Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1c(NC(=O)c2ccc(C(C)(C)C)cc2)cccc1-c1cn(C)c(=O)c(Nc2ccc(CCOS(C)(=O)=O)cc2)n1
InChiKey
WFWVIMPIFRCSCG-UHFFFAOYSA-N
Route Signature
d7d4fe91bf9c63d2fc2e49e775fef44af1610f4f4c8791c7f276d3a32b33983e
Synthesis route with 5 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_708dc6cc3fbb59ea9abb4730",
"signature": "d7d4fe91bf9c63d2fc2e49e775fef44af1610f4f4c8791c7f276d3a32b33983e",
"contentHash": "d87d0942ee18f848111093f8ccd757637b3b8321a696b8bc27202570e9defd41",
"length": 5,
"isConvergent": true
},
"target": {
"id": "sa_26ded32b26ebd3c70ad97be5",
"benchmarkSetId": "7390a9c2522b1c81605e80a42a8de7c7ad9a5797d028633b54904bc78f091bb8",
"targetId": "n5-00223",
"moleculeId": "sa_c4bee98dfaedd5af5ddd92ac",
"smiles": "Cc1c(NC(=O)c2ccc(C(C)(C)C)cc2)cccc1-c1cn(C)c(=O)c(Nc2ccc(CCOS(C)(=O)=O)cc2)n1",
"routeLength": 5,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_c4bee98dfaedd5af5ddd92ac",
"inchikey": "WFWVIMPIFRCSCG-UHFFFAOYSA-N",
"smiles": "Cc1c(NC(=O)c2ccc(C(C)(C)C)cc2)cccc1-c1cn(C)c(=O)c(Nc2ccc(CCOS(C)(=O)=O)cc2)n1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 4
},
"rootNode": {
"id": "433",
"routeId": "sa_708dc6cc3fbb59ea9abb4730",
"moleculeId": "sa_c4bee98dfaedd5af5ddd92ac",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_c4bee98dfaedd5af5ddd92ac",
"inchikey": "WFWVIMPIFRCSCG-UHFFFAOYSA-N",
"smiles": "Cc1c(NC(=O)c2ccc(C(C)(C)C)cc2)cccc1-c1cn(C)c(=O)c(Nc2ccc(CCOS(C)(=O)=O)cc2)n1"
},
"smiles": "Cc1c(NC(=O)c2ccc(C(C)(C)C)cc2)cccc1-c1cn(C)c(=O)c(Nc2ccc(CCOS(C)(=O)=O)cc2)n1",
"reactionStepId": "sa_40bc79eeee01a1a670b6f4a7",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100160292A1;1092;901098\",\"rsmi\":\"Cl[S:19]([CH3:20])(=[O:21])=[O:22].[CH3:1][c:2]1[c:3](-[c:4]2[cH:5][n:6]([CH3:7])[c:8](=[O:9])[c:10]([NH:11][c:12]3[cH:13][cH:14][c:15]([CH2:16][CH2:17][OH:18])[cH:23][cH:24]3)[n:25]2)[cH:26][cH:27][cH:28][c:29]1[NH:30][C:31](=[O:32])[c:33]1[cH:34][cH:35][c:36]([C:37]([CH3:38])([CH3:39])[CH3:40])[cH:41][cH:42]1>CCN(C(C)C)C(C)C.ClCCl.[Na+].O>[CH3:1][c:2]1[c:3](-[c:4]2[cH:5][n:6]([CH3:7])[c:8](=[O:9])[c:10]([NH:11][c:12]3[cH:13][cH:14][c:15]([CH2:16][CH2:17][O:18][S:19]([CH3:20])(=[O:21])=[O:22])[cH:23][cH:24]3)[n:25]2)[cH:26][cH:27][cH:28][c:29]1[NH:30][C:31](=[O:32])[c:33]1[cH:34][cH:35][c:36]([C:37]([CH3:38])([CH3:39])[CH3:40])[cH:41][cH:42]1\"},\"mapped_reaction_smiles\":\"Cl[S:19]([CH3:20])(=[O:21])=[O:22].[CH3:1][c:2]1[c:3](-[c:4]2[cH:5][n:6]([CH3:7])[c:8](=[O:9])[c:10]([NH:11][c:12]3[cH:13][cH:14][c:15]([CH2:16][CH2:17][OH:18])[cH:23][cH:24]3)[n:25]2)[cH:26][cH:27][cH:28][c:29]1[NH:30][C:31](=[O:32])[c:33]1[cH:34][cH:35][c:36]([C:37]([CH3:38])([CH3:39])[CH3:40])[cH:41][cH:42]1>CCN(C(C)C)C(C)C.ClCCl.[Na+].O>[CH3:1][c:2]1[c:3](-[c:4]2[cH:5][n:6]([CH3:7])[c:8](=[O:9])[c:10]([NH:11][c:12]3[cH:13][cH:14][c:15]([CH2:16][CH2:17][O:18][S:19]([CH3:20])(=[O:21])=[O:22])[cH:23][cH:24]3)[n:25]2)[cH:26][cH:27][cH:28][c:29]1[NH:30][C:31](=[O:32])[c:33]1[cH:34][cH:35][c:36]([C:37]([CH3:38])([CH3:39])[CH3:40])[cH:41][cH:42]1\"}",
