Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC(C(=O)O)c1ccc(N2Cc3ccc(Cl)cc3C2=O)cc1
InChiKey
RQSVBZSAYUYSIW-UHFFFAOYSA-N
Route Signature
69881d827a176c2e26f417c7aac4d7fc1c7e62fc571ac818652b9016c51ef5b5
Synthesis route with 4 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_0b1b473144e11694fe6e03e3",
"signature": "69881d827a176c2e26f417c7aac4d7fc1c7e62fc571ac818652b9016c51ef5b5",
"contentHash": "47470f5d11085af576984e00571e61a8435af36af2c34d1f72de20056c390863",
"length": 4,
"isConvergent": true
},
"target": {
"id": "sa_679c42c63492ff602889d316",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-01704",
"moleculeId": "sa_a88e0c85cf638ac61dac0c9d",
"smiles": "CC(C(=O)O)c1ccc(N2Cc3ccc(Cl)cc3C2=O)cc1",
"routeLength": 4,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_a88e0c85cf638ac61dac0c9d",
"inchikey": "RQSVBZSAYUYSIW-UHFFFAOYSA-N",
"smiles": "CC(C(=O)O)c1ccc(N2Cc3ccc(Cl)cc3C2=O)cc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "10405",
"routeId": "sa_0b1b473144e11694fe6e03e3",
"moleculeId": "sa_a88e0c85cf638ac61dac0c9d",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_a88e0c85cf638ac61dac0c9d",
"inchikey": "RQSVBZSAYUYSIW-UHFFFAOYSA-N",
"smiles": "CC(C(=O)O)c1ccc(N2Cc3ccc(Cl)cc3C2=O)cc1"
},
"smiles": "CC(C(=O)O)c1ccc(N2Cc3ccc(Cl)cc3C2=O)cc1",
"reactionStepId": "sa_fb3566175ec84512517999bd",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120083495A1;0123;1197837\",\"rsmi\":\"CC(C)(C)[O:5][C:3]([CH:2]([CH3:1])[c:6]1[cH:7][cH:8][c:9]([N:10]2[CH2:11][c:12]3[cH:13][cH:14][c:15]([Cl:16])[cH:17][c:18]3[C:19]2=[O:20])[cH:21][cH:22]1)=[O:4]>O=CO>[CH3:1][CH:2]([C:3](=[O:4])[OH:5])[c:6]1[cH:7][cH:8][c:9]([N:10]2[CH2:11][c:12]3[cH:13][cH:14][c:15]([Cl:16])[cH:17][c:18]3[C:19]2=[O:20])[cH:21][cH:22]1\"},\"mapped_reaction_smiles\":\"CC(C)(C)[O:5][C:3]([CH:2]([CH3:1])[c:6]1[cH:7][cH:8][c:9]([N:10]2[CH2:11][c:12]3[cH:13][cH:14][c:15]([Cl:16])[cH:17][c:18]3[C:19]2=[O:20])[cH:21][cH:22]1)=[O:4]>O=CO>[CH3:1][CH:2]([C:3](=[O:4])[OH:5])[c:6]1[cH:7][cH:8][c:9]([N:10]2[CH2:11][c:12]3[cH:13][cH:14][c:15]([Cl:16])[cH:17][c:18]3[C:19]2=[O:20])[cH:21][cH:22]1\"}",
"reactionStep": {
"id": "sa_fb3566175ec84512517999bd",
"reactionHash": "9b9b6076332d55d35b31b6708670e475e467ab9e4b8b3686c920d054734e605c"
},
"children": [
{
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"routeId": "sa_0b1b473144e11694fe6e03e3",
"moleculeId": "sa_695a9b8f1b159221027ea6f1",
"parentId": "10405",
"isLeaf": false,
"molecule": {
"id": "sa_695a9b8f1b159221027ea6f1",
"inchikey": "HRMZLZYEVHJXFO-UHFFFAOYSA-N",
"smiles": "CC(C(=O)OC(C)(C)C)c1ccc(N2Cc3ccc(Cl)cc3C2=O)cc1"
},
