Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCN(CC)C[C@@H](O)COc1cc2nccc(Oc3ccc(NC(=O)NC4CC4)c(Cl)c3)c2cc1C#N
InChiKey
IGBNXOFITQVMHR-LJQANCHMSA-N
Route Signature
8de050c59803498cccbc5dfda5cd0c3cfdadb61286cd1556cbbc48d760689e18
Synthesis route with 3 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_7996b5706f28f6a50f5605ac",
"signature": "8de050c59803498cccbc5dfda5cd0c3cfdadb61286cd1556cbbc48d760689e18",
"contentHash": "f6e42515c113544ced44c7efe96a5461ef0a9725ff27e3f7020b6be81b6848c6",
"length": 3,
"isConvergent": false
},
"target": {
"id": "sa_cd237deea325f591189ce88b",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-07905",
"moleculeId": "sa_8b868f24eb1898748ac84bfb",
"smiles": "CCN(CC)C[C@@H](O)COc1cc2nccc(Oc3ccc(NC(=O)NC4CC4)c(Cl)c3)c2cc1C#N",
"routeLength": 3,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_8b868f24eb1898748ac84bfb",
"inchikey": "IGBNXOFITQVMHR-LJQANCHMSA-N",
"smiles": "CCN(CC)C[C@@H](O)COc1cc2nccc(Oc3ccc(NC(=O)NC4CC4)c(Cl)c3)c2cc1C#N"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "16295",
"routeId": "sa_7996b5706f28f6a50f5605ac",
"moleculeId": "sa_8b868f24eb1898748ac84bfb",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_8b868f24eb1898748ac84bfb",
"inchikey": "IGBNXOFITQVMHR-LJQANCHMSA-N",
"smiles": "CCN(CC)C[C@@H](O)COc1cc2nccc(Oc3ccc(NC(=O)NC4CC4)c(Cl)c3)c2cc1C#N"
},
"smiles": "CCN(CC)C[C@@H](O)COc1cc2nccc(Oc3ccc(NC(=O)NC4CC4)c(Cl)c3)c2cc1C#N",
"reactionStepId": "sa_2bff11c99bca7c8abebc7fac",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20060247259A1;1754;403192\",\"rsmi\":\"Cl[C:30](Oc1ccccc1)=[O:31].[CH3:1][CH2:2][N:3]([CH2:4][CH3:5])[CH2:6][C@@H:7]([OH:8])[CH2:9][O:10][c:11]1[c:12]([C:13]#[N:14])[cH:15][c:16]2[c:17]([cH:18]1)[n:19][cH:20][cH:21][c:22]2[O:23][c:24]1[cH:25][c:26]([Cl:27])[c:28]([NH2:29])[cH:36][cH:37]1.[NH2:32][CH:33]1[CH2:34][CH2:35]1>CCOC(C)=O.CN(C)C=O.O=C(O)O.[Na+].c1ccncc1>[CH3:1][CH2:2][N:3]([CH2:4][CH3:5])[CH2:6][C@@H:7]([OH:8])[CH2:9][O:10][c:11]1[c:12]([C:13]#[N:14])[cH:15][c:16]2[c:17]([cH:18]1)[n:19][cH:20][cH:21][c:22]2[O:23][c:24]1[cH:25][c:26]([Cl:27])[c:28]([NH:29][C:30](=[O:31])[NH:32][CH:33]2[CH2:34][CH2:35]2)[cH:36][cH:37]1\"},\"mapped_reaction_smiles\":\"Cl[C:30](Oc1ccccc1)=[O:31].[CH3:1][CH2:2][N:3]([CH2:4][CH3:5])[CH2:6][C@@H:7]([OH:8])[CH2:9][O:10][c:11]1[c:12]([C:13]#[N:14])[cH:15][c:16]2[c:17]([cH:18]1)[n:19][cH:20][cH:21][c:22]2[O:23][c:24]1[cH:25][c:26]([Cl:27])[c:28]([NH2:29])[cH:36][cH:37]1.[NH2:32][CH:33]1[CH2:34][CH2:35]1>CCOC(C)=O.CN(C)C=O.O=C(O)O.[Na+].c1ccncc1>[CH3:1][CH2:2][N:3]([CH2:4][CH3:5])[CH2:6][C@@H:7]([OH:8])[CH2:9][O:10][c:11]1[c:12]([C:13]#[N:14])[cH:15][c:16]2[c:17]([cH:18]1)[n:19][cH:20][cH:21][c:22]2[O:23][c:24]1[cH:25][c:26]([Cl:27])[c:28]([NH:29][C:30](=[O:31])[NH:32][CH:33]2[CH2:34][CH2:35]2)[cH:36][cH:37]1\"}",