"reactionStep": {
"id": "sa_40bc79eeee01a1a670b6f4a7",
"reactionHash": "c0d299a4fc6fcab0c394a455977f1246a8f66624caf4135d7967e970c1402e28"
},
"children": [
{
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"moleculeId": "sa_d2a31ea58046b00856f61ca5",
"parentId": "433",
"isLeaf": true,
"molecule": {
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"inchikey": "QARBMVPHQWIHKH-UHFFFAOYSA-N",
"smiles": "CS(=O)(=O)Cl"
},
"smiles": "CS(=O)(=O)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
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"children": []
},
{
"id": "435",
"routeId": "sa_708dc6cc3fbb59ea9abb4730",
"moleculeId": "sa_60dc3bc57e19889315f30cd4",
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"isLeaf": false,
"molecule": {
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"inchikey": "RCENBVNHGBAZLI-UHFFFAOYSA-N",
"smiles": "Cc1c(NC(=O)c2ccc(C(C)(C)C)cc2)cccc1-c1cn(C)c(=O)c(Nc2ccc(CCO)cc2)n1"
},
"smiles": "Cc1c(NC(=O)c2ccc(C(C)(C)C)cc2)cccc1-c1cn(C)c(=O)c(Nc2ccc(CCO)cc2)n1",
"reactionStepId": "sa_c13b8318c73900064d73b190",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100160292A1;1090;901097\",\"rsmi\":\"Br[c:21]1[cH:22][n:23]([CH3:24])[c:25](=[O:26])[c:27]([NH:28][c:29]2[cH:30][cH:31][c:32]([CH2:33][CH2:34][OH:35])[cH:36][cH:37]2)[n:38]1.CC1(C)OB([c:20]2[c:2]([CH3:1])[c:3]([NH:4][C:5](=[O:6])[c:7]3[cH:8][cH:9][c:10]([C:11]([CH3:12])([CH3:13])[CH3:14])[cH:15][cH:16]3)[cH:17][cH:18][cH:19]2)OC1(C)C>COCCOC.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]1[c:3]([NH:4][C:5](=[O:6])[c:7]2[cH:8][cH:9][c:10]([C:11]([CH3:12])([CH3:13])[CH3:14])[cH:15][cH:16]2)[cH:17][cH:18][cH:19][c:20]1-[c:21]1[cH:22][n:23]([CH3:24])[c:25](=[O:26])[c:27]([NH:28][c:29]2[cH:30][cH:31][c:32]([CH2:33][CH2:34][OH:35])[cH:36][cH:37]2)[n:38]1\"},\"mapped_reaction_smiles\":\"Br[c:21]1[cH:22][n:23]([CH3:24])[c:25](=[O:26])[c:27]([NH:28][c:29]2[cH:30][cH:31][c:32]([CH2:33][CH2:34][OH:35])[cH:36][cH:37]2)[n:38]1.CC1(C)OB([c:20]2[c:2]([CH3:1])[c:3]([NH:4][C:5](=[O:6])[c:7]3[cH:8][cH:9][c:10]([C:11]([CH3:12])([CH3:13])[CH3:14])[cH:15][cH:16]3)[cH:17][cH:18][cH:19]2)OC1(C)C>COCCOC.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]1[c:3]([NH:4][C:5](=[O:6])[c:7]2[cH:8][cH:9][c:10]([C:11]([CH3:12])([CH3:13])[CH3:14])[cH:15][cH:16]2)[cH:17][cH:18][cH:19][c:20]1-[c:21]1[cH:22][n:23]([CH3:24])[c:25](=[O:26])[c:27]([NH:28][c:29]2[cH:30][cH:31][c:32]([CH2:33][CH2:34][OH:35])[cH:36][cH:37]2)[n:38]1\"}",
"reactionStep": {
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"reactionHash": "352affdfff7eabb910d6fcc60590d6ca973d84ec4d2c0b7f972944366dc3dcc3"
},
"children": [
{
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"moleculeId": "sa_05b2bd3f3cc2427fe5d6512d",
"parentId": "435",
"isLeaf": false,
"molecule": {
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"inchikey": "ATTNKONWSRSBKY-UHFFFAOYSA-N",
"smiles": "Cc1c(NC(=O)c2ccc(C(C)(C)C)cc2)cccc1B1OC(C)(C)C(C)(C)O1"
},
"smiles": "Cc1c(NC(=O)c2ccc(C(C)(C)C)cc2)cccc1B1OC(C)(C)C(C)(C)O1",
