Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCCC(Oc1ccccc1Br)C(C)=O
InChiKey
JFOZDQFFHITSHB-UHFFFAOYSA-N
Route Signature
2cdfa8b85f8a9794983c6dc9a970cf427785e1e49843f8c954fefbd7129a02a0
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_939adb6503f4ad8787a65b91",
"signature": "2cdfa8b85f8a9794983c6dc9a970cf427785e1e49843f8c954fefbd7129a02a0",
"contentHash": "fc8ee853f9a57ef7be4f8b7a0ce7d2ad3701e9ed6141e5f98889bd6e81fff223",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_aabb1c0edcbb4f57b98b7f27",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-00206",
"moleculeId": "sa_9e7b6d5b1c26a157a46ec530",
"smiles": "CCCC(Oc1ccccc1Br)C(C)=O",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_9e7b6d5b1c26a157a46ec530",
"inchikey": "JFOZDQFFHITSHB-UHFFFAOYSA-N",
"smiles": "CCCC(Oc1ccccc1Br)C(C)=O"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "12793",
"routeId": "sa_939adb6503f4ad8787a65b91",
"moleculeId": "sa_9e7b6d5b1c26a157a46ec530",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_9e7b6d5b1c26a157a46ec530",
"inchikey": "JFOZDQFFHITSHB-UHFFFAOYSA-N",
"smiles": "CCCC(Oc1ccccc1Br)C(C)=O"
},
"smiles": "CCCC(Oc1ccccc1Br)C(C)=O",
"reactionStepId": "sa_43464a9c02e0bbc93000db3b",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06063810;;473207\",\"rsmi\":\"Br[Mg][CH3:14].CON(C)[C:13]([CH:4]([CH2:3][CH2:2][CH3:1])[O:5][c:6]1[c:7]([Br:8])[cH:9][cH:10][cH:11][cH:12]1)=[O:15]>C1CCOC1.CCOCC.Cl>[CH3:1][CH2:2][CH2:3][CH:4]([O:5][c:6]1[c:7]([Br:8])[cH:9][cH:10][cH:11][cH:12]1)[C:13]([CH3:14])=[O:15]\"},\"mapped_reaction_smiles\":\"Br[Mg][CH3:14].CON(C)[C:13]([CH:4]([CH2:3][CH2:2][CH3:1])[O:5][c:6]1[c:7]([Br:8])[cH:9][cH:10][cH:11][cH:12]1)=[O:15]>C1CCOC1.CCOCC.Cl>[CH3:1][CH2:2][CH2:3][CH:4]([O:5][c:6]1[c:7]([Br:8])[cH:9][cH:10][cH:11][cH:12]1)[C:13]([CH3:14])=[O:15]\"}",
"reactionStep": {
"id": "sa_43464a9c02e0bbc93000db3b",
"reactionHash": "639582c55f1d37e31eeb8f6d239014018bb49639257f7519faf4eff31d0324ee"
},
"children": [
{
"id": "12794",
"routeId": "sa_939adb6503f4ad8787a65b91",
"moleculeId": "sa_1f49d1fc04ca53874d94e458",
"parentId": "12793",
"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": "12795",
"routeId": "sa_939adb6503f4ad8787a65b91",
"moleculeId": "sa_85c9950195028210f67d00af",
"parentId": "12793",
"isLeaf": false,
"molecule": {
"id": "sa_85c9950195028210f67d00af",
"inchikey": "MGRCKMIJIIOEHK-UHFFFAOYSA-N",
"smiles": "CCCC(Oc1ccccc1Br)C(=O)N(C)OC"
},
"smiles": "CCCC(Oc1ccccc1Br)C(=O)N(C)OC",
