Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COc1ccc(-c2ccc3c4ccc(Br)cc4n(-c4ccccc4)c3c2)c(-c2ccccc2)c1
InChiKey
BVYPIZVGONQILG-UHFFFAOYSA-N
Route Signature
83120ce028a1d4a7af302da2a10c003d96057726475afc84f2d33e90f1b3a487
Synthesis route with 2 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_f5838dac056e7dd930e27949",
"signature": "83120ce028a1d4a7af302da2a10c003d96057726475afc84f2d33e90f1b3a487",
"contentHash": "f81ace8b4e312db329ebfe0395628e2f502856a8f63eb019c043460d70a4e121",
"length": 2,
"isConvergent": true
},
"target": {
"id": "sa_b86fdf8780bb08d65eb421c8",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-07087",
"moleculeId": "sa_66c89d64151a3427905949d8",
"smiles": "COc1ccc(-c2ccc3c4ccc(Br)cc4n(-c4ccccc4)c3c2)c(-c2ccccc2)c1",
"routeLength": 2,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_66c89d64151a3427905949d8",
"inchikey": "BVYPIZVGONQILG-UHFFFAOYSA-N",
"smiles": "COc1ccc(-c2ccc3c4ccc(Br)cc4n(-c4ccccc4)c3c2)c(-c2ccccc2)c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "11707",
"routeId": "sa_f5838dac056e7dd930e27949",
"moleculeId": "sa_66c89d64151a3427905949d8",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_66c89d64151a3427905949d8",
"inchikey": "BVYPIZVGONQILG-UHFFFAOYSA-N",
"smiles": "COc1ccc(-c2ccc3c4ccc(Br)cc4n(-c4ccccc4)c3c2)c(-c2ccccc2)c1"
},
"smiles": "COc1ccc(-c2ccc3c4ccc(Br)cc4n(-c4ccccc4)c3c2)c(-c2ccccc2)c1",
"reactionStepId": "sa_a5ebe49ee80178ff7241d7e5",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160204345A1;0043;1907518\",\"rsmi\":\"Br[c:13]1[cH:14][cH:15][c:16]2[c:17]([cH:18]1)[n:19](-[c:20]1[cH:21][cH:22][cH:23][cH:24][cH:25]1)[c:26]1[c:27]2[cH:28][cH:29][c:30]([Br:31])[cH:32]1.OB(O)[c:12]1[c:5](-[c:6]2[cH:7][cH:8][cH:9][cH:10][cH:11]2)[cH:4][c:3]([O:2][CH3:1])[cH:34][cH:33]1>CCO.Cc1ccccc1.O=C(O)O.[Na+].[Na+].c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[CH3:1][O:2][c:3]1[cH:4][c:5](-[c:6]2[cH:7][cH:8][cH:9][cH:10][cH:11]2)[c:12](-[c:13]2[cH:14][cH:15][c:16]3[c:17]([cH:18]2)[n:19](-[c:20]2[cH:21][cH:22][cH:23][cH:24][cH:25]2)[c:26]2[c:27]3[cH:28][cH:29][c:30]([Br:31])[cH:32]2)[cH:33][cH:34]1\"},\"mapped_reaction_smiles\":\"Br[c:13]1[cH:14][cH:15][c:16]2[c:17]([cH:18]1)[n:19](-[c:20]1[cH:21][cH:22][cH:23][cH:24][cH:25]1)[c:26]1[c:27]2[cH:28][cH:29][c:30]([Br:31])[cH:32]1.OB(O)[c:12]1[c:5](-[c:6]2[cH:7][cH:8][cH:9][cH:10][cH:11]2)[cH:4][c:3]([O:2][CH3:1])[cH:34][cH:33]1>CCO.Cc1ccccc1.O=C(O)O.[Na+].[Na+].c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[CH3:1][O:2][c:3]1[cH:4][c:5](-[c:6]2[cH:7][cH:8][cH:9][cH:10][cH:11]2)[c:12](-[c:13]2[cH:14][cH:15][c:16]3[c:17]([cH:18]2)[n:19](-[c:20]2[cH:21][cH:22][cH:23][cH:24][cH:25]2)[c:26]2[c:27]3[cH:28][cH:29][c:30]([Br:31])[cH:32]2)[cH:33][cH:34]1\"}",
"reactionStep": {
"id": "sa_a5ebe49ee80178ff7241d7e5",
"reactionHash": "f74715bea438bd9bb7854db152ae9ff3d3e29bfc8ccf09525eab99f03237e739"
},
"children": [
{
"id": "11708",
"routeId": "sa_f5838dac056e7dd930e27949",
"moleculeId": "sa_849aa639ae4e429c7fdb6990",
"parentId": "11707",
"isLeaf": false,
"molecule": {
"id": "sa_849aa639ae4e429c7fdb6990",
"inchikey": "MDXCDMSVFQIDGN-UHFFFAOYSA-N",
"smiles": "Brc1ccc2c3ccc(Br)cc3n(-c3ccccc3)c2c1"
},
"smiles": "Brc1ccc2c3ccc(Br)cc3n(-c3ccccc3)c2c1",
