Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC1(C)c2ccccc2-c2ccc(-c3cc(B4OC(C)(C)C(C)(C)O4)cc(-c4cccc5c4sc4ccccc45)c3)cc21
InChiKey
RKHLHRPLFDDVIH-UHFFFAOYSA-N
Route Signature
3ace03d7b9210dcd6b418e6a52a752d77489c98262e14e3fc5516eb2e8d06138
Synthesis route with 3 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_de8d75b76ef5dc55a1b010fa",
"signature": "3ace03d7b9210dcd6b418e6a52a752d77489c98262e14e3fc5516eb2e8d06138",
"contentHash": "2f8ee0973708813ff3f0a66b711eb755edad346e7bbdec28bf095a5cef144976",
"length": 3,
"isConvergent": false
},
"target": {
"id": "sa_bac39fef13d6129ebfc1470d",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-07600",
"moleculeId": "sa_74fe5334c537f18aba39898d",
"smiles": "CC1(C)c2ccccc2-c2ccc(-c3cc(B4OC(C)(C)C(C)(C)O4)cc(-c4cccc5c4sc4ccccc45)c3)cc21",
"routeLength": 3,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_74fe5334c537f18aba39898d",
"inchikey": "RKHLHRPLFDDVIH-UHFFFAOYSA-N",
"smiles": "CC1(C)c2ccccc2-c2ccc(-c3cc(B4OC(C)(C)C(C)(C)O4)cc(-c4cccc5c4sc4ccccc45)c3)cc21"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "8382",
"routeId": "sa_de8d75b76ef5dc55a1b010fa",
"moleculeId": "sa_74fe5334c537f18aba39898d",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_74fe5334c537f18aba39898d",
"inchikey": "RKHLHRPLFDDVIH-UHFFFAOYSA-N",
"smiles": "CC1(C)c2ccccc2-c2ccc(-c3cc(B4OC(C)(C)C(C)(C)O4)cc(-c4cccc5c4sc4ccccc45)c3)cc21"
},
"smiles": "CC1(C)c2ccccc2-c2ccc(-c3cc(B4OC(C)(C)C(C)(C)O4)cc(-c4cccc5c4sc4ccccc45)c3)cc21",
"reactionStepId": "sa_b355f30c96f3fc4a11a73ea7",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160028021A1;0228;1829894\",\"rsmi\":\"CC1(C)OB([B:17]2[O:18][C:19]([CH3:20])([CH3:21])[C:22]([CH3:23])([CH3:24])[O:25]2)OC1(C)C.Cl[c:16]1[cH:15][c:14](-[c:13]2[cH:12][c:11]3[c:10]([cH:43][cH:42]2)-[c:9]2[c:4]([cH:5][cH:6][cH:7][cH:8]2)[C:2]3([CH3:1])[CH3:3])[cH:41][c:27](-[c:28]2[cH:29][cH:30][cH:31][c:32]3[c:33]2[s:34][c:35]2[c:36]3[cH:37][cH:38][cH:39][cH:40]2)[cH:26]1>C1COCCO1.CC(=O)O.COc1cccc(OC)c1-c1ccccc1P(C1CCCCC1)C1CCCCC1.O.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.[K+].[Pd].[Pd]>[CH3:1][C:2]1([CH3:3])[c:4]2[cH:5][cH:6][cH:7][cH:8][c:9]2-[c:10]2[c:11]1[cH:12][c:13](-[c:14]1[cH:15][c:16]([B:17]3[O:18][C:19]([CH3:20])([CH3:21])[C:22]([CH3:23])([CH3:24])[O:25]3)[cH:26][c:27](-[c:28]3[cH:29][cH:30][cH:31][c:32]4[c:33]3[s:34][c:35]3[c:36]4[cH:37][cH:38][cH:39][cH:40]3)[cH:41]1)[cH:42][cH:43]2\"},\"mapped_reaction_smiles\":\"CC1(C)OB([B:17]2[O:18][C:19]([CH3:20])([CH3:21])[C:22]([CH3:23])([CH3:24])[O:25]2)OC1(C)C.Cl[c:16]1[cH:15][c:14](-[c:13]2[cH:12][c:11]3[c:10]([cH:43][cH:42]2)-[c:9]2[c:4]([cH:5][cH:6][cH:7][cH:8]2)[C:2]3([CH3:1])[CH3:3])[cH:41][c:27](-[c:28]2[cH:29][cH:30][cH:31][c:32]3[c:33]2[s:34][c:35]2[c:36]3[cH:37][cH:38][cH:39][cH:40]2)[cH:26]1>C1COCCO1.CC(=O)O.COc1cccc(OC)c1-c1ccccc1P(C1CCCCC1)C1CCCCC1.O.