Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
N#CC(C(=O)C(F)(F)F)c1cc(Cl)c2c(c1)OCO2
InChiKey
YUWFDKITNBUSES-UHFFFAOYSA-N
Route Signature
4749e1de1aa6fa01be9dfe8c53beb6aff482bb5529656089e80f5a931f0958b1
Synthesis route with 6 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_638c75d5e6655f230528be8c",
"signature": "4749e1de1aa6fa01be9dfe8c53beb6aff482bb5529656089e80f5a931f0958b1",
"contentHash": "c3ba87a795345aed4f059cf2a509941a9d33664460470cc77eb86ba4b71b861c",
"length": 6,
"isConvergent": false
},
"target": {
"id": "sa_4ee6280c8cd63db427ab30e4",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-00579",
"moleculeId": "sa_c7652c4240394a7975ce9b58",
"smiles": "N#CC(C(=O)C(F)(F)F)c1cc(Cl)c2c(c1)OCO2",
"routeLength": 6,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_c7652c4240394a7975ce9b58",
"inchikey": "YUWFDKITNBUSES-UHFFFAOYSA-N",
"smiles": "N#CC(C(=O)C(F)(F)F)c1cc(Cl)c2c(c1)OCO2"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 3
},
"rootNode": {
"id": "4512",
"routeId": "sa_638c75d5e6655f230528be8c",
"moleculeId": "sa_c7652c4240394a7975ce9b58",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_c7652c4240394a7975ce9b58",
"inchikey": "YUWFDKITNBUSES-UHFFFAOYSA-N",
"smiles": "N#CC(C(=O)C(F)(F)F)c1cc(Cl)c2c(c1)OCO2"
},
"smiles": "N#CC(C(=O)C(F)(F)F)c1cc(Cl)c2c(c1)OCO2",
"reactionStepId": "sa_d7b2ba3dc6405060124f1a02",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150087509A1;0768;1668368\",\"rsmi\":\"CCO[C:4](=[O:5])[C:6]([F:7])([F:8])[F:9].[N:1]#[C:2][CH2:3][c:10]1[cH:11][c:12]2[c:13]([c:17]([Cl:18])[cH:19]1)[O:14][CH2:15][O:16]2>CCO.[Na]>[N:1]#[C:2][CH:3]([C:4](=[O:5])[C:6]([F:7])([F:8])[F:9])[c:10]1[cH:11][c:12]2[c:13]([c:17]([Cl:18])[cH:19]1)[O:14][CH2:15][O:16]2\"},\"mapped_reaction_smiles\":\"CCO[C:4](=[O:5])[C:6]([F:7])([F:8])[F:9].[N:1]#[C:2][CH2:3][c:10]1[cH:11][c:12]2[c:13]([c:17]([Cl:18])[cH:19]1)[O:14][CH2:15][O:16]2>CCO.[Na]>[N:1]#[C:2][CH:3]([C:4](=[O:5])[C:6]([F:7])([F:8])[F:9])[c:10]1[cH:11][c:12]2[c:13]([c:17]([Cl:18])[cH:19]1)[O:14][CH2:15][O:16]2\"}",
"reactionStep": {
"id": "sa_d7b2ba3dc6405060124f1a02",
"reactionHash": "c1e8449ed7cccddcac4a1e2b98c05d0fa812a06b5236f352e38a9cac0f6237b2"
},
"children": [
{
"id": "4513",
"routeId": "sa_638c75d5e6655f230528be8c",
"moleculeId": "sa_88fe60e47cedc542e668d0ea",
"parentId": "4512",
"isLeaf": false,
"molecule": {
"id": "sa_88fe60e47cedc542e668d0ea",
"inchikey": "PXUBPCCTTIRYOV-UHFFFAOYSA-N",
"smiles": "N#CCc1cc(Cl)c2c(c1)OCO2"
},
"smiles": "N#CCc1cc(Cl)c2c(c1)OCO2",
"reactionStepId": "sa_2d5678288cba13c26cfa18ae",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150087509A1;0766;1668367\",\"rsmi\":\"Cl[CH2:3][c:4]1[cH:5][c:6]2[c:7]([c:11]([Cl:12])[cH:13]1)[O:8][CH2:9][O:10]2.[N:1]#[CH:2]>CS(C)=O.O.[Na+]>[N:1]#[C:2][CH2:3][c:4]1[cH:5][c:6]2[c:7]([c:11]([Cl:12])[cH:13]1)[O:8][CH2:9][O:10]2\"},\"mapped_reaction_smiles\":\"Cl[CH2:3][c:4]1[cH:5][c:6]2[c:7]([c:11]([Cl:12])[cH:13]1)[O:8][CH2:9][O:10]2.[N:1]#[CH:2]>CS(C)=O.O.[Na+]>[N:1]#[C:2][CH2:3][c:4]1[cH:5][c:6]2[c:7]([c:11]([Cl:12])[cH:13]1)[O:8][CH2:9][O:10]2\"}",
