Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CN(CCOc1ccccc1C(C)(C)C)C(=O)c1n[nH]c2c1CN(C(=O)OC(C)(C)C)C2
InChiKey
YJXUVIUBQRBGHT-UHFFFAOYSA-N
Route Signature
e8fe3d3bc3fbd93a31c574a66259cf1dd785de9b04e918658509e8571eecd819
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_20d06795cc8ad0724454679a",
"signature": "e8fe3d3bc3fbd93a31c574a66259cf1dd785de9b04e918658509e8571eecd819",
"contentHash": "623173b61d389c0feb150f50dd6a6c57b35555239966cbb7e1435ac7e34eb971",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_3d1ec6df6ec40eae7cd4a98d",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-02878",
"moleculeId": "sa_4f7791004bb79832ca875ae3",
"smiles": "CN(CCOc1ccccc1C(C)(C)C)C(=O)c1n[nH]c2c1CN(C(=O)OC(C)(C)C)C2",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_4f7791004bb79832ca875ae3",
"inchikey": "YJXUVIUBQRBGHT-UHFFFAOYSA-N",
"smiles": "CN(CCOc1ccccc1C(C)(C)C)C(=O)c1n[nH]c2c1CN(C(=O)OC(C)(C)C)C2"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 2
},
"rootNode": {
"id": "6517",
"routeId": "sa_20d06795cc8ad0724454679a",
"moleculeId": "sa_4f7791004bb79832ca875ae3",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_4f7791004bb79832ca875ae3",
"inchikey": "YJXUVIUBQRBGHT-UHFFFAOYSA-N",
"smiles": "CN(CCOc1ccccc1C(C)(C)C)C(=O)c1n[nH]c2c1CN(C(=O)OC(C)(C)C)C2"
},
"smiles": "CN(CCOc1ccccc1C(C)(C)C)C(=O)c1n[nH]c2c1CN(C(=O)OC(C)(C)C)C2",
"reactionStepId": "sa_8c29ab848e382dc124746a48",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160046649A1;0436;1840367\",\"rsmi\":\"O[C:16](=[O:17])[c:18]1[n:19][nH:20][c:21]2[c:22]1[CH2:23][N:24]([C:25](=[O:26])[O:27][C:28]([CH3:29])([CH3:30])[CH3:31])[CH2:32]2.[CH3:1][NH:2][CH2:3][CH2:4][O:5][c:6]1[c:7]([C:8]([CH3:9])([CH3:10])[CH3:11])[cH:12][cH:13][cH:14][cH:15]1>CCN(C(C)C)C(C)C.CCN=C=NCCCN(C)C.CN(C)C=O.Cl.O.On1nnc2ccccc21>[CH3:1][N:2]([CH2:3][CH2:4][O:5][c:6]1[c:7]([C:8]([CH3:9])([CH3:10])[CH3:11])[cH:12][cH:13][cH:14][cH:15]1)[C:16](=[O:17])[c:18]1[n:19][nH:20][c:21]2[c:22]1[CH2:23][N:24]([C:25](=[O:26])[O:27][C:28]([CH3:29])([CH3:30])[CH3:31])[CH2:32]2\"},\"mapped_reaction_smiles\":\"O[C:16](=[O:17])[c:18]1[n:19][nH:20][c:21]2[c:22]1[CH2:23][N:24]([C:25](=[O:26])[O:27][C:28]([CH3:29])([CH3:30])[CH3:31])[CH2:32]2.[CH3:1][NH:2][CH2:3][CH2:4][O:5][c:6]1[c:7]([C:8]([CH3:9])([CH3:10])[CH3:11])[cH:12][cH:13][cH:14][cH:15]1>CCN(C(C)C)C(C)C.CCN=C=NCCCN(C)C.CN(C)C=O.Cl.O.On1nnc2ccccc21>[CH3:1][N:2]([CH2:3][CH2:4][O:5][c:6]1[c:7]([C:8]([CH3:9])([CH3:10])[CH3:11])[cH:12][cH:13][cH:14][cH:15]1)[C:16](=[O:17])[c:18]1[n:19][nH:20][c:21]2[c:22]1[CH2:23][N:24]([C:25](=[O:26])[O:27][C:28]([CH3:29])([CH3:30])[CH3:31])[CH2:32]2\"}",
