Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Nc1ncc(-c2ccc(S(=O)(=O)C3CCOCC3)cc2)nc1C#Cc1cccc(O)c1
InChiKey
SVMLYKHAYXQKMH-UHFFFAOYSA-N
Route Signature
82f9275936e4a268139dd6631824b2351e1ff06e0ad05311668ddd862b1b2d70
Synthesis route with 2 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_48b053c8e98d64b56a6b7c16",
"signature": "82f9275936e4a268139dd6631824b2351e1ff06e0ad05311668ddd862b1b2d70",
"contentHash": "21aef9eba959d4bd792057397bbf65d9885eb78429d7b4656497f0a3a73f9345",
"length": 2,
"isConvergent": true
},
"target": {
"id": "sa_645fcf0c672ddf5f9755b3c8",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-09311",
"moleculeId": "sa_5e59899d26b534aeba9b78aa",
"smiles": "Nc1ncc(-c2ccc(S(=O)(=O)C3CCOCC3)cc2)nc1C#Cc1cccc(O)c1",
"routeLength": 2,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_5e59899d26b534aeba9b78aa",
"inchikey": "SVMLYKHAYXQKMH-UHFFFAOYSA-N",
"smiles": "Nc1ncc(-c2ccc(S(=O)(=O)C3CCOCC3)cc2)nc1C#Cc1cccc(O)c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "12010",
"routeId": "sa_48b053c8e98d64b56a6b7c16",
"moleculeId": "sa_5e59899d26b534aeba9b78aa",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_5e59899d26b534aeba9b78aa",
"inchikey": "SVMLYKHAYXQKMH-UHFFFAOYSA-N",
"smiles": "Nc1ncc(-c2ccc(S(=O)(=O)C3CCOCC3)cc2)nc1C#Cc1cccc(O)c1"
},
"smiles": "Nc1ncc(-c2ccc(S(=O)(=O)C3CCOCC3)cc2)nc1C#Cc1cccc(O)c1",
"reactionStepId": "sa_d2437f253c7e87f9ba4daf1d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120178756A1;0258;1239523\",\"rsmi\":\"Br[c:5]1[cH:4][n:3][c:2]([NH2:1])[c:22]([C:23]#[C:24][c:25]2[cH:26][cH:27][cH:28][c:29]([OH:30])[cH:31]2)[n:21]1.CC1(C)OB([c:6]2[cH:7][cH:8][c:9]([S:10](=[O:11])(=[O:12])[CH:13]3[CH2:14][CH2:15][O:16][CH2:17][CH2:18]3)[cH:19][cH:20]2)OC1(C)C>CC#N.CC(C)(C)[PH]([Pd][PH](C(C)(C)C)(C(C)(C)C)C(C)(C)C)(C(C)(C)C)C(C)(C)C.CCOC(C)=O.Cl.O.O=P(O)(O)O.[K+].[K+].[K+]>[NH2:1][c:2]1[n:3][cH:4][c:5](-[c:6]2[cH:7][cH:8][c:9]([S:10](=[O:11])(=[O:12])[CH:13]3[CH2:14][CH2:15][O:16][CH2:17][CH2:18]3)[cH:19][cH:20]2)[n:21][c:22]1[C:23]#[C:24][c:25]1[cH:26][cH:27][cH:28][c:29]([OH:30])[cH:31]1\"},\"mapped_reaction_smiles\":\"Br[c:5]1[cH:4][n:3][c:2]([NH2:1])[c:22]([C:23]#[C:24][c:25]2[cH:26][cH:27][cH:28][c:29]([OH:30])[cH:31]2)[n:21]1.CC1(C)OB([c:6]2[cH:7][cH:8][c:9]([S:10](=[O:11])(=[O:12])[CH:13]3[CH2:14][CH2:15][O:16][CH2:17][CH2:18]3)[cH:19][cH:20]2)OC1(C)C>CC#N.CC(C)(C)[PH]([Pd][PH](C(C)(C)C)(C(C)(C)C)C(C)(C)C)(C(C)(C)C)C(C)(C)C.CCOC(C)=O.Cl.O.O=P(O)(O)O.[K+].[K+].[K+]>[NH2:1][c:2]1[n:3][cH:4][c:5](-[c:6]2[cH:7][cH:8][c:9]([S:10](=[O:11])(=[O:12])[CH:13]3[CH2:14][CH2:15][O:16][CH2:17][CH2:18]3)[cH:19][cH:20]2)[n:21][c:22]1[C:23]#[C:24][c:25]1[cH:26][cH:27][cH:28][c:29]([OH:30])[cH:31]1\"}",
