Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
O=C(O)CCCNC(=O)c1cc(-c2ccc(F)cc2)on1
InChiKey
BMRUVUOCICGDSX-UHFFFAOYSA-N
Route Signature
fbbe7792d1bfa5cbb34bb05925ed97fd5c3867b266b02344a08deea25acef416
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_53aa4f8b282c139bf86d9cdc",
"signature": "fbbe7792d1bfa5cbb34bb05925ed97fd5c3867b266b02344a08deea25acef416",
"contentHash": "9cade0d8d8bf442915bbc70aba45238f79acd14c800207e7976656b5e68993dd",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_8310eb664e47bcefda88c717",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-08986",
"moleculeId": "sa_fc9c74160a2d7585b923f441",
"smiles": "O=C(O)CCCNC(=O)c1cc(-c2ccc(F)cc2)on1",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_fc9c74160a2d7585b923f441",
"inchikey": "BMRUVUOCICGDSX-UHFFFAOYSA-N",
"smiles": "O=C(O)CCCNC(=O)c1cc(-c2ccc(F)cc2)on1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 4
},
"rootNode": {
"id": "8763",
"routeId": "sa_53aa4f8b282c139bf86d9cdc",
"moleculeId": "sa_fc9c74160a2d7585b923f441",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_fc9c74160a2d7585b923f441",
"inchikey": "BMRUVUOCICGDSX-UHFFFAOYSA-N",
"smiles": "O=C(O)CCCNC(=O)c1cc(-c2ccc(F)cc2)on1"
},
"smiles": "O=C(O)CCCNC(=O)c1cc(-c2ccc(F)cc2)on1",
"reactionStepId": "sa_ce291ec6a306b6c714b464ae",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160128984A1;0137;1873732\",\"rsmi\":\"C[O:3][C:2](=[O:1])[CH2:4][CH2:5][CH2:6][NH:7][C:8](=[O:9])[c:10]1[n:11][o:12][c:13](-[c:14]2[cH:15][cH:16][c:17]([F:18])[cH:19][cH:20]2)[cH:21]1>C1CCOC1.O.[Li+].O>[O:1]=[C:2]([OH:3])[CH2:4][CH2:5][CH2:6][NH:7][C:8](=[O:9])[c:10]1[n:11][o:12][c:13](-[c:14]2[cH:15][cH:16][c:17]([F:18])[cH:19][cH:20]2)[cH:21]1\"},\"mapped_reaction_smiles\":\"C[O:3][C:2](=[O:1])[CH2:4][CH2:5][CH2:6][NH:7][C:8](=[O:9])[c:10]1[n:11][o:12][c:13](-[c:14]2[cH:15][cH:16][c:17]([F:18])[cH:19][cH:20]2)[cH:21]1>C1CCOC1.O.[Li+].O>[O:1]=[C:2]([OH:3])[CH2:4][CH2:5][CH2:6][NH:7][C:8](=[O:9])[c:10]1[n:11][o:12][c:13](-[c:14]2[cH:15][cH:16][c:17]([F:18])[cH:19][cH:20]2)[cH:21]1\"}",
"reactionStep": {
"id": "sa_ce291ec6a306b6c714b464ae",
"reactionHash": "27327b5b057f1f04ff134b529a7458985d9dbd556b0527e9c89e3bb81902903d"
},
"children": [
{
"id": "8764",
"routeId": "sa_53aa4f8b282c139bf86d9cdc",
"moleculeId": "sa_cf5b35933cbb13c5d0284fd7",
"parentId": "8763",
"isLeaf": false,
"molecule": {
"id": "sa_cf5b35933cbb13c5d0284fd7",
"inchikey": "IZUDAJTXEXCTDA-UHFFFAOYSA-N",
"smiles": "COC(=O)CCCNC(=O)c1cc(-c2ccc(F)cc2)on1"
},
"smiles": "COC(=O)CCCNC(=O)c1cc(-c2ccc(F)cc2)on1",