"smiles": "CC(C(=O)OC(C)(C)C)c1ccc(N2Cc3ccc(Cl)cc3C2=O)cc1",
"reactionStepId": "sa_af23ed6eb97051e199db397b",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120083495A1;0121;1197836\",\"rsmi\":\"CCO[C:23]([c:22]1[c:16]([CH2:15]Br)[cH:17][cH:18][c:19]([Cl:20])[cH:21]1)=[O:24].[CH3:1][CH:2]([C:3](=[O:4])[O:5][C:6]([CH3:7])([CH3:8])[CH3:9])[c:10]1[cH:11][cH:12][c:13]([NH2:14])[cH:25][cH:26]1>CCN(C(C)C)C(C)C.CCO>[CH3:1][CH:2]([C:3](=[O:4])[O:5][C:6]([CH3:7])([CH3:8])[CH3:9])[c:10]1[cH:11][cH:12][c:13]([N:14]2[CH2:15][c:16]3[cH:17][cH:18][c:19]([Cl:20])[cH:21][c:22]3[C:23]2=[O:24])[cH:25][cH:26]1\"},\"mapped_reaction_smiles\":\"CCO[C:23]([c:22]1[c:16]([CH2:15]Br)[cH:17][cH:18][c:19]([Cl:20])[cH:21]1)=[O:24].[CH3:1][CH:2]([C:3](=[O:4])[O:5][C:6]([CH3:7])([CH3:8])[CH3:9])[c:10]1[cH:11][cH:12][c:13]([NH2:14])[cH:25][cH:26]1>CCN(C(C)C)C(C)C.CCO>[CH3:1][CH:2]([C:3](=[O:4])[O:5][C:6]([CH3:7])([CH3:8])[CH3:9])[c:10]1[cH:11][cH:12][c:13]([N:14]2[CH2:15][c:16]3[cH:17][cH:18][c:19]([Cl:20])[cH:21][c:22]3[C:23]2=[O:24])[cH:25][cH:26]1\"}",
"reactionStep": {
"id": "sa_af23ed6eb97051e199db397b",
"reactionHash": "f62610a9505db7cdf037c3fb10e9efbcaa4611ca75aaa7ad2243a58eb15b8571"
},
"children": [
{
"id": "10407",
"routeId": "sa_0b1b473144e11694fe6e03e3",
"moleculeId": "sa_ee7f245b2295ea2cbf9e4373",
"parentId": "10406",
"isLeaf": false,
"molecule": {
"id": "sa_ee7f245b2295ea2cbf9e4373",
"inchikey": "DHIRHZUZKWDVJF-UHFFFAOYSA-N",
"smiles": "CC(C(=O)OC(C)(C)C)c1ccc(N)cc1"
},
"smiles": "CC(C(=O)OC(C)(C)C)c1ccc(N)cc1",
"reactionStepId": "sa_acc561190b11e2a0f75ada19",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120083495A1;0115;1197833\",\"rsmi\":\"O=[N+:14]([O-])[c:13]1[cH:12][cH:11][c:10]([CH:2]([CH3:1])[C:3](=[O:4])[O:5][C:6]([CH3:7])([CH3:8])[CH3:9])[cH:16][cH:15]1>CCO.[Pd]>[CH3:1][CH:2]([C:3](=[O:4])[O:5][C:6]([CH3:7])([CH3:8])[CH3:9])[c:10]1[cH:11][cH:12][c:13]([NH2:14])[cH:15][cH:16]1\"},\"mapped_reaction_smiles\":\"O=[N+:14]([O-])[c:13]1[cH:12][cH:11][c:10]([CH:2]([CH3:1])[C:3](=[O:4])[O:5][C:6]([CH3:7])([CH3:8])[CH3:9])[cH:16][cH:15]1>CCO.[Pd]>[CH3:1][CH:2]([C:3](=[O:4])[O:5][C:6]([CH3:7])([CH3:8])[CH3:9])[c:10]1[cH:11][cH:12][c:13]([NH2:14])[cH:15][cH:16]1\"}",
"reactionStep": {
"id": "sa_acc561190b11e2a0f75ada19",
"reactionHash": "1c4c395174f539f590f1b3189fba64ff62407d25ca18a318803c452fb593e885"
},
"children": [
{
"id": "10408",
"routeId": "sa_0b1b473144e11694fe6e03e3",
"moleculeId": "sa_fab481ae7181bf5510625d56",
"parentId": "10407",
"isLeaf": false,
"molecule": {
"id": "sa_fab481ae7181bf5510625d56",
"inchikey": "HPKBCLYKCTVKHK-UHFFFAOYSA-N",
"smiles": "CC(C(=O)OC(C)(C)C)c1ccc([N+](=O)[O-])cc1"
