Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1cc(C(=O)Nc2cccc(C#Cc3cncc(C(=O)N=S(C)(=O)c4cccc(C(=O)O)c4)c3)c2)n(C)n1
InChiKey
WEBUBFJDLWAGJY-UHFFFAOYSA-N
Route Signature
373f9aab28f9deb072a8a4d88dcb39678adc6490011954ec74173fad0ef108dc
Synthesis route with 3 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_9a85d7cf9ce5971e3f97b60d",
"signature": "373f9aab28f9deb072a8a4d88dcb39678adc6490011954ec74173fad0ef108dc",
"contentHash": "fd7853f3d00e74e32991a7fafcadc9ac5d8e8728dee63ee4c538ba293d942c62",
"length": 3,
"isConvergent": true
},
"target": {
"id": "sa_a87550d278b732d7c2ec3454",
"benchmarkSetId": "7390a9c2522b1c81605e80a42a8de7c7ad9a5797d028633b54904bc78f091bb8",
"targetId": "n5-05173",
"moleculeId": "sa_3415494c2bb5f5bdfbc5fef6",
"smiles": "Cc1cc(C(=O)Nc2cccc(C#Cc3cncc(C(=O)N=S(C)(=O)c4cccc(C(=O)O)c4)c3)c2)n(C)n1",
"routeLength": 3,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_3415494c2bb5f5bdfbc5fef6",
"inchikey": "WEBUBFJDLWAGJY-UHFFFAOYSA-N",
"smiles": "Cc1cc(C(=O)Nc2cccc(C#Cc3cncc(C(=O)N=S(C)(=O)c4cccc(C(=O)O)c4)c3)c2)n(C)n1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "2729",
"routeId": "sa_9a85d7cf9ce5971e3f97b60d",
"moleculeId": "sa_3415494c2bb5f5bdfbc5fef6",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_3415494c2bb5f5bdfbc5fef6",
"inchikey": "WEBUBFJDLWAGJY-UHFFFAOYSA-N",
"smiles": "Cc1cc(C(=O)Nc2cccc(C#Cc3cncc(C(=O)N=S(C)(=O)c4cccc(C(=O)O)c4)c3)c2)n(C)n1"
},
"smiles": "Cc1cc(C(=O)Nc2cccc(C#Cc3cncc(C(=O)N=S(C)(=O)c4cccc(C(=O)O)c4)c3)c2)n(C)n1",
"reactionStepId": "sa_55d51374bbac471d71585581",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090099181A1;0362;690963\",\"rsmi\":\"C[O:35][C:33]([c:32]1[cH:31][cH:30][cH:29][c:28]([S:25](=[N:24][C:22]([c:21]2[cH:20][n:19][cH:18][c:17]([C:16]#[C:15][c:14]3[cH:13][cH:12][cH:11][c:10]([NH:9][C:7]([c:6]4[n:4]([CH3:5])[n:3][c:2]([CH3:1])[cH:39]4)=[O:8])[cH:38]3)[cH:37]2)=[O:23])([CH3:26])=[O:27])[cH:36]1)=[O:34]>C1CCOC1.CC(=O)O.[Na+].O>[CH3:1][c:2]1[n:3][n:4]([CH3:5])[c:6]([C:7](=[O:8])[NH:9][c:10]2[cH:11][cH:12][cH:13][c:14]([C:15]#[C:16][c:17]3[cH:18][n:19][cH:20][c:21]([C:22](=[O:23])[N:24]=[S:25]([CH3:26])(=[O:27])[c:28]4[cH:29][cH:30][cH:31][c:32]([C:33](=[O:34])[OH:35])[cH:36]4)[cH:37]3)[cH:38]2)[cH:39]1\"},\"mapped_reaction_smiles\":\"C[O:35][C:33]([c:32]1[cH:31][cH:30][cH:29][c:28]([S:25](=[N:24][C:22]([c:21]2[cH:20][n:19][cH:18][c:17]([C:16]#[C:15][c:14]3[cH:13][cH:12][cH:11][c:10]([NH:9][C:7]([c:6]4[n:4]([CH3:5])[n:3][c:2]([CH3:1])[cH:39]4)=[O:8])[cH:38]3)[cH:37]2)=[O:23])([CH3:26])=[O:27])[cH:36]1)=[O:34]>C1CCOC1.CC(=O)O.[Na+].O>[CH3:1][c:2]1[n:3][n:4]([CH3:5])[c:6]([C:7](=[O:8])[NH:9][c:10]2[cH:11][cH:12][cH:13][c:14]([C:15]#[C:16][c:17]3[cH:18][n:19][cH:20][c:21]([C:22](=[O:23])[N:24]=[S:25]([CH3:26])(=[O:27])[c:28]4[cH:29][cH:30][cH:31][c:32]([C:33](=[O:34])[OH:35])[cH:36]4)[cH:37]3)[cH:38]2)[cH:39]1\"}",
"reactionStep": {
"id": "sa_55d51374bbac471d71585581",
"reactionHash": "4620028c9a57fff1962788bf1fdd4a2762cd9c18627b7713cb85882ea16f1a60"
},
