Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC(C)c1onc(-c2c(Cl)cccc2Cl)c1COc1ccc(-c2ccc3oc(C(=O)O)cc(=O)c3c2)cc1
InChiKey
HVAARCQUJSPZHZ-UHFFFAOYSA-N
Route Signature
3ca4619bb034eb52702e34ee0f9d8ecb4cb41e4b969fbe85aac456ed83c9c150
Synthesis route with 3 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_cdb3a9a87a013422a383f518",
"signature": "3ca4619bb034eb52702e34ee0f9d8ecb4cb41e4b969fbe85aac456ed83c9c150",
"contentHash": "5765bea74bae783e74b5303fe8225e16ff6bb6afc467fb6685f6b7c5a1993368",
"length": 3,
"isConvergent": true
},
"target": {
"id": "sa_a81a0262879f56a83f29ef96",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-01371",
"moleculeId": "sa_27eae41d21b3da95dced5db6",
"smiles": "CC(C)c1onc(-c2c(Cl)cccc2Cl)c1COc1ccc(-c2ccc3oc(C(=O)O)cc(=O)c3c2)cc1",
"routeLength": 3,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_27eae41d21b3da95dced5db6",
"inchikey": "HVAARCQUJSPZHZ-UHFFFAOYSA-N",
"smiles": "CC(C)c1onc(-c2c(Cl)cccc2Cl)c1COc1ccc(-c2ccc3oc(C(=O)O)cc(=O)c3c2)cc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "10109",
"routeId": "sa_cdb3a9a87a013422a383f518",
"moleculeId": "sa_27eae41d21b3da95dced5db6",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_27eae41d21b3da95dced5db6",
"inchikey": "HVAARCQUJSPZHZ-UHFFFAOYSA-N",
"smiles": "CC(C)c1onc(-c2c(Cl)cccc2Cl)c1COc1ccc(-c2ccc3oc(C(=O)O)cc(=O)c3c2)cc1"
},
"smiles": "CC(C)c1onc(-c2c(Cl)cccc2Cl)c1COc1ccc(-c2ccc3oc(C(=O)O)cc(=O)c3c2)cc1",
"reactionStepId": "sa_55481a2536cc527d13849dc9",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100249179A1;0508;950293\",\"rsmi\":\"CC[O:20][C:18]([c:17]1[o:16][c:15]2[cH:14][cH:13][c:12](-[c:11]3[cH:10][cH:9][c:8]([O:7][CH2:6][c:5]4[c:4]([CH:2]([CH3:1])[CH3:3])[o:38][n:37][c:28]4-[c:29]4[c:30]([Cl:31])[cH:32][cH:33][cH:34][c:35]4[Cl:36])[cH:27][cH:26]3)[cH:25][c:24]2[c:22](=[O:23])[cH:21]1)=[O:19]>C1CCOC1.CCO.ClCCl.O=C(O)O.[Na+]>[CH3:1][CH:2]([CH3:3])[c:4]1[c:5]([CH2:6][O:7][c:8]2[cH:9][cH:10][c:11](-[c:12]3[cH:13][cH:14][c:15]4[o:16][c:17]([C:18](=[O:19])[OH:20])[cH:21][c:22](=[O:23])[c:24]4[cH:25]3)[cH:26][cH:27]2)[c:28](-[c:29]2[c:30]([Cl:31])[cH:32][cH:33][cH:34][c:35]2[Cl:36])[n:37][o:38]1\"},\"mapped_reaction_smiles\":\"CC[O:20][C:18]([c:17]1[o:16][c:15]2[cH:14][cH:13][c:12](-[c:11]3[cH:10][cH:9][c:8]([O:7][CH2:6][c:5]4[c:4]([CH:2]([CH3:1])[CH3:3])[o:38][n:37][c:28]4-[c:29]4[c:30]([Cl:31])[cH:32][cH:33][cH:34][c:35]4[Cl:36])[cH:27][cH:26]3)[cH:25][c:24]2[c:22](=[O:23])[cH:21]1)=[O:19]>C1CCOC1.CCO.ClCCl.O=C(O)O.[Na+]>[CH3:1][CH:2]([CH3:3])[c:4]1[c:5]([CH2:6][O:7][c:8]2[cH:9][cH:10][c:11](-[c:12]3[cH:13][cH:14][c:15]4[o:16][c:17]([C:18](=[O:19])[OH:20])[cH:21][c:22](=[O:23])[c:24]4[cH:25]3)[cH:26][cH:27]2)[c:28](-[c:29]2[c:30]([Cl:31])[cH:32][cH:33][cH:34][c:35]2[Cl:36])[n:37][o:38]1\"}",
"reactionStep": {
"id": "sa_55481a2536cc527d13849dc9",
"reactionHash": "1ac1a866f366b61d47b2b6c56b5f565def708152cf23117c7170ec3d1cee85bd"
},
"children": [
{
"id": "10110",
"routeId": "sa_cdb3a9a87a013422a383f518",
