Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC(O)C1(c2cc(F)cc(OCc3ccccc3)c2)CCOCC1
InChiKey
MLFZAFYTJLYHHQ-UHFFFAOYSA-N
Route Signature
83350c5aaab12e1ef66ba21ec5d15e2737be95e8c29bb7e7bb43e5d58bc11bb3
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_9d9a81a6144cce8a26354837",
"signature": "83350c5aaab12e1ef66ba21ec5d15e2737be95e8c29bb7e7bb43e5d58bc11bb3",
"contentHash": "6e7d2acc05a3a57d723553c263363a477fe7bf118940bc107273daa2de8ce857",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_bcf57b58e35b73ce15fbd373",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-02299",
"moleculeId": "sa_521ec1145ff6694f4e4b357f",
"smiles": "CC(O)C1(c2cc(F)cc(OCc3ccccc3)c2)CCOCC1",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_521ec1145ff6694f4e4b357f",
"inchikey": "MLFZAFYTJLYHHQ-UHFFFAOYSA-N",
"smiles": "CC(O)C1(c2cc(F)cc(OCc3ccccc3)c2)CCOCC1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "14734",
"routeId": "sa_9d9a81a6144cce8a26354837",
"moleculeId": "sa_521ec1145ff6694f4e4b357f",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_521ec1145ff6694f4e4b357f",
"inchikey": "MLFZAFYTJLYHHQ-UHFFFAOYSA-N",
"smiles": "CC(O)C1(c2cc(F)cc(OCc3ccccc3)c2)CCOCC1"
},
"smiles": "CC(O)C1(c2cc(F)cc(OCc3ccccc3)c2)CCOCC1",
"reactionStepId": "sa_f8d153b03c2c07fc2a2c4626",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06063928;;473421\",\"rsmi\":\"Br[Mg][CH3:1].[CH:2](=[O:3])[C:4]1([c:5]2[cH:6][c:7]([O:8][CH2:9][c:10]3[cH:11][cH:12][cH:13][cH:14][cH:15]3)[cH:16][c:17]([F:18])[cH:19]2)[CH2:20][CH2:21][O:22][CH2:23][CH2:24]1>C1CCOC1.Cl.N>[CH3:1][CH:2]([OH:3])[C:4]1([c:5]2[cH:6][c:7]([O:8][CH2:9][c:10]3[cH:11][cH:12][cH:13][cH:14][cH:15]3)[cH:16][c:17]([F:18])[cH:19]2)[CH2:20][CH2:21][O:22][CH2:23][CH2:24]1\"},\"mapped_reaction_smiles\":\"Br[Mg][CH3:1].[CH:2](=[O:3])[C:4]1([c:5]2[cH:6][c:7]([O:8][CH2:9][c:10]3[cH:11][cH:12][cH:13][cH:14][cH:15]3)[cH:16][c:17]([F:18])[cH:19]2)[CH2:20][CH2:21][O:22][CH2:23][CH2:24]1>C1CCOC1.Cl.N>[CH3:1][CH:2]([OH:3])[C:4]1([c:5]2[cH:6][c:7]([O:8][CH2:9][c:10]3[cH:11][cH:12][cH:13][cH:14][cH:15]3)[cH:16][c:17]([F:18])[cH:19]2)[CH2:20][CH2:21][O:22][CH2:23][CH2:24]1\"}",
"reactionStep": {
"id": "sa_f8d153b03c2c07fc2a2c4626",
"reactionHash": "7be3cee9b3ea4a6349f271b349c2f74a9ccdc6f274ec2e45d3a4e228e493e119"
},
"children": [
{
"id": "14735",
"routeId": "sa_9d9a81a6144cce8a26354837",
"moleculeId": "sa_1f49d1fc04ca53874d94e458",
"parentId": "14734",
"isLeaf": true,
"molecule": {
"id": "sa_1f49d1fc04ca53874d94e458",
"inchikey": "AVFUHBJCUUTGCD-UHFFFAOYSA-M",
"smiles": "[CH3][Mg][Br]"
},
"smiles": "[CH3][Mg][Br]",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "14736",
"routeId": "sa_9d9a81a6144cce8a26354837",
"moleculeId": "sa_1e35d788a0eaabe2765ce70d",
"parentId": "14734",
"isLeaf": false,
"molecule": {
"id": "sa_1e35d788a0eaabe2765ce70d",
"inchikey": "JCBLGYQAGGATJS-UHFFFAOYSA-N",
"smiles": "O=CC1(c2cc(F)cc(OCc3ccccc3)c2)CCOCC1"
},
"smiles": "O=CC1(c2cc(F)cc(OCc3ccccc3)c2)CCOCC1",
