Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC(C)OC(=O)c1cccc(C#Cc2ccc(CC(=O)O)c(F)c2)c1
InChiKey
OABAMFBEZKBFBO-UHFFFAOYSA-N
Route Signature
09054935f75d272879c9e6ad46354d62867c0ae3e5bf41232a7f6aa4f008f6c6
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_6341c7ffdffc4a11f39bdb37",
"signature": "09054935f75d272879c9e6ad46354d62867c0ae3e5bf41232a7f6aa4f008f6c6",
"contentHash": "755f22a0bc6f3678c788aa780abc0226e589cd9f8ec8598232280bc5c7037c70",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_f325bd03fcd8feb8af251470",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-03818",
"moleculeId": "sa_10592eca37d9719faf2d54da",
"smiles": "CC(C)OC(=O)c1cccc(C#Cc2ccc(CC(=O)O)c(F)c2)c1",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_10592eca37d9719faf2d54da",
"inchikey": "OABAMFBEZKBFBO-UHFFFAOYSA-N",
"smiles": "CC(C)OC(=O)c1cccc(C#Cc2ccc(CC(=O)O)c(F)c2)c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "15270",
"routeId": "sa_6341c7ffdffc4a11f39bdb37",
"moleculeId": "sa_10592eca37d9719faf2d54da",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_10592eca37d9719faf2d54da",
"inchikey": "OABAMFBEZKBFBO-UHFFFAOYSA-N",
"smiles": "CC(C)OC(=O)c1cccc(C#Cc2ccc(CC(=O)O)c(F)c2)c1"
},
"smiles": "CC(C)OC(=O)c1cccc(C#Cc2ccc(CC(=O)O)c(F)c2)c1",
"reactionStepId": "sa_0b1831d7571e6e30ae4f4883",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US07638648B2;0753;947637\",\"rsmi\":\"CC[O:20][C:18]([CH2:17][c:16]1[c:14]([F:15])[cH:13][c:12]([C:11]#[C:10][c:9]2[cH:8][c:7]([C:5]([O:4][CH:2]([CH3:1])[CH3:3])=[O:6])[cH:25][cH:24][cH:23]2)[cH:22][cH:21]1)=[O:19]>C1CCOC1.CC(C)O.[Li+].O>[CH3:1][CH:2]([CH3:3])[O:4][C:5](=[O:6])[c:7]1[cH:8][c:9]([C:10]#[C:11][c:12]2[cH:13][c:14]([F:15])[c:16]([CH2:17][C:18](=[O:19])[OH:20])[cH:21][cH:22]2)[cH:23][cH:24][cH:25]1\"},\"mapped_reaction_smiles\":\"CC[O:20][C:18]([CH2:17][c:16]1[c:14]([F:15])[cH:13][c:12]([C:11]#[C:10][c:9]2[cH:8][c:7]([C:5]([O:4][CH:2]([CH3:1])[CH3:3])=[O:6])[cH:25][cH:24][cH:23]2)[cH:22][cH:21]1)=[O:19]>C1CCOC1.CC(C)O.[Li+].O>[CH3:1][CH:2]([CH3:3])[O:4][C:5](=[O:6])[c:7]1[cH:8][c:9]([C:10]#[C:11][c:12]2[cH:13][c:14]([F:15])[c:16]([CH2:17][C:18](=[O:19])[OH:20])[cH:21][cH:22]2)[cH:23][cH:24][cH:25]1\"}",
"reactionStep": {
"id": "sa_0b1831d7571e6e30ae4f4883",
"reactionHash": "9cc672a5063d6c316c10bb5b0ffc722f7390f98b08b95c0a2528e9a6af4da7b7"
},
"children": [
{
"id": "15271",
"routeId": "sa_6341c7ffdffc4a11f39bdb37",
"moleculeId": "sa_326a61dcb9a9111ac7d75f16",
"parentId": "15270",
"isLeaf": false,
"molecule": {
"id": "sa_326a61dcb9a9111ac7d75f16",
"inchikey": "RPTRPUYGOBJYQR-UHFFFAOYSA-N",
"smiles": "CCOC(=O)Cc1ccc(C#Cc2cccc(C(=O)OC(C)C)c2)cc1F"
},
"smiles": "CCOC(=O)Cc1ccc(C#Cc2cccc(C(=O)OC(C)C)c2)cc1F",
