Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
O=C(N[C@@H]1CCC[C@H](Nc2nc(-c3c[nH]c4ncc(F)cc34)ncc2F)C1)N1CCOCC1
InChiKey
DNDKQMRCCOWDAP-LSDHHAIUSA-N
Route Content Hash
a2ed0af17cb2d6564a7d2bf2418cd447dffa7bd287c6df9c0ecc2e9414111823
Route Signature
37b295eefe2fb2c018e3159777a801e49fe16eb5bcb936a73ec648bc6a1b73e7
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": "cmisc00nl03w619ddbke5ibs6",
"signature": "37b295eefe2fb2c018e3159777a801e49fe16eb5bcb936a73ec648bc6a1b73e7",
"contentHash": "a2ed0af17cb2d6564a7d2bf2418cd447dffa7bd287c6df9c0ecc2e9414111823",
"length": 6,
"isConvergent": false
},
"target": {
"id": "cmisc00nl03w519ddgqx3z1ee",
"benchmarkSetId": "cmisbzzmb000019dd3k8yeild",
"targetId": "n5-00768",
"moleculeId": "tvwszzza7121dk2gnjzh6ctb",
"routeLength": 6,
"isConvergent": false,
"metadata": "{}",
"molecule": {
"id": "tvwszzza7121dk2gnjzh6ctb",
"inchikey": "DNDKQMRCCOWDAP-LSDHHAIUSA-N",
"smiles": "O=C(N[C@@H]1CCC[C@H](Nc2nc(-c3c[nH]c4ncc(F)cc34)ncc2F)C1)N1CCOCC1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "cmisc00nm03w719ddyunbxdxc",
"routeId": "cmisc00nl03w619ddbke5ibs6",
"moleculeId": "tvwszzza7121dk2gnjzh6ctb",
"parentId": null,
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US08829007B2;2408;1511909\",\"rsmi\":\"Cc1ccc(S(=O)(=O)[n:15]2[cH:14][c:13](-[c:12]3[n:11][c:10]([NH:9][C@H:8]4[CH2:7][CH2:6][CH2:5][C@@H:4]([NH:3][C:2](=[O:1])[N:28]5[CH2:29][CH2:30][O:31][CH2:32][CH2:33]5)[CH2:27]4)[c:25]([F:26])[cH:24][n:23]3)[c:22]3[c:16]2[n:17][cH:18][c:19]([F:20])[cH:21]3)cc1>CO.CO.[Na+]>[O:1]=[C:2]([NH:3][C@@H:4]1[CH2:5][CH2:6][CH2:7][C@H:8]([NH:9][c:10]2[n:11][c:12](-[c:13]3[cH:14][nH:15][c:16]4[n:17][cH:18][c:19]([F:20])[cH:21][c:22]34)[n:23][cH:24][c:25]2[F:26])[CH2:27]1)[N:28]1[CH2:29][CH2:30][O:31][CH2:32][CH2:33]1\"}",
"molecule": {
"id": "tvwszzza7121dk2gnjzh6ctb",
"inchikey": "DNDKQMRCCOWDAP-LSDHHAIUSA-N",
"smiles": "O=C(N[C@@H]1CCC[C@H](Nc2nc(-c3c[nH]c4ncc(F)cc34)ncc2F)C1)N1CCOCC1"
},
"children": [
{
"id": "cmisc00nm03w819ddlufk7f7l",
"routeId": "cmisc00nl03w619ddbke5ibs6",
"moleculeId": "b6ta6x28ya3wkoo0kkldxcnb",
"parentId": "cmisc00nm03w719ddyunbxdxc",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US08829007B2;2406;1511908\",\"rsmi\":\"Cl[C:25](=[O:26])[N:27]1[CH2:28][CH2:29][O:30][CH2:31][CH2:32]1.[CH3:1][c:2]1[cH:3][cH:4][c:5]([S:6](=[O:7])(=[O:8])[n:9]2[cH:10][c:11](-[c:12]3[n:13][cH:14][c:15]([F:16])[c:17]([NH:18][C@H:19]4[CH2:20][CH2:21][CH2:22][C@@H:23]([NH2:24])[CH2:33]4)[n:34]3)[c:35]3[cH:36][c:37]([F:38])[cH:39][n:40][c:41]23)[cH:42][cH:43]1>CCN(C(C)C)C(C)C.CN(C)C=O.O>[CH3:1][c:2]1[cH:3][cH:4][c:5]([S:6](=[O:7])(=[O:8])[n:9]2[cH:10][c:11](-[c:12]3[n:13][cH:14][c:15]([F:16])[c:17]([NH:18][C@H:19]4[CH2:20][CH2:21][CH2:22][C@@H:23]([NH:24][C:25](=[O:26])[N:27]5[CH2:28][CH2:29][O:30][CH2:31][CH2:32]5)[CH2:33]4)[n:34]3)[c:35]3[cH:36][c:37]([F:38])[cH:39][n:40][c:41]23)[cH:42][cH:43]1\"}",
"molecule": {
"id": "b6ta6x28ya3wkoo0kkldxcnb",
"inchikey": "JZOZTBLHBJBBDS-LEWJYISDSA-N",