"reactionStep": {
"id": "sa_2bff11c99bca7c8abebc7fac",
"reactionHash": "b77e777d7604aaa6b46545c44e4b5736a556789e71107df94a992e1c84e8afeb"
},
"children": [
{
"id": "16296",
"routeId": "sa_7996b5706f28f6a50f5605ac",
"moleculeId": "sa_c3f902b5f9863db0f23f1ee5",
"parentId": "16295",
"isLeaf": true,
"molecule": {
"id": "sa_c3f902b5f9863db0f23f1ee5",
"inchikey": "AHWALFGBDFAJAI-UHFFFAOYSA-N",
"smiles": "O=C(Cl)Oc1ccccc1"
},
"smiles": "O=C(Cl)Oc1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "16297",
"routeId": "sa_7996b5706f28f6a50f5605ac",
"moleculeId": "sa_f7b02628c6b00fb9d50a0f6c",
"parentId": "16295",
"isLeaf": true,
"molecule": {
"id": "sa_f7b02628c6b00fb9d50a0f6c",
"inchikey": "HTJDQJBWANPRPF-UHFFFAOYSA-N",
"smiles": "NC1CC1"
},
"smiles": "NC1CC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "16298",
"routeId": "sa_7996b5706f28f6a50f5605ac",
"moleculeId": "sa_22b6afd9a431a7c2c7b61661",
"parentId": "16295",
"isLeaf": false,
"molecule": {
"id": "sa_22b6afd9a431a7c2c7b61661",
"inchikey": "KQRFJZQAAPDWJJ-MRXNPFEDSA-N",
"smiles": "CCN(CC)C[C@@H](O)COc1cc2nccc(Oc3ccc(N)c(Cl)c3)c2cc1C#N"
},
"smiles": "CCN(CC)C[C@@H](O)COc1cc2nccc(Oc3ccc(N)c(Cl)c3)c2cc1C#N",
"reactionStepId": "sa_a74daf205fdfdb363745fc79",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20060247259A1;1759;403194\",\"rsmi\":\"[CH2:6]1[C@H:7]([CH2:9][O:10][c:11]2[c:12]([C:13]#[N:14])[cH:15][c:16]3[c:17]([cH:18]2)[n:19][cH:20][cH:21][c:22]3[O:23][c:24]2[cH:25][c:26]([Cl:27])[c:28]([NH2:29])[cH:30][cH:31]2)[O:8]1.[CH3:1][CH2:2][NH:3][CH2:4][CH3:5]>C1CCOC1>[CH3:1][CH2:2][N:3]([CH2:4][CH3:5])[CH2:6][C@@H:7]([OH:8])[CH2:9][O:10][c:11]1[c:12]([C:13]#[N:14])[cH:15][c:16]2[c:17]([cH:18]1)[n:19][cH:20][cH:21][c:22]2[O:23][c:24]1[cH:25][c:26]([Cl:27])[c:28]([NH2:29])[cH:30][cH:31]1\"},\"mapped_reaction_smiles\":\"[CH2:6]1[C@H:7]([CH2:9][O:10][c:11]2[c:12]([C:13]#[N:14])[cH:15][c:16]3[c:17]([cH:18]2)[n:19][cH:20][cH:21][c:22]3[O:23][c:24]2[cH:25][c:26]([Cl:27])[c:28]([NH2:29])[cH:30][cH:31]2)[O:8]1.[CH3:1][CH2:2][NH:3][CH2:4][CH3:5]>C1CCOC1>[CH3:1][CH2:2][N:3]([CH2:4][CH3:5])[CH2:6][C@@H:7]([OH:8])[CH2:9][O:10][c:11]1[c:12]([C:13]#[N:14])[cH:15][c:16]2[c:17]([cH:18]1)[n:19][cH:20][cH:21][c:22]2[O:23][c:24]1[cH:25][c:26]([Cl:27])[c:28]([NH2:29])[cH:30][cH:31]1\"}",
"reactionStep": {
"id": "sa_a74daf205fdfdb363745fc79",
"reactionHash": "a250b91fc2fe6e2fbe6904405e6d62b54204344ec20479305b496cca7cc7d30d"
