Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC1=NN(c2ccc3c(c2)CCO3)C(=O)C1=NNc1cc(F)cc(-c2cccc(C(=O)O)c2)c1O
InChiKey
YKEJWTUEVHGMMG-UHFFFAOYSA-N
Route Signature
01cb8134cc06e29d5585964172e43cedf4876ddb3f0bd472138090e5cfb4c911
Synthesis route with 6 steps
Route tree structure (JSON format)
{
"route": {
"id": "cmisc0atn03iw7qddy28eeccu",
"signature": "01cb8134cc06e29d5585964172e43cedf4876ddb3f0bd472138090e5cfb4c911",
"length": 6,
"isConvergent": false
},
"target": {
"id": "cmisc0atn03iv7qddt2e503br",
"benchmarkSetId": "cmisc09u000007qddhq6eczgb",
"targetId": "n5-00320",
"moleculeId": "naanz7pfmlvqyiwleynki9yf",
"routeLength": 6,
"isConvergent": false,
"metadata": "{}",
"molecule": {
"id": "naanz7pfmlvqyiwleynki9yf",
"inchikey": "YKEJWTUEVHGMMG-UHFFFAOYSA-N",
"smiles": "CC1=NN(c2ccc3c(c2)CCO3)C(=O)C1=NNc1cc(F)cc(-c2cccc(C(=O)O)c2)c1O"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "cmisc0ato03ix7qddgruql2dz",
"routeId": "cmisc0atn03iw7qddy28eeccu",
"moleculeId": "naanz7pfmlvqyiwleynki9yf",
"parentId": null,
"reactionStepId": "tloof9s904tt3jk4euvss2vj",
"isLeaf": false,
"molecule": {
"id": "naanz7pfmlvqyiwleynki9yf",
"inchikey": "YKEJWTUEVHGMMG-UHFFFAOYSA-N",
"smiles": "CC1=NN(c2ccc3c(c2)CCO3)C(=O)C1=NNc1cc(F)cc(-c2cccc(C(=O)O)c2)c1O"
},
"reactionStep": {
"id": "tloof9s904tt3jk4euvss2vj",
"reactionHash": "e39e009abc572951340e0185f70d23d9214ffe2e7f88dd01ada03282d36391d8",
"template": null,
"metadata": "{\"ID\":\"US20130123507A1;0220;1369554\",\"rsmi\":\"O=[N:17]O.[CH3:1][C:2]1=[N:3][N:4]([c:5]2[cH:6][c:7]3[c:8]([cH:9][cH:10]2)[O:11][CH2:12][CH2:13]3)[C:14](=[O:15])[CH2:16]1.[NH2:18][c:19]1[cH:20][c:21]([F:22])[cH:23][c:24](-[c:25]2[cH:26][c:27]([C:28](=[O:29])[OH:30])[cH:31][cH:32][cH:33]2)[c:34]1[OH:35]>Cl.Cl.O=C(O)O.[Na+].[Na+]>[CH3:1][C:2]1=[N:3][N:4]([c:5]2[cH:6][c:7]3[c:8]([cH:9][cH:10]2)[O:11][CH2:12][CH2:13]3)[C:14](=[O:15])[C:16]1=[N:17][NH:18][c:19]1[cH:20][c:21]([F:22])[cH:23][c:24](-[c:25]2[cH:26][c:27]([C:28](=[O:29])[OH:30])[cH:31][cH:32][cH:33]2)[c:34]1[OH:35]\"}"
},
"children": [
{
"id": "cmisc0ato03iy7qddj27zmxzq",
"routeId": "cmisc0atn03iw7qddy28eeccu",
"moleculeId": "fqn62ek82wo7qk5432jftedx",
"parentId": "cmisc0ato03ix7qddgruql2dz",
"reactionStepId": null,
"isLeaf": true,
"molecule": {
"id": "fqn62ek82wo7qk5432jftedx",
"inchikey": "KBOGEGUAFGNMNM-UHFFFAOYSA-N",
"smiles": "CC1=NN(c2ccc3c(c2)CCO3)C(=O)C1"
},
"reactionStep": null,
"children": []
},
{
"id": "cmisc0ato03iz7qddn9d1dzbp",
"routeId": "cmisc0atn03iw7qddy28eeccu",
"moleculeId": "jf8lj7u2blr54qvzsm1pg3l4",
"parentId": "cmisc0ato03ix7qddgruql2dz",
"reactionStepId": "ff3ercf5k2s41n1yg1e8wq48",
"isLeaf": false,
"molecule": {
"id": "jf8lj7u2blr54qvzsm1pg3l4",
"inchikey": "ZKFZFBOAGWUBQI-UHFFFAOYSA-N",
"smiles": "Nc1cc(F)cc(-c2cccc(C(=O)O)c2)c1O"
},
"reactionStep": {
"id": "ff3ercf5k2s41n1yg1e8wq48",