"smiles": "Cc1ccc(S(=O)(=O)n2cc(-c3ncc(F)c(N[C@H]4CCC[C@@H](NC(=O)N5CCOCC5)C4)n3)c3cc(F)cnc32)cc1"
},
"children": [
{
"id": "cmisc00nm03w919ddfpcbjicc",
"routeId": "cmisc00nl03w619ddbke5ibs6",
"moleculeId": "xs90vcr7eyckxc6i2se38pec",
"parentId": "cmisc00nm03w819ddlufk7f7l",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US08829007B2;2404;1511907\",\"rsmi\":\"CC(C)(C)OC(=O)[NH:24][C@@H:23]1[CH2:22][CH2:21][CH2:20][C@H:19]([NH:18][c:17]2[c:15]([F:16])[cH:14][n:13][c:12](-[c:11]3[cH:10][n:9]([S:6]([c:5]4[cH:4][cH:3][c:2]([CH3:1])[cH:35][cH:34]4)(=[O:7])=[O:8])[c:33]4[c:27]3[cH:28][c:29]([F:30])[cH:31][n:32]4)[n:26]2)[CH2:25]1>ClCCl.O=C(O)C(F)(F)F>[CH3:1][c:2]1[cH:3][cH:4][c:5]([S:6](=[O:7])(=[O:8])[n:9]2[cH:10][c:11](-[c:12]3[n:13][cH:14][c:15]([F:16])[c:17]([NH:18][C@H:19]4[CH2:20][CH2:21][CH2:22][C@@H:23]([NH2:24])[CH2:25]4)[n:26]3)[c:27]3[cH:28][c:29]([F:30])[cH:31][n:32][c:33]23)[cH:34][cH:35]1\"}",
"molecule": {
"id": "xs90vcr7eyckxc6i2se38pec",
"inchikey": "LUUCVDNINATMLL-SJORKVTESA-N",
"smiles": "Cc1ccc(S(=O)(=O)n2cc(-c3ncc(F)c(N[C@H]4CCC[C@@H](N)C4)n3)c3cc(F)cnc32)cc1"
},
"children": [
{
"id": "cmisc00nm03wb19ddb5v8077c",
"routeId": "cmisc00nl03w619ddbke5ibs6",
"moleculeId": "jknad43wkfyv86hxbajo4bx8",
"parentId": "cmisc00nm03w919ddfpcbjicc",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US08829007B2;2402;1511906\",\"rsmi\":\"CS(=O)[c:17]1[c:15]([F:16])[cH:14][n:13][c:12](-[c:11]2[cH:10][n:9]([S:6]([c:5]3[cH:4][cH:3][c:2]([CH3:1])[cH:42][cH:41]3)(=[O:7])=[O:8])[c:40]3[c:34]2[cH:35][c:36]([F:37])[cH:38][n:39]3)[n:33]1.[NH2:18][C@H:19]1[CH2:20][CH2:21][CH2:22][C@@H:23]([NH:24][C:25](=[O:26])[O:27][C:28]([CH3:29])([CH3:30])[CH3:31])[CH2:32]1>C1CCOC1>[CH3:1][c:2]1[cH:3][cH:4][c:5]([S:6](=[O:7])(=[O:8])[n:9]2[cH:10][c:11](-[c:12]3[n:13][cH:14][c:15]([F:16])[c:17]([NH:18][C@H:19]4[CH2:20][CH2:21][CH2:22][C@@H:23]([NH:24][C:25](=[O:26])[O:27][C:28]([CH3:29])([CH3:30])[CH3:31])[CH2:32]4)[n:33]3)[c:34]3[cH:35][c:36]([F:37])[cH:38][n:39][c:40]23)[cH:41][cH:42]1\"}",
"molecule": {
"id": "jknad43wkfyv86hxbajo4bx8",
"inchikey": "RIKVSGJKZRIUQA-VQTJNVASSA-N",
"smiles": "Cc1ccc(S(=O)(=O)n2cc(-c3ncc(F)c(N[C@H]4CCC[C@@H](NC(=O)OC(C)(C)C)C4)n3)c3cc(F)cnc32)cc1"
},
"children": [
{
"id": "cmisc00nm03wc19ddb17o86gn",
"routeId": "cmisc00nl03w619ddbke5ibs6",
"moleculeId": "kefj23m1r5dqk9ac7uwblhhl",
"parentId": "cmisc00nm03wb19ddb5v8077c",
"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
"id": "kefj23m1r5dqk9ac7uwblhhl",
"inchikey": "OBSACSBMTRJNPH-DTWKUNHWSA-N",
"smiles": "CC(C)(C)OC(=O)N[C@@H]1CCC[C@H](N)C1"
},
"children": []
},
{
"id": "cmisc00nm03wd19ddhguqmfxr",
"routeId": "cmisc00nl03w619ddbke5ibs6",
"moleculeId": "ejtg62qwemff7meeowx6l3f4",
