Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCOC(=O)/C(F)=C(/C)c1ccc2c(c1)CCCN2C(C)C
InChiKey
NFKUVENFXSYWCW-GHRIWEEISA-N
Route Signature
7c4d145c68fac2ee3d30170e478619eccf60da00229f8cf6f603c1c011869d3e
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_ac8747fc1990dfaf42cad5da",
"signature": "7c4d145c68fac2ee3d30170e478619eccf60da00229f8cf6f603c1c011869d3e",
"contentHash": "7de3154f1aa63520c652d5430c6ddc6175076e004e21dfad3078f76fdc43c97d",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_a55ef1ab7cf7b91ba1dbcb18",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-01702",
"moleculeId": "sa_f11d33eec10d365aa9b89b14",
"smiles": "CCOC(=O)/C(F)=C(/C)c1ccc2c(c1)CCCN2C(C)C",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_f11d33eec10d365aa9b89b14",
"inchikey": "NFKUVENFXSYWCW-GHRIWEEISA-N",
"smiles": "CCOC(=O)/C(F)=C(/C)c1ccc2c(c1)CCCN2C(C)C"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 2
},
"rootNode": {
"id": "5954",
"routeId": "sa_ac8747fc1990dfaf42cad5da",
"moleculeId": "sa_f11d33eec10d365aa9b89b14",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_f11d33eec10d365aa9b89b14",
"inchikey": "NFKUVENFXSYWCW-GHRIWEEISA-N",
"smiles": "CCOC(=O)/C(F)=C(/C)c1ccc2c(c1)CCCN2C(C)C"
},
"smiles": "CCOC(=O)/C(F)=C(/C)c1ccc2c(c1)CCCN2C(C)C",
"reactionStepId": "sa_1644f689ebc6ebc9046f0c21",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06420363B1;;563892\",\"rsmi\":\"CCOP(=O)(OCC)[CH:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[F:7].O=[C:8]([CH3:9])[c:10]1[cH:11][cH:12][c:13]2[c:14]([cH:15]1)[CH2:16][CH2:17][CH2:18][N:19]2[CH:20]([CH3:21])[CH3:22]>CN(C)C=O.Cl.[HH].N.[Na+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])/[C:6]([F:7])=[C:8](/[CH3:9])[c:10]1[cH:11][cH:12][c:13]2[c:14]([cH:15]1)[CH2:16][CH2:17][CH2:18][N:19]2[CH:20]([CH3:21])[CH3:22]\"},\"mapped_reaction_smiles\":\"CCOP(=O)(OCC)[CH:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[F:7].O=[C:8]([CH3:9])[c:10]1[cH:11][cH:12][c:13]2[c:14]([cH:15]1)[CH2:16][CH2:17][CH2:18][N:19]2[CH:20]([CH3:21])[CH3:22]>CN(C)C=O.Cl.[HH].N.[Na+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])/[C:6]([F:7])=[C:8](/[CH3:9])[c:10]1[cH:11][cH:12][c:13]2[c:14]([cH:15]1)[CH2:16][CH2:17][CH2:18][N:19]2[CH:20]([CH3:21])[CH3:22]\"}",
"reactionStep": {
"id": "sa_1644f689ebc6ebc9046f0c21",
"reactionHash": "85c33e9ce59bca50e7cb4ab28fe9631643e585d87437c0f5dfe316bd8ddb6bf7"
},
"children": [
{
"id": "5955",
"routeId": "sa_ac8747fc1990dfaf42cad5da",
"moleculeId": "sa_d450590ec9f7a0f9393a6975",
"parentId": "5954",
"isLeaf": true,
"molecule": {
"id": "sa_d450590ec9f7a0f9393a6975",
"inchikey": "FVPISMANESAJQZ-UHFFFAOYSA-N",
"smiles": "CCOC(=O)C(F)P(=O)(OCC)OCC"
},
"smiles": "CCOC(=O)C(F)P(=O)(OCC)OCC",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "5956",
"routeId": "sa_ac8747fc1990dfaf42cad5da",
"moleculeId": "sa_985faf31c03a98fb931ee0d3",
"parentId": "5954",
