Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC(C)C(C(=O)OC(C#N)c1cccc(Oc2ccccc2)c1)c1ccc(N=[N+]=[N-])cc1
InChiKey
WBXIISWNBYNPBI-UHFFFAOYSA-N
Route Signature
12e876cd188d1221cc2627519c7946f312c9afd5c844f9dbebe145161e608258
Synthesis route with 6 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_aa80818ca92520d537566829",
"signature": "12e876cd188d1221cc2627519c7946f312c9afd5c844f9dbebe145161e608258",
"contentHash": "983931e95bd56b3a567fe19c07e55086851d330d2343f623bdae61f4338aadcd",
"length": 6,
"isConvergent": false
},
"target": {
"id": "sa_5130051b56fe41b6ccaf135f",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-00321",
"moleculeId": "sa_7dfa15df2b87f7363ba2aea3",
"smiles": "CC(C)C(C(=O)OC(C#N)c1cccc(Oc2ccccc2)c1)c1ccc(N=[N+]=[N-])cc1",
"routeLength": 6,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_7dfa15df2b87f7363ba2aea3",
"inchikey": "WBXIISWNBYNPBI-UHFFFAOYSA-N",
"smiles": "CC(C)C(C(=O)OC(C#N)c1cccc(Oc2ccccc2)c1)c1ccc(N=[N+]=[N-])cc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "4027",
"routeId": "sa_aa80818ca92520d537566829",
"moleculeId": "sa_7dfa15df2b87f7363ba2aea3",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_7dfa15df2b87f7363ba2aea3",
"inchikey": "WBXIISWNBYNPBI-UHFFFAOYSA-N",
"smiles": "CC(C)C(C(=O)OC(C#N)c1cccc(Oc2ccccc2)c1)c1ccc(N=[N+]=[N-])cc1"
},
"smiles": "CC(C)C(C(=O)OC(C#N)c1cccc(Oc2ccccc2)c1)c1ccc(N=[N+]=[N-])cc1",
"reactionStepId": "sa_1a48e7b4977362a5e856f3f5",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US04311696;;92023\",\"rsmi\":\"Cl[C:5]([CH:4]([CH:2]([CH3:1])[CH3:3])[c:24]1[cH:25][cH:26][c:27]([N:28]=[N+:29]=[N-:30])[cH:31][cH:32]1)=[O:6].[OH:7][CH:8]([C:9]#[N:10])[c:11]1[cH:12][c:13]([O:14][c:15]2[cH:16][cH:17][cH:18][cH:19][cH:20]2)[cH:21][cH:22][cH:23]1>CCN(CC)CC.ClCCl>[CH3:1][CH:2]([CH3:3])[CH:4]([C:5](=[O:6])[O:7][CH:8]([C:9]#[N:10])[c:11]1[cH:12][c:13]([O:14][c:15]2[cH:16][cH:17][cH:18][cH:19][cH:20]2)[cH:21][cH:22][cH:23]1)[c:24]1[cH:25][cH:26][c:27]([N:28]=[N+:29]=[N-:30])[cH:31][cH:32]1\"},\"mapped_reaction_smiles\":\"Cl[C:5]([CH:4]([CH:2]([CH3:1])[CH3:3])[c:24]1[cH:25][cH:26][c:27]([N:28]=[N+:29]=[N-:30])[cH:31][cH:32]1)=[O:6].[OH:7][CH:8]([C:9]#[N:10])[c:11]1[cH:12][c:13]([O:14][c:15]2[cH:16][cH:17][cH:18][cH:19][cH:20]2)[cH:21][cH:22][cH:23]1>CCN(CC)CC.ClCCl>[CH3:1][CH:2]([CH3:3])[CH:4]([C:5](=[O:6])[O:7][CH:8]([C:9]#[N:10])[c:11]1[cH:12][c:13]([O:14][c:15]2[cH:16][cH:17][cH:18][cH:19][cH:20]2)[cH:21][cH:22][cH:23]1)[c:24]1[cH:25][cH:26][c:27]([N:28]=[N+:29]=[N-:30])[cH:31][cH:32]1\"}",
"reactionStep": {
"id": "sa_1a48e7b4977362a5e856f3f5",
"reactionHash": "f74731e3209f7b15dd034e5f51d871c77b61aca94c6b0c8cfbe7b8f7b8bf8fa1"
},
"children": [
{
"id": "4028",
"routeId": "sa_aa80818ca92520d537566829",
