Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCn1ncc2c(NC3CCCCC3)c(C=NO)cnc21
InChiKey
ZLDOLZNNCXXDIU-UHFFFAOYSA-N
Route Signature
7c0cddb1517762a1389263d328aae0d721f9330b9f94bbaf8ec70364f26c3c85
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_8a27b4d4b72bf508fd7206ad",
"signature": "7c0cddb1517762a1389263d328aae0d721f9330b9f94bbaf8ec70364f26c3c85",
"contentHash": "357310920ea4ad0ffc71fafbede91f43bbd4723c46faf3099a9fffefbda4b795",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_bf866ecdc3fb59706e5fc240",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-07028",
"moleculeId": "sa_89daf397a40868ed9d6c245b",
"smiles": "CCn1ncc2c(NC3CCCCC3)c(C=NO)cnc21",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_89daf397a40868ed9d6c245b",
"inchikey": "ZLDOLZNNCXXDIU-UHFFFAOYSA-N",
"smiles": "CCn1ncc2c(NC3CCCCC3)c(C=NO)cnc21"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "8200",
"routeId": "sa_8a27b4d4b72bf508fd7206ad",
"moleculeId": "sa_89daf397a40868ed9d6c245b",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_89daf397a40868ed9d6c245b",
"inchikey": "ZLDOLZNNCXXDIU-UHFFFAOYSA-N",
"smiles": "CCn1ncc2c(NC3CCCCC3)c(C=NO)cnc21"
},
"smiles": "CCn1ncc2c(NC3CCCCC3)c(C=NO)cnc21",
"reactionStepId": "sa_6d2843b8c60496dafa0b7d61",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110130403A1;0451;1061986\",\"rsmi\":\"O=[CH:16][c:15]1[c:7]([NH:8][CH:9]2[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14]2)[c:6]2[cH:5][n:4][n:3]([CH2:2][CH3:1])[c:21]2[n:20][cH:19]1.[NH2:17][OH:18]>CC(=O)O.CCO.Cl.[Na+]>[CH3:1][CH2:2][n:3]1[n:4][cH:5][c:6]2[c:7]([NH:8][CH:9]3[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14]3)[c:15]([CH:16]=[N:17][OH:18])[cH:19][n:20][c:21]12\"},\"mapped_reaction_smiles\":\"O=[CH:16][c:15]1[c:7]([NH:8][CH:9]2[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14]2)[c:6]2[cH:5][n:4][n:3]([CH2:2][CH3:1])[c:21]2[n:20][cH:19]1.[NH2:17][OH:18]>CC(=O)O.CCO.Cl.[Na+]>[CH3:1][CH2:2][n:3]1[n:4][cH:5][c:6]2[c:7]([NH:8][CH:9]3[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14]3)[c:15]([CH:16]=[N:17][OH:18])[cH:19][n:20][c:21]12\"}",
"reactionStep": {
"id": "sa_6d2843b8c60496dafa0b7d61",
"reactionHash": "4056d87f026caf468c51ca546c1920444b836bf44f25b7774d502435930c9a3a"
},
"children": [
{
"id": "8201",
"routeId": "sa_8a27b4d4b72bf508fd7206ad",
"moleculeId": "sa_04a18e3f07bde82ca29399ee",
"parentId": "8200",
"isLeaf": true,
"molecule": {
"id": "sa_04a18e3f07bde82ca29399ee",
"inchikey": "AVXURJPOCDRRFD-UHFFFAOYSA-N",
"smiles": "NO"
},
"smiles": "NO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "8202",
"routeId": "sa_8a27b4d4b72bf508fd7206ad",
"moleculeId": "sa_031496c25dd5928b755f2664",
"parentId": "8200",
"isLeaf": false,
"molecule": {
"id": "sa_031496c25dd5928b755f2664",
"inchikey": "CNVLMDFXPQEMJS-UHFFFAOYSA-N",
"smiles": "CCn1ncc2c(NC3CCCCC3)c(C=O)cnc21"
},
"smiles": "CCn1ncc2c(NC3CCCCC3)c(C=O)cnc21",
