Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC(=O)Nc1nc2ccc(Oc3ccc(C)c(NC(=O)c4cccc(C(C)(C)C#N)c4)c3)cc2s1
InChiKey
DCFAKWAEFZYMCA-UHFFFAOYSA-N
Route Content Hash
957a70f8afe212ec5bd1c7e4bc332fb2c18b578025254558df78dd5bc759b3ef
Route Signature
4a052777ba10b787a8b310567ff72ab689908773767e7e3cb609c65fe818776c
Synthesis route with 7 steps
Scroll to zoom. Drag to pan. Nodes marked in green are in stock.
Route tree structure (JSON format)
{
"route": {
"id": "cmisc0b4304pa7qddoj9okbkl",
"signature": "4a052777ba10b787a8b310567ff72ab689908773767e7e3cb609c65fe818776c",
"contentHash": "957a70f8afe212ec5bd1c7e4bc332fb2c18b578025254558df78dd5bc759b3ef",
"length": 7,
"isConvergent": false
},
"target": {
"id": "cmisc0b4304p97qddadut3k7h",
"benchmarkSetId": "cmisc09u000007qddhq6eczgb",
"targetId": "n5-02306",
"moleculeId": "mnv22vlfczzme9o5a5oerpi8",
"routeLength": 7,
"isConvergent": false,
"metadata": "{}",
"molecule": {
"id": "mnv22vlfczzme9o5a5oerpi8",
"inchikey": "DCFAKWAEFZYMCA-UHFFFAOYSA-N",
"smiles": "CC(=O)Nc1nc2ccc(Oc3ccc(C)c(NC(=O)c4cccc(C(C)(C)C#N)c4)c3)cc2s1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "cmisc0b4404pb7qdd81xqculn",
"routeId": "cmisc0b4304pa7qddoj9okbkl",
"moleculeId": "mnv22vlfczzme9o5a5oerpi8",
"parentId": null,
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US08324395B2;1204;1257685\",\"rsmi\":\"Cl[C:2]([CH3:1])=[O:3].[NH2:4][c:5]1[n:6][c:7]2[c:8]([cH:9][c:10]([O:11][c:12]3[cH:13][c:14]([NH:15][C:16](=[O:17])[c:18]4[cH:19][c:20]([C:21]([CH3:22])([CH3:23])[C:24]#[N:25])[cH:26][cH:27][cH:28]4)[c:29]([CH3:30])[cH:31][cH:32]3)[cH:33][cH:34]2)[s:35]1>C1CCOC1.CCOC(C)=O.c1ccncc1>[CH3:1][C:2](=[O:3])[NH:4][c:5]1[n:6][c:7]2[c:8]([cH:9][c:10]([O:11][c:12]3[cH:13][c:14]([NH:15][C:16](=[O:17])[c:18]4[cH:19][c:20]([C:21]([CH3:22])([CH3:23])[C:24]#[N:25])[cH:26][cH:27][cH:28]4)[c:29]([CH3:30])[cH:31][cH:32]3)[cH:33][cH:34]2)[s:35]1\"}",
"molecule": {
"id": "mnv22vlfczzme9o5a5oerpi8",
"inchikey": "DCFAKWAEFZYMCA-UHFFFAOYSA-N",
"smiles": "CC(=O)Nc1nc2ccc(Oc3ccc(C)c(NC(=O)c4cccc(C(C)(C)C#N)c4)c3)cc2s1"
},
"children": [
{
"id": "cmisc0b4404pc7qddkveap3hs",
"routeId": "cmisc0b4304pa7qddoj9okbkl",
"moleculeId": "eusmw5nvkgj6xw4iukfwwzxn",
"parentId": "cmisc0b4404pb7qdd81xqculn",
"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
"id": "eusmw5nvkgj6xw4iukfwwzxn",
"inchikey": "WETWJCDKMRHUPV-UHFFFAOYSA-N",
"smiles": "CC(=O)Cl"
},
"children": []
},
{
"id": "cmisc0b4404pd7qdd6r8qo0d8",
"routeId": "cmisc0b4304pa7qddoj9okbkl",
"moleculeId": "sg098psuoq9gmllii8tki9hf",
"parentId": "cmisc0b4404pb7qdd81xqculn",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US08324395B2;0948;1257583\",\"rsmi\":\"[C:28](#[N:29])[SH:30].[CH3:1][c:2]1[c:3]([NH:4][C:5](=[O:6])[c:7]2[cH:8][c:9]([C:10]([CH3:11])([CH3:12])[C:13]#[N:14])[cH:15][cH:16][cH:17]2)[cH:18][c:19]([O:20][c:21]2[cH:22][cH:23][c:24]([NH2:27])[cH:25][cH:26]2)[cH:31][cH:32]1>BrBr.CC(=O)O.[K+]>[CH3:1][c:2]1[c:3]([NH:4][C:5](=[O:6])[c:7]2[cH:8][c:9]([C:10]([CH3:11])([CH3:12])[C:13]#[N:14])[cH:15][cH:16][cH:17]2)[cH:18][c:19]([O:20][c:21]2[cH:22][c:23]3[c:24]([cH:25][cH:26]2)[n:27][c:28]([NH2:29])[s:30]3)[cH:31][cH:32]1\"}",
