Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC1(C)OB(O)c2ccc(C3=NOC(c4cc(Cl)c(C(F)F)c(Cl)c4)(C(F)(F)F)C3)cc21
InChiKey
SJUBOVOCYYQLHX-UHFFFAOYSA-N
Route Signature
58957757fcafb03746860660d3b08e14b37fdad7d417d7cc24033acc4d3be0a6
Synthesis route with 4 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_7de20f531355e788d0bcda79",
"signature": "58957757fcafb03746860660d3b08e14b37fdad7d417d7cc24033acc4d3be0a6",
"contentHash": "f65a4c0a463b241616df07697c82961c0d2630b6f99685d956a8dc7bb72ee557",
"length": 4,
"isConvergent": true
},
"target": {
"id": "sa_0535ff4d8016a410fca46a18",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-00695",
"moleculeId": "sa_bf0941c3171d51c5e8d01c4c",
"smiles": "CC1(C)OB(O)c2ccc(C3=NOC(c4cc(Cl)c(C(F)F)c(Cl)c4)(C(F)(F)F)C3)cc21",
"routeLength": 4,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_bf0941c3171d51c5e8d01c4c",
"inchikey": "SJUBOVOCYYQLHX-UHFFFAOYSA-N",
"smiles": "CC1(C)OB(O)c2ccc(C3=NOC(c4cc(Cl)c(C(F)F)c(Cl)c4)(C(F)(F)F)C3)cc21"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "9685",
"routeId": "sa_7de20f531355e788d0bcda79",
"moleculeId": "sa_bf0941c3171d51c5e8d01c4c",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_bf0941c3171d51c5e8d01c4c",
"inchikey": "SJUBOVOCYYQLHX-UHFFFAOYSA-N",
"smiles": "CC1(C)OB(O)c2ccc(C3=NOC(c4cc(Cl)c(C(F)F)c(Cl)c4)(C(F)(F)F)C3)cc21"
},
"smiles": "CC1(C)OB(O)c2ccc(C3=NOC(c4cc(Cl)c(C(F)F)c(Cl)c4)(C(F)(F)F)C3)cc21",
"reactionStepId": "sa_ec3b9ab00529386336ecfe65",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150025038A1;0238;1642159\",\"rsmi\":\"Cl[C:11]([c:10]1[cH:9][c:8]2[c:7]([cH:32][cH:31]1)[B:5]([OH:6])[O:4][C:2]2([CH3:1])[CH3:3])=[N:12][OH:13].[C:14]([c:15]1[cH:16][c:17]([Cl:18])[c:19]([CH:20]([F:21])[F:22])[c:23]([Cl:24])[cH:25]1)([C:26]([F:27])([F:28])[F:29])=[CH2:30]>CN(C)C=O>[CH3:1][C:2]1([CH3:3])[O:4][B:5]([OH:6])[c:7]2[c:8]1[cH:9][c:10]([C:11]1=[N:12][O:13][C:14]([c:15]3[cH:16][c:17]([Cl:18])[c:19]([CH:20]([F:21])[F:22])[c:23]([Cl:24])[cH:25]3)([C:26]([F:27])([F:28])[F:29])[CH2:30]1)[cH:31][cH:32]2\"},\"mapped_reaction_smiles\":\"Cl[C:11]([c:10]1[cH:9][c:8]2[c:7]([cH:32][cH:31]1)[B:5]([OH:6])[O:4][C:2]2([CH3:1])[CH3:3])=[N:12][OH:13].[C:14]([c:15]1[cH:16][c:17]([Cl:18])[c:19]([CH:20]([F:21])[F:22])[c:23]([Cl:24])[cH:25]1)([C:26]([F:27])([F:28])[F:29])=[CH2:30]>CN(C)C=O>[CH3:1][C:2]1([CH3:3])[O:4][B:5]([OH:6])[c:7]2[c:8]1[cH:9][c:10]([C:11]1=[N:12][O:13][C:14]([c:15]3[cH:16][c:17]([Cl:18])[c:19]([CH:20]([F:21])[F:22])[c:23]([Cl:24])[cH:25]3)([C:26]([F:27])([F:28])[F:29])[CH2:30]1)[cH:31][cH:32]2\"}",