"reactionStepId": "sa_dfea7a02bd93cf2e9a4b2394",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110130403A1;0429;1061985\",\"rsmi\":\"CON(C)[C:16]([c:15]1[c:7]([NH:8][CH:9]2[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14]2)[c:6]2[cH:5][n:4][n:3]([CH2:2][CH3:1])[c:20]2[n:19][cH:18]1)=[O:17]>COCCO[AlH]OCCOC.Cc1ccccc1.O.O=C(O)CC(O)(CC(=O)O)C(=O)O.[Na+]>[CH3:1][CH2:2][n:3]1[n:4][cH:5][c:6]2[c:7]([NH:8][CH:9]3[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14]3)[c:15]([CH:16]=[O:17])[cH:18][n:19][c:20]12\"},\"mapped_reaction_smiles\":\"CON(C)[C:16]([c:15]1[c:7]([NH:8][CH:9]2[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14]2)[c:6]2[cH:5][n:4][n:3]([CH2:2][CH3:1])[c:20]2[n:19][cH:18]1)=[O:17]>COCCO[AlH]OCCOC.Cc1ccccc1.O.O=C(O)CC(O)(CC(=O)O)C(=O)O.[Na+]>[CH3:1][CH2:2][n:3]1[n:4][cH:5][c:6]2[c:7]([NH:8][CH:9]3[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14]3)[c:15]([CH:16]=[O:17])[cH:18][n:19][c:20]12\"}",
"reactionStep": {
"id": "sa_dfea7a02bd93cf2e9a4b2394",
"reactionHash": "ce7ba99dcccdc1c02992ac811d44195a184208a9e1923559edb328197cbc405d"
},
"children": [
{
"id": "8203",
"routeId": "sa_8a27b4d4b72bf508fd7206ad",
"moleculeId": "sa_48ec51e9547e18d599077c8e",
"parentId": "8202",
"isLeaf": false,
"molecule": {
"id": "sa_48ec51e9547e18d599077c8e",
"inchikey": "ZUMKRXJCMSCTJW-UHFFFAOYSA-N",
"smiles": "CCn1ncc2c(NC3CCCCC3)c(C(=O)N(C)OC)cnc21"
},
"smiles": "CCn1ncc2c(NC3CCCCC3)c(C(=O)N(C)OC)cnc21",
"reactionStepId": "sa_97a17556a98a4e6765e1778a",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110130403A1;0397;1061982\",\"rsmi\":\"O[C:16]([c:15]1[c:7]([NH:8][CH:9]2[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14]2)[c:6]2[cH:5][n:4][n:3]([CH2:2][CH3:1])[c:24]2[n:23][cH:22]1)=[O:17].[NH:18]([CH3:19])[O:20][CH3:21]>CCN=C=NCCCN(C)C.CN(C)C=O.CN1CCOCC1.Cl.Cl.O.Oc1cccc2[nH]nnc12>[CH3:1][CH2:2][n:3]1[n:4][cH:5][c:6]2[c:7]([NH:8][CH:9]3[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14]3)[c:15]([C:16](=[O:17])[N:18]([CH3:19])[O:20][CH3:21])[cH:22][n:23][c:24]12\"},\"mapped_reaction_smiles\":\"O[C:16]([c:15]1[c:7]([NH:8][CH:9]2[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14]2)[c:6]2[cH:5][n:4][n:3]([CH2:2][CH3:1])[c:24]2[n:23][cH:22]1)=[O:17].[NH:18]([CH3:19])[O:20][CH3:21]>CCN=C=NCCCN(C)C.CN(C)C=O.CN1CCOCC1.Cl.Cl.O.Oc1cccc2[nH]nnc12>[CH3:1][CH2:2][n:3]1[n:4][cH:5][c:6]2[c:7]([NH:8][CH:9]3[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14]3)[c:15]([C:16](=[O:17])[N:18]([CH3:19])[O:20][CH3:21])[cH:22][n:23][c:24]12\"}",
"reactionStep": {
"id": "sa_97a17556a98a4e6765e1778a",
"reactionHash": "4127ba813343d74dd9e08dcae94e21cfa59948965a15e9fc5c26cd160e128ef7"
},
"children": [
{
"id": "8204",
"routeId": "sa_8a27b4d4b72bf508fd7206ad",
"moleculeId": "sa_93e456f7e04541ecb6ebcb69",
"parentId": "8203",
"isLeaf": true,
"molecule": {
"id": "sa_93e456f7e04541ecb6ebcb69",
"inchikey": "KRKPYFLIYNGWTE-UHFFFAOYSA-N",
"smiles": "CNOC"
},
"smiles": "CNOC",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "8205",
"routeId": "sa_8a27b4d4b72bf508fd7206ad",
"moleculeId": "sa_9384a0d94142e8f9f55f54d9",
"parentId": "8203",
"isLeaf": false,
"molecule": {
"id": "sa_9384a0d94142e8f9f55f54d9",
"inchikey": "NZPHRHYVEFSWFF-UHFFFAOYSA-N",
"smiles": "CCn1ncc2c(NC3CCCCC3)c(C(=O)O)cnc21"
},
"smiles": "CCn1ncc2c(NC3CCCCC3)c(C(=O)O)cnc21",
