Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC(=O)N(Cc1ccnc(N[C@@H](C)c2cc3cc(Cl)ccc3[nH]c2=O)n1)C1CC1
InChiKey
PYGGSCQLQQQAIE-LBPRGKRZSA-N
Route Signature
f5a68247ff7d16b24214c24aec08fbb79d1a2c6a98c2e29382636a67527ccd90
Synthesis route with 3 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_db8a33d7be93bc88ce7a1704",
"signature": "f5a68247ff7d16b24214c24aec08fbb79d1a2c6a98c2e29382636a67527ccd90",
"contentHash": "c6657a09d6d8b0827aa6ed906efefddd55adfd1ec960107e6b0fffbe6f7fed7d",
"length": 3,
"isConvergent": false
},
"target": {
"id": "sa_0ad6c5e714b1a1ecadb80317",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-06128",
"moleculeId": "sa_0632c32258a5529fa239d46b",
"smiles": "CC(=O)N(Cc1ccnc(N[C@@H](C)c2cc3cc(Cl)ccc3[nH]c2=O)n1)C1CC1",
"routeLength": 3,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_0632c32258a5529fa239d46b",
"inchikey": "PYGGSCQLQQQAIE-LBPRGKRZSA-N",
"smiles": "CC(=O)N(Cc1ccnc(N[C@@H](C)c2cc3cc(Cl)ccc3[nH]c2=O)n1)C1CC1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "15840",
"routeId": "sa_db8a33d7be93bc88ce7a1704",
"moleculeId": "sa_0632c32258a5529fa239d46b",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_0632c32258a5529fa239d46b",
"inchikey": "PYGGSCQLQQQAIE-LBPRGKRZSA-N",
"smiles": "CC(=O)N(Cc1ccnc(N[C@@H](C)c2cc3cc(Cl)ccc3[nH]c2=O)n1)C1CC1"
},
"smiles": "CC(=O)N(Cc1ccnc(N[C@@H](C)c2cc3cc(Cl)ccc3[nH]c2=O)n1)C1CC1",
"reactionStepId": "sa_de433c223b173abe9d643b45",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160083365A1;0919;1855334\",\"rsmi\":\"Cl[c:8]1[n:7][c:6]([CH2:5][N:4]([C:2]([CH3:1])=[O:3])[CH:27]2[CH2:28][CH2:29]2)[cH:26][cH:25][n:24]1.[NH2:9][C@@H:10]([CH3:11])[c:12]1[cH:13][c:14]2[cH:15][c:16]([Cl:17])[cH:18][cH:19][c:20]2[nH:21][c:22]1=[O:23]>CCN(C(C)C)C(C)C.CS(C)=O.Cl.O>[CH3:1][C:2](=[O:3])[N:4]([CH2:5][c:6]1[n:7][c:8]([NH:9][C@@H:10]([CH3:11])[c:12]2[cH:13][c:14]3[cH:15][c:16]([Cl:17])[cH:18][cH:19][c:20]3[nH:21][c:22]2=[O:23])[n:24][cH:25][cH:26]1)[CH:27]1[CH2:28][CH2:29]1\"},\"mapped_reaction_smiles\":\"Cl[c:8]1[n:7][c:6]([CH2:5][N:4]([C:2]([CH3:1])=[O:3])[CH:27]2[CH2:28][CH2:29]2)[cH:26][cH:25][n:24]1.[NH2:9][C@@H:10]([CH3:11])[c:12]1[cH:13][c:14]2[cH:15][c:16]([Cl:17])[cH:18][cH:19][c:20]2[nH:21][c:22]1=[O:23]>CCN(C(C)C)C(C)C.CS(C)=O.Cl.O>[CH3:1][C:2](=[O:3])[N:4]([CH2:5][c:6]1[n:7][c:8]([NH:9][C@@H:10]([CH3:11])[c:12]2[cH:13][c:14]3[cH:15][c:16]([Cl:17])[cH:18][cH:19][c:20]3[nH:21][c:22]2=[O:23])[n:24][cH:25][cH:26]1)[CH:27]1[CH2:28][CH2:29]1\"}",
"reactionStep": {
"id": "sa_de433c223b173abe9d643b45",
"reactionHash": "5965e618ddc89e4a8613e52af3844670ddb039711c278e1708db7b5de2c8bf33"
},
"children": [
{
"id": "15841",
"routeId": "sa_db8a33d7be93bc88ce7a1704",
"moleculeId": "sa_19924764fa6639df08d34087",
"parentId": "15840",
"isLeaf": true,
"molecule": {
"id": "sa_19924764fa6639df08d34087",
"inchikey": "ZUQJYZAPOPVHNH-LURJTMIESA-N",
"smiles": "C[C@H](N)c1cc2cc(Cl)ccc2[nH]c1=O"
},
"smiles": "C[C@H](N)c1cc2cc(Cl)ccc2[nH]c1=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15842",
"routeId": "sa_db8a33d7be93bc88ce7a1704",