"reactionStep": {
"id": "sa_ec3b9ab00529386336ecfe65",
"reactionHash": "54f1047c7819babd87ca6a9635d69705bdd582fbb34bbc8e305073caef91bd1d"
},
"children": [
{
"id": "9686",
"routeId": "sa_7de20f531355e788d0bcda79",
"moleculeId": "sa_950af0b9c392d379c1449a6c",
"parentId": "9685",
"isLeaf": false,
"molecule": {
"id": "sa_950af0b9c392d379c1449a6c",
"inchikey": "AIVZRGKOYGRGET-UHFFFAOYSA-N",
"smiles": "CC1(C)OB(O)c2ccc(C(Cl)=NO)cc21"
},
"smiles": "CC1(C)OB(O)c2ccc(C(Cl)=NO)cc21",
"reactionStepId": "sa_8cf75d00d8b0937267a96b02",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150025038A1;0204;1642138\",\"rsmi\":\"O=C1CCC(=O)N1[Cl:12].[CH3:1][C:2]1([CH3:3])[O:4][B:5]([OH:6])[c:7]2[c:8]1[cH:9][c:10]([CH:11]=[N:13][OH:14])[cH:15][cH:16]2>CN(C)C=O>[CH3:1][C:2]1([CH3:3])[O:4][B:5]([OH:6])[c:7]2[c:8]1[cH:9][c:10]([C:11]([Cl:12])=[N:13][OH:14])[cH:15][cH:16]2\"},\"mapped_reaction_smiles\":\"O=C1CCC(=O)N1[Cl:12].[CH3:1][C:2]1([CH3:3])[O:4][B:5]([OH:6])[c:7]2[c:8]1[cH:9][c:10]([CH:11]=[N:13][OH:14])[cH:15][cH:16]2>CN(C)C=O>[CH3:1][C:2]1([CH3:3])[O:4][B:5]([OH:6])[c:7]2[c:8]1[cH:9][c:10]([C:11]([Cl:12])=[N:13][OH:14])[cH:15][cH:16]2\"}",
"reactionStep": {
"id": "sa_8cf75d00d8b0937267a96b02",
"reactionHash": "47cafd1fa71e11e4345f62656269b8e3485ec12fa4b34f32ed387e8e57df4b51"
},
"children": [
{
"id": "9687",
"routeId": "sa_7de20f531355e788d0bcda79",
"moleculeId": "sa_a576f9b9a2caa305053d217d",
"parentId": "9686",
"isLeaf": true,
"molecule": {
"id": "sa_a576f9b9a2caa305053d217d",
"inchikey": "JRNVZBWKYDBUCA-UHFFFAOYSA-N",
"smiles": "O=C1CCC(=O)N1Cl"
},
"smiles": "O=C1CCC(=O)N1Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "9688",
"routeId": "sa_7de20f531355e788d0bcda79",
"moleculeId": "sa_cd10128d065f3050137cc61c",
"parentId": "9686",
"isLeaf": false,
"molecule": {
"id": "sa_cd10128d065f3050137cc61c",
"inchikey": "NPMJSRPXNIKOIH-UHFFFAOYSA-N",
"smiles": "CC1(C)OB(O)c2ccc(C=NO)cc21"
},
"smiles": "CC1(C)OB(O)c2ccc(C=NO)cc21",
