Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCc1cc2c(=O)n(CC(=O)c3ccc(OCC4CC4)cc3)c(=O)n(Cc3ccc(-c4ccccc4C#N)cc3)c2s1
InChiKey
DHOMCAHYISEOKZ-UHFFFAOYSA-N
Route Signature
b90a01fa3a588d57d2096410a0c676a0687c39c9eccf816eaf9f7f625a68a672
Synthesis route with 6 steps
Route tree structure (JSON format)
{
"route": {
"id": "cmisc00p3042519ddv8841r87",
"signature": "b90a01fa3a588d57d2096410a0c676a0687c39c9eccf816eaf9f7f625a68a672",
"length": 6,
"isConvergent": false
},
"target": {
"id": "cmisc0dci02tja8ddjwh4ojse",
"benchmarkSetId": "cmisc0cnd0000a8dd4g4pdf0s",
"targetId": "n5-00173",
"moleculeId": "mm105vo9bk47ktz3fqagq5sp",
"routeLength": 6,
"isConvergent": false,
"metadata": "{}",
"molecule": {
"id": "mm105vo9bk47ktz3fqagq5sp",
"inchikey": "DHOMCAHYISEOKZ-UHFFFAOYSA-N",
"smiles": "CCc1cc2c(=O)n(CC(=O)c3ccc(OCC4CC4)cc3)c(=O)n(Cc3ccc(-c4ccccc4C#N)cc3)c2s1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "cmisc00p4042619ddhxopfks4",
"routeId": "cmisc00p3042519ddv8841r87",
"moleculeId": "mm105vo9bk47ktz3fqagq5sp",
"parentId": null,
"reactionStepId": "vyqqjmpwj2pcx39p32bw0bt5",
"isLeaf": false,
"molecule": {
"id": "mm105vo9bk47ktz3fqagq5sp",
"inchikey": "DHOMCAHYISEOKZ-UHFFFAOYSA-N",
"smiles": "CCc1cc2c(=O)n(CC(=O)c3ccc(OCC4CC4)cc3)c(=O)n(Cc3ccc(-c4ccccc4C#N)cc3)c2s1"
},
"reactionStep": {
"id": "vyqqjmpwj2pcx39p32bw0bt5",
"reactionHash": "2d6de011761836d47b6ad7dfb46a8a8fcff857ab1499401695a7b5bffce061fe",
"template": null,
"metadata": "{\"ID\":\"US08501750B2;1188;1351470\",\"rsmi\":\"Br[CH2:35][CH:36]1[CH2:37][CH2:38]1.[CH3:1][CH2:2][c:3]1[cH:4][c:5]2[c:6]([s:7]1)[n:8]([CH2:9][c:10]1[cH:11][cH:12][c:13](-[c:14]3[cH:15][cH:16][cH:17][cH:18][c:19]3[C:20]#[N:21])[cH:22][cH:23]1)[c:24](=[O:25])[n:26]([CH2:27][C:28](=[O:29])[c:30]1[cH:31][cH:32][c:33]([OH:34])[cH:39][cH:40]1)[c:41]2=[O:42]>CCOC(C)=O.CN(C)C=O.O.O=C(O)O.[Cs+].[Cs+]>[CH3:1][CH2:2][c:3]1[cH:4][c:5]2[c:6]([s:7]1)[n:8]([CH2:9][c:10]1[cH:11][cH:12][c:13](-[c:14]3[cH:15][cH:16][cH:17][cH:18][c:19]3[C:20]#[N:21])[cH:22][cH:23]1)[c:24](=[O:25])[n:26]([CH2:27][C:28](=[O:29])[c:30]1[cH:31][cH:32][c:33]([O:34][CH2:35][CH:36]3[CH2:37][CH2:38]3)[cH:39][cH:40]1)[c:41]2=[O:42]\"}"
},
"children": [
{
"id": "cmisc00p4042719dd4ak933ik",
"routeId": "cmisc00p3042519ddv8841r87",
"moleculeId": "maz641tyst5liob4bj9aiqf7",
"parentId": "cmisc00p4042619ddhxopfks4",
"reactionStepId": null,
"isLeaf": true,
"molecule": {
"id": "maz641tyst5liob4bj9aiqf7",
"inchikey": "AEILLAXRDHDKDY-UHFFFAOYSA-N",
"smiles": "BrCC1CC1"
},
"reactionStep": null,
"children": []
},
{
"id": "cmisc00p4042819dd92k32eof",
