Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1c(C(=O)Nc2c(C)n(C)n(C3CCCCC3)c2=O)noc1C1=CCC(OC(C)C)CC1
InChiKey
ROPWAZNCZFGJEM-UHFFFAOYSA-N
Route Signature
3a308856ad7ae0a530520b23a7f3a0ae110f0b6bebbe338c29df12e93100bcfa
Synthesis route with 4 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_82d2623853a677520bf8efa9",
"signature": "3a308856ad7ae0a530520b23a7f3a0ae110f0b6bebbe338c29df12e93100bcfa",
"contentHash": "ad223c76c4d6723937bff35b36c2c8f2a6e8bb195b5108921cfdd332f53679e7",
"length": 4,
"isConvergent": true
},
"target": {
"id": "sa_4cd6f9bb048a20eeea25bf0b",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-02906",
"moleculeId": "sa_9838f7bbffe83b2a1b164209",
"smiles": "Cc1c(C(=O)Nc2c(C)n(C)n(C3CCCCC3)c2=O)noc1C1=CCC(OC(C)C)CC1",
"routeLength": 4,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_9838f7bbffe83b2a1b164209",
"inchikey": "ROPWAZNCZFGJEM-UHFFFAOYSA-N",
"smiles": "Cc1c(C(=O)Nc2c(C)n(C)n(C3CCCCC3)c2=O)noc1C1=CCC(OC(C)C)CC1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "10898",
"routeId": "sa_82d2623853a677520bf8efa9",
"moleculeId": "sa_9838f7bbffe83b2a1b164209",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_9838f7bbffe83b2a1b164209",
"inchikey": "ROPWAZNCZFGJEM-UHFFFAOYSA-N",
"smiles": "Cc1c(C(=O)Nc2c(C)n(C)n(C3CCCCC3)c2=O)noc1C1=CCC(OC(C)C)CC1"
},
"smiles": "Cc1c(C(=O)Nc2c(C)n(C)n(C3CCCCC3)c2=O)noc1C1=CCC(OC(C)C)CC1",
"reactionStepId": "sa_d0ef59295e6872bf3288935a",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US09403810B2;0530;1789452\",\"rsmi\":\"O[C:17]([c:16]1[c:2]([CH3:1])[c:3]([C:4]2=[CH:5][CH2:6][CH:7]([O:8][CH:9]([CH3:10])[CH3:11])[CH2:12][CH2:13]2)[o:14][n:15]1)=[O:18].[NH2:19][c:20]1[c:21]([CH3:22])[n:23]([CH3:24])[n:25]([CH:26]2[CH2:27][CH2:28][CH2:29][CH2:30][CH2:31]2)[c:32]1=[O:33]>CCN(CC)CC.CN(C)C(On1nnc2cccnc21)=[N+](C)C.CN1CCCC1=O.F[PH](F)(F)(F)(F)F>[CH3:1][c:2]1[c:3]([C:4]2=[CH:5][CH2:6][CH:7]([O:8][CH:9]([CH3:10])[CH3:11])[CH2:12][CH2:13]2)[o:14][n:15][c:16]1[C:17](=[O:18])[NH:19][c:20]1[c:21]([CH3:22])[n:23]([CH3:24])[n:25]([CH:26]2[CH2:27][CH2:28][CH2:29][CH2:30][CH2:31]2)[c:32]1=[O:33]\"},\"mapped_reaction_smiles\":\"O[C:17]([c:16]1[c:2]([CH3:1])[c:3]([C:4]2=[CH:5][CH2:6][CH:7]([O:8][CH:9]([CH3:10])[CH3:11])[CH2:12][CH2:13]2)[o:14][n:15]1)=[O:18].[NH2:19][c:20]1[c:21]([CH3:22])[n:23]([CH3:24])[n:25]([CH:26]2[CH2:27][CH2:28][CH2:29][CH2:30][CH2:31]2)[c:32]1=[O:33]>CCN(CC)CC.CN(C)C(On1nnc2cccnc21)=[N+](C)C.CN1CCCC1=O.F[PH](F)(F)(F)(F)F>[CH3:1][c:2]1[c:3]([C:4]2=[CH:5][CH2:6][CH:7]([O:8][CH:9]([CH3:10])[CH3:11])[CH2:12][CH2:13]2)[o:14][n:15][c:16]1[C:17](=[O:18])[NH:19][c:20]1[c:21]([CH3:22])[n:23]([CH3:24])[n:25]([CH:26]2[CH2:27][CH2:28][CH2:29][CH2:30][CH2:31]2)[c:32]1=[O:33]\"}",
"reactionStep": {
"id": "sa_d0ef59295e6872bf3288935a",
"reactionHash": "de6e49cb01b2ae776a22c80a587c5daad91a278c6f98896617c5312610c57a33"
},
"children": [
{
"id": "10899",
"routeId": "sa_82d2623853a677520bf8efa9",
"moleculeId": "sa_70dbbe41fb0159b6300d3e1e",
"parentId": "10898",
"isLeaf": false,
"molecule": {
"id": "sa_70dbbe41fb0159b6300d3e1e",
"inchikey": "APQOOJSYNFLVKA-UHFFFAOYSA-N",
"smiles": "Cc1c(N)c(=O)n(C2CCCCC2)n1C"
},
"smiles": "Cc1c(N)c(=O)n(C2CCCCC2)n1C",
