Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCc1ccc(C(Cl)COc2ccc(C=C3SC(=O)NC3=O)cc2)nc1
InChiKey
FAANVICRXWBNMR-UHFFFAOYSA-N
Route Signature
8ee6fdfe9bb8833c4ea716e35cd9b86dcaff64c81d5f2dfcb6c2f9d3c1bc2dd5
Synthesis route with 3 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_d1947dd9e37af1c184f2d400",
"signature": "8ee6fdfe9bb8833c4ea716e35cd9b86dcaff64c81d5f2dfcb6c2f9d3c1bc2dd5",
"contentHash": "bd4e25b38e7d7a44a82ff44237ff8a9fd9c5a46d9b66599980e63cc8cb324c66",
"length": 3,
"isConvergent": false
},
"target": {
"id": "sa_7030023a6db953c2f9f03eab",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-06687",
"moleculeId": "sa_4b24e7ba53b95fd6d5e18926",
"smiles": "CCc1ccc(C(Cl)COc2ccc(C=C3SC(=O)NC3=O)cc2)nc1",
"routeLength": 3,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_4b24e7ba53b95fd6d5e18926",
"inchikey": "FAANVICRXWBNMR-UHFFFAOYSA-N",
"smiles": "CCc1ccc(C(Cl)COc2ccc(C=C3SC(=O)NC3=O)cc2)nc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "16003",
"routeId": "sa_d1947dd9e37af1c184f2d400",
"moleculeId": "sa_4b24e7ba53b95fd6d5e18926",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_4b24e7ba53b95fd6d5e18926",
"inchikey": "FAANVICRXWBNMR-UHFFFAOYSA-N",
"smiles": "CCc1ccc(C(Cl)COc2ccc(C=C3SC(=O)NC3=O)cc2)nc1"
},
"smiles": "CCc1ccc(C(Cl)COc2ccc(C=C3SC(=O)NC3=O)cc2)nc1",
"reactionStepId": "sa_40b7b17a432735928bcc5a8d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120077848A1;0288;1196161\",\"rsmi\":\"O=[CH:15][c:14]1[cH:13][cH:12][c:11]([O:10][CH2:9][CH:7]([c:6]2[n:5][cH:4][c:3]([CH2:2][CH3:1])[cH:26][cH:25]2)[Cl:8])[cH:24][cH:23]1.[CH2:16]1[S:17][C:18](=[O:19])[NH:20][C:21]1=[O:22]>C1CCNCC1.CC(=O)O.Cc1ccccc1>[CH3:1][CH2:2][c:3]1[cH:4][n:5][c:6]([CH:7]([Cl:8])[CH2:9][O:10][c:11]2[cH:12][cH:13][c:14]([CH:15]=[C:16]3[S:17][C:18](=[O:19])[NH:20][C:21]3=[O:22])[cH:23][cH:24]2)[cH:25][cH:26]1\"},\"mapped_reaction_smiles\":\"O=[CH:15][c:14]1[cH:13][cH:12][c:11]([O:10][CH2:9][CH:7]([c:6]2[n:5][cH:4][c:3]([CH2:2][CH3:1])[cH:26][cH:25]2)[Cl:8])[cH:24][cH:23]1.[CH2:16]1[S:17][C:18](=[O:19])[NH:20][C:21]1=[O:22]>C1CCNCC1.CC(=O)O.Cc1ccccc1>[CH3:1][CH2:2][c:3]1[cH:4][n:5][c:6]([CH:7]([Cl:8])[CH2:9][O:10][c:11]2[cH:12][cH:13][c:14]([CH:15]=[C:16]3[S:17][C:18](=[O:19])[NH:20][C:21]3=[O:22])[cH:23][cH:24]2)[cH:25][cH:26]1\"}",
"reactionStep": {
"id": "sa_40b7b17a432735928bcc5a8d",
"reactionHash": "f6bc0d5cb02d426cfd7a5a4db7273c46b1cf3a7cb4cb23749217129cdd0d5bce"
},
"children": [
{
"id": "16004",
"routeId": "sa_d1947dd9e37af1c184f2d400",
"moleculeId": "sa_6764465fed50f48ec3496e15",
"parentId": "16003",
"isLeaf": false,
"molecule": {
"id": "sa_6764465fed50f48ec3496e15",
"inchikey": "SAWWBBGEYNVBBF-UHFFFAOYSA-N",
"smiles": "CCc1ccc(C(Cl)COc2ccc(C=O)cc2)nc1"
},
"smiles": "CCc1ccc(C(Cl)COc2ccc(C=O)cc2)nc1",
