Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCc1cc2c(Br)cnnc2cc1OC
InChiKey
NHWQMPNVRMZWDG-UHFFFAOYSA-N
Route Signature
94ffe635f51940a51c450030f542774f1272cc4438735d7bdb687b207d14acaf
Synthesis route with 9 steps
Route tree structure (JSON format)
{
"route": {
"id": "cmisc047z00tn3oddh8m5kedp",
"signature": "94ffe635f51940a51c450030f542774f1272cc4438735d7bdb687b207d14acaf",
"length": 9,
"isConvergent": false
},
"target": {
"id": "cmisc047z00tm3oddyofebv04",
"benchmarkSetId": "cmisc03z600003oddt8xnrkvq",
"targetId": "n5-00007",
"moleculeId": "fpqecwq9smrowz0x1kxnwj3j",
"routeLength": 9,
"isConvergent": false,
"metadata": "{}",
"molecule": {
"id": "fpqecwq9smrowz0x1kxnwj3j",
"inchikey": "NHWQMPNVRMZWDG-UHFFFAOYSA-N",
"smiles": "CCc1cc2c(Br)cnnc2cc1OC"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "cmisc048000to3oddi30rmcsg",
"routeId": "cmisc047z00tn3oddh8m5kedp",
"moleculeId": "fpqecwq9smrowz0x1kxnwj3j",
"parentId": null,
"reactionStepId": "cby2473y83ou4nejghhb9udo",
"isLeaf": false,
"molecule": {
"id": "fpqecwq9smrowz0x1kxnwj3j",
"inchikey": "NHWQMPNVRMZWDG-UHFFFAOYSA-N",
"smiles": "CCc1cc2c(Br)cnnc2cc1OC"
},
"reactionStep": {
"id": "cby2473y83ou4nejghhb9udo",
"reactionHash": "badd597a3a733dbfbaad173bf94acd4620f67bd385383a0e14ce866420156625",
"template": null,
"metadata": "{\"ID\":\"US20090099175A1;0249;690163\",\"rsmi\":\"O=P(Br)(Br)[Br:13].O[c:12]1[cH:11][n:10][n:9][c:8]2[cH:7][c:4]([O:5][CH3:6])[c:3]([CH2:2][CH3:1])[cH:15][c:14]21>CC#N.O=C(O)O.[Na+]>[CH3:1][CH2:2][c:3]1[c:4]([O:5][CH3:6])[cH:7][c:8]2[n:9][n:10][cH:11][c:12]([Br:13])[c:14]2[cH:15]1\"}"
},
"children": [
{
"id": "cmisc048000tp3oddyeu29tax",
"routeId": "cmisc047z00tn3oddh8m5kedp",
"moleculeId": "li192w94sqepkjxq0ky76wiz",
"parentId": "cmisc048000to3oddi30rmcsg",
"reactionStepId": "tr5ckuj5iqzjrasg7hsrrx0a",
"isLeaf": false,
"molecule": {
"id": "li192w94sqepkjxq0ky76wiz",
"inchikey": "SBUFHPGHGUSAQO-UHFFFAOYSA-N",
"smiles": "CCc1cc2c(O)cnnc2cc1OC"
},
"reactionStep": {
"id": "tr5ckuj5iqzjrasg7hsrrx0a",
"reactionHash": "a5b4d4e9d6005cc5edeb458d2072088a01e993d5d7be257c362fb29dae0187b7",
"template": null,
"metadata": "{\"ID\":\"US20090099175A1;0248;690162\",\"rsmi\":\"O=[N:10]O.[CH3:1][CH2:2][c:3]1[c:4]([O:5][CH3:6])[cH:7][c:8]([NH2:9])[c:14]([C:12]([CH3:11])=[O:13])[cH:15]1>Cl.O.O=C(O)O.[Na+].[Na+]>[CH3:1][CH2:2][c:3]1[c:4]([O:5][CH3:6])[cH:7][c:8]2[n:9][n:10][cH:11][c:12]([OH:13])[c:14]2[cH:15]1\"}"
},
"children": [
{
"id": "cmisc048000tr3odd9zhh53xi",
"routeId": "cmisc047z00tn3oddh8m5kedp",
"moleculeId": "n03c54sshyippvsxsejfsrkp",
"parentId": "cmisc048000tp3oddyeu29tax",
"reactionStepId": "ra94ib73pqat3n5rj2i0cutz",
"isLeaf": false,
"molecule": {
"id": "n03c54sshyippvsxsejfsrkp",
