Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC(C)(C)OC(=O)N1CCC(Oc2cc(Br)cc(C#N)c2)CC1
InChiKey
KOMGUYJTFGJRBN-UHFFFAOYSA-N
Route Signature
067fd47251ff5984e7a0462e436ba0d1a3b2d82e7ae1c8fab734226645d6f496
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_96784b271609b1394f850da5",
"signature": "067fd47251ff5984e7a0462e436ba0d1a3b2d82e7ae1c8fab734226645d6f496",
"contentHash": "14b4931ed5b95c3764fc1405b1769f02ca3c8b1afac59afc475519e14b6d8038",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_4638a55c430f41017071bfb7",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-09673",
"moleculeId": "sa_330dad3572109df37569e1b8",
"smiles": "CC(C)(C)OC(=O)N1CCC(Oc2cc(Br)cc(C#N)c2)CC1",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_330dad3572109df37569e1b8",
"inchikey": "KOMGUYJTFGJRBN-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)N1CCC(Oc2cc(Br)cc(C#N)c2)CC1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "16660",
"routeId": "sa_96784b271609b1394f850da5",
"moleculeId": "sa_330dad3572109df37569e1b8",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_330dad3572109df37569e1b8",
"inchikey": "KOMGUYJTFGJRBN-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)N1CCC(Oc2cc(Br)cc(C#N)c2)CC1"
},
"smiles": "CC(C)(C)OC(=O)N1CCC(Oc2cc(Br)cc(C#N)c2)CC1",
"reactionStepId": "sa_fc0f050da34ae24d2726a278",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08933085B2;0932;1566246\",\"rsmi\":\"O/[N:20]=[CH:19]/[c:18]1[cH:17][c:15]([Br:16])[cH:14][c:13]([O:12][CH:11]2[CH2:10][CH2:9][N:8]([C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[CH2:23][CH2:22]2)[cH:21]1>CCOC(C)=O.CS(=O)(=O)Cl.O=S(=O)(O)O.[Cu+2].c1ccncc1>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][CH:11]([O:12][c:13]2[cH:14][c:15]([Br:16])[cH:17][c:18]([C:19]#[N:20])[cH:21]2)[CH2:22][CH2:23]1\"},\"mapped_reaction_smiles\":\"O/[N:20]=[CH:19]/[c:18]1[cH:17][c:15]([Br:16])[cH:14][c:13]([O:12][CH:11]2[CH2:10][CH2:9][N:8]([C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[CH2:23][CH2:22]2)[cH:21]1>CCOC(C)=O.CS(=O)(=O)Cl.O=S(=O)(O)O.[Cu+2].c1ccncc1>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][CH:11]([O:12][c:13]2[cH:14][c:15]([Br:16])[cH:17][c:18]([C:19]#[N:20])[cH:21]2)[CH2:22][CH2:23]1\"}",
"reactionStep": {
"id": "sa_fc0f050da34ae24d2726a278",
"reactionHash": "099635935d98a4104887e88667bf84b586b9117c2ae0c2f2f470d2994a9531e5"
},
"children": [
{
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"routeId": "sa_96784b271609b1394f850da5",
"moleculeId": "sa_1d6c53321a033e166b646226",
"parentId": "16660",
"isLeaf": false,
"molecule": {
"id": "sa_1d6c53321a033e166b646226",
"inchikey": "QVIRDTYRXOZALT-YBFXNURJSA-N",
"smiles": "CC(C)(C)OC(=O)N1CCC(Oc2cc(Br)cc(/C=N/O)c2)CC1"
},
"smiles": "CC(C)(C)OC(=O)N1CCC(Oc2cc(Br)cc(/C=N/O)c2)CC1",
"reactionStepId": "sa_bdaaf2804b92dd09eb738bda",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08933085B2;0931;1566245\",\"rsmi\":\"O=[CH:19][c:18]1[cH:17][c:15]([Br:16])[cH:14][c:13]([O:12][CH:11]2[CH2:10][CH2:9][N:8]([C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[CH2:24][CH2:23]2)[cH:22]1.[NH2:20][OH:21]>CC(=O)O.CCO.Cl.O.[Na+]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][CH:11]([O:12][c:13]2[cH:14][c:15]([Br:16])[cH:17][c:18](/[CH:19]=[N:20]/[OH:21])[cH:22]2)[CH2:23][CH2:24]1\"},\"mapped_reaction_smiles\":\"O=[CH:19][c:18]1[cH:17][c:15]([Br:16])[cH:14][c:13]([O:12][CH:11]2[CH2:10][CH2:9][N:8]([C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[CH2:24][CH2:23]2)[cH:22]1.[NH2:20][OH:21]>CC(=O)O.CCO.Cl.O.[Na+]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][CH:11]([O:12][c:13]2[cH:14][c:15]([Br:16])[cH:17][c:18](/[CH:19]=[N:20]/[OH:21])[cH:22]2)[CH2:23][CH2:24]1\"}",
"reactionStep": {
"id": "sa_bdaaf2804b92dd09eb738bda",
