Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CN(C)CCNC(=O)Cc1cc(C(=O)c2ccco2)sc1-c1ccc(C#N)cc1
InChiKey
QGBDROLGNIGKIL-UHFFFAOYSA-N
Route Signature
114184395071437718e3b6c962471722e2c954d6c3242d40a6c502817ab9ceb0
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_99ca67b3d377f4c93617edf0",
"signature": "114184395071437718e3b6c962471722e2c954d6c3242d40a6c502817ab9ceb0",
"contentHash": "ff1e05afdadeab2b041b7c11e4aeca8cf941357cd2369931ed94782905c57423",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_dd917c204c1f4752f97ea2e2",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-00824",
"moleculeId": "sa_8a7887b50d06e9e3da8f9ac3",
"smiles": "CN(C)CCNC(=O)Cc1cc(C(=O)c2ccco2)sc1-c1ccc(C#N)cc1",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_8a7887b50d06e9e3da8f9ac3",
"inchikey": "QGBDROLGNIGKIL-UHFFFAOYSA-N",
"smiles": "CN(C)CCNC(=O)Cc1cc(C(=O)c2ccco2)sc1-c1ccc(C#N)cc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 2
},
"rootNode": {
"id": "4925",
"routeId": "sa_99ca67b3d377f4c93617edf0",
"moleculeId": "sa_8a7887b50d06e9e3da8f9ac3",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_8a7887b50d06e9e3da8f9ac3",
"inchikey": "QGBDROLGNIGKIL-UHFFFAOYSA-N",
"smiles": "CN(C)CCNC(=O)Cc1cc(C(=O)c2ccco2)sc1-c1ccc(C#N)cc1"
},
"smiles": "CN(C)CCNC(=O)Cc1cc(C(=O)c2ccco2)sc1-c1ccc(C#N)cc1",
"reactionStepId": "sa_425e668f8c968d03af335db0",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150197530A1;0192;1722457\",\"rsmi\":\"O[C:7](=[O:8])[CH2:9][c:10]1[c:11](-[c:12]2[cH:13][cH:14][c:15]([C:16]#[N:17])[cH:18][cH:19]2)[s:20][c:21]([C:22](=[O:23])[c:24]2[cH:25][cH:26][cH:27][o:28]2)[cH:29]1.[CH3:1][N:2]([CH3:3])[CH2:4][CH2:5][NH2:6]>CCN=C=NCCCN(C)C.CN(C)C=O.Cl.ClCCl.O.On1nnc2ccccc21>[CH3:1][N:2]([CH3:3])[CH2:4][CH2:5][NH:6][C:7](=[O:8])[CH2:9][c:10]1[c:11](-[c:12]2[cH:13][cH:14][c:15]([C:16]#[N:17])[cH:18][cH:19]2)[s:20][c:21]([C:22](=[O:23])[c:24]2[cH:25][cH:26][cH:27][o:28]2)[cH:29]1\"},\"mapped_reaction_smiles\":\"O[C:7](=[O:8])[CH2:9][c:10]1[c:11](-[c:12]2[cH:13][cH:14][c:15]([C:16]#[N:17])[cH:18][cH:19]2)[s:20][c:21]([C:22](=[O:23])[c:24]2[cH:25][cH:26][cH:27][o:28]2)[cH:29]1.[CH3:1][N:2]([CH3:3])[CH2:4][CH2:5][NH2:6]>CCN=C=NCCCN(C)C.CN(C)C=O.Cl.ClCCl.O.On1nnc2ccccc21>[CH3:1][N:2]([CH3:3])[CH2:4][CH2:5][NH:6][C:7](=[O:8])[CH2:9][c:10]1[c:11](-[c:12]2[cH:13][cH:14][c:15]([C:16]#[N:17])[cH:18][cH:19]2)[s:20][c:21]([C:22](=[O:23])[c:24]2[cH:25][cH:26][cH:27][o:28]2)[cH:29]1\"}",
"reactionStep": {
"id": "sa_425e668f8c968d03af335db0",
"reactionHash": "5bffaa163924fdfed85a1ccf8f1e9920bf454139111dcbd87efa52ec73ff7749"
},
"children": [
{
"id": "4926",
"routeId": "sa_99ca67b3d377f4c93617edf0",
"moleculeId": "sa_f26b74c4ec28c4c03fe2dbe3",
"parentId": "4925",
"isLeaf": true,
"molecule": {
"id": "sa_f26b74c4ec28c4c03fe2dbe3",
"inchikey": "DILRJUIACXKSQE-UHFFFAOYSA-N",
"smiles": "CN(C)CCN"
},
"smiles": "CN(C)CCN",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "4927",
"routeId": "sa_99ca67b3d377f4c93617edf0",
"moleculeId": "sa_7bb98e86d414142a172ad06f",
"parentId": "4925",
"isLeaf": false,
"molecule": {
"id": "sa_7bb98e86d414142a172ad06f",
"inchikey": "OLSUTXPARXPRNX-UHFFFAOYSA-N",
"smiles": "N#Cc1ccc(-c2sc(C(=O)c3ccco3)cc2CC(=O)O)cc1"
