Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC(C)(C)OC(=O)n1cccc1-c1ccc(S(=O)(=O)Nc2ccc(Cl)cc2C(=O)c2ccncc2)cc1
InChiKey
SAOHOXWCOCZCPH-UHFFFAOYSA-N
Route Signature
b50d5cc3a74645f0f18f6daa0e6ddead5440d2bcafc57e90acb00d32394cc6ab
Synthesis route with 3 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_857203583b056bee446f4f68",
"signature": "b50d5cc3a74645f0f18f6daa0e6ddead5440d2bcafc57e90acb00d32394cc6ab",
"contentHash": "a7613c93aa443dba628771b982a23590934c27f63701a93007062ca998ab4295",
"length": 3,
"isConvergent": false
},
"target": {
"id": "sa_998bbd5efb3f27cf8cd2e3a7",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-02729",
"moleculeId": "sa_4a8649a85e5095c665a7ba87",
"smiles": "CC(C)(C)OC(=O)n1cccc1-c1ccc(S(=O)(=O)Nc2ccc(Cl)cc2C(=O)c2ccncc2)cc1",
"routeLength": 3,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_4a8649a85e5095c665a7ba87",
"inchikey": "SAOHOXWCOCZCPH-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)n1cccc1-c1ccc(S(=O)(=O)Nc2ccc(Cl)cc2C(=O)c2ccncc2)cc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "14842",
"routeId": "sa_857203583b056bee446f4f68",
"moleculeId": "sa_4a8649a85e5095c665a7ba87",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_4a8649a85e5095c665a7ba87",
"inchikey": "SAOHOXWCOCZCPH-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)n1cccc1-c1ccc(S(=O)(=O)Nc2ccc(Cl)cc2C(=O)c2ccncc2)cc1"
},
"smiles": "CC(C)(C)OC(=O)n1cccc1-c1ccc(S(=O)(=O)Nc2ccc(Cl)cc2C(=O)c2ccncc2)cc1",
"reactionStepId": "sa_df12db394b0be5619ef67fec",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20060111351A1;0656;351528\",\"rsmi\":\"Br[c:13]1[cH:14][cH:15][c:16]([S:17](=[O:18])(=[O:19])[NH:20][c:21]2[c:22]([C:23](=[O:24])[c:25]3[cH:26][cH:27][n:28][cH:29][cH:30]3)[cH:31][c:32]([Cl:33])[cH:34][cH:35]2)[cH:36][cH:37]1.OB(O)[c:12]1[n:8]([C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[cH:9][cH:10][cH:11]1>CN(C)C=O.O=C(O)O.[Na+].[Na+].c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[n:8]1[cH:9][cH:10][cH:11][c:12]1-[c:13]1[cH:14][cH:15][c:16]([S:17](=[O:18])(=[O:19])[NH:20][c:21]2[c:22]([C:23](=[O:24])[c:25]3[cH:26][cH:27][n:28][cH:29][cH:30]3)[cH:31][c:32]([Cl:33])[cH:34][cH:35]2)[cH:36][cH:37]1\"},\"mapped_reaction_smiles\":\"Br[c:13]1[cH:14][cH:15][c:16]([S:17](=[O:18])(=[O:19])[NH:20][c:21]2[c:22]([C:23](=[O:24])[c:25]3[cH:26][cH:27][n:28][cH:29][cH:30]3)[cH:31][c:32]([Cl:33])[cH:34][cH:35]2)[cH:36][cH:37]1.OB(O)[c:12]1[n:8]([C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[cH:9][cH:10][cH:11]1>CN(C)C=O.O=C(O)O.[Na+].[Na+].c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[n:8]1[cH:9][cH:10][cH:11][c:12]1-[c:13]1[cH:14][cH:15][c:16]([S:17](=[O:18])(=[O:19])[NH:20][c:21]2[c:22]([C:23](=[O:24])[c:25]3[cH:26][cH:27][n:28][cH:29][cH:30]3)[cH:31][c:32]([Cl:33])[cH:34][cH:35]2)[cH:36][cH:37]1\"}",
"reactionStep": {
"id": "sa_df12db394b0be5619ef67fec",
"reactionHash": "599a2816385da5a5a92b8dcb74bc608e28cb36d555641658535c41bc5e023823"
},
"children": [
{
"id": "14843",
"routeId": "sa_857203583b056bee446f4f68",
"moleculeId": "sa_db50cf28ce2aac4c1fcc678b",
"parentId": "14842",
"isLeaf": false,
"molecule": {
"id": "sa_db50cf28ce2aac4c1fcc678b",
"inchikey": "NEMWBDKWYAQBHE-UHFFFAOYSA-N",
"smiles": "O=C(c1ccncc1)c1cc(Cl)ccc1NS(=O)(=O)c1ccc(Br)cc1"
},
"smiles": "O=C(c1ccncc1)c1cc(Cl)ccc1NS(=O)(=O)c1ccc(Br)cc1",