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.[K+].[Pd].[Pd]>[CH3:1][C:2]1([CH3:3])[c:4]2[cH:5][cH:6][cH:7][cH:8][c:9]2-[c:10]2[c:11]1[cH:12][c:13](-[c:14]1[cH:15][c:16]([B:17]3[O:18][C:19]([CH3:20])([CH3:21])[C:22]([CH3:23])([CH3:24])[O:25]3)[cH:26][c:27](-[c:28]3[cH:29][cH:30][cH:31][c:32]4[c:33]3[s:34][c:35]3[c:36]4[cH:37][cH:38][cH:39][cH:40]3)[cH:41]1)[cH:42][cH:43]2\"}",
"reactionStep": {
"id": "sa_b355f30c96f3fc4a11a73ea7",
"reactionHash": "cf26434260fa17f40c0eb1ae01a4aa8ebc16be6dac4614478e26119997e7f625"
},
"children": [
{
"id": "8383",
"routeId": "sa_de8d75b76ef5dc55a1b010fa",
"moleculeId": "sa_e6c301388ac142801d4af5a2",
"parentId": "8382",
"isLeaf": true,
"molecule": {
"id": "sa_e6c301388ac142801d4af5a2",
"inchikey": "IPWKHHSGDUIRAH-UHFFFAOYSA-N",
"smiles": "CC1(C)OB(B2OC(C)(C)C(C)(C)O2)OC1(C)C"
},
"smiles": "CC1(C)OB(B2OC(C)(C)C(C)(C)O2)OC1(C)C",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "8384",
"routeId": "sa_de8d75b76ef5dc55a1b010fa",
"moleculeId": "sa_be3398af6ede60df4eaa6d36",
"parentId": "8382",
"isLeaf": false,
"molecule": {
"id": "sa_be3398af6ede60df4eaa6d36",
"inchikey": "OWMKOTOGMBOOFM-UHFFFAOYSA-N",
"smiles": "CC1(C)c2ccccc2-c2ccc(-c3cc(Cl)cc(-c4cccc5c4sc4ccccc45)c3)cc21"
},
"smiles": "CC1(C)c2ccccc2-c2ccc(-c3cc(Cl)cc(-c4cccc5c4sc4ccccc45)c3)cc21",
"reactionStepId": "sa_303c4ce883d304713825c127",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160028021A1;0226;1829893\",\"rsmi\":\"Br[c:16]1[cH:15][c:14](-[c:13]2[cH:12][c:11]3[c:10]([cH:35][cH:34]2)-[c:9]2[c:4]([cH:5][cH:6][cH:7][cH:8]2)[C:2]3([CH3:1])[CH3:3])[cH:33][c:31]([Cl:32])[cH:30]1.OB(O)[c:17]1[cH:18][cH:19][cH:20][c:21]2[c:22]1[s:23][c:24]1[c:25]2[cH:26][cH:27][cH:28][cH:29]1>COCCOC.O.O=C(O)O.[K+].[K+].c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[CH3:1][C:2]1([CH3:3])[c:4]2[cH:5][cH:6][cH:7][cH:8][c:9]2-[c:10]2[c:11]1[cH:12][c:13](-[c:14]1[cH:15][c:16](-[c:17]3[cH:18][cH:19][cH:20][c:21]4[c:22]3[s:23][c:24]3[c:25]4[cH:26][cH:27][cH:28][cH:29]3)[cH:30][c:31]([Cl:32])[cH:33]1)[cH:34][cH:35]2\"},\"mapped_reaction_smiles\":\"Br[c:16]1[cH:15][c:14](-[c:13]2[cH:12][c:11]3[c:10]([cH:35][cH:34]2)-[c:9]2[c:4]([cH:5][cH:6][cH:7][cH:8]2)[C:2]3([CH3:1])[CH3:3])[cH:33][c:31]([Cl:32])[cH:30]1.OB(O)[c:17]1[cH:18][cH:19][cH:20][c:21]2[c:22]1[s:23][c:24]1[c:25]2[cH:26][cH:27][cH:28][cH:29]1>COCCOC.O.O=C(O)O.[K+].[K+].c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[CH3:1][C:2]1([CH3:3])[c:4]2[cH:5][cH:6][cH:7][cH:8][c:9]2-[c:10]2[c:11]1[cH:12][c:13](-[c:14]1[cH:15][c:16](-[c:17]3[cH:18][cH:19][cH:20][c:21]4[c:22]3[s:23][c:24]3[c:25]4[cH:26][cH:27][cH:28][cH:29]3)[cH:30][c:31]([Cl:32])[cH:33]1)[cH:34][cH:35]2\"}",
