Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
O=C(O)C(=O)Nc1ccc(C23CC4CC(CC(C4)C2)C3)cc1
InChiKey
ZCIJPGMITNFPCH-UHFFFAOYSA-N
Route Signature
0b2a847f27e959c5f8e59392d1fd238fa27fa60237b677c0b94988d8886cc3d5
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_43036a68a43438ea8eb89ee0",
"signature": "0b2a847f27e959c5f8e59392d1fd238fa27fa60237b677c0b94988d8886cc3d5",
"contentHash": "07af6c8052a0a379cecdf6eccf1b30cf285a21cbb34bcbc9162d4bc94d2367a6",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_55eda8bfa7f95a5007857ad3",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-02664",
"moleculeId": "sa_52f5b9422e91b91c9b860606",
"smiles": "O=C(O)C(=O)Nc1ccc(C23CC4CC(CC(C4)C2)C3)cc1",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_52f5b9422e91b91c9b860606",
"inchikey": "ZCIJPGMITNFPCH-UHFFFAOYSA-N",
"smiles": "O=C(O)C(=O)Nc1ccc(C23CC4CC(CC(C4)C2)C3)cc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "14819",
"routeId": "sa_43036a68a43438ea8eb89ee0",
"moleculeId": "sa_52f5b9422e91b91c9b860606",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_52f5b9422e91b91c9b860606",
"inchikey": "ZCIJPGMITNFPCH-UHFFFAOYSA-N",
"smiles": "O=C(O)C(=O)Nc1ccc(C23CC4CC(CC(C4)C2)C3)cc1"
},
"smiles": "O=C(O)C(=O)Nc1ccc(C23CC4CC(CC(C4)C2)C3)cc1",
"reactionStepId": "sa_5c4c7c90c55dc6298303eefa",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140296256A1;1076;1592490\",\"rsmi\":\"CC[O:3][C:2](=[O:1])[C:4](=[O:5])[NH:6][c:7]1[cH:8][cH:9][c:10]([C:11]23[CH2:12][CH:13]4[CH2:14][CH:15]([CH2:16][CH:17]([CH2:18]4)[CH2:19]2)[CH2:20]3)[cH:21][cH:22]1>C1CCOC1.CCO.Cl.[Na+].O>[O:1]=[C:2]([OH:3])[C:4](=[O:5])[NH:6][c:7]1[cH:8][cH:9][c:10]([C:11]23[CH2:12][CH:13]4[CH2:14][CH:15]([CH2:16][CH:17]([CH2:18]4)[CH2:19]2)[CH2:20]3)[cH:21][cH:22]1\"},\"mapped_reaction_smiles\":\"CC[O:3][C:2](=[O:1])[C:4](=[O:5])[NH:6][c:7]1[cH:8][cH:9][c:10]([C:11]23[CH2:12][CH:13]4[CH2:14][CH:15]([CH2:16][CH:17]([CH2:18]4)[CH2:19]2)[CH2:20]3)[cH:21][cH:22]1>C1CCOC1.CCO.Cl.[Na+].O>[O:1]=[C:2]([OH:3])[C:4](=[O:5])[NH:6][c:7]1[cH:8][cH:9][c:10]([C:11]23[CH2:12][CH:13]4[CH2:14][CH:15]([CH2:16][CH:17]([CH2:18]4)[CH2:19]2)[CH2:20]3)[cH:21][cH:22]1\"}",
"reactionStep": {
"id": "sa_5c4c7c90c55dc6298303eefa",
"reactionHash": "9e8ccd43ad27409c57c10c1f701a993893de6ca7ae56b562819eac502ff9ae80"
},
"children": [
{
"id": "14820",
"routeId": "sa_43036a68a43438ea8eb89ee0",
"moleculeId": "sa_40890619460823d8fb271a5d",
"parentId": "14819",
"isLeaf": false,
"molecule": {
"id": "sa_40890619460823d8fb271a5d",
"inchikey": "ZGVDZBIRZOFVNW-UHFFFAOYSA-N",
"smiles": "CCOC(=O)C(=O)Nc1ccc(C23CC4CC(CC(C4)C2)C3)cc1"
},
"smiles": "CCOC(=O)C(=O)Nc1ccc(C23CC4CC(CC(C4)C2)C3)cc1",