"reactionStepId": "sa_4313fb7ed293054132a5a008",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06063810;;473206\",\"rsmi\":\"Cl[C:13]([CH:4]([CH2:3][CH2:2][CH3:1])[O:5][c:6]1[c:7]([Br:8])[cH:9][cH:10][cH:11][cH:12]1)=[O:14].[NH:15]([CH3:16])[O:17][CH3:18]>CCN(CC)CC.ClCCl>[CH3:1][CH2:2][CH2:3][CH:4]([O:5][c:6]1[c:7]([Br:8])[cH:9][cH:10][cH:11][cH:12]1)[C:13](=[O:14])[N:15]([CH3:16])[O:17][CH3:18]\"},\"mapped_reaction_smiles\":\"Cl[C:13]([CH:4]([CH2:3][CH2:2][CH3:1])[O:5][c:6]1[c:7]([Br:8])[cH:9][cH:10][cH:11][cH:12]1)=[O:14].[NH:15]([CH3:16])[O:17][CH3:18]>CCN(CC)CC.ClCCl>[CH3:1][CH2:2][CH2:3][CH:4]([O:5][c:6]1[c:7]([Br:8])[cH:9][cH:10][cH:11][cH:12]1)[C:13](=[O:14])[N:15]([CH3:16])[O:17][CH3:18]\"}",
"reactionStep": {
"id": "sa_4313fb7ed293054132a5a008",
"reactionHash": "4dcbe29b33876974eaa4ae92fefaaf2f8c6af0fa5a2d9c72bbf04fd89483c047"
},
"children": [
{
"id": "12796",
"routeId": "sa_939adb6503f4ad8787a65b91",
"moleculeId": "sa_93e456f7e04541ecb6ebcb69",
"parentId": "12795",
"isLeaf": true,
"molecule": {
"id": "sa_93e456f7e04541ecb6ebcb69",
"inchikey": "KRKPYFLIYNGWTE-UHFFFAOYSA-N",
"smiles": "CNOC"
},
"smiles": "CNOC",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "12797",
"routeId": "sa_939adb6503f4ad8787a65b91",
"moleculeId": "sa_34795ed4f4de96953cc4451d",
"parentId": "12795",
"isLeaf": false,
"molecule": {
"id": "sa_34795ed4f4de96953cc4451d",
"inchikey": "UYHYVPAXSDCSAQ-UHFFFAOYSA-N",
"smiles": "CCCC(Oc1ccccc1Br)C(=O)Cl"
},
"smiles": "CCCC(Oc1ccccc1Br)C(=O)Cl",
"reactionStepId": "sa_a9210fbe5348b001923e2e4d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06063810;;473205\",\"rsmi\":\"O=S(Cl)[Cl:15].O[C:13]([CH:4]([CH2:3][CH2:2][CH3:1])[O:5][c:6]1[c:7]([Br:8])[cH:9][cH:10][cH:11][cH:12]1)=[O:14]>>[CH3:1][CH2:2][CH2:3][CH:4]([O:5][c:6]1[c:7]([Br:8])[cH:9][cH:10][cH:11][cH:12]1)[C:13](=[O:14])[Cl:15]\"},\"mapped_reaction_smiles\":\"O=S(Cl)[Cl:15].O[C:13]([CH:4]([CH2:3][CH2:2][CH3:1])[O:5][c:6]1[c:7]([Br:8])[cH:9][cH:10][cH:11][cH:12]1)=[O:14]>>[CH3:1][CH2:2][CH2:3][CH:4]([O:5][c:6]1[c:7]([Br:8])[cH:9][cH:10][cH:11][cH:12]1)[C:13](=[O:14])[Cl:15]\"}",
"reactionStep": {
"id": "sa_a9210fbe5348b001923e2e4d",
"reactionHash": "4e0cb2224e5705e5a9a5ca357b033798dfe6cf69aeb4ee110806f02089581fc9"
},
"children": [
{
"id": "12798",
"routeId": "sa_939adb6503f4ad8787a65b91",
"moleculeId": "sa_df8ad76ec4d779909d192b78",
"parentId": "12797",
"isLeaf": false,
"molecule": {
"id": "sa_df8ad76ec4d779909d192b78",
"inchikey": "AFHOUQCMBFHADU-UHFFFAOYSA-N",
"smiles": "CCCC(Oc1ccccc1Br)C(=O)O"
},
"smiles": "CCCC(Oc1ccccc1Br)C(=O)O",