"reactionStepId": "sa_bce3b23c0648a1fbd74200a6",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06063928;;473420\",\"rsmi\":\"[OH:1][CH2:2][C:3]1([c:4]2[cH:5][c:6]([O:7][CH2:8][c:9]3[cH:10][cH:11][cH:12][cH:13][cH:14]3)[cH:15][c:16]([F:17])[cH:18]2)[CH2:19][CH2:20][O:21][CH2:22][CH2:23]1>CCC[N+](CCC)(CCC)CCC.C[N+]1([O-])CCOCC1.O=[Ru](=O)(=O)O>[O:1]=[CH:2][C:3]1([c:4]2[cH:5][c:6]([O:7][CH2:8][c:9]3[cH:10][cH:11][cH:12][cH:13][cH:14]3)[cH:15][c:16]([F:17])[cH:18]2)[CH2:19][CH2:20][O:21][CH2:22][CH2:23]1\"},\"mapped_reaction_smiles\":\"[OH:1][CH2:2][C:3]1([c:4]2[cH:5][c:6]([O:7][CH2:8][c:9]3[cH:10][cH:11][cH:12][cH:13][cH:14]3)[cH:15][c:16]([F:17])[cH:18]2)[CH2:19][CH2:20][O:21][CH2:22][CH2:23]1>CCC[N+](CCC)(CCC)CCC.C[N+]1([O-])CCOCC1.O=[Ru](=O)(=O)O>[O:1]=[CH:2][C:3]1([c:4]2[cH:5][c:6]([O:7][CH2:8][c:9]3[cH:10][cH:11][cH:12][cH:13][cH:14]3)[cH:15][c:16]([F:17])[cH:18]2)[CH2:19][CH2:20][O:21][CH2:22][CH2:23]1\"}",
"reactionStep": {
"id": "sa_bce3b23c0648a1fbd74200a6",
"reactionHash": "80d0ab737ed109c665a58c2e118c19cdd10130e3b7bb53882ab0b3b93d210a82"
},
"children": [
{
"id": "14737",
"routeId": "sa_9d9a81a6144cce8a26354837",
"moleculeId": "sa_0fd9ad1becf9b13b361a7d40",
"parentId": "14736",
"isLeaf": false,
"molecule": {
"id": "sa_0fd9ad1becf9b13b361a7d40",
"inchikey": "AVPGJIYVDXBRBG-UHFFFAOYSA-N",
"smiles": "OCC1(c2cc(F)cc(OCc3ccccc3)c2)CCOCC1"
},
"smiles": "OCC1(c2cc(F)cc(OCc3ccccc3)c2)CCOCC1",
"reactionStepId": "sa_7712027bd5f799a3b29c9153",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06063928;;473419\",\"rsmi\":\"CCO[C:2](=[O:1])[C:3]1([c:4]2[cH:5][c:6]([O:7][CH2:8][c:9]3[cH:10][cH:11][cH:12][cH:13][cH:14]3)[cH:15][c:16]([F:17])[cH:18]2)[CH2:19][CH2:20][O:21][CH2:22][CH2:23]1>CCOCC.[Al+3].[HH].[HH].[HH].[HH].[Li+]>[OH:1][CH2:2][C:3]1([c:4]2[cH:5][c:6]([O:7][CH2:8][c:9]3[cH:10][cH:11][cH:12][cH:13][cH:14]3)[cH:15][c:16]([F:17])[cH:18]2)[CH2:19][CH2:20][O:21][CH2:22][CH2:23]1\"},\"mapped_reaction_smiles\":\"CCO[C:2](=[O:1])[C:3]1([c:4]2[cH:5][c:6]([O:7][CH2:8][c:9]3[cH:10][cH:11][cH:12][cH:13][cH:14]3)[cH:15][c:16]([F:17])[cH:18]2)[CH2:19][CH2:20][O:21][CH2:22][CH2:23]1>CCOCC.[Al+3].[HH].[HH].[HH].[HH].[Li+]>[OH:1][CH2:2][C:3]1([c:4]2[cH:5][c:6]([O:7][CH2:8][c:9]3[cH:10][cH:11][cH:12][cH:13][cH:14]3)[cH:15][c:16]([F:17])[cH:18]2)[CH2:19][CH2:20][O:21][CH2:22][CH2:23]1\"}",
"reactionStep": {
"id": "sa_7712027bd5f799a3b29c9153",
"reactionHash": "0fc29e765ec5e4e22ed9183afe485f053f4bb237159c435713abb1557612a1f9"
},
"children": [
{
"id": "14738",
"routeId": "sa_9d9a81a6144cce8a26354837",
"moleculeId": "sa_8fc1db0380c75fc5b14bc5d8",
"parentId": "14737",
"isLeaf": false,
"molecule": {
"id": "sa_8fc1db0380c75fc5b14bc5d8",
"inchikey": "WHLPQLRCPSXNEZ-UHFFFAOYSA-N",
"smiles": "CCOC(=O)C1(c2cc(F)cc(OCc3ccccc3)c2)CCOCC1"
},
"smiles": "CCOC(=O)C1(c2cc(F)cc(OCc3ccccc3)c2)CCOCC1",
