Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COCCCCC(Nc1ccc(C(=O)N(C)CCC(=O)O)cc1)c1oc2ccc(OC)cc2c1C
InChiKey
KBVNDUSNWXCJHC-UHFFFAOYSA-N
Route Content Hash
97a5f8373850a98ea6773ab92c5776d3a183e5a417669ad9a5618778f7a8a460
Route Signature
0f00ef0d2457fd03b6962c2d609f4e4cefd792725bc264220610eb95b9a86806
Synthesis route with 8 steps
Scroll to zoom. Drag to pan. Nodes marked in green are in stock.
Route tree structure (JSON format)
{
"route": {
"id": "cmisc045000hp3oddmk10vzyb",
"signature": "0f00ef0d2457fd03b6962c2d609f4e4cefd792725bc264220610eb95b9a86806",
"contentHash": "97a5f8373850a98ea6773ab92c5776d3a183e5a417669ad9a5618778f7a8a460",
"length": 8,
"isConvergent": false
},
"target": {
"id": "cmisc045000ho3oddk1968huf",
"benchmarkSetId": "cmisc03z600003oddt8xnrkvq",
"targetId": "n5-00468",
"moleculeId": "svce7dhbqvwtfz2unujm2o7q",
"routeLength": 8,
"isConvergent": false,
"metadata": "{}",
"molecule": {
"id": "svce7dhbqvwtfz2unujm2o7q",
"inchikey": "KBVNDUSNWXCJHC-UHFFFAOYSA-N",
"smiles": "COCCCCC(Nc1ccc(C(=O)N(C)CCC(=O)O)cc1)c1oc2ccc(OC)cc2c1C"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "cmisc045100hq3oddv07xx1xu",
"routeId": "cmisc045000hp3oddmk10vzyb",
"moleculeId": "svce7dhbqvwtfz2unujm2o7q",
"parentId": null,
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US08436043B2;2097;1319490\",\"rsmi\":\"CC[O:21][C:19]([CH2:18][CH2:17][N:15]([C:13]([c:12]1[cH:11][cH:10][c:9]([NH:8][CH:7]([CH2:6][CH2:5][CH2:4][CH2:3][O:2][CH3:1])[c:24]2[c:25]([CH3:26])[c:27]3[c:28]([cH:29][cH:30][c:31]([O:32][CH3:33])[cH:34]3)[o:35]2)[cH:23][cH:22]1)=[O:14])[CH3:16])=[O:20]>C1CCOC1.CCO.[Na+].O>[CH3:1][O:2][CH2:3][CH2:4][CH2:5][CH2:6][CH:7]([NH:8][c:9]1[cH:10][cH:11][c:12]([C:13](=[O:14])[N:15]([CH3:16])[CH2:17][CH2:18][C:19](=[O:20])[OH:21])[cH:22][cH:23]1)[c:24]1[c:25]([CH3:26])[c:27]2[c:28]([cH:29][cH:30][c:31]([O:32][CH3:33])[cH:34]2)[o:35]1\"}",
"molecule": {
"id": "svce7dhbqvwtfz2unujm2o7q",
"inchikey": "KBVNDUSNWXCJHC-UHFFFAOYSA-N",
"smiles": "COCCCCC(Nc1ccc(C(=O)N(C)CCC(=O)O)cc1)c1oc2ccc(OC)cc2c1C"
},
"children": [
{
"id": "cmisc045100hr3odd1tbp40s1",
"routeId": "cmisc045000hp3oddmk10vzyb",
"moleculeId": "n4xart70paj0twllne2hr5ub",
"parentId": "cmisc045100hq3oddv07xx1xu",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US08436043B2;2095;1319489\",\"rsmi\":\"O[C:10](=[O:11])[c:12]1[cH:13][cH:14][c:15]([NH:16][CH:17]([CH2:18][CH2:19][CH2:20][CH2:21][O:22][CH3:23])[c:24]2[c:25]([CH3:26])[c:27]3[c:28]([cH:29][cH:30][c:31]([O:32][CH3:33])[cH:34]3)[o:35]2)[cH:36][cH:37]1.[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][CH2:7][NH:8][CH3:9]>CCN(CC)CC.CCN=C=NCCCN(C)C.CN(C)C=O.Cl.O.On1nnc2ccccc21.Cl.N>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][CH2:7][N:8]([CH3:9])[C:10](=[O:11])[c:12]1[cH:13][cH:14][c:15]([NH:16][CH:17]([CH2:18][CH2:19][CH2:20][CH2:21][O:22][CH3:23])[c:24]2[c:25]([CH3:26])[c:27]3[c:28]([cH:29][cH:30][c:31]([O:32][CH3:33])[cH:34]3)[o:35]2)[cH:36][cH:37]1\"}",
