Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
O[C@@H]1CCCC[C@H]1Nc1nc2ccc(Cn3cnc(Br)c3)cc2s1
InChiKey
QMHZKVVEHCRCIK-TZMCWYRMSA-N
Route Signature
e0a0ddbee48bf3b78fd60dd170c65df1764376a0461280d5a46ea4854590b11f
Synthesis route with 6 steps
Route tree structure (JSON format)
{
"route": {
"id": "cmisc00ok040519ddtxjpjqot",
"signature": "e0a0ddbee48bf3b78fd60dd170c65df1764376a0461280d5a46ea4854590b11f",
"length": 6,
"isConvergent": false
},
"target": {
"id": "cmisc0dc502rsa8dddla3s3wf",
"benchmarkSetId": "cmisc0cnd0000a8dd4g4pdf0s",
"targetId": "n5-07594",
"moleculeId": "kisz6zlo4j7zqvd0gwtp2r5t",
"routeLength": 6,
"isConvergent": false,
"metadata": "{}",
"molecule": {
"id": "kisz6zlo4j7zqvd0gwtp2r5t",
"inchikey": "QMHZKVVEHCRCIK-TZMCWYRMSA-N",
"smiles": "O[C@@H]1CCCC[C@H]1Nc1nc2ccc(Cn3cnc(Br)c3)cc2s1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "cmisc00ol040619dd54xudyih",
"routeId": "cmisc00ok040519ddtxjpjqot",
"moleculeId": "kisz6zlo4j7zqvd0gwtp2r5t",
"parentId": null,
"reactionStepId": "tu53pcaavg653asfs78fmblp",
"isLeaf": false,
"molecule": {
"id": "kisz6zlo4j7zqvd0gwtp2r5t",
"inchikey": "QMHZKVVEHCRCIK-TZMCWYRMSA-N",
"smiles": "O[C@@H]1CCCC[C@H]1Nc1nc2ccc(Cn3cnc(Br)c3)cc2s1"
},
"reactionStep": {
"id": "tu53pcaavg653asfs78fmblp",
"reactionHash": "2ccd857dd05eca6036566cdd54145bb8bde2763b2b88683ab9ec6cacf079705f",
"template": null,
"metadata": "{\"ID\":\"US20150196566A1;2186;1721429\",\"rsmi\":\"CS(=O)[c:9]1[n:10][c:11]2[c:12]([cH:13][c:14]([CH2:15][n:16]3[cH:17][n:18][c:19]([Br:20])[cH:21]3)[cH:22][cH:23]2)[s:24]1.[OH:1][C@@H:2]1[CH2:3][CH2:4][CH2:5][CH2:6][C@H:7]1[NH2:8]>CC(=O)N(C)C.CCN(C(C)C)C(C)C.O>[OH:1][C@@H:2]1[CH2:3][CH2:4][CH2:5][CH2:6][C@H:7]1[NH:8][c:9]1[n:10][c:11]2[c:12]([cH:13][c:14]([CH2:15][n:16]3[cH:17][n:18][c:19]([Br:20])[cH:21]3)[cH:22][cH:23]2)[s:24]1\"}"
},
"children": [
{
"id": "cmisc00ol040719dddtu7odyz",
"routeId": "cmisc00ok040519ddtxjpjqot",
"moleculeId": "gkwyvievuoyn65ke1ico3q59",
"parentId": "cmisc00ol040619dd54xudyih",
"reactionStepId": "drl2vw4dyny29zj54ubs6sbn",
"isLeaf": false,
"molecule": {
"id": "gkwyvievuoyn65ke1ico3q59",
"inchikey": "QYUJDKDQBMYTOS-UHFFFAOYSA-N",
"smiles": "CS(=O)c1nc2ccc(Cn3cnc(Br)c3)cc2s1"
},
"reactionStep": {
"id": "drl2vw4dyny29zj54ubs6sbn",
"reactionHash": "78fae43803caf87af0b11572ec5b343f113e74c15c82ab9bff4452a944352805",
"template": null,
"metadata": "{\"ID\":\"US20150196566A1;2185;1721428\",\"rsmi\":\"O=C(O[OH:3])c1cccc(Cl)c1.[CH3:1][S:2][c:4]1[n:5][c:6]2[c:7]([cH:8][c:9]([CH2:10][n:11]3[cH:12][n:13][c:14]([Br:15])[cH:16]3)[cH:17][cH:18]2)[s:19]1>ClCCl.O=C(O)O.[Na+]>[CH3:1][S:2](=[O:3])[c:4]1[n:5][c:6]2[c:7]([cH:8][c:9]([CH2:10][n:11]3[cH:12][n:13][c:14]([Br:15])[cH:16]3)[cH:17][cH:18]2)[s:19]1\"}"
},
"children": [
{
"id": "cmisc00ol040919ddr3s4mnih",
