Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC(C)(C)OC(=O)NCCc1ccc(N)cc1F
InChiKey
FPAJSQDREMEJRN-UHFFFAOYSA-N
Route Signature
f5add6d441b84a84891979f96a72866e7ac4927d7d8b2937f080dcd59eb5042e
Synthesis route with 6 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_a501bc1616ffb2973ff1aff6",
"signature": "f5add6d441b84a84891979f96a72866e7ac4927d7d8b2937f080dcd59eb5042e",
"contentHash": "de1a4188215a5d07e0dff970f7533b27ac177d233f8b28cea617db2d3ef2d8e8",
"length": 6,
"isConvergent": false
},
"target": {
"id": "sa_3906507d6502f022aa5d1d8d",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-00150",
"moleculeId": "sa_c8bf10520519c92540232bb2",
"smiles": "CC(C)(C)OC(=O)NCCc1ccc(N)cc1F",
"routeLength": 6,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_c8bf10520519c92540232bb2",
"inchikey": "FPAJSQDREMEJRN-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)NCCc1ccc(N)cc1F"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "3503",
"routeId": "sa_a501bc1616ffb2973ff1aff6",
"moleculeId": "sa_c8bf10520519c92540232bb2",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_c8bf10520519c92540232bb2",
"inchikey": "FPAJSQDREMEJRN-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)NCCc1ccc(N)cc1F"
},
"smiles": "CC(C)(C)OC(=O)NCCc1ccc(N)cc1F",
"reactionStepId": "sa_347be4d62892274f47847733",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06534546B1;;597382\",\"rsmi\":\"CC(C)(C)OC(=O)O[C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7].[NH2:8][CH2:9][CH2:10][c:11]1[c:12]([F:13])[cH:14][c:15]([NH2:16])[cH:17][cH:18]1>ClCCl>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][CH2:9][CH2:10][c:11]1[c:12]([F:13])[cH:14][c:15]([NH2:16])[cH:17][cH:18]1\"},\"mapped_reaction_smiles\":\"CC(C)(C)OC(=O)O[C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7].[NH2:8][CH2:9][CH2:10][c:11]1[c:12]([F:13])[cH:14][c:15]([NH2:16])[cH:17][cH:18]1>ClCCl>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][CH2:9][CH2:10][c:11]1[c:12]([F:13])[cH:14][c:15]([NH2:16])[cH:17][cH:18]1\"}",
"reactionStep": {
"id": "sa_347be4d62892274f47847733",
"reactionHash": "257669886f91a0e1303061877b5f203aad44b2fb9a77f03a43031968f4970ae5"
},
"children": [
{
"id": "3504",
"routeId": "sa_a501bc1616ffb2973ff1aff6",
"moleculeId": "sa_b273d4d4546165bca2b249b5",
"parentId": "3503",
"isLeaf": true,
"molecule": {
"id": "sa_b273d4d4546165bca2b249b5",
"inchikey": "DYHSDKLCOJIUFX-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C"
},
"smiles": "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "3505",
"routeId": "sa_a501bc1616ffb2973ff1aff6",
"moleculeId": "sa_087851d714dd1bc3be6933d9",
"parentId": "3503",
"isLeaf": false,
"molecule": {
"id": "sa_087851d714dd1bc3be6933d9",
"inchikey": "FBVPFKKDRHJLNJ-UHFFFAOYSA-N",
"smiles": "NCCc1ccc(N)cc1F"
},
"smiles": "NCCc1ccc(N)cc1F",
"reactionStepId": "sa_b00d81d583928562982c328b",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06534546B1;;597381\",\"rsmi\":\"[N:1]#[C:2][CH2:3][c:4]1[c:5]([F:6])[cH:7][c:8]([NH2:9])[cH:10][cH:11]1>CCOCC.O.O=S(=O)(O)O.[Al+3].[HH].[HH].[HH].[HH].[Li+].[Na+].O>[NH2:1][CH2:2][CH2:3][c:4]1[c:5]([F:6])[cH:7][c:8]([NH2:9])[cH:10][cH:11]1\"},\"mapped_reaction_smiles\":\"[N:1]#[C:2][CH2:3][c:4]1[c:5]([F:6])[cH:7][c:8]([NH2:9])[cH:10][cH:11]1>CCOCC.O.O=S(=O)(O)O.[Al+3].[HH].[HH].[HH].[HH].[Li+].[Na+].O>[NH2:1][CH2:2][CH2:3][c:4]1[c:5]([F:6])[cH:7][c:8]([NH2:9])[cH:10][cH:11]1\"}",
