Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCOc1cc(CN2CCN(c3ccc(C(=O)NC4CC4)cc3C)CC2)cc2c1OC(C)C(=O)N2
InChiKey
OHMYSVJORRMTHQ-UHFFFAOYSA-N
Route Signature
ea48dc65f407aee3b3e6873f70c85aed0753a161c0ea9f3f44e52d75abbf1ac1
Synthesis route with 3 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_33b88aba2699f44933b73693",
"signature": "ea48dc65f407aee3b3e6873f70c85aed0753a161c0ea9f3f44e52d75abbf1ac1",
"contentHash": "d66a331e2a9d7d1fd4b4318d337034e800293874efc9400b405bfddf285db9fe",
"length": 3,
"isConvergent": true
},
"target": {
"id": "sa_a4fd60392f43f2e15cc799d0",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-04898",
"moleculeId": "sa_f5c7374cd7e183ad6bc7dd7e",
"smiles": "CCOc1cc(CN2CCN(c3ccc(C(=O)NC4CC4)cc3C)CC2)cc2c1OC(C)C(=O)N2",
"routeLength": 3,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_f5c7374cd7e183ad6bc7dd7e",
"inchikey": "OHMYSVJORRMTHQ-UHFFFAOYSA-N",
"smiles": "CCOc1cc(CN2CCN(c3ccc(C(=O)NC4CC4)cc3C)CC2)cc2c1OC(C)C(=O)N2"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "11295",
"routeId": "sa_33b88aba2699f44933b73693",
"moleculeId": "sa_f5c7374cd7e183ad6bc7dd7e",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_f5c7374cd7e183ad6bc7dd7e",
"inchikey": "OHMYSVJORRMTHQ-UHFFFAOYSA-N",
"smiles": "CCOc1cc(CN2CCN(c3ccc(C(=O)NC4CC4)cc3C)CC2)cc2c1OC(C)C(=O)N2"
},
"smiles": "CCOc1cc(CN2CCN(c3ccc(C(=O)NC4CC4)cc3C)CC2)cc2c1OC(C)C(=O)N2",
"reactionStepId": "sa_890b8fe2a9142a99c442ddfa",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08669249B2;1257;1431789\",\"rsmi\":\"O=[CH:7][c:6]1[cH:5][c:4]([O:3][CH2:2][CH3:1])[c:29]2[c:28]([cH:27]1)[NH:35][C:33](=[O:34])[CH:31]([CH3:32])[O:30]2.[NH:8]1[CH2:9][CH2:10][N:11]([c:12]2[c:13]([CH3:14])[cH:15][c:16]([C:17](=[O:18])[NH:19][CH:20]3[CH2:21][CH2:22]3)[cH:23][cH:24]2)[CH2:25][CH2:26]1>Cl.Cl>[CH3:1][CH2:2][O:3][c:4]1[cH:5][c:6]([CH2:7][N:8]2[CH2:9][CH2:10][N:11]([c:12]3[c:13]([CH3:14])[cH:15][c:16]([C:17](=[O:18])[NH:19][CH:20]4[CH2:21][CH2:22]4)[cH:23][cH:24]3)[CH2:25][CH2:26]2)[cH:27][c:28]2[c:29]1[O:30][CH:31]([CH3:32])[C:33](=[O:34])[NH:35]2\"},\"mapped_reaction_smiles\":\"O=[CH:7][c:6]1[cH:5][c:4]([O:3][CH2:2][CH3:1])[c:29]2[c:28]([cH:27]1)[NH:35][C:33](=[O:34])[CH:31]([CH3:32])[O:30]2.[NH:8]1[CH2:9][CH2:10][N:11]([c:12]2[c:13]([CH3:14])[cH:15][c:16]([C:17](=[O:18])[NH:19][CH:20]3[CH2:21][CH2:22]3)[cH:23][cH:24]2)[CH2:25][CH2:26]1>Cl.Cl>[CH3:1][CH2:2][O:3][c:4]1[cH:5][c:6]([CH2:7][N:8]2[CH2:9][CH2:10][N:11]([c:12]3[c:13]([CH3:14])[cH:15][c:16]([C:17](=[O:18])[NH:19][CH:20]4[CH2:21][CH2:22]4)[cH:23][cH:24]3)[CH2:25][CH2:26]2)[cH:27][c:28]2[c:29]1[O:30][CH:31]([CH3:32])[C:33](=[O:34])[NH:35]2\"}",