"reactionStep": {
"id": "sa_d2437f253c7e87f9ba4daf1d",
"reactionHash": "43dece334ade2a48fb8f7d8cb0eda4b798667ec5c388009b0fbcb1eae0f2db22"
},
"children": [
{
"id": "12011",
"routeId": "sa_48b053c8e98d64b56a6b7c16",
"moleculeId": "sa_c79c6ac312e26faa914c433c",
"parentId": "12010",
"isLeaf": false,
"molecule": {
"id": "sa_c79c6ac312e26faa914c433c",
"inchikey": "GDIMKNLEQBCRSO-UHFFFAOYSA-N",
"smiles": "CC1(C)OB(c2ccc(S(=O)(=O)C3CCOCC3)cc2)OC1(C)C"
},
"smiles": "CC1(C)OB(c2ccc(S(=O)(=O)C3CCOCC3)cc2)OC1(C)C",
"reactionStepId": "sa_1cdfeec52472663b4ea80cae",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120178756A1;0256;1239522\",\"rsmi\":\"Br[c:6]1[cH:7][cH:8][c:9]([S:10](=[O:11])(=[O:12])[CH:13]2[CH2:14][CH2:15][O:16][CH2:17][CH2:18]2)[cH:19][cH:20]1.CC1(C)OB([B:5]2[O:4][C:2]([CH3:1])([CH3:3])[C:22]([CH3:23])([CH3:24])[O:21]2)OC1(C)C>C1COCCO1.CC(=O)O.ClCCl.O.[K+]>[CH3:1][C:2]1([CH3:3])[O:4][B:5]([c:6]2[cH:7][cH:8][c:9]([S:10](=[O:11])(=[O:12])[CH:13]3[CH2:14][CH2:15][O:16][CH2:17][CH2:18]3)[cH:19][cH:20]2)[O:21][C:22]1([CH3:23])[CH3:24]\"},\"mapped_reaction_smiles\":\"Br[c:6]1[cH:7][cH:8][c:9]([S:10](=[O:11])(=[O:12])[CH:13]2[CH2:14][CH2:15][O:16][CH2:17][CH2:18]2)[cH:19][cH:20]1.CC1(C)OB([B:5]2[O:4][C:2]([CH3:1])([CH3:3])[C:22]([CH3:23])([CH3:24])[O:21]2)OC1(C)C>C1COCCO1.CC(=O)O.ClCCl.O.[K+]>[CH3:1][C:2]1([CH3:3])[O:4][B:5]([c:6]2[cH:7][cH:8][c:9]([S:10](=[O:11])(=[O:12])[CH:13]3[CH2:14][CH2:15][O:16][CH2:17][CH2:18]3)[cH:19][cH:20]2)[O:21][C:22]1([CH3:23])[CH3:24]\"}",
"reactionStep": {
"id": "sa_1cdfeec52472663b4ea80cae",
"reactionHash": "abe40863edf6dbeaac94010075255a66acdcb9e12801eb39bd7a590ac6bbbf3d"
},
"children": [
{
"id": "12012",
"routeId": "sa_48b053c8e98d64b56a6b7c16",
"moleculeId": "sa_e6c301388ac142801d4af5a2",
"parentId": "12011",
"isLeaf": true,
"molecule": {
"id": "sa_e6c301388ac142801d4af5a2",
"inchikey": "IPWKHHSGDUIRAH-UHFFFAOYSA-N",
"smiles": "CC1(C)OB(B2OC(C)(C)C(C)(C)O2)OC1(C)C"
},
"smiles": "CC1(C)OB(B2OC(C)(C)C(C)(C)O2)OC1(C)C",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "12013",