"reactionStep": {
"id": "sa_2d5678288cba13c26cfa18ae",
"reactionHash": "c97c601e06fae41a9449413f6155051e966f1d50772e189a594b0441d44c74c8"
},
"children": [
{
"id": "4514",
"routeId": "sa_638c75d5e6655f230528be8c",
"moleculeId": "sa_6cc2e2872eaa14385a887b8c",
"parentId": "4513",
"isLeaf": false,
"molecule": {
"id": "sa_6cc2e2872eaa14385a887b8c",
"inchikey": "HIBLZHMSBAYVEO-UHFFFAOYSA-N",
"smiles": "ClCc1cc(Cl)c2c(c1)OCO2"
},
"smiles": "ClCc1cc(Cl)c2c(c1)OCO2",
"reactionStepId": "sa_10d9bb45a592b92f2f39ea23",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150087509A1;0764;1668366\",\"rsmi\":\"O=S(Cl)[Cl:1].O[CH2:2][c:3]1[cH:4][c:5]2[c:6]([c:10]([Cl:11])[cH:12]1)[O:7][CH2:8][O:9]2>ClCCl>[Cl:1][CH2:2][c:3]1[cH:4][c:5]2[c:6]([c:10]([Cl:11])[cH:12]1)[O:7][CH2:8][O:9]2\"},\"mapped_reaction_smiles\":\"O=S(Cl)[Cl:1].O[CH2:2][c:3]1[cH:4][c:5]2[c:6]([c:10]([Cl:11])[cH:12]1)[O:7][CH2:8][O:9]2>ClCCl>[Cl:1][CH2:2][c:3]1[cH:4][c:5]2[c:6]([c:10]([Cl:11])[cH:12]1)[O:7][CH2:8][O:9]2\"}",
"reactionStep": {
"id": "sa_10d9bb45a592b92f2f39ea23",
"reactionHash": "7ad73cb5ee4d3392f77bcd8ad2289e412751110ff025b434ff2d4675334bd77c"
},
"children": [
{
"id": "4515",
"routeId": "sa_638c75d5e6655f230528be8c",
"moleculeId": "sa_8dcdd585db1983e7b5a987d2",
"parentId": "4514",
"isLeaf": false,
"molecule": {
"id": "sa_8dcdd585db1983e7b5a987d2",
"inchikey": "FSWCGDRZCGPHEH-UHFFFAOYSA-N",
"smiles": "OCc1cc(Cl)c2c(c1)OCO2"
},
"smiles": "OCc1cc(Cl)c2c(c1)OCO2",
"reactionStepId": "sa_683634df4bc4ba76ce3da93d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150087509A1;0763;1668365\",\"rsmi\":\"[O:1]=[CH:2][c:3]1[cH:4][c:5]2[c:6]([c:10]([Cl:11])[cH:12]1)[O:7][CH2:8][O:9]2>C1CCOC1.B.Cl.N.[Na+]>[OH:1][CH2:2][c:3]1[cH:4][c:5]2[c:6]([c:10]([Cl:11])[cH:12]1)[O:7][CH2:8][O:9]2\"},\"mapped_reaction_smiles\":\"[O:1]=[CH:2][c:3]1[cH:4][c:5]2[c:6]([c:10]([Cl:11])[cH:12]1)[O:7][CH2:8][O:9]2>C1CCOC1.B.Cl.N.[Na+]>[OH:1][CH2:2][c:3]1[cH:4][c:5]2[c:6]([c:10]([Cl:11])[cH:12]1)[O:7][CH2:8][O:9]2\"}",
"reactionStep": {
"id": "sa_683634df4bc4ba76ce3da93d",
"reactionHash": "d3f726f46cac01004b93807c374741ca3ada17373e534f26a74d3140e13d6013"
},
"children": [
{
"id": "4516",
"routeId": "sa_638c75d5e6655f230528be8c",
"moleculeId": "sa_eb13ce757dd434dcc3950eb9",
"parentId": "4515",
"isLeaf": false,
"molecule": {
"id": "sa_eb13ce757dd434dcc3950eb9",
"inchikey": "SFBUWLLIFJURHG-UHFFFAOYSA-N",
"smiles": "O=Cc1cc(Cl)c2c(c1)OCO2"
},
"smiles": "O=Cc1cc(Cl)c2c(c1)OCO2",
