Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COC(=O)C(C)(C)c1cc(Br)c(O)c(C=O)c1
InChiKey
FEZUXVFZPSXSNI-UHFFFAOYSA-N
Route Signature
2e96120560b0b984ad9d984a0fc42727ddf9c3558d38628945777af65cd74374
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_344e04acee14cd08bd96d402",
"signature": "2e96120560b0b984ad9d984a0fc42727ddf9c3558d38628945777af65cd74374",
"contentHash": "e82b861fad303fa9a45418149a41f618bef94fcacfcb7b73c8141170ddd81981",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_fa39002fdb9a7c1e1e146c2c",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-00494",
"moleculeId": "sa_b7b7959896eb2b8d3ca1aa51",
"smiles": "COC(=O)C(C)(C)c1cc(Br)c(O)c(C=O)c1",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_b7b7959896eb2b8d3ca1aa51",
"inchikey": "FEZUXVFZPSXSNI-UHFFFAOYSA-N",
"smiles": "COC(=O)C(C)(C)c1cc(Br)c(O)c(C=O)c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 3
},
"rootNode": {
"id": "4320",
"routeId": "sa_344e04acee14cd08bd96d402",
"moleculeId": "sa_b7b7959896eb2b8d3ca1aa51",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_b7b7959896eb2b8d3ca1aa51",
"inchikey": "FEZUXVFZPSXSNI-UHFFFAOYSA-N",
"smiles": "COC(=O)C(C)(C)c1cc(Br)c(O)c(C=O)c1"
},
"smiles": "COC(=O)C(C)(C)c1cc(Br)c(O)c(C=O)c1",
"reactionStepId": "sa_833d0617a969b096c9e93d38",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080242644A1;0088;614336\",\"rsmi\":\"O=C1CCC(=O)N1[Br:16].[CH3:1][O:2][C:3](=[O:4])[C:5]([CH3:6])([CH3:7])[c:8]1[cH:9][c:10]([CH:11]=[O:12])[c:13]([OH:14])[cH:15][cH:17]1>CC(C)O.CCOCC.CN(C)C=O>[CH3:1][O:2][C:3](=[O:4])[C:5]([CH3:6])([CH3:7])[c:8]1[cH:9][c:10]([CH:11]=[O:12])[c:13]([OH:14])[c:15]([Br:16])[cH:17]1\"},\"mapped_reaction_smiles\":\"O=C1CCC(=O)N1[Br:16].[CH3:1][O:2][C:3](=[O:4])[C:5]([CH3:6])([CH3:7])[c:8]1[cH:9][c:10]([CH:11]=[O:12])[c:13]([OH:14])[cH:15][cH:17]1>CC(C)O.CCOCC.CN(C)C=O>[CH3:1][O:2][C:3](=[O:4])[C:5]([CH3:6])([CH3:7])[c:8]1[cH:9][c:10]([CH:11]=[O:12])[c:13]([OH:14])[c:15]([Br:16])[cH:17]1\"}",
"reactionStep": {
"id": "sa_833d0617a969b096c9e93d38",
"reactionHash": "06e98d5fd3442ba5e85442db964ef7bb80205432cafb3678d8b622520ac4cc25"
},
"children": [
{
"id": "4321",
"routeId": "sa_344e04acee14cd08bd96d402",
"moleculeId": "sa_ccdcf23ac83e7a68bfa4f2e5",
"parentId": "4320",
"isLeaf": true,
"molecule": {
"id": "sa_ccdcf23ac83e7a68bfa4f2e5",
"inchikey": "PCLIMKBDDGJMGD-UHFFFAOYSA-N",
"smiles": "O=C1CCC(=O)N1Br"
},
"smiles": "O=C1CCC(=O)N1Br",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "4322",
"routeId": "sa_344e04acee14cd08bd96d402",
"moleculeId": "sa_65aabba3a36e92fddc2bfd6e",
"parentId": "4320",
"isLeaf": false,
"molecule": {
"id": "sa_65aabba3a36e92fddc2bfd6e",
"inchikey": "ZKXFIGCCMCSNJU-UHFFFAOYSA-N",
"smiles": "COC(=O)C(C)(C)c1ccc(O)c(C=O)c1"
},
"smiles": "COC(=O)C(C)(C)c1ccc(O)c(C=O)c1",
