Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1ccc(C=NO)c(F)c1I
InChiKey
JJYBWFQAJRDKDD-UHFFFAOYSA-N
Route Signature
64a8168350481430dd9bc70f67d68fbca658c878c24ba380cf6d100bd8270870
Synthesis route with 6 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_2a89398073c543ae578b9788",
"signature": "64a8168350481430dd9bc70f67d68fbca658c878c24ba380cf6d100bd8270870",
"contentHash": "e0f9a29045763db92c5b954f8433a96f42c0abd8b5a39ee32089b7ddb2a254db",
"length": 6,
"isConvergent": false
},
"target": {
"id": "sa_9e47b9d2effb06b7e13de141",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-01420",
"moleculeId": "sa_4d9d7d474af593a3990081c7",
"smiles": "Cc1ccc(C=NO)c(F)c1I",
"routeLength": 6,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_4d9d7d474af593a3990081c7",
"inchikey": "JJYBWFQAJRDKDD-UHFFFAOYSA-N",
"smiles": "Cc1ccc(C=NO)c(F)c1I"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 3
},
"rootNode": {
"id": "5598",
"routeId": "sa_2a89398073c543ae578b9788",
"moleculeId": "sa_4d9d7d474af593a3990081c7",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_4d9d7d474af593a3990081c7",
"inchikey": "JJYBWFQAJRDKDD-UHFFFAOYSA-N",
"smiles": "Cc1ccc(C=NO)c(F)c1I"
},
"smiles": "Cc1ccc(C=NO)c(F)c1I",
"reactionStepId": "sa_89f6bb50537cf1705ec97e6a",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120225904A1;0232;1266768\",\"rsmi\":\"O=[CH:8][c:7]1[c:5]([F:6])[c:3]([I:4])[c:2]([CH3:1])[cH:12][cH:11]1.[NH2:9][OH:10]>CCO.Cl.O>[CH3:1][c:2]1[c:3]([I:4])[c:5]([F:6])[c:7]([CH:8]=[N:9][OH:10])[cH:11][cH:12]1\"},\"mapped_reaction_smiles\":\"O=[CH:8][c:7]1[c:5]([F:6])[c:3]([I:4])[c:2]([CH3:1])[cH:12][cH:11]1.[NH2:9][OH:10]>CCO.Cl.O>[CH3:1][c:2]1[c:3]([I:4])[c:5]([F:6])[c:7]([CH:8]=[N:9][OH:10])[cH:11][cH:12]1\"}",
"reactionStep": {
"id": "sa_89f6bb50537cf1705ec97e6a",
"reactionHash": "edb0bf8231cfd2123380738a7bffb05a19062b9986ae1fafea5f8d1924d0fb83"
},
"children": [
{
"id": "5599",
"routeId": "sa_2a89398073c543ae578b9788",
"moleculeId": "sa_04a18e3f07bde82ca29399ee",
"parentId": "5598",
"isLeaf": true,
"molecule": {
"id": "sa_04a18e3f07bde82ca29399ee",
"inchikey": "AVXURJPOCDRRFD-UHFFFAOYSA-N",
"smiles": "NO"
},
"smiles": "NO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "5600",
"routeId": "sa_2a89398073c543ae578b9788",
"moleculeId": "sa_78a8f41bdc416bf7e0c7517c",
"parentId": "5598",
"isLeaf": false,
"molecule": {
"id": "sa_78a8f41bdc416bf7e0c7517c",
"inchikey": "QOGXPXMPCUYQLV-UHFFFAOYSA-N",
"smiles": "Cc1ccc(C=O)c(F)c1I"
},
"smiles": "Cc1ccc(C=O)c(F)c1I",
"reactionStepId": "sa_3c87ca4d1911cc53dc928674",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120225904A1;0230;1266767\",\"rsmi\":\"[CH3:1][c:2]1[c:3]([I:4])[c:5]([F:6])[c:7]([CH2:8][OH:9])[cH:10][cH:11]1>ClCCl.[Mn+4].[O-2].[O-2]>[CH3:1][c:2]1[c:3]([I:4])[c:5]([F:6])[c:7]([CH:8]=[O:9])[cH:10][cH:11]1\"},\"mapped_reaction_smiles\":\"[CH3:1][c:2]1[c:3]([I:4])[c:5]([F:6])[c:7]([CH2:8][OH:9])[cH:10][cH:11]1>ClCCl.[Mn+4].[O-2].[O-2]>[CH3:1][c:2]1[c:3]([I:4])[c:5]([F:6])[c:7]([CH:8]=[O:9])[cH:10][cH:11]1\"}",