"molecule": {
"id": "sg098psuoq9gmllii8tki9hf",
"inchikey": "WPHIKJVXJHQAMG-UHFFFAOYSA-N",
"smiles": "Cc1ccc(Oc2ccc3nc(N)sc3c2)cc1NC(=O)c1cccc(C(C)(C)C#N)c1"
},
"children": [
{
"id": "cmisc0b4404pe7qdd3wme576y",
"routeId": "cmisc0b4304pa7qddoj9okbkl",
"moleculeId": "bdxpivbto19sunelb28jcoin",
"parentId": "cmisc0b4404pd7qdd6r8qo0d8",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US08324395B2;0946;1257582\",\"rsmi\":\"O=[N+:25]([O-])[c:24]1[cH:23][cH:22][c:21]([O:20][c:19]2[cH:18][c:3]([NH:4][C:5](=[O:6])[c:7]3[cH:8][c:9]([C:10]([CH3:11])([CH3:12])[C:13]#[N:14])[cH:15][cH:16][cH:17]3)[c:2]([CH3:1])[cH:29][cH:28]2)[cH:27][cH:26]1>CCO.O.[Ca+2].Cl.Cl>[CH3:1][c:2]1[c:3]([NH:4][C:5](=[O:6])[c:7]2[cH:8][c:9]([C:10]([CH3:11])([CH3:12])[C:13]#[N:14])[cH:15][cH:16][cH:17]2)[cH:18][c:19]([O:20][c:21]2[cH:22][cH:23][c:24]([NH2:25])[cH:26][cH:27]2)[cH:28][cH:29]1\"}",
"molecule": {
"id": "bdxpivbto19sunelb28jcoin",
"inchikey": "NJKWJBLEGBEBSY-UHFFFAOYSA-N",
"smiles": "Cc1ccc(Oc2ccc(N)cc2)cc1NC(=O)c1cccc(C(C)(C)C#N)c1"
},
"children": [
{
"id": "cmisc0b4404pg7qddjolp8lro",
"routeId": "cmisc0b4304pa7qddoj9okbkl",
"moleculeId": "mhx812s5a2v0axvn2c3k25e7",
"parentId": "cmisc0b4404pe7qdd3wme576y",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US08324395B2;0944;1257581\",\"rsmi\":\"F[c:21]1[cH:22][cH:23][c:24]([N+:25](=[O:26])[O-:27])[cH:28][cH:29]1.[CH3:1][c:2]1[c:3]([NH:4][C:5](=[O:6])[c:7]2[cH:8][c:9]([C:10]([CH3:11])([CH3:12])[C:13]#[N:14])[cH:15][cH:16][cH:17]2)[cH:18][c:19]([OH:20])[cH:30][cH:31]1>CN(C)C=O.O=C(O)O.[K+].[K+]>[CH3:1][c:2]1[c:3]([NH:4][C:5](=[O:6])[c:7]2[cH:8][c:9]([C:10]([CH3:11])([CH3:12])[C:13]#[N:14])[cH:15][cH:16][cH:17]2)[cH:18][c:19]([O:20][c:21]2[cH:22][cH:23][c:24]([N+:25](=[O:26])[O-:27])[cH:28][cH:29]2)[cH:30][cH:31]1\"}",
"molecule": {
"id": "mhx812s5a2v0axvn2c3k25e7",
"inchikey": "PWQNCUHMNPCEDI-UHFFFAOYSA-N",
"smiles": "Cc1ccc(Oc2ccc([N+](=O)[O-])cc2)cc1NC(=O)c1cccc(C(C)(C)C#N)c1"
},
"children": [
{
"id": "cmisc0b4404ph7qddsnp6f41b",
"routeId": "cmisc0b4304pa7qddoj9okbkl",
"moleculeId": "quvuez9q3057wqa7ddgv3dl0",
"parentId": "cmisc0b4404pg7qddjolp8lro",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US08324395B2;0942;1257580\",\"rsmi\":\"Cl[C:5](=[O:6])[c:7]1[cH:8][c:9]([C:10]([CH3:11])([CH3:12])[C:13]#[N:14])[cH:15][cH:16][cH:17]1.[CH3:1][c:2]1[c:3]([NH2:4])[cH:18][c:19]([OH:20])[cH:21][cH:22]1>C1CCOC1.O=C(O)O.[Na+]>[CH3:1][c:2]1[c:3]([NH:4][C:5](=[O:6])[c:7]2[cH:8][c:9]([C:10]([CH3:11])([CH3:12])[C:13]#[N:14])[cH:15][cH:16][cH:17]2)[cH:18][c:19]([OH:20])[cH:21][cH:22]1\"}",
"molecule": {
"id": "quvuez9q3057wqa7ddgv3dl0",
"inchikey": "GMVYYZIPZLWLKZ-UHFFFAOYSA-N",
"smiles": "Cc1ccc(O)cc1NC(=O)c1cccc(C(C)(C)C#N)c1"
},
"children": [
{
"id": "cmisc0b4504pj7qddrgix3me3",
