Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COC(=O)c1sc(C#CC(C)(C)COC2CCOC2)cc1N(C(=O)C1CCC(C)CC1)C1CCC(O)CC1
InChiKey
HIYUAHUAMNNCIT-UHFFFAOYSA-N
Route Signature
18f4535413a8015812456c97503d63262dc4ce6b2dbd87cdc557d8e85423e1ad
Synthesis route with 4 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_6ecc78a5ca4d0d31b4b6923f",
"signature": "18f4535413a8015812456c97503d63262dc4ce6b2dbd87cdc557d8e85423e1ad",
"contentHash": "47b84f9bfff1cadd97bafe4dfe17810a23d5901cbd43c18c4f92a759b4d9b9db",
"length": 4,
"isConvergent": true
},
"target": {
"id": "sa_31581c2a46a746eddc71b0b8",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-02531",
"moleculeId": "sa_403e26d4af50fc459a2ef776",
"smiles": "COC(=O)c1sc(C#CC(C)(C)COC2CCOC2)cc1N(C(=O)C1CCC(C)CC1)C1CCC(O)CC1",
"routeLength": 4,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_403e26d4af50fc459a2ef776",
"inchikey": "HIYUAHUAMNNCIT-UHFFFAOYSA-N",
"smiles": "COC(=O)c1sc(C#CC(C)(C)COC2CCOC2)cc1N(C(=O)C1CCC(C)CC1)C1CCC(O)CC1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "10781",
"routeId": "sa_6ecc78a5ca4d0d31b4b6923f",
"moleculeId": "sa_403e26d4af50fc459a2ef776",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_403e26d4af50fc459a2ef776",
"inchikey": "HIYUAHUAMNNCIT-UHFFFAOYSA-N",
"smiles": "COC(=O)c1sc(C#CC(C)(C)COC2CCOC2)cc1N(C(=O)C1CCC(C)CC1)C1CCC(O)CC1"
},
"smiles": "COC(=O)c1sc(C#CC(C)(C)COC2CCOC2)cc1N(C(=O)C1CCC(C)CC1)C1CCC(O)CC1",
"reactionStepId": "sa_8af329a9956dd5c9e2d5ea62",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140030223A1;0695;1478205\",\"rsmi\":\"I[c:25]1[cH:24][c:6]([N:7]([C:8](=[O:9])[CH:10]2[CH2:11][CH2:12][CH:13]([CH3:14])[CH2:15][CH2:16]2)[CH:17]2[CH2:18][CH2:19][CH:20]([OH:21])[CH2:22][CH2:23]2)[c:5]([C:3]([O:2][CH3:1])=[O:4])[s:38]1.[CH:26]#[C:27][C:28]([CH3:29])([CH3:30])[CH2:31][O:32][CH:33]1[CH2:34][CH2:35][O:36][CH2:37]1>CCN(CC)CC.CN(C)C=O.Cl[Pd](Cl)([PH](c1ccccc1)(c1ccccc1)c1ccccc1)[PH](c1ccccc1)(c1ccccc1)c1ccccc1.[Cu]I>[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([N:7]([C:8](=[O:9])[CH:10]2[CH2:11][CH2:12][CH:13]([CH3:14])[CH2:15][CH2:16]2)[CH:17]2[CH2:18][CH2:19][CH:20]([OH:21])[CH2:22][CH2:23]2)[cH:24][c:25]([C:26]#[C:27][C:28]([CH3:29])([CH3:30])[CH2:31][O:32][CH:33]2[CH2:34][CH2:35][O:36][CH2:37]2)[s:38]1\"},\"mapped_reaction_smiles\":\"I[c:25]1[cH:24][c:6]([N:7]([C:8](=[O:9])[CH:10]2[CH2:11][CH2:12][CH:13]([CH3:14])[CH2:15][CH2:16]2)[CH:17]2[CH2:18][CH2:19][CH:20]([OH:21])[CH2:22][CH2:23]2)[c:5]([C:3]([O:2][CH3:1])=[O:4])[s:38]1.[CH:26]#[C:27][C:28]([CH3:29])([CH3:30])[CH2:31][O:32][CH:33]1[CH2:34][CH2:35][O:36][CH2:37]1>CCN(CC)CC.CN(C)C=O.Cl[Pd](Cl)([PH](c1ccccc1)(c1ccccc1)c1ccccc1)[PH](c1ccccc1)(c1ccccc1)c1ccccc1.[Cu]I>[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([N:7]([C:8](=[O:9])[CH:10]2[CH2:11][CH2:12][CH:13]([CH3:14])[CH2:15][CH2:16]2)[CH:17]2[CH2:18][CH2:19][CH:20]([OH:21])[CH2:22][CH2:23]2)[cH:24][c:25]([C:26]#[C:27][C:28]([CH3:29])([CH3:30])[CH2:31][O:32][CH:33]2[CH2:34][CH2:35][O:36][CH2:37]2)[s:38]1\"}",
"reactionStep": {
"id": "sa_8af329a9956dd5c9e2d5ea62",
