Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1ccc(NC(=O)c2ccccc2)cc1OCc1csc2c(C(=O)NCCO)cnc(N)c12
InChiKey
IPQWTWQLYANNDA-UHFFFAOYSA-N
Route Content Hash
203865af14d83d923bc6ef75df19beafa037c1fff0be21b1037cab14e63e5a10
Route Signature
68795929aa06dcc273dd5472de058c1ac8896992b0d4c3947cfe1650957eb61d
Synthesis route with 5 steps (convergent)
Scroll to zoom. Drag to pan. Nodes marked in green are in stock.
Route tree structure (JSON format)
{
"route": {
"id": "cmisc087i02j85iddrc7vizlt",
"signature": "68795929aa06dcc273dd5472de058c1ac8896992b0d4c3947cfe1650957eb61d",
"contentHash": "203865af14d83d923bc6ef75df19beafa037c1fff0be21b1037cab14e63e5a10",
"length": 5,
"isConvergent": true
},
"target": {
"id": "cmisc087i02j75iddelbnu884",
"benchmarkSetId": "cmisc07hg00005iddmvjgxdau",
"targetId": "n5-04734",
"moleculeId": "mu8krrca197jlswf708mmbgv",
"routeLength": 5,
"isConvergent": true,
"metadata": "{}",
"molecule": {
"id": "mu8krrca197jlswf708mmbgv",
"inchikey": "IPQWTWQLYANNDA-UHFFFAOYSA-N",
"smiles": "Cc1ccc(NC(=O)c2ccccc2)cc1OCc1csc2c(C(=O)NCCO)cnc(N)c12"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "cmisc087j02j95iddqech7l07",
"routeId": "cmisc087i02j85iddrc7vizlt",
"moleculeId": "mu8krrca197jlswf708mmbgv",
"parentId": null,
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20070060607A1;0704;440936\",\"rsmi\":\"CCO[C:16]([c:15]1[c:9]2[s:8][cH:7][c:6]([CH2:5][O:4][c:3]3[c:2]([CH3:1])[cH:34][cH:33][c:23]([NH:24][C:25](=[O:26])[c:27]4[cH:28][cH:29][cH:30][cH:31][cH:32]4)[cH:22]3)[c:10]2[c:11]([NH2:12])[n:13][cH:14]1)=[O:17].[NH2:18][CH2:19][CH2:20][OH:21]>CS(C)=O>[CH3:1][c:2]1[c:3]([O:4][CH2:5][c:6]2[cH:7][s:8][c:9]3[c:10]2[c:11]([NH2:12])[n:13][cH:14][c:15]3[C:16](=[O:17])[NH:18][CH2:19][CH2:20][OH:21])[cH:22][c:23]([NH:24][C:25](=[O:26])[c:27]2[cH:28][cH:29][cH:30][cH:31][cH:32]2)[cH:33][cH:34]1\"}",
"molecule": {
"id": "mu8krrca197jlswf708mmbgv",
"inchikey": "IPQWTWQLYANNDA-UHFFFAOYSA-N",
"smiles": "Cc1ccc(NC(=O)c2ccccc2)cc1OCc1csc2c(C(=O)NCCO)cnc(N)c12"
},
"children": [
{
"id": "cmisc087j02ja5idd1e057dnr",
"routeId": "cmisc087i02j85iddrc7vizlt",
"moleculeId": "a53ybd7z31f4v0yudlmqq2j2",
"parentId": "cmisc087j02j95iddqech7l07",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20070060607A1;0701;440935\",\"rsmi\":\"Cl[c:9]1[n:8][cH:7][c:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[c:12]2[c:11]1[c:15]([CH2:16][O:17][c:18]1[c:19]([CH3:20])[cH:21][cH:22][c:23]([NH:24][C:25](=[O:26])[c:27]3[cH:28][cH:29][cH:30][cH:31][cH:32]3)[cH:33]1)[cH:14][s:13]2.[NH3:10]>CC(C)O>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][n:8][c:9]([NH2:10])[c:11]2[c:12]1[s:13][cH:14][c:15]2[CH2:16][O:17][c:18]1[c:19]([CH3:20])[cH:21][cH:22][c:23]([NH:24][C:25](=[O:26])[c:27]2[cH:28][cH:29][cH:30][cH:31][cH:32]2)[cH:33]1\"}",
"molecule": {
"id": "a53ybd7z31f4v0yudlmqq2j2",