"reactionStepId": "sa_196edc6fef059546afd51ba0",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160204345A1;0035;1907517\",\"rsmi\":\"I[c:9]1[cH:10][cH:11][cH:12][cH:13][cH:14]1.[Br:1][c:2]1[cH:3][cH:4][c:5]2[c:6]([cH:7]1)[nH:8][c:15]1[c:16]2[cH:17][cH:18][c:19]([Br:20])[cH:21]1>CN(C)C=O.O=C(O)O.[Cu].[K+].[K+]>[Br:1][c:2]1[cH:3][cH:4][c:5]2[c:6]([cH:7]1)[n:8](-[c:9]1[cH:10][cH:11][cH:12][cH:13][cH:14]1)[c:15]1[c:16]2[cH:17][cH:18][c:19]([Br:20])[cH:21]1\"},\"mapped_reaction_smiles\":\"I[c:9]1[cH:10][cH:11][cH:12][cH:13][cH:14]1.[Br:1][c:2]1[cH:3][cH:4][c:5]2[c:6]([cH:7]1)[nH:8][c:15]1[c:16]2[cH:17][cH:18][c:19]([Br:20])[cH:21]1>CN(C)C=O.O=C(O)O.[Cu].[K+].[K+]>[Br:1][c:2]1[cH:3][cH:4][c:5]2[c:6]([cH:7]1)[n:8](-[c:9]1[cH:10][cH:11][cH:12][cH:13][cH:14]1)[c:15]1[c:16]2[cH:17][cH:18][c:19]([Br:20])[cH:21]1\"}",
"reactionStep": {
"id": "sa_196edc6fef059546afd51ba0",
"reactionHash": "c1af48410627695285381725be3e2a44865818f01a8b9a3d683763a54a658739"
},
"children": [
{
"id": "11709",
"routeId": "sa_f5838dac056e7dd930e27949",
"moleculeId": "sa_ead3611358e8e64e74e1ac6e",
"parentId": "11708",
"isLeaf": true,
"molecule": {
"id": "sa_ead3611358e8e64e74e1ac6e",
"inchikey": "QPTWWBLGJZWRAV-UHFFFAOYSA-N",
"smiles": "Brc1ccc2c(c1)[nH]c1cc(Br)ccc12"
},
"smiles": "Brc1ccc2c(c1)[nH]c1cc(Br)ccc12",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11710",
"routeId": "sa_f5838dac056e7dd930e27949",
"moleculeId": "sa_d1f0bb7ed03ecc5752fa0e86",
"parentId": "11708",
"isLeaf": true,
"molecule": {
"id": "sa_d1f0bb7ed03ecc5752fa0e86",
"inchikey": "SNHMUERNLJLMHN-UHFFFAOYSA-N",
"smiles": "Ic1ccccc1"
},
"smiles": "Ic1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "11711",
"routeId": "sa_f5838dac056e7dd930e27949",
"moleculeId": "sa_85a6344ce2f3f08943b6b508",
"parentId": "11707",
"isLeaf": false,
"molecule": {
"id": "sa_85a6344ce2f3f08943b6b508",
"inchikey": "SLFYIKDVFBUBHZ-UHFFFAOYSA-N",
"smiles": "COc1ccc(B(O)O)c(-c2ccccc2)c1"
},
"smiles": "COc1ccc(B(O)O)c(-c2ccccc2)c1",
"reactionStepId": "sa_063226a5536dfa976ab79851",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160204345A1;0023;1907513\",\"rsmi\":\"Br[c:12]1[c:5](-[c:6]2[cH:7][cH:8][cH:9][cH:10][cH:11]2)[cH:4][c:3]([O:2][CH3:1])[cH:17][cH:16]1.CO[B:13]([O:14]C)[O:15]C>C1CCOC1.CCCCCC.Cl.[Li]CCCC>[CH3:1][O:2][c:3]1[cH:4][c:5](-[c:6]2[cH:7][cH:8][cH:9][cH:10][cH:11]2)[c:12]([B:13]([OH:14])[OH:15])[cH:16][cH:17]1\"},\"mapped_reaction_smiles\":\"Br[c:12]1[c:5](-[c:6]2[cH:7][cH:8][cH:9][cH:10][cH:11]2)[cH:4][c:3]([O:2][CH3:1])[cH:17][cH:16]1.CO[B:13]([O:14]C)[O:15]C>C1CCOC1.CCCCCC.Cl.[Li]CCCC>[CH3:1][O:2][c:3]1[cH:4][c:5](-[c:6]2[cH:7][cH:8][cH:9][cH:10][cH:11]2)[c:12]([B:13]([OH:14])[OH:15])[cH:16][cH:17]1\"}",
"reactionStep": {
"id": "sa_063226a5536dfa976ab79851",
"reactionHash": "e29b50b25361443a41566c7ee0f9d71292858a83c1b4472d5d92311113f6768d"
},
"children": [
{
"id": "11712",
"routeId": "sa_f5838dac056e7dd930e27949",
"moleculeId": "sa_10ce0bafcb97404ae2b3fd64",
"parentId": "11711",
"isLeaf": true,
"molecule": {
"id": "sa_10ce0bafcb97404ae2b3fd64",
"inchikey": "AAPPVJOSKIDDRU-UHFFFAOYSA-N",
"smiles": "COc1ccc(Br)c(-c2ccccc2)c1"
},
"smiles": "COc1ccc(Br)c(-c2ccccc2)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11713",
"routeId": "sa_f5838dac056e7dd930e27949",
"moleculeId": "sa_3921eda8cccff81eb2f5828f",
"parentId": "11711",
"isLeaf": true,
"molecule": {
"id": "sa_3921eda8cccff81eb2f5828f",
"inchikey": "WRECIMRULFAWHA-UHFFFAOYSA-N",
"smiles": "COB(OC)OC"
},
"smiles": "COB(OC)OC",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}