"isLeaf": false,
"molecule": {
"id": "sa_985faf31c03a98fb931ee0d3",
"inchikey": "JKYZSTMAIRVVTA-UHFFFAOYSA-N",
"smiles": "CC(=O)c1ccc2c(c1)CCCN2C(C)C"
},
"smiles": "CC(=O)c1ccc2c(c1)CCCN2C(C)C",
"reactionStepId": "sa_9888aa850d448fc66d2026b1",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06420363B1;;563887\",\"rsmi\":\"[CH3:1][CH:2]([OH:3])[c:4]1[cH:5][cH:6][c:7]2[c:8]([cH:9]1)[CH2:10][CH2:11][CH2:12][N:13]2[CH:14]([CH3:15])[CH3:16]>CC(C)=O.[Mn+4].[O-2].[O-2]>[CH3:1][C:2](=[O:3])[c:4]1[cH:5][cH:6][c:7]2[c:8]([cH:9]1)[CH2:10][CH2:11][CH2:12][N:13]2[CH:14]([CH3:15])[CH3:16]\"},\"mapped_reaction_smiles\":\"[CH3:1][CH:2]([OH:3])[c:4]1[cH:5][cH:6][c:7]2[c:8]([cH:9]1)[CH2:10][CH2:11][CH2:12][N:13]2[CH:14]([CH3:15])[CH3:16]>CC(C)=O.[Mn+4].[O-2].[O-2]>[CH3:1][C:2](=[O:3])[c:4]1[cH:5][cH:6][c:7]2[c:8]([cH:9]1)[CH2:10][CH2:11][CH2:12][N:13]2[CH:14]([CH3:15])[CH3:16]\"}",
"reactionStep": {
"id": "sa_9888aa850d448fc66d2026b1",
"reactionHash": "d13b2b25b17afab2061bb07a073fb286950b83d818ed1c74a86e72568dc09fab"
},
"children": [
{
"id": "5957",
"routeId": "sa_ac8747fc1990dfaf42cad5da",
"moleculeId": "sa_4817c01e5deace918c6c9a10",
"parentId": "5956",
"isLeaf": false,
"molecule": {
"id": "sa_4817c01e5deace918c6c9a10",
"inchikey": "BUTUNHYEBNJWOS-UHFFFAOYSA-N",
"smiles": "CC(O)c1ccc2c(c1)CCCN2C(C)C"
},
"smiles": "CC(O)c1ccc2c(c1)CCCN2C(C)C",
"reactionStepId": "sa_05d7aecd9756a5113bf7e63c",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06420363B1;;563886\",\"rsmi\":\"Br[Mg][CH3:1].[CH:2](=[O:3])[c:4]1[cH:5][cH:6][c:7]2[c:8]([cH:9]1)[CH2:10][CH2:11][CH2:12][N:13]2[CH:14]([CH3:15])[CH3:16]>CCOCC.Cl.N>[CH3:1][CH:2]([OH:3])[c:4]1[cH:5][cH:6][c:7]2[c:8]([cH:9]1)[CH2:10][CH2:11][CH2:12][N:13]2[CH:14]([CH3:15])[CH3:16]\"},\"mapped_reaction_smiles\":\"Br[Mg][CH3:1].[CH:2](=[O:3])[c:4]1[cH:5][cH:6][c:7]2[c:8]([cH:9]1)[CH2:10][CH2:11][CH2:12][N:13]2[CH:14]([CH3:15])[CH3:16]>CCOCC.Cl.N>[CH3:1][CH:2]([OH:3])[c:4]1[cH:5][cH:6][c:7]2[c:8]([cH:9]1)[CH2:10][CH2:11][CH2:12][N:13]2[CH:14]([CH3:15])[CH3:16]\"}",
"reactionStep": {
"id": "sa_05d7aecd9756a5113bf7e63c",
"reactionHash": "4ec9d882a7c082766ee7f0669a2bae944fdb796c1d6c726a3b5b828fca9ac78c"
},
"children": [
{
"id": "5958",
"routeId": "sa_ac8747fc1990dfaf42cad5da",
"moleculeId": "sa_aca0b332e604d1e60b450b7e",
"parentId": "5957",
"isLeaf": false,
"molecule": {
"id": "sa_aca0b332e604d1e60b450b7e",
"inchikey": "ARIVOFOKXXHVJN-UHFFFAOYSA-N",
"smiles": "CC(C)N1CCCc2cc(C=O)ccc21"
},
"smiles": "CC(C)N1CCCc2cc(C=O)ccc21",
"reactionStepId": "sa_13c22fb8836bb4ae5865e659",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06420363B1;;563885\",\"rsmi\":\"CN(C)[CH:11]=[O:12].[CH3:1][CH:2]([CH3:3])[N:4]1[CH2:5][CH2:6][CH2:7][c:8]2[cH:9][cH:10][cH:13][cH:14][c:15]21>O=C(O)O.O=P(Cl)(Cl)Cl.[Na+]>[CH3:1][CH:2]([CH3:3])[N:4]1[CH2:5][CH2:6][CH2:7][c:8]2[cH:9][c:10]([CH:11]=[O:12])[cH:13][cH:14][c:15]21\"},\"mapped_reaction_smiles\":\"CN(C)[CH:11]=[O:12].[CH3:1][CH:2]([CH3:3])[N:4]1[CH2:5][CH2:6][CH2:7][c:8]2[cH:9][cH:10][cH:13][cH:14][c:15]21>O=C(O)O.O=P(Cl)(Cl)Cl.[Na+]>[CH3:1][CH:2]([CH3:3])[N:4]1[CH2:5][CH2:6][CH2:7][c:8]2[cH:9][c:10]([CH:11]=[O:12])[cH:13][cH:14][c:15]21\"}",