"reactionStepId": "sa_ddc98e1dde07d544cc9632c8",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06063810;;473204\",\"rsmi\":\"CC[O:15][C:13]([CH:4]([CH2:3][CH2:2][CH3:1])[O:5][c:6]1[c:7]([Br:8])[cH:9][cH:10][cH:11][cH:12]1)=[O:14]>CO.O.[Na+].O>[CH3:1][CH2:2][CH2:3][CH:4]([O:5][c:6]1[c:7]([Br:8])[cH:9][cH:10][cH:11][cH:12]1)[C:13](=[O:14])[OH:15]\"},\"mapped_reaction_smiles\":\"CC[O:15][C:13]([CH:4]([CH2:3][CH2:2][CH3:1])[O:5][c:6]1[c:7]([Br:8])[cH:9][cH:10][cH:11][cH:12]1)=[O:14]>CO.O.[Na+].O>[CH3:1][CH2:2][CH2:3][CH:4]([O:5][c:6]1[c:7]([Br:8])[cH:9][cH:10][cH:11][cH:12]1)[C:13](=[O:14])[OH:15]\"}",
"reactionStep": {
"id": "sa_ddc98e1dde07d544cc9632c8",
"reactionHash": "dc59ff773a27ee07d321fb0af31d3b669a2468d57e09b3d2f0d56cb95e1e3ac6"
},
"children": [
{
"id": "12799",
"routeId": "sa_939adb6503f4ad8787a65b91",
"moleculeId": "sa_ef20de475fe8bd8ab86134d5",
"parentId": "12798",
"isLeaf": false,
"molecule": {
"id": "sa_ef20de475fe8bd8ab86134d5",
"inchikey": "MSWPPDWDKORPNJ-UHFFFAOYSA-N",
"smiles": "CCCC(Oc1ccccc1Br)C(=O)OCC"
},
"smiles": "CCCC(Oc1ccccc1Br)C(=O)OCC",
"reactionStepId": "sa_5f2ab1b1eb9fc1fd77d6a4da",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06063810;;473203\",\"rsmi\":\"Br[CH:4]([CH2:3][CH2:2][CH3:1])[C:13](=[O:14])[O:15][CH2:16][CH3:17].[OH:5][c:6]1[c:7]([Br:8])[cH:9][cH:10][cH:11][cH:12]1>CN(C)C=O.O.O=C(O)O.I.[K+].[K+].[K+]>[CH3:1][CH2:2][CH2:3][CH:4]([O:5][c:6]1[c:7]([Br:8])[cH:9][cH:10][cH:11][cH:12]1)[C:13](=[O:14])[O:15][CH2:16][CH3:17]\"},\"mapped_reaction_smiles\":\"Br[CH:4]([CH2:3][CH2:2][CH3:1])[C:13](=[O:14])[O:15][CH2:16][CH3:17].[OH:5][c:6]1[c:7]([Br:8])[cH:9][cH:10][cH:11][cH:12]1>CN(C)C=O.O.O=C(O)O.I.[K+].[K+].[K+]>[CH3:1][CH2:2][CH2:3][CH:4]([O:5][c:6]1[c:7]([Br:8])[cH:9][cH:10][cH:11][cH:12]1)[C:13](=[O:14])[O:15][CH2:16][CH3:17]\"}",
"reactionStep": {
"id": "sa_5f2ab1b1eb9fc1fd77d6a4da",
"reactionHash": "cdc9757aa8d2d7eeb18d4224f075d0411a9439dc41da890ccec661609d58ca6e"
},
"children": [
{
"id": "12800",
"routeId": "sa_939adb6503f4ad8787a65b91",
"moleculeId": "sa_e26ee9a61b96b081cfc69f38",
"parentId": "12799",
"isLeaf": true,
"molecule": {
"id": "sa_e26ee9a61b96b081cfc69f38",
"inchikey": "ORSIRXYHFPHWTN-UHFFFAOYSA-N",
"smiles": "CCCC(Br)C(=O)OCC"
},
"smiles": "CCCC(Br)C(=O)OCC",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "12801",
"routeId": "sa_939adb6503f4ad8787a65b91",
"moleculeId": "sa_f6eeaf284b91294f4f291614",
"parentId": "12799",
"isLeaf": true,
"molecule": {
"id": "sa_f6eeaf284b91294f4f291614",
"inchikey": "VADKRMSMGWJZCF-UHFFFAOYSA-N",
"smiles": "Oc1ccccc1Br"
},
"smiles": "Oc1ccccc1Br",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "12802",
"routeId": "sa_939adb6503f4ad8787a65b91",
"moleculeId": "sa_cd67ce42f230ef1a4063353c",
"parentId": "12797",
"isLeaf": true,
"molecule": {
"id": "sa_cd67ce42f230ef1a4063353c",
"inchikey": "FYSNRJHAOHDILO-UHFFFAOYSA-N",
"smiles": "O=S(Cl)Cl"
},
"smiles": "O=S(Cl)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}