Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCCC1=C(C(=O)OCCC#N)C(c2ccc([N+](=O)[O-])cc2)C(C(=O)OCc2ccccc2)=C(CCC)N1
InChiKey
KQZGUSXVHZBKIL-UHFFFAOYSA-N
Route Signature
e5b53aad470665e8bcace6dc88286eac02fb1e8a76aa82c4b664c1ab9ea4702e
Synthesis route with 3 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_eb4494130b3ef189e3b6f59e",
"signature": "e5b53aad470665e8bcace6dc88286eac02fb1e8a76aa82c4b664c1ab9ea4702e",
"contentHash": "3501e4921d975968416f79534e32e96b91af6a97043a087271d2423c5a1c642d",
"length": 3,
"isConvergent": false
},
"target": {
"id": "sa_4d2b784563d31ac559dd248f",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-09228",
"moleculeId": "sa_5c7431e6a8fb37724c664c48",
"smiles": "CCCC1=C(C(=O)OCCC#N)C(c2ccc([N+](=O)[O-])cc2)C(C(=O)OCc2ccccc2)=C(CCC)N1",
"routeLength": 3,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_5c7431e6a8fb37724c664c48",
"inchikey": "KQZGUSXVHZBKIL-UHFFFAOYSA-N",
"smiles": "CCCC1=C(C(=O)OCCC#N)C(c2ccc([N+](=O)[O-])cc2)C(C(=O)OCc2ccccc2)=C(CCC)N1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "16546",
"routeId": "sa_eb4494130b3ef189e3b6f59e",
"moleculeId": "sa_5c7431e6a8fb37724c664c48",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_5c7431e6a8fb37724c664c48",
"inchikey": "KQZGUSXVHZBKIL-UHFFFAOYSA-N",
"smiles": "CCCC1=C(C(=O)OCCC#N)C(c2ccc([N+](=O)[O-])cc2)C(C(=O)OCc2ccccc2)=C(CCC)N1"
},
"smiles": "CCCC1=C(C(=O)OCCC#N)C(c2ccc([N+](=O)[O-])cc2)C(C(=O)OCc2ccccc2)=C(CCC)N1",
"reactionStepId": "sa_446a4b0664dcaa8a2a3366ef",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06608086B2;;616959\",\"rsmi\":\"O=[C:4]([CH2:3][CH2:2][CH3:1])[C:5]([C:6](=[O:7])[O:8][CH2:9][CH2:10][C:11]#[N:12])=[CH:13][c:14]1[cH:15][cH:16][c:17]([N+:18](=[O:19])[O-:20])[cH:21][cH:22]1.[CH:23]([C:24](=[O:25])[O:26][CH2:27][c:28]1[cH:29][cH:30][cH:31][cH:32][cH:33]1)=[C:34]([CH2:35][CH2:36][CH3:37])[NH2:38]>CCO>[CH3:1][CH2:2][CH2:3][C:4]1=[C:5]([C:6](=[O:7])[O:8][CH2:9][CH2:10][C:11]#[N:12])[CH:13]([c:14]2[cH:15][cH:16][c:17]([N+:18](=[O:19])[O-:20])[cH:21][cH:22]2)[C:23]([C:24](=[O:25])[O:26][CH2:27][c:28]2[cH:29][cH:30][cH:31][cH:32][cH:33]2)=[C:34]([CH2:35][CH2:36][CH3:37])[NH:38]1\"},\"mapped_reaction_smiles\":\"O=[C:4]([CH2:3][CH2:2][CH3:1])[C:5]([C:6](=[O:7])[O:8][CH2:9][CH2:10][C:11]#[N:12])=[CH:13][c:14]1[cH:15][cH:16][c:17]([N+:18](=[O:19])[O-:20])[cH:21][cH:22]1.[CH:23]([C:24](=[O:25])[O:26][CH2:27][c:28]1[cH:29][cH:30][cH:31][cH:32][cH:33]1)=[C:34]([CH2:35][CH2:36][CH3:37])[NH2:38]>CCO>[CH3:1][CH2:2][CH2:3][C:4]1=[C:5]([C:6](=[O:7])[O:8][CH2:9][CH2:10][C:11]#[N:12])[CH:13]([c:14]2[cH:15][cH:16][c:17]([N+:18](=[O:19])[O-:20])[cH:21][cH:22]2)[C:23]([C:24](=[O:25])[O:26][CH2:27][c:28]2[cH:29][cH:30][cH:31][cH:32][cH:33]2)=[C:34]([CH2:35][CH2:36][CH3:37])[NH:38]1\"}",
"reactionStep": {
"id": "sa_446a4b0664dcaa8a2a3366ef",
"reactionHash": "8ae25ac5040a1d1304f5be845772e41779a5d36750525573f218b288eaa69c9a"
},
"children": [
{
"id": "16547",
"routeId": "sa_eb4494130b3ef189e3b6f59e",
"moleculeId": "sa_de5717d0605611cb1f518152",
"parentId": "16546",
"isLeaf": false,
"molecule": {
"id": "sa_de5717d0605611cb1f518152",
"inchikey": "LWOAMQZHKNRZJT-UHFFFAOYSA-N",
"smiles": "CCCC(=O)C(=Cc1ccc([N+](=O)[O-])cc1)C(=O)OCCC#N"
},
"smiles": "CCCC(=O)C(=Cc1ccc([N+](=O)[O-])cc1)C(=O)OCCC#N",
