Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCc1[nH]c(C(=O)N[C@H]2CCN(c3cc(OC)cc(C(=O)OC)c3)C[C@H]2OC)nc1Cl
InChiKey
MRQHMUJGQQSNLR-DLBZAZTESA-N
Route Signature
823011d918419d4991ae3866d23e2c8fcd31a443eb3bd76e1b0870a96db6e543
Synthesis route with 5 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "cmisbzwyy014dzfddrs261k0b",
"signature": "823011d918419d4991ae3866d23e2c8fcd31a443eb3bd76e1b0870a96db6e543",
"length": 5,
"isConvergent": true
},
"target": {
"id": "cmisc0fyd01fcboddm9bp86ft",
"benchmarkSetId": "cmisc0flu0000boddjstwifeo",
"targetId": "n5-00611",
"moleculeId": "bar6hp6xjwp1eezs8uwtxqw7",
"routeLength": 5,
"isConvergent": true,
"metadata": "{}",
"molecule": {
"id": "bar6hp6xjwp1eezs8uwtxqw7",
"inchikey": "MRQHMUJGQQSNLR-DLBZAZTESA-N",
"smiles": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cc(OC)cc(C(=O)OC)c3)C[C@H]2OC)nc1Cl"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "cmisbzwyz014ezfddmfvdox3m",
"routeId": "cmisbzwyy014dzfddrs261k0b",
"moleculeId": "bar6hp6xjwp1eezs8uwtxqw7",
"parentId": null,
"reactionStepId": "zh2u6q3zdj6l0gxts2tiouze",
"isLeaf": false,
"molecule": {
"id": "bar6hp6xjwp1eezs8uwtxqw7",
"inchikey": "MRQHMUJGQQSNLR-DLBZAZTESA-N",
"smiles": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cc(OC)cc(C(=O)OC)c3)C[C@H]2OC)nc1Cl"
},
"reactionStep": {
"id": "zh2u6q3zdj6l0gxts2tiouze",
"reactionHash": "8989a29723c4ec1079386b18b10fa41c4d5e7e51c974b98ae91797fe27a544f9",
"template": null,
"metadata": "{\"ID\":\"US20140073622A1;2737;1500445\",\"rsmi\":\"O[C:8]([c:7]1[n:6][c:4]([Cl:5])[c:3]([CH2:2][CH3:1])[nH:31]1)=[O:9].[NH2:10][C@H:11]1[CH2:12][CH2:13][N:14]([c:15]2[cH:16][c:17]([O:18][CH3:19])[cH:20][c:21]([C:22](=[O:23])[O:24][CH3:25])[cH:26]2)[CH2:27][C@H:28]1[O:29][CH3:30]>CC(=O)N(C)C.CCN=C=NCCCN(C)C.Cl.ClCCl.On1nnc2ccccc21>[CH3:1][CH2:2][c:3]1[c:4]([Cl:5])[n:6][c:7]([C:8](=[O:9])[NH:10][C@H:11]2[CH2:12][CH2:13][N:14]([c:15]3[cH:16][c:17]([O:18][CH3:19])[cH:20][c:21]([C:22](=[O:23])[O:24][CH3:25])[cH:26]3)[CH2:27][C@H:28]2[O:29][CH3:30])[nH:31]1\"}"
},
"children": [
{
"id": "cmisbzwyz014fzfdd8vyzweiq",
"routeId": "cmisbzwyy014dzfddrs261k0b",
"moleculeId": "nof872nyrl4f7v1yvws5trqq",
"parentId": "cmisbzwyz014ezfddmfvdox3m",
"reactionStepId": "bbgx5ntk10mrzqg6r32dyngt",
"isLeaf": false,
"molecule": {
"id": "nof872nyrl4f7v1yvws5trqq",
"inchikey": "WBRFPIVOPOBICF-UHFFFAOYSA-N",
"smiles": "CCc1[nH]c(C(=O)O)nc1Cl"
},
"reactionStep": {
"id": "bbgx5ntk10mrzqg6r32dyngt",
"reactionHash": "17bf90cc2e29a1b93adad9c3beb9855c8d9b28d5e254875cc053de9bb17da259",
"template": null,
"metadata": "{\"ID\":\"US20140073622A1;0254;1499906\",\"rsmi\":\"CC[O:10][C:8]([c:7]1[n:6][c:4]([Cl:5])[c:3]([CH2:2][CH3:1])[nH:11]1)=[O:9]>CO.ClCCl.[Li+].O>[CH3:1][CH2:2][c:3]1[c:4]([Cl:5])[n:6][c:7]([C:8](=[O:9])[OH:10])[nH:11]1\"}"
},
"children": [
{
"id": "cmisbzwyz014hzfddj8b0asrr",
"routeId": "cmisbzwyy014dzfddrs261k0b",
