Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
NS(=O)(=O)c1ccccc1S(=O)(=O)NC(=O)c1ccc(C#CC(O)(C2CC2)C2CC2)cc1
InChiKey
AXPIWNXMGUACOS-UHFFFAOYSA-N
Route Signature
795b9c936ef835e54ecb0afd4634167b1759383ca39e1639e797f132abd9fd3d
Synthesis route with 2 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_4651289717b38c9065968eaa",
"signature": "795b9c936ef835e54ecb0afd4634167b1759383ca39e1639e797f132abd9fd3d",
"contentHash": "76cd14d914f9100061c1c1e340b7946ca5ef4e389c706c72553420fb9b032c34",
"length": 2,
"isConvergent": true
},
"target": {
"id": "sa_93100d8f336335a1d972f2a3",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-04354",
"moleculeId": "sa_9fd6514b78e0ba74aecf036b",
"smiles": "NS(=O)(=O)c1ccccc1S(=O)(=O)NC(=O)c1ccc(C#CC(O)(C2CC2)C2CC2)cc1",
"routeLength": 2,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_9fd6514b78e0ba74aecf036b",
"inchikey": "AXPIWNXMGUACOS-UHFFFAOYSA-N",
"smiles": "NS(=O)(=O)c1ccccc1S(=O)(=O)NC(=O)c1ccc(C#CC(O)(C2CC2)C2CC2)cc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "2615",
"routeId": "sa_4651289717b38c9065968eaa",
"moleculeId": "sa_9fd6514b78e0ba74aecf036b",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_9fd6514b78e0ba74aecf036b",
"inchikey": "AXPIWNXMGUACOS-UHFFFAOYSA-N",
"smiles": "NS(=O)(=O)c1ccccc1S(=O)(=O)NC(=O)c1ccc(C#CC(O)(C2CC2)C2CC2)cc1"
},
"smiles": "NS(=O)(=O)c1ccccc1S(=O)(=O)NC(=O)c1ccc(C#CC(O)(C2CC2)C2CC2)cc1",
"reactionStepId": "sa_68d95bbc4bd1d00ca6351c84",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100292279A1;0337;975080\",\"rsmi\":\"I[c:16]1[cH:15][cH:14][c:13]([C:11]([NH:10][S:7]([c:6]2[c:5]([S:2]([NH2:1])(=[O:3])=[O:4])[cH:32][cH:31][cH:30][cH:29]2)(=[O:8])=[O:9])=[O:12])[cH:28][cH:27]1.[CH:17]#[C:18][C:19]([OH:20])([CH:21]1[CH2:22][CH2:23]1)[CH:24]1[CH2:25][CH2:26]1>CCN(CC)CC.CCOC(C)=O.CN(C)C=O.O.[Cu]I.c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[NH2:1][S:2](=[O:3])(=[O:4])[c:5]1[c:6]([S:7](=[O:8])(=[O:9])[NH:10][C:11](=[O:12])[c:13]2[cH:14][cH:15][c:16]([C:17]#[C:18][C:19]([OH:20])([CH:21]3[CH2:22][CH2:23]3)[CH:24]3[CH2:25][CH2:26]3)[cH:27][cH:28]2)[cH:29][cH:30][cH:31][cH:32]1\"},\"mapped_reaction_smiles\":\"I[c:16]1[cH:15][cH:14][c:13]([C:11]([NH:10][S:7]([c:6]2[c:5]([S:2]([NH2:1])(=[O:3])=[O:4])[cH:32][cH:31][cH:30][cH:29]2)(=[O:8])=[O:9])=[O:12])[cH:28][cH:27]1.[CH:17]#[C:18][C:19]([OH:20])([CH:21]1[CH2:22][CH2:23]1)[CH:24]1[CH2:25][CH2:26]1>CCN(CC)CC.CCOC(C)=O.CN(C)C=O.O.[Cu]I.c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[NH2:1][S:2](=[O:3])(=[O:4])[c:5]1[c:6]([S:7](=[O:8])(=[O:9])[NH:10][C:11](=[O:12])[c:13]2[cH:14][cH:15][c:16]([C:17]#[C:18][C:19]([OH:20])([CH:21]3[CH2:22][CH2:23]3)[CH:24]3[CH2:25][CH2:26]3)[cH:27][cH:28]2)[cH:29][cH:30][cH:31][cH:32]1\"}",
"reactionStep": {
"id": "sa_68d95bbc4bd1d00ca6351c84",
"reactionHash": "5f6d1cba135f78d57c77f630fb72353353f466dec16e6c6adeca5a40250cd675"
},
"children": [
{
"id": "2616",
"routeId": "sa_4651289717b38c9065968eaa",
"moleculeId": "sa_99a77f161ce39140a6ecfe19",
"parentId": "2615",
"isLeaf": false,
"molecule": {
"id": "sa_99a77f161ce39140a6ecfe19",
"inchikey": "OXBOSLIINGKALV-UHFFFAOYSA-N",
"smiles": "C#CC(O)(C1CC1)C1CC1"
},
"smiles": "C#CC(O)(C1CC1)C1CC1",