"routeId": "cmisc00p3042519ddv8841r87",
"moleculeId": "dvww6yvvq6y14orrlgjd7zqq",
"parentId": "cmisc00p4042619ddhxopfks4",
"reactionStepId": "w7zkynpy4bkm3oge7nth1wha",
"isLeaf": false,
"molecule": {
"id": "dvww6yvvq6y14orrlgjd7zqq",
"inchikey": "LGILTKTZWURYCG-UHFFFAOYSA-N",
"smiles": "CCc1cc2c(=O)n(CC(=O)c3ccc(O)cc3)c(=O)n(Cc3ccc(-c4ccccc4C#N)cc3)c2s1"
},
"reactionStep": {
"id": "w7zkynpy4bkm3oge7nth1wha",
"reactionHash": "b95d31abc0c09b10653b8bd4a241b5612c9fb14f23872b3e78ddd6c6948fbbb5",
"template": null,
"metadata": "{\"ID\":\"US08501750B2;1176;1351466\",\"rsmi\":\"C[O:34][c:33]1[cH:32][cH:31][c:30]([C:28]([CH2:27][n:26]2[c:24](=[O:25])[n:8]([CH2:9][c:10]3[cH:11][cH:12][c:13](-[c:14]4[cH:15][cH:16][cH:17][cH:18][c:19]4[C:20]#[N:21])[cH:22][cH:23]3)[c:6]3[c:5]([cH:4][c:3]([CH2:2][CH3:1])[s:7]3)[c:37]2=[O:38])=[O:29])[cH:36][cH:35]1>CCOC(C)=O.ClCCl.O>[CH3:1][CH2:2][c:3]1[cH:4][c:5]2[c:6]([s:7]1)[n:8]([CH2:9][c:10]1[cH:11][cH:12][c:13](-[c:14]3[cH:15][cH:16][cH:17][cH:18][c:19]3[C:20]#[N:21])[cH:22][cH:23]1)[c:24](=[O:25])[n:26]([CH2:27][C:28](=[O:29])[c:30]1[cH:31][cH:32][c:33]([OH:34])[cH:35][cH:36]1)[c:37]2=[O:38]\"}"
},
"children": [
{
"id": "cmisc00p4042919dd8e0zx437",
"routeId": "cmisc00p3042519ddv8841r87",
"moleculeId": "lgvp5bk1s89zdg4e16o8yp8c",
"parentId": "cmisc00p4042819dd92k32eof",
"reactionStepId": "jwant4ttl1ma5qal3t0umvm3",
"isLeaf": false,
"molecule": {
"id": "lgvp5bk1s89zdg4e16o8yp8c",
"inchikey": "BPVAQRFNMYNVGV-UHFFFAOYSA-N",
"smiles": "CCc1cc2c(=O)n(CC(=O)c3ccc(OC)cc3)c(=O)n(Cc3ccc(-c4ccccc4C#N)cc3)c2s1"
},
"reactionStep": {
"id": "jwant4ttl1ma5qal3t0umvm3",
"reactionHash": "d91365949e3f815036e573c6ceff79b858b87181ecf9dcf0204c7fadc004c8ec",
"template": null,
"metadata": "{\"ID\":\"US08501750B2;1053;1351430\",\"rsmi\":\"Br[CH2:27][C:28](=[O:29])[c:30]1[cH:31][cH:32][c:33]([O:34][CH3:35])[cH:36][cH:37]1.[CH3:1][CH2:2][c:3]1[cH:4][c:5]2[c:6]([s:7]1)[n:8]([CH2:9][c:10]1[cH:11][cH:12][c:13](-[c:14]3[cH:15][cH:16][cH:17][cH:18][c:19]3[C:20]#[N:21])[cH:22][cH:23]1)[c:24](=[O:25])[nH:26][c:38]2=[O:39]>CN(C)C=O.ClC(Cl)Cl.[HH].[Na+]>[CH3:1][CH2:2][c:3]1[cH:4][c:5]2[c:6]([s:7]1)[n:8]([CH2:9][c:10]1[cH:11][cH:12][c:13](-[c:14]3[cH:15][cH:16][cH:17][cH:18][c:19]3[C:20]#[N:21])[cH:22][cH:23]1)[c:24](=[O:25])[n:26]([CH2:27][C:28](=[O:29])[c:30]1[cH:31][cH:32][c:33]([O:34][CH3:35])[cH:36][cH:37]1)[c:38]2=[O:39]\"}"
},
"children": [
{
"id": "cmisc00p5042a19ddl7b6ja7y",
"routeId": "cmisc00p3042519ddv8841r87",
"moleculeId": "yhczvymmf2ivrq204qsng8xy",
"parentId": "cmisc00p4042919dd8e0zx437",
