Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC(C)N1CCC(Oc2ccc3sc(C(=O)N4CCC(F)(F)CC4)cc3c2)CC1
InChiKey
BYLUPSVNAZVIMW-UHFFFAOYSA-N
Route Signature
4dbd353d89a573ee2430b0b35e9a50e4bb421d367247e220008bc88350c5adb0
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_0fd9783de70ab30aa7dba83e",
"signature": "4dbd353d89a573ee2430b0b35e9a50e4bb421d367247e220008bc88350c5adb0",
"contentHash": "94ef1e8ced5e458e1d090ee87e7163c6448fa74acf97fb244a790a9e39b30f8d",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_7c73911782f9f210a7ab69b8",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-04184",
"moleculeId": "sa_43eef159f63f612e95abd063",
"smiles": "CC(C)N1CCC(Oc2ccc3sc(C(=O)N4CCC(F)(F)CC4)cc3c2)CC1",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_43eef159f63f612e95abd063",
"inchikey": "BYLUPSVNAZVIMW-UHFFFAOYSA-N",
"smiles": "CC(C)N1CCC(Oc2ccc3sc(C(=O)N4CCC(F)(F)CC4)cc3c2)CC1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "7174",
"routeId": "sa_0fd9783de70ab30aa7dba83e",
"moleculeId": "sa_43eef159f63f612e95abd063",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_43eef159f63f612e95abd063",
"inchikey": "BYLUPSVNAZVIMW-UHFFFAOYSA-N",
"smiles": "CC(C)N1CCC(Oc2ccc3sc(C(=O)N4CCC(F)(F)CC4)cc3c2)CC1"
},
"smiles": "CC(C)N1CCC(Oc2ccc3sc(C(=O)N4CCC(F)(F)CC4)cc3c2)CC1",
"reactionStepId": "sa_045c64418759ae509f9cc370",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090029976A1;0291;659794\",\"rsmi\":\"O[C:17]([c:16]1[s:15][c:12]2[c:11]([cH:10][c:9]([O:8][CH:7]3[CH2:6][CH2:5][N:4]([CH:2]([CH3:1])[CH3:3])[CH2:29][CH2:28]3)[cH:14][cH:13]2)[cH:27]1)=[O:18].[NH:19]1[CH2:20][CH2:21][C:22]([F:23])([F:24])[CH2:25][CH2:26]1>C1CCOC1.CCN(C(C)C)C(C)C.CN(C)[P+](On1nnc2ccccc21)(N(C)C)N(C)C.Cl.F[PH](F)(F)(F)(F)F>[CH3:1][CH:2]([CH3:3])[N:4]1[CH2:5][CH2:6][CH:7]([O:8][c:9]2[cH:10][c:11]3[c:12]([cH:13][cH:14]2)[s:15][c:16]([C:17](=[O:18])[N:19]2[CH2:20][CH2:21][C:22]([F:23])([F:24])[CH2:25][CH2:26]2)[cH:27]3)[CH2:28][CH2:29]1\"},\"mapped_reaction_smiles\":\"O[C:17]([c:16]1[s:15][c:12]2[c:11]([cH:10][c:9]([O:8][CH:7]3[CH2:6][CH2:5][N:4]([CH:2]([CH3:1])[CH3:3])[CH2:29][CH2:28]3)[cH:14][cH:13]2)[cH:27]1)=[O:18].[NH:19]1[CH2:20][CH2:21][C:22]([F:23])([F:24])[CH2:25][CH2:26]1>C1CCOC1.CCN(C(C)C)C(C)C.CN(C)[P+](On1nnc2ccccc21)(N(C)C)N(C)C.Cl.F[PH](F)(F)(F)(F)F>[CH3:1][CH:2]([CH3:3])[N:4]1[CH2:5][CH2:6][CH:7]([O:8][c:9]2[cH:10][c:11]3[c:12]([cH:13][cH:14]2)[s:15][c:16]([C:17](=[O:18])[N:19]2[CH2:20][CH2:21][C:22]([F:23])([F:24])[CH2:25][CH2:26]2)[cH:27]3)[CH2:28][CH2:29]1\"}",
"reactionStep": {
"id": "sa_045c64418759ae509f9cc370",
"reactionHash": "8deb64dcc930780e22d5d27eae144fdf75081df32f77dba496687f981f080222"
},
"children": [
{
"id": "7175",
"routeId": "sa_0fd9783de70ab30aa7dba83e",
"moleculeId": "sa_c91628941596f3f315f7c783",
"parentId": "7174",
"isLeaf": true,
"molecule": {
"id": "sa_c91628941596f3f315f7c783",
"inchikey": "MJOUJKDTBGXKIU-UHFFFAOYSA-N",
"smiles": "FC1(F)CCNCC1"
},
"smiles": "FC1(F)CCNCC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "7176",
"routeId": "sa_0fd9783de70ab30aa7dba83e",
"moleculeId": "sa_7ecec1768400e468b520b384",
"parentId": "7174",
"isLeaf": false,
"molecule": {