"children": [
{
"id": "2730",
"routeId": "sa_9a85d7cf9ce5971e3f97b60d",
"moleculeId": "sa_0085c779cd898e8b42de4318",
"parentId": "2729",
"isLeaf": false,
"molecule": {
"id": "sa_0085c779cd898e8b42de4318",
"inchikey": "YQTIPCHYTABWSD-UHFFFAOYSA-N",
"smiles": "COC(=O)c1cccc(S(C)(=O)=NC(=O)c2cncc(C#Cc3cccc(NC(=O)c4cc(C)nn4C)c3)c2)c1"
},
"smiles": "COC(=O)c1cccc(S(C)(=O)=NC(=O)c2cncc(C#Cc3cccc(NC(=O)c4cc(C)nn4C)c3)c2)c1",
"reactionStepId": "sa_d7d5d4fc8eb430e2f61c9e15",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090099181A1;0360;690962\",\"rsmi\":\"Br[c:16]1[cH:15][c:14]([C:12]([N:11]=[S:8]([c:7]2[cH:6][c:5]([C:3]([O:2][CH3:1])=[O:4])[cH:40][cH:39][cH:38]2)([CH3:9])=[O:10])=[O:13])[cH:37][n:36][cH:35]1.[CH:17]#[C:18][c:19]1[cH:20][c:21]([NH:22][C:23](=[O:24])[c:25]2[cH:26][c:27]([CH3:28])[n:29][n:30]2[CH3:31])[cH:32][cH:33][cH:34]1>>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][c:7]([S:8]([CH3:9])(=[O:10])=[N:11][C:12](=[O:13])[c:14]2[cH:15][c:16]([C:17]#[C:18][c:19]3[cH:20][c:21]([NH:22][C:23](=[O:24])[c:25]4[cH:26][c:27]([CH3:28])[n:29][n:30]4[CH3:31])[cH:32][cH:33][cH:34]3)[cH:35][n:36][cH:37]2)[cH:38][cH:39][cH:40]1\"},\"mapped_reaction_smiles\":\"Br[c:16]1[cH:15][c:14]([C:12]([N:11]=[S:8]([c:7]2[cH:6][c:5]([C:3]([O:2][CH3:1])=[O:4])[cH:40][cH:39][cH:38]2)([CH3:9])=[O:10])=[O:13])[cH:37][n:36][cH:35]1.[CH:17]#[C:18][c:19]1[cH:20][c:21]([NH:22][C:23](=[O:24])[c:25]2[cH:26][c:27]([CH3:28])[n:29][n:30]2[CH3:31])[cH:32][cH:33][cH:34]1>>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][c:7]([S:8]([CH3:9])(=[O:10])=[N:11][C:12](=[O:13])[c:14]2[cH:15][c:16]([C:17]#[C:18][c:19]3[cH:20][c:21]([NH:22][C:23](=[O:24])[c:25]4[cH:26][c:27]([CH3:28])[n:29][n:30]4[CH3:31])[cH:32][cH:33][cH:34]3)[cH:35][n:36][cH:37]2)[cH:38][cH:39][cH:40]1\"}",
"reactionStep": {
"id": "sa_d7d5d4fc8eb430e2f61c9e15",
"reactionHash": "57904555c675d6ae71f4ab93980d712a6cc668ed5b20c3078b489c237b62424b"
},
"children": [
{
"id": "2731",
"routeId": "sa_9a85d7cf9ce5971e3f97b60d",
"moleculeId": "sa_7c38b4fac2c07e73dd53badc",
"parentId": "2730",
"isLeaf": false,
"molecule": {
"id": "sa_7c38b4fac2c07e73dd53badc",
"inchikey": "JCMYTFIDZIHMNQ-UHFFFAOYSA-N",
"smiles": "COC(=O)c1cccc(S(C)(=O)=NC(=O)c2cncc(Br)c2)c1"
},
"smiles": "COC(=O)c1cccc(S(C)(=O)=NC(=O)c2cncc(Br)c2)c1",
"reactionStepId": "sa_4f35f830288345138994ddda",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090099181A1;0358;690961\",\"rsmi\":\"O=[C:12]([OH:13])[c:14]1[cH:15][c:16]([Br:17])[cH:18][n:19][cH:20]1.[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][c:7]([S:8]([CH3:9])(=[O:10])=[NH:11])[cH:21][cH:22][cH:23]1>>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][c:7]([S:8]([CH3:9])(=[O:10])=[N:11][C:12](=[O:13])[c:14]2[cH:15][c:16]([Br:17])[cH:18][n:19][cH:20]2)[cH:21][cH:22][cH:23]1\"},\"mapped_reaction_smiles\":\"O=[C:12]([OH:13])[c:14]1[cH:15][c:16]([Br:17])[cH:18][n:19][cH:20]1.[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][c:7]([S:8]([CH3:9])(=[O:10])=[NH:11])[cH:21][cH:22][cH:23]1>>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][c:7]([S:8]([CH3:9])(=[O:10])=[N:11][C:12](=[O:13])[c:14]2[cH:15][c:16]([Br:17])[cH:18][n:19][cH:20]2)[cH:21][cH:22][cH:23]1\"}",