"reactionStepId": "e4s6w0p7xium4tp1yloao0yn",
"isLeaf": false,
"molecule": {
"id": "yhczvymmf2ivrq204qsng8xy",
"inchikey": "HVZKPWIOVWZGKT-UHFFFAOYSA-N",
"smiles": "CCc1cc2c(=O)[nH]c(=O)n(Cc3ccc(-c4ccccc4C#N)cc3)c2s1"
},
"reactionStep": {
"id": "e4s6w0p7xium4tp1yloao0yn",
"reactionHash": "b663a02ebc5c96beef6c9101dfe5b66a6c26f5d5b07c24754ca1d26399b3f5d1",
"template": null,
"metadata": "{\"ID\":\"US08501750B2;1050;1351429\",\"rsmi\":\"COc1ccc(C[n:26]2[c:24](=[O:25])[n:8]([CH2:9][c:10]3[cH:11][cH:12][c:13](-[c:14]4[cH:15][cH:16][cH:17][cH:18][c:19]4[C:20]#[N:21])[cH:22][cH:23]3)[c:6]3[c:5]([cH:4][c:3]([CH2:2][CH3:1])[s:7]3)[c:27]2=[O:28])c(OC)c1>Cc1ccccc1.O=C(O)C(F)(F)F>[CH3:1][CH2:2][c:3]1[cH:4][c:5]2[c:6]([s:7]1)[n:8]([CH2:9][c:10]1[cH:11][cH:12][c:13](-[c:14]3[cH:15][cH:16][cH:17][cH:18][c:19]3[C:20]#[N:21])[cH:22][cH:23]1)[c:24](=[O:25])[nH:26][c:27]2=[O:28]\"}"
},
"children": [
{
"id": "cmisc00p5042c19dduiqwxfv6",
"routeId": "cmisc00p3042519ddv8841r87",
"moleculeId": "tcmt4fqkj75ks80ddpcsmqxq",
"parentId": "cmisc00p5042a19ddl7b6ja7y",
"reactionStepId": "hhrfxkn1m6kvw1oenssvknd1",
"isLeaf": false,
"molecule": {
"id": "tcmt4fqkj75ks80ddpcsmqxq",
"inchikey": "MMVCGHOCTKZJSL-UHFFFAOYSA-N",
"smiles": "CCc1cc2c(=O)n(Cc3ccc(OC)cc3OC)c(=O)n(Cc3ccc(-c4ccccc4C#N)cc3)c2s1"
},
"reactionStep": {
"id": "hhrfxkn1m6kvw1oenssvknd1",
"reactionHash": "9949a8e9ce28d97c069846e8fc4ee5ea5d8c7208a370763169ca58a7c9fe1a88",
"template": null,
"metadata": "{\"ID\":\"US08501750B2;1047;1351428\",\"rsmi\":\"Br[CH2:9][c:10]1[cH:11][cH:12][c:13](-[c:14]2[cH:15][cH:16][cH:17][cH:18][c:19]2[C:20]#[N:21])[cH:22][cH:23]1.[CH3:1][CH2:2][c:3]1[cH:4][c:5]2[c:6]([s:7]1)[nH:8][c:24](=[O:25])[n:26]([CH2:27][c:28]1[c:29]([O:30][CH3:31])[cH:32][c:33]([O:34][CH3:35])[cH:36][cH:37]1)[c:38]2=[O:39]>CC#N.O=C(O)O.[K+].[K+]>[CH3:1][CH2:2][c:3]1[cH:4][c:5]2[c:6]([s:7]1)[n:8]([CH2:9][c:10]1[cH:11][cH:12][c:13](-[c:14]3[cH:15][cH:16][cH:17][cH:18][c:19]3[C:20]#[N:21])[cH:22][cH:23]1)[c:24](=[O:25])[n:26]([CH2:27][c:28]1[c:29]([O:30][CH3:31])[cH:32][c:33]([O:34][CH3:35])[cH:36][cH:37]1)[c:38]2=[O:39]\"}"
},
"children": [
{
"id": "cmisc00p5042d19dd1ifnxr6m",
"routeId": "cmisc00p3042519ddv8841r87",
"moleculeId": "tgvqj3cnuvdp4w4c2ohkf6xl",
"parentId": "cmisc00p5042c19dduiqwxfv6",
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"isLeaf": false,
"molecule": {
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"smiles": "CCc1cc2c(=O)n(Cc3ccc(OC)cc3OC)c(=O)[nH]c2s1"
},
"reactionStep": {
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"reactionHash": "0820ffabf3797c31251916dd3ddbfab598df4bf3f1128c029e1527aaaeb4a275",
