Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1ccc(-c2cn3nc(-c4cnccc4C(F)(F)F)ccc3n2)cc1NC(=O)C(C)(C)C
InChiKey
RWPRKPCPMYDDRB-UHFFFAOYSA-N
Route Signature
7d0fc5e346fd6afd072e1af9b558959a7d51b7b9ffafc46839b6c7c0e2644f2d
Synthesis route with 5 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "cmisbzx0l01bbzfdduya18joz",
"signature": "7d0fc5e346fd6afd072e1af9b558959a7d51b7b9ffafc46839b6c7c0e2644f2d",
"length": 5,
"isConvergent": true
},
"target": {
"id": "cmisc0g0d01q3boddem3qdjpx",
"benchmarkSetId": "cmisc0flu0000boddjstwifeo",
"targetId": "n5-00539",
"moleculeId": "c45qwinqfipa7jbtg9t97rgh",
"routeLength": 5,
"isConvergent": true,
"metadata": "{}",
"molecule": {
"id": "c45qwinqfipa7jbtg9t97rgh",
"inchikey": "RWPRKPCPMYDDRB-UHFFFAOYSA-N",
"smiles": "Cc1ccc(-c2cn3nc(-c4cnccc4C(F)(F)F)ccc3n2)cc1NC(=O)C(C)(C)C"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 4
},
"rootNode": {
"id": "cmisbzx0m01bczfdddh8khgus",
"routeId": "cmisbzx0l01bbzfdduya18joz",
"moleculeId": "c45qwinqfipa7jbtg9t97rgh",
"parentId": null,
"reactionStepId": "r3o7tjms8utem8r9ctihr9ba",
"isLeaf": false,
"molecule": {
"id": "c45qwinqfipa7jbtg9t97rgh",
"inchikey": "RWPRKPCPMYDDRB-UHFFFAOYSA-N",
"smiles": "Cc1ccc(-c2cn3nc(-c4cnccc4C(F)(F)F)ccc3n2)cc1NC(=O)C(C)(C)C"
},
"reactionStep": {
"id": "r3o7tjms8utem8r9ctihr9ba",
"reactionHash": "e835d3566fe4724085ff5f372d87cd6d18ce72afb5ee9483f0b4350eb53008f8",
"template": null,
"metadata": "{\"ID\":\"US20120178751A1;0410;1239966\",\"rsmi\":\"Cl[c:17]1[n:16][n:15]2[cH:14][c:13](-[c:12]3[cH:11][c:3]([NH:4][C:5](=[O:6])[C:7]([CH3:8])([CH3:9])[CH3:10])[c:2]([CH3:1])[cH:33][cH:32]3)[n:31][c:30]2[cH:29][cH:28]1.OB(O)[c:18]1[c:19]([C:20]([F:21])([F:22])[F:23])[cH:24][cH:25][n:26][cH:27]1>CC(C)O.Cl[Pd](Cl)([PH](c1ccccc1)(c1ccccc1)c1ccccc1)[PH](c1ccccc1)(c1ccccc1)c1ccccc1.O.O=C(O)O.[Na+].[Na+]>[CH3:1][c:2]1[c:3]([NH:4][C:5](=[O:6])[C:7]([CH3:8])([CH3:9])[CH3:10])[cH:11][c:12](-[c:13]2[cH:14][n:15]3[n:16][c:17](-[c:18]4[c:19]([C:20]([F:21])([F:22])[F:23])[cH:24][cH:25][n:26][cH:27]4)[cH:28][cH:29][c:30]3[n:31]2)[cH:32][cH:33]1\"}"
},
"children": [
{
"id": "cmisbzx0m01bdzfddf7qmuflj",
"routeId": "cmisbzx0l01bbzfdduya18joz",
"moleculeId": "xueh5kj6l2jhytoseeze4vlk",
"parentId": "cmisbzx0m01bczfdddh8khgus",
"reactionStepId": "zz0q3zpvqgfupjqd7f38b0xc",
"isLeaf": false,
"molecule": {
"id": "xueh5kj6l2jhytoseeze4vlk",
"inchikey": "NCSWBNNSEBKPFD-UHFFFAOYSA-N",
"smiles": "Cc1ccc(-c2cn3nc(Cl)ccc3n2)cc1NC(=O)C(C)(C)C"
},
"reactionStep": {
"id": "zz0q3zpvqgfupjqd7f38b0xc",
"reactionHash": "9ca648136d5d483873469f42bbf36476257a6498d660b19b1756a8b4c58b5ce1",
"template": null,
"metadata": "{\"ID\":\"US20120178751A1;0402;1239962\",\"rsmi\":\"Cl[C:5](=[O:6])[C:7]([CH3:8])([CH3:9])[CH3:10].[CH3:1][c:2]1[c:3]([NH2:4])[cH:11][c:12](-[c:13]2[cH:14][n:15]3[n:16][c:17]([Cl:18])[cH:19][cH:20][c:21]3[n:22]2)[cH:23][cH:24]1>CC#N.c1ccncc1>[CH3:1][c:2]1[c:3]([NH:4][C:5](=[O:6])[C:7]([CH3:8])([CH3:9])[CH3:10])[cH:11][c:12](-[c:13]2[cH:14][n:15]3[n:16][c:17]([Cl:18])[cH:19][cH:20][c:21]3[n:22]2)[cH:23][cH:24]1\"}"
