Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1cn2cccc(-c3ccc(Oc4nc5ccccc5[nH]4)cc3)c2n1
InChiKey
IFMMVPPFLNCHNA-UHFFFAOYSA-N
Route Signature
ca0f979d11905c00e73fe8c5e1233be1702cd075c8aa8a0c6427391e350cac3a
Synthesis route with 3 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_09dc6c3acd93a3547d5fc119",
"signature": "ca0f979d11905c00e73fe8c5e1233be1702cd075c8aa8a0c6427391e350cac3a",
"contentHash": "5284a08246d4f01ef2b50a47a140a6810c2c312f8c064884dadcf767ab53d8e1",
"length": 3,
"isConvergent": true
},
"target": {
"id": "sa_45d40ff73b2756d6ee322ba3",
"benchmarkSetId": "7390a9c2522b1c81605e80a42a8de7c7ad9a5797d028633b54904bc78f091bb8",
"targetId": "n5-03630",
"moleculeId": "sa_f62c2bec23c1aa17d29cde4c",
"smiles": "Cc1cn2cccc(-c3ccc(Oc4nc5ccccc5[nH]4)cc3)c2n1",
"routeLength": 3,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_f62c2bec23c1aa17d29cde4c",
"inchikey": "IFMMVPPFLNCHNA-UHFFFAOYSA-N",
"smiles": "Cc1cn2cccc(-c3ccc(Oc4nc5ccccc5[nH]4)cc3)c2n1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "2264",
"routeId": "sa_09dc6c3acd93a3547d5fc119",
"moleculeId": "sa_f62c2bec23c1aa17d29cde4c",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_f62c2bec23c1aa17d29cde4c",
"inchikey": "IFMMVPPFLNCHNA-UHFFFAOYSA-N",
"smiles": "Cc1cn2cccc(-c3ccc(Oc4nc5ccccc5[nH]4)cc3)c2n1"
},
"smiles": "Cc1cn2cccc(-c3ccc(Oc4nc5ccccc5[nH]4)cc3)c2n1",
"reactionStepId": "sa_96a18c7094cc15069d61cd32",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US09029388B2;0476;1614606\",\"rsmi\":\"C[Si](C)(C)CCOC[n:22]1[c:14]([O:13][c:12]2[cH:11][cH:10][c:9](-[c:8]3[cH:7][cH:6][cH:5][n:4]4[cH:3][c:2]([CH3:1])[n:26][c:25]43)[cH:24][cH:23]2)[n:15][c:16]2[c:17]1[cH:18][cH:19][cH:20][cH:21]2>CCOC(C)=O.Cl>[CH3:1][c:2]1[cH:3][n:4]2[cH:5][cH:6][cH:7][c:8](-[c:9]3[cH:10][cH:11][c:12]([O:13][c:14]4[n:15][c:16]5[c:17]([cH:18][cH:19][cH:20][cH:21]5)[nH:22]4)[cH:23][cH:24]3)[c:25]2[n:26]1\"},\"mapped_reaction_smiles\":\"C[Si](C)(C)CCOC[n:22]1[c:14]([O:13][c:12]2[cH:11][cH:10][c:9](-[c:8]3[cH:7][cH:6][cH:5][n:4]4[cH:3][c:2]([CH3:1])[n:26][c:25]43)[cH:24][cH:23]2)[n:15][c:16]2[c:17]1[cH:18][cH:19][cH:20][cH:21]2>CCOC(C)=O.Cl>[CH3:1][c:2]1[cH:3][n:4]2[cH:5][cH:6][cH:7][c:8](-[c:9]3[cH:10][cH:11][c:12]([O:13][c:14]4[n:15][c:16]5[c:17]([cH:18][cH:19][cH:20][cH:21]5)[nH:22]4)[cH:23][cH:24]3)[c:25]2[n:26]1\"}",
"reactionStep": {
"id": "sa_96a18c7094cc15069d61cd32",
"reactionHash": "8bc912b766ec381dd54bca3ebdb9a3af5958e85f936eaa75567598dd3b9b81f4"
},
"children": [
{
"id": "2265",
"routeId": "sa_09dc6c3acd93a3547d5fc119",
"moleculeId": "sa_39d196d5f5a25c0f36d1e5d8",
"parentId": "2264",
"isLeaf": false,
"molecule": {