"routeId": "cmisc00ok040519ddtxjpjqot",
"moleculeId": "z3yxdimfto9d2u3aonbrglcs",
"parentId": "cmisc00ol040719dddtu7odyz",
"reactionStepId": "poevljqce8t4ae35knpmmsbi",
"isLeaf": false,
"molecule": {
"id": "z3yxdimfto9d2u3aonbrglcs",
"inchikey": "PVTOLZXFUQBNGZ-UHFFFAOYSA-N",
"smiles": "CSc1nc2ccc(Cn3cnc(Br)c3)cc2s1"
},
"reactionStep": {
"id": "poevljqce8t4ae35knpmmsbi",
"reactionHash": "17731458c764afceb1d88cc67d915efe76796816a555bf37f861b6bfb9deb54c",
"template": null,
"metadata": "{\"ID\":\"US20150196566A1;2184;1721427\",\"rsmi\":\"Cl[CH2:9][c:8]1[cH:7][c:6]2[c:5]([n:4][c:3]([S:2][CH3:1])[s:18]2)[cH:17][cH:16]1.[nH:10]1[cH:11][n:12][c:13]([Br:14])[cH:15]1>CN(C)C=O.O=C(O)O.[K+].[K+]>[CH3:1][S:2][c:3]1[n:4][c:5]2[c:6]([cH:7][c:8]([CH2:9][n:10]3[cH:11][n:12][c:13]([Br:14])[cH:15]3)[cH:16][cH:17]2)[s:18]1\"}"
},
"children": [
{
"id": "cmisc00ol040b19dd4lmkfhtu",
"routeId": "cmisc00ok040519ddtxjpjqot",
"moleculeId": "bxxbdem1ffydcakl1vbmgtbq",
"parentId": "cmisc00ol040919ddr3s4mnih",
"reactionStepId": null,
"isLeaf": true,
"molecule": {
"id": "bxxbdem1ffydcakl1vbmgtbq",
"inchikey": "FHZALEJIENDROK-UHFFFAOYSA-N",
"smiles": "Brc1cnc[nH]1"
},
"reactionStep": null,
"children": []
},
{
"id": "cmisc00ol040c19ddn1bl8hph",
"routeId": "cmisc00ok040519ddtxjpjqot",
"moleculeId": "a01rxjo21p9mexqd2w5sph2n",
"parentId": "cmisc00ol040919ddr3s4mnih",
"reactionStepId": "p2suu3vwk544qvk6lgymo80n",
"isLeaf": false,
"molecule": {
"id": "a01rxjo21p9mexqd2w5sph2n",
"inchikey": "SKUIIRDOHFVYAI-UHFFFAOYSA-N",
"smiles": "CSc1nc2ccc(CCl)cc2s1"
},
"reactionStep": {
"id": "p2suu3vwk544qvk6lgymo80n",
"reactionHash": "6ef6d3841be798da921d352e8e71d66f70953dbc061751d6eb70617ab0962111",
"template": null,
"metadata": "{\"ID\":\"US20150196566A1;2079;1721394\",\"rsmi\":\"CS(=O)(=O)[Cl:10].O[CH2:9][c:8]1[cH:7][c:6]2[c:5]([n:4][c:3]([S:2][CH3:1])[s:13]2)[cH:12][cH:11]1>CCN(C(C)C)C(C)C.CN(C)C=O.ClCCl>[CH3:1][S:2][c:3]1[n:4][c:5]2[c:6]([cH:7][c:8]([CH2:9][Cl:10])[cH:11][cH:12]2)[s:13]1\"}"
},
"children": [
{
"id": "cmisc00ol040d19ddu1yzwv68",
"routeId": "cmisc00ok040519ddtxjpjqot",
"moleculeId": "c4pcpmqw6bjh3g6q0hshj5f3",
"parentId": "cmisc00ol040c19ddn1bl8hph",
"reactionStepId": null,
"isLeaf": true,
"molecule": {
"id": "c4pcpmqw6bjh3g6q0hshj5f3",
"inchikey": "QARBMVPHQWIHKH-UHFFFAOYSA-N",
"smiles": "CS(=O)(=O)Cl"
},
"reactionStep": null,
"children": []
},
{
"id": "cmisc00ol040e19ddb2950a9j",
"routeId": "cmisc00ok040519ddtxjpjqot",
"moleculeId": "qa5fn8711x5vj58cpiyjxxbg",
"parentId": "cmisc00ol040c19ddn1bl8hph",
"reactionStepId": "myxc2vkiwl1gdgzdtfphqaxe",
"isLeaf": false,
"molecule": {
"id": "qa5fn8711x5vj58cpiyjxxbg",
"inchikey": "USGSPSIAKQRWMQ-UHFFFAOYSA-N",
"smiles": "CSc1nc2ccc(CO)cc2s1"
},
"reactionStep": {
"id": "myxc2vkiwl1gdgzdtfphqaxe",
