Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Oc1ccc2nc(-c3ccc(-c4nn[nH]n4)cc3Cl)ccc2c1
InChiKey
YLROCXBICGTVLO-UHFFFAOYSA-N
Route Content Hash
4416b3887a23a80747dcf25784950ec832aa2bc941ff42f413a4f7ca90ac1dc0
Route Signature
91c1cf2a619179db715ad9f7857f5f3d510ffd51491e9271017ad910c0255c33
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": "cmisc00mc03qv19dd2l2g1nqk",
"signature": "91c1cf2a619179db715ad9f7857f5f3d510ffd51491e9271017ad910c0255c33",
"contentHash": "4416b3887a23a80747dcf25784950ec832aa2bc941ff42f413a4f7ca90ac1dc0",
"length": 6,
"isConvergent": false
},
"target": {
"id": "cmisc00mc03qu19ddh3moqfjf",
"benchmarkSetId": "cmisbzzmb000019dd3k8yeild",
"targetId": "n5-00177",
"moleculeId": "h1kpi0jc87ru6zwkysp0p5sv",
"routeLength": 6,
"isConvergent": false,
"metadata": "{}",
"molecule": {
"id": "h1kpi0jc87ru6zwkysp0p5sv",
"inchikey": "YLROCXBICGTVLO-UHFFFAOYSA-N",
"smiles": "Oc1ccc2nc(-c3ccc(-c4nn[nH]n4)cc3Cl)ccc2c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "cmisc00md03qw19ddxsyrkwga",
"routeId": "cmisc00mc03qv19dd2l2g1nqk",
"moleculeId": "h1kpi0jc87ru6zwkysp0p5sv",
"parentId": null,
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20160067254A1;0314;1848769\",\"rsmi\":\"[N-:15]=[N+:16]=[N-:17].[OH:1][c:2]1[cH:3][cH:4][c:5]2[n:6][c:7](-[c:8]3[c:9]([Cl:10])[cH:11][c:12]([C:13]#[N:14])[cH:18][cH:19]3)[cH:20][cH:21][c:22]2[cH:23]1>COCCOCCO.Cl.[Li+].[Na+]>[OH:1][c:2]1[cH:3][cH:4][c:5]2[n:6][c:7](-[c:8]3[c:9]([Cl:10])[cH:11][c:12](-[c:13]4[n:14][nH:15][n:16][n:17]4)[cH:18][cH:19]3)[cH:20][cH:21][c:22]2[cH:23]1\"}",
"molecule": {
"id": "h1kpi0jc87ru6zwkysp0p5sv",
"inchikey": "YLROCXBICGTVLO-UHFFFAOYSA-N",
"smiles": "Oc1ccc2nc(-c3ccc(-c4nn[nH]n4)cc3Cl)ccc2c1"
},
"children": [
{
"id": "cmisc00md03qx19ddz8awnsx4",
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"moleculeId": "gt0hxvohsf24swpoboe926fl",
"parentId": "cmisc00md03qw19ddxsyrkwga",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20160067254A1;0313;1848768\",\"rsmi\":\"O=[C:2]([NH2:1])[c:3]1[cH:4][c:5]([Cl:6])[c:7](-[c:8]2[n:9][c:10]3[cH:11][cH:12][c:13]([OH:14])[cH:15][c:16]3[cH:17][cH:18]2)[cH:19][cH:20]1>CCN(CC)CC.ClCCl.O.O=C(OC(=O)C(F)(F)F)C(F)(F)F>[N:1]#[C:2][c:3]1[cH:4][c:5]([Cl:6])[c:7](-[c:8]2[n:9][c:10]3[cH:11][cH:12][c:13]([OH:14])[cH:15][c:16]3[cH:17][cH:18]2)[cH:19][cH:20]1\"}",
"molecule": {
"id": "gt0hxvohsf24swpoboe926fl",
"inchikey": "PJUDFQLNOYQBSN-UHFFFAOYSA-N",
"smiles": "N#Cc1ccc(-c2ccc3cc(O)ccc3n2)c(Cl)c1"
},
"children": [
{
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"parentId": "cmisc00md03qx19ddz8awnsx4",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20160067254A1;0312;1848767\",\"rsmi\":\"O[C:2](=[O:3])[c:4]1[cH:5][c:6]([Cl:7])[c:8](-[c:9]2[n:10][c:11]3[cH:12][cH:13][c:14]([OH:15])[cH:16][c:17]3[cH:18][cH:19]2)[cH:20][cH:21]1.[NH3:1]>Cl.O=S(Cl)Cl.O>[NH2:1][C:2](=[O:3])[c:4]1[cH:5][c:6]([Cl:7])[c:8](-[c:9]2[n:10][c:11]3[cH:12][cH:13][c:14]([OH:15])[cH:16][c:17]3[cH:18][cH:19]2)[cH:20][cH:21]1\"}",
"molecule": {
"id": "j1ykxgu09hg5f0lac2nb36kp",
"inchikey": "AKIMQLBZUGCGON-UHFFFAOYSA-N",
"smiles": "NC(=O)c1ccc(-c2ccc3cc(O)ccc3n2)c(Cl)c1"
},
"children": [
{
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"parentId": "cmisc00md03qz19ddujwqaou8",
"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
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"inchikey": "QGZKDVFQNNGYKY-UHFFFAOYSA-N",