"moleculeId": "sa_95ac0ba87845519c897bd21c",
"parentId": "4027",
"isLeaf": true,
"molecule": {
"id": "sa_95ac0ba87845519c897bd21c",
"inchikey": "GXUQMKBQDGPMKZ-UHFFFAOYSA-N",
"smiles": "N#CC(O)c1cccc(Oc2ccccc2)c1"
},
"smiles": "N#CC(O)c1cccc(Oc2ccccc2)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "4029",
"routeId": "sa_aa80818ca92520d537566829",
"moleculeId": "sa_02cba7f56adafd8a883ff9e2",
"parentId": "4027",
"isLeaf": false,
"molecule": {
"id": "sa_02cba7f56adafd8a883ff9e2",
"inchikey": "JEYMUORMLAZDRQ-UHFFFAOYSA-N",
"smiles": "CC(C)C(C(=O)Cl)c1ccc(N=[N+]=[N-])cc1"
},
"smiles": "CC(C)C(C(=O)Cl)c1ccc(N=[N+]=[N-])cc1",
"reactionStepId": "sa_4d0e6c54a6a03a89194c1fb8",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US04311696;;92022\",\"rsmi\":\"O=S(Cl)[Cl:7].O[C:5]([CH:4]([CH:2]([CH3:1])[CH3:3])[c:8]1[cH:9][cH:10][c:11]([N:12]=[N+:13]=[N-:14])[cH:15][cH:16]1)=[O:6]>>[CH3:1][CH:2]([CH3:3])[CH:4]([C:5](=[O:6])[Cl:7])[c:8]1[cH:9][cH:10][c:11]([N:12]=[N+:13]=[N-:14])[cH:15][cH:16]1\"},\"mapped_reaction_smiles\":\"O=S(Cl)[Cl:7].O[C:5]([CH:4]([CH:2]([CH3:1])[CH3:3])[c:8]1[cH:9][cH:10][c:11]([N:12]=[N+:13]=[N-:14])[cH:15][cH:16]1)=[O:6]>>[CH3:1][CH:2]([CH3:3])[CH:4]([C:5](=[O:6])[Cl:7])[c:8]1[cH:9][cH:10][c:11]([N:12]=[N+:13]=[N-:14])[cH:15][cH:16]1\"}",
"reactionStep": {
"id": "sa_4d0e6c54a6a03a89194c1fb8",
"reactionHash": "faa4fb1f59477de6f5dbfeb15519e8ec84390167a735433462cac188c89a07ce"
},
"children": [
{
"id": "4030",
"routeId": "sa_aa80818ca92520d537566829",
"moleculeId": "sa_cd67ce42f230ef1a4063353c",
"parentId": "4029",
"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": "4031",
"routeId": "sa_aa80818ca92520d537566829",
"moleculeId": "sa_0e863938aacde5cf9e8692fc",
"parentId": "4029",
"isLeaf": false,
"molecule": {
"id": "sa_0e863938aacde5cf9e8692fc",
"inchikey": "VUYFGFNPPIAREG-UHFFFAOYSA-N",
"smiles": "CC(C)C(C(=O)O)c1ccc(N=[N+]=[N-])cc1"
},
"smiles": "CC(C)C(C(=O)O)c1ccc(N=[N+]=[N-])cc1",
"reactionStepId": "sa_f255143827cd340bd48cace8",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US04311696;;92021\",\"rsmi\":\"c1ccc(C[O:7][C:5]([CH:4]([CH:2]([CH3:1])[CH3:3])[c:8]2[cH:9][cH:10][c:11]([N:12]=[N+:13]=[N-:14])[cH:15][cH:16]2)=[O:6])cc1>C1COCCO1.O.[Na+].O>[CH3:1][CH:2]([CH3:3])[CH:4]([C:5](=[O:6])[OH:7])[c:8]1[cH:9][cH:10][c:11]([N:12]=[N+:13]=[N-:14])[cH:15][cH:16]1\"},\"mapped_reaction_smiles\":\"c1ccc(C[O:7][C:5]([CH:4]([CH:2]([CH3:1])[CH3:3])[c:8]2[cH:9][cH:10][c:11]([N:12]=[N+:13]=[N-:14])[cH:15][cH:16]2)=[O:6])cc1>C1COCCO1.O.[Na+].O>[CH3:1][CH:2]([CH3:3])[CH:4]([C:5](=[O:6])[OH:7])[c:8]1[cH:9][cH:10][c:11]([N:12]=[N+:13]=[N-:14])[cH:15][cH:16]1\"}",
"reactionStep": {
"id": "sa_f255143827cd340bd48cace8",