"reactionStepId": "sa_068c53b07740ed87d9499ef2",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160128984A1;0136;1873731\",\"rsmi\":\"O[C:9](=[O:10])[c:11]1[n:12][o:13][c:14](-[c:15]2[cH:16][cH:17][c:18]([F:19])[cH:20][cH:21]2)[cH:22]1.[CH3:1][O:2][C:3](=[O:4])[CH2:5][CH2:6][CH2:7][NH2:8]>CCN(C(C)C)C(C)C.CN(C)C(On1nnc2cccnc21)=[N+](C)C.CN(C)C=O.Cl.F[PH](F)(F)(F)(F)F>[CH3:1][O:2][C:3](=[O:4])[CH2:5][CH2:6][CH2:7][NH:8][C:9](=[O:10])[c:11]1[n:12][o:13][c:14](-[c:15]2[cH:16][cH:17][c:18]([F:19])[cH:20][cH:21]2)[cH:22]1\"},\"mapped_reaction_smiles\":\"O[C:9](=[O:10])[c:11]1[n:12][o:13][c:14](-[c:15]2[cH:16][cH:17][c:18]([F:19])[cH:20][cH:21]2)[cH:22]1.[CH3:1][O:2][C:3](=[O:4])[CH2:5][CH2:6][CH2:7][NH2:8]>CCN(C(C)C)C(C)C.CN(C)C(On1nnc2cccnc21)=[N+](C)C.CN(C)C=O.Cl.F[PH](F)(F)(F)(F)F>[CH3:1][O:2][C:3](=[O:4])[CH2:5][CH2:6][CH2:7][NH:8][C:9](=[O:10])[c:11]1[n:12][o:13][c:14](-[c:15]2[cH:16][cH:17][c:18]([F:19])[cH:20][cH:21]2)[cH:22]1\"}",
"reactionStep": {
"id": "sa_068c53b07740ed87d9499ef2",
"reactionHash": "4333fe405bc03b30f35ed46676fe4b7318da4f7bf8133ac0998d638dcc1cc951"
},
"children": [
{
"id": "8765",
"routeId": "sa_53aa4f8b282c139bf86d9cdc",
"moleculeId": "sa_12fc0d371d2cf67ae0b8ceee",
"parentId": "8764",
"isLeaf": true,
"molecule": {
"id": "sa_12fc0d371d2cf67ae0b8ceee",
"inchikey": "KVQGGLZHHFGHPU-UHFFFAOYSA-N",
"smiles": "COC(=O)CCCN"
},
"smiles": "COC(=O)CCCN",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "8766",
"routeId": "sa_53aa4f8b282c139bf86d9cdc",
"moleculeId": "sa_ed75348545b60ecddc4500a1",
"parentId": "8764",
"isLeaf": false,
"molecule": {
"id": "sa_ed75348545b60ecddc4500a1",
"inchikey": "OFWUBERMKPVMCT-UHFFFAOYSA-N",
"smiles": "O=C(O)c1cc(-c2ccc(F)cc2)on1"
},
"smiles": "O=C(O)c1cc(-c2ccc(F)cc2)on1",
"reactionStepId": "sa_a552d6e10db8ad6bc8800cda",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160128984A1;0131;1873727\",\"rsmi\":\"CC[O:3][C:2](=[O:1])[c:4]1[n:5][o:6][c:7](-[c:8]2[cH:9][cH:10][c:11]([F:12])[cH:13][cH:14]2)[cH:15]1>C1CCOC1.O.[Li+].O>[O:1]=[C:2]([OH:3])[c:4]1[n:5][o:6][c:7](-[c:8]2[cH:9][cH:10][c:11]([F:12])[cH:13][cH:14]2)[cH:15]1\"},\"mapped_reaction_smiles\":\"CC[O:3][C:2](=[O:1])[c:4]1[n:5][o:6][c:7](-[c:8]2[cH:9][cH:10][c:11]([F:12])[cH:13][cH:14]2)[cH:15]1>C1CCOC1.O.[Li+].O>[O:1]=[C:2]([OH:3])[c:4]1[n:5][o:6][c:7](-[c:8]2[cH:9][cH:10][c:11]([F:12])[cH:13][cH:14]2)[cH:15]1\"}",
"reactionStep": {
"id": "sa_a552d6e10db8ad6bc8800cda",
"reactionHash": "baf0f242ee30bcd7fd9ce85a52880473c949bc2e4ed11def6cf452129e5fc77a"
},
"children": [
{
"id": "8767",
"routeId": "sa_53aa4f8b282c139bf86d9cdc",
"moleculeId": "sa_8d3040681f57656071e1e843",
"parentId": "8766",
"isLeaf": false,
"molecule": {
"id": "sa_8d3040681f57656071e1e843",
"inchikey": "IYDBYHCVVNAFSM-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1cc(-c2ccc(F)cc2)on1"
},
"smiles": "CCOC(=O)c1cc(-c2ccc(F)cc2)on1",