"reactionStep": {
"id": "sa_3c87ca4d1911cc53dc928674",
"reactionHash": "b79ef9891c2a27b4e46efa2a347421c7b41518d95cba8f293c79cf81ae466c5a"
},
"children": [
{
"id": "5601",
"routeId": "sa_2a89398073c543ae578b9788",
"moleculeId": "sa_a6a635f781411d08704deb30",
"parentId": "5600",
"isLeaf": false,
"molecule": {
"id": "sa_a6a635f781411d08704deb30",
"inchikey": "IAQQAFNHOAAJQA-UHFFFAOYSA-N",
"smiles": "Cc1ccc(CO)c(F)c1I"
},
"smiles": "Cc1ccc(CO)c(F)c1I",
"reactionStepId": "sa_68f222bdbeecbb43a1338ab9",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120225904A1;0228;1266766\",\"rsmi\":\"O=[C:8]([c:7]1[c:5]([F:6])[c:3]([I:4])[c:2]([CH3:1])[cH:11][cH:10]1)[OH:9]>B.C1CCOC1.CO.COB(OC)OC.CSC>[CH3:1][c:2]1[c:3]([I:4])[c:5]([F:6])[c:7]([CH2:8][OH:9])[cH:10][cH:11]1\"},\"mapped_reaction_smiles\":\"O=[C:8]([c:7]1[c:5]([F:6])[c:3]([I:4])[c:2]([CH3:1])[cH:11][cH:10]1)[OH:9]>B.C1CCOC1.CO.COB(OC)OC.CSC>[CH3:1][c:2]1[c:3]([I:4])[c:5]([F:6])[c:7]([CH2:8][OH:9])[cH:10][cH:11]1\"}",
"reactionStep": {
"id": "sa_68f222bdbeecbb43a1338ab9",
"reactionHash": "5ff256949388ac838d3ddb0421425c51909bfe9d88a24345e8197ed008292b76"
},
"children": [
{
"id": "5602",
"routeId": "sa_2a89398073c543ae578b9788",
"moleculeId": "sa_3864088bfea67db9a8e91a9d",
"parentId": "5601",
"isLeaf": false,
"molecule": {
"id": "sa_3864088bfea67db9a8e91a9d",
"inchikey": "PAAKRIQUPXJQIW-UHFFFAOYSA-N",
"smiles": "Cc1ccc(C(=O)O)c(F)c1I"
},
"smiles": "Cc1ccc(C(=O)O)c(F)c1I",
"reactionStepId": "sa_52cb9abe5532111561a708cc",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120225904A1;0225;1266765\",\"rsmi\":\"N#[C:8][c:7]1[c:5]([F:6])[c:3]([I:4])[c:2]([CH3:1])[cH:12][cH:11]1.O=S(O)(=[O:9])[OH:10]>C1COCCO1>[CH3:1][c:2]1[c:3]([I:4])[c:5]([F:6])[c:7]([C:8](=[O:9])[OH:10])[cH:11][cH:12]1\"},\"mapped_reaction_smiles\":\"N#[C:8][c:7]1[c:5]([F:6])[c:3]([I:4])[c:2]([CH3:1])[cH:12][cH:11]1.O=S(O)(=[O:9])[OH:10]>C1COCCO1>[CH3:1][c:2]1[c:3]([I:4])[c:5]([F:6])[c:7]([C:8](=[O:9])[OH:10])[cH:11][cH:12]1\"}",
"reactionStep": {
"id": "sa_52cb9abe5532111561a708cc",
"reactionHash": "bd7f2255804dff25a7786e74d413101bc91103fdf68f18f106d222fa5ae3542e"
},
"children": [
{
"id": "5603",
"routeId": "sa_2a89398073c543ae578b9788",
"moleculeId": "sa_0f7bf514f68f6da260e30ed4",
"parentId": "5602",
"isLeaf": false,
"molecule": {
"id": "sa_0f7bf514f68f6da260e30ed4",
"inchikey": "HYKCLWQMKWGJDD-UHFFFAOYSA-N",
"smiles": "Cc1ccc(C#N)c(F)c1I"
},
"smiles": "Cc1ccc(C#N)c(F)c1I",
