Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1cc(OC2CN(C(C)(C)C)C2)n2nc(-c3ccccc3Cl)c(-c3ccc(Cl)cc3)c2n1
InChiKey
KTLZUJXGCMJPAR-UHFFFAOYSA-N
Route Signature
06a338e4ef7996c5d32b3d8d9945e4cca3ba53b6eb97862bd8a21ed56e09d96f
Synthesis route with 3 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_0c97cbdd28a95c5c45250e75",
"signature": "06a338e4ef7996c5d32b3d8d9945e4cca3ba53b6eb97862bd8a21ed56e09d96f",
"contentHash": "14d4ad009007fd1bf2f0f44456c8b6e2fdb094dc7392bc93d40a773e6b98b41a",
"length": 3,
"isConvergent": false
},
"target": {
"id": "sa_bf52f736679c5ea4b70a42a5",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-07200",
"moleculeId": "sa_f9785df723597776befd318a",
"smiles": "Cc1cc(OC2CN(C(C)(C)C)C2)n2nc(-c3ccccc3Cl)c(-c3ccc(Cl)cc3)c2n1",
"routeLength": 3,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_f9785df723597776befd318a",
"inchikey": "KTLZUJXGCMJPAR-UHFFFAOYSA-N",
"smiles": "Cc1cc(OC2CN(C(C)(C)C)C2)n2nc(-c3ccccc3Cl)c(-c3ccc(Cl)cc3)c2n1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "16137",
"routeId": "sa_0c97cbdd28a95c5c45250e75",
"moleculeId": "sa_f9785df723597776befd318a",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_f9785df723597776befd318a",
"inchikey": "KTLZUJXGCMJPAR-UHFFFAOYSA-N",
"smiles": "Cc1cc(OC2CN(C(C)(C)C)C2)n2nc(-c3ccccc3Cl)c(-c3ccc(Cl)cc3)c2n1"
},
"smiles": "Cc1cc(OC2CN(C(C)(C)C)C2)n2nc(-c3ccccc3Cl)c(-c3ccc(Cl)cc3)c2n1",
"reactionStepId": "sa_3465554c2668e0dfe84b3314",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US07176210B2;0319;770316\",\"rsmi\":\"Cl[c:23]1[n:22]2[c:4]([n:3][c:2]([CH3:1])[cH:33]1)[c:5](-[c:6]1[cH:7][cH:8][c:9]([Cl:10])[cH:11][cH:12]1)[c:13](-[c:14]1[c:15]([Cl:16])[cH:17][cH:18][cH:19][cH:20]1)[n:21]2.[OH:24][CH:25]1[CH2:26][N:27]([C:28]([CH3:29])([CH3:30])[CH3:31])[CH2:32]1>C1CCOC1.[HH].[Na+]>[CH3:1][c:2]1[n:3][c:4]2[c:5](-[c:6]3[cH:7][cH:8][c:9]([Cl:10])[cH:11][cH:12]3)[c:13](-[c:14]3[c:15]([Cl:16])[cH:17][cH:18][cH:19][cH:20]3)[n:21][n:22]2[c:23]([O:24][CH:25]2[CH2:26][N:27]([C:28]([CH3:29])([CH3:30])[CH3:31])[CH2:32]2)[cH:33]1\"},\"mapped_reaction_smiles\":\"Cl[c:23]1[n:22]2[c:4]([n:3][c:2]([CH3:1])[cH:33]1)[c:5](-[c:6]1[cH:7][cH:8][c:9]([Cl:10])[cH:11][cH:12]1)[c:13](-[c:14]1[c:15]([Cl:16])[cH:17][cH:18][cH:19][cH:20]1)[n:21]2.[OH:24][CH:25]1[CH2:26][N:27]([C:28]([CH3:29])([CH3:30])[CH3:31])[CH2:32]1>C1CCOC1.[HH].[Na+]>[CH3:1][c:2]1[n:3][c:4]2[c:5](-[c:6]3[cH:7][cH:8][c:9]([Cl:10])[cH:11][cH:12]3)[c:13](-[c:14]3[c:15]([Cl:16])[cH:17][cH:18][cH:19][cH:20]3)[n:21][n:22]2[c:23]([O:24][CH:25]2[CH2:26][N:27]([C:28]([CH3:29])([CH3:30])[CH3:31])[CH2:32]2)[cH:33]1\"}",