},
"smiles": "N#Cc1ccc(-c2sc(C(=O)c3ccco3)cc2CC(=O)O)cc1",
"reactionStepId": "sa_605863cd46892835bf65a76b",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150197530A1;0191;1722456\",\"rsmi\":\"CC[O:12][C:10]([CH2:9][c:8]1[c:7](-[c:6]2[cH:5][cH:4][c:3]([C:2]#[N:1])[cH:24][cH:23]2)[s:22][c:14]([C:15](=[O:16])[c:17]2[cH:18][cH:19][cH:20][o:21]2)[cH:13]1)=[O:11]>C1CCOC1.CCO.[Na+].O>[N:1]#[C:2][c:3]1[cH:4][cH:5][c:6](-[c:7]2[c:8]([CH2:9][C:10](=[O:11])[OH:12])[cH:13][c:14]([C:15](=[O:16])[c:17]3[cH:18][cH:19][cH:20][o:21]3)[s:22]2)[cH:23][cH:24]1\"},\"mapped_reaction_smiles\":\"CC[O:12][C:10]([CH2:9][c:8]1[c:7](-[c:6]2[cH:5][cH:4][c:3]([C:2]#[N:1])[cH:24][cH:23]2)[s:22][c:14]([C:15](=[O:16])[c:17]2[cH:18][cH:19][cH:20][o:21]2)[cH:13]1)=[O:11]>C1CCOC1.CCO.[Na+].O>[N:1]#[C:2][c:3]1[cH:4][cH:5][c:6](-[c:7]2[c:8]([CH2:9][C:10](=[O:11])[OH:12])[cH:13][c:14]([C:15](=[O:16])[c:17]3[cH:18][cH:19][cH:20][o:21]3)[s:22]2)[cH:23][cH:24]1\"}",
"reactionStep": {
"id": "sa_605863cd46892835bf65a76b",
"reactionHash": "fd5b79197b4410cc7cbf5fc2bfe3152e9f555fe76caa887407a74c2a5c8ca639"
},
"children": [
{
"id": "4928",
"routeId": "sa_99ca67b3d377f4c93617edf0",
"moleculeId": "sa_7b0c68a196446196b190f4a6",
"parentId": "4927",
"isLeaf": false,
"molecule": {
"id": "sa_7b0c68a196446196b190f4a6",
"inchikey": "PLEAIJHOQXMHGE-UHFFFAOYSA-N",
"smiles": "CCOC(=O)Cc1cc(C(=O)c2ccco2)sc1-c1ccc(C#N)cc1"
},
"smiles": "CCOC(=O)Cc1cc(C(=O)c2ccco2)sc1-c1ccc(C#N)cc1",
"reactionStepId": "sa_5dd0f49ade2449f05de2f75a",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150197530A1;0190;1722455\",\"rsmi\":\"I[c:9]1[cH:10][cH:11][c:12]([C:13]#[N:14])[cH:15][cH:16]1.[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][c:7]1[cH:8][s:17][c:18]([C:19](=[O:20])[c:21]2[cH:22][cH:23][cH:24][o:25]2)[cH:26]1>CS(C)=O.Cl[Pd](Cl)([PH](c1ccccc1)(c1ccccc1)c1ccccc1)[PH](c1ccccc1)(c1ccccc1)c1ccccc1.O.O=[N+]([O-])O.[Ag+].F.[K+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][c:7]1[c:8](-[c:9]2[cH:10][cH:11][c:12]([C:13]#[N:14])[cH:15][cH:16]2)[s:17][c:18]([C:19](=[O:20])[c:21]2[cH:22][cH:23][cH:24][o:25]2)[cH:26]1\"},\"mapped_reaction_smiles\":\"I[c:9]1[cH:10][cH:11][c:12]([C:13]#[N:14])[cH:15][cH:16]1.[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][c:7]1[cH:8][s:17][c:18]([C:19](=[O:20])[c:21]2[cH:22][cH:23][cH:24][o:25]2)[cH:26]1>CS(C)=O.Cl[Pd](Cl)([PH](c1ccccc1)(c1ccccc1)c1ccccc1)[PH](c1ccccc1)(c1ccccc1)c1ccccc1.O.O=[N+]([O-])O.[Ag+].F.[K+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][c:7]1[c:8](-[c:9]2[cH:10][cH:11][c:12]([C:13]#[N:14])[cH:15][cH:16]2)[s:17][c:18]([C:19](=[O:20])[c:21]2[cH:22][cH:23][cH:24][o:25]2)[cH:26]1\"}",
"reactionStep": {
"id": "sa_5dd0f49ade2449f05de2f75a",
"reactionHash": "0d717ffabb9a28cbb86bfc84dd66fa5e45c73216f041075b1385bd87fba566e2"
},
"children": [
{
"id": "4929",
"routeId": "sa_99ca67b3d377f4c93617edf0",
"moleculeId": "sa_e1c3b8d09ecf3e268ea3f2de",
"parentId": "4928",
"isLeaf": false,
"molecule": {
"id": "sa_e1c3b8d09ecf3e268ea3f2de",
"inchikey": "HWJLNUNQRPKZHW-UHFFFAOYSA-N",
"smiles": "CCOC(=O)Cc1csc(C(=O)c2ccco2)c1"
},
"smiles": "CCOC(=O)Cc1csc(C(=O)c2ccco2)c1",
