Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC(C)(C)OC(=O)N[C@H](CCC#N)c1ccc(Cl)c(Cl)c1
InChiKey
NGXAOMXBYNBNFO-CYBMUJFWSA-N
Route Signature
b040ad138f6e79e7d42a550baf95e653836b6a73d7aa6579d52739399df43398
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_5308b88d879baae4054b974b",
"signature": "b040ad138f6e79e7d42a550baf95e653836b6a73d7aa6579d52739399df43398",
"contentHash": "e5cd9ff7bb07cb792c7a38ad44d02fb7746935c77e32009e848a3ebe7f63aae2",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_0f8b537c24a432304510ef26",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-01411",
"moleculeId": "sa_55c8a02fb98a9b6b0c663031",
"smiles": "CC(C)(C)OC(=O)N[C@H](CCC#N)c1ccc(Cl)c(Cl)c1",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_55c8a02fb98a9b6b0c663031",
"inchikey": "NGXAOMXBYNBNFO-CYBMUJFWSA-N",
"smiles": "CC(C)(C)OC(=O)N[C@H](CCC#N)c1ccc(Cl)c(Cl)c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "5558",
"routeId": "sa_5308b88d879baae4054b974b",
"moleculeId": "sa_55c8a02fb98a9b6b0c663031",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_55c8a02fb98a9b6b0c663031",
"inchikey": "NGXAOMXBYNBNFO-CYBMUJFWSA-N",
"smiles": "CC(C)(C)OC(=O)N[C@H](CCC#N)c1ccc(Cl)c(Cl)c1"
},
"smiles": "CC(C)(C)OC(=O)N[C@H](CCC#N)c1ccc(Cl)c(Cl)c1",
"reactionStepId": "sa_b94d58bf8a7984f7f9ac107f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20130338140A1;0866;1462753\",\"rsmi\":\"I[CH2:11][CH2:10][C@@H:9]([NH:8][C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[c:14]1[cH:15][c:16]([Cl:17])[c:18]([Cl:19])[cH:20][cH:21]1.[CH:12]#[N:13]>CS(C)=O.O.[Na+]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][C@H:9]([CH2:10][CH2:11][C:12]#[N:13])[c:14]1[cH:15][c:16]([Cl:17])[c:18]([Cl:19])[cH:20][cH:21]1\"},\"mapped_reaction_smiles\":\"I[CH2:11][CH2:10][C@@H:9]([NH:8][C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[c:14]1[cH:15][c:16]([Cl:17])[c:18]([Cl:19])[cH:20][cH:21]1.[CH:12]#[N:13]>CS(C)=O.O.[Na+]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][C@H:9]([CH2:10][CH2:11][C:12]#[N:13])[c:14]1[cH:15][c:16]([Cl:17])[c:18]([Cl:19])[cH:20][cH:21]1\"}",
"reactionStep": {
"id": "sa_b94d58bf8a7984f7f9ac107f",
"reactionHash": "5bb37b8652d447e8d509bc90d21633a18ca6f07f2342905011798fa2dbb9a1fd"
},
"children": [
{
"id": "5559",
"routeId": "sa_5308b88d879baae4054b974b",
"moleculeId": "sa_5995aff3aeff665a1f3e984d",
"parentId": "5558",
"isLeaf": true,
"molecule": {
"id": "sa_5995aff3aeff665a1f3e984d",
"inchikey": "LELOWRISYMNNSU-UHFFFAOYSA-N",
"smiles": "C#N"
},
"smiles": "C#N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "5560",
"routeId": "sa_5308b88d879baae4054b974b",
"moleculeId": "sa_7095e2f61575d3282e51d4ec",
"parentId": "5558",
"isLeaf": false,
"molecule": {
"id": "sa_7095e2f61575d3282e51d4ec",
"inchikey": "YLAOKMBVTRYCPU-GFCCVEGCSA-N",
"smiles": "CC(C)(C)OC(=O)N[C@H](CCI)c1ccc(Cl)c(Cl)c1"
},
"smiles": "CC(C)(C)OC(=O)N[C@H](CCI)c1ccc(Cl)c(Cl)c1",