"reactionStep": {
"id": "sa_4f35f830288345138994ddda",
"reactionHash": "46b42057543a4efe714d44c22e07303e423fd19c21adc3f4bc1a6d69dce55a8b"
},
"children": [
{
"id": "2732",
"routeId": "sa_9a85d7cf9ce5971e3f97b60d",
"moleculeId": "sa_c88b1336c6c7084c4a5220fb",
"parentId": "2731",
"isLeaf": true,
"molecule": {
"id": "sa_c88b1336c6c7084c4a5220fb",
"inchikey": "FQIUCPGDKPXSLL-UHFFFAOYSA-N",
"smiles": "O=C(O)c1cncc(Br)c1"
},
"smiles": "O=C(O)c1cncc(Br)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "2733",
"routeId": "sa_9a85d7cf9ce5971e3f97b60d",
"moleculeId": "sa_e105d35d0a660d12b0ef7678",
"parentId": "2731",
"isLeaf": true,
"molecule": {
"id": "sa_e105d35d0a660d12b0ef7678",
"inchikey": "ZCHYRMLFEIFTTR-UHFFFAOYSA-N",
"smiles": "COC(=O)c1cccc(S(C)(=N)=O)c1"
},
"smiles": "COC(=O)c1cccc(S(C)(=N)=O)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "2734",
"routeId": "sa_9a85d7cf9ce5971e3f97b60d",
"moleculeId": "sa_948d406d3c63ac47868c3cd8",
"parentId": "2730",
"isLeaf": false,
"molecule": {
"id": "sa_948d406d3c63ac47868c3cd8",
"inchikey": "LIKFPTSQRAKHOZ-UHFFFAOYSA-N",
"smiles": "C#Cc1cccc(NC(=O)c2cc(C)nn2C)c1"
},
"smiles": "C#Cc1cccc(NC(=O)c2cc(C)nn2C)c1",
"reactionStepId": "sa_f2b8c3a606fa7418420b16d0",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090099181A1;0168;690901\",\"rsmi\":\"Cl[C:9](=[O:10])[c:11]1[cH:12][c:13]([CH3:14])[n:15][n:16]1[CH3:17].[CH:1]#[C:2][c:3]1[cH:4][cH:5][cH:6][c:7]([NH2:8])[cH:18]1>C1CCOC1.CCN(CC)CC>[CH:1]#[C:2][c:3]1[cH:4][cH:5][cH:6][c:7]([NH:8][C:9](=[O:10])[c:11]2[cH:12][c:13]([CH3:14])[n:15][n:16]2[CH3:17])[cH:18]1\"},\"mapped_reaction_smiles\":\"Cl[C:9](=[O:10])[c:11]1[cH:12][c:13]([CH3:14])[n:15][n:16]1[CH3:17].[CH:1]#[C:2][c:3]1[cH:4][cH:5][cH:6][c:7]([NH2:8])[cH:18]1>C1CCOC1.CCN(CC)CC>[CH:1]#[C:2][c:3]1[cH:4][cH:5][cH:6][c:7]([NH:8][C:9](=[O:10])[c:11]2[cH:12][c:13]([CH3:14])[n:15][n:16]2[CH3:17])[cH:18]1\"}",
"reactionStep": {
"id": "sa_f2b8c3a606fa7418420b16d0",
"reactionHash": "51917dfba6e66c932ed1d8b75728d2ac2e6a4dc3e46b867db22e661a080d98b1"
},
"children": [
{
"id": "2735",
"routeId": "sa_9a85d7cf9ce5971e3f97b60d",
"moleculeId": "sa_8c445d9cf27dba67d86b6886",
"parentId": "2734",
"isLeaf": true,
"molecule": {
"id": "sa_8c445d9cf27dba67d86b6886",
"inchikey": "NNKQLUVBPJEUOR-UHFFFAOYSA-N",
"smiles": "C#Cc1cccc(N)c1"
},
"smiles": "C#Cc1cccc(N)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "2736",
"routeId": "sa_9a85d7cf9ce5971e3f97b60d",
"moleculeId": "sa_eadab082f6fb9d93a55b7555",
"parentId": "2734",
"isLeaf": true,
"molecule": {
"id": "sa_eadab082f6fb9d93a55b7555",
"inchikey": "ZIAPGUFDEJWQHC-UHFFFAOYSA-N",
"smiles": "Cc1cc(C(=O)Cl)n(C)n1"
},
"smiles": "Cc1cc(C(=O)Cl)n(C)n1",
"reactionStepId": null,
"template": null,
"metadata": null,
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"children": []
}
]
}
]
}
]
}
}