"reactionStepId": "sa_de4e03e9646784551f656697",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150025038A1;0203;1642137\",\"rsmi\":\"O=[CH:11][c:10]1[cH:9][c:8]2[c:7]([cH:15][cH:14]1)[B:5]([OH:6])[O:4][C:2]2([CH3:1])[CH3:3].[NH2:12][OH:13]>C1CCOC1.CC(=O)O.Cl.O.[Na+]>[CH3:1][C:2]1([CH3:3])[O:4][B:5]([OH:6])[c:7]2[c:8]1[cH:9][c:10]([CH:11]=[N:12][OH:13])[cH:14][cH:15]2\"},\"mapped_reaction_smiles\":\"O=[CH:11][c:10]1[cH:9][c:8]2[c:7]([cH:15][cH:14]1)[B:5]([OH:6])[O:4][C:2]2([CH3:1])[CH3:3].[NH2:12][OH:13]>C1CCOC1.CC(=O)O.Cl.O.[Na+]>[CH3:1][C:2]1([CH3:3])[O:4][B:5]([OH:6])[c:7]2[c:8]1[cH:9][c:10]([CH:11]=[N:12][OH:13])[cH:14][cH:15]2\"}",
"reactionStep": {
"id": "sa_de4e03e9646784551f656697",
"reactionHash": "b9c1ee85fc28a52c0c04876220c64187c00cba0f99c855426fd16bd59d99b79d"
},
"children": [
{
"id": "9689",
"routeId": "sa_7de20f531355e788d0bcda79",
"moleculeId": "sa_04a18e3f07bde82ca29399ee",
"parentId": "9688",
"isLeaf": true,
"molecule": {
"id": "sa_04a18e3f07bde82ca29399ee",
"inchikey": "AVXURJPOCDRRFD-UHFFFAOYSA-N",
"smiles": "NO"
},
"smiles": "NO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "9690",
"routeId": "sa_7de20f531355e788d0bcda79",
"moleculeId": "sa_b6af2bf90c8a574efaa361c8",
"parentId": "9688",
"isLeaf": false,
"molecule": {
"id": "sa_b6af2bf90c8a574efaa361c8",
"inchikey": "CDQSRHQFSNQHJC-UHFFFAOYSA-N",
"smiles": "CC1(C)OB(O)c2ccc(C=O)cc21"
},
"smiles": "CC1(C)OB(O)c2ccc(C=O)cc21",
"reactionStepId": "sa_e18c530be182f7797657a237",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150025038A1;0202;1642136\",\"rsmi\":\"O=C(O[O:12]C(=O)c1ccccc1)c1ccccc1.[CH3:1][C:2]1([CH3:3])[O:4][B:5]([OH:6])[c:7]2[c:8]1[cH:9][c:10]([CH3:11])[cH:13][cH:14]2>Cl.ClC(Cl)(Cl)Cl.O=C(O)O.O=C1CCC(=O)N1Br.[Na+].[Na+]>[CH3:1][C:2]1([CH3:3])[O:4][B:5]([OH:6])[c:7]2[c:8]1[cH:9][c:10]([CH:11]=[O:12])[cH:13][cH:14]2\"},\"mapped_reaction_smiles\":\"O=C(O[O:12]C(=O)c1ccccc1)c1ccccc1.[CH3:1][C:2]1([CH3:3])[O:4][B:5]([OH:6])[c:7]2[c:8]1[cH:9][c:10]([CH3:11])[cH:13][cH:14]2>Cl.ClC(Cl)(Cl)Cl.O=C(O)O.O=C1CCC(=O)N1Br.[Na+].[Na+]>[CH3:1][C:2]1([CH3:3])[O:4][B:5]([OH:6])[c:7]2[c:8]1[cH:9][c:10]([CH:11]=[O:12])[cH:13][cH:14]2\"}",
"reactionStep": {
"id": "sa_e18c530be182f7797657a237",
"reactionHash": "41f884d2e7d156309a8fb404919dee49997f93eb56e0b9288e7267795f9fe937"
},
"children": [
{
"id": "9691",
"routeId": "sa_7de20f531355e788d0bcda79",
"moleculeId": "sa_958981d2d102d323475e3354",
"parentId": "9690",
"isLeaf": true,
"molecule": {
"id": "sa_958981d2d102d323475e3354",
"inchikey": "OMPJBNCRMGITSC-UHFFFAOYSA-N",
"smiles": "O=C(OOC(=O)c1ccccc1)c1ccccc1"
},
"smiles": "O=C(OOC(=O)c1ccccc1)c1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "9692",
"routeId": "sa_7de20f531355e788d0bcda79",
