Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCOC(=O)c1ccc(-c2ccc(OCCCO[Si](C)(C)C(C)(C)C)c(-c3ccc(N(CC)CC)c(C)c3)c2)cc1
InChiKey
BPADATHKGITOHZ-UHFFFAOYSA-N
Route Signature
6cb5e6ef902ade6b058f28281998717a4cc239bc2335f6e1b8f815c521175982
Synthesis route with 2 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_59217c19e901fc6a65e57a12",
"signature": "6cb5e6ef902ade6b058f28281998717a4cc239bc2335f6e1b8f815c521175982",
"contentHash": "42fe5cecd2336ed6a2ac1c0ee2fa4b38f31f5fb7674b988feb4bb5ac96d81c6b",
"length": 2,
"isConvergent": true
},
"target": {
"id": "sa_d7f91c06fdbfdef6d87392ba",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-08257",
"moleculeId": "sa_89a00058980fd5ceacb7f3de",
"smiles": "CCOC(=O)c1ccc(-c2ccc(OCCCO[Si](C)(C)C(C)(C)C)c(-c3ccc(N(CC)CC)c(C)c3)c2)cc1",
"routeLength": 2,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_89a00058980fd5ceacb7f3de",
"inchikey": "BPADATHKGITOHZ-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1ccc(-c2ccc(OCCCO[Si](C)(C)C(C)(C)C)c(-c3ccc(N(CC)CC)c(C)c3)c2)cc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "11876",
"routeId": "sa_59217c19e901fc6a65e57a12",
"moleculeId": "sa_89a00058980fd5ceacb7f3de",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_89a00058980fd5ceacb7f3de",
"inchikey": "BPADATHKGITOHZ-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1ccc(-c2ccc(OCCCO[Si](C)(C)C(C)(C)C)c(-c3ccc(N(CC)CC)c(C)c3)c2)cc1"
},
"smiles": "CCOC(=O)c1ccc(-c2ccc(OCCCO[Si](C)(C)C(C)(C)C)c(-c3ccc(N(CC)CC)c(C)c3)c2)cc1",
"reactionStepId": "sa_239451f450af82391b59f247",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100292296A1;0301;975174\",\"rsmi\":\"Br[c:12]1[cH:11][c:10](-[c:9]2[cH:8][cH:7][c:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[cH:41][cH:40]2)[cH:39][cH:38][c:25]1[O:26][CH2:27][CH2:28][CH2:29][O:30][Si:31]([CH3:32])([CH3:33])[C:34]([CH3:35])([CH3:36])[CH3:37].OB(O)[c:13]1[cH:14][c:15]([CH3:16])[c:17]([N:18]([CH2:19][CH3:20])[CH2:21][CH3:22])[cH:23][cH:24]1>c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][cH:8][c:9](-[c:10]2[cH:11][c:12](-[c:13]3[cH:14][c:15]([CH3:16])[c:17]([N:18]([CH2:19][CH3:20])[CH2:21][CH3:22])[cH:23][cH:24]3)[c:25]([O:26][CH2:27][CH2:28][CH2:29][O:30][Si:31]([CH3:32])([CH3:33])[C:34]([CH3:35])([CH3:36])[CH3:37])[cH:38][cH:39]2)[cH:40][cH:41]1\"},\"mapped_reaction_smiles\":\"Br[c:12]1[cH:11][c:10](-[c:9]2[cH:8][cH:7][c:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[cH:41][cH:40]2)[cH:39][cH:38][c:25]1[O:26][CH2:27][CH2:28][CH2:29][O:30][Si:31]([CH3:32])([CH3:33])[C:34]([CH3:35])([CH3:36])[CH3:37].OB(O)[c:13]1[cH:14][c:15]([CH3:16])[c:17]([N:18]([CH2:19][CH3:20])[CH2:21][CH3:22])[cH:23][cH:24]1>c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][cH:8][c:9](-[c:10]2[cH:11][c:12](-[c:13]3[cH:14][c:15]([CH3:16])[c:17]([N:18]([CH2:19][CH3:20])[CH2:21][CH3:22])[cH:23][cH:24]3)[c:25]([O:26][CH2:27][CH2:28][CH2:29][O:30][Si:31]([CH3:32])([CH3:33])[C:34]([CH3:35])([CH3:36])[CH3:37])[cH:38][cH:39]2)[cH:40][cH:41]1\"}",
"reactionStep": {
"id": "sa_239451f450af82391b59f247",
"reactionHash": "5e6dd93704e2f788d620aec926ab5e6a4db1b38f6e09d312367090037e08fd2f"
},
"children": [
{
"id": "11877",
"routeId": "sa_59217c19e901fc6a65e57a12",
"moleculeId": "sa_2a5558683eeb15026910644a",
"parentId": "11876",
"isLeaf": false,
"molecule": {
"id": "sa_2a5558683eeb15026910644a",
"inchikey": "MWLLBMNOMCYYSV-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1ccc(-c2ccc(OCCCO[Si](C)(C)C(C)(C)C)c(Br)c2)cc1"
},
"smiles": "CCOC(=O)c1ccc(-c2ccc(OCCCO[Si](C)(C)C(C)(C)C)c(Br)c2)cc1",
