Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCCCc1nnc(OC[C@@H]2CN(C)CC[C@@H]2O)cc1-c1ccc(OC2CCCCC2)cc1
InChiKey
VVSLDOGGYONAQC-LVXARBLLSA-N
Route Content Hash
77ad1d8d37e8a5c1b26992eaba1698422fadeeccd620131451f8b210a33b14e7
Route Signature
5bcf0dcf70bda2bc2d019d684854ee3a3bcbe837a42e36b2b4eef281e5f7386e
Synthesis route with 5 steps (convergent)
Scroll to zoom. Drag to pan. Nodes marked in green are in stock.
Route tree structure (JSON format)
{
"route": {
"id": "cmisc085l02bf5iddelmxjo4k",
"signature": "5bcf0dcf70bda2bc2d019d684854ee3a3bcbe837a42e36b2b4eef281e5f7386e",
"contentHash": "77ad1d8d37e8a5c1b26992eaba1698422fadeeccd620131451f8b210a33b14e7",
"length": 5,
"isConvergent": true
},
"target": {
"id": "cmisc085l02be5idd0vmazug3",
"benchmarkSetId": "cmisc07hg00005iddmvjgxdau",
"targetId": "n5-01471",
"moleculeId": "gb4nl3hfa26txvxww1hda2eb",
"routeLength": 5,
"isConvergent": true,
"metadata": "{}",
"molecule": {
"id": "gb4nl3hfa26txvxww1hda2eb",
"inchikey": "VVSLDOGGYONAQC-LVXARBLLSA-N",
"smiles": "CCCCc1nnc(OC[C@@H]2CN(C)CC[C@@H]2O)cc1-c1ccc(OC2CCCCC2)cc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "cmisc085m02bg5idd4wv71our",
"routeId": "cmisc085l02bf5iddelmxjo4k",
"moleculeId": "gb4nl3hfa26txvxww1hda2eb",
"parentId": null,
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US08431575B2;0476;1315337\",\"rsmi\":\"O=[CH2:27].[CH3:1][CH2:2][CH2:3][CH2:4][c:5]1[c:6](-[c:7]2[cH:8][cH:9][c:10]([O:11][CH:12]3[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17]3)[cH:18][cH:19]2)[cH:20][c:21]([O:22][CH2:23][C@@H:24]2[CH2:25][NH:26][CH2:28][CH2:29][C@@H:30]2[OH:31])[n:32][n:33]1>CC(=O)OB(OC(C)=O)OC(C)=O.ClCCl.[Na+]>[CH3:1][CH2:2][CH2:3][CH2:4][c:5]1[c:6](-[c:7]2[cH:8][cH:9][c:10]([O:11][CH:12]3[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17]3)[cH:18][cH:19]2)[cH:20][c:21]([O:22][CH2:23][C@@H:24]2[CH2:25][N:26]([CH3:27])[CH2:28][CH2:29][C@@H:30]2[OH:31])[n:32][n:33]1\"}",
"molecule": {
"id": "gb4nl3hfa26txvxww1hda2eb",
"inchikey": "VVSLDOGGYONAQC-LVXARBLLSA-N",
"smiles": "CCCCc1nnc(OC[C@@H]2CN(C)CC[C@@H]2O)cc1-c1ccc(OC2CCCCC2)cc1"
},
"children": [
{
"id": "cmisc085m02bh5iddlqwrs3m6",
"routeId": "cmisc085l02bf5iddelmxjo4k",
"moleculeId": "evt7051runbx2br4l0ki9toc",
"parentId": "cmisc085m02bg5idd4wv71our",
"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
"id": "evt7051runbx2br4l0ki9toc",
"inchikey": "WSFSSNUMVMOOMR-UHFFFAOYSA-N",
"smiles": "C=O"
},
"children": []
},
{
"id": "cmisc085m02bi5idd5h8d9pve",
"routeId": "cmisc085l02bf5iddelmxjo4k",
"moleculeId": "sgkz1e6dfk3yvkx70gahmo63",