"template": null,
"metadata": "{\"ID\":\"US08501750B2;1008;1351417\",\"rsmi\":\"CO[C:22]([c:5]1[cH:4][c:3]([CH2:2][CH3:1])[s:24][c:6]1[NH2:7])=[O:23].ClC(Cl)(Cl)O[C:8](OC(Cl)(Cl)Cl)=[O:9].[NH2:10][CH2:11][c:12]1[c:13]([O:14][CH3:15])[cH:16][c:17]([O:18][CH3:19])[cH:20][cH:21]1>CCN(CC)CC.ClCCl>[CH3:1][CH2:2][c:3]1[cH:4][c:5]2[c:6]([nH:7][c:8](=[O:9])[n:10]([CH2:11][c:12]3[c:13]([O:14][CH3:15])[cH:16][c:17]([O:18][CH3:19])[cH:20][cH:21]3)[c:22]2=[O:23])[s:24]1\"}"
},
"children": [
{
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"routeId": "cmisc00p3042519ddv8841r87",
"moleculeId": "zztjpzv6ab279fdpiq1ymw4c",
"parentId": "cmisc00p5042d19dd1ifnxr6m",
"reactionStepId": null,
"isLeaf": true,
"molecule": {
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"inchikey": "YFGOHKLTZXZUPH-UHFFFAOYSA-N",
"smiles": "CCc1cc(C(=O)OC)c(N)s1"
},
"reactionStep": null,
"children": []
},
{
"id": "cmisc00p5042g19ddtfzmuuid",
"routeId": "cmisc00p3042519ddv8841r87",
"moleculeId": "mhpezwu25lub1ibd8iee5x59",
"parentId": "cmisc00p5042d19dd1ifnxr6m",
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"molecule": {
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"inchikey": "QOWBXWFYRXSBAS-UHFFFAOYSA-N",
"smiles": "COc1ccc(CN)c(OC)c1"
},
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"children": []
},
{
"id": "cmisc00p5042h19ddl9zobdqt",
"routeId": "cmisc00p3042519ddv8841r87",
"moleculeId": "febjwgts7ug1d89601z94re5",
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"molecule": {
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"inchikey": "UCPYLLCMEDAXFR-UHFFFAOYSA-N",
"smiles": "O=C(OC(Cl)(Cl)Cl)OC(Cl)(Cl)Cl"
},
"reactionStep": null,
"children": []
}
]
},
{
"id": "cmisc00p5042e19ddl3gxlw0p",
"routeId": "cmisc00p3042519ddv8841r87",
"moleculeId": "j6ox967rmf8btwkig0tk681r",
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"molecule": {
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"inchikey": "LFFIEVAMVPCZNA-UHFFFAOYSA-N",
"smiles": "N#Cc1ccccc1-c1ccc(CBr)cc1"
},
"reactionStep": null,
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}
]
}
]
},
{
"id": "cmisc00p5042b19ddmai66d3e",
"routeId": "cmisc00p3042519ddv8841r87",
"moleculeId": "cazq8ferylqyllkztwtnhrpt",
"parentId": "cmisc00p4042919dd8e0zx437",
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"molecule": {
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"inchikey": "XQJAHBHCLXUGEP-UHFFFAOYSA-N",
"smiles": "COc1ccc(C(=O)CBr)cc1"
},
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"children": []
}
]
}
]
}
]
}
}