},
"smiles": "CC(C(=O)OC(C)(C)C)c1ccc([N+](=O)[O-])cc1",
"reactionStepId": "sa_b9d37a6f7338fdb29dea999f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120083495A1;0113;1197832\",\"rsmi\":\"O[C:3]([CH:2]([CH3:1])[c:10]1[cH:11][cH:12][c:13]([N+:14](=[O:15])[O-:16])[cH:17][cH:18]1)=[O:4].[OH:5][C:6]([CH3:7])([CH3:8])[CH3:9]>CCN=C=NCCCN(C)C.CN(C)c1ccccn1.Cl.ClCCl>[CH3:1][CH:2]([C:3](=[O:4])[O:5][C:6]([CH3:7])([CH3:8])[CH3:9])[c:10]1[cH:11][cH:12][c:13]([N+:14](=[O:15])[O-:16])[cH:17][cH:18]1\"},\"mapped_reaction_smiles\":\"O[C:3]([CH:2]([CH3:1])[c:10]1[cH:11][cH:12][c:13]([N+:14](=[O:15])[O-:16])[cH:17][cH:18]1)=[O:4].[OH:5][C:6]([CH3:7])([CH3:8])[CH3:9]>CCN=C=NCCCN(C)C.CN(C)c1ccccn1.Cl.ClCCl>[CH3:1][CH:2]([C:3](=[O:4])[O:5][C:6]([CH3:7])([CH3:8])[CH3:9])[c:10]1[cH:11][cH:12][c:13]([N+:14](=[O:15])[O-:16])[cH:17][cH:18]1\"}",
"reactionStep": {
"id": "sa_b9d37a6f7338fdb29dea999f",
"reactionHash": "732d7f68e433adab987a3ecb2ce2b77f2ab5c6da84d2268b5de2463a3e5ed1e7"
},
"children": [
{
"id": "10409",
"routeId": "sa_0b1b473144e11694fe6e03e3",
"moleculeId": "sa_339f109b29d21e95632a74f6",
"parentId": "10408",
"isLeaf": true,
"molecule": {
"id": "sa_339f109b29d21e95632a74f6",
"inchikey": "DKGAVHZHDRPRBM-UHFFFAOYSA-N",
"smiles": "CC(C)(C)O"
},
"smiles": "CC(C)(C)O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "10410",
"routeId": "sa_0b1b473144e11694fe6e03e3",
"moleculeId": "sa_0a500aca205c1cd02626b52e",
"parentId": "10408",
"isLeaf": true,
"molecule": {
"id": "sa_0a500aca205c1cd02626b52e",
"inchikey": "RBSRRICSXWXMRC-UHFFFAOYSA-N",
"smiles": "CC(C(=O)O)c1ccc([N+](=O)[O-])cc1"
},
"smiles": "CC(C(=O)O)c1ccc([N+](=O)[O-])cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "10411",
"routeId": "sa_0b1b473144e11694fe6e03e3",
"moleculeId": "sa_2bc2514cf5ea313bedd34dae",
"parentId": "10406",
"isLeaf": false,
"molecule": {
"id": "sa_2bc2514cf5ea313bedd34dae",
"inchikey": "WUHXRPSJBZFXMU-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1cc(Cl)ccc1CBr"
},
"smiles": "CCOC(=O)c1cc(Cl)ccc1CBr",
"reactionStepId": "sa_458654760354c23cb5462644",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120083495A1;0119;1197835\",\"rsmi\":\"O=C1CCC(=O)N1[Br:9].[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([CH3:8])[cH:10][cH:11][c:12]([Cl:13])[cH:14]1>ClCCCl.O=C(OOC(=O)c1ccccc1)c1ccccc1>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([CH2:8][Br:9])[cH:10][cH:11][c:12]([Cl:13])[cH:14]1\"},\"mapped_reaction_smiles\":\"O=C1CCC(=O)N1[Br:9].[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([CH3:8])[cH:10][cH:11][c:12]([Cl:13])[cH:14]1>ClCCCl.O=C(OOC(=O)c1ccccc1)c1ccccc1>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([CH2:8][Br:9])[cH:10][cH:11][c:12]([Cl:13])[cH:14]1\"}",