"reactionStepId": "sa_44589489b6bf05ae123aa1bf",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140296256A1;1074;1592489\",\"rsmi\":\"Cl[C:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])=[O:7].[NH2:8][c:9]1[cH:10][cH:11][c:12]([C:13]23[CH2:14][CH:15]4[CH2:16][CH:17]([CH2:18][CH:19]([CH2:20]4)[CH2:21]2)[CH2:22]3)[cH:23][cH:24]1>C1CCOC1.O=C(O)O.[K+].[K+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[C:6](=[O:7])[NH:8][c:9]1[cH:10][cH:11][c:12]([C:13]23[CH2:14][CH:15]4[CH2:16][CH:17]([CH2:18][CH:19]([CH2:20]4)[CH2:21]2)[CH2:22]3)[cH:23][cH:24]1\"},\"mapped_reaction_smiles\":\"Cl[C:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])=[O:7].[NH2:8][c:9]1[cH:10][cH:11][c:12]([C:13]23[CH2:14][CH:15]4[CH2:16][CH:17]([CH2:18][CH:19]([CH2:20]4)[CH2:21]2)[CH2:22]3)[cH:23][cH:24]1>C1CCOC1.O=C(O)O.[K+].[K+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[C:6](=[O:7])[NH:8][c:9]1[cH:10][cH:11][c:12]([C:13]23[CH2:14][CH:15]4[CH2:16][CH:17]([CH2:18][CH:19]([CH2:20]4)[CH2:21]2)[CH2:22]3)[cH:23][cH:24]1\"}",
"reactionStep": {
"id": "sa_44589489b6bf05ae123aa1bf",
"reactionHash": "3be92b1db9970a90d94b469a1fa2d6bd29f3dd29ce98ab4d1b0812397e398c34"
},
"children": [
{
"id": "14821",
"routeId": "sa_43036a68a43438ea8eb89ee0",
"moleculeId": "sa_35b708208113583b631f2a4e",
"parentId": "14820",
"isLeaf": false,
"molecule": {
"id": "sa_35b708208113583b631f2a4e",
"inchikey": "JMBDVVUBXKXCIU-UHFFFAOYSA-N",
"smiles": "Nc1ccc(C23CC4CC(CC(C4)C2)C3)cc1"
},
"smiles": "Nc1ccc(C23CC4CC(CC(C4)C2)C3)cc1",
"reactionStepId": "sa_6f72610fc83683f7ff1a3a05",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140296256A1;1072;1592488\",\"rsmi\":\"CC(C)(C)OC(=O)[NH:1][c:2]1[cH:3][cH:4][c:5]([C:6]23[CH2:7][CH:8]4[CH2:9][CH:10]([CH2:11][CH:12]([CH2:13]4)[CH2:14]2)[CH2:15]3)[cH:16][cH:17]1>CCOC(C)=O.CCOC(C)=O.Cl>[NH2:1][c:2]1[cH:3][cH:4][c:5]([C:6]23[CH2:7][CH:8]4[CH2:9][CH:10]([CH2:11][CH:12]([CH2:13]4)[CH2:14]2)[CH2:15]3)[cH:16][cH:17]1\"},\"mapped_reaction_smiles\":\"CC(C)(C)OC(=O)[NH:1][c:2]1[cH:3][cH:4][c:5]([C:6]23[CH2:7][CH:8]4[CH2:9][CH:10]([CH2:11][CH:12]([CH2:13]4)[CH2:14]2)[CH2:15]3)[cH:16][cH:17]1>CCOC(C)=O.CCOC(C)=O.Cl>[NH2:1][c:2]1[cH:3][cH:4][c:5]([C:6]23[CH2:7][CH:8]4[CH2:9][CH:10]([CH2:11][CH:12]([CH2:13]4)[CH2:14]2)[CH2:15]3)[cH:16][cH:17]1\"}",
"reactionStep": {
"id": "sa_6f72610fc83683f7ff1a3a05",
"reactionHash": "e1c628407b0e6fe7984faea2c80997243eeec12aee537cfa54dba3cba1a87c09"
},
"children": [
{
"id": "14822",
"routeId": "sa_43036a68a43438ea8eb89ee0",
"moleculeId": "sa_315f27107676fa386dd0372e",
"parentId": "14821",
"isLeaf": false,
"molecule": {
"id": "sa_315f27107676fa386dd0372e",
"inchikey": "XBFFRXKRYVWJOR-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)Nc1ccc(C23CC4CC(CC(C4)C2)C3)cc1"