"id": "sa_39d196d5f5a25c0f36d1e5d8",
"inchikey": "HNJTYUVFHWQHDX-UHFFFAOYSA-N",
"smiles": "Cc1cn2cccc(-c3ccc(Oc4nc5ccccc5n4COCC[Si](C)(C)C)cc3)c2n1"
},
"smiles": "Cc1cn2cccc(-c3ccc(Oc4nc5ccccc5n4COCC[Si](C)(C)C)cc3)c2n1",
"reactionStepId": "sa_5b3087bd93d06230d61dcd01",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US09029388B2;0473;1614605\",\"rsmi\":\"Cl[c:14]1[n:15][c:16]2[c:17]([cH:18][cH:19][cH:20][cH:21]2)[n:22]1[CH2:23][O:24][CH2:25][CH2:26][Si:27]([CH3:28])([CH3:29])[CH3:30].[CH3:1][c:2]1[cH:3][n:4]2[cH:5][cH:6][cH:7][c:8](-[c:9]3[cH:10][cH:11][c:12]([OH:13])[cH:31][cH:32]3)[c:33]2[n:34]1>CN(C)C=O.O.[HH].[Na+]>[CH3:1][c:2]1[cH:3][n:4]2[cH:5][cH:6][cH:7][c:8](-[c:9]3[cH:10][cH:11][c:12]([O:13][c:14]4[n:15][c:16]5[c:17]([cH:18][cH:19][cH:20][cH:21]5)[n:22]4[CH2:23][O:24][CH2:25][CH2:26][Si:27]([CH3:28])([CH3:29])[CH3:30])[cH:31][cH:32]3)[c:33]2[n:34]1\"},\"mapped_reaction_smiles\":\"Cl[c:14]1[n:15][c:16]2[c:17]([cH:18][cH:19][cH:20][cH:21]2)[n:22]1[CH2:23][O:24][CH2:25][CH2:26][Si:27]([CH3:28])([CH3:29])[CH3:30].[CH3:1][c:2]1[cH:3][n:4]2[cH:5][cH:6][cH:7][c:8](-[c:9]3[cH:10][cH:11][c:12]([OH:13])[cH:31][cH:32]3)[c:33]2[n:34]1>CN(C)C=O.O.[HH].[Na+]>[CH3:1][c:2]1[cH:3][n:4]2[cH:5][cH:6][cH:7][c:8](-[c:9]3[cH:10][cH:11][c:12]([O:13][c:14]4[n:15][c:16]5[c:17]([cH:18][cH:19][cH:20][cH:21]5)[n:22]4[CH2:23][O:24][CH2:25][CH2:26][Si:27]([CH3:28])([CH3:29])[CH3:30])[cH:31][cH:32]3)[c:33]2[n:34]1\"}",
"reactionStep": {
"id": "sa_5b3087bd93d06230d61dcd01",
"reactionHash": "afcb63bb468db560ce0578cc097e7929bf310a407ab643ab554f74ca024f577a"
},
"children": [
{
"id": "2266",
"routeId": "sa_09dc6c3acd93a3547d5fc119",
"moleculeId": "sa_bd6cc78721b908e479ff9a6b",
"parentId": "2265",
"isLeaf": false,
"molecule": {
"id": "sa_bd6cc78721b908e479ff9a6b",
"inchikey": "JZIZMGZQWNIEKI-UHFFFAOYSA-N",
"smiles": "Cc1cn2cccc(-c3ccc(O)cc3)c2n1"
},
"smiles": "Cc1cn2cccc(-c3ccc(O)cc3)c2n1",
"reactionStepId": "sa_5308f8a80e88046b49e213c1",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US09029388B2;0470;1614604\",\"rsmi\":\"Br[c:8]1[cH:7][cH:6][cH:5][n:4]2[cH:3][c:2]([CH3:1])[n:17][c:16]21.OB(O)[c:9]1[cH:10][cH:11][c:12]([OH:13])[cH:14][cH:15]1>COCCOC.O.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][c:2]1[cH:3][n:4]2[cH:5][cH:6][cH:7][c:8](-[c:9]3[cH:10][cH:11][c:12]([OH:13])[cH:14][cH:15]3)[c:16]2[n:17]1\"},\"mapped_reaction_smiles\":\"Br[c:8]1[cH:7][cH:6][cH:5][n:4]2[cH:3][c:2]([CH3:1])[n:17][c:16]21.OB(O)[c:9]1[cH:10][cH:11][c:12]([OH:13])[cH:14][cH:15]1>COCCOC.O.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][c:2]1[cH:3][n:4]2[cH:5][cH:6][cH:7][c:8](-[c:9]3[cH:10][cH:11][c:12]([OH:13])[cH:14][cH:15]3)[c:16]2[n:17]1\"}",