"inchikey": "QUPMNDRYZNHRFO-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1cnc(N)c2c(COc3cc(NC(=O)c4ccccc4)ccc3C)csc12"
},
"children": [
{
"id": "cmisc087j02jc5iddf5k66xj5",
"routeId": "cmisc087i02j85iddrc7vizlt",
"moleculeId": "bokaz4s246j3aktym69c9qw1",
"parentId": "cmisc087j02ja5idd1e057dnr",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20070060607A1;0700;440934\",\"rsmi\":\"Br[CH2:16][c:15]1[c:11]2[c:9]([Cl:10])[n:8][cH:7][c:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[c:12]2[s:13][cH:14]1.[OH:17][c:18]1[c:19]([CH3:20])[cH:21][cH:22][c:23]([NH:24][C:25](=[O:26])[c:27]2[cH:28][cH:29][cH:30][cH:31][cH:32]2)[cH:33]1>C1CCOC1.CN(C)C=O.O=C(O)O.[K+].[K+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][n:8][c:9]([Cl:10])[c:11]2[c:12]1[s:13][cH:14][c:15]2[CH2:16][O:17][c:18]1[c:19]([CH3:20])[cH:21][cH:22][c:23]([NH:24][C:25](=[O:26])[c:27]2[cH:28][cH:29][cH:30][cH:31][cH:32]2)[cH:33]1\"}",
"molecule": {
"id": "bokaz4s246j3aktym69c9qw1",
"inchikey": "LAOXBQCEPBGZME-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1cnc(Cl)c2c(COc3cc(NC(=O)c4ccccc4)ccc3C)csc12"
},
"children": [
{
"id": "cmisc087k02je5iddcrpbnm5k",
"routeId": "cmisc087i02j85iddrc7vizlt",
"moleculeId": "rgffsak949b0r7n9xdrxpc86",
"parentId": "cmisc087j02jc5iddf5k66xj5",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20070060607A1;0209;440821\",\"rsmi\":\"O=C1CCC(=O)N1[Br:17].[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][n:8][c:9]([Cl:10])[c:11]2[c:12]1[s:13][cH:14][c:15]2[CH3:16]>CC(C)(C#N)N=NC(C)(C)C#N.ClC(Cl)(Cl)Cl>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][n:8][c:9]([Cl:10])[c:11]2[c:12]1[s:13][cH:14][c:15]2[CH2:16][Br:17]\"}",
"molecule": {
"id": "rgffsak949b0r7n9xdrxpc86",
"inchikey": "LXLXFZVZXDUUSO-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1cnc(Cl)c2c(CBr)csc12"
},
"children": [
{
"id": "cmisc087k02jg5iddugl4ky0l",
"routeId": "cmisc087i02j85iddrc7vizlt",
"moleculeId": "y5htec80ke04l26p4c55ijle",
"parentId": "cmisc087k02je5iddcrpbnm5k",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20070060607A1;0206;440820\",\"rsmi\":\"O=P(Cl)(Cl)[Cl:10].O=[c:9]1[nH:8][cH:7][c:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[c:12]2[c:11]1[c:15]([CH3:16])[cH:14][s:13]2>CCN(C(C)C)C(C)C.CN(C)C=O>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][n:8][c:9]([Cl:10])[c:11]2[c:12]1[s:13][cH:14][c:15]2[CH3:16]\"}",
"molecule": {
"id": "y5htec80ke04l26p4c55ijle",
"inchikey": "OGGMPOZTPMKXCG-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1cnc(Cl)c2c(C)csc12"
},
"children": [
{
"id": "cmisc087k02jk5iddt3bvbmuf",
"routeId": "cmisc087i02j85iddrc7vizlt",
"moleculeId": "gm9r9ofpagysaeqe9titp5s5",
"parentId": "cmisc087k02jg5iddugl4ky0l",
"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
"id": "gm9r9ofpagysaeqe9titp5s5",