"reactionHash": "899f4cff18c48ef37d7bc643190c5378b97595fb4c821c4fe1dbafd4a696dd19"
},
"children": [
{
"id": "4032",
"routeId": "sa_aa80818ca92520d537566829",
"moleculeId": "sa_01a64be9d960e9f25f7c376a",
"parentId": "4031",
"isLeaf": false,
"molecule": {
"id": "sa_01a64be9d960e9f25f7c376a",
"inchikey": "AIRJFDQAJYZJFY-UHFFFAOYSA-N",
"smiles": "CC(C)C(C(=O)OCc1ccccc1)c1ccc(N=[N+]=[N-])cc1"
},
"smiles": "CC(C)C(C(=O)OCc1ccccc1)c1ccc(N=[N+]=[N-])cc1",
"reactionStepId": "sa_eddc65b25a8e62ce2fe15cd8",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US04311696;;92020\",\"rsmi\":\"[CH3:1][CH:2]([CH3:3])[CH:4]([C:5](=[O:6])[O:7][CH2:8][c:9]1[cH:10][cH:11][cH:12][cH:13][cH:14]1)[c:15]1[cH:16][cH:17][c:18]([NH2:19])[cH:22][cH:23]1.[N-]=[N+:20]=[N-:21]>CC(=O)O.Cl.O.O=NO.[Na+].[Na+]>[CH3:1][CH:2]([CH3:3])[CH:4]([C:5](=[O:6])[O:7][CH2:8][c:9]1[cH:10][cH:11][cH:12][cH:13][cH:14]1)[c:15]1[cH:16][cH:17][c:18]([N:19]=[N+:20]=[N-:21])[cH:22][cH:23]1\"},\"mapped_reaction_smiles\":\"[CH3:1][CH:2]([CH3:3])[CH:4]([C:5](=[O:6])[O:7][CH2:8][c:9]1[cH:10][cH:11][cH:12][cH:13][cH:14]1)[c:15]1[cH:16][cH:17][c:18]([NH2:19])[cH:22][cH:23]1.[N-]=[N+:20]=[N-:21]>CC(=O)O.Cl.O.O=NO.[Na+].[Na+]>[CH3:1][CH:2]([CH3:3])[CH:4]([C:5](=[O:6])[O:7][CH2:8][c:9]1[cH:10][cH:11][cH:12][cH:13][cH:14]1)[c:15]1[cH:16][cH:17][c:18]([N:19]=[N+:20]=[N-:21])[cH:22][cH:23]1\"}",
"reactionStep": {
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"reactionHash": "49526ba11dc71b958adac59add732e79482c8fe23395bb5edaaf536fc1e6aeaf"
},
"children": [
{
"id": "4033",
"routeId": "sa_aa80818ca92520d537566829",
"moleculeId": "sa_50a8f83dd89c267fbada1205",
"parentId": "4032",
"isLeaf": true,
"molecule": {
"id": "sa_50a8f83dd89c267fbada1205",
"inchikey": "IVRMZWNICZWHMI-UHFFFAOYSA-N",
"smiles": "[N]N=[N-]"
},
"smiles": "[N-]=[N+]=[N-]",
"reactionStepId": null,
"template": null,
"metadata": null,
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"children": []
},
{
"id": "4034",
"routeId": "sa_aa80818ca92520d537566829",
"moleculeId": "sa_c4822237fc0a99e7f532b835",
"parentId": "4032",
"isLeaf": false,
"molecule": {
"id": "sa_c4822237fc0a99e7f532b835",
"inchikey": "KPAYLIKDRHCSQW-UHFFFAOYSA-N",
"smiles": "CC(C)C(C(=O)OCc1ccccc1)c1ccc(N)cc1"
},
"smiles": "CC(C)C(C(=O)OCc1ccccc1)c1ccc(N)cc1",
"reactionStepId": "sa_ff24882144bb4769f2320031",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US04311696;;92019\",\"rsmi\":\"O=[N+:19]([O-])[c:18]1[cH:17][cH:16][c:15]([CH:4]([CH:2]([CH3:1])[CH3:3])[C:5](=[O:6])[O:7][CH2:8][c:9]2[cH:10][cH:11][cH:12][cH:13][cH:14]2)[cH:21][cH:20]1>CC(=O)O.O.[Fe]>[CH3:1][CH:2]([CH3:3])[CH:4]([C:5](=[O:6])[O:7][CH2:8][c:9]1[cH:10][cH:11][cH:12][cH:13][cH:14]1)[c:15]1[cH:16][cH:17][c:18]([NH2:19])[cH:20][cH:21]1\"},\"mapped_reaction_smiles\":\"O=[N+:19]([O-])[c:18]1[cH:17][cH:16][c:15]([CH:4]([CH:2]([CH3:1])[CH3:3])[C:5](=[O:6])[O:7][CH2:8][c:9]2[cH:10][cH:11][cH:12][cH:13][cH:14]2)[cH:21][cH:20]1>CC(=O)O.O.[Fe]>[CH3:1][CH:2]([CH3:3])[CH:4]([C:5](=[O:6])[O:7][CH2:8][c:9]1[cH:10][cH:11][cH:12][cH:13][cH:14]1)[c:15]1[cH:16][cH:17][c:18]([NH2:19])[cH:20][cH:21]1\"}",
