Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC(=O)OC1CCCC1(N)CNc1ccc(C#N)c(Cl)c1C
InChiKey
ZYQQDZOBVMNFJG-UHFFFAOYSA-N
Route Content Hash
dde9b7ebe2fde6e100cafdf91d79a8cac5d3dbea5843e3ad254664a2bf0797bf
Route Signature
530bd45e948725fa3ef214db4325e96f92b30c659c9c5b3cd0cb881734bc8dbf
Synthesis route with 8 steps
Scroll to zoom. Drag to pan. Nodes marked in green are in stock.
Route tree structure (JSON format)
{
"route": {
"id": "cmisc042h008v3oddxwvrpa4t",
"signature": "530bd45e948725fa3ef214db4325e96f92b30c659c9c5b3cd0cb881734bc8dbf",
"contentHash": "dde9b7ebe2fde6e100cafdf91d79a8cac5d3dbea5843e3ad254664a2bf0797bf",
"length": 8,
"isConvergent": false
},
"target": {
"id": "cmisc042g008u3oddjkpfgcmr",
"benchmarkSetId": "cmisc03z600003oddt8xnrkvq",
"targetId": "n5-00076",
"moleculeId": "tdrcoe46hby1k0fk9urvsaz8",
"routeLength": 8,
"isConvergent": false,
"metadata": "{}",
"molecule": {
"id": "tdrcoe46hby1k0fk9urvsaz8",
"inchikey": "ZYQQDZOBVMNFJG-UHFFFAOYSA-N",
"smiles": "CC(=O)OC1CCCC1(N)CNc1ccc(C#N)c(Cl)c1C"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "cmisc042i008w3oddf5piffjm",
"routeId": "cmisc042h008v3oddxwvrpa4t",
"moleculeId": "tdrcoe46hby1k0fk9urvsaz8",
"parentId": null,
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20150299120A1;0863;1772552\",\"rsmi\":\"CC(C)(C)OC(=O)[NH:10][C:9]1([CH2:11][NH:12][c:13]2[c:14]([CH3:15])[c:16]([Cl:17])[c:18]([C:19]#[N:20])[cH:21][cH:22]2)[CH:5]([O:4][C:2]([CH3:1])=[O:3])[CH2:6][CH2:7][CH2:8]1>ClCCl.O=C(O)C(F)(F)F.O=C(O)O.[Na+]>[CH3:1][C:2](=[O:3])[O:4][CH:5]1[CH2:6][CH2:7][CH2:8][C:9]1([NH2:10])[CH2:11][NH:12][c:13]1[c:14]([CH3:15])[c:16]([Cl:17])[c:18]([C:19]#[N:20])[cH:21][cH:22]1\"}",
"molecule": {
"id": "tdrcoe46hby1k0fk9urvsaz8",
"inchikey": "ZYQQDZOBVMNFJG-UHFFFAOYSA-N",
"smiles": "CC(=O)OC1CCCC1(N)CNc1ccc(C#N)c(Cl)c1C"
},
"children": [
{
"id": "cmisc042i008x3odd58izldjf",
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"moleculeId": "bj1ebzu6txx1g3rtd7yof11j",
"parentId": "cmisc042i008w3oddf5piffjm",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20150299120A1;0859;1772551\",\"rsmi\":\"CC(=O)O[C:2]([CH3:1])=[O:3].[OH:4][CH:5]1[CH2:6][CH2:7][CH2:8][C:9]1([CH2:10][NH:11][c:12]1[c:13]([CH3:14])[c:15]([Cl:16])[c:17]([C:18]#[N:19])[cH:20][cH:21]1)[NH:22][C:23](=[O:24])[O:25][C:26]([CH3:27])([CH3:28])[CH3:29]>CN(C)c1ccncc1.ClCCl.O>[CH3:1][C:2](=[O:3])[O:4][CH:5]1[CH2:6][CH2:7][CH2:8][C:9]1([CH2:10][NH:11][c:12]1[c:13]([CH3:14])[c:15]([Cl:16])[c:17]([C:18]#[N:19])[cH:20][cH:21]1)[NH:22][C:23](=[O:24])[O:25][C:26]([CH3:27])([CH3:28])[CH3:29]\"}",
"molecule": {
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"inchikey": "OVVJWGZPUBVLEW-UHFFFAOYSA-N",
"smiles": "CC(=O)OC1CCCC1(CNc1ccc(C#N)c(Cl)c1C)NC(=O)OC(C)(C)C"
},
"children": [
{
"id": "cmisc042i008y3oddrbj0i4hv",
"routeId": "cmisc042h008v3oddxwvrpa4t",