"reactionStepId": "sa_271cfb9361790069658f208d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US07638648B2;0751;947636\",\"rsmi\":\"I[c:11]1[cH:10][c:8]([F:9])[c:7]([CH2:6][C:4]([O:3][CH2:2][CH3:1])=[O:5])[cH:27][cH:26]1.[CH:12]#[C:13][c:14]1[cH:15][cH:16][cH:17][c:18]([C:19](=[O:20])[O:21][CH:22]([CH3:23])[CH3:24])[cH:25]1>CCCCCC.CCN(CC)CC.CCOC(C)=O.Cl[Pd](Cl)([PH](c1ccccc1)(c1ccccc1)c1ccccc1)[PH](c1ccccc1)(c1ccccc1)c1ccccc1.[Cu]I>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][c:7]1[c:8]([F:9])[cH:10][c:11]([C:12]#[C:13][c:14]2[cH:15][cH:16][cH:17][c:18]([C:19](=[O:20])[O:21][CH:22]([CH3:23])[CH3:24])[cH:25]2)[cH:26][cH:27]1\"},\"mapped_reaction_smiles\":\"I[c:11]1[cH:10][c:8]([F:9])[c:7]([CH2:6][C:4]([O:3][CH2:2][CH3:1])=[O:5])[cH:27][cH:26]1.[CH:12]#[C:13][c:14]1[cH:15][cH:16][cH:17][c:18]([C:19](=[O:20])[O:21][CH:22]([CH3:23])[CH3:24])[cH:25]1>CCCCCC.CCN(CC)CC.CCOC(C)=O.Cl[Pd](Cl)([PH](c1ccccc1)(c1ccccc1)c1ccccc1)[PH](c1ccccc1)(c1ccccc1)c1ccccc1.[Cu]I>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][c:7]1[c:8]([F:9])[cH:10][c:11]([C:12]#[C:13][c:14]2[cH:15][cH:16][cH:17][c:18]([C:19](=[O:20])[O:21][CH:22]([CH3:23])[CH3:24])[cH:25]2)[cH:26][cH:27]1\"}",
"reactionStep": {
"id": "sa_271cfb9361790069658f208d",
"reactionHash": "04fb3acaa5911e5519970bea06a5dbd5c4e586eda97f2b19b8981ed30a76a45f"
},
"children": [
{
"id": "15272",
"routeId": "sa_6341c7ffdffc4a11f39bdb37",
"moleculeId": "sa_73efa675256c646cf5bb5ebe",
"parentId": "15271",
"isLeaf": false,
"molecule": {
"id": "sa_73efa675256c646cf5bb5ebe",
"inchikey": "AQXHFARZJSMEMJ-UHFFFAOYSA-N",
"smiles": "C#Cc1cccc(C(=O)OC(C)C)c1"
},
"smiles": "C#Cc1cccc(C(=O)OC(C)C)c1",
"reactionStepId": "sa_68791681efefe0675e471325",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US07638648B2;0749;947635\",\"rsmi\":\"C[Si](C)(C)[C:1]#[C:2][c:3]1[cH:4][cH:5][cH:6][c:7]([C:8](=[O:9])[O:10][CH:11]([CH3:12])[CH3:13])[cH:14]1>C1CCOC1.CCCC[N+](CCCC)(CCCC)CCCC.O.F>[CH:1]#[C:2][c:3]1[cH:4][cH:5][cH:6][c:7]([C:8](=[O:9])[O:10][CH:11]([CH3:12])[CH3:13])[cH:14]1\"},\"mapped_reaction_smiles\":\"C[Si](C)(C)[C:1]#[C:2][c:3]1[cH:4][cH:5][cH:6][c:7]([C:8](=[O:9])[O:10][CH:11]([CH3:12])[CH3:13])[cH:14]1>C1CCOC1.CCCC[N+](CCCC)(CCCC)CCCC.O.F>[CH:1]#[C:2][c:3]1[cH:4][cH:5][cH:6][c:7]([C:8](=[O:9])[O:10][CH:11]([CH3:12])[CH3:13])[cH:14]1\"}",
"reactionStep": {
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"reactionHash": "b68c5806d2aef271929212cab0165ac1419eaef8d44a2a53414ffbe6556903e3"
},
"children": [
{
"id": "15273",
"routeId": "sa_6341c7ffdffc4a11f39bdb37",
"moleculeId": "sa_231fd0c56c20746c97323d3c",
"parentId": "15272",
"isLeaf": false,
"molecule": {
"id": "sa_231fd0c56c20746c97323d3c",
"inchikey": "ZBAXIESNXZNCDJ-UHFFFAOYSA-N",
"smiles": "CC(C)OC(=O)c1cccc(C#C[Si](C)(C)C)c1"
},
"smiles": "CC(C)OC(=O)c1cccc(C#C[Si](C)(C)C)c1",
"reactionStepId": "sa_1f6f8d60e3e4a2439ad5d1fc",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US07638648B2;0746;947634\",\"rsmi\":\"Br[c:9]1[cH:8][c:7]([C:5]([O:4][CH:2]([CH3:1])[CH3:3])=[O:6])[cH:18][cH:17][cH:16]1.[CH:10]#[C:11][Si:12]([CH3:13])([CH3:14])[CH3:15]>CCCCCC.CCN(CC)CC.CCOC(C)=O.Cl[Pd](Cl)([PH](c1ccccc1)(c1ccccc1)c1ccccc1)[PH](c1ccccc1)(c1ccccc1)c1ccccc1.[Cu]I>[CH3:1][CH:2]([CH3:3])[O:4][C:5](=[O:6])[c:7]1[cH:8][c:9]([C:10]#[C:11][Si:12]([CH3:13])([CH3:14])[CH3:15])[cH:16][cH:17][cH:18]1\"},\"mapped_reaction_smiles\":\"Br[c:9]1[cH:8][c:7]([C:5]([O:4][CH:2]([CH3:1])[CH3:3])=[O:6])[cH:18][cH:17][cH:16]1.[CH:10]#[C:11][Si:12]([CH3:13])([CH3:14])[CH3:15]>CCCCCC.CCN(CC)CC.CCOC(C)=O.Cl[Pd](Cl)([PH](c1ccccc1)(c1ccccc1)c1ccccc1)[PH](c1ccccc1)(c1ccccc1)c1ccccc1.[Cu]I>[CH3:1][CH:2]([CH3:3])[O:4][C:5](=[O:6])[c:7]1[cH:8][c:9]([C:10]#[C:11][Si:12]([CH3:13])([CH3:14])[CH3:15])[cH:16][cH:17][cH:18]1\"}",