"id": "sa_7ecec1768400e468b520b384",
"inchikey": "UHPACWRPYJYPGQ-UHFFFAOYSA-N",
"smiles": "CC(C)N1CCC(Oc2ccc3sc(C(=O)O)cc3c2)CC1"
},
"smiles": "CC(C)N1CCC(Oc2ccc3sc(C(=O)O)cc3c2)CC1",
"reactionStepId": "sa_51af115550152bc53a2aebac",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090029976A1;0289;659793\",\"rsmi\":\"C[O:19][C:17]([c:16]1[s:15][c:12]2[c:11]([cH:10][c:9]([O:8][CH:7]3[CH2:6][CH2:5][N:4]([CH:2]([CH3:1])[CH3:3])[CH2:22][CH2:21]3)[cH:14][cH:13]2)[cH:20]1)=[O:18]>C1CCOC1.CCO.Cl.[Na+].O>[CH3:1][CH:2]([CH3:3])[N:4]1[CH2:5][CH2:6][CH:7]([O:8][c:9]2[cH:10][c:11]3[c:12]([cH:13][cH:14]2)[s:15][c:16]([C:17](=[O:18])[OH:19])[cH:20]3)[CH2:21][CH2:22]1\"},\"mapped_reaction_smiles\":\"C[O:19][C:17]([c:16]1[s:15][c:12]2[c:11]([cH:10][c:9]([O:8][CH:7]3[CH2:6][CH2:5][N:4]([CH:2]([CH3:1])[CH3:3])[CH2:22][CH2:21]3)[cH:14][cH:13]2)[cH:20]1)=[O:18]>C1CCOC1.CCO.Cl.[Na+].O>[CH3:1][CH:2]([CH3:3])[N:4]1[CH2:5][CH2:6][CH:7]([O:8][c:9]2[cH:10][c:11]3[c:12]([cH:13][cH:14]2)[s:15][c:16]([C:17](=[O:18])[OH:19])[cH:20]3)[CH2:21][CH2:22]1\"}",
"reactionStep": {
"id": "sa_51af115550152bc53a2aebac",
"reactionHash": "0ef393d44d76048f41a9a4c0ca35a83800fc23b81671b1b580a437cc83f485fa"
},
"children": [
{
"id": "7177",
"routeId": "sa_0fd9783de70ab30aa7dba83e",
"moleculeId": "sa_d85f3024ccf08c7d0a493cdc",
"parentId": "7176",
"isLeaf": false,
"molecule": {
"id": "sa_d85f3024ccf08c7d0a493cdc",
"inchikey": "OYVUFOYDTUQPTO-UHFFFAOYSA-N",
"smiles": "COC(=O)c1cc2cc(OC3CCN(C(C)C)CC3)ccc2s1"
},
"smiles": "COC(=O)c1cc2cc(OC3CCN(C(C)C)CC3)ccc2s1",
"reactionStepId": "sa_e070efb0a32ad4f9c482afc9",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090029976A1;0287;659792\",\"rsmi\":\"O[CH:13]1[CH2:14][CH2:15][N:16]([CH:17]([CH3:18])[CH3:19])[CH2:20][CH2:21]1.[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][c:7]2[c:8]([cH:9][cH:10][c:11]([OH:12])[cH:22]2)[s:23]1>C1CCOC1.CC(C)OC(=O)/N=N/C(=O)OC(C)C.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][c:7]2[c:8]([cH:9][cH:10][c:11]([O:12][CH:13]3[CH2:14][CH2:15][N:16]([CH:17]([CH3:18])[CH3:19])[CH2:20][CH2:21]3)[cH:22]2)[s:23]1\"},\"mapped_reaction_smiles\":\"O[CH:13]1[CH2:14][CH2:15][N:16]([CH:17]([CH3:18])[CH3:19])[CH2:20][CH2:21]1.[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][c:7]2[c:8]([cH:9][cH:10][c:11]([OH:12])[cH:22]2)[s:23]1>C1CCOC1.CC(C)OC(=O)/N=N/C(=O)OC(C)C.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][c:7]2[c:8]([cH:9][cH:10][c:11]([O:12][CH:13]3[CH2:14][CH2:15][N:16]([CH:17]([CH3:18])[CH3:19])[CH2:20][CH2:21]3)[cH:22]2)[s:23]1\"}",
"reactionStep": {
"id": "sa_e070efb0a32ad4f9c482afc9",
"reactionHash": "c31e45be8e0870ca0ce1c8b8973b404fca2f6a098eeb511f1c4dedcb39125d48"
},
"children": [
{
"id": "7178",
"routeId": "sa_0fd9783de70ab30aa7dba83e",
"moleculeId": "sa_e27796cf764b01df55df86fd",
"parentId": "7177",
"isLeaf": false,
"molecule": {
"id": "sa_e27796cf764b01df55df86fd",
"inchikey": "SVTGSWWZGBGGJZ-UHFFFAOYSA-N",
"smiles": "COC(=O)c1cc2cc(O)ccc2s1"
},
"smiles": "COC(=O)c1cc2cc(O)ccc2s1",
