Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC(C)C=C(C#N)C(=O)N1CCC[C@@H]1Cn1c(NC(=O)c2ccc(C(F)F)s2)nc2cc(CNCC(C)(C)C)ccc21
InChiKey
OYMIVDSFMCRSCY-JOCHJYFZSA-N
Route Content Hash
a67da6a0a42da7e1a70393aa5d0be6f9a132f73ea672ad49f8a5e12183d41ec0
Route Signature
94d742f54988f6b29dcaff03419de3d16a143d1a6e6864762d43085c51f83235
Synthesis route with 6 steps
Scroll to zoom. Drag to pan. Nodes marked in green are in stock.
Route tree structure (JSON format)
{
"route": {
"id": "cmisc0arm03ap7qdds5ei5vev",
"signature": "94d742f54988f6b29dcaff03419de3d16a143d1a6e6864762d43085c51f83235",
"contentHash": "a67da6a0a42da7e1a70393aa5d0be6f9a132f73ea672ad49f8a5e12183d41ec0",
"length": 6,
"isConvergent": false
},
"target": {
"id": "cmisc0arm03ao7qdds3cn6ioh",
"benchmarkSetId": "cmisc09u000007qddhq6eczgb",
"targetId": "n5-02273",
"moleculeId": "c7ca5fu3j4l27jyeshtejtnh",
"routeLength": 6,
"isConvergent": false,
"metadata": "{}",
"molecule": {
"id": "c7ca5fu3j4l27jyeshtejtnh",
"inchikey": "OYMIVDSFMCRSCY-JOCHJYFZSA-N",
"smiles": "CC(C)C=C(C#N)C(=O)N1CCC[C@@H]1Cn1c(NC(=O)c2ccc(C(F)F)s2)nc2cc(CNCC(C)(C)C)ccc21"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "cmisc0arn03aq7qddcltjf8tk",
"routeId": "cmisc0arm03ap7qdds5ei5vev",
"moleculeId": "c7ca5fu3j4l27jyeshtejtnh",
"parentId": null,
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20150225412A1;0636;1737463\",\"rsmi\":\"O=[CH:4][CH:2]([CH3:1])[CH3:3].[CH2:5]([C:6]#[N:7])[C:8](=[O:9])[N:10]1[CH2:11][CH2:12][CH2:13][C@@H:14]1[CH2:15][n:16]1[c:17]([NH:18][C:19](=[O:20])[c:21]2[cH:22][cH:23][c:24]([CH:25]([F:26])[F:27])[s:28]2)[n:29][c:30]2[c:31]1[cH:32][cH:33][c:34]([CH2:35][NH:36][CH2:37][C:38]([CH3:39])([CH3:40])[CH3:41])[cH:42]2>C1CCNC1.C[Si](C)(C)Cl.ClCCl>[CH3:1][CH:2]([CH3:3])[CH:4]=[C:5]([C:6]#[N:7])[C:8](=[O:9])[N:10]1[CH2:11][CH2:12][CH2:13][C@@H:14]1[CH2:15][n:16]1[c:17]([NH:18][C:19](=[O:20])[c:21]2[cH:22][cH:23][c:24]([CH:25]([F:26])[F:27])[s:28]2)[n:29][c:30]2[c:31]1[cH:32][cH:33][c:34]([CH2:35][NH:36][CH2:37][C:38]([CH3:39])([CH3:40])[CH3:41])[cH:42]2\"}",
"molecule": {
"id": "c7ca5fu3j4l27jyeshtejtnh",
"inchikey": "OYMIVDSFMCRSCY-JOCHJYFZSA-N",
"smiles": "CC(C)C=C(C#N)C(=O)N1CCC[C@@H]1Cn1c(NC(=O)c2ccc(C(F)F)s2)nc2cc(CNCC(C)(C)C)ccc21"
},
"children": [
{
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"moleculeId": "cazb4zr97xc7vl5ufxvjq6g9",