"reactionStepId": "sa_2dcfec8b03380285f2f43e31",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06063928;;473416\",\"rsmi\":\"Cl[CH2:22][CH2:23][O:24][CH2:25][CH2:26]Cl.[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][c:7]1[cH:8][c:9]([O:10][CH2:11][c:12]2[cH:13][cH:14][cH:15][cH:16][cH:17]2)[cH:18][c:19]([F:20])[cH:21]1>C1COCCOCCOCCOCCO1.CCCCCC.CCOC(C)=O.CN(C)C=O.Cl.[HH].I.[Na+].[Na+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[C:6]1([c:7]2[cH:8][c:9]([O:10][CH2:11][c:12]3[cH:13][cH:14][cH:15][cH:16][cH:17]3)[cH:18][c:19]([F:20])[cH:21]2)[CH2:22][CH2:23][O:24][CH2:25][CH2:26]1\"},\"mapped_reaction_smiles\":\"Cl[CH2:22][CH2:23][O:24][CH2:25][CH2:26]Cl.[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][c:7]1[cH:8][c:9]([O:10][CH2:11][c:12]2[cH:13][cH:14][cH:15][cH:16][cH:17]2)[cH:18][c:19]([F:20])[cH:21]1>C1COCCOCCOCCOCCO1.CCCCCC.CCOC(C)=O.CN(C)C=O.Cl.[HH].I.[Na+].[Na+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[C:6]1([c:7]2[cH:8][c:9]([O:10][CH2:11][c:12]3[cH:13][cH:14][cH:15][cH:16][cH:17]3)[cH:18][c:19]([F:20])[cH:21]2)[CH2:22][CH2:23][O:24][CH2:25][CH2:26]1\"}",
"reactionStep": {
"id": "sa_2dcfec8b03380285f2f43e31",
"reactionHash": "4e196a2da65a68981e6a1705ede909826561d2191842dac7eadd066e3ed06f7e"
},
"children": [
{
"id": "14739",
"routeId": "sa_9d9a81a6144cce8a26354837",
"moleculeId": "sa_c8acdce7bde244bdd625697d",
"parentId": "14738",
"isLeaf": false,
"molecule": {
"id": "sa_c8acdce7bde244bdd625697d",
"inchikey": "WTOCSHWGOZQZQQ-UHFFFAOYSA-N",
"smiles": "CCOC(=O)Cc1cc(F)cc(OCc2ccccc2)c1"
},
"smiles": "CCOC(=O)Cc1cc(F)cc(OCc2ccccc2)c1",
"reactionStepId": "sa_336c6485f291f80c056d074f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06063928;;473415\",\"rsmi\":\"CCOC(=O)[CH:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[c:7]1[cH:8][c:9]([O:10][CH2:11][c:12]2[cH:13][cH:14][cH:15][cH:16][cH:17]2)[cH:18][c:19]([F:20])[cH:21]1>CCOC(=O)CC(=O)OCC.CS(C)=O.O.Cl.[Li+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][c:7]1[cH:8][c:9]([O:10][CH2:11][c:12]2[cH:13][cH:14][cH:15][cH:16][cH:17]2)[cH:18][c:19]([F:20])[cH:21]1\"},\"mapped_reaction_smiles\":\"CCOC(=O)[CH:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[c:7]1[cH:8][c:9]([O:10][CH2:11][c:12]2[cH:13][cH:14][cH:15][cH:16][cH:17]2)[cH:18][c:19]([F:20])[cH:21]1>CCOC(=O)CC(=O)OCC.CS(C)=O.O.Cl.[Li+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][c:7]1[cH:8][c:9]([O:10][CH2:11][c:12]2[cH:13][cH:14][cH:15][cH:16][cH:17]2)[cH:18][c:19]([F:20])[cH:21]1\"}",
"reactionStep": {
"id": "sa_336c6485f291f80c056d074f",
"reactionHash": "e363caf0d7dfbc537a986e7b90cf17a9324f7ef5c1b7debea5e244d46ac79a73"
},
"children": [
{
"id": "14740",
"routeId": "sa_9d9a81a6144cce8a26354837",
"moleculeId": "sa_6b39b5d900e567399ed3b750",
"parentId": "14739",
"isLeaf": true,
"molecule": {
"id": "sa_6b39b5d900e567399ed3b750",
"inchikey": "VDWVLGVIVRGWRG-UHFFFAOYSA-N",
"smiles": "CCOC(=O)C(C(=O)OCC)c1cc(F)cc(OCc2ccccc2)c1"
},
"smiles": "CCOC(=O)C(C(=O)OCC)c1cc(F)cc(OCc2ccccc2)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "14741",
"routeId": "sa_9d9a81a6144cce8a26354837",
"moleculeId": "sa_23c9089cb5f2741d1ca51709",
"parentId": "14738",
"isLeaf": true,
"molecule": {
"id": "sa_23c9089cb5f2741d1ca51709",
"inchikey": "ZNSMNVMLTJELDZ-UHFFFAOYSA-N",
"smiles": "ClCCOCCCl"
},
"smiles": "ClCCOCCCl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
}