"moleculeId": "m90p2lk96ygqofdrus740mq1",
"parentId": "cmisc042i008x3odd58izldjf",
"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
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"inchikey": "WFDIJRYMOXRFFG-UHFFFAOYSA-N",
"smiles": "CC(=O)OC(C)=O"
},
"children": []
},
{
"id": "cmisc042i008z3odd0dehkvqt",
"routeId": "cmisc042h008v3oddxwvrpa4t",
"moleculeId": "x40hjmtv5xcbmr5nchpplcfg",
"parentId": "cmisc042i008x3odd58izldjf",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20150299120A1;0857;1772550\",\"rsmi\":\"CC(C)(C)[Si](C)(C)[O:19][CH:18]1[C:6]([CH2:5][NH:4][c:3]2[c:2]([CH3:1])[c:25]([Cl:26])[c:22]([C:23]#[N:24])[cH:21][cH:20]2)([NH:7][C:8](=[O:9])[O:10][C:11]([CH3:12])([CH3:13])[CH3:14])[CH2:15][CH2:16][CH2:17]1>C1CCOC1.CCCC[N+](CCCC)(CCCC)CCCC.O.F>[CH3:1][c:2]1[c:3]([NH:4][CH2:5][C:6]2([NH:7][C:8](=[O:9])[O:10][C:11]([CH3:12])([CH3:13])[CH3:14])[CH2:15][CH2:16][CH2:17][CH:18]2[OH:19])[cH:20][cH:21][c:22]([C:23]#[N:24])[c:25]1[Cl:26]\"}",
"molecule": {
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"inchikey": "OXHDPTHDILMLDY-UHFFFAOYSA-N",
"smiles": "Cc1c(NCC2(NC(=O)OC(C)(C)C)CCCC2O)ccc(C#N)c1Cl"
},
"children": [
{
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"moleculeId": "oo03tg4lakt2itnr1pxonr2f",
"parentId": "cmisc042i008z3odd0dehkvqt",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20150299120A1;0853;1772549\",\"rsmi\":\"O=[CH:5][C:6]1([NH:7][C:8](=[O:9])[O:10][C:11]([CH3:12])([CH3:13])[CH3:14])[CH2:15][CH2:16][CH2:17][CH:18]1[O:19][Si:20]([CH3:21])([CH3:22])[C:23]([CH3:24])([CH3:25])[CH3:26].[CH3:1][c:2]1[c:3]([NH2:4])[cH:27][cH:28][c:29]([C:30]#[N:31])[c:32]1[Cl:33]>CC(=O)O.CO.BC#N.[Na+]>[CH3:1][c:2]1[c:3]([NH:4][CH2:5][C:6]2([NH:7][C:8](=[O:9])[O:10][C:11]([CH3:12])([CH3:13])[CH3:14])[CH2:15][CH2:16][CH2:17][CH:18]2[O:19][Si:20]([CH3:21])([CH3:22])[C:23]([CH3:24])([CH3:25])[CH3:26])[cH:27][cH:28][c:29]([C:30]#[N:31])[c:32]1[Cl:33]\"}",
"molecule": {
"id": "oo03tg4lakt2itnr1pxonr2f",
"inchikey": "JQOSBVJZLGFUGH-UHFFFAOYSA-N",
"smiles": "Cc1c(NCC2(NC(=O)OC(C)(C)C)CCCC2O[Si](C)(C)C(C)(C)C)ccc(C#N)c1Cl"
},
"children": [
{
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"routeId": "cmisc042h008v3oddxwvrpa4t",
"moleculeId": "t3uy6svanwjg2l4dslr8mh5u",
"parentId": "cmisc042j00903oddudfegks3",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20150299120A1;0454;1772501\",\"rsmi\":\"CO[C:10]([C:9]1([NH:8][C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[CH2:12][CH2:13][CH2:14][CH:15]1[O:16][Si:17]([CH3:18])([CH3:19])[C:20]([CH3:21])([CH3:22])[CH3:23])=[O:11]>CC(C)C[AlH]CC(C)C.Cc1ccccc1.ClCCl>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][C:9]1([CH:10]=[O:11])[CH2:12][CH2:13][CH2:14][CH:15]1[O:16][Si:17]([CH3:18])([CH3:19])[C:20]([CH3:21])([CH3:22])[CH3:23]\"}",
"molecule": {
"id": "t3uy6svanwjg2l4dslr8mh5u",