"reactionStepId": "sa_8271e0d434b32d9a2755454c",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150197530A1;0189;1722454\",\"rsmi\":\"Cl[C:11](=[O:12])[c:13]1[cH:14][cH:15][cH:16][o:17]1.[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][c:7]1[cH:8][s:9][cH:10][cH:18]1>ClCCl.O.[Al+3].[Al+3].[Al+3].Cl.Cl.Cl.Cl.Cl.Cl.Cl.Cl.Cl>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][c:7]1[cH:8][s:9][c:10]([C:11](=[O:12])[c:13]2[cH:14][cH:15][cH:16][o:17]2)[cH:18]1\"},\"mapped_reaction_smiles\":\"Cl[C:11](=[O:12])[c:13]1[cH:14][cH:15][cH:16][o:17]1.[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][c:7]1[cH:8][s:9][cH:10][cH:18]1>ClCCl.O.[Al+3].[Al+3].[Al+3].Cl.Cl.Cl.Cl.Cl.Cl.Cl.Cl.Cl>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][c:7]1[cH:8][s:9][c:10]([C:11](=[O:12])[c:13]2[cH:14][cH:15][cH:16][o:17]2)[cH:18]1\"}",
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"molecule": {
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"smiles": "CCOC(=O)Cc1ccsc1"
},
"smiles": "CCOC(=O)Cc1ccsc1",
"reactionStepId": "sa_2dfffa37098dc9bb7c115c2d",
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"metadata": "{\"annotations\":{\"ID\":\"US20150197530A1;0181;1722450\",\"rsmi\":\"O[C:4](=[O:5])[CH2:6][c:7]1[cH:8][s:9][cH:10][cH:11]1.[CH3:1][CH2:2][OH:3]>O=S(=O)(O)O>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][c:7]1[cH:8][s:9][cH:10][cH:11]1\"},\"mapped_reaction_smiles\":\"O[C:4](=[O:5])[CH2:6][c:7]1[cH:8][s:9][cH:10][cH:11]1.[CH3:1][CH2:2][OH:3]>O=S(=O)(O)O>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][c:7]1[cH:8][s:9][cH:10][cH:11]1\"}",
"reactionStep": {
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"children": [
{
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"parentId": "4930",
"isLeaf": true,
"molecule": {
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"inchikey": "LFQSCWFLJHTTHZ-UHFFFAOYSA-N",
"smiles": "CCO"
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"smiles": "CCO",
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"children": []
},
{
"id": "4932",
"routeId": "sa_99ca67b3d377f4c93617edf0",
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"molecule": {
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"inchikey": "RCNOGGGBSSVMAS-UHFFFAOYSA-N",
"smiles": "O=C(O)Cc1ccsc1"
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"smiles": "O=C(O)Cc1ccsc1",
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{
"id": "4933",
"routeId": "sa_99ca67b3d377f4c93617edf0",
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"parentId": "4929",
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"molecule": {
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"inchikey": "OFTKFKYVSBNYEC-UHFFFAOYSA-N",
"smiles": "O=C(Cl)c1ccco1"
},
"smiles": "O=C(Cl)c1ccco1",
"reactionStepId": null,
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}
]
},
{
"id": "4934",
"routeId": "sa_99ca67b3d377f4c93617edf0",
"moleculeId": "sa_f1ebc43c59e88d3a7887c7b1",
"parentId": "4928",
"isLeaf": true,
"molecule": {
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"inchikey": "XOKDXPVXJWTSRM-UHFFFAOYSA-N",
"smiles": "N#Cc1ccc(I)cc1"
},
"smiles": "N#Cc1ccc(I)cc1",
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}
]
}
]
}
]
}
}