"reactionStep": {
"id": "sa_890b8fe2a9142a99c442ddfa",
"reactionHash": "255015a25ebdf5a6ed52566e44cf39096911e2ba40b9bccfeb5c8684db0b59fb"
},
"children": [
{
"id": "11296",
"routeId": "sa_33b88aba2699f44933b73693",
"moleculeId": "sa_faa5fc686af7870b8a9b1cca",
"parentId": "11295",
"isLeaf": false,
"molecule": {
"id": "sa_faa5fc686af7870b8a9b1cca",
"inchikey": "MYMBGDSQUPSQGQ-UHFFFAOYSA-N",
"smiles": "CCOc1cc(C=O)cc2c1OC(C)C(=O)N2"
},
"smiles": "CCOc1cc(C=O)cc2c1OC(C)C(=O)N2",
"reactionStepId": "sa_31640af7f9be875362d15a16",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08669249B2;1247;1431784\",\"rsmi\":\"I[CH2:2][CH3:1].[OH:3][c:4]1[cH:5][c:6]([CH:7]=[O:8])[cH:9][c:10]2[c:11]1[O:12][CH:13]([CH3:14])[C:15](=[O:16])[NH:17]2>CN(C)C=O.O=C(O)O.[Cs+].[Cs+]>[CH3:1][CH2:2][O:3][c:4]1[cH:5][c:6]([CH:7]=[O:8])[cH:9][c:10]2[c:11]1[O:12][CH:13]([CH3:14])[C:15](=[O:16])[NH:17]2\"},\"mapped_reaction_smiles\":\"I[CH2:2][CH3:1].[OH:3][c:4]1[cH:5][c:6]([CH:7]=[O:8])[cH:9][c:10]2[c:11]1[O:12][CH:13]([CH3:14])[C:15](=[O:16])[NH:17]2>CN(C)C=O.O=C(O)O.[Cs+].[Cs+]>[CH3:1][CH2:2][O:3][c:4]1[cH:5][c:6]([CH:7]=[O:8])[cH:9][c:10]2[c:11]1[O:12][CH:13]([CH3:14])[C:15](=[O:16])[NH:17]2\"}",
"reactionStep": {
"id": "sa_31640af7f9be875362d15a16",
"reactionHash": "5fa353c534b1002a9df545030fe2b1a64c698d7433498dae8dfe9bc14aa2acfb"
},
"children": [
{
"id": "11297",
"routeId": "sa_33b88aba2699f44933b73693",
"moleculeId": "sa_ba4021c610c673105b10b53d",
"parentId": "11296",
"isLeaf": true,
"molecule": {
"id": "sa_ba4021c610c673105b10b53d",
"inchikey": "HVTICUPFWKNHNG-UHFFFAOYSA-N",
"smiles": "CCI"
},
"smiles": "CCI",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11298",
"routeId": "sa_33b88aba2699f44933b73693",
"moleculeId": "sa_4184fedccb713b5097ee7c5c",
"parentId": "11296",
"isLeaf": false,
"molecule": {
"id": "sa_4184fedccb713b5097ee7c5c",
"inchikey": "JJZOCPUSOAULSQ-UHFFFAOYSA-N",
"smiles": "CC1Oc2c(O)cc(C=O)cc2NC1=O"
},
"smiles": "CC1Oc2c(O)cc(C=O)cc2NC1=O",
"reactionStepId": "sa_58c65fd76379e35e0b52a5b4",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08669249B2;1145;1431764\",\"rsmi\":\"C[O:12][c:11]1[c:4]2[c:5]([cH:6][c:7]([CH:8]=[O:9])[cH:10]1)[NH:13][C:14](=[O:15])[CH:2]([CH3:1])[O:3]2>BrB(Br)Br.ClCCl>[CH3:1][CH:2]1[O:3][c:4]2[c:5]([cH:6][c:7]([CH:8]=[O:9])[cH:10][c:11]2[OH:12])[NH:13][C:14]1=[O:15]\"},\"mapped_reaction_smiles\":\"C[O:12][c:11]1[c:4]2[c:5]([cH:6][c:7]([CH:8]=[O:9])[cH:10]1)[NH:13][C:14](=[O:15])[CH:2]([CH3:1])[O:3]2>BrB(Br)Br.ClCCl>[CH3:1][CH:2]1[O:3][c:4]2[c:5]([cH:6][c:7]([CH:8]=[O:9])[cH:10][c:11]2[OH:12])[NH:13][C:14]1=[O:15]\"}",
