Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC(C)(C#N)c1cccc(C(=O)Nc2ccc(C#N)c(NC(=O)c3cc4nccnc4s3)c2)c1
InChiKey
YAFHTLBKJQXDRX-UHFFFAOYSA-N
Route Signature
24a2d5f2e56b777d08fbbb0fa95c6651159d3c881bb5ac4645f89263350644b5
Synthesis route with 5 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "cmisc08ba02xw5iddshhu9n3v",
"signature": "24a2d5f2e56b777d08fbbb0fa95c6651159d3c881bb5ac4645f89263350644b5",
"length": 5,
"isConvergent": true
},
"target": {
"id": "cmisc08ba02xv5iddqganp4sb",
"benchmarkSetId": "cmisc07hg00005iddmvjgxdau",
"targetId": "n5-02482",
"moleculeId": "a6hvie5wdbo79ubqdmkzt6db",
"routeLength": 5,
"isConvergent": true,
"metadata": "{}",
"molecule": {
"id": "a6hvie5wdbo79ubqdmkzt6db",
"inchikey": "YAFHTLBKJQXDRX-UHFFFAOYSA-N",
"smiles": "CC(C)(C#N)c1cccc(C(=O)Nc2ccc(C#N)c(NC(=O)c3cc4nccnc4s3)c2)c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "cmisc08bb02xx5idd0r17ppui",
"routeId": "cmisc08ba02xw5iddshhu9n3v",
"moleculeId": "a6hvie5wdbo79ubqdmkzt6db",
"parentId": null,
"reactionStepId": "cfjj69cphrvfjqbn6o8je34o",
"isLeaf": false,
"molecule": {
"id": "a6hvie5wdbo79ubqdmkzt6db",
"inchikey": "YAFHTLBKJQXDRX-UHFFFAOYSA-N",
"smiles": "CC(C)(C#N)c1cccc(C(=O)Nc2ccc(C#N)c(NC(=O)c3cc4nccnc4s3)c2)c1"
},
"reactionStep": {
"id": "cfjj69cphrvfjqbn6o8je34o",
"reactionHash": "b0ce9c17acfa8a74632760996579d3f7aad00f8508c233370d5f67fc6b6eb017",
"template": null,
"metadata": "{\"ID\":\"US20130079341A1;0240;1350263\",\"rsmi\":\"Br[c:29]1[c:16]([NH:17][C:18](=[O:19])[c:20]2[cH:21][c:22]3[n:23][cH:24][cH:25][n:26][c:27]3[s:28]2)[cH:15][c:14]([NH:13][C:11]([c:10]2[cH:9][cH:8][cH:7][c:6]([C:2]([CH3:1])([CH3:3])[C:4]#[N:5])[cH:34]2)=[O:12])[cH:33][cH:32]1.[Cu][C:30]#[N:31]>CN1CCCC1=O.Cl.[Cu]I.N>[CH3:1][C:2]([CH3:3])([C:4]#[N:5])[c:6]1[cH:7][cH:8][cH:9][c:10]([C:11](=[O:12])[NH:13][c:14]2[cH:15][c:16]([NH:17][C:18](=[O:19])[c:20]3[cH:21][c:22]4[n:23][cH:24][cH:25][n:26][c:27]4[s:28]3)[c:29]([C:30]#[N:31])[cH:32][cH:33]2)[cH:34]1\"}"
},
"children": [
{
"id": "cmisc08bb02xy5iddftcu10q5",
"routeId": "cmisc08ba02xw5iddshhu9n3v",
"moleculeId": "ezgipk9wn049s7031zcdlh2h",
"parentId": "cmisc08bb02xx5idd0r17ppui",
"reactionStepId": "eg5cttcfitua8hs36z0hzfve",
"isLeaf": false,
"molecule": {
"id": "ezgipk9wn049s7031zcdlh2h",
"inchikey": "GXSPOCMEPWOWIM-UHFFFAOYSA-N",
"smiles": "CC(C)(C#N)c1cccc(C(=O)Nc2ccc(Br)c(NC(=O)c3cc4nccnc4s3)c2)c1"
},
"reactionStep": {
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"reactionHash": "1c69d4d94d7c36b2c2767dc25d2478c8bd5f27ab12b0110a386eb9415287a8e3",
"template": null,