"reactionStepId": "sa_bfd6f71d402de121a5a8b09a",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150087509A1;0761;1668364\",\"rsmi\":\"CN(C)[CH:8]=O.[O:1]=[CH:2][c:3]1[cH:4][c:5]([OH:9])[c:6]([OH:7])[c:10]([Cl:11])[cH:12]1>O.O=C(O)O.[Cs+].[Cs+]>[O:1]=[CH:2][c:3]1[cH:4][c:5]2[c:6]([c:10]([Cl:11])[cH:12]1)[O:7][CH2:8][O:9]2\"},\"mapped_reaction_smiles\":\"CN(C)[CH:8]=O.[O:1]=[CH:2][c:3]1[cH:4][c:5]([OH:9])[c:6]([OH:7])[c:10]([Cl:11])[cH:12]1>O.O=C(O)O.[Cs+].[Cs+]>[O:1]=[CH:2][c:3]1[cH:4][c:5]2[c:6]([c:10]([Cl:11])[cH:12]1)[O:7][CH2:8][O:9]2\"}",
"reactionStep": {
"id": "sa_bfd6f71d402de121a5a8b09a",
"reactionHash": "88cf3fd5f33523dbf688b7e98d6f9352c067ff85126c1e22e4ae3fca230139de"
},
"children": [
{
"id": "4517",
"routeId": "sa_638c75d5e6655f230528be8c",
"moleculeId": "sa_bf4425f6a36575b053786d75",
"parentId": "4516",
"isLeaf": false,
"molecule": {
"id": "sa_bf4425f6a36575b053786d75",
"inchikey": "RNNPYEYJHJEDLU-UHFFFAOYSA-N",
"smiles": "O=Cc1cc(O)c(O)c(Cl)c1"
},
"smiles": "O=Cc1cc(O)c(O)c(Cl)c1",
"reactionStepId": "sa_f6db273d4b2ad32228c37b5e",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150087509A1;0759;1668363\",\"rsmi\":\"C[O:10][c:9]1[c:7]([OH:8])[c:5]([Cl:6])[cH:4][c:3]([CH:2]=[O:1])[cH:11]1>BrB(Br)Br.ClCCl>[O:1]=[CH:2][c:3]1[cH:4][c:5]([Cl:6])[c:7]([OH:8])[c:9]([OH:10])[cH:11]1\"},\"mapped_reaction_smiles\":\"C[O:10][c:9]1[c:7]([OH:8])[c:5]([Cl:6])[cH:4][c:3]([CH:2]=[O:1])[cH:11]1>BrB(Br)Br.ClCCl>[O:1]=[CH:2][c:3]1[cH:4][c:5]([Cl:6])[c:7]([OH:8])[c:9]([OH:10])[cH:11]1\"}",
"reactionStep": {
"id": "sa_f6db273d4b2ad32228c37b5e",
"reactionHash": "5fcfca4d4894b1f5a534e42b0a39ed242645ee95bb68a15544f389ffa65da0cf"
},
"children": [
{
"id": "4518",
"routeId": "sa_638c75d5e6655f230528be8c",
"moleculeId": "sa_261a9f51639acb29395098a7",
"parentId": "4517",
"isLeaf": true,
"molecule": {
"id": "sa_261a9f51639acb29395098a7",
"inchikey": "ONIVKFDMLVBDRK-UHFFFAOYSA-N",
"smiles": "COc1cc(C=O)cc(Cl)c1O"
},
"smiles": "COc1cc(C=O)cc(Cl)c1O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "4519",
"routeId": "sa_638c75d5e6655f230528be8c",
"moleculeId": "sa_e0b5e93d36242e79e81ef68c",
"parentId": "4516",
"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": "4520",
"routeId": "sa_638c75d5e6655f230528be8c",
"moleculeId": "sa_cd67ce42f230ef1a4063353c",
"parentId": "4514",
"isLeaf": true,
"molecule": {
"id": "sa_cd67ce42f230ef1a4063353c",
"inchikey": "FYSNRJHAOHDILO-UHFFFAOYSA-N",
"smiles": "O=S(Cl)Cl"
},
"smiles": "O=S(Cl)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "4521",
"routeId": "sa_638c75d5e6655f230528be8c",
"moleculeId": "sa_5995aff3aeff665a1f3e984d",
"parentId": "4513",
"isLeaf": true,
"molecule": {
"id": "sa_5995aff3aeff665a1f3e984d",
"inchikey": "LELOWRISYMNNSU-UHFFFAOYSA-N",
"smiles": "C#N"
},
"smiles": "C#N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "4522",
"routeId": "sa_638c75d5e6655f230528be8c",
"moleculeId": "sa_e4aeea506f0e71558e09b884",
"parentId": "4512",
"isLeaf": true,
"molecule": {
"id": "sa_e4aeea506f0e71558e09b884",
"inchikey": "STSCVKRWJPWALQ-UHFFFAOYSA-N",
"smiles": "CCOC(=O)C(F)(F)F"
},
"smiles": "CCOC(=O)C(F)(F)F",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}