"reactionStepId": "sa_d291dc506a5ae9e317ac090c",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160128984A1;0130;1873726\",\"rsmi\":\"O=[C:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[CH2:17][C:9](=O)[c:10]1[cH:11][cH:12][c:13]([F:14])[cH:15][cH:16]1.[NH2:7][OH:8]>CCO.Cl>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[n:7][o:8][c:9](-[c:10]2[cH:11][cH:12][c:13]([F:14])[cH:15][cH:16]2)[cH:17]1\"},\"mapped_reaction_smiles\":\"O=[C:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[CH2:17][C:9](=O)[c:10]1[cH:11][cH:12][c:13]([F:14])[cH:15][cH:16]1.[NH2:7][OH:8]>CCO.Cl>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[n:7][o:8][c:9](-[c:10]2[cH:11][cH:12][c:13]([F:14])[cH:15][cH:16]2)[cH:17]1\"}",
"reactionStep": {
"id": "sa_d291dc506a5ae9e317ac090c",
"reactionHash": "a0cc944430efe933c88b2dabec3865f66098d17eee8e2fbfc61bdfaf5be24b31"
},
"children": [
{
"id": "8768",
"routeId": "sa_53aa4f8b282c139bf86d9cdc",
"moleculeId": "sa_04a18e3f07bde82ca29399ee",
"parentId": "8767",
"isLeaf": true,
"molecule": {
"id": "sa_04a18e3f07bde82ca29399ee",
"inchikey": "AVXURJPOCDRRFD-UHFFFAOYSA-N",
"smiles": "NO"
},
"smiles": "NO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "8769",
"routeId": "sa_53aa4f8b282c139bf86d9cdc",
"moleculeId": "sa_8fd8b8a1178d880b8df486d2",
"parentId": "8767",
"isLeaf": false,
"molecule": {
"id": "sa_8fd8b8a1178d880b8df486d2",
"inchikey": "LVLZSYCLOPEBSR-UHFFFAOYSA-N",
"smiles": "CCOC(=O)C(=O)CC(=O)c1ccc(F)cc1"
},
"smiles": "CCOC(=O)C(=O)CC(=O)c1ccc(F)cc1",
"reactionStepId": "sa_dd0a23c36b3a7e438d4d3a64",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160128984A1;0129;1873725\",\"rsmi\":\"CCO[C:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])=[O:7].[CH3:8][C:9](=[O:10])[c:11]1[cH:12][cH:13][c:14]([F:15])[cH:16][cH:17]1>Cc1ccccc1.O.[HH].[Na+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[C:6](=[O:7])[CH2:8][C:9](=[O:10])[c:11]1[cH:12][cH:13][c:14]([F:15])[cH:16][cH:17]1\"},\"mapped_reaction_smiles\":\"CCO[C:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])=[O:7].[CH3:8][C:9](=[O:10])[c:11]1[cH:12][cH:13][c:14]([F:15])[cH:16][cH:17]1>Cc1ccccc1.O.[HH].[Na+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[C:6](=[O:7])[CH2:8][C:9](=[O:10])[c:11]1[cH:12][cH:13][c:14]([F:15])[cH:16][cH:17]1\"}",
"reactionStep": {
"id": "sa_dd0a23c36b3a7e438d4d3a64",
"reactionHash": "26e075742a1f2e1904b8182835d1dfee5d1ea324cb7a17bdb964ddb50374e3f0"
},
"children": [
{
"id": "8770",
"routeId": "sa_53aa4f8b282c139bf86d9cdc",
"moleculeId": "sa_ab0a3cf4ca71164a04c8f94b",
"parentId": "8769",
"isLeaf": true,
"molecule": {
"id": "sa_ab0a3cf4ca71164a04c8f94b",
"inchikey": "WYACBZDAHNBPPB-UHFFFAOYSA-N",
"smiles": "CCOC(=O)C(=O)OCC"
},
"smiles": "CCOC(=O)C(=O)OCC",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "8771",
"routeId": "sa_53aa4f8b282c139bf86d9cdc",
"moleculeId": "sa_44c27d53a6e6012f073486d9",
"parentId": "8769",
"isLeaf": true,
"molecule": {
"id": "sa_44c27d53a6e6012f073486d9",
"inchikey": "ZDPAWHACYDRYIW-UHFFFAOYSA-N",
"smiles": "CC(=O)c1ccc(F)cc1"
},
"smiles": "CC(=O)c1ccc(F)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
]
}
}