"reactionHash": "2319531873526d986cbbbff9f48a6d31947226895dfd7e9d3bec68b833c80673",
"template": null,
"metadata": "{\"ID\":\"US20130123507A1;0105;1369517\",\"rsmi\":\"O=[N+:1]([O-])[c:2]1[cH:3][c:4]([F:5])[cH:6][c:7](-[c:8]2[cH:9][c:10]([C:11](=[O:12])[OH:13])[cH:14][cH:15][cH:16]2)[c:17]1[OH:18]>Br.CCO.O=CO.N.[Pd]>[NH2:1][c:2]1[cH:3][c:4]([F:5])[cH:6][c:7](-[c:8]2[cH:9][c:10]([C:11](=[O:12])[OH:13])[cH:14][cH:15][cH:16]2)[c:17]1[OH:18]\"}"
},
"children": [
{
"id": "cmisc0atp03j17qddixekyahk",
"routeId": "cmisc0atn03iw7qddy28eeccu",
"moleculeId": "nhcymnnjlgngnnin3x1shldn",
"parentId": "cmisc0ato03iz7qddn9d1dzbp",
"reactionStepId": "vm29r6qsqcwbdtp3bijvnirk",
"isLeaf": false,
"molecule": {
"id": "nhcymnnjlgngnnin3x1shldn",
"inchikey": "RGUUEAHVNUOJSC-UHFFFAOYSA-N",
"smiles": "O=C(O)c1cccc(-c2cc(F)cc([N+](=O)[O-])c2O)c1"
},
"reactionStep": {
"id": "vm29r6qsqcwbdtp3bijvnirk",
"reactionHash": "a79ed9061452ff61a2effa4f143639bcf1efe9ef7fa00257fdf24195f03e3da3",
"template": null,
"metadata": "{\"ID\":\"US20130123507A1;0103;1369516\",\"rsmi\":\"C[O:11][c:10]1[c:9](-[c:8]2[cH:7][cH:6][cH:5][c:4]([C:2](=[O:1])[OH:3])[cH:20]2)[cH:19][c:17]([F:18])[cH:16][c:12]1[N+:13](=[O:14])[O-:15]>Br>[O:1]=[C:2]([OH:3])[c:4]1[cH:5][cH:6][cH:7][c:8](-[c:9]2[c:10]([OH:11])[c:12]([N+:13](=[O:14])[O-:15])[cH:16][c:17]([F:18])[cH:19]2)[cH:20]1\"}"
},
"children": [
{
"id": "cmisc0atp03j27qddgz7j7m93",
"routeId": "cmisc0atn03iw7qddy28eeccu",
"moleculeId": "bw0ygjarxbi2czvroztewsmu",
"parentId": "cmisc0atp03j17qddixekyahk",
"reactionStepId": "cqypoqzlnv8mot5jycemso4d",
"isLeaf": false,
"molecule": {
"id": "bw0ygjarxbi2czvroztewsmu",
"inchikey": "HNZIVMYTHZWCDU-UHFFFAOYSA-N",
"smiles": "COc1c(-c2cccc(C(=O)O)c2)cc(F)cc1[N+](=O)[O-]"
},
"reactionStep": {
"id": "cqypoqzlnv8mot5jycemso4d",
"reactionHash": "3e93815925664b25e91d3581ae112cec0e1ca82eebfc650042ccafff71e5b47a",
"template": null,
"metadata": "{\"ID\":\"US20130123507A1;0100;1369515\",\"rsmi\":\"Br[c:4]1[c:3]([O:2][CH3:1])[c:18]([N+:19](=[O:20])[O-:21])[cH:17][c:15]([F:16])[cH:14]1.OB(O)[c:5]1[cH:6][c:7]([C:8](=[O:9])[OH:10])[cH:11][cH:12][cH:13]1>C1COCCO1.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][O:2][c:3]1[c:4](-[c:5]2[cH:6][c:7]([C:8](=[O:9])[OH:10])[cH:11][cH:12][cH:13]2)[cH:14][c:15]([F:16])[cH:17][c:18]1[N+:19](=[O:20])[O-:21]\"}"
},
"children": [
{
"id": "cmisc0atp03j37qddh2cul84n",
"routeId": "cmisc0atn03iw7qddy28eeccu",
"moleculeId": "fevmgvs39gtsgz5tioyflmdf",
"parentId": "cmisc0atp03j27qddgz7j7m93",
"reactionStepId": "tu7l9aw88e5g8cdg6rpxdtuf",
"isLeaf": false,
"molecule": {
"id": "fevmgvs39gtsgz5tioyflmdf",
"inchikey": "RMUJVOPHLHFICQ-UHFFFAOYSA-N",
"smiles": "COc1c(Br)cc(F)cc1[N+](=O)[O-]"
},
"reactionStep": {
"id": "tu7l9aw88e5g8cdg6rpxdtuf",
"reactionHash": "cbd2cbd67d93fdeb85ae8a82d81eac01cbc1107cb463c8c6636553e6c6eafbf3",
"template": null,
