Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CN(c1cccc(Cl)n1)c1ccnc(Nc2cc(N3CCOCC3)cc(N3CCOCC3)c2)n1
InChiKey
VEZDPCRCNBPAHT-UHFFFAOYSA-N
Route Signature
2cf1f06ab5c5434320814388ce86306403d71c832f816d84c27d7a8dbdf2857d
Synthesis route with 2 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_efa9cc705dfbbfe05bfa49a8",
"signature": "2cf1f06ab5c5434320814388ce86306403d71c832f816d84c27d7a8dbdf2857d",
"contentHash": "9c45d41d129d076dcb60e8e7dc472533658d06393b840911172e70ab805ba756",
"length": 2,
"isConvergent": true
},
"target": {
"id": "sa_66871b375fe08290e3ffd60b",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-09546",
"moleculeId": "sa_3cc8aacc041323cdd820e073",
"smiles": "CN(c1cccc(Cl)n1)c1ccnc(Nc2cc(N3CCOCC3)cc(N3CCOCC3)c2)n1",
"routeLength": 2,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_3cc8aacc041323cdd820e073",
"inchikey": "VEZDPCRCNBPAHT-UHFFFAOYSA-N",
"smiles": "CN(c1cccc(Cl)n1)c1ccnc(Nc2cc(N3CCOCC3)cc(N3CCOCC3)c2)n1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "12044",
"routeId": "sa_efa9cc705dfbbfe05bfa49a8",
"moleculeId": "sa_3cc8aacc041323cdd820e073",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_3cc8aacc041323cdd820e073",
"inchikey": "VEZDPCRCNBPAHT-UHFFFAOYSA-N",
"smiles": "CN(c1cccc(Cl)n1)c1ccnc(Nc2cc(N3CCOCC3)cc(N3CCOCC3)c2)n1"
},
"smiles": "CN(c1cccc(Cl)n1)c1ccnc(Nc2cc(N3CCOCC3)cc(N3CCOCC3)c2)n1",
"reactionStepId": "sa_2a298ba415acb34a66471177",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090054428A1;0256;671783\",\"rsmi\":\"Cl[c:12]1[n:11][c:10]([N:2]([CH3:1])[c:3]2[n:4][c:5]([Cl:6])[cH:7][cH:8][cH:9]2)[cH:34][cH:33][n:32]1.[NH2:13][c:14]1[cH:15][c:16]([N:17]2[CH2:18][CH2:19][O:20][CH2:21][CH2:22]2)[cH:23][c:24]([N:25]2[CH2:26][CH2:27][O:28][CH2:29][CH2:30]2)[cH:31]1>CC(C)O.Cl.N.O>[CH3:1][N:2]([c:3]1[n:4][c:5]([Cl:6])[cH:7][cH:8][cH:9]1)[c:10]1[n:11][c:12]([NH:13][c:14]2[cH:15][c:16]([N:17]3[CH2:18][CH2:19][O:20][CH2:21][CH2:22]3)[cH:23][c:24]([N:25]3[CH2:26][CH2:27][O:28][CH2:29][CH2:30]3)[cH:31]2)[n:32][cH:33][cH:34]1\"},\"mapped_reaction_smiles\":\"Cl[c:12]1[n:11][c:10]([N:2]([CH3:1])[c:3]2[n:4][c:5]([Cl:6])[cH:7][cH:8][cH:9]2)[cH:34][cH:33][n:32]1.[NH2:13][c:14]1[cH:15][c:16]([N:17]2[CH2:18][CH2:19][O:20][CH2:21][CH2:22]2)[cH:23][c:24]([N:25]2[CH2:26][CH2:27][O:28][CH2:29][CH2:30]2)[cH:31]1>CC(C)O.Cl.N.O>[CH3:1][N:2]([c:3]1[n:4][c:5]([Cl:6])[cH:7][cH:8][cH:9]1)[c:10]1[n:11][c:12]([NH:13][c:14]2[cH:15][c:16]([N:17]3[CH2:18][CH2:19][O:20][CH2:21][CH2:22]3)[cH:23][c:24]([N:25]3[CH2:26][CH2:27][O:28][CH2:29][CH2:30]3)[cH:31]2)[n:32][cH:33][cH:34]1\"}",
"reactionStep": {
"id": "sa_2a298ba415acb34a66471177",
"reactionHash": "f361dfd6e361a8c86cf5e80fe3522382751b5b7b8dc759b4a0e54d3a72a17d1f"
},
"children": [
{
"id": "12045",
"routeId": "sa_efa9cc705dfbbfe05bfa49a8",
"moleculeId": "sa_3ff2bb8054d43a72c4d8cd35",
"parentId": "12044",
"isLeaf": false,
"molecule": {
"id": "sa_3ff2bb8054d43a72c4d8cd35",
"inchikey": "MVZLCGMVJGGJLG-UHFFFAOYSA-N",
"smiles": "CN(c1cccc(Cl)n1)c1ccnc(Cl)n1"
},
"smiles": "CN(c1cccc(Cl)n1)c1ccnc(Cl)n1",