"reactionStepId": "sa_befc3cde7a94d2c855b92864",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120225904A1;0222;1266764\",\"rsmi\":\"[CH3:1][c:2]1[cH:3][c:5]([F:6])[c:7]([C:8]#[N:9])[cH:10][cH:11]1.[IH:4]>C1CCOC1.CC1(C)CCCC(C)(C)N1.O=S(=O)(O)O.[Li]CCCC.[Na+]>[CH3:1][c:2]1[c:3]([I:4])[c:5]([F:6])[c:7]([C:8]#[N:9])[cH:10][cH:11]1\"},\"mapped_reaction_smiles\":\"[CH3:1][c:2]1[cH:3][c:5]([F:6])[c:7]([C:8]#[N:9])[cH:10][cH:11]1.[IH:4]>C1CCOC1.CC1(C)CCCC(C)(C)N1.O=S(=O)(O)O.[Li]CCCC.[Na+]>[CH3:1][c:2]1[c:3]([I:4])[c:5]([F:6])[c:7]([C:8]#[N:9])[cH:10][cH:11]1\"}",
"reactionStep": {
"id": "sa_befc3cde7a94d2c855b92864",
"reactionHash": "6d4e8cec48ad1c6d68fa368b05f251c56d415d4cb167fb1aadde359fc30b08a9"
},
"children": [
{
"id": "5604",
"routeId": "sa_2a89398073c543ae578b9788",
"moleculeId": "sa_eb468cef270808033a96c749",
"parentId": "5603",
"isLeaf": false,
"molecule": {
"id": "sa_eb468cef270808033a96c749",
"inchikey": "WCGNLBCJPBKXCN-UHFFFAOYSA-N",
"smiles": "Cc1ccc(C#N)c(F)c1"
},
"smiles": "Cc1ccc(C#N)c(F)c1",
"reactionStepId": "sa_5b2c171e1a7a2cdf648ecf3a",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120225904A1;0219;1266763\",\"rsmi\":\"N[c:6]1[c:4]([F:5])[cH:3][c:2]([CH3:1])[cH:10][cH:9]1.[CH:7]#[N:8]>CCOC(C)=O.Cl.N#C[Cu].O.O=C(O)O.O=NO.[K+].[Na+].[Na+]>[CH3:1][c:2]1[cH:3][c:4]([F:5])[c:6]([C:7]#[N:8])[cH:9][cH:10]1\"},\"mapped_reaction_smiles\":\"N[c:6]1[c:4]([F:5])[cH:3][c:2]([CH3:1])[cH:10][cH:9]1.[CH:7]#[N:8]>CCOC(C)=O.Cl.N#C[Cu].O.O=C(O)O.O=NO.[K+].[Na+].[Na+]>[CH3:1][c:2]1[cH:3][c:4]([F:5])[c:6]([C:7]#[N:8])[cH:9][cH:10]1\"}",
"reactionStep": {
"id": "sa_5b2c171e1a7a2cdf648ecf3a",
"reactionHash": "3c33af2cc39c25e622c36eaaa34d2e2393ebff40c169f8480068dce3db83ab4b"
},
"children": [
{
"id": "5605",
"routeId": "sa_2a89398073c543ae578b9788",
"moleculeId": "sa_5995aff3aeff665a1f3e984d",
"parentId": "5604",
"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": "5606",
"routeId": "sa_2a89398073c543ae578b9788",
"moleculeId": "sa_635607013c5e19040b73af08",
"parentId": "5604",
"isLeaf": true,
"molecule": {
"id": "sa_635607013c5e19040b73af08",
"inchikey": "ZQEXBVHABAJPHJ-UHFFFAOYSA-N",
"smiles": "Cc1ccc(N)c(F)c1"
},
"smiles": "Cc1ccc(N)c(F)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "5607",
"routeId": "sa_2a89398073c543ae578b9788",
"moleculeId": "sa_bc906e425e53d363266dfe60",
"parentId": "5603",
"isLeaf": true,
"molecule": {
"id": "sa_bc906e425e53d363266dfe60",
"inchikey": "XMBWDFGMSWQBCA-UHFFFAOYSA-N",
"smiles": "I"
},
"smiles": "I",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "5608",
"routeId": "sa_2a89398073c543ae578b9788",
"moleculeId": "sa_a538ca410f1833f7a9788be8",
"parentId": "5602",
"isLeaf": true,
"molecule": {
"id": "sa_a538ca410f1833f7a9788be8",
"inchikey": "QAOWNCQODCNURD-UHFFFAOYSA-N",
"smiles": "O=S(=O)(O)O"
},
"smiles": "O=S(=O)(O)O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
}