"molecule": {
"id": "n4xart70paj0twllne2hr5ub",
"inchikey": "ZJPATCZHVBYFNW-UHFFFAOYSA-N",
"smiles": "CCOC(=O)CCN(C)C(=O)c1ccc(NC(CCCCOC)c2oc3ccc(OC)cc3c2C)cc1"
},
"children": [
{
"id": "cmisc045100hs3oddsied2e95",
"routeId": "cmisc045000hp3oddmk10vzyb",
"moleculeId": "e0mrqhb8a1twmx3nfpir34qa",
"parentId": "cmisc045100hr3odd1tbp40s1",
"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
"id": "e0mrqhb8a1twmx3nfpir34qa",
"inchikey": "XVIJMHJTEHBUJI-UHFFFAOYSA-N",
"smiles": "CCOC(=O)CCNC"
},
"children": []
},
{
"id": "cmisc045100ht3oddrdgavxu6",
"routeId": "cmisc045000hp3oddmk10vzyb",
"moleculeId": "q4ro0532vt3p53b4g7s6vk4q",
"parentId": "cmisc045100hr3odd1tbp40s1",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US08436043B2;2088;1319486\",\"rsmi\":\"C[O:15][C:13]([c:12]1[cH:11][cH:10][c:9]([NH:8][CH:7]([CH2:6][CH2:5][CH2:4][CH2:3][O:2][CH3:1])[c:18]2[c:19]([CH3:20])[c:21]3[c:22]([cH:23][cH:24][c:25]([O:26][CH3:27])[cH:28]3)[o:29]2)[cH:17][cH:16]1)=[O:14]>C1CCOC1.CCO.[Na+].O>[CH3:1][O:2][CH2:3][CH2:4][CH2:5][CH2:6][CH:7]([NH:8][c:9]1[cH:10][cH:11][c:12]([C:13](=[O:14])[OH:15])[cH:16][cH:17]1)[c:18]1[c:19]([CH3:20])[c:21]2[c:22]([cH:23][cH:24][c:25]([O:26][CH3:27])[cH:28]2)[o:29]1\"}",
"molecule": {
"id": "q4ro0532vt3p53b4g7s6vk4q",
"inchikey": "XNIQZHYZFKDLKM-UHFFFAOYSA-N",
"smiles": "COCCCCC(Nc1ccc(C(=O)O)cc1)c1oc2ccc(OC)cc2c1C"
},
"children": [
{
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"moleculeId": "uvn7icdhody18t3c8v6q9vkw",
"parentId": "cmisc045100ht3oddrdgavxu6",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US08436043B2;2086;1319485\",\"rsmi\":\"O=[C:7]([CH2:6][CH2:5][CH2:4][CH2:3][O:2][CH3:1])[c:19]1[c:20]([CH3:21])[c:22]2[c:23]([cH:24][cH:25][c:26]([O:27][CH3:28])[cH:29]2)[o:30]1.[NH2:8][c:9]1[cH:10][cH:11][c:12]([C:13](=[O:14])[O:15][CH3:16])[cH:17][cH:18]1>C1CCOC1.CC(=O)O.CCN(CC)CC.ClCCl.Cl[Ti](Cl)(Cl)Cl.O=C(O)O.BC#N.[Na+].[Na+]>[CH3:1][O:2][CH2:3][CH2:4][CH2:5][CH2:6][CH:7]([NH:8][c:9]1[cH:10][cH:11][c:12]([C:13](=[O:14])[O:15][CH3:16])[cH:17][cH:18]1)[c:19]1[c:20]([CH3:21])[c:22]2[c:23]([cH:24][cH:25][c:26]([O:27][CH3:28])[cH:29]2)[o:30]1\"}",
"molecule": {
"id": "uvn7icdhody18t3c8v6q9vkw",
"inchikey": "WOZWAZMACUDATB-UHFFFAOYSA-N",
"smiles": "COCCCCC(Nc1ccc(C(=O)OC)cc1)c1oc2ccc(OC)cc2c1C"
},
"children": [
{
"id": "cmisc045200hv3oddzo4r4dpo",
"routeId": "cmisc045000hp3oddmk10vzyb",
"moleculeId": "l4q1pfn1q0k7jiqjghjurizz",
"parentId": "cmisc045100hu3oddte1j9gk6",
"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
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"smiles": "COC(=O)c1ccc(N)cc1"
},
"children": []
},
{
"id": "cmisc045200hw3oddxjgio00c",
"routeId": "cmisc045000hp3oddmk10vzyb",
"moleculeId": "vr628b8q7vdt7z9w22xu29du",