"reactionStepId": "sa_99595fe274e5345ad2307200",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20130338140A1;0864;1462752\",\"rsmi\":\"CS(=O)(=O)O[CH2:11][CH2:10][C@@H:9]([NH:8][C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[c:13]1[cH:14][c:15]([Cl:16])[c:17]([Cl:18])[cH:19][cH:20]1.[IH:12]>C1CCOC1.CC(C)=O.O.[Na+]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][C@H:9]([CH2:10][CH2:11][I:12])[c:13]1[cH:14][c:15]([Cl:16])[c:17]([Cl:18])[cH:19][cH:20]1\"},\"mapped_reaction_smiles\":\"CS(=O)(=O)O[CH2:11][CH2:10][C@@H:9]([NH:8][C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[c:13]1[cH:14][c:15]([Cl:16])[c:17]([Cl:18])[cH:19][cH:20]1.[IH:12]>C1CCOC1.CC(C)=O.O.[Na+]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][C@H:9]([CH2:10][CH2:11][I:12])[c:13]1[cH:14][c:15]([Cl:16])[c:17]([Cl:18])[cH:19][cH:20]1\"}",
"reactionStep": {
"id": "sa_99595fe274e5345ad2307200",
"reactionHash": "5154411e1b401a2b50bd332cad724e9e6976a8c3f084cfd25f28d5b857c97366"
},
"children": [
{
"id": "5561",
"routeId": "sa_5308b88d879baae4054b974b",
"moleculeId": "sa_81afad8190a948b1d65503a4",
"parentId": "5560",
"isLeaf": false,
"molecule": {
"id": "sa_81afad8190a948b1d65503a4",
"inchikey": "NNZYALZCCIRROT-CYBMUJFWSA-N",
"smiles": "CC(C)(C)OC(=O)N[C@H](CCOS(C)(=O)=O)c1ccc(Cl)c(Cl)c1"
},
"smiles": "CC(C)(C)OC(=O)N[C@H](CCOS(C)(=O)=O)c1ccc(Cl)c(Cl)c1",
"reactionStepId": "sa_aae49b2cf670b12b1d6c9bbc",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20130338140A1;0862;1462751\",\"rsmi\":\"Cl[S:13]([CH3:14])(=[O:15])=[O:16].[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][C@H:9]([CH2:10][CH2:11][OH:12])[c:17]1[cH:18][c:19]([Cl:20])[c:21]([Cl:22])[cH:23][cH:24]1>C1CCOC1.CCOC(C)=O>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][C@H:9]([CH2:10][CH2:11][O:12][S:13]([CH3:14])(=[O:15])=[O:16])[c:17]1[cH:18][c:19]([Cl:20])[c:21]([Cl:22])[cH:23][cH:24]1\"},\"mapped_reaction_smiles\":\"Cl[S:13]([CH3:14])(=[O:15])=[O:16].[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][C@H:9]([CH2:10][CH2:11][OH:12])[c:17]1[cH:18][c:19]([Cl:20])[c:21]([Cl:22])[cH:23][cH:24]1>C1CCOC1.CCOC(C)=O>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][C@H:9]([CH2:10][CH2:11][O:12][S:13]([CH3:14])(=[O:15])=[O:16])[c:17]1[cH:18][c:19]([Cl:20])[c:21]([Cl:22])[cH:23][cH:24]1\"}",
"reactionStep": {
"id": "sa_aae49b2cf670b12b1d6c9bbc",
"reactionHash": "6e4b4ccdc09b1f8149f43c264b41f8d53dbc51b94651999414159c1689cb62be"
},
"children": [
{
"id": "5562",
"routeId": "sa_5308b88d879baae4054b974b",
"moleculeId": "sa_493f8bc98f7c3c90a6ff7493",
"parentId": "5561",
"isLeaf": false,
"molecule": {
"id": "sa_493f8bc98f7c3c90a6ff7493",
"inchikey": "GERCIEUFEWCELG-GFCCVEGCSA-N",
"smiles": "CC(C)(C)OC(=O)N[C@H](CCO)c1ccc(Cl)c(Cl)c1"
},
"smiles": "CC(C)(C)OC(=O)N[C@H](CCO)c1ccc(Cl)c(Cl)c1",