"routeId": "cmisc0b4304pa7qddoj9okbkl",
"moleculeId": "rsw28n8njw6o4k0jr0gc5fs3",
"parentId": "cmisc0b4404ph7qddsnp6f41b",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US08324395B2;0941;1257579\",\"rsmi\":\"O=C(Cl)C(=O)[Cl:13].O[C:11]([c:10]1[cH:9][cH:8][cH:7][c:6]([C:2]([CH3:1])([CH3:3])[C:4]#[N:5])[cH:14]1)=[O:12]>C1CCOC1.CN(C)C=O>[CH3:1][C:2]([CH3:3])([C:4]#[N:5])[c:6]1[cH:7][cH:8][cH:9][c:10]([C:11](=[O:12])[Cl:13])[cH:14]1\"}",
"molecule": {
"id": "rsw28n8njw6o4k0jr0gc5fs3",
"inchikey": "XJGOKLDKOUXTNS-UHFFFAOYSA-N",
"smiles": "CC(C)(C#N)c1cccc(C(=O)Cl)c1"
},
"children": [
{
"id": "cmisc0b4504pl7qddcktyja1n",
"routeId": "cmisc0b4304pa7qddoj9okbkl",
"moleculeId": "q92eeapqp8tg2s8x7w0v0axd",
"parentId": "cmisc0b4504pj7qddrgix3me3",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US08324395B2;0939;1257578\",\"rsmi\":\"C[O:13][C:11]([c:10]1[cH:9][cH:8][cH:7][c:6]([C:2]([CH3:1])([CH3:3])[C:4]#[N:5])[cH:14]1)=[O:12]>C1CCOC1.CO.O.O.[Li+].O>[CH3:1][C:2]([CH3:3])([C:4]#[N:5])[c:6]1[cH:7][cH:8][cH:9][c:10]([C:11](=[O:12])[OH:13])[cH:14]1\"}",
"molecule": {
"id": "q92eeapqp8tg2s8x7w0v0axd",
"inchikey": "VSCTXXVTZNQKAX-UHFFFAOYSA-N",
"smiles": "CC(C)(C#N)c1cccc(C(=O)O)c1"
},
"children": [
{
"id": "cmisc0b4504pn7qddf4ugzu2k",
"routeId": "cmisc0b4304pa7qddoj9okbkl",
"moleculeId": "nbjwvm9gs0u663wwqbcqkao1",
"parentId": "cmisc0b4504pl7qddcktyja1n",
"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
"id": "nbjwvm9gs0u663wwqbcqkao1",
"inchikey": "FKRJEXVTBGQAMO-UHFFFAOYSA-N",
"smiles": "COC(=O)c1cccc(C(C)(C)C#N)c1"
},
"children": []
}
]
},
{
"id": "cmisc0b4504pm7qdd0rt2taqc",
"routeId": "cmisc0b4304pa7qddoj9okbkl",
"moleculeId": "fw0t29y7yy7syjrkr0i131fb",
"parentId": "cmisc0b4504pj7qddrgix3me3",
"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
"id": "fw0t29y7yy7syjrkr0i131fb",
"inchikey": "CTSLXHKWHWQRSH-UHFFFAOYSA-N",
"smiles": "O=C(Cl)C(=O)Cl"
},
"children": []
}
]
},
{
"id": "cmisc0b4504pk7qdd4g6gtpqf",
"routeId": "cmisc0b4304pa7qddoj9okbkl",
"moleculeId": "xuup6ksg6m28io1zy7po2afu",
"parentId": "cmisc0b4404ph7qddsnp6f41b",
"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
"id": "xuup6ksg6m28io1zy7po2afu",
"inchikey": "NUNAWQZKZVVELQ-UHFFFAOYSA-N",
"smiles": "Cc1ccc(O)cc1N"
},
"children": []
}
]
},
{
"id": "cmisc0b4504pi7qdddbsmjsyp",
"routeId": "cmisc0b4304pa7qddoj9okbkl",
"moleculeId": "sn5luyro8wimwnbgngznddkw",
"parentId": "cmisc0b4404pg7qddjolp8lro",
"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
"id": "sn5luyro8wimwnbgngznddkw",
"inchikey": "WFQDTOYDVUWQMS-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])c1ccc(F)cc1"
},
"children": []
}
]
}
]
},
{
"id": "cmisc0b4404pf7qddqq4bo1i9",
"routeId": "cmisc0b4304pa7qddoj9okbkl",
"moleculeId": "avjb2f3bkkscl37k75e5uv41",
"parentId": "cmisc0b4404pd7qdd6r8qo0d8",
"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
"id": "avjb2f3bkkscl37k75e5uv41",
"inchikey": "ZMZDMBWJUHKJPS-UHFFFAOYSA-N",
"smiles": "N#CS"
},
"children": []
}
]
}
]
}
}