"reactionStepId": "sa_d62bdb11859147754337d938",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US09403810B2;0810;1789497\",\"rsmi\":\"O=[N+:4]([O-])[c:3]1[c:2]([CH3:1])[n:14]([CH3:15])[n:7]([CH:8]2[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13]2)[c:5]1=[O:6]>C1CCOC1.CO.COC(C)(C)C.[Pd]>[CH3:1][c:2]1[c:3]([NH2:4])[c:5](=[O:6])[n:7]([CH:8]2[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13]2)[n:14]1[CH3:15]\"},\"mapped_reaction_smiles\":\"O=[N+:4]([O-])[c:3]1[c:2]([CH3:1])[n:14]([CH3:15])[n:7]([CH:8]2[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13]2)[c:5]1=[O:6]>C1CCOC1.CO.COC(C)(C)C.[Pd]>[CH3:1][c:2]1[c:3]([NH2:4])[c:5](=[O:6])[n:7]([CH:8]2[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13]2)[n:14]1[CH3:15]\"}",
"reactionStep": {
"id": "sa_d62bdb11859147754337d938",
"reactionHash": "f208257e7b0a00e363f0a19c4535d435677b59ca3023f6da6c72de03242bdb04"
},
"children": [
{
"id": "10900",
"routeId": "sa_82d2623853a677520bf8efa9",
"moleculeId": "sa_26e6d51aefafc4d2d6062676",
"parentId": "10899",
"isLeaf": false,
"molecule": {
"id": "sa_26e6d51aefafc4d2d6062676",
"inchikey": "VXBNNRADMXPMAV-UHFFFAOYSA-N",
"smiles": "Cc1c([N+](=O)[O-])c(=O)n(C2CCCCC2)n1C"
},
"smiles": "Cc1c([N+](=O)[O-])c(=O)n(C2CCCCC2)n1C",
"reactionStepId": "sa_97555364344e3e31c2c9f8c9",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US09403810B2;0807;1789496\",\"rsmi\":\"O[N+:4](=[O:5])[O-:6].[CH3:1][c:2]1[cH:3][c:7](=[O:8])[n:9]([CH:10]2[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15]2)[n:16]1[CH3:17]>O=C(O)C(F)(F)F>[CH3:1][c:2]1[c:3]([N+:4](=[O:5])[O-:6])[c:7](=[O:8])[n:9]([CH:10]2[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15]2)[n:16]1[CH3:17]\"},\"mapped_reaction_smiles\":\"O[N+:4](=[O:5])[O-:6].[CH3:1][c:2]1[cH:3][c:7](=[O:8])[n:9]([CH:10]2[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15]2)[n:16]1[CH3:17]>O=C(O)C(F)(F)F>[CH3:1][c:2]1[c:3]([N+:4](=[O:5])[O-:6])[c:7](=[O:8])[n:9]([CH:10]2[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15]2)[n:16]1[CH3:17]\"}",
"reactionStep": {
"id": "sa_97555364344e3e31c2c9f8c9",
"reactionHash": "07e8f389786706960ee97c0f9e2dabdee4f95a30ac066bffea7ae50204ac481d"
},
"children": [
{
"id": "10901",
"routeId": "sa_82d2623853a677520bf8efa9",
"moleculeId": "sa_edac0a7fd043198784a28dd9",
"parentId": "10900",
"isLeaf": true,
"molecule": {
"id": "sa_edac0a7fd043198784a28dd9",
"inchikey": "GRYLNZFGIOXLOG-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])O"
},
"smiles": "O=[N+]([O-])O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "10902",
"routeId": "sa_82d2623853a677520bf8efa9",
"moleculeId": "sa_40d724e83a2c5897b1ab98f3",
"parentId": "10900",
"isLeaf": false,
"molecule": {
"id": "sa_40d724e83a2c5897b1ab98f3",
"inchikey": "KLJDGTASMZJZDR-UHFFFAOYSA-N",
"smiles": "Cc1cc(=O)n(C2CCCCC2)n1C"
},
"smiles": "Cc1cc(=O)n(C2CCCCC2)n1C",