"reactionStepId": "sa_94ab965db82f40d2eb1c3236",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090029976A1;0286;659791\",\"rsmi\":\"C[O:12][c:11]1[cH:10][cH:9][c:8]2[c:7]([cH:6][c:5]([C:3]([O:2][CH3:1])=[O:4])[s:14]2)[cH:13]1>BrB(Br)Br.ClCCl>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][c:7]2[c:8]([cH:9][cH:10][c:11]([OH:12])[cH:13]2)[s:14]1\"},\"mapped_reaction_smiles\":\"C[O:12][c:11]1[cH:10][cH:9][c:8]2[c:7]([cH:6][c:5]([C:3]([O:2][CH3:1])=[O:4])[s:14]2)[cH:13]1>BrB(Br)Br.ClCCl>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][c:7]2[c:8]([cH:9][cH:10][c:11]([OH:12])[cH:13]2)[s:14]1\"}",
"reactionStep": {
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"reactionHash": "4fac547e626deaa2c07347fc00c6e47e1970b3d01bf21821a5cd7d4238822f1e"
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"children": [
{
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"routeId": "sa_0fd9783de70ab30aa7dba83e",
"moleculeId": "sa_c27660808384835da40f2fb7",
"parentId": "7178",
"isLeaf": false,
"molecule": {
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"inchikey": "NYPCNZRDJYLVLF-UHFFFAOYSA-N",
"smiles": "COC(=O)c1cc2cc(OC)ccc2s1"
},
"smiles": "COC(=O)c1cc2cc(OC)ccc2s1",
"reactionStepId": "sa_5c75e741263acf7421e3673b",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090029976A1;0284;659790\",\"rsmi\":\"O=[CH:6][c:7]1[c:8](F)[cH:9][cH:10][c:11]([O:12][CH3:13])[cH:14]1.[CH3:1][O:2][C:3](=[O:4])[CH2:5][SH:15]>CS(C)=O.[HH].[Na+]>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][c:7]2[c:8]([cH:9][cH:10][c:11]([O:12][CH3:13])[cH:14]2)[s:15]1\"},\"mapped_reaction_smiles\":\"O=[CH:6][c:7]1[c:8](F)[cH:9][cH:10][c:11]([O:12][CH3:13])[cH:14]1.[CH3:1][O:2][C:3](=[O:4])[CH2:5][SH:15]>CS(C)=O.[HH].[Na+]>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][c:7]2[c:8]([cH:9][cH:10][c:11]([O:12][CH3:13])[cH:14]2)[s:15]1\"}",
"reactionStep": {
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"reactionHash": "b36d9b1230742b2c748c929b27d256186b87a6e73d6a6dfed6554fa6a8df0d03"
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"children": [
{
"id": "7180",
"routeId": "sa_0fd9783de70ab30aa7dba83e",
"moleculeId": "sa_3ab5070b5d069ed2a5075d10",
"parentId": "7179",
"isLeaf": true,
"molecule": {
"id": "sa_3ab5070b5d069ed2a5075d10",
"inchikey": "DKIQXHIAEMGZGO-UHFFFAOYSA-N",
"smiles": "COc1ccc(F)c(C=O)c1"
},
"smiles": "COc1ccc(F)c(C=O)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "7181",
"routeId": "sa_0fd9783de70ab30aa7dba83e",
"moleculeId": "sa_628036be54e5902a6ba6c430",
"parentId": "7179",
"isLeaf": true,
"molecule": {
"id": "sa_628036be54e5902a6ba6c430",
"inchikey": "MKIJJIMOAABWGF-UHFFFAOYSA-N",
"smiles": "COC(=O)CS"
},
"smiles": "COC(=O)CS",
"reactionStepId": null,
"template": null,
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}
]
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]
},
{
"id": "7182",
"routeId": "sa_0fd9783de70ab30aa7dba83e",
"moleculeId": "sa_ac65985475455c20fb6138f2",
"parentId": "7177",
"isLeaf": true,
"molecule": {
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"inchikey": "UZRXHHMTKCJKTQ-UHFFFAOYSA-N",
"smiles": "CC(C)N1CCC(O)CC1"
},
"smiles": "CC(C)N1CCC(O)CC1",
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"metadata": null,
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"children": []
}
]
}
]
}
]
}
}