"inchikey": "LSMXGHGQJXRGKN-UHFFFAOYSA-N",
"smiles": "CCc1cc(C(C)=O)c(N)cc1OC"
},
"reactionStep": {
"id": "ra94ib73pqat3n5rj2i0cutz",
"reactionHash": "5600ec917a61e54b7805cfafc39d9ef2c2aa56c9ae1a7e1373734ad083e07efa",
"template": null,
"metadata": "{\"ID\":\"US20090099175A1;0247;690161\",\"rsmi\":\"CC(=O)[NH:10][c:9]1[c:5]([C:6]([CH3:7])=[O:8])[cH:4][c:3]([CH2:2][CH3:1])[c:12]([O:13][CH3:14])[cH:11]1>C1COCCO1.Cl>[CH3:1][CH2:2][c:3]1[cH:4][c:5]([C:6]([CH3:7])=[O:8])[c:9]([NH2:10])[cH:11][c:12]1[O:13][CH3:14]\"}"
},
"children": [
{
"id": "cmisc048100tt3odd14kzmozk",
"routeId": "cmisc047z00tn3oddh8m5kedp",
"moleculeId": "lvyyggers6psdmzz0rhpbvnk",
"parentId": "cmisc048000tr3odd9zhh53xi",
"reactionStepId": "t4hd8s4ij5jitpo9u2i56dvs",
"isLeaf": false,
"molecule": {
"id": "lvyyggers6psdmzz0rhpbvnk",
"inchikey": "KNXJFPZMONJYGC-UHFFFAOYSA-N",
"smiles": "CCc1cc(C(C)=O)c(NC(C)=O)cc1OC"
},
"reactionStep": {
"id": "t4hd8s4ij5jitpo9u2i56dvs",
"reactionHash": "ea51bf9bd83f95acd6a7ccf6b55c59058da1e70c9f06d8648ced18f34450dff9",
"template": null,
"metadata": "{\"ID\":\"US20090099175A1;0246;690160\",\"rsmi\":\"Cl[C:6]([CH3:7])=[O:8].[CH3:1][CH2:2][c:3]1[cH:4][cH:5][c:9]([NH:10][C:11]([CH3:12])=[O:13])[cH:14][c:15]1[O:16][CH3:17]>ClCCl.[Al+3].Cl.Cl.Cl>[CH3:1][CH2:2][c:3]1[cH:4][c:5]([C:6]([CH3:7])=[O:8])[c:9]([NH:10][C:11]([CH3:12])=[O:13])[cH:14][c:15]1[O:16][CH3:17]\"}"
},
"children": [
{
"id": "cmisc048100tu3oddte2k10hr",
"routeId": "cmisc047z00tn3oddh8m5kedp",
"moleculeId": "eusmw5nvkgj6xw4iukfwwzxn",
"parentId": "cmisc048100tt3odd14kzmozk",
"reactionStepId": null,
"isLeaf": true,
"molecule": {
"id": "eusmw5nvkgj6xw4iukfwwzxn",
"inchikey": "WETWJCDKMRHUPV-UHFFFAOYSA-N",
"smiles": "CC(=O)Cl"
},
"reactionStep": null,
"children": []
},
{
"id": "cmisc048100tv3oddrfwlxvq3",
"routeId": "cmisc047z00tn3oddh8m5kedp",
"moleculeId": "qmdqsfz2klrnje3z6c6wc9et",
"parentId": "cmisc048100tt3odd14kzmozk",
"reactionStepId": "srctaujkc4gd4qxnvlj0deao",
"isLeaf": false,
"molecule": {
"id": "qmdqsfz2klrnje3z6c6wc9et",
"inchikey": "RBEWGAODJKBQGP-UHFFFAOYSA-N",
"smiles": "CCc1ccc(NC(C)=O)cc1OC"
},
"reactionStep": {
"id": "srctaujkc4gd4qxnvlj0deao",
"reactionHash": "f6ea113f94d79403aad0508c3812a735a98a53687fa4270afc632193b164df3f",
"template": null,
"metadata": "{\"ID\":\"US20090099175A1;0245;690159\",\"rsmi\":\"Cl[C:10]([CH3:11])=[O:12].[CH3:1][CH2:2][c:3]1[c:4]([O:5][CH3:6])[cH:7][c:8]([NH2:9])[cH:13][cH:14]1>CCN(CC)CC.ClCCl>[CH3:1][CH2:2][c:3]1[c:4]([O:5][CH3:6])[cH:7][c:8]([NH:9][C:10]([CH3:11])=[O:12])[cH:13][cH:14]1\"}"
},
"children": [
{
"id": "cmisc048100tw3oddb4ierfos",
"routeId": "cmisc047z00tn3oddh8m5kedp",
"moleculeId": "eusmw5nvkgj6xw4iukfwwzxn",
"parentId": "cmisc048100tv3oddrfwlxvq3",