"reactionStepId": "sa_8737df22638d9d08a23418e5",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100292279A1;0339;975081\",\"rsmi\":\"Br[Mg][C:2]#[CH:1].[C:3](=[O:4])([CH:5]1[CH2:6][CH2:7]1)[CH:8]1[CH2:9][CH2:10]1>CCOCC.Cl.Cl.N>[CH:1]#[C:2][C:3]([OH:4])([CH:5]1[CH2:6][CH2:7]1)[CH:8]1[CH2:9][CH2:10]1\"},\"mapped_reaction_smiles\":\"Br[Mg][C:2]#[CH:1].[C:3](=[O:4])([CH:5]1[CH2:6][CH2:7]1)[CH:8]1[CH2:9][CH2:10]1>CCOCC.Cl.Cl.N>[CH:1]#[C:2][C:3]([OH:4])([CH:5]1[CH2:6][CH2:7]1)[CH:8]1[CH2:9][CH2:10]1\"}",
"reactionStep": {
"id": "sa_8737df22638d9d08a23418e5",
"reactionHash": "fb70a03da21c494fb522c5fcf4840ac9ff940fc4d383665362bba06ad5c4baac"
},
"children": [
{
"id": "2617",
"routeId": "sa_4651289717b38c9065968eaa",
"moleculeId": "sa_12592451271c5bd3007b7af4",
"parentId": "2616",
"isLeaf": true,
"molecule": {
"id": "sa_12592451271c5bd3007b7af4",
"inchikey": "BIPUHAHGLJKIPK-UHFFFAOYSA-N",
"smiles": "O=C(C1CC1)C1CC1"
},
"smiles": "O=C(C1CC1)C1CC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "2618",
"routeId": "sa_4651289717b38c9065968eaa",
"moleculeId": "sa_91f5f22298ed5fadc16028d5",
"parentId": "2616",
"isLeaf": true,
"molecule": {
"id": "sa_91f5f22298ed5fadc16028d5",
"inchikey": "HUGJUYPSXULVQQ-UHFFFAOYSA-M",
"smiles": "C#[C][Mg][Br]"
},
"smiles": "C#[C][Mg][Br]",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "2619",
"routeId": "sa_4651289717b38c9065968eaa",
"moleculeId": "sa_3e0e0305811d975dec889b3e",
"parentId": "2615",
"isLeaf": false,
"molecule": {
"id": "sa_3e0e0305811d975dec889b3e",
"inchikey": "SFRATKPIGWACNA-UHFFFAOYSA-N",
"smiles": "NS(=O)(=O)c1ccccc1S(=O)(=O)NC(=O)c1ccc(I)cc1"
},
"smiles": "NS(=O)(=O)c1ccccc1S(=O)(=O)NC(=O)c1ccc(I)cc1",
"reactionStepId": "sa_8b95693d31687bd368ff41d8",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100292279A1;0341;975082\",\"rsmi\":\"O[C:11](=[O:12])[c:13]1[cH:14][cH:15][c:16]([I:17])[cH:18][cH:19]1.[NH2:1][S:2](=[O:3])(=[O:4])[c:5]1[c:6]([S:7](=[O:8])(=[O:9])[NH2:10])[cH:20][cH:21][cH:22][cH:23]1>CCN=C=NCCCN(C)C.CCOC(C)=O.CN(C)C=O.CN(C)c1ccncc1.Cl.O>[NH2:1][S:2](=[O:3])(=[O:4])[c:5]1[c:6]([S:7](=[O:8])(=[O:9])[NH:10][C:11](=[O:12])[c:13]2[cH:14][cH:15][c:16]([I:17])[cH:18][cH:19]2)[cH:20][cH:21][cH:22][cH:23]1\"},\"mapped_reaction_smiles\":\"O[C:11](=[O:12])[c:13]1[cH:14][cH:15][c:16]([I:17])[cH:18][cH:19]1.[NH2:1][S:2](=[O:3])(=[O:4])[c:5]1[c:6]([S:7](=[O:8])(=[O:9])[NH2:10])[cH:20][cH:21][cH:22][cH:23]1>CCN=C=NCCCN(C)C.CCOC(C)=O.CN(C)C=O.CN(C)c1ccncc1.Cl.O>[NH2:1][S:2](=[O:3])(=[O:4])[c:5]1[c:6]([S:7](=[O:8])(=[O:9])[NH:10][C:11](=[O:12])[c:13]2[cH:14][cH:15][c:16]([I:17])[cH:18][cH:19]2)[cH:20][cH:21][cH:22][cH:23]1\"}",
"reactionStep": {
"id": "sa_8b95693d31687bd368ff41d8",
"reactionHash": "b1953057bb9535d9b3e88682c22b8fc33e0cf85803e52685b471df959314b3ae"
},
"children": [
{
"id": "2620",
"routeId": "sa_4651289717b38c9065968eaa",
"moleculeId": "sa_8331ff61c8335550b6d14b70",
"parentId": "2619",
"isLeaf": true,
"molecule": {
"id": "sa_8331ff61c8335550b6d14b70",
"inchikey": "GHICCUXQJBDNRN-UHFFFAOYSA-N",
"smiles": "O=C(O)c1ccc(I)cc1"
},
"smiles": "O=C(O)c1ccc(I)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "2621",
"routeId": "sa_4651289717b38c9065968eaa",
"moleculeId": "sa_6dfe556555fee61736efc203",
"parentId": "2619",
"isLeaf": true,
"molecule": {
"id": "sa_6dfe556555fee61736efc203",
"inchikey": "VJDZMZAZDFKMSV-UHFFFAOYSA-N",
"smiles": "NS(=O)(=O)c1ccccc1S(N)(=O)=O"
},
"smiles": "NS(=O)(=O)c1ccccc1S(N)(=O)=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}