"reactionStepId": "sa_56c56518ce07ad211c3ecf62",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20060111351A1;0586;351505\",\"rsmi\":\"Cl[S:12](=[O:13])(=[O:14])[c:15]1[cH:16][cH:17][c:18]([Br:19])[cH:20][cH:21]1.[O:1]=[C:2]([c:3]1[cH:4][cH:5][n:6][cH:7][cH:8]1)[c:9]1[c:10]([NH2:11])[cH:22][cH:23][c:24]([Cl:25])[cH:26]1>c1ccncc1>[O:1]=[C:2]([c:3]1[cH:4][cH:5][n:6][cH:7][cH:8]1)[c:9]1[c:10]([NH:11][S:12](=[O:13])(=[O:14])[c:15]2[cH:16][cH:17][c:18]([Br:19])[cH:20][cH:21]2)[cH:22][cH:23][c:24]([Cl:25])[cH:26]1\"},\"mapped_reaction_smiles\":\"Cl[S:12](=[O:13])(=[O:14])[c:15]1[cH:16][cH:17][c:18]([Br:19])[cH:20][cH:21]1.[O:1]=[C:2]([c:3]1[cH:4][cH:5][n:6][cH:7][cH:8]1)[c:9]1[c:10]([NH2:11])[cH:22][cH:23][c:24]([Cl:25])[cH:26]1>c1ccncc1>[O:1]=[C:2]([c:3]1[cH:4][cH:5][n:6][cH:7][cH:8]1)[c:9]1[c:10]([NH:11][S:12](=[O:13])(=[O:14])[c:15]2[cH:16][cH:17][c:18]([Br:19])[cH:20][cH:21]2)[cH:22][cH:23][c:24]([Cl:25])[cH:26]1\"}",
"reactionStep": {
"id": "sa_56c56518ce07ad211c3ecf62",
"reactionHash": "5f77b71b0182baea08bddea5feba11e55ff37c59d38c06e50a1df24196ce4c23"
},
"children": [
{
"id": "14844",
"routeId": "sa_857203583b056bee446f4f68",
"moleculeId": "sa_3993d65d0fe70411882dcc71",
"parentId": "14843",
"isLeaf": false,
"molecule": {
"id": "sa_3993d65d0fe70411882dcc71",
"inchikey": "FPRZFKUEVICJMQ-UHFFFAOYSA-N",
"smiles": "Nc1ccc(Cl)cc1C(=O)c1ccncc1"
},
"smiles": "Nc1ccc(Cl)cc1C(=O)c1ccncc1",
"reactionStepId": "sa_4afea8a5a319de6088f2f4f1",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20060111351A1;0395;351474\",\"rsmi\":\"N#[C:4][c:6]1[cH:7][cH:8][n:9][cH:10][cH:11]1.[NH2:1][c:2]1[cH:3][cH:12][c:13]([Cl:14])[cH:15][cH:16]1.[OH2:5]>Cl.ClB(Cl)Cl.ClCCl.[Al+3].Cl.Cl.Cl.[Na+].O>[NH2:1][c:2]1[c:3]([C:4](=[O:5])[c:6]2[cH:7][cH:8][n:9][cH:10][cH:11]2)[cH:12][c:13]([Cl:14])[cH:15][cH:16]1\"},\"mapped_reaction_smiles\":\"N#[C:4][c:6]1[cH:7][cH:8][n:9][cH:10][cH:11]1.[NH2:1][c:2]1[cH:3][cH:12][c:13]([Cl:14])[cH:15][cH:16]1.[OH2:5]>Cl.ClB(Cl)Cl.ClCCl.[Al+3].Cl.Cl.Cl.[Na+].O>[NH2:1][c:2]1[c:3]([C:4](=[O:5])[c:6]2[cH:7][cH:8][n:9][cH:10][cH:11]2)[cH:12][c:13]([Cl:14])[cH:15][cH:16]1\"}",
"reactionStep": {
"id": "sa_4afea8a5a319de6088f2f4f1",
"reactionHash": "316550a26bfbe16efbe06e34b13a3a29f44645c8884aa01e813d6c6d948357aa"
},
"children": [
{
"id": "14845",
"routeId": "sa_857203583b056bee446f4f68",
"moleculeId": "sa_bd776b07d8f5888bcb6ff7cf",
"parentId": "14844",
"isLeaf": true,
"molecule": {
"id": "sa_bd776b07d8f5888bcb6ff7cf",
"inchikey": "GPHQHTOMRSGBNZ-UHFFFAOYSA-N",
"smiles": "N#Cc1ccncc1"
},
"smiles": "N#Cc1ccncc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "14846",
"routeId": "sa_857203583b056bee446f4f68",
"moleculeId": "sa_0eb964f85194d1581cdf3d9d",
"parentId": "14844",
"isLeaf": true,
"molecule": {
"id": "sa_0eb964f85194d1581cdf3d9d",
"inchikey": "QSNSCYSYFYORTR-UHFFFAOYSA-N",
"smiles": "Nc1ccc(Cl)cc1"
},
"smiles": "Nc1ccc(Cl)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "14847",
"routeId": "sa_857203583b056bee446f4f68",
"moleculeId": "sa_106b35b8a76bbe73829a0a69",
"parentId": "14844",
"isLeaf": true,
"molecule": {
"id": "sa_106b35b8a76bbe73829a0a69",
"inchikey": "XLYOFNOQVPJJNP-UHFFFAOYSA-N",
"smiles": "O"
},
"smiles": "O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "14848",
"routeId": "sa_857203583b056bee446f4f68",
"moleculeId": "sa_0fd40eeeca1bb443696261fb",
"parentId": "14843",
"isLeaf": true,
"molecule": {
"id": "sa_0fd40eeeca1bb443696261fb",
"inchikey": "KMMHZIBWCXYAAH-UHFFFAOYSA-N",
"smiles": "O=S(=O)(Cl)c1ccc(Br)cc1"
},
"smiles": "O=S(=O)(Cl)c1ccc(Br)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "14849",
"routeId": "sa_857203583b056bee446f4f68",
"moleculeId": "sa_c11801aacbd6c1e6c8a06b97",
"parentId": "14842",
"isLeaf": true,
"molecule": {
"id": "sa_c11801aacbd6c1e6c8a06b97",
"inchikey": "ZWGMJLNXIVRFRJ-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)n1cccc1B(O)O"
},
"smiles": "CC(C)(C)OC(=O)n1cccc1B(O)O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}