"reactionStepId": "sa_8155affcf4117ea73a77991e",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20130338140A1;0593;1462672\",\"rsmi\":\"CC(C)(C)OC(=O)O[C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7].[NH2:8][C@H:9]([CH2:10][CH2:11][OH:12])[c:13]1[cH:14][c:15]([Cl:16])[c:17]([Cl:18])[cH:19][cH:20]1>C1CCOC1.CCOCC.[Na+].O>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][C@H:9]([CH2:10][CH2:11][OH:12])[c:13]1[cH:14][c:15]([Cl:16])[c:17]([Cl:18])[cH:19][cH:20]1\"},\"mapped_reaction_smiles\":\"CC(C)(C)OC(=O)O[C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7].[NH2:8][C@H:9]([CH2:10][CH2:11][OH:12])[c:13]1[cH:14][c:15]([Cl:16])[c:17]([Cl:18])[cH:19][cH:20]1>C1CCOC1.CCOCC.[Na+].O>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][C@H:9]([CH2:10][CH2:11][OH:12])[c:13]1[cH:14][c:15]([Cl:16])[c:17]([Cl:18])[cH:19][cH:20]1\"}",
"reactionStep": {
"id": "sa_8155affcf4117ea73a77991e",
"reactionHash": "540f522dd2aaaccaf8d8acdb0768d865a06ec2154512e80dcff942dfe4ec6a76"
},
"children": [
{
"id": "5563",
"routeId": "sa_5308b88d879baae4054b974b",
"moleculeId": "sa_e841e214fcb36ce690621f17",
"parentId": "5562",
"isLeaf": false,
"molecule": {
"id": "sa_e841e214fcb36ce690621f17",
"inchikey": "CFNAMLAVUTUGPM-SECBINFHSA-N",
"smiles": "N[C@H](CCO)c1ccc(Cl)c(Cl)c1"
},
"smiles": "N[C@H](CCO)c1ccc(Cl)c(Cl)c1",
"reactionStepId": "sa_53aa44423fe2c9e8d2d9a7bd",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20130338140A1;0591;1462671\",\"rsmi\":\"O=[C:4]([CH2:3][C@@H:2]([NH2:1])[c:6]1[cH:7][c:8]([Cl:9])[c:10]([Cl:11])[cH:12][cH:13]1)[OH:5]>C1CCOC1.[Al+3].[HH].[HH].[HH].[HH].[Li+]>[NH2:1][C@H:2]([CH2:3][CH2:4][OH:5])[c:6]1[cH:7][c:8]([Cl:9])[c:10]([Cl:11])[cH:12][cH:13]1\"},\"mapped_reaction_smiles\":\"O=[C:4]([CH2:3][C@@H:2]([NH2:1])[c:6]1[cH:7][c:8]([Cl:9])[c:10]([Cl:11])[cH:12][cH:13]1)[OH:5]>C1CCOC1.[Al+3].[HH].[HH].[HH].[HH].[Li+]>[NH2:1][C@H:2]([CH2:3][CH2:4][OH:5])[c:6]1[cH:7][c:8]([Cl:9])[c:10]([Cl:11])[cH:12][cH:13]1\"}",
"reactionStep": {
"id": "sa_53aa44423fe2c9e8d2d9a7bd",
"reactionHash": "c05d56489519eade4ecd1019a6d3b7c4fa95ff7e3c5b4eaefa2f19b2fe6d977d"
},
"children": [
{
"id": "5564",
"routeId": "sa_5308b88d879baae4054b974b",
"moleculeId": "sa_0fd13055632c070ee153e20b",
"parentId": "5563",
"isLeaf": true,
"molecule": {
"id": "sa_0fd13055632c070ee153e20b",
"inchikey": "ACJWNKAQMZQVBW-MRVPVSSYSA-N",
"smiles": "N[C@H](CC(=O)O)c1ccc(Cl)c(Cl)c1"
},
"smiles": "N[C@H](CC(=O)O)c1ccc(Cl)c(Cl)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "5565",
"routeId": "sa_5308b88d879baae4054b974b",
"moleculeId": "sa_b273d4d4546165bca2b249b5",
"parentId": "5562",
"isLeaf": true,
"molecule": {
"id": "sa_b273d4d4546165bca2b249b5",
"inchikey": "DYHSDKLCOJIUFX-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C"
},
"smiles": "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "5566",
"routeId": "sa_5308b88d879baae4054b974b",
"moleculeId": "sa_d2a31ea58046b00856f61ca5",
"parentId": "5561",
"isLeaf": true,
"molecule": {
"id": "sa_d2a31ea58046b00856f61ca5",
"inchikey": "QARBMVPHQWIHKH-UHFFFAOYSA-N",
"smiles": "CS(=O)(=O)Cl"
},
"smiles": "CS(=O)(=O)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "5567",
"routeId": "sa_5308b88d879baae4054b974b",
"moleculeId": "sa_bc906e425e53d363266dfe60",
"parentId": "5560",
"isLeaf": true,
"molecule": {
"id": "sa_bc906e425e53d363266dfe60",
"inchikey": "XMBWDFGMSWQBCA-UHFFFAOYSA-N",
"smiles": "I"
},
"smiles": "I",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}