"parentId": "cmisc00nm03wb19ddb5v8077c",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US08829007B2;2400;1511905\",\"rsmi\":\"O=C(O[OH:20])c1cccc(Cl)c1.[CH3:1][c:2]1[cH:3][cH:4][c:5]([S:6](=[O:7])(=[O:8])[n:9]2[cH:10][c:11](-[c:12]3[n:13][cH:14][c:15]([F:16])[c:17]([S:18][CH3:19])[n:21]3)[c:22]3[cH:23][c:24]([F:25])[cH:26][n:27][c:28]23)[cH:29][cH:30]1>ClCCl.O=C(OO)c1cccc(Cl)c1>[CH3:1][c:2]1[cH:3][cH:4][c:5]([S:6](=[O:7])(=[O:8])[n:9]2[cH:10][c:11](-[c:12]3[n:13][cH:14][c:15]([F:16])[c:17]([S:18]([CH3:19])=[O:20])[n:21]3)[c:22]3[cH:23][c:24]([F:25])[cH:26][n:27][c:28]23)[cH:29][cH:30]1\"}",
"molecule": {
"id": "ejtg62qwemff7meeowx6l3f4",
"inchikey": "LMBBWYXNNKBTFS-UHFFFAOYSA-N",
"smiles": "Cc1ccc(S(=O)(=O)n2cc(-c3ncc(F)c(S(C)=O)n3)c3cc(F)cnc32)cc1"
},
"children": [
{
"id": "cmisc00nn03we19dd1hm39dip",
"routeId": "cmisc00nl03w619ddbke5ibs6",
"moleculeId": "ofu884kif3vf7bxzwmvo46ak",
"parentId": "cmisc00nm03wd19ddhguqmfxr",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US08829007B2;2398;1511904\",\"rsmi\":\"CC1(C)OB([c:6]2[cH:7][n:8]([S:9](=[O:10])(=[O:11])[c:12]3[cH:13][cH:14][c:15]([CH3:16])[cH:17][cH:18]3)[c:19]3[n:20][cH:21][c:22]([F:23])[cH:24][c:25]23)OC1(C)C.Cl[c:5]1[n:4][c:3]([S:2][CH3:1])[c:28]([F:29])[cH:27][n:26]1>COCCOC.O.O=C(O)O.[Na+].[Na+].c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[CH3:1][S:2][c:3]1[n:4][c:5](-[c:6]2[cH:7][n:8]([S:9](=[O:10])(=[O:11])[c:12]3[cH:13][cH:14][c:15]([CH3:16])[cH:17][cH:18]3)[c:19]3[n:20][cH:21][c:22]([F:23])[cH:24][c:25]23)[n:26][cH:27][c:28]1[F:29]\"}",
"molecule": {
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"inchikey": "BAZIDJZAUHSKRX-UHFFFAOYSA-N",
"smiles": "CSc1nc(-c2cn(S(=O)(=O)c3ccc(C)cc3)c3ncc(F)cc23)ncc1F"
},
"children": [
{
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"parentId": "cmisc00nn03we19dd1hm39dip",
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"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
"id": "hpv94cmo1tk5000mig8khh5g",
"inchikey": "JORGKVXNFHVPKA-UHFFFAOYSA-N",
"smiles": "CSc1nc(Cl)ncc1F"
},
"children": []
},
{
"id": "cmisc00no03wh19ddf1h3272c",
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"parentId": "cmisc00nn03we19dd1hm39dip",
"isLeaf": true,
"reactionHash": null,
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"metadata": null,
"molecule": {
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"smiles": "Cc1ccc(S(=O)(=O)n2cc(B3OC(C)(C)C(C)(C)O3)c3cc(F)cnc32)cc1"
},
"children": []
}
]
},
{
"id": "cmisc00nn03wf19dd350l93r7",
"routeId": "cmisc00nl03w619ddbke5ibs6",
"moleculeId": "zjl0gr3hld2oe06tv2vsuso6",
"parentId": "cmisc00nm03wd19ddhguqmfxr",
"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
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"inchikey": "NHQDETIJWKXCTC-UHFFFAOYSA-N",
"smiles": "O=C(OO)c1cccc(Cl)c1"
},
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}
]
}
]
}
]
},
{
"id": "cmisc00nm03wa19ddpga5oabb",
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"moleculeId": "tc9r61j1ktadwaaai3qexota",
"parentId": "cmisc00nm03w819ddlufk7f7l",
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"molecule": {
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"smiles": "O=C(Cl)N1CCOCC1"
},
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}
]
}
]
}
}