},
"smiles": "CC(C)(C)OC(=O)Nc1ccc(C23CC4CC(CC(C4)C2)C3)cc1",
"reactionStepId": "sa_54ae18cc317e3a839d0677e0",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140296256A1;1070;1592487\",\"rsmi\":\"O[C:6](=[O:7])[c:9]1[cH:10][cH:11][c:12]([C:13]23[CH2:14][CH:15]4[CH2:16][CH:17]([CH2:18][CH:19]([CH2:20]4)[CH2:21]2)[CH2:22]3)[cH:23][cH:24]1.[CH3:1][C:2]([CH3:3])([CH3:4])[OH:5].[N-]=[N+]=[N:8]P(=O)(c1ccccc1)c1ccccc1>C1CCOC1.CCN(CC)CC>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][c:9]1[cH:10][cH:11][c:12]([C:13]23[CH2:14][CH:15]4[CH2:16][CH:17]([CH2:18][CH:19]([CH2:20]4)[CH2:21]2)[CH2:22]3)[cH:23][cH:24]1\"},\"mapped_reaction_smiles\":\"O[C:6](=[O:7])[c:9]1[cH:10][cH:11][c:12]([C:13]23[CH2:14][CH:15]4[CH2:16][CH:17]([CH2:18][CH:19]([CH2:20]4)[CH2:21]2)[CH2:22]3)[cH:23][cH:24]1.[CH3:1][C:2]([CH3:3])([CH3:4])[OH:5].[N-]=[N+]=[N:8]P(=O)(c1ccccc1)c1ccccc1>C1CCOC1.CCN(CC)CC>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][c:9]1[cH:10][cH:11][c:12]([C:13]23[CH2:14][CH:15]4[CH2:16][CH:17]([CH2:18][CH:19]([CH2:20]4)[CH2:21]2)[CH2:22]3)[cH:23][cH:24]1\"}",
"reactionStep": {
"id": "sa_54ae18cc317e3a839d0677e0",
"reactionHash": "0c53cc594def7ad1f603417f95caa8afb0f0f4053998f81a7f294891c57ce512"
},
"children": [
{
"id": "14823",
"routeId": "sa_43036a68a43438ea8eb89ee0",
"moleculeId": "sa_339f109b29d21e95632a74f6",
"parentId": "14822",
"isLeaf": true,
"molecule": {
"id": "sa_339f109b29d21e95632a74f6",
"inchikey": "DKGAVHZHDRPRBM-UHFFFAOYSA-N",
"smiles": "CC(C)(C)O"
},
"smiles": "CC(C)(C)O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "14824",
"routeId": "sa_43036a68a43438ea8eb89ee0",
"moleculeId": "sa_7d05f76aac751e8347277470",
"parentId": "14822",
"isLeaf": true,
"molecule": {
"id": "sa_7d05f76aac751e8347277470",
"inchikey": "GNPLDQXYYACRDQ-UHFFFAOYSA-N",
"smiles": "O=C(O)c1ccc(C23CC4CC(CC(C4)C2)C3)cc1"
},
"smiles": "O=C(O)c1ccc(C23CC4CC(CC(C4)C2)C3)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "14825",
"routeId": "sa_43036a68a43438ea8eb89ee0",
"moleculeId": "sa_b2e7e70131d8726a166b6104",
"parentId": "14822",
"isLeaf": true,
"molecule": {
"id": "sa_b2e7e70131d8726a166b6104",
"inchikey": "MKRTXPORKIRPDG-UHFFFAOYSA-N",
"smiles": "[N-]=[N+]=NP(=O)(c1ccccc1)c1ccccc1"
},
"smiles": "[N-]=[N+]=NP(=O)(c1ccccc1)c1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "14826",
"routeId": "sa_43036a68a43438ea8eb89ee0",
"moleculeId": "sa_a87ef3863e14e7efab88f00e",
"parentId": "14820",
"isLeaf": true,
"molecule": {
"id": "sa_a87ef3863e14e7efab88f00e",
"inchikey": "OWZFULPEVHKEKS-UHFFFAOYSA-N",
"smiles": "CCOC(=O)C(=O)Cl"
},
"smiles": "CCOC(=O)C(=O)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}