Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC(CC1CCC(C(C)(C)C)CC1)CN1CCCCC1
InChiKey
OASWHAYBSYJEEW-UHFFFAOYSA-N
Route Signature
52765d44333877f4e156b1132ddb3543a9aa164c989bc95de387bce44408847f
Synthesis route with 6 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_3459086096d438245ddaf70c",
"signature": "52765d44333877f4e156b1132ddb3543a9aa164c989bc95de387bce44408847f",
"contentHash": "66fb3d42243dda44e226444b26e3ffff77552780fcd5e1eca3a2614232bf2206",
"length": 6,
"isConvergent": false
},
"target": {
"id": "sa_27a0ab29f57066ac10f2741b",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-00555",
"moleculeId": "sa_47d6dc48f57f207c2dd67046",
"smiles": "CC(CC1CCC(C(C)(C)C)CC1)CN1CCCCC1",
"routeLength": 6,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_47d6dc48f57f207c2dd67046",
"inchikey": "OASWHAYBSYJEEW-UHFFFAOYSA-N",
"smiles": "CC(CC1CCC(C(C)(C)C)CC1)CN1CCCCC1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 2
},
"rootNode": {
"id": "4490",
"routeId": "sa_3459086096d438245ddaf70c",
"moleculeId": "sa_47d6dc48f57f207c2dd67046",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_47d6dc48f57f207c2dd67046",
"inchikey": "OASWHAYBSYJEEW-UHFFFAOYSA-N",
"smiles": "CC(CC1CCC(C(C)(C)C)CC1)CN1CCCCC1"
},
"smiles": "CC(CC1CCC(C(C)(C)C)CC1)CN1CCCCC1",
"reactionStepId": "sa_ac86f2862a606f639b970ca5",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US04241058;;75933\",\"rsmi\":\"[CH3:1][CH:2]([CH2:3][c:4]1[cH:5][cH:6][c:7]([C:8]([CH3:9])([CH3:10])[CH3:11])[cH:12][cH:13]1)[CH2:14][N:15]1[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20]1>CC(=O)O.O=[Pt]=O.[O-][Cl+3]([O-])([O-])O>[CH3:1][CH:2]([CH2:3][CH:4]1[CH2:5][CH2:6][CH:7]([C:8]([CH3:9])([CH3:10])[CH3:11])[CH2:12][CH2:13]1)[CH2:14][N:15]1[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20]1\"},\"mapped_reaction_smiles\":\"[CH3:1][CH:2]([CH2:3][c:4]1[cH:5][cH:6][c:7]([C:8]([CH3:9])([CH3:10])[CH3:11])[cH:12][cH:13]1)[CH2:14][N:15]1[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20]1>CC(=O)O.O=[Pt]=O.[O-][Cl+3]([O-])([O-])O>[CH3:1][CH:2]([CH2:3][CH:4]1[CH2:5][CH2:6][CH:7]([C:8]([CH3:9])([CH3:10])[CH3:11])[CH2:12][CH2:13]1)[CH2:14][N:15]1[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20]1\"}",
"reactionStep": {
"id": "sa_ac86f2862a606f639b970ca5",
"reactionHash": "a443aa4b4a5c90d3a7a612257b7063e6bcf180b3c95cdf8ed825873428366095"
},
"children": [
{
"id": "4491",
"routeId": "sa_3459086096d438245ddaf70c",
"moleculeId": "sa_9107abedbf1362832f6f77b0",
"parentId": "4490",
"isLeaf": false,
"molecule": {
"id": "sa_9107abedbf1362832f6f77b0",
"inchikey": "MGNFYQILYYYUBS-UHFFFAOYSA-N",
"smiles": "CC(Cc1ccc(C(C)(C)C)cc1)CN1CCCCC1"
},
"smiles": "CC(Cc1ccc(C(C)(C)C)cc1)CN1CCCCC1",
"reactionStepId": "sa_3ca36b2feeb63b13a72ad86d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US04241058;;75932\",\"rsmi\":\"[CH3:1][C:2](=[CH:3][c:4]1[cH:5][cH:6][c:7]([C:8]([CH3:9])([CH3:10])[CH3:11])[cH:12][cH:13]1)[CH2:14][N:15]1[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20]1>Cl.[Pd]>[CH3:1][CH:2]([CH2:3][c:4]1[cH:5][cH:6][c:7]([C:8]([CH3:9])([CH3:10])[CH3:11])[cH:12][cH:13]1)[CH2:14][N:15]1[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20]1\"},\"mapped_reaction_smiles\":\"[CH3:1][C:2](=[CH:3][c:4]1[cH:5][cH:6][c:7]([C:8]([CH3:9])([CH3:10])[CH3:11])[cH:12][cH:13]1)[CH2:14][N:15]1[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20]1>Cl.[Pd]>[CH3:1][CH:2]([CH2:3][c:4]1[cH:5][cH:6][c:7]([C:8]([CH3:9])([CH3:10])[CH3:11])[cH:12][cH:13]1)[CH2:14][N:15]1[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20]1\"}",