"parentId": "cmisc045100hu3oddte1j9gk6",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US08436043B2;2084;1319484\",\"rsmi\":\"Cl[CH2:3][CH2:4][CH2:5][CH2:6][C:7](=[O:8])[c:9]1[c:10]([CH3:11])[c:12]2[c:13]([cH:14][cH:15][c:16]([O:17][CH3:18])[cH:19]2)[o:20]1.[CH3:1][OH:2]>CO.I.[Na+].[Na+]>[CH3:1][O:2][CH2:3][CH2:4][CH2:5][CH2:6][C:7](=[O:8])[c:9]1[c:10]([CH3:11])[c:12]2[c:13]([cH:14][cH:15][c:16]([O:17][CH3:18])[cH:19]2)[o:20]1\"}",
"molecule": {
"id": "vr628b8q7vdt7z9w22xu29du",
"inchikey": "KIJNMJBJPQPTND-UHFFFAOYSA-N",
"smiles": "COCCCCC(=O)c1oc2ccc(OC)cc2c1C"
},
"children": [
{
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"moleculeId": "y790ioi31weqeg9ahm6kojx2",
"parentId": "cmisc045200hw3oddxjgio00c",
"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
"id": "y790ioi31weqeg9ahm6kojx2",
"inchikey": "OKKJLVBELUTLKV-UHFFFAOYSA-N",
"smiles": "CO"
},
"children": []
},
{
"id": "cmisc045200hy3odd9hbk2zxe",
"routeId": "cmisc045000hp3oddmk10vzyb",
"moleculeId": "o0r8wo8c5bcrxfvd0cqj1sai",
"parentId": "cmisc045200hw3oddxjgio00c",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US08436043B2;2061;1319475\",\"rsmi\":\"Cl[C:11](=[O:12])[CH2:13][CH2:14][CH2:15][CH2:16][Cl:17].[CH3:1][O:2][c:3]1[cH:4][c:5]2[c:6]([cH:7][cH:8]1)[o:9][cH:10][c:18]2[CH3:19]>C[N+](=O)[O-].O.[Al+3].Cl.Cl.Cl>[CH3:1][O:2][c:3]1[cH:4][c:5]2[c:6]([cH:7][cH:8]1)[o:9][c:10]([C:11](=[O:12])[CH2:13][CH2:14][CH2:15][CH2:16][Cl:17])[c:18]2[CH3:19]\"}",
"molecule": {
"id": "o0r8wo8c5bcrxfvd0cqj1sai",
"inchikey": "JCHMVKONNHIOFK-UHFFFAOYSA-N",
"smiles": "COc1ccc2oc(C(=O)CCCCCl)c(C)c2c1"
},
"children": [
{
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"routeId": "cmisc045000hp3oddmk10vzyb",
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"metadata": "{\"ID\":\"US08436043B2;1919;1319421\",\"rsmi\":\"O=C(O)[CH2:10][O:9][c:6]1[c:5]([C:11](=O)[CH3:12])[cH:4][c:3]([O:2][CH3:1])[cH:8][cH:7]1>CC(=O)O.CC(=O)OC(C)=O.O>[CH3:1][O:2][c:3]1[cH:4][c:5]2[c:6]([cH:7][cH:8]1)[o:9][cH:10][c:11]2[CH3:12]\"}",
"molecule": {
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"children": [
{
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"metadata": "{\"ID\":\"US08436043B2;1917;1319420\",\"rsmi\":\"C[O:14][C:12]([CH2:11]Br)=[O:13].[CH3:1][O:2][c:3]1[cH:4][c:5]([C:6]([CH3:7])=[O:8])[c:9]([OH:10])[cH:15][cH:16]1>C1CCOC1.CCO.CN(C)C=O.O=C(O)O.[K+].[K+].[Na+].O>[CH3:1][O:2][c:3]1[cH:4][c:5]([C:6]([CH3:7])=[O:8])[c:9]([O:10][CH2:11][C:12](=[O:13])[OH:14])[cH:15][cH:16]1\"}",
"molecule": {
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"smiles": "COc1ccc(OCC(=O)O)c(C(C)=O)c1"
},
"children": [
{
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"molecule": {
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"smiles": "COC(=O)CBr"
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{
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}
]
}
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},
{
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"molecule": {
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}
]
}
]
}
]
}
]
}
]
}
}