"metadata": "{\"ID\":\"US20130123507A1;0097;1369514\",\"rsmi\":\"I[CH3:1].[OH:2][c:3]1[c:4]([Br:5])[cH:6][c:7]([F:8])[cH:9][c:10]1[N+:11](=[O:12])[O-:13]>CC(C)=O.O=C(O)O.[K+].[K+]>[CH3:1][O:2][c:3]1[c:4]([Br:5])[cH:6][c:7]([F:8])[cH:9][c:10]1[N+:11](=[O:12])[O-:13]\"}"
},
"children": [
{
"id": "cmisc0atp03j57qdd05dd466o",
"routeId": "cmisc0atn03iw7qddy28eeccu",
"moleculeId": "qfctl7qc4jcrfmkz2e4estin",
"parentId": "cmisc0atp03j37qddh2cul84n",
"reactionStepId": null,
"isLeaf": true,
"molecule": {
"id": "qfctl7qc4jcrfmkz2e4estin",
"inchikey": "INQOMBQAUSQDDS-UHFFFAOYSA-N",
"smiles": "CI"
},
"reactionStep": null,
"children": []
},
{
"id": "cmisc0atp03j67qddgs6ykz93",
"routeId": "cmisc0atn03iw7qddy28eeccu",
"moleculeId": "ydg1vsj7u3hgm87qrmr47js6",
"parentId": "cmisc0atp03j37qddh2cul84n",
"reactionStepId": "xtmft7k8fleln4d2gjer1hwk",
"isLeaf": false,
"molecule": {
"id": "ydg1vsj7u3hgm87qrmr47js6",
"inchikey": "DFHGOCSWFGXYSQ-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])c1cc(F)cc(Br)c1O"
},
"reactionStep": {
"id": "xtmft7k8fleln4d2gjer1hwk",
"reactionHash": "5ffc861d4dcfbdcb8d47b49a6210fee9e20c4eea6a320e77a7138e3d271e7950",
"template": null,
"metadata": "{\"ID\":\"US20130123507A1;0096;1369513\",\"rsmi\":\"O[N+:2](=[O:1])[O-:3].[cH:4]1[cH:5][c:6]([F:7])[cH:8][c:9]([Br:10])[c:11]1[OH:12]>O.O=S(=O)(O)O.[Na+]>[O:1]=[N+:2]([O-:3])[c:4]1[cH:5][c:6]([F:7])[cH:8][c:9]([Br:10])[c:11]1[OH:12]\"}"
},
"children": [
{
"id": "cmisc0atp03j77qddrgcpr8yd",
"routeId": "cmisc0atn03iw7qddy28eeccu",
"moleculeId": "bcsdom55ez96hdb4wx880j7s",
"parentId": "cmisc0atp03j67qddgs6ykz93",
"reactionStepId": null,
"isLeaf": true,
"molecule": {
"id": "bcsdom55ez96hdb4wx880j7s",
"inchikey": "GRYLNZFGIOXLOG-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])O"
},
"reactionStep": null,
"children": []
},
{
"id": "cmisc0atq03j87qddisowr0lq",
"routeId": "cmisc0atn03iw7qddy28eeccu",
"moleculeId": "et0aksu2kz95qlxcqpeic0v7",
"parentId": "cmisc0atp03j67qddgs6ykz93",
"reactionStepId": null,
"isLeaf": true,
"molecule": {
"id": "et0aksu2kz95qlxcqpeic0v7",
"inchikey": "MEYRABVEYCFHHB-UHFFFAOYSA-N",
"smiles": "Oc1ccc(F)cc1Br"
},
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "cmisc0atp03j47qddnpnzumxe",
"routeId": "cmisc0atn03iw7qddy28eeccu",
"moleculeId": "s9z5hkqydogvri2n9ru84hyt",
"parentId": "cmisc0atp03j27qddgz7j7m93",
"reactionStepId": null,
"isLeaf": true,
"molecule": {
"id": "s9z5hkqydogvri2n9ru84hyt",
"inchikey": "DBVFWZMQJQMJCB-UHFFFAOYSA-N",
"smiles": "O=C(O)c1cccc(B(O)O)c1"
},
"reactionStep": null,
"children": []
}
]
}
]
}
]
},
{
"id": "cmisc0atp03j07qdd53zy2xnx",
"routeId": "cmisc0atn03iw7qddy28eeccu",
"moleculeId": "eim8uhc81su40lvbk2d1krnl",
"parentId": "cmisc0ato03ix7qddgruql2dz",
"reactionStepId": null,
"isLeaf": true,
"molecule": {
"id": "eim8uhc81su40lvbk2d1krnl",
"inchikey": "IOVCWXUNBOPUCH-UHFFFAOYSA-N",
"smiles": "[O-]N=[OH+]"
},
"reactionStep": null,
"children": []
}
]
}
}