"reactionStepId": "sa_4a361a9d223934cd5549613f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100160292A1;1034;901070\",\"rsmi\":\"Cl[C:5](=[O:6])[c:7]1[cH:8][cH:9][c:10]([C:11]([CH3:12])([CH3:13])[CH3:14])[cH:15][cH:16]1.[CH3:1][c:2]1[c:3]([NH2:4])[cH:17][cH:18][cH:19][c:20]1[B:21]1[O:22][C:23]([CH3:24])([CH3:25])[C:26]([CH3:27])([CH3:28])[O:29]1>CCN(CC)CC.ClCCl.O>[CH3:1][c:2]1[c:3]([NH:4][C:5](=[O:6])[c:7]2[cH:8][cH:9][c:10]([C:11]([CH3:12])([CH3:13])[CH3:14])[cH:15][cH:16]2)[cH:17][cH:18][cH:19][c:20]1[B:21]1[O:22][C:23]([CH3:24])([CH3:25])[C:26]([CH3:27])([CH3:28])[O:29]1\"},\"mapped_reaction_smiles\":\"Cl[C:5](=[O:6])[c:7]1[cH:8][cH:9][c:10]([C:11]([CH3:12])([CH3:13])[CH3:14])[cH:15][cH:16]1.[CH3:1][c:2]1[c:3]([NH2:4])[cH:17][cH:18][cH:19][c:20]1[B:21]1[O:22][C:23]([CH3:24])([CH3:25])[C:26]([CH3:27])([CH3:28])[O:29]1>CCN(CC)CC.ClCCl.O>[CH3:1][c:2]1[c:3]([NH:4][C:5](=[O:6])[c:7]2[cH:8][cH:9][c:10]([C:11]([CH3:12])([CH3:13])[CH3:14])[cH:15][cH:16]2)[cH:17][cH:18][cH:19][c:20]1[B:21]1[O:22][C:23]([CH3:24])([CH3:25])[C:26]([CH3:27])([CH3:28])[O:29]1\"}",
"reactionStep": {
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{
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"molecule": {
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"inchikey": "JMKMGPGFYMANCA-UHFFFAOYSA-N",
"smiles": "Cc1c(N)cccc1B1OC(C)(C)C(C)(C)O1"
},
"smiles": "Cc1c(N)cccc1B1OC(C)(C)C(C)(C)O1",
"reactionStepId": "sa_b0427f30a044496a6758546e",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100160292A1;1032;901069\",\"rsmi\":\"O=[N+:4]([O-])[c:3]1[c:2]([CH3:1])[c:8]([B:9]2[O:10][C:11]([CH3:12])([CH3:13])[C:14]([CH3:15])([CH3:16])[O:17]2)[cH:7][cH:6][cH:5]1>CO>[CH3:1][c:2]1[c:3]([NH2:4])[cH:5][cH:6][cH:7][c:8]1[B:9]1[O:10][C:11]([CH3:12])([CH3:13])[C:14]([CH3:15])([CH3:16])[O:17]1\"},\"mapped_reaction_smiles\":\"O=[N+:4]([O-])[c:3]1[c:2]([CH3:1])[c:8]([B:9]2[O:10][C:11]([CH3:12])([CH3:13])[C:14]([CH3:15])([CH3:16])[O:17]2)[cH:7][cH:6][cH:5]1>CO>[CH3:1][c:2]1[c:3]([NH2:4])[cH:5][cH:6][cH:7][c:8]1[B:9]1[O:10][C:11]([CH3:12])([CH3:13])[C:14]([CH3:15])([CH3:16])[O:17]1\"}",
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"smiles": "Cc1c(B2OC(C)(C)C(C)(C)O2)cccc1[N+](=O)[O-]"
},
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"reactionStepId": "sa_5238fb835aa4751759815802",
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{
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{
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{
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"smiles": "Cn1cc(Br)nc(Br)c1=O"
},
"smiles": "Cn1cc(Br)nc(Br)c1=O",
"reactionStepId": null,
"template": null,
"metadata": null,
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},
{
"id": "444",
"routeId": "sa_708dc6cc3fbb59ea9abb4730",
"moleculeId": "sa_d34c073bd4d2f91f03bb99e6",
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"molecule": {
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"inchikey": "QXHDYMUPPXAMPQ-UHFFFAOYSA-N",
"smiles": "Nc1ccc(CCO)cc1"
},
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}
]
}
]
}
]
}
}