"moleculeId": "sa_5169579beac05b9a78bbc8d4",
"parentId": "15840",
"isLeaf": false,
"molecule": {
"id": "sa_5169579beac05b9a78bbc8d4",
"inchikey": "ZXBKLUXHPPYMPI-UHFFFAOYSA-N",
"smiles": "CC(=O)N(Cc1ccnc(Cl)n1)C1CC1"
},
"smiles": "CC(=O)N(Cc1ccnc(Cl)n1)C1CC1",
"reactionStepId": "sa_27936972007179610c9a697e",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160083365A1;0917;1855333\",\"rsmi\":\"Cl[C:2]([CH3:1])=[O:3].[NH:4]([CH2:5][c:6]1[n:7][c:8]([Cl:9])[n:10][cH:11][cH:12]1)[CH:13]1[CH2:14][CH2:15]1>ClCCl.O>[CH3:1][C:2](=[O:3])[N:4]([CH2:5][c:6]1[n:7][c:8]([Cl:9])[n:10][cH:11][cH:12]1)[CH:13]1[CH2:14][CH2:15]1\"},\"mapped_reaction_smiles\":\"Cl[C:2]([CH3:1])=[O:3].[NH:4]([CH2:5][c:6]1[n:7][c:8]([Cl:9])[n:10][cH:11][cH:12]1)[CH:13]1[CH2:14][CH2:15]1>ClCCl.O>[CH3:1][C:2](=[O:3])[N:4]([CH2:5][c:6]1[n:7][c:8]([Cl:9])[n:10][cH:11][cH:12]1)[CH:13]1[CH2:14][CH2:15]1\"}",
"reactionStep": {
"id": "sa_27936972007179610c9a697e",
"reactionHash": "f78c9a5abcc6da4d601c47d0dbbf5c479714a3088878993618530110ed4ead1a"
},
"children": [
{
"id": "15843",
"routeId": "sa_db8a33d7be93bc88ce7a1704",
"moleculeId": "sa_7992c61d309177eaaf95fc6b",
"parentId": "15842",
"isLeaf": true,
"molecule": {
"id": "sa_7992c61d309177eaaf95fc6b",
"inchikey": "WETWJCDKMRHUPV-UHFFFAOYSA-N",
"smiles": "CC(=O)Cl"
},
"smiles": "CC(=O)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15844",
"routeId": "sa_db8a33d7be93bc88ce7a1704",
"moleculeId": "sa_77ae74685471c8cb1ba77485",
"parentId": "15842",
"isLeaf": false,
"molecule": {
"id": "sa_77ae74685471c8cb1ba77485",
"inchikey": "XEJWSLRUNWUNGQ-UHFFFAOYSA-N",
"smiles": "Clc1nccc(CNC2CC2)n1"
},
"smiles": "Clc1nccc(CNC2CC2)n1",
"reactionStepId": "sa_a5c8578ad3bbfef514e97f36",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160083365A1;0719;1855257\",\"rsmi\":\"Cl[CH2:7][c:6]1[cH:5][cH:4][n:3][c:2]([Cl:1])[n:12]1.[NH2:8][CH:9]1[CH2:10][CH2:11]1>CN(C)C=O.O.O=C(O)O.[K+].[K+]>[Cl:1][c:2]1[n:3][cH:4][cH:5][c:6]([CH2:7][NH:8][CH:9]2[CH2:10][CH2:11]2)[n:12]1\"},\"mapped_reaction_smiles\":\"Cl[CH2:7][c:6]1[cH:5][cH:4][n:3][c:2]([Cl:1])[n:12]1.[NH2:8][CH:9]1[CH2:10][CH2:11]1>CN(C)C=O.O.O=C(O)O.[K+].[K+]>[Cl:1][c:2]1[n:3][cH:4][cH:5][c:6]([CH2:7][NH:8][CH:9]2[CH2:10][CH2:11]2)[n:12]1\"}",
"reactionStep": {
"id": "sa_a5c8578ad3bbfef514e97f36",
"reactionHash": "5779b6dfafd6c69f8c78caa9a3a32c76dc4cb221f94f07be5234e6d6dc7eb673"
},
"children": [
{
"id": "15845",
"routeId": "sa_db8a33d7be93bc88ce7a1704",
"moleculeId": "sa_b368e90ed4dfd79399812624",
"parentId": "15844",
"isLeaf": true,
"molecule": {
"id": "sa_b368e90ed4dfd79399812624",
"inchikey": "HNHVCSCFJSKSQK-UHFFFAOYSA-N",
"smiles": "ClCc1ccnc(Cl)n1"
},
"smiles": "ClCc1ccnc(Cl)n1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15846",
"routeId": "sa_db8a33d7be93bc88ce7a1704",
"moleculeId": "sa_f7b02628c6b00fb9d50a0f6c",
"parentId": "15844",
"isLeaf": true,
"molecule": {
"id": "sa_f7b02628c6b00fb9d50a0f6c",
"inchikey": "HTJDQJBWANPRPF-UHFFFAOYSA-N",
"smiles": "NC1CC1"
},
"smiles": "NC1CC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}