"moleculeId": "sa_ba1887c24ccc098d11eff61c",
"parentId": "10109",
"isLeaf": false,
"molecule": {
"id": "sa_ba1887c24ccc098d11eff61c",
"inchikey": "SFXQJCOQAWQQTB-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1cc(=O)c2cc(-c3ccc(OCc4c(-c5c(Cl)cccc5Cl)noc4C(C)C)cc3)ccc2o1"
},
"smiles": "CCOC(=O)c1cc(=O)c2cc(-c3ccc(OCc4c(-c5c(Cl)cccc5Cl)noc4C(C)C)cc3)ccc2o1",
"reactionStepId": "sa_3d849eccc2c77d7188c3486f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100249179A1;0506;950292\",\"rsmi\":\"Cl[CH2:18][c:19]1[c:20]([CH:21]([CH3:22])[CH3:23])[o:24][n:25][c:26]1-[c:27]1[c:28]([Cl:29])[cH:30][cH:31][cH:32][c:33]1[Cl:34].[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][c:8](=[O:9])[c:10]2[cH:11][c:12](-[c:13]3[cH:14][cH:15][c:16]([OH:17])[cH:35][cH:36]3)[cH:37][cH:38][c:39]2[o:40]1>CN(C)C=O.O=C(O)O.[Cs+].[Cs+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][c:8](=[O:9])[c:10]2[cH:11][c:12](-[c:13]3[cH:14][cH:15][c:16]([O:17][CH2:18][c:19]4[c:20]([CH:21]([CH3:22])[CH3:23])[o:24][n:25][c:26]4-[c:27]4[c:28]([Cl:29])[cH:30][cH:31][cH:32][c:33]4[Cl:34])[cH:35][cH:36]3)[cH:37][cH:38][c:39]2[o:40]1\"},\"mapped_reaction_smiles\":\"Cl[CH2:18][c:19]1[c:20]([CH:21]([CH3:22])[CH3:23])[o:24][n:25][c:26]1-[c:27]1[c:28]([Cl:29])[cH:30][cH:31][cH:32][c:33]1[Cl:34].[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][c:8](=[O:9])[c:10]2[cH:11][c:12](-[c:13]3[cH:14][cH:15][c:16]([OH:17])[cH:35][cH:36]3)[cH:37][cH:38][c:39]2[o:40]1>CN(C)C=O.O=C(O)O.[Cs+].[Cs+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][c:8](=[O:9])[c:10]2[cH:11][c:12](-[c:13]3[cH:14][cH:15][c:16]([O:17][CH2:18][c:19]4[c:20]([CH:21]([CH3:22])[CH3:23])[o:24][n:25][c:26]4-[c:27]4[c:28]([Cl:29])[cH:30][cH:31][cH:32][c:33]4[Cl:34])[cH:35][cH:36]3)[cH:37][cH:38][c:39]2[o:40]1\"}",
"reactionStep": {
"id": "sa_3d849eccc2c77d7188c3486f",
"reactionHash": "c99aef9953770a73913c21fe8da9dae12209ccf24b23a2b01297e95be6d7097a"
},
"children": [
{
"id": "10111",
"routeId": "sa_cdb3a9a87a013422a383f518",
"moleculeId": "sa_10b03ac42cd1e26d57c0c49c",
"parentId": "10110",
"isLeaf": false,
"molecule": {
"id": "sa_10b03ac42cd1e26d57c0c49c",
"inchikey": "HQIORKQMMGZTCO-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1cc(=O)c2cc(-c3ccc(O)cc3)ccc2o1"
},
"smiles": "CCOC(=O)c1cc(=O)c2cc(-c3ccc(O)cc3)ccc2o1",
"reactionStepId": "sa_ab1dd2ec65d0cb671d44b213",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100249179A1;0502;950290\",\"rsmi\":\"I[c:12]1[cH:11][c:10]2[c:8](=[O:9])[cH:7][c:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[o:23][c:22]2[cH:21][cH:20]1.OB(O)[c:13]1[cH:14][cH:15][c:16]([OH:17])[cH:18][cH:19]1>COCCOC.O=P(O)(O)O.[K+].[K+].[K+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][c:8](=[O:9])[c:10]2[cH:11][c:12](-[c:13]3[cH:14][cH:15][c:16]([OH:17])[cH:18][cH:19]3)[cH:20][cH:21][c:22]2[o:23]1\"},\"mapped_reaction_smiles\":\"I[c:12]1[cH:11][c:10]2[c:8](=[O:9])[cH:7][c:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[o:23][c:22]2[cH:21][cH:20]1.OB(O)[c:13]1[cH:14][cH:15][c:16]([OH:17])[cH:18][cH:19]1>COCCOC.O=P(O)(O)O.[K+].[K+].[K+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][c:8](=[O:9])[c:10]2[cH:11][c:12](-[c:13]3[cH:14][cH:15][c:16]([OH:17])[cH:18][cH:19]3)[cH:20][cH:21][c:22]2[o:23]1\"}",
