Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCOC(=O)c1cnc(Nc2cccc(Br)c2)c2ncn(C)c12
InChiKey
IOYBGTBWCSOJIQ-UHFFFAOYSA-N
Route Signature
a1d164ccf899de109cc800c33c32f5924d73b8c3470caf55d69e5abb90c60497
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_e4e81ef09ef03ce2ae0c6e0c",
"signature": "a1d164ccf899de109cc800c33c32f5924d73b8c3470caf55d69e5abb90c60497",
"contentHash": "739f7de8a29133e3eece9ae788a2914eb3d73c111d0a542539b2237aaac86073",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_a4aecb40ec4ef7ec4fa9b38a",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-03590",
"moleculeId": "sa_dfb28f110d88ce38d5073bc4",
"smiles": "CCOC(=O)c1cnc(Nc2cccc(Br)c2)c2ncn(C)c12",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_dfb28f110d88ce38d5073bc4",
"inchikey": "IOYBGTBWCSOJIQ-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1cnc(Nc2cccc(Br)c2)c2ncn(C)c12"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 2
},
"rootNode": {
"id": "6954",
"routeId": "sa_e4e81ef09ef03ce2ae0c6e0c",
"moleculeId": "sa_dfb28f110d88ce38d5073bc4",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_dfb28f110d88ce38d5073bc4",
"inchikey": "IOYBGTBWCSOJIQ-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1cnc(Nc2cccc(Br)c2)c2ncn(C)c12"
},
"smiles": "CCOC(=O)c1cnc(Nc2cccc(Br)c2)c2ncn(C)c12",
"reactionStepId": "sa_f39252d7597c44914af31eef",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080221097A1;0266;609262\",\"rsmi\":\"Cl[c:9]1[n:8][cH:7][c:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[c:19]2[c:18]1[n:23][cH:22][n:20]2[CH3:21].[NH2:10][c:11]1[cH:12][c:13]([Br:14])[cH:15][cH:16][cH:17]1>C1COCCO1.CS(=O)(=O)O>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][n:8][c:9]([NH:10][c:11]2[cH:12][c:13]([Br:14])[cH:15][cH:16][cH:17]2)[c:18]2[c:19]1[n:20]([CH3:21])[cH:22][n:23]2\"},\"mapped_reaction_smiles\":\"Cl[c:9]1[n:8][cH:7][c:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[c:19]2[c:18]1[n:23][cH:22][n:20]2[CH3:21].[NH2:10][c:11]1[cH:12][c:13]([Br:14])[cH:15][cH:16][cH:17]1>C1COCCO1.CS(=O)(=O)O>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][n:8][c:9]([NH:10][c:11]2[cH:12][c:13]([Br:14])[cH:15][cH:16][cH:17]2)[c:18]2[c:19]1[n:20]([CH3:21])[cH:22][n:23]2\"}",
"reactionStep": {
"id": "sa_f39252d7597c44914af31eef",
"reactionHash": "268542b837177ee1d9ba0b7ffaa2e1d014893cc91376db344dfc38ddf69e6d38"
},
"children": [
{
"id": "6955",
"routeId": "sa_e4e81ef09ef03ce2ae0c6e0c",
"moleculeId": "sa_6112102799fe28bed5d6d06e",
"parentId": "6954",
"isLeaf": true,
"molecule": {
"id": "sa_6112102799fe28bed5d6d06e",
"inchikey": "DHYHYLGCQVVLOQ-UHFFFAOYSA-N",
"smiles": "Nc1cccc(Br)c1"
},
"smiles": "Nc1cccc(Br)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "6956",
"routeId": "sa_e4e81ef09ef03ce2ae0c6e0c",
"moleculeId": "sa_7f956797e753f661a58a3af6",
"parentId": "6954",
"isLeaf": false,
"molecule": {
"id": "sa_7f956797e753f661a58a3af6",
"inchikey": "PGMRNWAAHFDBRJ-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1cnc(Cl)c2ncn(C)c12"
},
"smiles": "CCOC(=O)c1cnc(Cl)c2ncn(C)c12",
"reactionStepId": "sa_697ffe3a10e772f68c2390d6",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080221097A1;0262;609260\",\"rsmi\":\"CCO[CH:15](OCC)OCC.[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][n:8][c:9]([Cl:10])[c:11]([NH2:16])[c:12]1[NH:13][CH3:14]>>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][n:8][c:9]([Cl:10])[c:11]2[c:12]1[n:13]([CH3:14])[cH:15][n:16]2\"},\"mapped_reaction_smiles\":\"CCO[CH:15](OCC)OCC.[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][n:8][c:9]([Cl:10])[c:11]([NH2:16])[c:12]1[NH:13][CH3:14]>>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][n:8][c:9]([Cl:10])[c:11]2[c:12]1[n:13]([CH3:14])[cH:15][n:16]2\"}",
