Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Nc1c(Cl)cc(-c2nc(C3CCNCC3)no2)c2c1CCO2
InChiKey
GEKNIBVDYKLTAI-UHFFFAOYSA-N
Route Signature
9d5831a556d83582c15bfc74c0e28049461a5ae85ae2052223a37b5112518bfe
Synthesis route with 3 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_8df8c0afada093bc91dbfc14",
"signature": "9d5831a556d83582c15bfc74c0e28049461a5ae85ae2052223a37b5112518bfe",
"contentHash": "7ce9e1ec569fd4b7f5a8a950235d68f15d44a1a1a46c987eb20df786afb53ac4",
"length": 3,
"isConvergent": true
},
"target": {
"id": "sa_a43d04cb36f6d84153c91b5a",
"benchmarkSetId": "7390a9c2522b1c81605e80a42a8de7c7ad9a5797d028633b54904bc78f091bb8",
"targetId": "n5-01772",
"moleculeId": "sa_df8fcbd780dc81f2fc80d155",
"smiles": "Nc1c(Cl)cc(-c2nc(C3CCNCC3)no2)c2c1CCO2",
"routeLength": 3,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_df8fcbd780dc81f2fc80d155",
"inchikey": "GEKNIBVDYKLTAI-UHFFFAOYSA-N",
"smiles": "Nc1c(Cl)cc(-c2nc(C3CCNCC3)no2)c2c1CCO2"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 2
},
"rootNode": {
"id": "1576",
"routeId": "sa_8df8c0afada093bc91dbfc14",
"moleculeId": "sa_df8fcbd780dc81f2fc80d155",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_df8fcbd780dc81f2fc80d155",
"inchikey": "GEKNIBVDYKLTAI-UHFFFAOYSA-N",
"smiles": "Nc1c(Cl)cc(-c2nc(C3CCNCC3)no2)c2c1CCO2"
},
"smiles": "Nc1c(Cl)cc(-c2nc(C3CCNCC3)no2)c2c1CCO2",
"reactionStepId": "sa_278d2da1676c3a3655a89886",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05854261;;427964\",\"rsmi\":\"CCOC(=O)[N:15]1[CH2:14][CH2:13][CH:12]([c:11]2[n:10][c:9](-[c:8]3[c:7]4[c:3]([c:2]([NH2:1])[c:21]([Cl:22])[cH:20]3)[CH2:4][CH2:5][O:6]4)[o:19][n:18]2)[CH2:17][CH2:16]1>CC(C)O.[K+].O>[NH2:1][c:2]1[c:3]2[c:7]([c:8](-[c:9]3[n:10][c:11]([CH:12]4[CH2:13][CH2:14][NH:15][CH2:16][CH2:17]4)[n:18][o:19]3)[cH:20][c:21]1[Cl:22])[O:6][CH2:5][CH2:4]2\"},\"mapped_reaction_smiles\":\"CCOC(=O)[N:15]1[CH2:14][CH2:13][CH:12]([c:11]2[n:10][c:9](-[c:8]3[c:7]4[c:3]([c:2]([NH2:1])[c:21]([Cl:22])[cH:20]3)[CH2:4][CH2:5][O:6]4)[o:19][n:18]2)[CH2:17][CH2:16]1>CC(C)O.[K+].O>[NH2:1][c:2]1[c:3]2[c:7]([c:8](-[c:9]3[n:10][c:11]([CH:12]4[CH2:13][CH2:14][NH:15][CH2:16][CH2:17]4)[n:18][o:19]3)[cH:20][c:21]1[Cl:22])[O:6][CH2:5][CH2:4]2\"}",
"reactionStep": {
"id": "sa_278d2da1676c3a3655a89886",
"reactionHash": "fd9cec14b5f007fcafd175b32ebcb86ba789ce652eab714daa3a12aa87a9315b"
},
"children": [
{
"id": "1577",
"routeId": "sa_8df8c0afada093bc91dbfc14",
"moleculeId": "sa_14a5f19b079693bd7c52aa93",
"parentId": "1576",
"isLeaf": false,