"reactionStepId": "sa_8bad4899b18e06e9da1569b4",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080242644A1;0086;614334\",\"rsmi\":\"[CH2:11]=[O:12].[CH3:1][O:2][C:3](=[O:4])[C:5]([CH3:6])([CH3:7])[c:8]1[cH:9][cH:10][c:13]([OH:14])[cH:15][cH:16]1>CC#N.CCN(CC)CC.CCOCC.Cl.Cl.[Mg+2]>[CH3:1][O:2][C:3](=[O:4])[C:5]([CH3:6])([CH3:7])[c:8]1[cH:9][c:10]([CH:11]=[O:12])[c:13]([OH:14])[cH:15][cH:16]1\"},\"mapped_reaction_smiles\":\"[CH2:11]=[O:12].[CH3:1][O:2][C:3](=[O:4])[C:5]([CH3:6])([CH3:7])[c:8]1[cH:9][cH:10][c:13]([OH:14])[cH:15][cH:16]1>CC#N.CCN(CC)CC.CCOCC.Cl.Cl.[Mg+2]>[CH3:1][O:2][C:3](=[O:4])[C:5]([CH3:6])([CH3:7])[c:8]1[cH:9][c:10]([CH:11]=[O:12])[c:13]([OH:14])[cH:15][cH:16]1\"}",
"reactionStep": {
"id": "sa_8bad4899b18e06e9da1569b4",
"reactionHash": "a4e19a7d6fd518c86dd395ef9867bec8ee2f397574f5ce7496195478aea2c867"
},
"children": [
{
"id": "4323",
"routeId": "sa_344e04acee14cd08bd96d402",
"moleculeId": "sa_2d419cb5d98f6c8234fe03c3",
"parentId": "4322",
"isLeaf": false,
"molecule": {
"id": "sa_2d419cb5d98f6c8234fe03c3",
"inchikey": "MNRZNDJHQPESOZ-UHFFFAOYSA-N",
"smiles": "COC(=O)C(C)(C)c1ccc(O)cc1"
},
"smiles": "COC(=O)C(C)(C)c1ccc(O)cc1",
"reactionStepId": "sa_7a747c343b5a4935994b0799",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080242644A1;0084;614332\",\"rsmi\":\"O[C:3](=[O:4])[C:5]([CH3:6])([CH3:7])[c:8]1[cH:9][cH:10][c:11]([OH:12])[cH:13][cH:14]1.[CH3:1][OH:2]>O=S(Cl)Cl>[CH3:1][O:2][C:3](=[O:4])[C:5]([CH3:6])([CH3:7])[c:8]1[cH:9][cH:10][c:11]([OH:12])[cH:13][cH:14]1\"},\"mapped_reaction_smiles\":\"O[C:3](=[O:4])[C:5]([CH3:6])([CH3:7])[c:8]1[cH:9][cH:10][c:11]([OH:12])[cH:13][cH:14]1.[CH3:1][OH:2]>O=S(Cl)Cl>[CH3:1][O:2][C:3](=[O:4])[C:5]([CH3:6])([CH3:7])[c:8]1[cH:9][cH:10][c:11]([OH:12])[cH:13][cH:14]1\"}",
"reactionStep": {
"id": "sa_7a747c343b5a4935994b0799",
"reactionHash": "2edbf38694ed8877f6c7ff96932fde95ad3cc261f0c6bf5f8e431dfa6c244712"
},
"children": [
{
"id": "4324",
"routeId": "sa_344e04acee14cd08bd96d402",
"moleculeId": "sa_061a3efbe4d30c2cc87d48e7",
"parentId": "4323",
"isLeaf": true,
"molecule": {
"id": "sa_061a3efbe4d30c2cc87d48e7",
"inchikey": "OKKJLVBELUTLKV-UHFFFAOYSA-N",
"smiles": "CO"
},
"smiles": "CO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "4325",
"routeId": "sa_344e04acee14cd08bd96d402",
"moleculeId": "sa_af054937417de4ca1df765e7",
"parentId": "4323",
"isLeaf": false,
"molecule": {
"id": "sa_af054937417de4ca1df765e7",
"inchikey": "PECVBUCAGSDWKQ-UHFFFAOYSA-N",
"smiles": "CC(C)(C(=O)O)c1ccc(O)cc1"
},
"smiles": "CC(C)(C(=O)O)c1ccc(O)cc1",
"reactionStepId": "sa_9333a7b49beda3b9323ddf88",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080242644A1;0082;614330\",\"rsmi\":\"C[O:11][c:10]1[cH:9][cH:8][c:7]([C:2]([CH3:1])([CH3:3])[C:4](=[O:5])[OH:6])[cH:13][cH:12]1>Cl.[Na+].O.c1ccncc1>[CH3:1][C:2]([CH3:3])([C:4](=[O:5])[OH:6])[c:7]1[cH:8][cH:9][c:10]([OH:11])[cH:12][cH:13]1\"},\"mapped_reaction_smiles\":\"C[O:11][c:10]1[cH:9][cH:8][c:7]([C:2]([CH3:1])([CH3:3])[C:4](=[O:5])[OH:6])[cH:13][cH:12]1>Cl.[Na+].O.c1ccncc1>[CH3:1][C:2]([CH3:3])([C:4](=[O:5])[OH:6])[c:7]1[cH:8][cH:9][c:10]([OH:11])[cH:12][cH:13]1\"}",