"reactionStep": {
"id": "sa_697ffe3a10e772f68c2390d6",
"reactionHash": "a02915d532c323d28769888ce6375dfa894ed904b33eceb7a17de3846b6dd48a"
},
"children": [
{
"id": "6957",
"routeId": "sa_e4e81ef09ef03ce2ae0c6e0c",
"moleculeId": "sa_dc98236d967ab0cdbd0fcd04",
"parentId": "6956",
"isLeaf": true,
"molecule": {
"id": "sa_dc98236d967ab0cdbd0fcd04",
"inchikey": "GKASDNZWUGIAMG-UHFFFAOYSA-N",
"smiles": "CCOC(OCC)OCC"
},
"smiles": "CCOC(OCC)OCC",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "6958",
"routeId": "sa_e4e81ef09ef03ce2ae0c6e0c",
"moleculeId": "sa_7570c1eb10195b42417d700e",
"parentId": "6956",
"isLeaf": false,
"molecule": {
"id": "sa_7570c1eb10195b42417d700e",
"inchikey": "LNJFEZBSTJTQOB-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1cnc(Cl)c(N)c1NC"
},
"smiles": "CCOC(=O)c1cnc(Cl)c(N)c1NC",
"reactionStepId": "sa_bd8e850c94053fa5a9d45aaa",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080221097A1;0258;609258\",\"rsmi\":\"O=[N+:11]([O-])[c:10]1[c:7]([NH:8][CH3:9])[c:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[cH:15][n:14][c:12]1[Cl:13]>CCCCCC.CCO.[Ni]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([NH:8][CH3:9])[c:10]([NH2:11])[c:12]([Cl:13])[n:14][cH:15]1\"},\"mapped_reaction_smiles\":\"O=[N+:11]([O-])[c:10]1[c:7]([NH:8][CH3:9])[c:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[cH:15][n:14][c:12]1[Cl:13]>CCCCCC.CCO.[Ni]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([NH:8][CH3:9])[c:10]([NH2:11])[c:12]([Cl:13])[n:14][cH:15]1\"}",
"reactionStep": {
"id": "sa_bd8e850c94053fa5a9d45aaa",
"reactionHash": "320231841313899dee67d4efbdaabf69fc48a19d8bf1a32e468ed5ee62893272"
},
"children": [
{
"id": "6959",
"routeId": "sa_e4e81ef09ef03ce2ae0c6e0c",
"moleculeId": "sa_6216e48f0c41ad87c4d7d889",
"parentId": "6958",
"isLeaf": false,
"molecule": {
"id": "sa_6216e48f0c41ad87c4d7d889",
"inchikey": "ZSKQGDAGYNBORF-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1cnc(Cl)c([N+](=O)[O-])c1NC"
},
"smiles": "CCOC(=O)c1cnc(Cl)c([N+](=O)[O-])c1NC",
"reactionStepId": "sa_91a4f8d7c33f5eb544185daa",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080221097A1;0253;609256\",\"rsmi\":\"Cl[c:7]1[c:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[cH:17][n:16][c:14]([Cl:15])[c:10]1[N+:11](=[O:12])[O-:13].[NH2:8][CH3:9]>CCN(CC)CC.CCO>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([NH:8][CH3:9])[c:10]([N+:11](=[O:12])[O-:13])[c:14]([Cl:15])[n:16][cH:17]1\"},\"mapped_reaction_smiles\":\"Cl[c:7]1[c:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[cH:17][n:16][c:14]([Cl:15])[c:10]1[N+:11](=[O:12])[O-:13].[NH2:8][CH3:9]>CCN(CC)CC.CCO>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([NH:8][CH3:9])[c:10]([N+:11](=[O:12])[O-:13])[c:14]([Cl:15])[n:16][cH:17]1\"}",
"reactionStep": {
"id": "sa_91a4f8d7c33f5eb544185daa",
"reactionHash": "5fde7e95bf33de85c480e07eb98684bb8dea479ad0007c7a1cfe798574071c54"
},
"children": [
{
"id": "6960",
"routeId": "sa_e4e81ef09ef03ce2ae0c6e0c",
"moleculeId": "sa_e00cdbb7fb9d3ecf114a19d3",
"parentId": "6959",
"isLeaf": true,
"molecule": {
"id": "sa_e00cdbb7fb9d3ecf114a19d3",
"inchikey": "BAVYZALUXZFZLV-UHFFFAOYSA-N",
"smiles": "CN"
},
"smiles": "CN",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "6961",
"routeId": "sa_e4e81ef09ef03ce2ae0c6e0c",
"moleculeId": "sa_8f52e363d9150484a7c9f523",
"parentId": "6959",
"isLeaf": true,
"molecule": {
"id": "sa_8f52e363d9150484a7c9f523",
"inchikey": "VMNMZVKEDHEOEJ-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1cnc(Cl)c([N+](=O)[O-])c1Cl"
},
"smiles": "CCOC(=O)c1cnc(Cl)c([N+](=O)[O-])c1Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
}