"reactionStepId": "sa_7b0771181c38d585514b8c78",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090054428A1;0258;671784\",\"rsmi\":\"Cl[c:10]1[n:11][c:12]([Cl:13])[n:14][cH:15][cH:16]1.[CH3:1][NH:2][c:3]1[n:4][c:5]([Cl:6])[cH:7][cH:8][cH:9]1>C1CCOC1.CC(=O)O.C[Si](C)(C)N[Si](C)(C)C.[Na+]>[CH3:1][N:2]([c:3]1[n:4][c:5]([Cl:6])[cH:7][cH:8][cH:9]1)[c:10]1[n:11][c:12]([Cl:13])[n:14][cH:15][cH:16]1\"},\"mapped_reaction_smiles\":\"Cl[c:10]1[n:11][c:12]([Cl:13])[n:14][cH:15][cH:16]1.[CH3:1][NH:2][c:3]1[n:4][c:5]([Cl:6])[cH:7][cH:8][cH:9]1>C1CCOC1.CC(=O)O.C[Si](C)(C)N[Si](C)(C)C.[Na+]>[CH3:1][N:2]([c:3]1[n:4][c:5]([Cl:6])[cH:7][cH:8][cH:9]1)[c:10]1[n:11][c:12]([Cl:13])[n:14][cH:15][cH:16]1\"}",
"reactionStep": {
"id": "sa_7b0771181c38d585514b8c78",
"reactionHash": "fb7e064d38abaffb8ab84a6808c625873845116cc0ca98a47f217ad5789aeadb"
},
"children": [
{
"id": "12046",
"routeId": "sa_efa9cc705dfbbfe05bfa49a8",
"moleculeId": "sa_aeda22e5315bd455d285f564",
"parentId": "12045",
"isLeaf": true,
"molecule": {
"id": "sa_aeda22e5315bd455d285f564",
"inchikey": "BTTNYQZNBZNDOR-UHFFFAOYSA-N",
"smiles": "Clc1ccnc(Cl)n1"
},
"smiles": "Clc1ccnc(Cl)n1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "12047",
"routeId": "sa_efa9cc705dfbbfe05bfa49a8",
"moleculeId": "sa_a8af4ddaef97e464dd83f320",
"parentId": "12045",
"isLeaf": true,
"molecule": {
"id": "sa_a8af4ddaef97e464dd83f320",
"inchikey": "VPGPNOQDNGMIKA-UHFFFAOYSA-N",
"smiles": "CNc1cccc(Cl)n1"
},
"smiles": "CNc1cccc(Cl)n1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "12048",
"routeId": "sa_efa9cc705dfbbfe05bfa49a8",
"moleculeId": "sa_c5aac0a5a6a9c99f6e795d5a",
"parentId": "12044",
"isLeaf": false,
"molecule": {
"id": "sa_c5aac0a5a6a9c99f6e795d5a",
"inchikey": "QLSXUOSDNIIPCX-UHFFFAOYSA-N",
"smiles": "Nc1cc(N2CCOCC2)cc(N2CCOCC2)c1"
},
"smiles": "Nc1cc(N2CCOCC2)cc(N2CCOCC2)c1",
"reactionStepId": "sa_900d990678924f43100b25e4",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090054428A1;0240;671781\",\"rsmi\":\"O=[N+:1]([O-])[c:2]1[cH:3][c:4]([N:5]2[CH2:6][CH2:7][O:8][CH2:9][CH2:10]2)[cH:11][c:12]([N:13]2[CH2:14][CH2:15][O:16][CH2:17][CH2:18]2)[cH:19]1>CCO.[Pd]>[NH2:1][c:2]1[cH:3][c:4]([N:5]2[CH2:6][CH2:7][O:8][CH2:9][CH2:10]2)[cH:11][c:12]([N:13]2[CH2:14][CH2:15][O:16][CH2:17][CH2:18]2)[cH:19]1\"},\"mapped_reaction_smiles\":\"O=[N+:1]([O-])[c:2]1[cH:3][c:4]([N:5]2[CH2:6][CH2:7][O:8][CH2:9][CH2:10]2)[cH:11][c:12]([N:13]2[CH2:14][CH2:15][O:16][CH2:17][CH2:18]2)[cH:19]1>CCO.[Pd]>[NH2:1][c:2]1[cH:3][c:4]([N:5]2[CH2:6][CH2:7][O:8][CH2:9][CH2:10]2)[cH:11][c:12]([N:13]2[CH2:14][CH2:15][O:16][CH2:17][CH2:18]2)[cH:19]1\"}",
"reactionStep": {
"id": "sa_900d990678924f43100b25e4",
"reactionHash": "033b0fbbd7f8068036d3fbbbe24df3be66afc0965eb20cef17ab7b0185024f00"
},
"children": [
{
"id": "12049",
"routeId": "sa_efa9cc705dfbbfe05bfa49a8",
"moleculeId": "sa_4e90c2add9bde7e048795eb4",
"parentId": "12048",
"isLeaf": true,
"molecule": {
"id": "sa_4e90c2add9bde7e048795eb4",
"inchikey": "SPFLKCLJOZBXOF-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])c1cc(N2CCOCC2)cc(N2CCOCC2)c1"
},
"smiles": "O=[N+]([O-])c1cc(N2CCOCC2)cc(N2CCOCC2)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}