"reactionStep": {
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"reactionHash": "aa31d278876b081d69e6615903982316cf4aa6abab4d1b03c8a9845914704585"
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"children": [
{
"id": "4035",
"routeId": "sa_aa80818ca92520d537566829",
"moleculeId": "sa_6dbf7d8d66e9018cad6b47e0",
"parentId": "4034",
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"molecule": {
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"inchikey": "UXLFTVRSRJPHKG-UHFFFAOYSA-N",
"smiles": "CC(C)C(C(=O)OCc1ccccc1)c1ccc([N+](=O)[O-])cc1"
},
"smiles": "CC(C)C(C(=O)OCc1ccccc1)c1ccc([N+](=O)[O-])cc1",
"reactionStepId": "sa_6289c2a728be9e93d7c18e1a",
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"metadata": "{\"annotations\":{\"ID\":\"US04311696;;92018\",\"rsmi\":\"O[CH2:8][c:9]1[cH:10][cH:11][cH:12][cH:13][cH:14]1.[CH3:1][CH:2]([CH3:3])[CH:4]([C:5](=[O:6])[OH:7])[c:15]1[cH:16][cH:17][c:18]([N+:19](=[O:20])[O-:21])[cH:22][cH:23]1>Cc1ccc(S(=O)(=O)O)cc1.Cc1ccccc1.O.O>[CH3:1][CH:2]([CH3:3])[CH:4]([C:5](=[O:6])[O:7][CH2:8][c:9]1[cH:10][cH:11][cH:12][cH:13][cH:14]1)[c:15]1[cH:16][cH:17][c:18]([N+:19](=[O:20])[O-:21])[cH:22][cH:23]1\"},\"mapped_reaction_smiles\":\"O[CH2:8][c:9]1[cH:10][cH:11][cH:12][cH:13][cH:14]1.[CH3:1][CH:2]([CH3:3])[CH:4]([C:5](=[O:6])[OH:7])[c:15]1[cH:16][cH:17][c:18]([N+:19](=[O:20])[O-:21])[cH:22][cH:23]1>Cc1ccc(S(=O)(=O)O)cc1.Cc1ccccc1.O.O>[CH3:1][CH:2]([CH3:3])[CH:4]([C:5](=[O:6])[O:7][CH2:8][c:9]1[cH:10][cH:11][cH:12][cH:13][cH:14]1)[c:15]1[cH:16][cH:17][c:18]([N+:19](=[O:20])[O-:21])[cH:22][cH:23]1\"}",
"reactionStep": {
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"children": [
{
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"moleculeId": "sa_e17d83e9f08111b616e405d5",
"parentId": "4035",
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"molecule": {
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"inchikey": "VTVBRUYVJLLQEG-UHFFFAOYSA-N",
"smiles": "CC(C)C(C(=O)O)c1ccc([N+](=O)[O-])cc1"
},
"smiles": "CC(C)C(C(=O)O)c1ccc([N+](=O)[O-])cc1",
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{
"id": "4037",
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"molecule": {
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"inchikey": "WVDDGKGOMKODPV-UHFFFAOYSA-N",
"smiles": "OCc1ccccc1"
},
"smiles": "OCc1ccccc1",
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}
]
}
]
}
]
}
]
}
]
}
]
}
}