"reactionStepId": "sa_2247b348301f8af69eb046b3",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120077848A1;0282;1196159\",\"rsmi\":\"O=S(Cl)[Cl:8].O[CH:7]([c:6]1[n:5][cH:4][c:3]([CH2:2][CH3:1])[cH:20][cH:19]1)[CH2:9][O:10][c:11]1[cH:12][cH:13][c:14]([CH:15]=[O:16])[cH:17][cH:18]1>ClC(Cl)Cl.O>[CH3:1][CH2:2][c:3]1[cH:4][n:5][c:6]([CH:7]([Cl:8])[CH2:9][O:10][c:11]2[cH:12][cH:13][c:14]([CH:15]=[O:16])[cH:17][cH:18]2)[cH:19][cH:20]1\"},\"mapped_reaction_smiles\":\"O=S(Cl)[Cl:8].O[CH:7]([c:6]1[n:5][cH:4][c:3]([CH2:2][CH3:1])[cH:20][cH:19]1)[CH2:9][O:10][c:11]1[cH:12][cH:13][c:14]([CH:15]=[O:16])[cH:17][cH:18]1>ClC(Cl)Cl.O>[CH3:1][CH2:2][c:3]1[cH:4][n:5][c:6]([CH:7]([Cl:8])[CH2:9][O:10][c:11]2[cH:12][cH:13][c:14]([CH:15]=[O:16])[cH:17][cH:18]2)[cH:19][cH:20]1\"}",
"reactionStep": {
"id": "sa_2247b348301f8af69eb046b3",
"reactionHash": "8f52ebc30791553e7211bfd19c4d830a75a5e9267ea6e1e80ae572e14a4d2353"
},
"children": [
{
"id": "16005",
"routeId": "sa_d1947dd9e37af1c184f2d400",
"moleculeId": "sa_cd67ce42f230ef1a4063353c",
"parentId": "16004",
"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": "16006",
"routeId": "sa_d1947dd9e37af1c184f2d400",
"moleculeId": "sa_6b87df1ea3db6b34e3854b34",
"parentId": "16004",
"isLeaf": false,
"molecule": {
"id": "sa_6b87df1ea3db6b34e3854b34",
"inchikey": "PLYJFAOAGHARMX-UHFFFAOYSA-N",
"smiles": "CCc1ccc(C(O)COc2ccc(C=O)cc2)nc1"
},
"smiles": "CCc1ccc(C(O)COc2ccc(C=O)cc2)nc1",
"reactionStepId": "sa_1d3c2f9ad6a94c58ccdc2d48",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120077848A1;0078;1196149\",\"rsmi\":\"Br[CH2:9][CH:7]([c:6]1[n:5][cH:4][c:3]([CH2:2][CH3:1])[cH:20][cH:19]1)[OH:8].[OH:10][c:11]1[cH:12][cH:13][c:14]([CH:15]=[O:16])[cH:17][cH:18]1>CN(C)C=O.O.O=C(O)O.[K+].[K+]>[CH3:1][CH2:2][c:3]1[cH:4][n:5][c:6]([CH:7]([OH:8])[CH2:9][O:10][c:11]2[cH:12][cH:13][c:14]([CH:15]=[O:16])[cH:17][cH:18]2)[cH:19][cH:20]1\"},\"mapped_reaction_smiles\":\"Br[CH2:9][CH:7]([c:6]1[n:5][cH:4][c:3]([CH2:2][CH3:1])[cH:20][cH:19]1)[OH:8].[OH:10][c:11]1[cH:12][cH:13][c:14]([CH:15]=[O:16])[cH:17][cH:18]1>CN(C)C=O.O.O=C(O)O.[K+].[K+]>[CH3:1][CH2:2][c:3]1[cH:4][n:5][c:6]([CH:7]([OH:8])[CH2:9][O:10][c:11]2[cH:12][cH:13][c:14]([CH:15]=[O:16])[cH:17][cH:18]2)[cH:19][cH:20]1\"}",
"reactionStep": {
"id": "sa_1d3c2f9ad6a94c58ccdc2d48",
"reactionHash": "eaef2739a817076ff1d61933110f419af06f5419921eaf743bd304d167fcf60e"
},
"children": [
{
"id": "16007",
"routeId": "sa_d1947dd9e37af1c184f2d400",
"moleculeId": "sa_00a5d8a82b6fa118bd064bb9",
"parentId": "16006",
"isLeaf": true,
"molecule": {
"id": "sa_00a5d8a82b6fa118bd064bb9",
"inchikey": "RGHHSNMVTDWUBI-UHFFFAOYSA-N",
"smiles": "O=Cc1ccc(O)cc1"
},
"smiles": "O=Cc1ccc(O)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "16008",
"routeId": "sa_d1947dd9e37af1c184f2d400",
"moleculeId": "sa_b623c4a1745f2eeeea1d2161",
"parentId": "16006",
"isLeaf": true,
"molecule": {
"id": "sa_b623c4a1745f2eeeea1d2161",
"inchikey": "ZSYKSPYVQYUBFL-UHFFFAOYSA-N",
"smiles": "CCc1ccc(C(O)CBr)nc1"
},
"smiles": "CCc1ccc(C(O)CBr)nc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "16009",
"routeId": "sa_d1947dd9e37af1c184f2d400",
"moleculeId": "sa_ac6ebf144b25c4ba02effad8",
"parentId": "16003",
"isLeaf": true,
"molecule": {
"id": "sa_ac6ebf144b25c4ba02effad8",
"inchikey": "ZOBPZXTWZATXDG-UHFFFAOYSA-N",
"smiles": "O=C1CSC(=O)N1"
},
"smiles": "O=C1CSC(=O)N1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}