"reactionStep": {
"id": "sa_3465554c2668e0dfe84b3314",
"reactionHash": "2fe7b4af0710aee5988341da7ea39ec406ec5e74d40c1c8c9a9fd68db055dfd8"
},
"children": [
{
"id": "16138",
"routeId": "sa_0c97cbdd28a95c5c45250e75",
"moleculeId": "sa_fdb9fc3a93d0a620f437b3b4",
"parentId": "16137",
"isLeaf": false,
"molecule": {
"id": "sa_fdb9fc3a93d0a620f437b3b4",
"inchikey": "MXCJFYKNWPLJKU-UHFFFAOYSA-N",
"smiles": "Cc1cc(Cl)n2nc(-c3ccccc3Cl)c(-c3ccc(Cl)cc3)c2n1"
},
"smiles": "Cc1cc(Cl)n2nc(-c3ccccc3Cl)c(-c3ccc(Cl)cc3)c2n1",
"reactionStepId": "sa_e407fa41716baebfef5058b5",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US07176210B2;0268;770301\",\"rsmi\":\"O=P(Cl)(Cl)[Cl:24].O[c:23]1[n:22]2[c:4]([n:3][c:2]([CH3:1])[cH:25]1)[c:5](-[c:6]1[cH:7][cH:8][c:9]([Cl:10])[cH:11][cH:12]1)[c:13](-[c:14]1[c:15]([Cl:16])[cH:17][cH:18][cH:19][cH:20]1)[n:21]2>CCN(C(C)C)C(C)C.CCOC(C)=O.Cc1ccccc1.O=C(O)O.[Na+]>[CH3:1][c:2]1[n:3][c:4]2[c:5](-[c:6]3[cH:7][cH:8][c:9]([Cl:10])[cH:11][cH:12]3)[c:13](-[c:14]3[c:15]([Cl:16])[cH:17][cH:18][cH:19][cH:20]3)[n:21][n:22]2[c:23]([Cl:24])[cH:25]1\"},\"mapped_reaction_smiles\":\"O=P(Cl)(Cl)[Cl:24].O[c:23]1[n:22]2[c:4]([n:3][c:2]([CH3:1])[cH:25]1)[c:5](-[c:6]1[cH:7][cH:8][c:9]([Cl:10])[cH:11][cH:12]1)[c:13](-[c:14]1[c:15]([Cl:16])[cH:17][cH:18][cH:19][cH:20]1)[n:21]2>CCN(C(C)C)C(C)C.CCOC(C)=O.Cc1ccccc1.O=C(O)O.[Na+]>[CH3:1][c:2]1[n:3][c:4]2[c:5](-[c:6]3[cH:7][cH:8][c:9]([Cl:10])[cH:11][cH:12]3)[c:13](-[c:14]3[c:15]([Cl:16])[cH:17][cH:18][cH:19][cH:20]3)[n:21][n:22]2[c:23]([Cl:24])[cH:25]1\"}",
"reactionStep": {
"id": "sa_e407fa41716baebfef5058b5",
"reactionHash": "209d3308819ec121d42de2d58373ddc42cfa08255aeca8cb3b103f9ebf3c3810"
},
"children": [
{
"id": "16139",
"routeId": "sa_0c97cbdd28a95c5c45250e75",
"moleculeId": "sa_35a3f3a7f75101c05a10cee6",
"parentId": "16138",
"isLeaf": false,
"molecule": {
"id": "sa_35a3f3a7f75101c05a10cee6",
"inchikey": "INALIBJJXQCLMG-UHFFFAOYSA-N",
"smiles": "Cc1cc(O)n2nc(-c3ccccc3Cl)c(-c3ccc(Cl)cc3)c2n1"
},
"smiles": "Cc1cc(O)n2nc(-c3ccccc3Cl)c(-c3ccc(Cl)cc3)c2n1",