"parentId": "cmisc0arn03aq7qddcltjf8tk",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20150225412A1;0635;1737462\",\"rsmi\":\"O=[CH:7][c:8]1[cH:9][c:10]2[c:11]([cH:12][cH:13]1)[n:14]([CH2:15][C@H:16]1[CH2:17][CH2:18][CH2:19][N:20]1[C:21](=[O:22])[CH2:23][C:24]#[N:25])[c:26]([NH:27][C:28](=[O:29])[c:30]1[cH:31][cH:32][c:33]([CH:34]([F:35])[F:36])[s:37]1)[n:38]2.[CH3:1][C:2]([CH3:3])([CH3:4])[CH2:5][NH2:6]>ClCCl.BC#N.[Na+]>[CH3:1][C:2]([CH3:3])([CH3:4])[CH2:5][NH:6][CH2:7][c:8]1[cH:9][c:10]2[c:11]([cH:12][cH:13]1)[n:14]([CH2:15][C@H:16]1[CH2:17][CH2:18][CH2:19][N:20]1[C:21](=[O:22])[CH2:23][C:24]#[N:25])[c:26]([NH:27][C:28](=[O:29])[c:30]1[cH:31][cH:32][c:33]([CH:34]([F:35])[F:36])[s:37]1)[n:38]2\"}",
"molecule": {
"id": "cazb4zr97xc7vl5ufxvjq6g9",
"inchikey": "GHRJMGKDKFKOIU-GOSISDBHSA-N",
"smiles": "CC(C)(C)CNCc1ccc2c(c1)nc(NC(=O)c1ccc(C(F)F)s1)n2C[C@H]1CCCN1C(=O)CC#N"
},
"children": [
{
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"parentId": "cmisc0arn03ar7qddjvw2axjh",
"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
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"inchikey": "XDIAMRVROCPPBK-UHFFFAOYSA-N",
"smiles": "CC(C)(C)CN"
},
"children": []
},
{
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"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20150225412A1;0634;1737461\",\"rsmi\":\"[N:1]#[C:2][CH2:3][C:4](=[O:5])[N:6]1[CH2:7][CH2:8][CH2:9][C@@H:10]1[CH2:11][n:12]1[c:13]([NH:14][C:15](=[O:16])[c:17]2[cH:18][cH:19][c:20]([CH:21]([F:22])[F:23])[s:24]2)[n:25][c:26]2[c:27]1[cH:28][cH:29][c:30]([CH2:31][OH:32])[cH:33]2>CC(=O)OI1(OC(C)=O)(OC(C)=O)OC(=O)c2ccccc21.ClCCl>[N:1]#[C:2][CH2:3][C:4](=[O:5])[N:6]1[CH2:7][CH2:8][CH2:9][C@@H:10]1[CH2:11][n:12]1[c:13]([NH:14][C:15](=[O:16])[c:17]2[cH:18][cH:19][c:20]([CH:21]([F:22])[F:23])[s:24]2)[n:25][c:26]2[c:27]1[cH:28][cH:29][c:30]([CH:31]=[O:32])[cH:33]2\"}",
"molecule": {
"id": "uz01vgqf7y15ger04qkv8wib",
"inchikey": "AZGWQPPJNNBDSX-CQSZACIVSA-N",
"smiles": "N#CCC(=O)N1CCC[C@@H]1Cn1c(NC(=O)c2ccc(C(F)F)s2)nc2cc(C=O)ccc21"
},
"children": [
{
"id": "cmisc0aro03av7qddbzrt4o1v",
"routeId": "cmisc0arm03ap7qdds5ei5vev",
"moleculeId": "iexv1pk6r7je79u34ro2e92g",
"parentId": "cmisc0arn03au7qddyn2ztf6w",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20150225412A1;0633;1737460\",\"rsmi\":\"O[C:4]([CH2:3][C:2]#[N:1])=[O:5].[NH:6]1[CH2:7][CH2:8][CH2:9][C@@H:10]1[CH2:11][n:12]1[c:13]([NH:14][C:15](=[O:16])[c:17]2[cH:18][cH:19][c:20]([CH:21]([F:22])[F:23])[s:24]2)[n:25][c:26]2[c:27]1[cH:28][cH:29][c:30]([CH2:31][OH:32])[cH:33]2>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>[N:1]#[C:2][CH2:3][C:4](=[O:5])[N:6]1[CH2:7][CH2:8][CH2:9][C@@H:10]1[CH2:11][n:12]1[c:13]([NH:14][C:15](=[O:16])[c:17]2[cH:18][cH:19][c:20]([CH:21]([F:22])[F:23])[s:24]2)[n:25][c:26]2[c:27]1[cH:28][cH:29][c:30]([CH2:31][OH:32])[cH:33]2\"}",
"molecule": {
"id": "iexv1pk6r7je79u34ro2e92g",
"inchikey": "QHGDMHKEHDUOFF-CQSZACIVSA-N",