"reactionStep": {
"id": "sa_58c65fd76379e35e0b52a5b4",
"reactionHash": "d4d480c56f0b1b961f4f81947ecca825bbe278f4108ba3d84cb5f34c5c141b2e"
},
"children": [
{
"id": "11299",
"routeId": "sa_33b88aba2699f44933b73693",
"moleculeId": "sa_c180fa0496d9b9a2e80c2343",
"parentId": "11298",
"isLeaf": true,
"molecule": {
"id": "sa_c180fa0496d9b9a2e80c2343",
"inchikey": "XRXQQZLSZXAOJL-UHFFFAOYSA-N",
"smiles": "COc1cc(C=O)cc2c1OC(C)C(=O)N2"
},
"smiles": "COc1cc(C=O)cc2c1OC(C)C(=O)N2",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "11300",
"routeId": "sa_33b88aba2699f44933b73693",
"moleculeId": "sa_b0ac9a5abd4627d6b0ba0551",
"parentId": "11295",
"isLeaf": false,
"molecule": {
"id": "sa_b0ac9a5abd4627d6b0ba0551",
"inchikey": "NVTNYKIXZDQJIY-UHFFFAOYSA-N",
"smiles": "Cc1cc(C(=O)NC2CC2)ccc1N1CCNCC1"
},
"smiles": "Cc1cc(C(=O)NC2CC2)ccc1N1CCNCC1",
"reactionStepId": "sa_783474c19a72285718ae5f0d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08669249B2;1001;1431733\",\"rsmi\":\"CC(C)(C)OC(=O)[N:7]1[CH2:6][CH2:5][N:4]([c:3]2[c:2]([CH3:1])[cH:19][c:12]([C:13](=[O:14])[NH:15][CH:16]3[CH2:17][CH2:18]3)[cH:11][cH:10]2)[CH2:9][CH2:8]1>C1COCCO1.CCOCC.Cl>[CH3:1][c:2]1[c:3]([N:4]2[CH2:5][CH2:6][NH:7][CH2:8][CH2:9]2)[cH:10][cH:11][c:12]([C:13](=[O:14])[NH:15][CH:16]2[CH2:17][CH2:18]2)[cH:19]1\"},\"mapped_reaction_smiles\":\"CC(C)(C)OC(=O)[N:7]1[CH2:6][CH2:5][N:4]([c:3]2[c:2]([CH3:1])[cH:19][c:12]([C:13](=[O:14])[NH:15][CH:16]3[CH2:17][CH2:18]3)[cH:11][cH:10]2)[CH2:9][CH2:8]1>C1COCCO1.CCOCC.Cl>[CH3:1][c:2]1[c:3]([N:4]2[CH2:5][CH2:6][NH:7][CH2:8][CH2:9]2)[cH:10][cH:11][c:12]([C:13](=[O:14])[NH:15][CH:16]2[CH2:17][CH2:18]2)[cH:19]1\"}",
"reactionStep": {
"id": "sa_783474c19a72285718ae5f0d",
"reactionHash": "1379a46433ebd542e73ed482c38fc7f5e8f951b998906eb73539e4e2f22164b9"
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"children": [
{
"id": "11301",
"routeId": "sa_33b88aba2699f44933b73693",
"moleculeId": "sa_78ece6ebe00a772f205751b3",
"parentId": "11300",
"isLeaf": true,
"molecule": {
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"inchikey": "WEYWVBJVSWCGOM-UHFFFAOYSA-N",
"smiles": "Cc1cc(C(=O)NC2CC2)ccc1N1CCN(C(=O)OC(C)(C)C)CC1"
},
"smiles": "Cc1cc(C(=O)NC2CC2)ccc1N1CCN(C(=O)OC(C)(C)C)CC1",
"reactionStepId": null,
"template": null,
"metadata": null,
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}
]
}
]
}
}