},
"children": [
{
"id": "16299",
"routeId": "sa_7996b5706f28f6a50f5605ac",
"moleculeId": "sa_cc2e513dbb59089d7ae7279a",
"parentId": "16298",
"isLeaf": false,
"molecule": {
"id": "sa_cc2e513dbb59089d7ae7279a",
"inchikey": "ACVYCPKXVDNKQF-CYBMUJFWSA-N",
"smiles": "N#Cc1cc2c(Oc3ccc(N)c(Cl)c3)ccnc2cc1OC[C@H]1CO1"
},
"smiles": "N#Cc1cc2c(Oc3ccc(N)c(Cl)c3)ccnc2cc1OC[C@H]1CO1",
"reactionStepId": "sa_b7c9df3e69c38bfdc8238f67",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20060247259A1;1757;403193\",\"rsmi\":\"Cc1ccc(S(=O)(=O)O[CH2:6][C@H:7]2[CH2:8][O:9]2)cc1.[N:1]#[C:2][c:3]1[c:4]([OH:5])[cH:10][c:11]2[n:12][cH:13][cH:14][c:15]([O:16][c:17]3[cH:18][c:19]([Cl:20])[c:21]([NH2:22])[cH:23][cH:24]3)[c:25]2[cH:26]1>>[N:1]#[C:2][c:3]1[c:4]([O:5][CH2:6][C@H:7]2[CH2:8][O:9]2)[cH:10][c:11]2[n:12][cH:13][cH:14][c:15]([O:16][c:17]3[cH:18][c:19]([Cl:20])[c:21]([NH2:22])[cH:23][cH:24]3)[c:25]2[cH:26]1\"},\"mapped_reaction_smiles\":\"Cc1ccc(S(=O)(=O)O[CH2:6][C@H:7]2[CH2:8][O:9]2)cc1.[N:1]#[C:2][c:3]1[c:4]([OH:5])[cH:10][c:11]2[n:12][cH:13][cH:14][c:15]([O:16][c:17]3[cH:18][c:19]([Cl:20])[c:21]([NH2:22])[cH:23][cH:24]3)[c:25]2[cH:26]1>>[N:1]#[C:2][c:3]1[c:4]([O:5][CH2:6][C@H:7]2[CH2:8][O:9]2)[cH:10][c:11]2[n:12][cH:13][cH:14][c:15]([O:16][c:17]3[cH:18][c:19]([Cl:20])[c:21]([NH2:22])[cH:23][cH:24]3)[c:25]2[cH:26]1\"}",
"reactionStep": {
"id": "sa_b7c9df3e69c38bfdc8238f67",
"reactionHash": "4ac154226d39b6045581b5ce582f1d2b60128ff5d728d8a8ce77d5101e3e2539"
},
"children": [
{
"id": "16300",
"routeId": "sa_7996b5706f28f6a50f5605ac",
"moleculeId": "sa_1de62fea8626a08b4c23e0b5",
"parentId": "16299",
"isLeaf": true,
"molecule": {
"id": "sa_1de62fea8626a08b4c23e0b5",
"inchikey": "NOQXXYIGRPAZJC-SECBINFHSA-N",
"smiles": "Cc1ccc(S(=O)(=O)OC[C@H]2CO2)cc1"
},
"smiles": "Cc1ccc(S(=O)(=O)OC[C@H]2CO2)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "16301",
"routeId": "sa_7996b5706f28f6a50f5605ac",
"moleculeId": "sa_2d8e785ab993d3c340b4634b",
"parentId": "16299",
"isLeaf": true,
"molecule": {
"id": "sa_2d8e785ab993d3c340b4634b",
"inchikey": "PWVUJGGKFFYWFK-UHFFFAOYSA-N",
"smiles": "N#Cc1cc2c(Oc3ccc(N)c(Cl)c3)ccnc2cc1O"
},
"smiles": "N#Cc1cc2c(Oc3ccc(N)c(Cl)c3)ccnc2cc1O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "16302",
"routeId": "sa_7996b5706f28f6a50f5605ac",
"moleculeId": "sa_d5617e2f68afbcf4c5d3db93",
"parentId": "16298",
"isLeaf": true,
"molecule": {
"id": "sa_d5617e2f68afbcf4c5d3db93",
"inchikey": "HPNMFZURTQLUMO-UHFFFAOYSA-N",
"smiles": "CCNCC"
},
"smiles": "CCNCC",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}