"reactionHash": "f4474ef4165fdae64b7fe406b8447c97e54df08e2d0711b47522d87fb763682e",
"template": null,
"metadata": "{\"ID\":\"US20150196566A1;2182;1721425\",\"rsmi\":\"CCO[C:9]([c:8]1[cH:7][c:6]2[c:5]([n:4][c:3]([S:2][CH3:1])[s:13]2)[cH:12][cH:11]1)=[O:10]>CC(C)C[Al+]CC(C)C.ClCCl.O=C(O)C(O)C(O)C(=O)O.[HH].[K+].[Na+]>[CH3:1][S:2][c:3]1[n:4][c:5]2[c:6]([cH:7][c:8]([CH2:9][OH:10])[cH:11][cH:12]2)[s:13]1\"}"
},
"children": [
{
"id": "cmisc00om040f19dduro6c40n",
"routeId": "cmisc00ok040519ddtxjpjqot",
"moleculeId": "ze3qaplhy0i4msqlm231szqy",
"parentId": "cmisc00ol040e19ddb2950a9j",
"reactionStepId": "qo7alpdhwjkiv2qzo71yr6mn",
"isLeaf": false,
"molecule": {
"id": "ze3qaplhy0i4msqlm231szqy",
"inchikey": "WYZIXGHANFYHSQ-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1ccc2nc(SC)sc2c1"
},
"reactionStep": {
"id": "qo7alpdhwjkiv2qzo71yr6mn",
"reactionHash": "b4c2a6c35ac3973c8ec402a166c2d193b378a4e3a35a24d98f5d070037823caf",
"template": null,
"metadata": "{\"ID\":\"US20150196566A1;2077;1721393\",\"rsmi\":\"Br[c:13]1[n:12][c:9]2[c:8]([cH:7][c:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[cH:11][cH:10]2)[s:16]1.[SH:14][CH3:15]>C1CCOC1.CCOCC.[Na+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][c:8]2[c:9]([cH:10][cH:11]1)[n:12][c:13]([S:14][CH3:15])[s:16]2\"}"
},
"children": [
{
"id": "cmisc00om040g19dd4dfi8x34",
"routeId": "cmisc00ok040519ddtxjpjqot",
"moleculeId": "ncvqaeerl9jl076atwi2900r",
"parentId": "cmisc00om040f19dduro6c40n",
"reactionStepId": null,
"isLeaf": true,
"molecule": {
"id": "ncvqaeerl9jl076atwi2900r",
"inchikey": "JQZQKEZCRZNJPC-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1ccc2nc(Br)sc2c1"
},
"reactionStep": null,
"children": []
},
{
"id": "cmisc00om040h19ddh7i6ps1j",
"routeId": "cmisc00ok040519ddtxjpjqot",
"moleculeId": "gzrtyhv3taxj4o560npyiupv",
"parentId": "cmisc00om040f19dduro6c40n",
"reactionStepId": null,
"isLeaf": true,
"molecule": {
"id": "gzrtyhv3taxj4o560npyiupv",
"inchikey": "LSDPWZHWYPCBBB-UHFFFAOYSA-N",
"smiles": "CS"
},
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
},
{
"id": "cmisc00ol040a19ddykknf16h",
"routeId": "cmisc00ok040519ddtxjpjqot",
"moleculeId": "zjl0gr3hld2oe06tv2vsuso6",
"parentId": "cmisc00ol040719dddtu7odyz",
"reactionStepId": null,
"isLeaf": true,
"molecule": {
"id": "zjl0gr3hld2oe06tv2vsuso6",
"inchikey": "NHQDETIJWKXCTC-UHFFFAOYSA-N",
"smiles": "O=C(OO)c1cccc(Cl)c1"
},
"reactionStep": null,
"children": []
}
]
},
{
"id": "cmisc00ol040819dd59mgxqzd",
"routeId": "cmisc00ok040519ddtxjpjqot",
"moleculeId": "mjg749wzn9cclhophowxp4oa",
"parentId": "cmisc00ol040619dd54xudyih",
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"isLeaf": true,
"molecule": {
"id": "mjg749wzn9cclhophowxp4oa",
"inchikey": "PQMCFTMVQORYJC-PHDIDXHHSA-N",
"smiles": "N[C@@H]1CCCC[C@H]1O"
},
"reactionStep": null,
"children": []
}
]
}
}