Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
O=C(NCC1(N2CCCCC2)CC(CO)C1)c1ccc(Cl)cc1Cl
InChiKey
JXIVLCPNKAQBOC-UHFFFAOYSA-N
Route Signature
d1328448d5042560e798737d29f333c85b5eb8d22eff40e9fe2ea25e1e41d62f
Synthesis route with 6 steps
Route tree structure (JSON format)
{
"route": {
"id": "cmisc0at603gm7qddogjyxl9a",
"signature": "d1328448d5042560e798737d29f333c85b5eb8d22eff40e9fe2ea25e1e41d62f",
"length": 6,
"isConvergent": false
},
"target": {
"id": "cmisc0at603gl7qdda1oriv7g",
"benchmarkSetId": "cmisc09u000007qddhq6eczgb",
"targetId": "n5-00136",
"moleculeId": "yzm71b9fotftzvtqklo1nr03",
"routeLength": 6,
"isConvergent": false,
"metadata": "{}",
"molecule": {
"id": "yzm71b9fotftzvtqklo1nr03",
"inchikey": "JXIVLCPNKAQBOC-UHFFFAOYSA-N",
"smiles": "O=C(NCC1(N2CCCCC2)CC(CO)C1)c1ccc(Cl)cc1Cl"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "cmisc0at703gn7qddcmxiz6ob",
"routeId": "cmisc0at603gm7qddogjyxl9a",
"moleculeId": "yzm71b9fotftzvtqklo1nr03",
"parentId": null,
"reactionStepId": "mhvzv8rgeeo0pcx7hiy0hwl7",
"isLeaf": false,
"molecule": {
"id": "yzm71b9fotftzvtqklo1nr03",
"inchikey": "JXIVLCPNKAQBOC-UHFFFAOYSA-N",
"smiles": "O=C(NCC1(N2CCCCC2)CC(CO)C1)c1ccc(Cl)cc1Cl"
},
"reactionStep": {
"id": "mhvzv8rgeeo0pcx7hiy0hwl7",
"reactionHash": "6958a6cf5acce67eaf9df3cda0dfe246e5768d9c4b76f3534af8858c74eedfe8",
"template": null,
"metadata": "{\"ID\":\"US20100222317A1;0241;936508\",\"rsmi\":\"c1ccc(C[O:15][CH2:14][CH:13]2[CH2:12][C:5]([CH2:4][NH:3][C:2](=[O:1])[c:17]3[c:18]([Cl:19])[cH:20][c:21]([Cl:22])[cH:23][cH:24]3)([N:6]3[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11]3)[CH2:16]2)cc1>C[Si](C)(C)I.ClCCl>[O:1]=[C:2]([NH:3][CH2:4][C:5]1([N:6]2[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11]2)[CH2:12][CH:13]([CH2:14][OH:15])[CH2:16]1)[c:17]1[c:18]([Cl:19])[cH:20][c:21]([Cl:22])[cH:23][cH:24]1\"}"
},
"children": [
{
"id": "cmisc0at703go7qddw3ijizi9",
"routeId": "cmisc0at603gm7qddogjyxl9a",
"moleculeId": "t8ek1qtpw28fcm3ypdn71qhu",
"parentId": "cmisc0at703gn7qddcmxiz6ob",
"reactionStepId": "h784mbu4kj08124slvm9pox6",
"isLeaf": false,
"molecule": {
"id": "t8ek1qtpw28fcm3ypdn71qhu",
"inchikey": "HBECVEDUZKPDGV-UHFFFAOYSA-N",
"smiles": "O=C(NCC1(N2CCCCC2)CC(COCc2ccccc2)C1)c1ccc(Cl)cc1Cl"
},
"reactionStep": {
"id": "h784mbu4kj08124slvm9pox6",
"reactionHash": "2b19d6d14d546cba4e3f2dfeb54be4bce8af8166029842cea920ae7a908535f6",
"template": null,
"metadata": "{\"ID\":\"US20100222317A1;0240;936507\",\"rsmi\":\"Cl[C:2](=[O:1])[c:24]1[c:25]([Cl:26])[cH:27][c:28]([Cl:29])[cH:30][cH:31]1.[NH2:3][CH2:4][C:5]1([N:6]2[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11]2)[CH2:12][CH:13]([CH2:14][O:15][CH2:16][c:17]2[cH:18][cH:19][cH:20][cH:21][cH:22]2)[CH2:23]1>CCN(C(C)C)C(C)C.ClCCl.O>[O:1]=[C:2]([NH:3][CH2:4][C:5]1([N:6]2[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11]2)[CH2:12][CH:13]([CH2:14][O:15][CH2:16][c:17]2[cH:18][cH:19][cH:20][cH:21][cH:22]2)[CH2:23]1)[c:24]1[c:25]([Cl:26])[cH:27][c:28]([Cl:29])[cH:30][cH:31]1\"}"