"reactionStep": {
"id": "sa_303c4ce883d304713825c127",
"reactionHash": "11eff5539d3d6dc082741bcd83a1f628bee7cc6b0464cb82ca6278c1a090a42f"
},
"children": [
{
"id": "8385",
"routeId": "sa_de8d75b76ef5dc55a1b010fa",
"moleculeId": "sa_bca83e5a99d60ddd7df078ee",
"parentId": "8384",
"isLeaf": true,
"molecule": {
"id": "sa_bca83e5a99d60ddd7df078ee",
"inchikey": "GOXNHPQCCUVWRO-UHFFFAOYSA-N",
"smiles": "OB(O)c1cccc2c1sc1ccccc12"
},
"smiles": "OB(O)c1cccc2c1sc1ccccc12",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "8386",
"routeId": "sa_de8d75b76ef5dc55a1b010fa",
"moleculeId": "sa_61a7d570b18e69713ed0febf",
"parentId": "8384",
"isLeaf": false,
"molecule": {
"id": "sa_61a7d570b18e69713ed0febf",
"inchikey": "RLMXQZYWLSTOBA-UHFFFAOYSA-N",
"smiles": "CC1(C)c2ccccc2-c2ccc(-c3cc(Cl)cc(Br)c3)cc21"
},
"smiles": "CC1(C)c2ccccc2-c2ccc(-c3cc(Cl)cc(Br)c3)cc21",
"reactionStepId": "sa_412a86d8c1ac0171dd7c1c00",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160028021A1;0224;1829892\",\"rsmi\":\"Br[c:14]1[cH:15][c:16]([Br:17])[cH:18][c:19]([Cl:20])[cH:21]1.OB(O)[c:13]1[cH:12][c:11]2[c:10]([cH:23][cH:22]1)-[c:9]1[c:4]([cH:5][cH:6][cH:7][cH:8]1)[C:2]2([CH3:1])[CH3:3]>Cc1ccccc1.O.O=C(O)O.[K+].[K+].c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[CH3:1][C:2]1([CH3:3])[c:4]2[cH:5][cH:6][cH:7][cH:8][c:9]2-[c:10]2[c:11]1[cH:12][c:13](-[c:14]1[cH:15][c:16]([Br:17])[cH:18][c:19]([Cl:20])[cH:21]1)[cH:22][cH:23]2\"},\"mapped_reaction_smiles\":\"Br[c:14]1[cH:15][c:16]([Br:17])[cH:18][c:19]([Cl:20])[cH:21]1.OB(O)[c:13]1[cH:12][c:11]2[c:10]([cH:23][cH:22]1)-[c:9]1[c:4]([cH:5][cH:6][cH:7][cH:8]1)[C:2]2([CH3:1])[CH3:3]>Cc1ccccc1.O.O=C(O)O.[K+].[K+].c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[CH3:1][C:2]1([CH3:3])[c:4]2[cH:5][cH:6][cH:7][cH:8][c:9]2-[c:10]2[c:11]1[cH:12][c:13](-[c:14]1[cH:15][c:16]([Br:17])[cH:18][c:19]([Cl:20])[cH:21]1)[cH:22][cH:23]2\"}",
"reactionStep": {
"id": "sa_412a86d8c1ac0171dd7c1c00",
"reactionHash": "53a5d5b013b327b0b9fd64b751f4871ce7173103ddd8e8852f11f9e9372ef83c"
},
"children": [
{
"id": "8387",
"routeId": "sa_de8d75b76ef5dc55a1b010fa",
"moleculeId": "sa_e7040e89ed462c0b4911ff3c",
"parentId": "8386",
"isLeaf": true,
"molecule": {
"id": "sa_e7040e89ed462c0b4911ff3c",
"inchikey": "DMDPAJOXRYGXCB-UHFFFAOYSA-N",
"smiles": "CC1(C)c2ccccc2-c2ccc(B(O)O)cc21"
},
"smiles": "CC1(C)c2ccccc2-c2ccc(B(O)O)cc21",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "8388",
"routeId": "sa_de8d75b76ef5dc55a1b010fa",
"moleculeId": "sa_6f50fbb369ba979c5da7634f",
"parentId": "8386",
"isLeaf": true,
"molecule": {
"id": "sa_6f50fbb369ba979c5da7634f",
"inchikey": "FNKCOUREFBNNHG-UHFFFAOYSA-N",
"smiles": "Clc1cc(Br)cc(Br)c1"
},
"smiles": "Clc1cc(Br)cc(Br)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}