"reactionHash": "64177e44514909a9937698dfd422dbbc71a034be48502bf539870e25de63c259"
},
"children": [
{
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"routeId": "sa_96784b271609b1394f850da5",
"moleculeId": "sa_04a18e3f07bde82ca29399ee",
"parentId": "16661",
"isLeaf": true,
"molecule": {
"id": "sa_04a18e3f07bde82ca29399ee",
"inchikey": "AVXURJPOCDRRFD-UHFFFAOYSA-N",
"smiles": "NO"
},
"smiles": "NO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "16663",
"routeId": "sa_96784b271609b1394f850da5",
"moleculeId": "sa_fa4f2410091fd7efc4ae0ee8",
"parentId": "16661",
"isLeaf": false,
"molecule": {
"id": "sa_fa4f2410091fd7efc4ae0ee8",
"inchikey": "DCUFCCCRTSCBAG-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)N1CCC(Oc2cc(Br)cc(C=O)c2)CC1"
},
"smiles": "CC(C)(C)OC(=O)N1CCC(Oc2cc(Br)cc(C=O)c2)CC1",
"reactionStepId": "sa_b4c1bf11fece97868ca9526a",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08933085B2;0930;1566244\",\"rsmi\":\"[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][CH:11]([O:12][c:13]2[cH:14][c:15]([Br:16])[cH:17][c:18]([CH2:19][OH:20])[cH:21]2)[CH2:22][CH2:23]1>CC(=O)OI1(OC(C)=O)(OC(C)=O)OC(=O)c2ccccc21.ClCCl.O=C(O)O.[Na+]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][CH:11]([O:12][c:13]2[cH:14][c:15]([Br:16])[cH:17][c:18]([CH:19]=[O:20])[cH:21]2)[CH2:22][CH2:23]1\"},\"mapped_reaction_smiles\":\"[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][CH:11]([O:12][c:13]2[cH:14][c:15]([Br:16])[cH:17][c:18]([CH2:19][OH:20])[cH:21]2)[CH2:22][CH2:23]1>CC(=O)OI1(OC(C)=O)(OC(C)=O)OC(=O)c2ccccc21.ClCCl.O=C(O)O.[Na+]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][CH:11]([O:12][c:13]2[cH:14][c:15]([Br:16])[cH:17][c:18]([CH:19]=[O:20])[cH:21]2)[CH2:22][CH2:23]1\"}",
"reactionStep": {
"id": "sa_b4c1bf11fece97868ca9526a",
"reactionHash": "4e7392b7268dbce11cb11bb3e7eff53e2f9c328c21a755797b800adabbdcaf3d"
},
"children": [
{
"id": "16664",
"routeId": "sa_96784b271609b1394f850da5",
"moleculeId": "sa_83cdc2792c9b4ecc8958e9a7",
"parentId": "16663",
"isLeaf": false,
"molecule": {
"id": "sa_83cdc2792c9b4ecc8958e9a7",
"inchikey": "VJTBZVHZUHIHCF-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)N1CCC(Oc2cc(Br)cc(CO)c2)CC1"
},
"smiles": "CC(C)(C)OC(=O)N1CCC(Oc2cc(Br)cc(CO)c2)CC1",
"reactionStepId": "sa_15a89925a4c8a443e8d55072",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08933085B2;0929;1566243\",\"rsmi\":\"C[O:20][C:19](=O)[c:18]1[cH:17][c:15]([Br:16])[cH:14][c:13]([O:12][CH:11]2[CH2:10][CH2:9][N:8]([C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[CH2:23][CH2:22]2)[cH:21]1>C1CCOC1.B.[Li+]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][CH:11]([O:12][c:13]2[cH:14][c:15]([Br:16])[cH:17][c:18]([CH2:19][OH:20])[cH:21]2)[CH2:22][CH2:23]1\"},\"mapped_reaction_smiles\":\"C[O:20][C:19](=O)[c:18]1[cH:17][c:15]([Br:16])[cH:14][c:13]([O:12][CH:11]2[CH2:10][CH2:9][N:8]([C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[CH2:23][CH2:22]2)[cH:21]1>C1CCOC1.B.[Li+]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][CH:11]([O:12][c:13]2[cH:14][c:15]([Br:16])[cH:17][c:18]([CH2:19][OH:20])[cH:21]2)[CH2:22][CH2:23]1\"}",
"reactionStep": {
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"children": [
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"routeId": "sa_96784b271609b1394f850da5",
"moleculeId": "sa_d61101e163ae7a482c62576d",
"parentId": "16664",
"isLeaf": true,
"molecule": {
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"inchikey": "XFJLEXGVHBPMKU-UHFFFAOYSA-N",
"smiles": "COC(=O)c1cc(Br)cc(OC2CCN(C(=O)OC(C)(C)C)CC2)c1"
},
"smiles": "COC(=O)c1cc(Br)cc(OC2CCN(C(=O)OC(C)(C)C)CC2)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
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}
]
}
]
}
]
}
]
}
}