"reactionHash": "efda5cda8e6899bc082a7bfa58c59285af98a0e630f9cb7f0b03919a52e5ccf8"
},
"children": [
{
"id": "10782",
"routeId": "sa_6ecc78a5ca4d0d31b4b6923f",
"moleculeId": "sa_f2557c435f599ede80221582",
"parentId": "10781",
"isLeaf": false,
"molecule": {
"id": "sa_f2557c435f599ede80221582",
"inchikey": "CLDUNLOMNOZARS-UHFFFAOYSA-N",
"smiles": "C#CC(C)(C)COC1CCOC1"
},
"smiles": "C#CC(C)(C)COC1CCOC1",
"reactionStepId": "sa_df88563d605baa77b1e7c999",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140030223A1;0694;1478204\",\"rsmi\":\"COP(=O)(OC)[C:1](=[N+]=[N-])C(C)=O.O=[CH:2][C:3]([CH3:4])([CH3:5])[CH2:6][O:7][CH:8]1[CH2:9][CH2:10][O:11][CH2:12]1>CO.O=C(O)O.[K+].[K+]>[CH:1]#[C:2][C:3]([CH3:4])([CH3:5])[CH2:6][O:7][CH:8]1[CH2:9][CH2:10][O:11][CH2:12]1\"},\"mapped_reaction_smiles\":\"COP(=O)(OC)[C:1](=[N+]=[N-])C(C)=O.O=[CH:2][C:3]([CH3:4])([CH3:5])[CH2:6][O:7][CH:8]1[CH2:9][CH2:10][O:11][CH2:12]1>CO.O=C(O)O.[K+].[K+]>[CH:1]#[C:2][C:3]([CH3:4])([CH3:5])[CH2:6][O:7][CH:8]1[CH2:9][CH2:10][O:11][CH2:12]1\"}",
"reactionStep": {
"id": "sa_df88563d605baa77b1e7c999",
"reactionHash": "b1c4370fdf722d2bd8cb58cadac3728cca3e39ade65d11e4581375bbfffed6b2"
},
"children": [
{
"id": "10783",
"routeId": "sa_6ecc78a5ca4d0d31b4b6923f",
"moleculeId": "sa_ade673bdd16567378e9076d1",
"parentId": "10782",
"isLeaf": true,
"molecule": {
"id": "sa_ade673bdd16567378e9076d1",
"inchikey": "SQHSJJGGWYIFCD-UHFFFAOYSA-N",
"smiles": "COP([O-])(OC)=C([N+]#N)C(C)=O"
},
"smiles": "COP(=O)(OC)C(=[N+]=[N-])C(C)=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "10784",
"routeId": "sa_6ecc78a5ca4d0d31b4b6923f",
"moleculeId": "sa_953b8ef84994213401c1a2f5",
"parentId": "10782",
"isLeaf": false,
"molecule": {
"id": "sa_953b8ef84994213401c1a2f5",
"inchikey": "YXNGUFOERRVRQA-UHFFFAOYSA-N",
"smiles": "CC(C)(C=O)COC1CCOC1"
},
"smiles": "CC(C)(C=O)COC1CCOC1",
"reactionStepId": "sa_234c78f92a5049ecbf779709",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140030223A1;0693;1478203\",\"rsmi\":\"[CH3:1][C:2]([CH3:3])([CH2:4][OH:5])[CH2:6][O:7][CH:8]1[CH2:9][CH2:10][O:11][CH2:12]1>CCN(CC)CC.CS(C)=O.ClCCl.O=C(Cl)C(=O)Cl.Cl.N>[CH3:1][C:2]([CH3:3])([CH:4]=[O:5])[CH2:6][O:7][CH:8]1[CH2:9][CH2:10][O:11][CH2:12]1\"},\"mapped_reaction_smiles\":\"[CH3:1][C:2]([CH3:3])([CH2:4][OH:5])[CH2:6][O:7][CH:8]1[CH2:9][CH2:10][O:11][CH2:12]1>CCN(CC)CC.CS(C)=O.ClCCl.O=C(Cl)C(=O)Cl.Cl.N>[CH3:1][C:2]([CH3:3])([CH:4]=[O:5])[CH2:6][O:7][CH:8]1[CH2:9][CH2:10][O:11][CH2:12]1\"}",
"reactionStep": {
"id": "sa_234c78f92a5049ecbf779709",
"reactionHash": "df175c744a1218bb5b90f27fbf442dc868ad9f37177f0feae511333f44376301"
},
"children": [
{
"id": "10785",
"routeId": "sa_6ecc78a5ca4d0d31b4b6923f",
"moleculeId": "sa_0abea0ad2bf519e650d3a5ee",
"parentId": "10784",
"isLeaf": false,
"molecule": {
"id": "sa_0abea0ad2bf519e650d3a5ee",
"inchikey": "UZTWVXWKMDQGGN-UHFFFAOYSA-N",
"smiles": "CC(C)(CO)COC1CCOC1"
},
"smiles": "CC(C)(CO)COC1CCOC1",