"reactionStepId": "sa_00a656b7d41530dfea3cc48e",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100292296A1;0271;975166\",\"rsmi\":\"Br[CH2:16][CH2:17][CH2:18][O:19][Si:20]([CH3:21])([CH3:22])[C:23]([CH3:24])([CH3:25])[CH3:26].[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][cH:8][c:9](-[c:10]2[cH:11][c:12]([Br:13])[c:14]([OH:15])[cH:27][cH:28]2)[cH:29][cH:30]1>CN(C)C=O.[HH].[Na+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][cH:8][c:9](-[c:10]2[cH:11][c:12]([Br:13])[c:14]([O:15][CH2:16][CH2:17][CH2:18][O:19][Si:20]([CH3:21])([CH3:22])[C:23]([CH3:24])([CH3:25])[CH3:26])[cH:27][cH:28]2)[cH:29][cH:30]1\"},\"mapped_reaction_smiles\":\"Br[CH2:16][CH2:17][CH2:18][O:19][Si:20]([CH3:21])([CH3:22])[C:23]([CH3:24])([CH3:25])[CH3:26].[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][cH:8][c:9](-[c:10]2[cH:11][c:12]([Br:13])[c:14]([OH:15])[cH:27][cH:28]2)[cH:29][cH:30]1>CN(C)C=O.[HH].[Na+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][cH:8][c:9](-[c:10]2[cH:11][c:12]([Br:13])[c:14]([O:15][CH2:16][CH2:17][CH2:18][O:19][Si:20]([CH3:21])([CH3:22])[C:23]([CH3:24])([CH3:25])[CH3:26])[cH:27][cH:28]2)[cH:29][cH:30]1\"}",
"reactionStep": {
"id": "sa_00a656b7d41530dfea3cc48e",
"reactionHash": "ce6401ab0fcf50a220509ca07b71a314c20e6f6f9ea14bc8a3914684bfb9de3a"
},
"children": [
{
"id": "11878",
"routeId": "sa_59217c19e901fc6a65e57a12",
"moleculeId": "sa_f96c555aa3e5e76625f2c430",
"parentId": "11877",
"isLeaf": true,
"molecule": {
"id": "sa_f96c555aa3e5e76625f2c430",
"inchikey": "QGMROEZDWJTIDW-UHFFFAOYSA-N",
"smiles": "CC(C)(C)[Si](C)(C)OCCCBr"
},
"smiles": "CC(C)(C)[Si](C)(C)OCCCBr",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11879",
"routeId": "sa_59217c19e901fc6a65e57a12",
"moleculeId": "sa_de9596438d846d70528b4a6e",
"parentId": "11877",
"isLeaf": true,
"molecule": {
"id": "sa_de9596438d846d70528b4a6e",
"inchikey": "YZVVYIODUDYAPO-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1ccc(-c2ccc(O)c(Br)c2)cc1"
},
"smiles": "CCOC(=O)c1ccc(-c2ccc(O)c(Br)c2)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "11880",
"routeId": "sa_59217c19e901fc6a65e57a12",
"moleculeId": "sa_4ec5f3b31b7278307c4a3d3b",
"parentId": "11876",
"isLeaf": false,
"molecule": {
"id": "sa_4ec5f3b31b7278307c4a3d3b",
"inchikey": "SOGHKTBJEYJXOA-UHFFFAOYSA-N",
"smiles": "CCN(CC)c1ccc(B(O)O)cc1C"
},
"smiles": "CCN(CC)c1ccc(B(O)O)cc1C",
"reactionStepId": "sa_195513f758943a353efee3a4",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100292296A1;0300;975173\",\"rsmi\":\"Br[c:10]1[cH:9][c:7]([CH3:8])[c:6]([N:3]([CH2:2][CH3:1])[CH2:4][CH3:5])[cH:15][cH:14]1.CC(C)O[B:11]([O:12]C(C)C)[O:13]C(C)C>[Li]CCCC>[CH3:1][CH2:2][N:3]([CH2:4][CH3:5])[c:6]1[c:7]([CH3:8])[cH:9][c:10]([B:11]([OH:12])[OH:13])[cH:14][cH:15]1\"},\"mapped_reaction_smiles\":\"Br[c:10]1[cH:9][c:7]([CH3:8])[c:6]([N:3]([CH2:2][CH3:1])[CH2:4][CH3:5])[cH:15][cH:14]1.CC(C)O[B:11]([O:12]C(C)C)[O:13]C(C)C>[Li]CCCC>[CH3:1][CH2:2][N:3]([CH2:4][CH3:5])[c:6]1[c:7]([CH3:8])[cH:9][c:10]([B:11]([OH:12])[OH:13])[cH:14][cH:15]1\"}",
"reactionStep": {
"id": "sa_195513f758943a353efee3a4",
"reactionHash": "9e50b84a1734a9d78862848ff0f8e504d438455bfdb6efe8d3668e49b368f1d5"
},
"children": [
{
"id": "11881",
"routeId": "sa_59217c19e901fc6a65e57a12",
"moleculeId": "sa_0c3a1c72e8778c8e8b205e29",
"parentId": "11880",
"isLeaf": true,
"molecule": {
"id": "sa_0c3a1c72e8778c8e8b205e29",
"inchikey": "NHDIQVFFNDKAQU-UHFFFAOYSA-N",
"smiles": "CC(C)OB(OC(C)C)OC(C)C"
},
"smiles": "CC(C)OB(OC(C)C)OC(C)C",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11882",
"routeId": "sa_59217c19e901fc6a65e57a12",
"moleculeId": "sa_815afd00a48cbbcfe45f4b4d",
"parentId": "11880",
"isLeaf": true,
"molecule": {
"id": "sa_815afd00a48cbbcfe45f4b4d",
"inchikey": "QJQJOXXMUPSHLL-UHFFFAOYSA-N",
"smiles": "CCN(CC)c1ccc(Br)cc1C"
},
"smiles": "CCN(CC)c1ccc(Br)cc1C",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}