"reactionStep": {
"id": "sa_ab1dd2ec65d0cb671d44b213",
"reactionHash": "7de3f8446e3106b4f138721944409897741c355b7567dd2dd92a86401c9e0763"
},
"children": [
{
"id": "10112",
"routeId": "sa_cdb3a9a87a013422a383f518",
"moleculeId": "sa_c61789bba57fadeea1a75725",
"parentId": "10111",
"isLeaf": true,
"molecule": {
"id": "sa_c61789bba57fadeea1a75725",
"inchikey": "COIQUVGFTILYGA-UHFFFAOYSA-N",
"smiles": "OB(O)c1ccc(O)cc1"
},
"smiles": "OB(O)c1ccc(O)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "10113",
"routeId": "sa_cdb3a9a87a013422a383f518",
"moleculeId": "sa_bb6b4d830e228c64735160f3",
"parentId": "10111",
"isLeaf": true,
"molecule": {
"id": "sa_bb6b4d830e228c64735160f3",
"inchikey": "HUJFMOAXSPSGDU-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1cc(=O)c2cc(I)ccc2o1"
},
"smiles": "CCOC(=O)c1cc(=O)c2cc(I)ccc2o1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "10114",
"routeId": "sa_cdb3a9a87a013422a383f518",
"moleculeId": "sa_b4f94e6e2c818a3df64c65be",
"parentId": "10110",
"isLeaf": false,
"molecule": {
"id": "sa_b4f94e6e2c818a3df64c65be",
"inchikey": "JMDLBQMKBBJSKK-UHFFFAOYSA-N",
"smiles": "CC(C)c1onc(-c2c(Cl)cccc2Cl)c1CCl"
},
"smiles": "CC(C)c1onc(-c2c(Cl)cccc2Cl)c1CCl",
"reactionStepId": "sa_92451ca0b424f745635cefe8",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100249179A1;0384;950243\",\"rsmi\":\"O=S(Cl)[Cl:7].O[CH2:6][c:5]1[c:4]([CH:2]([CH3:1])[CH3:3])[o:18][n:17][c:8]1-[c:9]1[c:10]([Cl:11])[cH:12][cH:13][cH:14][c:15]1[Cl:16]>ClCCl.c1ccc2[nH]nnc2c1>[CH3:1][CH:2]([CH3:3])[c:4]1[c:5]([CH2:6][Cl:7])[c:8](-[c:9]2[c:10]([Cl:11])[cH:12][cH:13][cH:14][c:15]2[Cl:16])[n:17][o:18]1\"},\"mapped_reaction_smiles\":\"O=S(Cl)[Cl:7].O[CH2:6][c:5]1[c:4]([CH:2]([CH3:1])[CH3:3])[o:18][n:17][c:8]1-[c:9]1[c:10]([Cl:11])[cH:12][cH:13][cH:14][c:15]1[Cl:16]>ClCCl.c1ccc2[nH]nnc2c1>[CH3:1][CH:2]([CH3:3])[c:4]1[c:5]([CH2:6][Cl:7])[c:8](-[c:9]2[c:10]([Cl:11])[cH:12][cH:13][cH:14][c:15]2[Cl:16])[n:17][o:18]1\"}",
"reactionStep": {
"id": "sa_92451ca0b424f745635cefe8",
"reactionHash": "946bc610c89b870906754ad89bf2889625090b147d6eecb03cc37562376afed1"
},
"children": [
{
"id": "10115",
"routeId": "sa_cdb3a9a87a013422a383f518",
"moleculeId": "sa_cd67ce42f230ef1a4063353c",
"parentId": "10114",
"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": []
},
{
"id": "10116",
"routeId": "sa_cdb3a9a87a013422a383f518",
"moleculeId": "sa_82d2e210c7892922e3c2c2d5",
"parentId": "10114",
"isLeaf": true,
"molecule": {
"id": "sa_82d2e210c7892922e3c2c2d5",
"inchikey": "QKFSDLYZZTWMQG-UHFFFAOYSA-N",
"smiles": "CC(C)c1onc(-c2c(Cl)cccc2Cl)c1CO"
},
"smiles": "CC(C)c1onc(-c2c(Cl)cccc2Cl)c1CO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}