},
"children": [
{
"id": "cmisbzx0m01bfzfddh4fyypmd",
"routeId": "cmisbzx0l01bbzfdduya18joz",
"moleculeId": "mwe3cq61ray7h5shepn0jqnu",
"parentId": "cmisbzx0m01bdzfddf7qmuflj",
"reactionStepId": null,
"isLeaf": true,
"molecule": {
"id": "mwe3cq61ray7h5shepn0jqnu",
"inchikey": "JVSFQJZRHXAUGT-UHFFFAOYSA-N",
"smiles": "CC(C)(C)C(=O)Cl"
},
"reactionStep": null,
"children": []
},
{
"id": "cmisbzx0n01bgzfdd5nhq9rck",
"routeId": "cmisbzx0l01bbzfdduya18joz",
"moleculeId": "eqsl9ggvkctlll3n77e5twz4",
"parentId": "cmisbzx0m01bdzfddf7qmuflj",
"reactionStepId": "kkrv51rbhelgz7h6hzm5qaxa",
"isLeaf": false,
"molecule": {
"id": "eqsl9ggvkctlll3n77e5twz4",
"inchikey": "MRSJDRVSBVFVHP-UHFFFAOYSA-N",
"smiles": "Cc1ccc(-c2cn3nc(Cl)ccc3n2)cc1N"
},
"reactionStep": {
"id": "kkrv51rbhelgz7h6hzm5qaxa",
"reactionHash": "cbf3f64ebd6b095f77643276100316abb9836dc0c0da73b18588e60219bbd427",
"template": null,
"metadata": "{\"ID\":\"US20120178751A1;0400;1239961\",\"rsmi\":\"O=[N+:4]([O-])[c:3]1[c:2]([CH3:1])[cH:18][cH:17][c:6](-[c:7]2[cH:8][n:9]3[n:10][c:11]([Cl:12])[cH:13][cH:14][c:15]3[n:16]2)[cH:5]1>CC(=O)O.CCO.[Fe]>[CH3:1][c:2]1[c:3]([NH2:4])[cH:5][c:6](-[c:7]2[cH:8][n:9]3[n:10][c:11]([Cl:12])[cH:13][cH:14][c:15]3[n:16]2)[cH:17][cH:18]1\"}"
},
"children": [
{
"id": "cmisbzx0n01bjzfdd4rtiu7vq",
"routeId": "cmisbzx0l01bbzfdduya18joz",
"moleculeId": "vso4vzw985rdzy56o6y6iw51",
"parentId": "cmisbzx0n01bgzfdd5nhq9rck",
"reactionStepId": "d3sxvuzt9bqvron5f7k33hxv",
"isLeaf": false,
"molecule": {
"id": "vso4vzw985rdzy56o6y6iw51",
"inchikey": "XHYWVVYFTXOBMF-UHFFFAOYSA-N",
"smiles": "Cc1ccc(-c2cn3nc(Cl)ccc3n2)cc1[N+](=O)[O-]"
},
"reactionStep": {
"id": "d3sxvuzt9bqvron5f7k33hxv",
"reactionHash": "e1164e106189d6326d73654ec3635d54d66214e1dd6f85a42d14375e84159a33",
"template": null,
"metadata": "{\"ID\":\"US20120178751A1;0398;1239960\",\"rsmi\":\"O=[C:9]([c:8]1[cH:7][c:3]([N+:4](=[O:5])[O-:6])[c:2]([CH3:1])[cH:20][cH:19]1)[CH2:10]Br.[n:11]1[n:12][c:13]([Cl:14])[cH:15][cH:16][c:17]1[NH2:18]>CC#N.O>[CH3:1][c:2]1[c:3]([N+:4](=[O:5])[O-:6])[cH:7][c:8](-[c:9]2[cH:10][n:11]3[n:12][c:13]([Cl:14])[cH:15][cH:16][c:17]3[n:18]2)[cH:19][cH:20]1\"}"
},
"children": [
{
"id": "cmisbzx0n01bkzfddn0qtrvy8",
"routeId": "cmisbzx0l01bbzfdduya18joz",
"moleculeId": "qx0cbjg4q550ho24upgzbmuw",
"parentId": "cmisbzx0n01bjzfdd4rtiu7vq",
"reactionStepId": "lln9trd6oe4c9fh4v9aub5m9",
"isLeaf": false,
"molecule": {
"id": "qx0cbjg4q550ho24upgzbmuw",
"inchikey": "DBMCVOBHUPAOMT-UHFFFAOYSA-N",
"smiles": "Cc1ccc(C(=O)CBr)cc1[N+](=O)[O-]"
},
"reactionStep": {
"id": "lln9trd6oe4c9fh4v9aub5m9",
"reactionHash": "fe2e51223e1488293589be577ab7d7aaaf2323deb44af9fd8d1172ac43c4a229",
"template": null,
