Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COc1ccccc1-c1ccc(-c2nc(-c3ccccc3OC(F)(F)F)no2)cc1C
InChiKey
MGGZZJQVRZTTSN-UHFFFAOYSA-N
Route Signature
8b0bd340e14a3d502841be8201db77ac4106a191d55de95cb50f33992cb67054
Synthesis route with 3 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_88f5a60007a98b0c4b018303",
"signature": "8b0bd340e14a3d502841be8201db77ac4106a191d55de95cb50f33992cb67054",
"contentHash": "1d9e28bb4c877234f1099a255f344e322d1594e225b73abaa1d9965bbf06cbdf",
"length": 3,
"isConvergent": true
},
"target": {
"id": "sa_5814b1c4417ae2aec8ad2ebb",
"benchmarkSetId": "7390a9c2522b1c81605e80a42a8de7c7ad9a5797d028633b54904bc78f091bb8",
"targetId": "n5-04175",
"moleculeId": "sa_e76a631fb0fe02478f3477f3",
"smiles": "COc1ccccc1-c1ccc(-c2nc(-c3ccccc3OC(F)(F)F)no2)cc1C",
"routeLength": 3,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_e76a631fb0fe02478f3477f3",
"inchikey": "MGGZZJQVRZTTSN-UHFFFAOYSA-N",
"smiles": "COc1ccccc1-c1ccc(-c2nc(-c3ccccc3OC(F)(F)F)no2)cc1C"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 2
},
"rootNode": {
"id": "2547",
"routeId": "sa_88f5a60007a98b0c4b018303",
"moleculeId": "sa_e76a631fb0fe02478f3477f3",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_e76a631fb0fe02478f3477f3",
"inchikey": "MGGZZJQVRZTTSN-UHFFFAOYSA-N",
"smiles": "COc1ccccc1-c1ccc(-c2nc(-c3ccccc3OC(F)(F)F)no2)cc1C"
},
"smiles": "COc1ccccc1-c1ccc(-c2nc(-c3ccccc3OC(F)(F)F)no2)cc1C",
"reactionStepId": "sa_4bb461fa5d69e8a64cd35274",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20130109676A1;0520;1361124\",\"rsmi\":\"O=[C:10](O)[c:9]1[cH:8][c:6]([CH3:7])[c:5](-[c:4]2[c:3]([O:2][CH3:1])[cH:31][cH:30][cH:29][cH:28]2)[cH:27][cH:26]1.[NH2:11][C:12]([c:13]1[c:14]([O:15][C:16]([F:17])([F:18])[F:19])[cH:20][cH:21][cH:22][cH:23]1)=[N:24][OH:25]>CCN(C(C)C)C(C)C.O=C(Cl)C(=O)Cl>[CH3:1][O:2][c:3]1[c:4](-[c:5]2[c:6]([CH3:7])[cH:8][c:9](-[c:10]3[n:11][c:12](-[c:13]4[c:14]([O:15][C:16]([F:17])([F:18])[F:19])[cH:20][cH:21][cH:22][cH:23]4)[n:24][o:25]3)[cH:26][cH:27]2)[cH:28][cH:29][cH:30][cH:31]1\"},\"mapped_reaction_smiles\":\"O=[C:10](O)[c:9]1[cH:8][c:6]([CH3:7])[c:5](-[c:4]2[c:3]([O:2][CH3:1])[cH:31][cH:30][cH:29][cH:28]2)[cH:27][cH:26]1.[NH2:11][C:12]([c:13]1[c:14]([O:15][C:16]([F:17])([F:18])[F:19])[cH:20][cH:21][cH:22][cH:23]1)=[N:24][OH:25]>CCN(C(C)C)C(C)C.O=C(Cl)C(=O)Cl>[CH3:1][O:2][c:3]1[c:4](-[c:5]2[c:6]([CH3:7])[cH:8][c:9](-[c:10]3[n:11][c:12](-[c:13]4[c:14]([O:15][C:16]([F:17])([F:18])[F:19])[cH:20][cH:21][cH:22][cH:23]4)[n:24][o:25]3)[cH:26][cH:27]2)[cH:28][cH:29][cH:30][cH:31]1\"}",