"parentId": "cmisc085m02bg5idd4wv71our",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US08431575B2;0475;1315336\",\"rsmi\":\"CC(C)(C)OC(=O)[N:26]1[CH2:25][C@@H:24]([CH2:23][O:22][c:21]2[cH:20][c:6](-[c:7]3[cH:8][cH:9][c:10]([O:11][CH:12]4[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17]4)[cH:18][cH:19]3)[c:5]([CH2:4][CH2:3][CH2:2][CH3:1])[n:32][n:31]2)[C@@H:29]([OH:30])[CH2:28][CH2:27]1>C1COCCO1.Cl.ClCCl>[CH3:1][CH2:2][CH2:3][CH2:4][c:5]1[c:6](-[c:7]2[cH:8][cH:9][c:10]([O:11][CH:12]3[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17]3)[cH:18][cH:19]2)[cH:20][c:21]([O:22][CH2:23][C@@H:24]2[CH2:25][NH:26][CH2:27][CH2:28][C@@H:29]2[OH:30])[n:31][n:32]1\"}",
"molecule": {
"id": "sgkz1e6dfk3yvkx70gahmo63",
"inchikey": "AFQRMLGDAIERGE-CPJSRVTESA-N",
"smiles": "CCCCc1nnc(OC[C@@H]2CNCC[C@@H]2O)cc1-c1ccc(OC2CCCCC2)cc1"
},
"children": [
{
"id": "cmisc085m02bj5idd8083ecpe",
"routeId": "cmisc085l02bf5iddelmxjo4k",
"moleculeId": "kfiiecv2y7xbtbpyie2jdlvh",
"parentId": "cmisc085m02bi5idd5h8d9pve",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US08431575B2;0474;1315335\",\"rsmi\":\"COC[O:37][C@@H:36]1[C@H:24]([CH2:23][O:22][c:21]2[cH:20][c:6](-[c:7]3[cH:8][cH:9][c:10]([O:11][CH:12]4[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17]4)[cH:18][cH:19]3)[c:5]([CH2:4][CH2:3][CH2:2][CH3:1])[n:39][n:38]2)[CH2:25][N:26]([C:27](=[O:28])[O:29][C:30]([CH3:31])([CH3:32])[CH3:33])[CH2:34][CH2:35]1>C1COCCO1.CO.Cl.ClCCl>[CH3:1][CH2:2][CH2:3][CH2:4][c:5]1[c:6](-[c:7]2[cH:8][cH:9][c:10]([O:11][CH:12]3[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17]3)[cH:18][cH:19]2)[cH:20][c:21]([O:22][CH2:23][C@@H:24]2[CH2:25][N:26]([C:27](=[O:28])[O:29][C:30]([CH3:31])([CH3:32])[CH3:33])[CH2:34][CH2:35][C@@H:36]2[OH:37])[n:38][n:39]1\"}",
"molecule": {
"id": "kfiiecv2y7xbtbpyie2jdlvh",
"inchikey": "MUXKSANAZXVFDA-FIPFOOKPSA-N",
"smiles": "CCCCc1nnc(OC[C@@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2O)cc1-c1ccc(OC2CCCCC2)cc1"
},
"children": [
{
"id": "cmisc085m02bk5iddeqhpi5md",
"routeId": "cmisc085l02bf5iddelmxjo4k",
"moleculeId": "eceehzlsddldjn4jn5kxfy5c",
"parentId": "cmisc085m02bj5idd8083ecpe",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US08431575B2;0473;1315334\",\"rsmi\":\"Cl[c:21]1[cH:20][c:6](-[c:7]2[cH:8][cH:9][c:10]([O:11][CH:12]3[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17]3)[cH:18][cH:19]2)[c:5]([CH2:4][CH2:3][CH2:2][CH3:1])[n:42][n:41]1.[OH:22][CH2:23][C@@H:24]1[CH2:25][N:26]([C:27](=[O:28])[O:29][C:30]([CH3:31])([CH3:32])[CH3:33])[CH2:34][CH2:35][C@@H:36]1[O:37][CH2:38][O:39][CH3:40]>C1CCOC1.CCOC(C)=O.CO.[HH].[Na+]>[CH3:1][CH2:2][CH2:3][CH2:4][c:5]1[c:6](-[c:7]2[cH:8][cH:9][c:10]([O:11][CH:12]3[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17]3)[cH:18][cH:19]2)[cH:20][c:21]([O:22][CH2:23][C@@H:24]2[CH2:25][N:26]([C:27](=[O:28])[O:29][C:30]([CH3:31])([CH3:32])[CH3:33])[CH2:34][CH2:35][C@@H:36]2[O:37][CH2:38][O:39][CH3:40])[n:41][n:42]1\"}",
"molecule": {
"id": "eceehzlsddldjn4jn5kxfy5c",