"reactionStep": {
"id": "sa_b00d81d583928562982c328b",
"reactionHash": "5307b6b1f8bdcb4836e28e86f8f6753d7aec9d11aaf54787af9262731178064e"
},
"children": [
{
"id": "3506",
"routeId": "sa_a501bc1616ffb2973ff1aff6",
"moleculeId": "sa_b6a3863d4409a58782d92187",
"parentId": "3505",
"isLeaf": false,
"molecule": {
"id": "sa_b6a3863d4409a58782d92187",
"inchikey": "IEYUJEAFUVGEOV-UHFFFAOYSA-N",
"smiles": "N#CCc1ccc(N)cc1F"
},
"smiles": "N#CCc1ccc(N)cc1F",
"reactionStepId": "sa_6f87869e6207c3362471cce9",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06534546B1;;597380\",\"rsmi\":\"O=C1c2ccccc2C(=O)[N:9]1[c:8]1[cH:7][c:5]([F:6])[c:4]([CH2:3][C:2]#[N:1])[cH:11][cH:10]1>CO.NN.O>[N:1]#[C:2][CH2:3][c:4]1[c:5]([F:6])[cH:7][c:8]([NH2:9])[cH:10][cH:11]1\"},\"mapped_reaction_smiles\":\"O=C1c2ccccc2C(=O)[N:9]1[c:8]1[cH:7][c:5]([F:6])[c:4]([CH2:3][C:2]#[N:1])[cH:11][cH:10]1>CO.NN.O>[N:1]#[C:2][CH2:3][c:4]1[c:5]([F:6])[cH:7][c:8]([NH2:9])[cH:10][cH:11]1\"}",
"reactionStep": {
"id": "sa_6f87869e6207c3362471cce9",
"reactionHash": "8ed56217ee3aa6f0b51f8b0e9fd24452a7078d6f8a914a27a6ce0bc6b07e1023"
},
"children": [
{
"id": "3507",
"routeId": "sa_a501bc1616ffb2973ff1aff6",
"moleculeId": "sa_0efff31794fc8aa33dbc1dda",
"parentId": "3506",
"isLeaf": false,
"molecule": {
"id": "sa_0efff31794fc8aa33dbc1dda",
"inchikey": "XXMXQUGTZJGLTG-UHFFFAOYSA-N",
"smiles": "N#CCc1ccc(N2C(=O)c3ccccc3C2=O)cc1F"
},
"smiles": "N#CCc1ccc(N2C(=O)c3ccccc3C2=O)cc1F",
"reactionStepId": "sa_938fc217a0696138a73b1a26",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06534546B1;;597379\",\"rsmi\":\"Br[CH2:3][c:4]1[c:5]([F:6])[cH:7][c:8]([N:9]2[C:10](=[O:11])[c:12]3[cH:13][cH:14][cH:15][cH:16][c:17]3[C:18]2=[O:19])[cH:20][cH:21]1.[N:1]#[CH:2]>CS(C)=O.O.[Na+]>[N:1]#[C:2][CH2:3][c:4]1[c:5]([F:6])[cH:7][c:8]([N:9]2[C:10](=[O:11])[c:12]3[cH:13][cH:14][cH:15][cH:16][c:17]3[C:18]2=[O:19])[cH:20][cH:21]1\"},\"mapped_reaction_smiles\":\"Br[CH2:3][c:4]1[c:5]([F:6])[cH:7][c:8]([N:9]2[C:10](=[O:11])[c:12]3[cH:13][cH:14][cH:15][cH:16][c:17]3[C:18]2=[O:19])[cH:20][cH:21]1.[N:1]#[CH:2]>CS(C)=O.O.[Na+]>[N:1]#[C:2][CH2:3][c:4]1[c:5]([F:6])[cH:7][c:8]([N:9]2[C:10](=[O:11])[c:12]3[cH:13][cH:14][cH:15][cH:16][c:17]3[C:18]2=[O:19])[cH:20][cH:21]1\"}",
"reactionStep": {
"id": "sa_938fc217a0696138a73b1a26",
"reactionHash": "3cd1bd4987f8f864457c931462e62861aaf60ce372f658e8f7b80056b6d74c98"
},
"children": [
{
"id": "3508",
"routeId": "sa_a501bc1616ffb2973ff1aff6",
"moleculeId": "sa_5995aff3aeff665a1f3e984d",
"parentId": "3507",
"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": "3509",
"routeId": "sa_a501bc1616ffb2973ff1aff6",
"moleculeId": "sa_9b574b3708df93c5aee33e4d",
"parentId": "3507",
"isLeaf": false,
"molecule": {
"id": "sa_9b574b3708df93c5aee33e4d",
"inchikey": "VRXFUBRUGDYMNX-UHFFFAOYSA-N",
"smiles": "O=C1c2ccccc2C(=O)N1c1ccc(CBr)c(F)c1"