"reactionStep": {
"id": "sa_4bb461fa5d69e8a64cd35274",
"reactionHash": "de647055ea2ea70d080211cdfc20f3f6dd1b9c26da9542bfc5b488cfb22c9ab7"
},
"children": [
{
"id": "2548",
"routeId": "sa_88f5a60007a98b0c4b018303",
"moleculeId": "sa_b31d20aa8b5d9cf9815ac085",
"parentId": "2547",
"isLeaf": false,
"molecule": {
"id": "sa_b31d20aa8b5d9cf9815ac085",
"inchikey": "KGHGHEPVWUOJAZ-UHFFFAOYSA-N",
"smiles": "N/C(=N\\O)c1ccccc1OC(F)(F)F"
},
"smiles": "NC(=NO)c1ccccc1OC(F)(F)F",
"reactionStepId": "sa_662ff181235412a4df11016c",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20130109676A1;0225;1361063\",\"rsmi\":\"[N:1]#[C:2][c:5]1[c:6]([O:7][C:8]([F:9])([F:10])[F:11])[cH:12][cH:13][cH:14][cH:15]1.[NH2:3][OH:4]>CCO>[NH2:1][C:2](=[N:3][OH:4])[c:5]1[c:6]([O:7][C:8]([F:9])([F:10])[F:11])[cH:12][cH:13][cH:14][cH:15]1\"},\"mapped_reaction_smiles\":\"[N:1]#[C:2][c:5]1[c:6]([O:7][C:8]([F:9])([F:10])[F:11])[cH:12][cH:13][cH:14][cH:15]1.[NH2:3][OH:4]>CCO>[NH2:1][C:2](=[N:3][OH:4])[c:5]1[c:6]([O:7][C:8]([F:9])([F:10])[F:11])[cH:12][cH:13][cH:14][cH:15]1\"}",
"reactionStep": {
"id": "sa_662ff181235412a4df11016c",
"reactionHash": "490fd8469a244c085218e44980bcb9816b1a62b0480558e510737ad3b5c0e99e"
},
"children": [
{
"id": "2549",
"routeId": "sa_88f5a60007a98b0c4b018303",
"moleculeId": "sa_1a9fabeef6d624114153d1d2",
"parentId": "2548",
"isLeaf": true,
"molecule": {
"id": "sa_1a9fabeef6d624114153d1d2",
"inchikey": "ACNBBQGAWMHXLA-UHFFFAOYSA-N",
"smiles": "N#Cc1ccccc1OC(F)(F)F"
},
"smiles": "N#Cc1ccccc1OC(F)(F)F",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "2550",
"routeId": "sa_88f5a60007a98b0c4b018303",
"moleculeId": "sa_04a18e3f07bde82ca29399ee",
"parentId": "2548",
"isLeaf": true,
"molecule": {
"id": "sa_04a18e3f07bde82ca29399ee",
"inchikey": "AVXURJPOCDRRFD-UHFFFAOYSA-N",
"smiles": "NO"
},
"smiles": "NO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "2551",
"routeId": "sa_88f5a60007a98b0c4b018303",
"moleculeId": "sa_21d933451c5e473e8441728b",
"parentId": "2547",
"isLeaf": false,
"molecule": {
"id": "sa_21d933451c5e473e8441728b",
"inchikey": "MZUPKIVDGOJXSR-UHFFFAOYSA-N",
"smiles": "COc1ccccc1-c1ccc(C(=O)O)cc1C"
},
"smiles": "COc1ccccc1-c1ccc(C(=O)O)cc1C",