},
"children": [
{
"id": "cmisc0at803gp7qddxw5ar3cx",
"routeId": "cmisc0at603gm7qddogjyxl9a",
"moleculeId": "xuzhu0bqprxv7458qitkgwiw",
"parentId": "cmisc0at703go7qddw3ijizi9",
"reactionStepId": "h467bnl5sfzktikl657ri728",
"isLeaf": false,
"molecule": {
"id": "xuzhu0bqprxv7458qitkgwiw",
"inchikey": "CGULGYDOOJOSNV-UHFFFAOYSA-N",
"smiles": "NCC1(N2CCCCC2)CC(COCc2ccccc2)C1"
},
"reactionStep": {
"id": "h467bnl5sfzktikl657ri728",
"reactionHash": "402e7e9846962c68ae12842d116305412b9438bfb18e4e0566eb0126adf8657e",
"template": null,
"metadata": "{\"ID\":\"US20100222317A1;0239;936506\",\"rsmi\":\"[N:1]#[C:2][C:3]1([N:4]2[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9]2)[CH2:10][CH:11]([CH2:12][O:13][CH2:14][c:15]2[cH:16][cH:17][cH:18][cH:19][cH:20]2)[CH2:21]1>CCOCC.O.[Al+3].[HH].[HH].[HH].[HH].[Li+].[Na+].O>[NH2:1][CH2:2][C:3]1([N:4]2[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9]2)[CH2:10][CH:11]([CH2:12][O:13][CH2:14][c:15]2[cH:16][cH:17][cH:18][cH:19][cH:20]2)[CH2:21]1\"}"
},
"children": [
{
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"routeId": "cmisc0at603gm7qddogjyxl9a",
"moleculeId": "nqfo1puutof6n5z5tte3l6i6",
"parentId": "cmisc0at803gp7qddxw5ar3cx",
"reactionStepId": "esx6sh4q3cb28bu0tvde86u3",
"isLeaf": false,
"molecule": {
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"inchikey": "QYFPEBKICVBYFM-UHFFFAOYSA-N",
"smiles": "N#CC1(N2CCCCC2)CC(COCc2ccccc2)C1"
},
"reactionStep": {
"id": "esx6sh4q3cb28bu0tvde86u3",
"reactionHash": "54173a87edb55a2085a017ef998c43ec2997e5ece5c662c3cf0e498693d42d44",
"template": null,
"metadata": "{\"ID\":\"US20100222317A1;0238;936505\",\"rsmi\":\"O=[C:3]1[CH2:10][CH:11]([CH2:12][O:13][CH2:14][c:15]2[cH:16][cH:17][cH:18][cH:19][cH:20]2)[CH2:21]1.[N:1]#[CH:2].[NH:4]1[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9]1>CCOC(C)=O.CO.Cl.O=C(O)O.[Na+].[Na+].[Na+]>[N:1]#[C:2][C:3]1([N:4]2[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9]2)[CH2:10][CH:11]([CH2:12][O:13][CH2:14][c:15]2[cH:16][cH:17][cH:18][cH:19][cH:20]2)[CH2:21]1\"}"
},
"children": [
{
"id": "cmisc0at803gs7qddxvwo7c54",
"routeId": "cmisc0at603gm7qddogjyxl9a",
"moleculeId": "uv4qslbqo8dw8dzw5wytn3fr",
"parentId": "cmisc0at803gr7qddaqvlakqj",
"reactionStepId": null,
"isLeaf": true,
"molecule": {
"id": "uv4qslbqo8dw8dzw5wytn3fr",
"inchikey": "LELOWRISYMNNSU-UHFFFAOYSA-N",
"smiles": "C#N"
},
"reactionStep": null,
"children": []
},
{
"id": "cmisc0at803gt7qddf11z5yqm",
"routeId": "cmisc0at603gm7qddogjyxl9a",
"moleculeId": "lr13r2z1ygsvvetvv453t1oe",
"parentId": "cmisc0at803gr7qddaqvlakqj",
"reactionStepId": null,
"isLeaf": true,
"molecule": {
"id": "lr13r2z1ygsvvetvv453t1oe",