"reactionStep": {
"id": "sa_3ca36b2feeb63b13a72ad86d",
"reactionHash": "c909e07a62e4f783e6b3df5d242aadbaa4cbcb0e81ef71315e34080b0f8161a3"
},
"children": [
{
"id": "4492",
"routeId": "sa_3459086096d438245ddaf70c",
"moleculeId": "sa_3013bc478553d6ca62e9c76f",
"parentId": "4491",
"isLeaf": false,
"molecule": {
"id": "sa_3013bc478553d6ca62e9c76f",
"inchikey": "LXDSUHKRYOYNOU-UHFFFAOYSA-N",
"smiles": "CC(=Cc1ccc(C(C)(C)C)cc1)CN1CCCCC1"
},
"smiles": "CC(=Cc1ccc(C(C)(C)C)cc1)CN1CCCCC1",
"reactionStepId": "sa_a161646107850e78a82889d6",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US04241058;;75931\",\"rsmi\":\"Br[CH2:14][C:2]([CH3:1])=[CH:3][c:4]1[cH:5][cH:6][c:7]([C:8]([CH3:9])([CH3:10])[CH3:11])[cH:12][cH:13]1.[NH:15]1[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20]1>CCOCC>[CH3:1][C:2](=[CH:3][c:4]1[cH:5][cH:6][c:7]([C:8]([CH3:9])([CH3:10])[CH3:11])[cH:12][cH:13]1)[CH2:14][N:15]1[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20]1\"},\"mapped_reaction_smiles\":\"Br[CH2:14][C:2]([CH3:1])=[CH:3][c:4]1[cH:5][cH:6][c:7]([C:8]([CH3:9])([CH3:10])[CH3:11])[cH:12][cH:13]1.[NH:15]1[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20]1>CCOCC>[CH3:1][C:2](=[CH:3][c:4]1[cH:5][cH:6][c:7]([C:8]([CH3:9])([CH3:10])[CH3:11])[cH:12][cH:13]1)[CH2:14][N:15]1[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20]1\"}",
"reactionStep": {
"id": "sa_a161646107850e78a82889d6",
"reactionHash": "cd7dbfd9ccce32613b101d8ee73dc49e94868413fa11916f6fa858dc7071f2c8"
},
"children": [
{
"id": "4493",
"routeId": "sa_3459086096d438245ddaf70c",
"moleculeId": "sa_60b03dbd902de8f42159b182",
"parentId": "4492",
"isLeaf": true,
"molecule": {
"id": "sa_60b03dbd902de8f42159b182",
"inchikey": "NQRYJNQNLNOLGT-UHFFFAOYSA-N",
"smiles": "C1CCNCC1"
},
"smiles": "C1CCNCC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "4494",
"routeId": "sa_3459086096d438245ddaf70c",
"moleculeId": "sa_fb2305f6f11264abe53891ec",
"parentId": "4492",
"isLeaf": false,
"molecule": {
"id": "sa_fb2305f6f11264abe53891ec",
"inchikey": "XTWMJVKBIQVAIH-UHFFFAOYSA-N",
"smiles": "CC(=Cc1ccc(C(C)(C)C)cc1)CBr"
},
"smiles": "CC(=Cc1ccc(C(C)(C)C)cc1)CBr",
"reactionStepId": "sa_6f653366b24dd317e27c77c2",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US04241058;;75939\",\"rsmi\":\"BrP(Br)[Br:15].O[CH2:14][C:2]([CH3:1])=[CH:3][c:4]1[cH:5][cH:6][c:7]([C:8]([CH3:9])([CH3:10])[CH3:11])[cH:12][cH:13]1>CCCCC.c1ccncc1>[CH3:1][C:2](=[CH:3][c:4]1[cH:5][cH:6][c:7]([C:8]([CH3:9])([CH3:10])[CH3:11])[cH:12][cH:13]1)[CH2:14][Br:15]\"},\"mapped_reaction_smiles\":\"BrP(Br)[Br:15].O[CH2:14][C:2]([CH3:1])=[CH:3][c:4]1[cH:5][cH:6][c:7]([C:8]([CH3:9])([CH3:10])[CH3:11])[cH:12][cH:13]1>CCCCC.c1ccncc1>[CH3:1][C:2](=[CH:3][c:4]1[cH:5][cH:6][c:7]([C:8]([CH3:9])([CH3:10])[CH3:11])[cH:12][cH:13]1)[CH2:14][Br:15]\"}",
"reactionStep": {
"id": "sa_6f653366b24dd317e27c77c2",
"reactionHash": "cd979141fb0a7368f04bd6b1cae9c1b98a6623c55219badbd01c03bfa447edd2"
},
"children": [
{
"id": "4495",
"routeId": "sa_3459086096d438245ddaf70c",
"moleculeId": "sa_dffdccbce5a44ffb8b04e1d2",
"parentId": "4494",