"reactionStep": {
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"reactionHash": "c2e0644d247d8370a59979935655238a872fac8ecb82239eeea5e17ceed53b34"
},
"children": [
{
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"routeId": "sa_6341c7ffdffc4a11f39bdb37",
"moleculeId": "sa_95a9277ba0d873f43bb42b7f",
"parentId": "15273",
"isLeaf": true,
"molecule": {
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"inchikey": "CWMFRHBXRUITQE-UHFFFAOYSA-N",
"smiles": "C#C[Si](C)(C)C"
},
"smiles": "C#C[Si](C)(C)C",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15275",
"routeId": "sa_6341c7ffdffc4a11f39bdb37",
"moleculeId": "sa_eb6c72d86b5d20f7f5c7e047",
"parentId": "15273",
"isLeaf": false,
"molecule": {
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"inchikey": "XITGBNKZHSGOJC-UHFFFAOYSA-N",
"smiles": "CC(C)OC(=O)c1cccc(Br)c1"
},
"smiles": "CC(C)OC(=O)c1cccc(Br)c1",
"reactionStepId": "sa_0c4d9c16a2e1eca77ac5ff77",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US07638648B2;0743;947633\",\"rsmi\":\"O[C:5](=[O:6])[c:7]1[cH:8][c:9]([Br:10])[cH:11][cH:12][cH:13]1.[CH3:1][CH:2]([CH3:3])[OH:4]>O.O=S(=O)(O)O>[CH3:1][CH:2]([CH3:3])[O:4][C:5](=[O:6])[c:7]1[cH:8][c:9]([Br:10])[cH:11][cH:12][cH:13]1\"},\"mapped_reaction_smiles\":\"O[C:5](=[O:6])[c:7]1[cH:8][c:9]([Br:10])[cH:11][cH:12][cH:13]1.[CH3:1][CH:2]([CH3:3])[OH:4]>O.O=S(=O)(O)O>[CH3:1][CH:2]([CH3:3])[O:4][C:5](=[O:6])[c:7]1[cH:8][c:9]([Br:10])[cH:11][cH:12][cH:13]1\"}",
"reactionStep": {
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"children": [
{
"id": "15276",
"routeId": "sa_6341c7ffdffc4a11f39bdb37",
"moleculeId": "sa_686dd003386da742d95a15d8",
"parentId": "15275",
"isLeaf": true,
"molecule": {
"id": "sa_686dd003386da742d95a15d8",
"inchikey": "KFZMGEQAYNKOFK-UHFFFAOYSA-N",
"smiles": "CC(C)O"
},
"smiles": "CC(C)O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15277",
"routeId": "sa_6341c7ffdffc4a11f39bdb37",
"moleculeId": "sa_0b6587bd19ba05a6865bd6ce",
"parentId": "15275",
"isLeaf": true,
"molecule": {
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"inchikey": "VOIZNVUXCQLQHS-UHFFFAOYSA-N",
"smiles": "O=C(O)c1cccc(Br)c1"
},
"smiles": "O=C(O)c1cccc(Br)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
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}
]
}
]
}
]
},
{
"id": "15278",
"routeId": "sa_6341c7ffdffc4a11f39bdb37",
"moleculeId": "sa_a2b0d9e63f371a11cf968382",
"parentId": "15271",
"isLeaf": true,
"molecule": {
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"inchikey": "ZINVXYJYHMFSCJ-UHFFFAOYSA-N",
"smiles": "CCOC(=O)Cc1ccc(I)cc1F"
},
"smiles": "CCOC(=O)Cc1ccc(I)cc1F",
"reactionStepId": null,
"template": null,
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}
]
}
]
}
}