"reactionStepId": "sa_1a5c40d6cbcea03c52bed4a2",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US07176210B2;0266;770300\",\"rsmi\":\"CCO[C:23](=[O:24])[CH2:25][C:2](=O)[CH3:1].[NH2:3][c:4]1[c:5](-[c:6]2[cH:7][cH:8][c:9]([Cl:10])[cH:11][cH:12]2)[c:13](-[c:14]2[c:15]([Cl:16])[cH:17][cH:18][cH:19][cH:20]2)[n:21][nH:22]1>CC(=O)O.CCOCC>[CH3:1][c:2]1[n:3][c:4]2[c:5](-[c:6]3[cH:7][cH:8][c:9]([Cl:10])[cH:11][cH:12]3)[c:13](-[c:14]3[c:15]([Cl:16])[cH:17][cH:18][cH:19][cH:20]3)[n:21][n:22]2[c:23]([OH:24])[cH:25]1\"},\"mapped_reaction_smiles\":\"CCO[C:23](=[O:24])[CH2:25][C:2](=O)[CH3:1].[NH2:3][c:4]1[c:5](-[c:6]2[cH:7][cH:8][c:9]([Cl:10])[cH:11][cH:12]2)[c:13](-[c:14]2[c:15]([Cl:16])[cH:17][cH:18][cH:19][cH:20]2)[n:21][nH:22]1>CC(=O)O.CCOCC>[CH3:1][c:2]1[n:3][c:4]2[c:5](-[c:6]3[cH:7][cH:8][c:9]([Cl:10])[cH:11][cH:12]3)[c:13](-[c:14]3[c:15]([Cl:16])[cH:17][cH:18][cH:19][cH:20]3)[n:21][n:22]2[c:23]([OH:24])[cH:25]1\"}",
"reactionStep": {
"id": "sa_1a5c40d6cbcea03c52bed4a2",
"reactionHash": "35b020b85227ee433c71ea0cb8569ed624b56ee6dfe6ad6dc24c8981c81bd22e"
},
"children": [
{
"id": "16140",
"routeId": "sa_0c97cbdd28a95c5c45250e75",
"moleculeId": "sa_977bc7a53ff8b1c35ff350b0",
"parentId": "16139",
"isLeaf": true,
"molecule": {
"id": "sa_977bc7a53ff8b1c35ff350b0",
"inchikey": "RNHQNZLQGFNUHQ-UHFFFAOYSA-N",
"smiles": "Nc1[nH]nc(-c2ccccc2Cl)c1-c1ccc(Cl)cc1"
},
"smiles": "Nc1[nH]nc(-c2ccccc2Cl)c1-c1ccc(Cl)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "16141",
"routeId": "sa_0c97cbdd28a95c5c45250e75",
"moleculeId": "sa_04d7157cbc6fee971dbac9ab",
"parentId": "16139",
"isLeaf": true,
"molecule": {
"id": "sa_04d7157cbc6fee971dbac9ab",
"inchikey": "XYIBRDXRRQCHLP-UHFFFAOYSA-N",
"smiles": "CCOC(=O)CC(C)=O"
},
"smiles": "CCOC(=O)CC(C)=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "16142",
"routeId": "sa_0c97cbdd28a95c5c45250e75",
"moleculeId": "sa_312a7cd3d48a055e9bc98180",
"parentId": "16138",
"isLeaf": true,
"molecule": {
"id": "sa_312a7cd3d48a055e9bc98180",
"inchikey": "XHXFXVLFKHQFAL-UHFFFAOYSA-N",
"smiles": "O=P(Cl)(Cl)Cl"
},
"smiles": "O=P(Cl)(Cl)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "16143",
"routeId": "sa_0c97cbdd28a95c5c45250e75",
"moleculeId": "sa_d9064c2048c774ef34ea396d",
"parentId": "16137",
"isLeaf": true,
"molecule": {
"id": "sa_d9064c2048c774ef34ea396d",
"inchikey": "SSQMTFZAUDZFTK-UHFFFAOYSA-N",
"smiles": "CC(C)(C)N1CC(O)C1"
},
"smiles": "CC(C)(C)N1CC(O)C1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}