"reactionStep": {
"id": "sa_5308f8a80e88046b49e213c1",
"reactionHash": "b321e3ba4fe477c0649570373f67838bfde0acf134fd3304e658799aaada9cfc"
},
"children": [
{
"id": "2267",
"routeId": "sa_09dc6c3acd93a3547d5fc119",
"moleculeId": "sa_c61789bba57fadeea1a75725",
"parentId": "2266",
"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": "2268",
"routeId": "sa_09dc6c3acd93a3547d5fc119",
"moleculeId": "sa_999d914db82046d2502f2a66",
"parentId": "2266",
"isLeaf": true,
"molecule": {
"id": "sa_999d914db82046d2502f2a66",
"inchikey": "JJTBVBQXNUXOMN-UHFFFAOYSA-N",
"smiles": "Cc1cn2cccc(Br)c2n1"
},
"smiles": "Cc1cn2cccc(Br)c2n1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "2269",
"routeId": "sa_09dc6c3acd93a3547d5fc119",
"moleculeId": "sa_eb47eb53bd5af704219c103d",
"parentId": "2265",
"isLeaf": false,
"molecule": {
"id": "sa_eb47eb53bd5af704219c103d",
"inchikey": "MTBFHRDRUBNDLV-UHFFFAOYSA-N",
"smiles": "C[Si](C)(C)CCOCn1c(Cl)nc2ccccc21"
},
"smiles": "C[Si](C)(C)CCOCn1c(Cl)nc2ccccc21",
"reactionStepId": "sa_fd059b618d2018ec66a3d66f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US09029388B2;0468;1614603\",\"rsmi\":\"Cl[CH2:8][O:7][CH2:6][CH2:5][Si:2]([CH3:1])([CH3:3])[CH3:4].[nH:9]1[c:10]([Cl:11])[n:12][c:13]2[c:14]1[cH:15][cH:16][cH:17][cH:18]2>CN(C)C=O.O.[HH].[Na+]>[CH3:1][Si:2]([CH3:3])([CH3:4])[CH2:5][CH2:6][O:7][CH2:8][n:9]1[c:10]([Cl:11])[n:12][c:13]2[c:14]1[cH:15][cH:16][cH:17][cH:18]2\"},\"mapped_reaction_smiles\":\"Cl[CH2:8][O:7][CH2:6][CH2:5][Si:2]([CH3:1])([CH3:3])[CH3:4].[nH:9]1[c:10]([Cl:11])[n:12][c:13]2[c:14]1[cH:15][cH:16][cH:17][cH:18]2>CN(C)C=O.O.[HH].[Na+]>[CH3:1][Si:2]([CH3:3])([CH3:4])[CH2:5][CH2:6][O:7][CH2:8][n:9]1[c:10]([Cl:11])[n:12][c:13]2[c:14]1[cH:15][cH:16][cH:17][cH:18]2\"}",
"reactionStep": {
"id": "sa_fd059b618d2018ec66a3d66f",
"reactionHash": "ac5dd9abe1349dac3904a9c43b9ce002c5a5dd03280b1aef989f24d2651d22ac"
},
"children": [
{
"id": "2270",
"routeId": "sa_09dc6c3acd93a3547d5fc119",
"moleculeId": "sa_df55e39c02e22f003e166d5a",
"parentId": "2269",
"isLeaf": true,
"molecule": {
"id": "sa_df55e39c02e22f003e166d5a",
"inchikey": "AYPSHJCKSDNETA-UHFFFAOYSA-N",
"smiles": "Clc1nc2ccccc2[nH]1"
},
"smiles": "Clc1nc2ccccc2[nH]1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "2271",
"routeId": "sa_09dc6c3acd93a3547d5fc119",
"moleculeId": "sa_57270a1e21fabfe8968ff93f",
"parentId": "2269",
"isLeaf": true,
"molecule": {
"id": "sa_57270a1e21fabfe8968ff93f",
"inchikey": "BPXKZEMBEZGUAH-UHFFFAOYSA-N",
"smiles": "C[Si](C)(C)CCOCCl"
},
"smiles": "C[Si](C)(C)CCOCCl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}