"reactionStep": {
"id": "sa_9333a7b49beda3b9323ddf88",
"reactionHash": "7d69473d7d16cf33f9fd3061d915c26b13911b404cd0f5b3c3bb150df33baf2a"
},
"children": [
{
"id": "4326",
"routeId": "sa_344e04acee14cd08bd96d402",
"moleculeId": "sa_6f9fce98ef0f807685b337ef",
"parentId": "4325",
"isLeaf": false,
"molecule": {
"id": "sa_6f9fce98ef0f807685b337ef",
"inchikey": "IQJSVQFIOUFWMU-UHFFFAOYSA-N",
"smiles": "COc1ccc(C(C)(C)C(=O)O)cc1"
},
"smiles": "COc1ccc(C(C)(C)C(=O)O)cc1",
"reactionStepId": "sa_4d54e73976934f64a7755c90",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080242644A1;0080;614329\",\"rsmi\":\"N#[C:10][C:7]([c:6]1[cH:5][cH:4][c:3]([O:2][CH3:1])[cH:14][cH:13]1)([CH3:8])[CH3:9].[OH2:11].[OH2:12]>Cl.OCCO.[K+]>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([C:7]([CH3:8])([CH3:9])[C:10](=[O:11])[OH:12])[cH:13][cH:14]1\"},\"mapped_reaction_smiles\":\"N#[C:10][C:7]([c:6]1[cH:5][cH:4][c:3]([O:2][CH3:1])[cH:14][cH:13]1)([CH3:8])[CH3:9].[OH2:11].[OH2:12]>Cl.OCCO.[K+]>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([C:7]([CH3:8])([CH3:9])[C:10](=[O:11])[OH:12])[cH:13][cH:14]1\"}",
"reactionStep": {
"id": "sa_4d54e73976934f64a7755c90",
"reactionHash": "f34de644d9162b09b16be393b4ade2385fadeb581a05e0717b1b7cfbf85d5856"
},
"children": [
{
"id": "4327",
"routeId": "sa_344e04acee14cd08bd96d402",
"moleculeId": "sa_7a786ddd1f6bec8b91668eed",
"parentId": "4326",
"isLeaf": true,
"molecule": {
"id": "sa_7a786ddd1f6bec8b91668eed",
"inchikey": "CDCRUVGWQJYTFO-UHFFFAOYSA-N",
"smiles": "COc1ccc(C(C)(C)C#N)cc1"
},
"smiles": "COc1ccc(C(C)(C)C#N)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "4328",
"routeId": "sa_344e04acee14cd08bd96d402",
"moleculeId": "sa_106b35b8a76bbe73829a0a69",
"parentId": "4326",
"isLeaf": true,
"molecule": {
"id": "sa_106b35b8a76bbe73829a0a69",
"inchikey": "XLYOFNOQVPJJNP-UHFFFAOYSA-N",
"smiles": "O"
},
"smiles": "O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "4329",
"routeId": "sa_344e04acee14cd08bd96d402",
"moleculeId": "sa_106b35b8a76bbe73829a0a69",
"parentId": "4326",
"isLeaf": true,
"molecule": {
"id": "sa_106b35b8a76bbe73829a0a69",
"inchikey": "XLYOFNOQVPJJNP-UHFFFAOYSA-N",
"smiles": "O"
},
"smiles": "O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
},
{
"id": "4330",
"routeId": "sa_344e04acee14cd08bd96d402",
"moleculeId": "sa_fa48b0311f9ecb906b2132fe",
"parentId": "4322",
"isLeaf": true,
"molecule": {
"id": "sa_fa48b0311f9ecb906b2132fe",
"inchikey": "WSFSSNUMVMOOMR-UHFFFAOYSA-N",
"smiles": "C=O"
},
"smiles": "C=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}