"reactionStep": {
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"reactionHash": "8e2889203523661c23ecb6a29e1125173a925d312ec97d9512fdad208f024cf2"
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"children": [
{
"id": "10412",
"routeId": "sa_0b1b473144e11694fe6e03e3",
"moleculeId": "sa_ccdcf23ac83e7a68bfa4f2e5",
"parentId": "10411",
"isLeaf": true,
"molecule": {
"id": "sa_ccdcf23ac83e7a68bfa4f2e5",
"inchikey": "PCLIMKBDDGJMGD-UHFFFAOYSA-N",
"smiles": "O=C1CCC(=O)N1Br"
},
"smiles": "O=C1CCC(=O)N1Br",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "10413",
"routeId": "sa_0b1b473144e11694fe6e03e3",
"moleculeId": "sa_e1602eaec038d9af5b3531fd",
"parentId": "10411",
"isLeaf": false,
"molecule": {
"id": "sa_e1602eaec038d9af5b3531fd",
"inchikey": "UQFYMEQTOWLWHW-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1cc(Cl)ccc1C"
},
"smiles": "CCOC(=O)c1cc(Cl)ccc1C",
"reactionStepId": "sa_bcc93170addc6c84f07f6179",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120083495A1;0117;1197834\",\"rsmi\":\"O[CH2:2][CH3:1].[OH:3][C:4](=[O:5])[c:6]1[c:7]([CH3:8])[cH:9][cH:10][c:11]([Cl:12])[cH:13]1>CCOCC.O=S(Cl)Cl>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([CH3:8])[cH:9][cH:10][c:11]([Cl:12])[cH:13]1\"},\"mapped_reaction_smiles\":\"O[CH2:2][CH3:1].[OH:3][C:4](=[O:5])[c:6]1[c:7]([CH3:8])[cH:9][cH:10][c:11]([Cl:12])[cH:13]1>CCOCC.O=S(Cl)Cl>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([CH3:8])[cH:9][cH:10][c:11]([Cl:12])[cH:13]1\"}",
"reactionStep": {
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"reactionHash": "fed3db27f388439dff0764c4009681e9eebd92f9e7a2a9f6dad1b70fd5dc793b"
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"children": [
{
"id": "10414",
"routeId": "sa_0b1b473144e11694fe6e03e3",
"moleculeId": "sa_9f011dd2655c7a0001a3064c",
"parentId": "10413",
"isLeaf": true,
"molecule": {
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"inchikey": "CSAPESWNZDOAFU-UHFFFAOYSA-N",
"smiles": "Cc1ccc(Cl)cc1C(=O)O"
},
"smiles": "Cc1ccc(Cl)cc1C(=O)O",
"reactionStepId": null,
"template": null,
"metadata": null,
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},
{
"id": "10415",
"routeId": "sa_0b1b473144e11694fe6e03e3",
"moleculeId": "sa_afaca116b303dc7d01346819",
"parentId": "10413",
"isLeaf": true,
"molecule": {
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"inchikey": "LFQSCWFLJHTTHZ-UHFFFAOYSA-N",
"smiles": "CCO"
},
"smiles": "CCO",
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}
]
}
]
}
]
}
]
}
}