"moleculeId": "sa_ba4c74a5eff46fb807f45280",
"parentId": "6016",
"isLeaf": true,
"molecule": {
"id": "sa_ba4c74a5eff46fb807f45280",
"inchikey": "MNALUTYMBUBKNX-UHFFFAOYSA-N",
"smiles": "COc1ccc2c(c1)CCCC2=O"
},
"smiles": "COc1ccc2c(c1)CCCC2=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "6018",
"routeId": "sa_f5fed6ffc5bb05e116eb9ea8",
"moleculeId": "sa_19352b1cfa6962c31e6d0462",
"parentId": "6016",
"isLeaf": true,
"molecule": {
"id": "sa_19352b1cfa6962c31e6d0462",
"inchikey": "QARVLSVVCXYDNA-UHFFFAOYSA-N",
"smiles": "Brc1ccccc1"
},
"smiles": "Brc1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
}