"reactionStepId": "sa_333376e777103afa7e1ae18f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US09403810B2;0804;1789495\",\"rsmi\":\"I[CH3:14].[CH3:1][c:2]1[cH:3][c:4](=[O:5])[n:6]([CH:7]2[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12]2)[nH:13]1>CN(C)C=O.ClCCl.O.O=C(O)O.[K+].[K+]>[CH3:1][c:2]1[cH:3][c:4](=[O:5])[n:6]([CH:7]2[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12]2)[n:13]1[CH3:14]\"},\"mapped_reaction_smiles\":\"I[CH3:14].[CH3:1][c:2]1[cH:3][c:4](=[O:5])[n:6]([CH:7]2[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12]2)[nH:13]1>CN(C)C=O.ClCCl.O.O=C(O)O.[K+].[K+]>[CH3:1][c:2]1[cH:3][c:4](=[O:5])[n:6]([CH:7]2[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12]2)[n:13]1[CH3:14]\"}",
"reactionStep": {
"id": "sa_333376e777103afa7e1ae18f",
"reactionHash": "570861161e01d97387507f398991bf77fdcbed03a363f3768679975a89c641c9"
},
"children": [
{
"id": "10903",
"routeId": "sa_82d2623853a677520bf8efa9",
"moleculeId": "sa_82fdccf7d1cc329c9db73f21",
"parentId": "10902",
"isLeaf": true,
"molecule": {
"id": "sa_82fdccf7d1cc329c9db73f21",
"inchikey": "INQOMBQAUSQDDS-UHFFFAOYSA-N",
"smiles": "CI"
},
"smiles": "CI",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "10904",
"routeId": "sa_82d2623853a677520bf8efa9",
"moleculeId": "sa_8fc90518c505363974775d68",
"parentId": "10902",
"isLeaf": true,
"molecule": {
"id": "sa_8fc90518c505363974775d68",
"inchikey": "WVORGWGNCAZAES-UHFFFAOYSA-N",
"smiles": "Cc1cc(=O)n(C2CCCCC2)[nH]1"
},
"smiles": "Cc1cc(=O)n(C2CCCCC2)[nH]1",
"reactionStepId": null,
"template": null,
"metadata": null,
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}
]
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]
}
]
},
{
"id": "10905",
"routeId": "sa_82d2623853a677520bf8efa9",
"moleculeId": "sa_6810eb8169445392622423a9",
"parentId": "10898",
"isLeaf": false,
"molecule": {
"id": "sa_6810eb8169445392622423a9",
"inchikey": "KAZUUEZCWDFSAY-UHFFFAOYSA-N",
"smiles": "Cc1c(C(=O)O)noc1C1=CCC(OC(C)C)CC1"
},
"smiles": "Cc1c(C(=O)O)noc1C1=CCC(OC(C)C)CC1",
"reactionStepId": "sa_6d95b036a0fb59258b9a2ca5",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US09403810B2;0528;1789451\",\"rsmi\":\"CC[O:19][C:17]([c:16]1[c:2]([CH3:1])[c:3]([C:4]2=[CH:5][CH2:6][CH:7]([O:8][CH:9]([CH3:10])[CH3:11])[CH2:12][CH2:13]2)[o:14][n:15]1)=[O:18]>C1CCOC1.CCO.Cl.O.[Na+].O>[CH3:1][c:2]1[c:3]([C:4]2=[CH:5][CH2:6][CH:7]([O:8][CH:9]([CH3:10])[CH3:11])[CH2:12][CH2:13]2)[o:14][n:15][c:16]1[C:17](=[O:18])[OH:19]\"},\"mapped_reaction_smiles\":\"CC[O:19][C:17]([c:16]1[c:2]([CH3:1])[c:3]([C:4]2=[CH:5][CH2:6][CH:7]([O:8][CH:9]([CH3:10])[CH3:11])[CH2:12][CH2:13]2)[o:14][n:15]1)=[O:18]>C1CCOC1.CCO.Cl.O.[Na+].O>[CH3:1][c:2]1[c:3]([C:4]2=[CH:5][CH2:6][CH:7]([O:8][CH:9]([CH3:10])[CH3:11])[CH2:12][CH2:13]2)[o:14][n:15][c:16]1[C:17](=[O:18])[OH:19]\"}",
"reactionStep": {
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"reactionHash": "086ecaa454437d434057e8594046ebf167177c015eaa2c50da08731750e95813"
},
"children": [
{
"id": "10906",
"routeId": "sa_82d2623853a677520bf8efa9",
"moleculeId": "sa_9c39ad16558c0bd37ee04af9",
"parentId": "10905",
"isLeaf": true,
"molecule": {
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"inchikey": "LGUHQBUONDDIOF-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1noc(C2=CCC(OC(C)C)CC2)c1C"
},
"smiles": "CCOC(=O)c1noc(C2=CCC(OC(C)C)CC2)c1C",
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"metadata": null,
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}
]
}
]
}
}