"isLeaf": true,
"molecule": {
"id": "sa_dffdccbce5a44ffb8b04e1d2",
"inchikey": "IPNPIHIZVLFAFP-UHFFFAOYSA-N",
"smiles": "BrP(Br)Br"
},
"smiles": "BrP(Br)Br",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "4496",
"routeId": "sa_3459086096d438245ddaf70c",
"moleculeId": "sa_1b5901d9c450a7cf4577bbc8",
"parentId": "4494",
"isLeaf": false,
"molecule": {
"id": "sa_1b5901d9c450a7cf4577bbc8",
"inchikey": "VADDFWORRHVZMM-UHFFFAOYSA-N",
"smiles": "CC(=Cc1ccc(C(C)(C)C)cc1)CO"
},
"smiles": "CC(=Cc1ccc(C(C)(C)C)cc1)CO",
"reactionStepId": "sa_8945c5ff95d1a60e14cbc257",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US04241058;;75938\",\"rsmi\":\"[CH3:1][C:2](=[CH:3][c:4]1[cH:5][cH:6][c:7]([C:8]([CH3:9])([CH3:10])[CH3:11])[cH:12][cH:13]1)[CH:14]=[O:15]>CO.B.[Na+]>[CH3:1][C:2](=[CH:3][c:4]1[cH:5][cH:6][c:7]([C:8]([CH3:9])([CH3:10])[CH3:11])[cH:12][cH:13]1)[CH2:14][OH:15]\"},\"mapped_reaction_smiles\":\"[CH3:1][C:2](=[CH:3][c:4]1[cH:5][cH:6][c:7]([C:8]([CH3:9])([CH3:10])[CH3:11])[cH:12][cH:13]1)[CH:14]=[O:15]>CO.B.[Na+]>[CH3:1][C:2](=[CH:3][c:4]1[cH:5][cH:6][c:7]([C:8]([CH3:9])([CH3:10])[CH3:11])[cH:12][cH:13]1)[CH2:14][OH:15]\"}",
"reactionStep": {
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"reactionHash": "d5a9aaae32fe39d03745b61ebfe56c841ef97cf4d820f8d9c591752788a0440a"
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"children": [
{
"id": "4497",
"routeId": "sa_3459086096d438245ddaf70c",
"moleculeId": "sa_eb2ec116d79c461b4a092531",
"parentId": "4496",
"isLeaf": false,
"molecule": {
"id": "sa_eb2ec116d79c461b4a092531",
"inchikey": "ZZSXZEFWZXSQPX-UHFFFAOYSA-N",
"smiles": "CC(C=O)=Cc1ccc(C(C)(C)C)cc1"
},
"smiles": "CC(C=O)=Cc1ccc(C(C)(C)C)cc1",
"reactionStepId": "sa_179dc98cb14e0b9c2092255f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US04241058;;75936\",\"rsmi\":\"O=[CH:5][c:6]1[cH:7][cH:8][c:9]([C:10]([CH3:11])([CH3:12])[CH3:13])[cH:14][cH:15]1.[CH3:1][CH2:2][CH:3]=[O:4]>CC(=O)O.CO.[K+].O>[CH3:1][C:2]([CH:3]=[O:4])=[CH:5][c:6]1[cH:7][cH:8][c:9]([C:10]([CH3:11])([CH3:12])[CH3:13])[cH:14][cH:15]1\"},\"mapped_reaction_smiles\":\"O=[CH:5][c:6]1[cH:7][cH:8][c:9]([C:10]([CH3:11])([CH3:12])[CH3:13])[cH:14][cH:15]1.[CH3:1][CH2:2][CH:3]=[O:4]>CC(=O)O.CO.[K+].O>[CH3:1][C:2]([CH:3]=[O:4])=[CH:5][c:6]1[cH:7][cH:8][c:9]([C:10]([CH3:11])([CH3:12])[CH3:13])[cH:14][cH:15]1\"}",
"reactionStep": {
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"reactionHash": "6dced5b20f3c67ddac4e736806f1a1e203295eff1747e0e5e1e481cf81066dcc"
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"children": [
{
"id": "4498",
"routeId": "sa_3459086096d438245ddaf70c",
"moleculeId": "sa_8359fc232f5466a858c8af4e",
"parentId": "4497",
"isLeaf": true,
"molecule": {
"id": "sa_8359fc232f5466a858c8af4e",
"inchikey": "NBBJYMSMWIIQGU-UHFFFAOYSA-N",
"smiles": "CCC=O"
},
"smiles": "CCC=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "4499",
"routeId": "sa_3459086096d438245ddaf70c",
"moleculeId": "sa_1b2934177e3630f9223495fb",
"parentId": "4497",
"isLeaf": true,
"molecule": {
"id": "sa_1b2934177e3630f9223495fb",
"inchikey": "OTXINXDGSUFPNU-UHFFFAOYSA-N",
"smiles": "CC(C)(C)c1ccc(C=O)cc1"
},
"smiles": "CC(C)(C)c1ccc(C=O)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
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"children": []
}
]
}
]
}
]
}
]
}
]
}
]
}
}