"reactionStepId": "sa_05020712bb488d06184d9382",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20130109676A1;0304;1361081\",\"rsmi\":\"C[O:12][C:10]([c:9]1[cH:8][c:6]([CH3:7])[c:5](-[c:4]2[c:3]([O:2][CH3:1])[cH:18][cH:17][cH:16][cH:15]2)[cH:14][cH:13]1)=[O:11]>CCO.[Na+].O>[CH3:1][O:2][c:3]1[c:4](-[c:5]2[c:6]([CH3:7])[cH:8][c:9]([C:10](=[O:11])[OH:12])[cH:13][cH:14]2)[cH:15][cH:16][cH:17][cH:18]1\"},\"mapped_reaction_smiles\":\"C[O:12][C:10]([c:9]1[cH:8][c:6]([CH3:7])[c:5](-[c:4]2[c:3]([O:2][CH3:1])[cH:18][cH:17][cH:16][cH:15]2)[cH:14][cH:13]1)=[O:11]>CCO.[Na+].O>[CH3:1][O:2][c:3]1[c:4](-[c:5]2[c:6]([CH3:7])[cH:8][c:9]([C:10](=[O:11])[OH:12])[cH:13][cH:14]2)[cH:15][cH:16][cH:17][cH:18]1\"}",
"reactionStep": {
"id": "sa_05020712bb488d06184d9382",
"reactionHash": "44900eb4939e2df4f8a88ca8b370568123dbfe599e544916e1523e0aae998b9a"
},
"children": [
{
"id": "2552",
"routeId": "sa_88f5a60007a98b0c4b018303",
"moleculeId": "sa_081a780aaf70cb2ee1086416",
"parentId": "2551",
"isLeaf": false,
"molecule": {
"id": "sa_081a780aaf70cb2ee1086416",
"inchikey": "CSLLUENGKLFGJX-UHFFFAOYSA-N",
"smiles": "COC(=O)c1ccc(-c2ccccc2OC)c(C)c1"
},
"smiles": "COC(=O)c1ccc(-c2ccccc2OC)c(C)c1",
"reactionStepId": "sa_a7178e13d74ee9138fa8d363",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20130109676A1;0303;1361080\",\"rsmi\":\"Br[c:9]1[c:7]([CH3:8])[cH:6][c:5]([C:3]([O:2][CH3:1])=[O:4])[cH:19][cH:18]1.OB(O)[c:10]1[c:11]([O:12][CH3:13])[cH:14][cH:15][cH:16][cH:17]1>Cc1ccccc1.O.O=C(O)O.[K+].[K+].c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][c:7]([CH3:8])[c:9](-[c:10]2[c:11]([O:12][CH3:13])[cH:14][cH:15][cH:16][cH:17]2)[cH:18][cH:19]1\"},\"mapped_reaction_smiles\":\"Br[c:9]1[c:7]([CH3:8])[cH:6][c:5]([C:3]([O:2][CH3:1])=[O:4])[cH:19][cH:18]1.OB(O)[c:10]1[c:11]([O:12][CH3:13])[cH:14][cH:15][cH:16][cH:17]1>Cc1ccccc1.O.O=C(O)O.[K+].[K+].c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][c:7]([CH3:8])[c:9](-[c:10]2[c:11]([O:12][CH3:13])[cH:14][cH:15][cH:16][cH:17]2)[cH:18][cH:19]1\"}",
"reactionStep": {
"id": "sa_a7178e13d74ee9138fa8d363",
"reactionHash": "db20ebfc4f25dc45cf792b821573136bd0bd76b939c29e916bedb152f5915335"
},
"children": [
{
"id": "2553",
"routeId": "sa_88f5a60007a98b0c4b018303",
"moleculeId": "sa_8d0b36724811920116bcf228",
"parentId": "2552",
"isLeaf": true,
"molecule": {
"id": "sa_8d0b36724811920116bcf228",
"inchikey": "GTZTYNPAPQKIIR-UHFFFAOYSA-N",
"smiles": "COC(=O)c1ccc(Br)c(C)c1"
},
"smiles": "COC(=O)c1ccc(Br)c(C)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "2554",
"routeId": "sa_88f5a60007a98b0c4b018303",
"moleculeId": "sa_96b91fce0840c0cec0c05d93",
"parentId": "2552",
"isLeaf": true,
"molecule": {
"id": "sa_96b91fce0840c0cec0c05d93",
"inchikey": "ROEQGIFOWRQYHD-UHFFFAOYSA-N",
"smiles": "COc1ccccc1B(O)O"
},
"smiles": "COc1ccccc1B(O)O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}