"moleculeId": "sa_13357c1b1ab41f1be8be2de1",
"parentId": "9690",
"isLeaf": true,
"molecule": {
"id": "sa_13357c1b1ab41f1be8be2de1",
"inchikey": "YHNSWCARTYRRBQ-UHFFFAOYSA-N",
"smiles": "Cc1ccc2c(c1)C(C)(C)OB2O"
},
"smiles": "Cc1ccc2c(c1)C(C)(C)OB2O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
},
{
"id": "9693",
"routeId": "sa_7de20f531355e788d0bcda79",
"moleculeId": "sa_e9cdb89cbe95b1d5a3fcc926",
"parentId": "9685",
"isLeaf": false,
"molecule": {
"id": "sa_e9cdb89cbe95b1d5a3fcc926",
"inchikey": "SJAYITMNZCCTRX-UHFFFAOYSA-N",
"smiles": "C=C(c1cc(Cl)c(C(F)F)c(Cl)c1)C(F)(F)F"
},
"smiles": "C=C(c1cc(Cl)c(C(F)F)c(Cl)c1)C(F)(F)F",
"reactionStepId": "sa_76ca1242d304d3887d8df698",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150025038A1;0237;1642158\",\"rsmi\":\"Br[C:2](=[CH2:1])[C:14]([F:15])([F:16])[F:17].CC1(C)OB([c:3]2[cH:4][c:5]([Cl:6])[c:7]([CH:8]([F:9])[F:10])[c:11]([Cl:12])[cH:13]2)OC1(C)C>C1CCOC1.Cl[Pd](Cl)([PH](c1ccccc1)(c1ccccc1)c1ccccc1)[PH](c1ccccc1)(c1ccccc1)c1ccccc1.O=C(O)O.[Cs+].[Cs+]>[CH2:1]=[C:2]([c:3]1[cH:4][c:5]([Cl:6])[c:7]([CH:8]([F:9])[F:10])[c:11]([Cl:12])[cH:13]1)[C:14]([F:15])([F:16])[F:17]\"},\"mapped_reaction_smiles\":\"Br[C:2](=[CH2:1])[C:14]([F:15])([F:16])[F:17].CC1(C)OB([c:3]2[cH:4][c:5]([Cl:6])[c:7]([CH:8]([F:9])[F:10])[c:11]([Cl:12])[cH:13]2)OC1(C)C>C1CCOC1.Cl[Pd](Cl)([PH](c1ccccc1)(c1ccccc1)c1ccccc1)[PH](c1ccccc1)(c1ccccc1)c1ccccc1.O=C(O)O.[Cs+].[Cs+]>[CH2:1]=[C:2]([c:3]1[cH:4][c:5]([Cl:6])[c:7]([CH:8]([F:9])[F:10])[c:11]([Cl:12])[cH:13]1)[C:14]([F:15])([F:16])[F:17]\"}",
"reactionStep": {
"id": "sa_76ca1242d304d3887d8df698",
"reactionHash": "78e412ec65f357346519a59ce3cc7af2b3866a2d88602dd36fbb9fd0c23c7420"
},
"children": [
{
"id": "9694",
"routeId": "sa_7de20f531355e788d0bcda79",
"moleculeId": "sa_274c0413e0da80d02b32eb8f",
"parentId": "9693",
"isLeaf": true,
"molecule": {
"id": "sa_274c0413e0da80d02b32eb8f",
"inchikey": "QKBKGNDTLQFSEU-UHFFFAOYSA-N",
"smiles": "C=C(Br)C(F)(F)F"
},
"smiles": "C=C(Br)C(F)(F)F",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "9695",
"routeId": "sa_7de20f531355e788d0bcda79",
"moleculeId": "sa_06e80a0326beac37b9fef6c8",
"parentId": "9693",
"isLeaf": true,
"molecule": {
"id": "sa_06e80a0326beac37b9fef6c8",
"inchikey": "QQQKMDQEPNLIMU-UHFFFAOYSA-N",
"smiles": "CC1(C)OB(c2cc(Cl)c(C(F)F)c(Cl)c2)OC1(C)C"
},
"smiles": "CC1(C)OB(c2cc(Cl)c(C(F)F)c(Cl)c2)OC1(C)C",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}