"metadata": "{\"ID\":\"US20120178751A1;0396;1239959\",\"rsmi\":\"Br[Br:12].[CH3:1][c:2]1[c:3]([N+:4](=[O:5])[O-:6])[cH:7][c:8]([C:9](=[O:10])[CH3:11])[cH:13][cH:14]1>ClCCl>[CH3:1][c:2]1[c:3]([N+:4](=[O:5])[O-:6])[cH:7][c:8]([C:9](=[O:10])[CH2:11][Br:12])[cH:13][cH:14]1\"}"
},
"children": [
{
"id": "cmisbzx0n01bmzfdd2nuwpz2s",
"routeId": "cmisbzx0l01bbzfdduya18joz",
"moleculeId": "q30x62ijpb42sfoxl7crkizy",
"parentId": "cmisbzx0n01bkzfddn0qtrvy8",
"reactionStepId": null,
"isLeaf": true,
"molecule": {
"id": "q30x62ijpb42sfoxl7crkizy",
"inchikey": "GDTBXPJZTBHREO-UHFFFAOYSA-N",
"smiles": "BrBr"
},
"reactionStep": null,
"children": []
},
{
"id": "cmisbzx0o01bnzfddx0qcgsk8",
"routeId": "cmisbzx0l01bbzfdduya18joz",
"moleculeId": "pw975ge1qc6ce0v5kzefmwla",
"parentId": "cmisbzx0n01bkzfddn0qtrvy8",
"reactionStepId": null,
"isLeaf": true,
"molecule": {
"id": "pw975ge1qc6ce0v5kzefmwla",
"inchikey": "YRBBMDOBWRUMEZ-UHFFFAOYSA-N",
"smiles": "CC(=O)c1ccc(C)c([N+](=O)[O-])c1"
},
"reactionStep": null,
"children": []
}
]
},
{
"id": "cmisbzx0n01blzfdd5w56sp7h",
"routeId": "cmisbzx0l01bbzfdduya18joz",
"moleculeId": "goxw19119xp9ddnb8yr7v0la",
"parentId": "cmisbzx0n01bjzfdd4rtiu7vq",
"reactionStepId": null,
"isLeaf": true,
"molecule": {
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"inchikey": "DTXVKPOKPFWSFF-UHFFFAOYSA-N",
"smiles": "N=c1ccc(Cl)n[nH]1"
},
"reactionStep": null,
"children": []
}
]
}
]
}
]
},
{
"id": "cmisbzx0m01bezfddvy2efr0s",
"routeId": "cmisbzx0l01bbzfdduya18joz",
"moleculeId": "vcqgklo5gckicybc0ei88n2o",
"parentId": "cmisbzx0m01bczfdddh8khgus",
"reactionStepId": "d1ezrpb171vvfmie48yjsd7w",
"isLeaf": false,
"molecule": {
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"inchikey": "GPOLKFXETWUREM-UHFFFAOYSA-N",
"smiles": "OB(O)c1cnccc1C(F)(F)F"
},
"reactionStep": {
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"reactionHash": "de8b382194f57fe3ed643bf05faf5ca87dab417ab381ceb0230ea08780242024",
"template": null,
"metadata": "{\"ID\":\"US20120178751A1;0408;1239965\",\"rsmi\":\"Br[c:4]1[c:5]([C:6]([F:7])([F:8])[F:9])[cH:10][cH:11][n:12][cH:13]1.CC(C)O[B:2]([O:1]C(C)C)[O:3]C(C)C>C1CCOC1.[Li]CCCC>[OH:1][B:2]([OH:3])[c:4]1[c:5]([C:6]([F:7])([F:8])[F:9])[cH:10][cH:11][n:12][cH:13]1\"}"
},
"children": [
{
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"isLeaf": true,
"molecule": {
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"smiles": "CC(C)OB(OC(C)C)OC(C)C"
},
"reactionStep": null,
"children": []
},
{
"id": "cmisbzx0n01bizfddihn01z7r",
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"moleculeId": "cjylu6ddv0b01rfcdwozwta3",
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"isLeaf": true,
"molecule": {
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"inchikey": "OPNNLECPNPMTMV-UHFFFAOYSA-N",
"smiles": "FC(F)(F)c1ccncc1Br"
},
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"children": []
}
]
}
]
}
}