},
"smiles": "O=C1c2ccccc2C(=O)N1c1ccc(CBr)c(F)c1",
"reactionStepId": "sa_ed692d63c776ca4eac86c4f9",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06534546B1;;597378\",\"rsmi\":\"O=C1CCC(=O)N1[Br:18].[O:1]=[C:2]1[c:3]2[cH:4][cH:5][cH:6][cH:7][c:8]2[C:9](=[O:10])[N:11]1[c:12]1[cH:13][c:14]([F:15])[c:16]([CH3:17])[cH:19][cH:20]1>CC(C)(C#N)N=NC(C)(C)C#N.ClC(Cl)(Cl)Cl>[O:1]=[C:2]1[c:3]2[cH:4][cH:5][cH:6][cH:7][c:8]2[C:9](=[O:10])[N:11]1[c:12]1[cH:13][c:14]([F:15])[c:16]([CH2:17][Br:18])[cH:19][cH:20]1\"},\"mapped_reaction_smiles\":\"O=C1CCC(=O)N1[Br:18].[O:1]=[C:2]1[c:3]2[cH:4][cH:5][cH:6][cH:7][c:8]2[C:9](=[O:10])[N:11]1[c:12]1[cH:13][c:14]([F:15])[c:16]([CH3:17])[cH:19][cH:20]1>CC(C)(C#N)N=NC(C)(C)C#N.ClC(Cl)(Cl)Cl>[O:1]=[C:2]1[c:3]2[cH:4][cH:5][cH:6][cH:7][c:8]2[C:9](=[O:10])[N:11]1[c:12]1[cH:13][c:14]([F:15])[c:16]([CH2:17][Br:18])[cH:19][cH:20]1\"}",
"reactionStep": {
"id": "sa_ed692d63c776ca4eac86c4f9",
"reactionHash": "23e97068fbde0f9729de0355c1dc67157c2a6df7f4b695d9f2df5c6608cb4b81"
},
"children": [
{
"id": "3510",
"routeId": "sa_a501bc1616ffb2973ff1aff6",
"moleculeId": "sa_ccdcf23ac83e7a68bfa4f2e5",
"parentId": "3509",
"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": "3511",
"routeId": "sa_a501bc1616ffb2973ff1aff6",
"moleculeId": "sa_66f679ebe1ce9b424abd30a8",
"parentId": "3509",
"isLeaf": false,
"molecule": {
"id": "sa_66f679ebe1ce9b424abd30a8",
"inchikey": "WTSLOUCNAJODMM-UHFFFAOYSA-N",
"smiles": "Cc1ccc(N2C(=O)c3ccccc3C2=O)cc1F"
},
"smiles": "Cc1ccc(N2C(=O)c3ccccc3C2=O)cc1F",
"reactionStepId": "sa_3504d118b5561a39384666bf",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06534546B1;;597377\",\"rsmi\":\"O1[C:8](=[O:9])[c:10]2[cH:11][cH:12][cH:13][cH:14][c:15]2[C:16]1=[O:17].[CH3:1][c:2]1[c:3]([F:4])[cH:5][c:6]([NH2:7])[cH:18][cH:19]1>CCN(CC)CC.ClC(Cl)Cl>[CH3:1][c:2]1[c:3]([F:4])[cH:5][c:6]([N:7]2[C:8](=[O:9])[c:10]3[cH:11][cH:12][cH:13][cH:14][c:15]3[C:16]2=[O:17])[cH:18][cH:19]1\"},\"mapped_reaction_smiles\":\"O1[C:8](=[O:9])[c:10]2[cH:11][cH:12][cH:13][cH:14][c:15]2[C:16]1=[O:17].[CH3:1][c:2]1[c:3]([F:4])[cH:5][c:6]([NH2:7])[cH:18][cH:19]1>CCN(CC)CC.ClC(Cl)Cl>[CH3:1][c:2]1[c:3]([F:4])[cH:5][c:6]([N:7]2[C:8](=[O:9])[c:10]3[cH:11][cH:12][cH:13][cH:14][c:15]3[C:16]2=[O:17])[cH:18][cH:19]1\"}",
"reactionStep": {
"id": "sa_3504d118b5561a39384666bf",
"reactionHash": "b31bc4f45ec1b3903ab15e74a7f1a466cacbe783ba652aaf31044e60f2735a8d"
},
"children": [
{
"id": "3512",
"routeId": "sa_a501bc1616ffb2973ff1aff6",
"moleculeId": "sa_df231fc07b563e3b0046b16e",
"parentId": "3511",
"isLeaf": true,
"molecule": {
"id": "sa_df231fc07b563e3b0046b16e",
"inchikey": "LGRFSURHDFAFJT-UHFFFAOYSA-N",
"smiles": "O=C1OC(=O)c2ccccc21"
},
"smiles": "O=C1OC(=O)c2ccccc21",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "3513",
"routeId": "sa_a501bc1616ffb2973ff1aff6",
"moleculeId": "sa_cc17f3c249c4e4ba026bdf75",
"parentId": "3511",
"isLeaf": true,
"molecule": {
"id": "sa_cc17f3c249c4e4ba026bdf75",
"inchikey": "MGRHBBRSAFPBIN-UHFFFAOYSA-N",
"smiles": "Cc1ccc(N)cc1F"
},
"smiles": "Cc1ccc(N)cc1F",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
]
}
]
}
}