"reactionStepId": "sa_658e6a1f2de250dfca338ce9",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06608086B2;;616954\",\"rsmi\":\"O=[CH:7][c:8]1[cH:9][cH:10][c:11]([N+:12](=[O:13])[O-:14])[cH:15][cH:16]1.[CH3:1][CH2:2][CH2:3][C:4](=[O:5])[CH2:6][C:17](=[O:18])[O:19][CH2:20][CH2:21][C:22]#[N:23]>C1CCNCC1.CC(=O)O.CC(C)O>[CH3:1][CH2:2][CH2:3][C:4](=[O:5])[C:6](=[CH:7][c:8]1[cH:9][cH:10][c:11]([N+:12](=[O:13])[O-:14])[cH:15][cH:16]1)[C:17](=[O:18])[O:19][CH2:20][CH2:21][C:22]#[N:23]\"},\"mapped_reaction_smiles\":\"O=[CH:7][c:8]1[cH:9][cH:10][c:11]([N+:12](=[O:13])[O-:14])[cH:15][cH:16]1.[CH3:1][CH2:2][CH2:3][C:4](=[O:5])[CH2:6][C:17](=[O:18])[O:19][CH2:20][CH2:21][C:22]#[N:23]>C1CCNCC1.CC(=O)O.CC(C)O>[CH3:1][CH2:2][CH2:3][C:4](=[O:5])[C:6](=[CH:7][c:8]1[cH:9][cH:10][c:11]([N+:12](=[O:13])[O-:14])[cH:15][cH:16]1)[C:17](=[O:18])[O:19][CH2:20][CH2:21][C:22]#[N:23]\"}",
"reactionStep": {
"id": "sa_658e6a1f2de250dfca338ce9",
"reactionHash": "ca089965e4e3ed49d9f6f3464e8660347d12a4b5d7fed1f701964e68622945b3"
},
"children": [
{
"id": "16548",
"routeId": "sa_eb4494130b3ef189e3b6f59e",
"moleculeId": "sa_a241b9a57f65ca5cd6cf1853",
"parentId": "16547",
"isLeaf": true,
"molecule": {
"id": "sa_a241b9a57f65ca5cd6cf1853",
"inchikey": "BXRFQSNOROATLV-UHFFFAOYSA-N",
"smiles": "O=Cc1ccc([N+](=O)[O-])cc1"
},
"smiles": "O=Cc1ccc([N+](=O)[O-])cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "16549",
"routeId": "sa_eb4494130b3ef189e3b6f59e",
"moleculeId": "sa_eb8ebfd092a2218806226084",
"parentId": "16547",
"isLeaf": false,
"molecule": {
"id": "sa_eb8ebfd092a2218806226084",
"inchikey": "LNMXNJJQDMQJPV-UHFFFAOYSA-N",
"smiles": "CCCC(=O)CC(=O)OCCC#N"
},
"smiles": "CCCC(=O)CC(=O)OCCC#N",
"reactionStepId": "sa_b5a90296a5f06473f72aa0c2",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06608086B2;;616910\",\"rsmi\":\"CCO[C:7]([CH2:6][C:4]([CH2:3][CH2:2][CH3:1])=[O:5])=[O:8].[OH:9][CH2:10][CH2:11][C:12]#[N:13]>>[CH3:1][CH2:2][CH2:3][C:4](=[O:5])[CH2:6][C:7](=[O:8])[O:9][CH2:10][CH2:11][C:12]#[N:13]\"},\"mapped_reaction_smiles\":\"CCO[C:7]([CH2:6][C:4]([CH2:3][CH2:2][CH3:1])=[O:5])=[O:8].[OH:9][CH2:10][CH2:11][C:12]#[N:13]>>[CH3:1][CH2:2][CH2:3][C:4](=[O:5])[CH2:6][C:7](=[O:8])[O:9][CH2:10][CH2:11][C:12]#[N:13]\"}",
"reactionStep": {
"id": "sa_b5a90296a5f06473f72aa0c2",
"reactionHash": "96c95d8b5fbb96b8314f392c718138f80070d03ae656a516ab7d21b43ca37c13"
},
"children": [
{
"id": "16550",
"routeId": "sa_eb4494130b3ef189e3b6f59e",
"moleculeId": "sa_9b0f64ae7ce88be98e88f89e",
"parentId": "16549",
"isLeaf": true,
"molecule": {
"id": "sa_9b0f64ae7ce88be98e88f89e",
"inchikey": "KQWWVLVLVYYYDT-UHFFFAOYSA-N",
"smiles": "CCCC(=O)CC(=O)OCC"
},
"smiles": "CCCC(=O)CC(=O)OCC",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "16551",
"routeId": "sa_eb4494130b3ef189e3b6f59e",
"moleculeId": "sa_fddd89f0b73d06991ec377c8",
"parentId": "16549",
"isLeaf": true,
"molecule": {
"id": "sa_fddd89f0b73d06991ec377c8",
"inchikey": "WSGYTJNNHPZFKR-UHFFFAOYSA-N",
"smiles": "N#CCCO"
},
"smiles": "N#CCCO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "16552",
"routeId": "sa_eb4494130b3ef189e3b6f59e",
"moleculeId": "sa_b99f8749391ed6f8a9c4bce9",
"parentId": "16546",
"isLeaf": true,
"molecule": {
"id": "sa_b99f8749391ed6f8a9c4bce9",
"inchikey": "NSHPKHYLJLQFQX-UHFFFAOYSA-N",
"smiles": "CCCC(N)=CC(=O)OCc1ccccc1"
},
"smiles": "CCCC(N)=CC(=O)OCc1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}