"reactionStepId": null,
"isLeaf": true,
"molecule": {
"id": "eusmw5nvkgj6xw4iukfwwzxn",
"inchikey": "WETWJCDKMRHUPV-UHFFFAOYSA-N",
"smiles": "CC(=O)Cl"
},
"reactionStep": null,
"children": []
},
{
"id": "cmisc048100tx3oddaay8cpt4",
"routeId": "cmisc047z00tn3oddh8m5kedp",
"moleculeId": "d0w3mn94b4f82ddo3zo07fo6",
"parentId": "cmisc048100tv3oddrfwlxvq3",
"reactionStepId": "gv0gd8yrce7yxy0z9bhm3ffl",
"isLeaf": false,
"molecule": {
"id": "d0w3mn94b4f82ddo3zo07fo6",
"inchikey": "FHEIXLLVGYMBCH-UHFFFAOYSA-N",
"smiles": "CCc1ccc(N)cc1OC"
},
"reactionStep": {
"id": "gv0gd8yrce7yxy0z9bhm3ffl",
"reactionHash": "e986ee9e5cac530e0e4e2f005d3178a3b87762cefa2caa75ed8e643333b904d6",
"template": null,
"metadata": "{\"ID\":\"US20090099175A1;0244;690158\",\"rsmi\":\"O=[N+:9]([O-])[c:8]1[cH:7][c:4]([O:5][CH3:6])[c:3]([CH2:2][CH3:1])[cH:11][cH:10]1>CC(=O)O.CCO.O.Cl.N.[Zn]>[CH3:1][CH2:2][c:3]1[c:4]([O:5][CH3:6])[cH:7][c:8]([NH2:9])[cH:10][cH:11]1\"}"
},
"children": [
{
"id": "cmisc048100ty3oddzn5ox643",
"routeId": "cmisc047z00tn3oddh8m5kedp",
"moleculeId": "j9w5617ei52gxekgflrheiae",
"parentId": "cmisc048100tx3oddaay8cpt4",
"reactionStepId": "wb9zwi1xjakpt11zu93u929d",
"isLeaf": false,
"molecule": {
"id": "j9w5617ei52gxekgflrheiae",
"inchikey": "ZXPPNSLDISRCTN-UHFFFAOYSA-N",
"smiles": "CCc1ccc([N+](=O)[O-])cc1OC"
},
"reactionStep": {
"id": "wb9zwi1xjakpt11zu93u929d",
"reactionHash": "332256e62ae15f16021476a9c6a9c50adc9c90d852607a58a2ade26b33bd37cb",
"template": null,
"metadata": "{\"ID\":\"US20090099175A1;0243;690157\",\"rsmi\":\"I[CH3:6].[CH3:1][CH2:2][c:3]1[c:4]([OH:5])[cH:7][c:8]([N+:9](=[O:10])[O-:11])[cH:12][cH:13]1>CC(C)=O.O=C(O)O.[K+].[K+]>[CH3:1][CH2:2][c:3]1[c:4]([O:5][CH3:6])[cH:7][c:8]([N+:9](=[O:10])[O-:11])[cH:12][cH:13]1\"}"
},
"children": [
{
"id": "cmisc048100tz3oddgv32c4vz",
"routeId": "cmisc047z00tn3oddh8m5kedp",
"moleculeId": "u1rfeov1j2eo8je01ihmg8kk",
"parentId": "cmisc048100ty3oddzn5ox643",
"reactionStepId": "s3l0468hokcw7d5wauku4zpx",
"isLeaf": false,
"molecule": {
"id": "u1rfeov1j2eo8je01ihmg8kk",
"inchikey": "CQFIMSVIDUTMLT-UHFFFAOYSA-N",
"smiles": "CCc1ccc([N+](=O)[O-])cc1O"
},
"reactionStep": {
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"reactionHash": "385d45fdd0aa11aacbeb7e0c427cc3b0a36ece61b4358fc47d4c200f47e92a4c",
"template": null,
"metadata": "{\"ID\":\"US20090099175A1;0242;690156\",\"rsmi\":\"N[c:4]1[c:3]([CH2:2][CH3:1])[cH:12][cH:11][c:7]([N+:8](=[O:9])[O-:10])[cH:6]1.ON=[O:5]>O.O=S(=O)(O)O.[Na+]>[CH3:1][CH2:2][c:3]1[c:4]([OH:5])[cH:6][c:7]([N+:8](=[O:9])[O-:10])[cH:11][cH:12]1\"}"
},
"children": [
{
"id": "cmisc048200u13oddrqqz6k3y",
"routeId": "cmisc047z00tn3oddh8m5kedp",
"moleculeId": "znybutr4egy5kzgel1l5mxv9",
"parentId": "cmisc048100tz3oddgv32c4vz",