"metadata": "{\"ID\":\"US20130079341A1;0238;1350262\",\"rsmi\":\"Cl[C:18](=[O:19])[c:20]1[cH:21][c:22]2[n:23][cH:24][cH:25][n:26][c:27]2[s:28]1.[CH3:1][C:2]([CH3:3])([C:4]#[N:5])[c:6]1[cH:7][cH:8][cH:9][c:10]([C:11](=[O:12])[NH:13][c:14]2[cH:15][c:16]([NH2:17])[c:29]([Br:30])[cH:31][cH:32]2)[cH:33]1>C1COCCO1.O>[CH3:1][C:2]([CH3:3])([C:4]#[N:5])[c:6]1[cH:7][cH:8][cH:9][c:10]([C:11](=[O:12])[NH:13][c:14]2[cH:15][c:16]([NH:17][C:18](=[O:19])[c:20]3[cH:21][c:22]4[n:23][cH:24][cH:25][n:26][c:27]4[s:28]3)[c:29]([Br:30])[cH:31][cH:32]2)[cH:33]1\"}"
},
"children": [
{
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"routeId": "cmisc08ba02xw5iddshhu9n3v",
"moleculeId": "gji3kj8g8wv86ycujxgkis0k",
"parentId": "cmisc08bb02xy5iddftcu10q5",
"reactionStepId": "hg2nkwxhvrpbptpvbq4xpq1t",
"isLeaf": false,
"molecule": {
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"inchikey": "IIIIXAGTGQZLQL-UHFFFAOYSA-N",
"smiles": "CC(C)(C#N)c1cccc(C(=O)Nc2ccc(Br)c(N)c2)c1"
},
"reactionStep": {
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"reactionHash": "bd1ef54b1e81e71b26c95b40b91e8c4850307ec1c6dbb906635bc679ebc0f5ce",
"template": null,
"metadata": "{\"ID\":\"US20130079341A1;0236;1350260\",\"rsmi\":\"O=[N+:17]([O-])[c:16]1[cH:15][c:14]([NH:13][C:11]([c:10]2[cH:9][cH:8][cH:7][c:6]([C:2]([CH3:1])([CH3:3])[C:4]#[N:5])[cH:22]2)=[O:12])[cH:21][cH:20][c:18]1[Br:19]>C1CCOC1.CC#N.CC(=O)O.CCO.[Zn]>[CH3:1][C:2]([CH3:3])([C:4]#[N:5])[c:6]1[cH:7][cH:8][cH:9][c:10]([C:11](=[O:12])[NH:13][c:14]2[cH:15][c:16]([NH2:17])[c:18]([Br:19])[cH:20][cH:21]2)[cH:22]1\"}"
},
"children": [
{
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"routeId": "cmisc08ba02xw5iddshhu9n3v",
"moleculeId": "h7aycd60puu3rpbvb2ixdas8",
"parentId": "cmisc08bb02y05idd1tz5ku6p",
"reactionStepId": "tobctexyxhlx52z70maak5en",
"isLeaf": false,
"molecule": {
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"inchikey": "WJMLJNRJXAQUMD-UHFFFAOYSA-N",
"smiles": "CC(C)(C#N)c1cccc(C(=O)Nc2ccc(Br)c([N+](=O)[O-])c2)c1"
},
"reactionStep": {
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"reactionHash": "f90f7d627c0170459fa58c6c911a20492507da3ca67d6d0955f260d925378124",
"template": null,
"metadata": "{\"ID\":\"US20130079341A1;0235;1350259\",\"rsmi\":\"O[C:11]([c:10]1[cH:9][cH:8][cH:7][c:6]([C:2]([CH3:1])([CH3:3])[C:4]#[N:5])[cH:24]1)=[O:12].[NH2:13][c:14]1[cH:15][c:16]([N+:17](=[O:18])[O-:19])[c:20]([Br:21])[cH:22][cH:23]1>CCN(C(C)C)C(C)C.CN(C)C(On1nnc2cccnc21)=[N+](C)C.CN(C)C=O.F[PH](F)(F)(F)(F)F>[CH3:1][C:2]([CH3:3])([C:4]#[N:5])[c:6]1[cH:7][cH:8][cH:9][c:10]([C:11](=[O:12])[NH:13][c:14]2[cH:15][c:16]([N+:17](=[O:18])[O-:19])[c:20]([Br:21])[cH:22][cH:23]2)[cH:24]1\"}"
},
"children": [
{
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"routeId": "cmisc08ba02xw5iddshhu9n3v",