"reactionStepId": "sa_dfc4b3245e7afdc6bdb1c8ef",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140030223A1;0692;1478202\",\"rsmi\":\"CO[C:4]([C:2]([CH3:1])([CH3:3])[CH2:6][O:7][CH:8]1[CH2:9][CH2:10][O:11][CH2:12]1)=[O:5]>CC(C)C[AlH]CC(C)C.Cl.ClCCl>[CH3:1][C:2]([CH3:3])([CH2:4][OH:5])[CH2:6][O:7][CH:8]1[CH2:9][CH2:10][O:11][CH2:12]1\"},\"mapped_reaction_smiles\":\"CO[C:4]([C:2]([CH3:1])([CH3:3])[CH2:6][O:7][CH:8]1[CH2:9][CH2:10][O:11][CH2:12]1)=[O:5]>CC(C)C[AlH]CC(C)C.Cl.ClCCl>[CH3:1][C:2]([CH3:3])([CH2:4][OH:5])[CH2:6][O:7][CH:8]1[CH2:9][CH2:10][O:11][CH2:12]1\"}",
"reactionStep": {
"id": "sa_dfc4b3245e7afdc6bdb1c8ef",
"reactionHash": "f14c02ce7aaa5f8867a63f920b4458d1dd58a88789d13528441c52bd29d086c2"
},
"children": [
{
"id": "10786",
"routeId": "sa_6ecc78a5ca4d0d31b4b6923f",
"moleculeId": "sa_147831c2b010b796e7f67018",
"parentId": "10785",
"isLeaf": true,
"molecule": {
"id": "sa_147831c2b010b796e7f67018",
"inchikey": "YOCBTLVVNWJIDW-UHFFFAOYSA-N",
"smiles": "COC(=O)C(C)(C)COC1CCOC1"
},
"smiles": "COC(=O)C(C)(C)COC1CCOC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
},
{
"id": "10787",
"routeId": "sa_6ecc78a5ca4d0d31b4b6923f",
"moleculeId": "sa_f67e092760b64c2cfbb5dd54",
"parentId": "10781",
"isLeaf": false,
"molecule": {
"id": "sa_f67e092760b64c2cfbb5dd54",
"inchikey": "DMTBZKHSEPBSDO-UHFFFAOYSA-N",
"smiles": "COC(=O)c1sc(I)cc1N(C(=O)C1CCC(C)CC1)C1CCC(O)CC1"
},
"smiles": "COC(=O)c1sc(I)cc1N(C(=O)C1CCC(C)CC1)C1CCC(O)CC1",
"reactionStepId": "sa_8ad3e99ec0148a2f49830b85",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140030223A1;0702;1478206\",\"rsmi\":\"[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([N:7]([C:8](=[O:9])[CH:10]2[CH2:11][CH2:12][CH:13]([CH3:14])[CH2:15][CH2:16]2)[CH:17]2[CH2:18][CH2:19][C:20](=[O:21])[CH2:22][CH2:23]2)[cH:24][c:25]([I:26])[s:27]1>CC[SiH](CC)CC.CO.C[N+](=O)[O-].C[Si](C)(C)OC1CCOC1.O=C(O)O.[Na+]>[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([N:7]([C:8](=[O:9])[CH:10]2[CH2:11][CH2:12][CH:13]([CH3:14])[CH2:15][CH2:16]2)[CH:17]2[CH2:18][CH2:19][CH:20]([OH:21])[CH2:22][CH2:23]2)[cH:24][c:25]([I:26])[s:27]1\"},\"mapped_reaction_smiles\":\"[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([N:7]([C:8](=[O:9])[CH:10]2[CH2:11][CH2:12][CH:13]([CH3:14])[CH2:15][CH2:16]2)[CH:17]2[CH2:18][CH2:19][C:20](=[O:21])[CH2:22][CH2:23]2)[cH:24][c:25]([I:26])[s:27]1>CC[SiH](CC)CC.CO.C[N+](=O)[O-].C[Si](C)(C)OC1CCOC1.O=C(O)O.[Na+]>[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([N:7]([C:8](=[O:9])[CH:10]2[CH2:11][CH2:12][CH:13]([CH3:14])[CH2:15][CH2:16]2)[CH:17]2[CH2:18][CH2:19][CH:20]([OH:21])[CH2:22][CH2:23]2)[cH:24][c:25]([I:26])[s:27]1\"}",
"reactionStep": {
"id": "sa_8ad3e99ec0148a2f49830b85",
"reactionHash": "5f5573c6d7e53d515888647b301f36d952a5ff21df56454f4847f617d8590b23"
},
"children": [
{
"id": "10788",
"routeId": "sa_6ecc78a5ca4d0d31b4b6923f",
"moleculeId": "sa_a9f11536268aa5bfa95c6b5c",
"parentId": "10787",
"isLeaf": true,
"molecule": {
"id": "sa_a9f11536268aa5bfa95c6b5c",
"inchikey": "NNLLSSAQLXPBCS-UHFFFAOYSA-N",
"smiles": "COC(=O)c1sc(I)cc1N(C(=O)C1CCC(C)CC1)C1CCC(=O)CC1"
},
"smiles": "COC(=O)c1sc(I)cc1N(C(=O)C1CCC(C)CC1)C1CCC(=O)CC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}