"inchikey": "NQRYJNQNLNOLGT-UHFFFAOYSA-N",
"smiles": "C1CCNCC1"
},
"reactionStep": null,
"children": []
},
{
"id": "cmisc0at803gu7qdd0yomke0r",
"routeId": "cmisc0at603gm7qddogjyxl9a",
"moleculeId": "lbew66rdoxrf7xc31n7l8ayo",
"parentId": "cmisc0at803gr7qddaqvlakqj",
"reactionStepId": "l6nzyl2tcrigri2w9va9u2y4",
"isLeaf": false,
"molecule": {
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"inchikey": "FHBBBGYOVFMVIB-UHFFFAOYSA-N",
"smiles": "O=C1CC(COCc2ccccc2)C1"
},
"reactionStep": {
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"reactionHash": "3b0f75e3d5f3bc17b8b064ea25149cb65f611385e76f7c2575559282276a5fd1",
"template": null,
"metadata": "{\"ID\":\"US20100222317A1;0237;936504\",\"rsmi\":\"Cl[C:3]1(Cl)[C:2](=[O:1])[CH2:14][CH:4]1[CH2:5][O:6][CH2:7][c:8]1[cH:9][cH:10][cH:11][cH:12][cH:13]1>CO.[Zn]>[O:1]=[C:2]1[CH2:3][CH:4]([CH2:5][O:6][CH2:7][c:8]2[cH:9][cH:10][cH:11][cH:12][cH:13]2)[CH2:14]1\"}"
},
"children": [
{
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"routeId": "cmisc0at603gm7qddogjyxl9a",
"moleculeId": "tsuhlebzb6zi867nnc7ptok2",
"parentId": "cmisc0at803gu7qdd0yomke0r",
"reactionStepId": "krb2g01phmkbrjxrr5fo3soq",
"isLeaf": false,
"molecule": {
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"inchikey": "HTBVHBZQWJHYRI-UHFFFAOYSA-N",
"smiles": "O=C1CC(COCc2ccccc2)C1(Cl)Cl"
},
"reactionStep": {
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"reactionHash": "962bce5e3a5c83e844c5e6a9af89412bad734723c5593b7ea86284284785a782",
"template": null,
"metadata": "{\"ID\":\"US20100222317A1;0236;936503\",\"rsmi\":\"Cl[C:2](=[O:1])[C:14](Cl)([Cl:15])[Cl:16].[CH2:3]=[CH:4][CH2:5][O:6][CH2:7][c:8]1[cH:9][cH:10][cH:11][cH:12][cH:13]1>CCOCC.COCCOC.[Cu].[Zn]>[O:1]=[C:2]1[CH2:3][CH:4]([CH2:5][O:6][CH2:7][c:8]2[cH:9][cH:10][cH:11][cH:12][cH:13]2)[C:14]1([Cl:15])[Cl:16]\"}"
},
"children": [
{
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"routeId": "cmisc0at603gm7qddogjyxl9a",
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"parentId": "cmisc0at803gv7qddv3u5xfv7",
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"molecule": {
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"inchikey": "HUGHWHMUUQNACD-UHFFFAOYSA-N",
"smiles": "C=CCOCc1ccccc1"
},
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"children": []
},
{
"id": "cmisc0at903gx7qdd8ei55nxb",
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"molecule": {
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"smiles": "O=C(Cl)C(Cl)(Cl)Cl"
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}
]
}
]
}
]
}
]
},
{
"id": "cmisc0at803gq7qddun143vvd",
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"molecule": {
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"smiles": "O=C(Cl)c1ccc(Cl)cc1Cl"
},
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"children": []
}
]
}
]
}
}