"reactionStep": {
"id": "sa_8c29ab848e382dc124746a48",
"reactionHash": "63cb982c7b8ca4fd81c9973bb694f3983d9ffa726995ad77b7f676d8494d91b8"
},
"children": [
{
"id": "6518",
"routeId": "sa_20d06795cc8ad0724454679a",
"moleculeId": "sa_c734ea6e43c17aab96d22bb9",
"parentId": "6517",
"isLeaf": false,
"molecule": {
"id": "sa_c734ea6e43c17aab96d22bb9",
"inchikey": "JHGQZQSIKLEBGN-UHFFFAOYSA-N",
"smiles": "CNCCOc1ccccc1C(C)(C)C"
},
"smiles": "CNCCOc1ccccc1C(C)(C)C",
"reactionStepId": "sa_1499968213af815ab563bb6d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160046649A1;0428;1840362\",\"rsmi\":\"CC(C)(C)O[C:1](=O)[NH:2][CH2:3][CH2:4][O:5][c:6]1[c:7]([C:8]([CH3:9])([CH3:10])[CH3:11])[cH:12][cH:13][cH:14][cH:15]1>C1CCOC1.[Al+3].[HH].[HH].[HH].[HH].[Li+]>[CH3:1][NH:2][CH2:3][CH2:4][O:5][c:6]1[c:7]([C:8]([CH3:9])([CH3:10])[CH3:11])[cH:12][cH:13][cH:14][cH:15]1\"},\"mapped_reaction_smiles\":\"CC(C)(C)O[C:1](=O)[NH:2][CH2:3][CH2:4][O:5][c:6]1[c:7]([C:8]([CH3:9])([CH3:10])[CH3:11])[cH:12][cH:13][cH:14][cH:15]1>C1CCOC1.[Al+3].[HH].[HH].[HH].[HH].[Li+]>[CH3:1][NH:2][CH2:3][CH2:4][O:5][c:6]1[c:7]([C:8]([CH3:9])([CH3:10])[CH3:11])[cH:12][cH:13][cH:14][cH:15]1\"}",
"reactionStep": {
"id": "sa_1499968213af815ab563bb6d",
"reactionHash": "ec564ea3f9a7a21bfdf7fe50984a4d9f56a34e10c3649706bc141e73d27f1dff"
},
"children": [
{
"id": "6519",
"routeId": "sa_20d06795cc8ad0724454679a",
"moleculeId": "sa_7a84efadcac1b9473dc5fab9",
"parentId": "6518",
"isLeaf": false,
"molecule": {
"id": "sa_7a84efadcac1b9473dc5fab9",
"inchikey": "WFICCAKGOJSMKC-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)NCCOc1ccccc1C(C)(C)C"
},
"smiles": "CC(C)(C)OC(=O)NCCOc1ccccc1C(C)(C)C",
"reactionStepId": "sa_a004f161daf8194ae0ab2959",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160046649A1;0427;1840361\",\"rsmi\":\"Cl[CH2:10][CH2:9][NH:8][C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7].[OH:11][c:12]1[c:13]([C:14]([CH3:15])([CH3:16])[CH3:17])[cH:18][cH:19][cH:20][cH:21]1>CN(C)C=O.O.O=C(O)O.[Cs+].[Cs+]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][CH2:9][CH2:10][O:11][c:12]1[c:13]([C:14]([CH3:15])([CH3:16])[CH3:17])[cH:18][cH:19][cH:20][cH:21]1\"},\"mapped_reaction_smiles\":\"Cl[CH2:10][CH2:9][NH:8][C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7].[OH:11][c:12]1[c:13]([C:14]([CH3:15])([CH3:16])[CH3:17])[cH:18][cH:19][cH:20][cH:21]1>CN(C)C=O.O.O=C(O)O.[Cs+].[Cs+]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][CH2:9][CH2:10][O:11][c:12]1[c:13]([C:14]([CH3:15])([CH3:16])[CH3:17])[cH:18][cH:19][cH:20][cH:21]1\"}",
