Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
O=C(NOCCO)c1ccc2cncn2c1Nc1ccc(C2CC2)cc1F
InChiKey
MJMOPUIFKLDPSI-UHFFFAOYSA-N
Route Content Hash
20b61e83989b16178dde3bbe96a9288284dc5e4daa25922d70b5e1c316f742b6
Route Signature
316588cd5de53b738af5d4f367b8ed25811700f3633117ec672cc6dd076552a5
Synthesis route with 9 steps (convergent)
Scroll to zoom. Drag to pan. Nodes marked in green are in stock.
Route tree structure (JSON format)
{
"route": {
"id": "cmisc048c00u63oddgatcbzq8",
"signature": "316588cd5de53b738af5d4f367b8ed25811700f3633117ec672cc6dd076552a5",
"contentHash": "20b61e83989b16178dde3bbe96a9288284dc5e4daa25922d70b5e1c316f742b6",
"length": 9,
"isConvergent": true
},
"target": {
"id": "cmisc048c00u53oddcdwyak92",
"benchmarkSetId": "cmisc03z600003oddt8xnrkvq",
"targetId": "n5-00014",
"moleculeId": "fgbzhr70c45r5eot2aeeegaw",
"routeLength": 9,
"isConvergent": true,
"metadata": "{}",
"molecule": {
"id": "fgbzhr70c45r5eot2aeeegaw",
"inchikey": "MJMOPUIFKLDPSI-UHFFFAOYSA-N",
"smiles": "O=C(NOCCO)c1ccc2cncn2c1Nc1ccc(C2CC2)cc1F"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "cmisc048d00u73oddhm8s17fx",
"routeId": "cmisc048c00u63oddgatcbzq8",
"moleculeId": "fgbzhr70c45r5eot2aeeegaw",
"parentId": null,
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20120309765A1;0416;1308173\",\"rsmi\":\"C=C[O:7][CH2:6][CH2:5][O:4][NH:3][C:2](=[O:1])[c:8]1[c:9]([NH:10][c:11]2[c:12]([F:13])[cH:14][c:15]([CH:16]3[CH2:17][CH2:18]3)[cH:19][cH:20]2)[n:21]2[cH:22][n:23][cH:24][c:25]2[cH:26][cH:27]1>CO.Cl>[O:1]=[C:2]([NH:3][O:4][CH2:5][CH2:6][OH:7])[c:8]1[c:9]([NH:10][c:11]2[c:12]([F:13])[cH:14][c:15]([CH:16]3[CH2:17][CH2:18]3)[cH:19][cH:20]2)[n:21]2[cH:22][n:23][cH:24][c:25]2[cH:26][cH:27]1\"}",
"molecule": {
"id": "fgbzhr70c45r5eot2aeeegaw",
"inchikey": "MJMOPUIFKLDPSI-UHFFFAOYSA-N",
"smiles": "O=C(NOCCO)c1ccc2cncn2c1Nc1ccc(C2CC2)cc1F"
},
"children": [
{
"id": "cmisc048d00u83odd9ktg80lw",
"routeId": "cmisc048c00u63oddgatcbzq8",
"moleculeId": "hka0022rusonxb970az1yqjg",
"parentId": "cmisc048d00u73oddhm8s17fx",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20120309765A1;0415;1308172\",\"rsmi\":\"O[C:8](=[O:9])[c:10]1[c:11]([NH:12][c:13]2[c:14]([F:15])[cH:16][c:17]([CH:18]3[CH2:19][CH2:20]3)[cH:21][cH:22]2)[n:23]2[cH:24][n:25][cH:26][c:27]2[cH:28][cH:29]1.[CH2:1]=[CH:2][O:3][CH2:4][CH2:5][O:6][NH2:7]>CCN(C(C)C)C(C)C.CCN=C=NCCCN(C)C.CN(C)C=O.Cl.On1nnc2ccccc21>[CH2:1]=[CH:2][O:3][CH2:4][CH2:5][O:6][NH:7][C:8](=[O:9])[c:10]1[c:11]([NH:12][c:13]2[c:14]([F:15])[cH:16][c:17]([CH:18]3[CH2:19][CH2:20]3)[cH:21][cH:22]2)[n:23]2[cH:24][n:25][cH:26][c:27]2[cH:28][cH:29]1\"}",
"molecule": {
"id": "hka0022rusonxb970az1yqjg",
"inchikey": "JHQHEGWHFVCINB-UHFFFAOYSA-N",
"smiles": "C=COCCONC(=O)c1ccc2cncn2c1Nc1ccc(C2CC2)cc1F"
},
"children": [
{
"id": "cmisc048d00u93oddqvbxhm53",
"routeId": "cmisc048c00u63oddgatcbzq8",
"moleculeId": "f2dk8bllgvdxngrpra65imii",
"parentId": "cmisc048d00u83odd9ktg80lw",