"molecule": {
"id": "sa_14a5f19b079693bd7c52aa93",
"inchikey": "YPFOFWITOGFNHE-UHFFFAOYSA-N",
"smiles": "CCOC(=O)N1CCC(c2noc(-c3cc(Cl)c(N)c4c3OCC4)n2)CC1"
},
"smiles": "CCOC(=O)N1CCC(c2noc(-c3cc(Cl)c(N)c4c3OCC4)n2)CC1",
"reactionStepId": "sa_46d052f692e8b4bf42fd72b8",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05854261;;427963\",\"rsmi\":\"CO[C:13](=O)[c:14]1[cH:15][c:16]([Cl:17])[c:18]([NH2:19])[c:20]2[c:21]1[O:22][CH2:23][CH2:24]2.[CH3:1][CH2:2][O:3][C:4](=[O:5])[N:6]1[CH2:7][CH2:8][CH:9]([C:10](=[N:11][OH:12])[NH2:25])[CH2:26][CH2:27]1>CCO.CCO.Cl.[Na+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[N:6]1[CH2:7][CH2:8][CH:9]([c:10]2[n:11][o:12][c:13](-[c:14]3[cH:15][c:16]([Cl:17])[c:18]([NH2:19])[c:20]4[c:21]3[O:22][CH2:23][CH2:24]4)[n:25]2)[CH2:26][CH2:27]1\"},\"mapped_reaction_smiles\":\"CO[C:13](=O)[c:14]1[cH:15][c:16]([Cl:17])[c:18]([NH2:19])[c:20]2[c:21]1[O:22][CH2:23][CH2:24]2.[CH3:1][CH2:2][O:3][C:4](=[O:5])[N:6]1[CH2:7][CH2:8][CH:9]([C:10](=[N:11][OH:12])[NH2:25])[CH2:26][CH2:27]1>CCO.CCO.Cl.[Na+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[N:6]1[CH2:7][CH2:8][CH:9]([c:10]2[n:11][o:12][c:13](-[c:14]3[cH:15][c:16]([Cl:17])[c:18]([NH2:19])[c:20]4[c:21]3[O:22][CH2:23][CH2:24]4)[n:25]2)[CH2:26][CH2:27]1\"}",
"reactionStep": {
"id": "sa_46d052f692e8b4bf42fd72b8",
"reactionHash": "3abbaa9abf006e9fb68d38671560a1db43247517c032d2107bbc33419f6bcd2f"
},
"children": [
{
"id": "1578",
"routeId": "sa_8df8c0afada093bc91dbfc14",
"moleculeId": "sa_9762ef09a8a2cec896a1c32b",
"parentId": "1577",
"isLeaf": false,
"molecule": {
"id": "sa_9762ef09a8a2cec896a1c32b",
"inchikey": "OHQOZQABIKTEFW-UHFFFAOYSA-N",
"smiles": "CCOC(=O)N1CCC(C(N)=NO)CC1"
},
"smiles": "CCOC(=O)N1CCC(C(N)=NO)CC1",
"reactionStepId": "sa_4c428d54ea7fc3ceeb316210",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05854261;;427962\",\"rsmi\":\"[CH3:1][CH2:2][O:3][C:4](=[O:5])[N:6]1[CH2:7][CH2:8][CH:9]([C:10]#[N:11])[CH2:14][CH2:15]1.[NH2:12][OH:13]>CCO.CO.Cl.O.[Na+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[N:6]1[CH2:7][CH2:8][CH:9]([C:10]([NH2:11])=[N:12][OH:13])[CH2:14][CH2:15]1\"},\"mapped_reaction_smiles\":\"[CH3:1][CH2:2][O:3][C:4](=[O:5])[N:6]1[CH2:7][CH2:8][CH:9]([C:10]#[N:11])[CH2:14][CH2:15]1.[NH2:12][OH:13]>CCO.CO.Cl.O.[Na+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[N:6]1[CH2:7][CH2:8][CH:9]([C:10]([NH2:11])=[N:12][OH:13])[CH2:14][CH2:15]1\"}",
"reactionStep": {
"id": "sa_4c428d54ea7fc3ceeb316210",
"reactionHash": "9ec599df64a2361d76a37390412022df6b3d1caba5b8be382e562c7aa66085fc"