"reactionStep": {
"id": "sa_a004f161daf8194ae0ab2959",
"reactionHash": "952c8ca3300a4eeb0a56fe96b02c78589d9dfea35b5cc0e64680e899fb67a569"
},
"children": [
{
"id": "6520",
"routeId": "sa_20d06795cc8ad0724454679a",
"moleculeId": "sa_16d8090db36e7399c59a73af",
"parentId": "6519",
"isLeaf": false,
"molecule": {
"id": "sa_16d8090db36e7399c59a73af",
"inchikey": "VACLTXTYDFLHJW-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)NCCCl"
},
"smiles": "CC(C)(C)OC(=O)NCCCl",
"reactionStepId": "sa_fd5c98b86d757ba631999a2a",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160046649A1;0426;1840360\",\"rsmi\":\"CC(C)(C)OC(=O)O[C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7].[NH2:8][CH2:9][CH2:10][Cl:11]>C1CCOC1.Cl.O>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][CH2:9][CH2:10][Cl:11]\"},\"mapped_reaction_smiles\":\"CC(C)(C)OC(=O)O[C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7].[NH2:8][CH2:9][CH2:10][Cl:11]>C1CCOC1.Cl.O>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][CH2:9][CH2:10][Cl:11]\"}",
"reactionStep": {
"id": "sa_fd5c98b86d757ba631999a2a",
"reactionHash": "29cd4b1c515d0443e8875cbc4e3ebe9eec1b85a21a271352597dffdb4d1c704f"
},
"children": [
{
"id": "6521",
"routeId": "sa_20d06795cc8ad0724454679a",
"moleculeId": "sa_b273d4d4546165bca2b249b5",
"parentId": "6520",
"isLeaf": true,
"molecule": {
"id": "sa_b273d4d4546165bca2b249b5",
"inchikey": "DYHSDKLCOJIUFX-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C"
},
"smiles": "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "6522",
"routeId": "sa_20d06795cc8ad0724454679a",
"moleculeId": "sa_6c1ab7f5b259f4d917e2193a",
"parentId": "6520",
"isLeaf": true,
"molecule": {
"id": "sa_6c1ab7f5b259f4d917e2193a",
"inchikey": "VKPPFDPXZWFDFA-UHFFFAOYSA-N",
"smiles": "NCCCl"
},
"smiles": "NCCCl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "6523",
"routeId": "sa_20d06795cc8ad0724454679a",
"moleculeId": "sa_c3a85a615a35418d740042ad",
"parentId": "6519",
"isLeaf": true,
"molecule": {
"id": "sa_c3a85a615a35418d740042ad",
"inchikey": "WJQOZHYUIDYNHM-UHFFFAOYSA-N",
"smiles": "CC(C)(C)c1ccccc1O"
},
"smiles": "CC(C)(C)c1ccccc1O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "6524",
"routeId": "sa_20d06795cc8ad0724454679a",
"moleculeId": "sa_ae82e02e6ba29822d38bcc86",
"parentId": "6517",
"isLeaf": true,
"molecule": {
"id": "sa_ae82e02e6ba29822d38bcc86",
"inchikey": "SBFDXYJFMPRVOE-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)N1Cc2[nH]nc(C(=O)O)c2C1"
},
"smiles": "CC(C)(C)OC(=O)N1Cc2[nH]nc(C(=O)O)c2C1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}