"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
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"inchikey": "XZTSFVPMMQNIAJ-UHFFFAOYSA-N",
"smiles": "C=COCCON"
},
"children": []
},
{
"id": "cmisc048d00ua3odd9mbym8ci",
"routeId": "cmisc048c00u63oddgatcbzq8",
"moleculeId": "csip4cnnqjcj81914xl95yj3",
"parentId": "cmisc048d00u83odd9ktg80lw",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20120309765A1;0303;1308125\",\"rsmi\":\"C[O:3][C:2](=[O:1])[c:4]1[c:5]([NH:6][c:7]2[c:8]([F:9])[cH:10][c:11]([CH:12]3[CH2:13][CH2:14]3)[cH:15][cH:16]2)[n:17]2[cH:18][n:19][cH:20][c:21]2[cH:22][cH:23]1>CO.[Na+].O>[O:1]=[C:2]([OH:3])[c:4]1[c:5]([NH:6][c:7]2[c:8]([F:9])[cH:10][c:11]([CH:12]3[CH2:13][CH2:14]3)[cH:15][cH:16]2)[n:17]2[cH:18][n:19][cH:20][c:21]2[cH:22][cH:23]1\"}",
"molecule": {
"id": "csip4cnnqjcj81914xl95yj3",
"inchikey": "NWALIDBGMWTUEO-UHFFFAOYSA-N",
"smiles": "O=C(O)c1ccc2cncn2c1Nc1ccc(C2CC2)cc1F"
},
"children": [
{
"id": "cmisc048e00ub3oddpwu4hsn3",
"routeId": "cmisc048c00u63oddgatcbzq8",
"moleculeId": "ng6pemvbzbskdwumkjmfo8c7",
"parentId": "cmisc048d00ua3odd9mbym8ci",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20120309765A1;0302;1308124\",\"rsmi\":\"Cl[c:6]1[c:5]([C:3]([O:2][CH3:1])=[O:4])[cH:24][cH:23][c:22]2[n:18]1[cH:19][n:20][cH:21]2.[NH2:7][c:8]1[c:9]([F:10])[cH:11][c:12]([CH:13]2[CH2:14][CH2:15]2)[cH:16][cH:17]1>C1CCOC1.C[Si](C)(C)N[Si](C)(C)C.[Li+]>[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([NH:7][c:8]2[c:9]([F:10])[cH:11][c:12]([CH:13]3[CH2:14][CH2:15]3)[cH:16][cH:17]2)[n:18]2[cH:19][n:20][cH:21][c:22]2[cH:23][cH:24]1\"}",
"molecule": {
"id": "ng6pemvbzbskdwumkjmfo8c7",
"inchikey": "KIFAVKBBGZUKLW-UHFFFAOYSA-N",
"smiles": "COC(=O)c1ccc2cncn2c1Nc1ccc(C2CC2)cc1F"
},
"children": [
{
"id": "cmisc048e00uc3oddytirxqw5",
"routeId": "cmisc048c00u63oddgatcbzq8",
"moleculeId": "lqg3gcjrfwpwq1adnl374tm2",
"parentId": "cmisc048e00ub3oddpwu4hsn3",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20120309765A1;0284;1308116\",\"rsmi\":\"O=[CH:9][NH:10][CH2:11][c:12]1[n:8][c:6]([Cl:7])[c:5]([C:3]([O:2][CH3:1])=[O:4])[cH:14][cH:13]1>CCOC(C)=O.Cc1ccccc1.ClOCl.[Na+].O.[P+5]>[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([Cl:7])[n:8]2[cH:9][n:10][cH:11][c:12]2[cH:13][cH:14]1\"}",
"molecule": {
"id": "lqg3gcjrfwpwq1adnl374tm2",
"inchikey": "LHXRTDJUZZEEQH-UHFFFAOYSA-N",
"smiles": "COC(=O)c1ccc2cncn2c1Cl"
},
"children": [
{
"id": "cmisc048e00ue3oddqvr0bliq",
"routeId": "cmisc048c00u63oddgatcbzq8",
"moleculeId": "nqwe36rbm2etcupx2czyz9dq",
"parentId": "cmisc048e00uc3oddytirxqw5",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20120309765A1;0322;1308129\",\"rsmi\":\"O[CH:12]=[O:13].[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([Cl:7])[n:8][c:9]([CH2:10][NH2:11])[cH:14][cH:15]1>CC(=O)OC(C)=O>[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([Cl:7])[n:8][c:9]([CH2:10][NH:11][CH:12]=[O:13])[cH:14][cH:15]1\"}",