},
"children": [
{
"id": "1579",
"routeId": "sa_8df8c0afada093bc91dbfc14",
"moleculeId": "sa_04a18e3f07bde82ca29399ee",
"parentId": "1578",
"isLeaf": true,
"molecule": {
"id": "sa_04a18e3f07bde82ca29399ee",
"inchikey": "AVXURJPOCDRRFD-UHFFFAOYSA-N",
"smiles": "NO"
},
"smiles": "NO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "1580",
"routeId": "sa_8df8c0afada093bc91dbfc14",
"moleculeId": "sa_16ade939574d0a74c5b2cebc",
"parentId": "1578",
"isLeaf": true,
"molecule": {
"id": "sa_16ade939574d0a74c5b2cebc",
"inchikey": "HAPWNLVBWKCSLT-UHFFFAOYSA-N",
"smiles": "CCOC(=O)N1CCC(C#N)CC1"
},
"smiles": "CCOC(=O)N1CCC(C#N)CC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "1581",
"routeId": "sa_8df8c0afada093bc91dbfc14",
"moleculeId": "sa_f85c6c575fa104ac6fff42c9",
"parentId": "1577",
"isLeaf": false,
"molecule": {
"id": "sa_f85c6c575fa104ac6fff42c9",
"inchikey": "VIKJMUYUUPEQNN-UHFFFAOYSA-N",
"smiles": "COC(=O)c1cc(Cl)c(N)c2c1OCC2"
},
"smiles": "COC(=O)c1cc(Cl)c(N)c2c1OCC2",
"reactionStepId": "sa_a2f362eccb893bf92ae0f1d4",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05854261;;427961\",\"rsmi\":\"O[CH3:1].[OH:2][C:3](=[O:4])[c:5]1[cH:6][c:7]([Cl:8])[c:9]([NH2:10])[c:11]2[c:12]1[O:13][CH2:14][CH2:15]2>CO.N.O=S(=O)(O)O>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][c:7]([Cl:8])[c:9]([NH2:10])[c:11]2[c:12]1[O:13][CH2:14][CH2:15]2\"},\"mapped_reaction_smiles\":\"O[CH3:1].[OH:2][C:3](=[O:4])[c:5]1[cH:6][c:7]([Cl:8])[c:9]([NH2:10])[c:11]2[c:12]1[O:13][CH2:14][CH2:15]2>CO.N.O=S(=O)(O)O>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][c:7]([Cl:8])[c:9]([NH2:10])[c:11]2[c:12]1[O:13][CH2:14][CH2:15]2\"}",
"reactionStep": {
"id": "sa_a2f362eccb893bf92ae0f1d4",
"reactionHash": "2c58f050a685b6f06953ac880896ea5fce9769accdeb041c05ccd625682944c2"
},
"children": [
{
"id": "1582",
"routeId": "sa_8df8c0afada093bc91dbfc14",
"moleculeId": "sa_401cdf19fc00327fb53c0f68",
"parentId": "1581",
"isLeaf": true,
"molecule": {
"id": "sa_401cdf19fc00327fb53c0f68",
"inchikey": "KRMUVKSAOVLXLF-UHFFFAOYSA-N",
"smiles": "Nc1c(Cl)cc(C(=O)O)c2c1CCO2"
},
"smiles": "Nc1c(Cl)cc(C(=O)O)c2c1CCO2",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "1583",
"routeId": "sa_8df8c0afada093bc91dbfc14",
"moleculeId": "sa_061a3efbe4d30c2cc87d48e7",
"parentId": "1581",
"isLeaf": true,
"molecule": {
"id": "sa_061a3efbe4d30c2cc87d48e7",
"inchikey": "OKKJLVBELUTLKV-UHFFFAOYSA-N",
"smiles": "CO"
},
"smiles": "CO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}