"reactionStepId": "sos45ery6jhwqn926pnyokb8",
"isLeaf": false,
"molecule": {
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"inchikey": "MMZWMCKTKJKIMC-UHFFFAOYSA-N",
"smiles": "CCc1ccc([N+](=O)[O-])cc1N"
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"reactionStep": {
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"template": null,
"metadata": "{\"ID\":\"US20090099175A1;0241;690155\",\"rsmi\":\"O=[N+:5]([O-])[c:4]1[c:3]([CH2:2][CH3:1])[cH:12][cH:11][c:7]([N+:8](=[O:9])[O-:10])[cH:6]1>CC(=O)O.[Fe]>[CH3:1][CH2:2][c:3]1[c:4]([NH2:5])[cH:6][c:7]([N+:8](=[O:9])[O-:10])[cH:11][cH:12]1\"}"
},
"children": [
{
"id": "cmisc048200u33oddd5i9jou9",
"routeId": "cmisc047z00tn3oddh8m5kedp",
"moleculeId": "lcj17m263ctcxhroua6lg67b",
"parentId": "cmisc048200u13oddrqqz6k3y",
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"isLeaf": true,
"molecule": {
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"inchikey": "RPQSKHWNIKZEAI-UHFFFAOYSA-N",
"smiles": "CCc1ccc([N+](=O)[O-])cc1[N+](=O)[O-]"
},
"reactionStep": null,
"children": []
}
]
},
{
"id": "cmisc048200u23oddm9xsrdr2",
"routeId": "cmisc047z00tn3oddh8m5kedp",
"moleculeId": "eim8uhc81su40lvbk2d1krnl",
"parentId": "cmisc048100tz3oddgv32c4vz",
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"isLeaf": true,
"molecule": {
"id": "eim8uhc81su40lvbk2d1krnl",
"inchikey": "IOVCWXUNBOPUCH-UHFFFAOYSA-N",
"smiles": "[O-]N=[OH+]"
},
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"children": []
}
]
},
{
"id": "cmisc048100u03oddwbsgt9up",
"routeId": "cmisc047z00tn3oddh8m5kedp",
"moleculeId": "qfctl7qc4jcrfmkz2e4estin",
"parentId": "cmisc048100ty3oddzn5ox643",
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"isLeaf": true,
"molecule": {
"id": "qfctl7qc4jcrfmkz2e4estin",
"inchikey": "INQOMBQAUSQDDS-UHFFFAOYSA-N",
"smiles": "CI"
},
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"children": []
}
]
}
]
}
]
}
]
}
]
},
{
"id": "cmisc048000ts3oddu42njmis",
"routeId": "cmisc047z00tn3oddh8m5kedp",
"moleculeId": "eim8uhc81su40lvbk2d1krnl",
"parentId": "cmisc048000tp3oddyeu29tax",
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"molecule": {
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"inchikey": "IOVCWXUNBOPUCH-UHFFFAOYSA-N",
"smiles": "[O-]N=[OH+]"
},
"reactionStep": null,
"children": []
}
]
},
{
"id": "cmisc048000tq3oddkol7wwv1",
"routeId": "cmisc047z00tn3oddh8m5kedp",
"moleculeId": "d0jf4lm96psc738nx522e4a0",
"parentId": "cmisc048000to3oddi30rmcsg",
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"isLeaf": true,
"molecule": {
"id": "d0jf4lm96psc738nx522e4a0",
"inchikey": "UXCDUFKZSUBXGM-UHFFFAOYSA-N",
"smiles": "O=P(Br)(Br)Br"
},
"reactionStep": null,
"children": []
}
]
}
}