"moleculeId": "apvhjlay4957nzbealpks176",
"parentId": "cmisbzwyz014fzfdd8vyzweiq",
"reactionStepId": "whvhse86s1id196juqcb97wt",
"isLeaf": false,
"molecule": {
"id": "apvhjlay4957nzbealpks176",
"inchikey": "KNQZWWOAZXSMTG-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1nc(Cl)c(CC)[nH]1"
},
"reactionStep": {
"id": "whvhse86s1id196juqcb97wt",
"reactionHash": "8ac4f168cb7d53155176d18af2cdf84b0660857106b9bf17ae887dbbc6f00fa8",
"template": null,
"metadata": "{\"ID\":\"US20140073622A1;0252;1499905\",\"rsmi\":\"O=C1CCC(=O)N1[Cl:9].[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[n:7][cH:8][c:10]([CH2:11][CH3:12])[nH:13]1>ClC(Cl)Cl.O=C(O)O.[Na+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[n:7][c:8]([Cl:9])[c:10]([CH2:11][CH3:12])[nH:13]1\"}"
},
"children": [
{
"id": "cmisbzwyz014jzfddmu7z1g7x",
"routeId": "cmisbzwyy014dzfddrs261k0b",
"moleculeId": "tjclwbbb1r264wtq70rzzmal",
"parentId": "cmisbzwyz014hzfddj8b0asrr",
"reactionStepId": null,
"isLeaf": true,
"molecule": {
"id": "tjclwbbb1r264wtq70rzzmal",
"inchikey": "QFBQZDDWPFZPSS-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1ncc(CC)[nH]1"
},
"reactionStep": null,
"children": []
},
{
"id": "cmisbzwz0014kzfddaklcrp3s",
"routeId": "cmisbzwyy014dzfddrs261k0b",
"moleculeId": "vox5yuq59rybvkh246qo7jdj",
"parentId": "cmisbzwyz014hzfddj8b0asrr",
"reactionStepId": null,
"isLeaf": true,
"molecule": {
"id": "vox5yuq59rybvkh246qo7jdj",
"inchikey": "JRNVZBWKYDBUCA-UHFFFAOYSA-N",
"smiles": "O=C1CCC(=O)N1Cl"
},
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "cmisbzwyz014gzfddkmcrsn3e",
"routeId": "cmisbzwyy014dzfddrs261k0b",
"moleculeId": "veddhaebwyyr6d7e0m1lv2e1",
"parentId": "cmisbzwyz014ezfddmfvdox3m",
"reactionStepId": "lze4054ezcvmvboglhhx77u8",
"isLeaf": false,
"molecule": {
"id": "veddhaebwyyr6d7e0m1lv2e1",
"inchikey": "QASBRXBRYGCBAM-UONOGXRCSA-N",
"smiles": "COC(=O)c1cc(OC)cc(N2CC[C@H](N)[C@H](OC)C2)c1"
},
"reactionStep": {
"id": "lze4054ezcvmvboglhhx77u8",
"reactionHash": "fa22ad7fa667385f258dc7aa29722e85ba1dc49f6807200d79f478becb75719e",
"template": null,
"metadata": "{\"ID\":\"US20140073622A1;2736;1500444\",\"rsmi\":\"O=C(OCc1ccccc1)[NH:12][C@H:11]1[CH2:10][CH2:9][N:8]([c:7]2[cH:6][c:5]([C:3]([O:2][CH3:1])=[O:4])[cH:21][c:18]([O:19][CH3:20])[cH:17]2)[CH2:16][C@H:13]1[O:14][CH3:15]>C.CCOC(C)=O.CO.[Pd]>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][c:7]([N:8]2[CH2:9][CH2:10][C@H:11]([NH2:12])[C@H:13]([O:14][CH3:15])[CH2:16]2)[cH:17][c:18]([O:19][CH3:20])[cH:21]1\"}"
},
"children": [
{
"id": "cmisbzwyz014izfdd68sxueu1",
"routeId": "cmisbzwyy014dzfddrs261k0b",
"moleculeId": "tjmwm3tiafi1ixldndswe8m1",
"parentId": "cmisbzwyz014gzfddkmcrsn3e",
"reactionStepId": "ss2ye88voeqd76p0uf15kiln",
"isLeaf": false,
"molecule": {
"id": "tjmwm3tiafi1ixldndswe8m1",
"inchikey": "FCYSXAZAWOIGFO-LEWJYISDSA-N",
"smiles": "COC(=O)c1cc(OC)cc(N2CC[C@H](NC(=O)OCc3ccccc3)[C@H](OC)C2)c1"