"reactionStep": {
"id": "sa_13c22fb8836bb4ae5865e659",
"reactionHash": "8381625545b2d0aa99c4034d11e3bec786a3b3f95205a20c206d419e53b062e9"
},
"children": [
{
"id": "5959",
"routeId": "sa_ac8747fc1990dfaf42cad5da",
"moleculeId": "sa_a1df1e514e702231cdc69f57",
"parentId": "5958",
"isLeaf": false,
"molecule": {
"id": "sa_a1df1e514e702231cdc69f57",
"inchikey": "DZBTYWHHSCEJSL-UHFFFAOYSA-N",
"smiles": "CC(C)N1CCCc2ccccc21"
},
"smiles": "CC(C)N1CCCc2ccccc21",
"reactionStepId": "sa_e6b9a23a588137853ae6bdf1",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06420363B1;;563884\",\"rsmi\":\"I[CH:2]([CH3:1])[CH3:3].[NH:4]1[CH2:5][CH2:6][CH2:7][c:8]2[cH:9][cH:10][cH:11][cH:12][c:13]21>CN(C)C=O.O.O=C(O)O.[K+].[K+]>[CH3:1][CH:2]([CH3:3])[N:4]1[CH2:5][CH2:6][CH2:7][c:8]2[cH:9][cH:10][cH:11][cH:12][c:13]21\"},\"mapped_reaction_smiles\":\"I[CH:2]([CH3:1])[CH3:3].[NH:4]1[CH2:5][CH2:6][CH2:7][c:8]2[cH:9][cH:10][cH:11][cH:12][c:13]21>CN(C)C=O.O.O=C(O)O.[K+].[K+]>[CH3:1][CH:2]([CH3:3])[N:4]1[CH2:5][CH2:6][CH2:7][c:8]2[cH:9][cH:10][cH:11][cH:12][c:13]21\"}",
"reactionStep": {
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"reactionHash": "98bb1fc3e280b4b23e66c693b5546136fa0745ef850cba36063baf8fb2300a89"
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"children": [
{
"id": "5960",
"routeId": "sa_ac8747fc1990dfaf42cad5da",
"moleculeId": "sa_1c18b9a29c101d82cfd154ef",
"parentId": "5959",
"isLeaf": true,
"molecule": {
"id": "sa_1c18b9a29c101d82cfd154ef",
"inchikey": "FMKOJHQHASLBPH-UHFFFAOYSA-N",
"smiles": "CC(C)I"
},
"smiles": "CC(C)I",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "5961",
"routeId": "sa_ac8747fc1990dfaf42cad5da",
"moleculeId": "sa_c0f3d8859263cc0a718c820e",
"parentId": "5959",
"isLeaf": true,
"molecule": {
"id": "sa_c0f3d8859263cc0a718c820e",
"inchikey": "LBUJPTNKIBCYBY-UHFFFAOYSA-N",
"smiles": "c1ccc2c(c1)CCCN2"
},
"smiles": "c1ccc2c(c1)CCCN2",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "5962",
"routeId": "sa_ac8747fc1990dfaf42cad5da",
"moleculeId": "sa_e0b5e93d36242e79e81ef68c",
"parentId": "5958",
"isLeaf": true,
"molecule": {
"id": "sa_e0b5e93d36242e79e81ef68c",
"inchikey": "ZMXDDKWLCZADIW-UHFFFAOYSA-N",
"smiles": "CN(C)C=O"
},
"smiles": "CN(C)C=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "5963",
"routeId": "sa_ac8747fc1990dfaf42cad5da",
"moleculeId": "sa_1f49d1fc04ca53874d94e458",
"parentId": "5957",
"isLeaf": true,
"molecule": {
"id": "sa_1f49d1fc04ca53874d94e458",
"inchikey": "AVFUHBJCUUTGCD-UHFFFAOYSA-M",
"smiles": "[CH3][Mg][Br]"
},
"smiles": "[CH3][Mg][Br]",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}