"smiles": "N"
},
"children": []
},
{
"id": "cmisc00md03r119dd4hzj2kof",
"routeId": "cmisc00mc03qv19dd2l2g1nqk",
"moleculeId": "xsn5xtv09y0e4u5ph49nmbel",
"parentId": "cmisc00md03qz19ddujwqaou8",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20160067254A1;0269;1848754\",\"rsmi\":\"C[O:15][c:14]1[cH:13][cH:12][c:11]2[n:10][c:9](-[c:8]3[c:6]([Cl:7])[cH:5][c:4]([C:2](=[O:1])[OH:3])[cH:21][cH:20]3)[cH:19][cH:18][c:17]2[cH:16]1>ClCCl.[Al+3].Cl.Cl.Cl>[O:1]=[C:2]([OH:3])[c:4]1[cH:5][c:6]([Cl:7])[c:8](-[c:9]2[n:10][c:11]3[cH:12][cH:13][c:14]([OH:15])[cH:16][c:17]3[cH:18][cH:19]2)[cH:20][cH:21]1\"}",
"molecule": {
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"inchikey": "BXSZILNGNMDGSL-UHFFFAOYSA-N",
"smiles": "O=C(O)c1ccc(-c2ccc3cc(O)ccc3n2)c(Cl)c1"
},
"children": [
{
"id": "cmisc00me03r219dd2jw1yafn",
"routeId": "cmisc00mc03qv19dd2l2g1nqk",
"moleculeId": "bzorjfa468yc5ukgwswm6ani",
"parentId": "cmisc00md03r119dd4hzj2kof",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20160067254A1;0268;1848753\",\"rsmi\":\"Cl[c:8]1[n:7][c:6]2[cH:5][cH:4][c:3]([O:2][CH3:1])[cH:22][c:21]2[cH:20][cH:19]1.OB(O)[c:9]1[c:10]([Cl:11])[cH:12][c:13]([C:14](=[O:15])[OH:16])[cH:17][cH:18]1>CCOC(C)=O.COCCOCCO.Cl[Pd]Cl.O.O=C(O)O.[Fe+2].[K+].[K+]>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]2[n:7][c:8](-[c:9]3[c:10]([Cl:11])[cH:12][c:13]([C:14](=[O:15])[OH:16])[cH:17][cH:18]3)[cH:19][cH:20][c:21]2[cH:22]1\"}",
"molecule": {
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"inchikey": "PVOWBMUBLVXXQF-UHFFFAOYSA-N",
"smiles": "COc1ccc2nc(-c3ccc(C(=O)O)cc3Cl)ccc2c1"
},
"children": [
{
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"parentId": "cmisc00me03r219dd2jw1yafn",
"isLeaf": false,
"reactionHash": null,
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"metadata": "{\"ID\":\"US20160067254A1;0475;1848821\",\"rsmi\":\"O=P(Cl)(Cl)[Cl:9].O[c:8]1[n:7][c:6]2[cH:5][cH:4][c:3]([O:2][CH3:1])[cH:13][c:12]2[cH:11][cH:10]1>>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]2[n:7][c:8]([Cl:9])[cH:10][cH:11][c:12]2[cH:13]1\"}",
"molecule": {
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"inchikey": "ZFEJTYQUWRVCFW-UHFFFAOYSA-N",
"smiles": "COc1ccc2nc(Cl)ccc2c1"
},
"children": [
{
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"molecule": {
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"inchikey": "MLHXCMWXUMCLNK-UHFFFAOYSA-N",
"smiles": "COc1ccc2[nH]c(=O)ccc2c1"
},
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},
{
"id": "cmisc00me03r619ddsqq1i1vg",
"routeId": "cmisc00mc03qv19dd2l2g1nqk",
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"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
"id": "q8nnro3bc3o13al7hln0cdqd",
"inchikey": "XHXFXVLFKHQFAL-UHFFFAOYSA-N",
"smiles": "O=P(Cl)(Cl)Cl"
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}
]
},
{
"id": "cmisc00me03r419ddh6um5brz",
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"molecule": {
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"inchikey": "FYDHSNLXZRGWFU-UHFFFAOYSA-N",
"smiles": "O=C(O)c1ccc(B(O)O)c(Cl)c1"
},
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}
]
}
]
}
]
}
]
},
{
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"molecule": {
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"smiles": "[N]N=[N-]"
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}
}