"routeId": "sa_48b053c8e98d64b56a6b7c16",
"moleculeId": "sa_bfda714e325c52019e0e7ee0",
"parentId": "12011",
"isLeaf": true,
"molecule": {
"id": "sa_bfda714e325c52019e0e7ee0",
"inchikey": "KNDGEIZUOQKMHB-UHFFFAOYSA-N",
"smiles": "O=S(=O)(c1ccc(Br)cc1)C1CCOCC1"
},
"smiles": "O=S(=O)(c1ccc(Br)cc1)C1CCOCC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "12014",
"routeId": "sa_48b053c8e98d64b56a6b7c16",
"moleculeId": "sa_f8e5b5485d7e2ccbfcd02f4a",
"parentId": "12010",
"isLeaf": false,
"molecule": {
"id": "sa_f8e5b5485d7e2ccbfcd02f4a",
"inchikey": "ZRMDLRJBDWCYJA-UHFFFAOYSA-N",
"smiles": "Nc1ncc(Br)nc1C#Cc1cccc(O)c1"
},
"smiles": "Nc1ncc(Br)nc1C#Cc1cccc(O)c1",
"reactionStepId": "sa_1f5d0332b242f7c44090fba6",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120178756A1;0233;1239516\",\"rsmi\":\"Br[c:8]1[c:2]([NH2:1])[n:3][cH:4][c:5]([Br:6])[n:7]1.[CH:9]#[C:10][c:11]1[cH:12][cH:13][cH:14][c:15]([OH:16])[cH:17]1>CCN(CC)CC.CCOC(C)=O.CN(C)C=O.O.Cl.[Cu]I.[Na+].c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[NH2:1][c:2]1[n:3][cH:4][c:5]([Br:6])[n:7][c:8]1[C:9]#[C:10][c:11]1[cH:12][cH:13][cH:14][c:15]([OH:16])[cH:17]1\"},\"mapped_reaction_smiles\":\"Br[c:8]1[c:2]([NH2:1])[n:3][cH:4][c:5]([Br:6])[n:7]1.[CH:9]#[C:10][c:11]1[cH:12][cH:13][cH:14][c:15]([OH:16])[cH:17]1>CCN(CC)CC.CCOC(C)=O.CN(C)C=O.O.Cl.[Cu]I.[Na+].c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[NH2:1][c:2]1[n:3][cH:4][c:5]([Br:6])[n:7][c:8]1[C:9]#[C:10][c:11]1[cH:12][cH:13][cH:14][c:15]([OH:16])[cH:17]1\"}",
"reactionStep": {
"id": "sa_1f5d0332b242f7c44090fba6",
"reactionHash": "70b359346d76579f58838ad0502deb22cac13efb1daa40ef4a70d9ac855418fc"
},
"children": [
{
"id": "12015",
"routeId": "sa_48b053c8e98d64b56a6b7c16",
"moleculeId": "sa_a93b235ea79dd96a35db442f",
"parentId": "12014",
"isLeaf": true,
"molecule": {
"id": "sa_a93b235ea79dd96a35db442f",
"inchikey": "AODMJIOEGCBUQL-UHFFFAOYSA-N",
"smiles": "C#Cc1cccc(O)c1"
},
"smiles": "C#Cc1cccc(O)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "12016",
"routeId": "sa_48b053c8e98d64b56a6b7c16",
"moleculeId": "sa_819078c083c500edd7ce53a4",
"parentId": "12014",
"isLeaf": true,
"molecule": {
"id": "sa_819078c083c500edd7ce53a4",
"inchikey": "DTLBKXRFWUERQN-UHFFFAOYSA-N",
"smiles": "Nc1ncc(Br)nc1Br"
},
"smiles": "Nc1ncc(Br)nc1Br",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}