},
"reactionStep": {
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"reactionHash": "83c46f7a1d9523a1b7ddcd35f252922c3eb650ee880a5c862941ab45a11e2f01",
"template": null,
"metadata": "{\"ID\":\"US20140073622A1;2733;1500443\",\"rsmi\":\"Br[c:7]1[cH:6][c:5]([C:3]([O:2][CH3:1])=[O:4])[cH:31][c:28]([O:29][CH3:30])[cH:27]1.[NH:8]1[CH2:9][CH2:10][C@H:11]([NH:12][C:13](=[O:14])[O:15][CH2:16][c:17]2[cH:18][cH:19][cH:20][cH:21][cH:22]2)[C@H:23]([O:24][CH3:25])[CH2:26]1>C1COCCO1.CC(=O)O.CC(=O)O.CN(C)C=O.O=C(O)O.[Cs+].[Cs+].[Pd+2]>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][c:7]([N:8]2[CH2:9][CH2:10][C@H:11]([NH:12][C:13](=[O:14])[O:15][CH2:16][c:17]3[cH:18][cH:19][cH:20][cH:21][cH:22]3)[C@H:23]([O:24][CH3:25])[CH2:26]2)[cH:27][c:28]([O:29][CH3:30])[cH:31]1\"}"
},
"children": [
{
"id": "cmisbzwz0014lzfddzpi0aiss",
"routeId": "cmisbzwyy014dzfddrs261k0b",
"moleculeId": "apji0mz2p46jhbspqp22huwp",
"parentId": "cmisbzwyz014izfdd68sxueu1",
"reactionStepId": null,
"isLeaf": true,
"molecule": {
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"inchikey": "RVXGLLDVLYTBGN-UHFFFAOYSA-N",
"smiles": "COC(=O)c1cc(Br)cc(OC)c1"
},
"reactionStep": null,
"children": []
},
{
"id": "cmisbzwz0014mzfddlcggc1zr",
"routeId": "cmisbzwyy014dzfddrs261k0b",
"moleculeId": "smotmu7eco0urgcgxw2v0llb",
"parentId": "cmisbzwyz014izfdd68sxueu1",
"reactionStepId": "jncxzbt3fr9lb1wpzz1hn53o",
"isLeaf": false,
"molecule": {
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"inchikey": "YYMTVRJEJWZAFY-QWHCGFSZSA-N",
"smiles": "CO[C@@H]1CNCC[C@@H]1NC(=O)OCc1ccccc1"
},
"reactionStep": {
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"reactionHash": "7aa1649cbb1dd9285897c7565f51538cf975ab8374e2c57b810c5c4b24d95f36",
"template": null,
"metadata": "{}"
},
"children": [
{
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"moleculeId": "lukllkgytid766ectunejahg",
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"molecule": {
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"smiles": "CO[C@@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1NC(=O)OCc1ccccc1"
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"template": null,
"metadata": "{}"
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"children": [
{
"id": "cmisbzwz0014ozfddu1zdpcfv",
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"molecule": {
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"smiles": "CO[C@@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1N"
},
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},
{
"id": "cmisbzwz0014pzfddhomxjwu0",
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"molecule": {
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"inchikey": "HSDAJNMJOMSNEV-UHFFFAOYSA-N",
"smiles": "O=C(Cl)OCc1ccccc1"
},
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"children": []
}
]
}
]
}
]
}
]
}
]
}
}