"inchikey": "ZQIKCKYDCDCDJE-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1c[nH]c(=O)c2c(C)csc12"
},
"children": []
},
{
"id": "cmisc087k02jl5iddbhyeztjb",
"routeId": "cmisc087i02j85iddrc7vizlt",
"moleculeId": "q8nnro3bc3o13al7hln0cdqd",
"parentId": "cmisc087k02jg5iddugl4ky0l",
"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
"id": "q8nnro3bc3o13al7hln0cdqd",
"inchikey": "XHXFXVLFKHQFAL-UHFFFAOYSA-N",
"smiles": "O=P(Cl)(Cl)Cl"
},
"children": []
}
]
},
{
"id": "cmisc087k02jh5iddtu40wjs0",
"routeId": "cmisc087i02j85iddrc7vizlt",
"moleculeId": "lk19umm8fdaaxtl1jqdxm7dp",
"parentId": "cmisc087k02je5iddcrpbnm5k",
"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
"id": "lk19umm8fdaaxtl1jqdxm7dp",
"inchikey": "PCLIMKBDDGJMGD-UHFFFAOYSA-N",
"smiles": "O=C1CCC(=O)N1Br"
},
"children": []
}
]
},
{
"id": "cmisc087k02jf5iddj3o9kevl",
"routeId": "cmisc087i02j85iddrc7vizlt",
"moleculeId": "cs8u6a2n3kjiq560zwgdr1zc",
"parentId": "cmisc087j02jc5iddf5k66xj5",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20070060607A1;0699;440933\",\"rsmi\":\"Cl[C:8](=[O:9])[c:10]1[cH:11][cH:12][cH:13][cH:14][cH:15]1.[CH3:1][c:2]1[c:3]([OH:4])[cH:5][c:6]([NH2:7])[cH:16][cH:17]1>C1CCOC1.CCN(CC)CC.CO.O.[Na+].O>[CH3:1][c:2]1[c:3]([OH:4])[cH:5][c:6]([NH:7][C:8](=[O:9])[c:10]2[cH:11][cH:12][cH:13][cH:14][cH:15]2)[cH:16][cH:17]1\"}",
"molecule": {
"id": "cs8u6a2n3kjiq560zwgdr1zc",
"inchikey": "HOWNDUOBCWJDQY-UHFFFAOYSA-N",
"smiles": "Cc1ccc(NC(=O)c2ccccc2)cc1O"
},
"children": [
{
"id": "cmisc087k02ji5idd4t4fjiz3",
"routeId": "cmisc087i02j85iddrc7vizlt",
"moleculeId": "yk5eycoe4alnhk257rgy9jx7",
"parentId": "cmisc087k02jf5iddj3o9kevl",
"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
"id": "yk5eycoe4alnhk257rgy9jx7",
"inchikey": "DBFYESDCPWWCHN-UHFFFAOYSA-N",
"smiles": "Cc1ccc(N)cc1O"
},
"children": []
},
{
"id": "cmisc087k02jj5iddezvnobbl",
"routeId": "cmisc087i02j85iddrc7vizlt",
"moleculeId": "nzasfdca4bxs55h0uuu0l653",
"parentId": "cmisc087k02jf5iddj3o9kevl",
"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
"id": "nzasfdca4bxs55h0uuu0l653",
"inchikey": "PASDCCFISLVPSO-UHFFFAOYSA-N",
"smiles": "O=C(Cl)c1ccccc1"
},
"children": []
}
]
}
]
},
{
"id": "cmisc087j02jd5iddera00dyi",
"routeId": "cmisc087i02j85iddrc7vizlt",
"moleculeId": "f8e2zb4tye7yqtxjpdjfu06c",
"parentId": "cmisc087j02ja5idd1e057dnr",
"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
"id": "f8e2zb4tye7yqtxjpdjfu06c",
"inchikey": "QGZKDVFQNNGYKY-UHFFFAOYSA-N",
"smiles": "N"
},
"children": []
}
]
},
{
"id": "cmisc087j02jb5idd6es3u2zu",
"routeId": "cmisc087i02j85iddrc7vizlt",
"moleculeId": "mn102833saijgdswg8odj3s2",
"parentId": "cmisc087j02j95iddqech7l07",
"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
"id": "mn102833saijgdswg8odj3s2",
"inchikey": "HZAXFHJVJLSVMW-UHFFFAOYSA-N",
"smiles": "NCCO"
},
"children": []
}
]
}
}