"reactionStepId": "sa_c8724fe13edee9a5ed543205",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110130403A1;0378;1061981\",\"rsmi\":\"CC[O:18][C:16]([c:15]1[c:7]([NH:8][CH:9]2[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14]2)[c:6]2[cH:5][n:4][n:3]([CH2:2][CH3:1])[c:21]2[n:20][cH:19]1)=[O:17]>CCO.O.[Na+].O>[CH3:1][CH2:2][n:3]1[n:4][cH:5][c:6]2[c:7]([NH:8][CH:9]3[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14]3)[c:15]([C:16](=[O:17])[OH:18])[cH:19][n:20][c:21]12\"},\"mapped_reaction_smiles\":\"CC[O:18][C:16]([c:15]1[c:7]([NH:8][CH:9]2[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14]2)[c:6]2[cH:5][n:4][n:3]([CH2:2][CH3:1])[c:21]2[n:20][cH:19]1)=[O:17]>CCO.O.[Na+].O>[CH3:1][CH2:2][n:3]1[n:4][cH:5][c:6]2[c:7]([NH:8][CH:9]3[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14]3)[c:15]([C:16](=[O:17])[OH:18])[cH:19][n:20][c:21]12\"}",
"reactionStep": {
"id": "sa_c8724fe13edee9a5ed543205",
"reactionHash": "53017edf847e6c326d92ae9d38e2cd29b9368336aba2f70e230539b9206744bb"
},
"children": [
{
"id": "8206",
"routeId": "sa_8a27b4d4b72bf508fd7206ad",
"moleculeId": "sa_af535e98690e65ed21b0d70b",
"parentId": "8205",
"isLeaf": false,
"molecule": {
"id": "sa_af535e98690e65ed21b0d70b",
"inchikey": "DDAUUBIDZKMIDP-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1cnc2c(cnn2CC)c1NC1CCCCC1"
},
"smiles": "CCOC(=O)c1cnc2c(cnn2CC)c1NC1CCCCC1",
"reactionStepId": "sa_1916f966247f12641f1d567f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110130403A1;0350;1061977\",\"rsmi\":\"Cl[c:11]1[c:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[cH:7][n:8][c:9]2[c:10]1[cH:19][n:20][n:21]2[CH2:22][CH3:23].[NH2:12][CH:13]1[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18]1>CC#N>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][n:8][c:9]2[c:10]([c:11]1[NH:12][CH:13]1[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18]1)[cH:19][n:20][n:21]2[CH2:22][CH3:23]\"},\"mapped_reaction_smiles\":\"Cl[c:11]1[c:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[cH:7][n:8][c:9]2[c:10]1[cH:19][n:20][n:21]2[CH2:22][CH3:23].[NH2:12][CH:13]1[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18]1>CC#N>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][n:8][c:9]2[c:10]([c:11]1[NH:12][CH:13]1[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18]1)[cH:19][n:20][n:21]2[CH2:22][CH3:23]\"}",
"reactionStep": {
"id": "sa_1916f966247f12641f1d567f",
"reactionHash": "825a980c764225800d7fc19041062286e4890314f184a7e58c2b927f3991d8c7"
},
"children": [
{
"id": "8207",
"routeId": "sa_8a27b4d4b72bf508fd7206ad",
"moleculeId": "sa_940daa6abdce954c1d5f55c4",
"parentId": "8206",
"isLeaf": true,
"molecule": {
"id": "sa_940daa6abdce954c1d5f55c4",
"inchikey": "PAFZNILMFXTMIY-UHFFFAOYSA-N",
"smiles": "NC1CCCCC1"
},
"smiles": "NC1CCCCC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "8208",
"routeId": "sa_8a27b4d4b72bf508fd7206ad",
"moleculeId": "sa_0a1e857817c1e327da5a6a09",
"parentId": "8206",
"isLeaf": true,
"molecule": {
"id": "sa_0a1e857817c1e327da5a6a09",
"inchikey": "RCQMGWFLFNPCJC-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1cnc2c(cnn2CC)c1Cl"
},
"smiles": "CCOC(=O)c1cnc2c(cnn2CC)c1Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
]
}
}