"moleculeId": "q92eeapqp8tg2s8x7w0v0axd",
"parentId": "cmisc08bb02y25iddwnu3zl9o",
"reactionStepId": "w912vjgi350gzyr5vpmxchog",
"isLeaf": false,
"molecule": {
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"inchikey": "VSCTXXVTZNQKAX-UHFFFAOYSA-N",
"smiles": "CC(C)(C#N)c1cccc(C(=O)O)c1"
},
"reactionStep": {
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"reactionHash": "f426377396cd496890414db07c18c532babb499bbfdb07a4f5784e825e77f97a",
"template": null,
"metadata": "{\"ID\":\"US20090118261A1;0279;699624\",\"rsmi\":\"C[O:13][C:11]([c:10]1[cH:9][cH:8][cH:7][c:6]([C:2]([CH3:1])([CH3:3])[C:4]#[N:5])[cH:14]1)=[O:12]>C1CCOC1.CO.O.O.[Li+].O>[CH3:1][C:2]([CH3:3])([C:4]#[N:5])[c:6]1[cH:7][cH:8][cH:9][c:10]([C:11](=[O:12])[OH:13])[cH:14]1\"}"
},
"children": [
{
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"isLeaf": true,
"molecule": {
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"inchikey": "FKRJEXVTBGQAMO-UHFFFAOYSA-N",
"smiles": "COC(=O)c1cccc(C(C)(C)C#N)c1"
},
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"children": []
}
]
},
{
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"moleculeId": "er6hnqrgq50q9ue50hzwos00",
"parentId": "cmisc08bb02y25iddwnu3zl9o",
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"molecule": {
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"inchikey": "PITHQPMZWKZGRZ-UHFFFAOYSA-N",
"smiles": "Nc1ccc(Br)c([N+](=O)[O-])c1"
},
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}
]
}
]
},
{
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"moleculeId": "qvieyt9jz4wxbao8eufcz4e6",
"parentId": "cmisc08bb02xy5iddftcu10q5",
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"isLeaf": false,
"molecule": {
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"inchikey": "XWWOVEPEKBJJKO-UHFFFAOYSA-N",
"smiles": "O=C(Cl)c1cc2nccnc2s1"
},
"reactionStep": {
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"template": null,
"metadata": "{\"ID\":\"US20130079341A1;0237;1350261\",\"rsmi\":\"O=S(Cl)[Cl:3].O[C:2](=[O:1])[c:4]1[cH:5][c:6]2[n:7][cH:8][cH:9][n:10][c:11]2[s:12]1>>[O:1]=[C:2]([Cl:3])[c:4]1[cH:5][c:6]2[n:7][cH:8][cH:9][n:10][c:11]2[s:12]1\"}"
},
"children": [
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},
{
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}
]
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]
},
{
"id": "cmisc08bb02xz5iddyota2nsq",
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"molecule": {
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"smiles": "N#[C][Cu]"
},
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"children": []
}
]
}
}