"smiles": "N#CCC(=O)N1CCC[C@@H]1Cn1c(NC(=O)c2ccc(C(F)F)s2)nc2cc(CO)ccc21"
},
"children": [
{
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"routeId": "cmisc0arm03ap7qdds5ei5vev",
"moleculeId": "zcd0imvl7zj8et3u56ly3j1d",
"parentId": "cmisc0aro03av7qddbzrt4o1v",
"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
"id": "zcd0imvl7zj8et3u56ly3j1d",
"inchikey": "MLIREBYILWEBDM-UHFFFAOYSA-N",
"smiles": "N#CCC(=O)O"
},
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},
{
"id": "cmisc0aro03ax7qdd46twegxf",
"routeId": "cmisc0arm03ap7qdds5ei5vev",
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"parentId": "cmisc0aro03av7qddbzrt4o1v",
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"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20150225412A1;0632;1737459\",\"rsmi\":\"CC(C)(C)OC(=O)[N:20]1[C@@H:16]([CH2:15][n:14]2[c:4]([NH:3][C:2](=[O:1])[c:21]3[cH:22][cH:23][c:24]([CH:25]([F:26])[F:27])[s:28]3)[n:5][c:6]3[c:7]2[cH:8][cH:9][c:10]([CH2:11][OH:12])[cH:13]3)[CH2:17][CH2:18][CH2:19]1>C1COCCO1.Cl.ClCCl>[O:1]=[C:2]([NH:3][c:4]1[n:5][c:6]2[c:7]([cH:8][cH:9][c:10]([CH2:11][OH:12])[cH:13]2)[n:14]1[CH2:15][C@H:16]1[CH2:17][CH2:18][CH2:19][NH:20]1)[c:21]1[cH:22][cH:23][c:24]([CH:25]([F:26])[F:27])[s:28]1\"}",
"molecule": {
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"smiles": "O=C(Nc1nc2cc(CO)ccc2n1C[C@H]1CCCN1)c1ccc(C(F)F)s1"
},
"children": [
{
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"metadata": "{\"ID\":\"US20150225412A1;0630;1737458\",\"rsmi\":\"CO[C:33]([c:32]1[cH:31][cH:30][c:29]2[n:14]([CH2:13][C@@H:12]3[N:8]([C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[CH2:9][CH2:10][CH2:11]3)[c:15]([NH:16][C:17](=[O:18])[c:19]3[cH:20][cH:21][c:22]([CH:23]([F:24])[F:25])[s:26]3)[n:27][c:28]2[cH:35]1)=[O:34]>C1CCOC1.[Al+3].[HH].[HH].[HH].[HH].[Li+]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][CH2:11][C@@H:12]1[CH2:13][n:14]1[c:15]([NH:16][C:17](=[O:18])[c:19]2[cH:20][cH:21][c:22]([CH:23]([F:24])[F:25])[s:26]2)[n:27][c:28]2[c:29]1[cH:30][cH:31][c:32]([CH2:33][OH:34])[cH:35]2\"}",
"molecule": {
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"children": [
{
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"molecule": {
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"smiles": "COC(=O)c1ccc2c(c1)nc(NC(=O)c1ccc(C(F)F)s1)n2C[C@H]1CCCN1C(=O)OC(C)(C)C"
},
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}
]
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]
}
]
}
]
}
]
},
{
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"molecule": {
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"smiles": "CC(C)C=O"
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]
}
}