"molecule": {
"id": "nqwe36rbm2etcupx2czyz9dq",
"inchikey": "XTUQHUQSYVMFJA-UHFFFAOYSA-N",
"smiles": "COC(=O)c1ccc(CNC=O)nc1Cl"
},
"children": [
{
"id": "cmisc048e00ug3oddt125vfrg",
"routeId": "cmisc048c00u63oddgatcbzq8",
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"parentId": "cmisc048e00ue3oddqvr0bliq",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20120309765A1;0320;1308128\",\"rsmi\":\"[N-]=[N+]=[N:11][CH2:10][c:9]1[n:8][c:6]([Cl:7])[c:5]([C:3]([O:2][CH3:1])=[O:4])[cH:13][cH:12]1>C1CCOC1.O.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([Cl:7])[n:8][c:9]([CH2:10][NH2:11])[cH:12][cH:13]1\"}",
"molecule": {
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"inchikey": "UHJGVTIBZRKJPK-UHFFFAOYSA-N",
"smiles": "COC(=O)c1ccc(CN)nc1Cl"
},
"children": [
{
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"parentId": "cmisc048e00ug3oddt125vfrg",
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"template": null,
"metadata": "{\"ID\":\"US20120309765A1;0318;1308127\",\"rsmi\":\"O[CH2:10][c:9]1[n:8][c:6]([Cl:7])[c:5]([C:3]([O:2][CH3:1])=[O:4])[cH:15][cH:14]1.[N-:11]=[N+:12]=[N-:13]>CCOC(C)=O.CS(=O)(=O)Cl.ClCCl.[Na+]>[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([Cl:7])[n:8][c:9]([CH2:10][N:11]=[N+:12]=[N-:13])[cH:14][cH:15]1\"}",
"molecule": {
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"smiles": "COC(=O)c1ccc(CN=[N+]=[N-])nc1Cl"
},
"children": [
{
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"metadata": "{\"ID\":\"US20120309765A1;0316;1308126\",\"rsmi\":\"CO[C:10]([c:9]1[n:8][c:6]([Cl:7])[c:5]([C:3]([O:2][CH3:1])=[O:4])[cH:13][cH:12]1)=[O:11]>C1CCOC1.CCO.B.[Ca+2].Cl.Cl.[Na+]>[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([Cl:7])[n:8][c:9]([CH2:10][OH:11])[cH:12][cH:13]1\"}",
"molecule": {
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{
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"molecule": {
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"smiles": "COC(=O)c1ccc(C(=O)OC)c(Cl)n1"
},
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}
]
},
{
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"molecule": {
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"smiles": "[N]N=[N-]"
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{
"id": "cmisc048e00uh3oddku2je9cl",
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"molecule": {
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"smiles": "O=CO"
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{
"id": "cmisc048e00ud3oddmvnkai73",
"routeId": "cmisc048c00u63oddgatcbzq8",
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"metadata": "{\"ID\":\"US20120309765A1;0262;1308106\",\"rsmi\":\"O=[N+:1]([O-])[c:2]1[c:3]([F:4])[cH:5][c:6]([CH:7]2[CH2:8][CH2:9]2)[cH:10][cH:11]1>[Pd]>[NH2:1][c:2]1[c:3]([F:4])[cH:5][c:6]([CH:7]2[CH2:8][CH2:9]2)[cH:10][cH:11]1\"}",
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}
]
}
]
}
]
}
]
}
]
}
}