"inchikey": "NZWQGZLBSSHJFC-QCDSWUKFSA-N",
"smiles": "CCCCc1nnc(OC[C@@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2OCOC)cc1-c1ccc(OC2CCCCC2)cc1"
},
"children": [
{
"id": "cmisc085m02bl5iddbjseavfw",
"routeId": "cmisc085l02bf5iddelmxjo4k",
"moleculeId": "cggnvteaqjadd1lsn0n31kbi",
"parentId": "cmisc085m02bk5iddeqhpi5md",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US08431575B2;0397;1315277\",\"rsmi\":\"O=P(Cl)(Cl)[Cl:22].O=[c:21]1[cH:20][c:6](-[c:7]2[cH:8][cH:9][c:10]([O:11][CH:12]3[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17]3)[cH:18][cH:19]2)[c:5]([CH2:4][CH2:3][CH2:2][CH3:1])[n:24][nH:23]1>>[CH3:1][CH2:2][CH2:3][CH2:4][c:5]1[c:6](-[c:7]2[cH:8][cH:9][c:10]([O:11][CH:12]3[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17]3)[cH:18][cH:19]2)[cH:20][c:21]([Cl:22])[n:23][n:24]1\"}",
"molecule": {
"id": "cggnvteaqjadd1lsn0n31kbi",
"inchikey": "IYLGLHZZHCZGAT-UHFFFAOYSA-N",
"smiles": "CCCCc1nnc(Cl)cc1-c1ccc(OC2CCCCC2)cc1"
},
"children": [
{
"id": "cmisc085n02bn5iddkanf7zfu",
"routeId": "cmisc085l02bf5iddelmxjo4k",
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"parentId": "cmisc085m02bl5iddbjseavfw",
"isLeaf": true,
"reactionHash": null,
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"metadata": null,
"molecule": {
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"inchikey": "ALCGOWVXXBHUIQ-UHFFFAOYSA-N",
"smiles": "CCCCc1n[nH]c(=O)cc1-c1ccc(OC2CCCCC2)cc1"
},
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},
{
"id": "cmisc085n02bo5iddf8gwo81j",
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"parentId": "cmisc085m02bl5iddbjseavfw",
"isLeaf": true,
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"metadata": null,
"molecule": {
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"inchikey": "XHXFXVLFKHQFAL-UHFFFAOYSA-N",
"smiles": "O=P(Cl)(Cl)Cl"
},
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}
]
},
{
"id": "cmisc085m02bm5iddj3ugx2ak",
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"moleculeId": "o3ecaex1ll2513elxc60qp1d",
"parentId": "cmisc085m02bk5iddeqhpi5md",
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"metadata": "{\"ID\":\"US08431575B2;0473;1315333\",\"rsmi\":\"CO[C:18]([C@H:17]1[C@@H:5]([O:4][CH2:3][O:2][CH3:1])[CH2:6][CH2:7][N:8]([C:9](=[O:10])[O:11][C:12]([CH3:13])([CH3:14])[CH3:15])[CH2:16]1)=[O:19]>CCOCC.[Al+3].[HH].[HH].[HH].[HH].[Li+]>[CH3:1][O:2][CH2:3][O:4][C@H:5]1[CH2:6][CH2:7][N:8]([C:9](=[O:10])[O:11][C:12]([CH3:13])([CH3:14])[CH3:15])[CH2:16][C@H:17]1[CH2:18][OH:19]\"}",
"molecule": {
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"smiles": "COCO[C@H]1CCN(C(=O)OC(C)(C)C)C[C@H]1CO"
},
"children": [
{
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},
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}
]
}
]
}
]
}
]
}
]
}
}