"inchikey": "PMKFEEHLRAIDRG-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)NC1(C=O)CCCC1O[Si](C)(C)C(C)(C)C"
},
"children": [
{
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"moleculeId": "p39h6zyhb7woviduicy78ocd",
"parentId": "cmisc042j00913oddkosc0icc",
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"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20150299120A1;0451;1772500\",\"rsmi\":\"Cl[Si:19]([CH3:20])([CH3:21])[C:22]([CH3:23])([CH3:24])[CH3:25].[CH3:1][O:2][C:3](=[O:4])[C:5]1([NH:6][C:7](=[O:8])[O:9][C:10]([CH3:11])([CH3:12])[CH3:13])[CH2:14][CH2:15][CH2:16][CH:17]1[OH:18]>CN(C)C=O.O.c1c[nH]cn1>[CH3:1][O:2][C:3](=[O:4])[C:5]1([NH:6][C:7](=[O:8])[O:9][C:10]([CH3:11])([CH3:12])[CH3:13])[CH2:14][CH2:15][CH2:16][CH:17]1[O:18][Si:19]([CH3:20])([CH3:21])[C:22]([CH3:23])([CH3:24])[CH3:25]\"}",
"molecule": {
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"inchikey": "UQIMTMWBSHDBOU-UHFFFAOYSA-N",
"smiles": "COC(=O)C1(NC(=O)OC(C)(C)C)CCCC1O[Si](C)(C)C(C)(C)C"
},
"children": [
{
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"molecule": {
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"smiles": "CC(C)(C)[Si](C)(C)Cl"
},
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},
{
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"metadata": "{\"ID\":\"US20150299120A1;0448;1772499\",\"rsmi\":\"c1ccc(C[O:18][CH:17]2[C:5]([C:3]([O:2][CH3:1])=[O:4])([NH:6][C:7](=[O:8])[O:9][C:10]([CH3:11])([CH3:12])[CH3:13])[CH2:14][CH2:15][CH2:16]2)cc1>CO.[Pd]>[CH3:1][O:2][C:3](=[O:4])[C:5]1([NH:6][C:7](=[O:8])[O:9][C:10]([CH3:11])([CH3:12])[CH3:13])[CH2:14][CH2:15][CH2:16][CH:17]1[OH:18]\"}",
"molecule": {
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},
"children": [
{
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"metadata": "{\"ID\":\"US20150299120A1;0445;1772498\",\"rsmi\":\"[N-]=[N+]=[CH2:1].[OH:2][C:3](=[O:4])[C:5]1([NH:6][C:7](=[O:8])[O:9][C:10]([CH3:11])([CH3:12])[CH3:13])[CH2:14][CH2:15][CH2:16][CH:17]1[O:18][CH2:19][c:20]1[cH:21][cH:22][cH:23][cH:24][cH:25]1>CCOCC>[CH3:1][O:2][C:3](=[O:4])[C:5]1([NH:6][C:7](=[O:8])[O:9][C:10]([CH3:11])([CH3:12])[CH3:13])[CH2:14][CH2:15][CH2:16][CH:17]1[O:18][CH2:19][c:20]1[cH:21][cH:22][cH:23][cH:24][cH:25]1\"}",
"molecule": {
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"smiles": "COC(=O)C1(NC(=O)OC(C)(C)C)CCCC1OCc1ccccc1"
},
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{
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"molecule": {
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"smiles": "C=[N+]=[N-]"
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{
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{
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"molecule": {
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"smiles": "Cc1c(N)ccc(C#N)c1Cl"
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]
}
]
}
]
}
]
}
}