Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC(C)(C)c1cc2cc(N)cc(CO)c2[nH]1
InChiKey
FWBKFGSQHGUOIG-UHFFFAOYSA-N
Route Signature
30ba8d8f99b130be19fc0bce3451e71d25b000269ecbbb0391bd8ca604acd4a8
Synthesis route with 6 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_0b504e8f8baa360c20e960dc",
"signature": "30ba8d8f99b130be19fc0bce3451e71d25b000269ecbbb0391bd8ca604acd4a8",
"contentHash": "88e9b786329b6f76ed728c83d04c83353279cb0e27dedc119f57663c910f4ebf",
"length": 6,
"isConvergent": false
},
"target": {
"id": "sa_f5259a27bf2fd1782a82318d",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-00048",
"moleculeId": "sa_d0369c7554d9443b92cb5959",
"smiles": "CC(C)(C)c1cc2cc(N)cc(CO)c2[nH]1",
"routeLength": 6,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_d0369c7554d9443b92cb5959",
"inchikey": "FWBKFGSQHGUOIG-UHFFFAOYSA-N",
"smiles": "CC(C)(C)c1cc2cc(N)cc(CO)c2[nH]1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "3406",
"routeId": "sa_0b504e8f8baa360c20e960dc",
"moleculeId": "sa_d0369c7554d9443b92cb5959",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_d0369c7554d9443b92cb5959",
"inchikey": "FWBKFGSQHGUOIG-UHFFFAOYSA-N",
"smiles": "CC(C)(C)c1cc2cc(N)cc(CO)c2[nH]1"
},
"smiles": "CC(C)(C)c1cc2cc(N)cc(CO)c2[nH]1",
"reactionStepId": "sa_4111829a7b7b0226e982bf8a",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140121208A1;1672;1520311\",\"rsmi\":\"O=[N+:10]([O-])[c:9]1[cH:8][c:7]2[cH:6][c:5]([C:2]([CH3:1])([CH3:3])[CH3:4])[nH:16][c:15]2[c:12]([CH2:13][OH:14])[cH:11]1>CO.[Ni]>[CH3:1][C:2]([CH3:3])([CH3:4])[c:5]1[cH:6][c:7]2[cH:8][c:9]([NH2:10])[cH:11][c:12]([CH2:13][OH:14])[c:15]2[nH:16]1\"},\"mapped_reaction_smiles\":\"O=[N+:10]([O-])[c:9]1[cH:8][c:7]2[cH:6][c:5]([C:2]([CH3:1])([CH3:3])[CH3:4])[nH:16][c:15]2[c:12]([CH2:13][OH:14])[cH:11]1>CO.[Ni]>[CH3:1][C:2]([CH3:3])([CH3:4])[c:5]1[cH:6][c:7]2[cH:8][c:9]([NH2:10])[cH:11][c:12]([CH2:13][OH:14])[c:15]2[nH:16]1\"}",
"reactionStep": {
"id": "sa_4111829a7b7b0226e982bf8a",
"reactionHash": "7d30b47fce03a3bded3b2a4a0b37a1385d400bf848f27badad3212fa786c7a40"
},
"children": [
{
"id": "3407",
"routeId": "sa_0b504e8f8baa360c20e960dc",
"moleculeId": "sa_7e6e260d8127b216174372fa",
"parentId": "3406",
"isLeaf": false,
"molecule": {
"id": "sa_7e6e260d8127b216174372fa",
"inchikey": "ARXLURYRKYOKQV-UHFFFAOYSA-N",
"smiles": "CC(C)(C)c1cc2cc([N+](=O)[O-])cc(CO)c2[nH]1"
},
"smiles": "CC(C)(C)c1cc2cc([N+](=O)[O-])cc(CO)c2[nH]1",
"reactionStepId": "sa_90a0ca107d42cbea22ec043b",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140121208A1;1671;1520310\",\"rsmi\":\"CO[C:15]([c:14]1[cH:13][c:9]([N+:10](=[O:11])[O-:12])[cH:8][c:7]2[cH:6][c:5]([C:2]([CH3:1])([CH3:3])[CH3:4])[nH:18][c:17]21)=[O:16]>CC(C)C[AlH]CC(C)C.ClCCl.O>[CH3:1][C:2]([CH3:3])([CH3:4])[c:5]1[cH:6][c:7]2[cH:8][c:9]([N+:10](=[O:11])[O-:12])[cH:13][c:14]([CH2:15][OH:16])[c:17]2[nH:18]1\"},\"mapped_reaction_smiles\":\"CO[C:15]([c:14]1[cH:13][c:9]([N+:10](=[O:11])[O-:12])[cH:8][c:7]2[cH:6][c:5]([C:2]([CH3:1])([CH3:3])[CH3:4])[nH:18][c:17]21)=[O:16]>CC(C)C[AlH]CC(C)C.ClCCl.O>[CH3:1][C:2]([CH3:3])([CH3:4])[c:5]1[cH:6][c:7]2[cH:8][c:9]([N+:10](=[O:11])[O-:12])[cH:13][c:14]([CH2:15][OH:16])[c:17]2[nH:18]1\"}",
"reactionStep": {
"id": "sa_90a0ca107d42cbea22ec043b",
"reactionHash": "834fcc7dd76c7311ae85141805e748c61414c01fabeb88b6368c1465c7abdfba"
},
"children": [
{
"id": "3408",
"routeId": "sa_0b504e8f8baa360c20e960dc",
"moleculeId": "sa_cec0731c7209a00de746b090",
"parentId": "3407",
"isLeaf": false,
"molecule": {
"id": "sa_cec0731c7209a00de746b090",
"inchikey": "CAMMTUHPGSXTMO-UHFFFAOYSA-N",
"smiles": "COC(=O)c1cc([N+](=O)[O-])cc2cc(C(C)(C)C)[nH]c12"
},
"smiles": "COC(=O)c1cc([N+](=O)[O-])cc2cc(C(C)(C)C)[nH]c12",
"reactionStepId": "sa_ed92cec68865994801d03870",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140121208A1;1668;1520308\",\"rsmi\":\"O[C:3](=[O:4])[c:5]1[c:6]2[nH:7][c:8]([C:9]([CH3:10])([CH3:11])[CH3:12])[cH:13][c:14]2[cH:15][c:16]([N+:17](=[O:18])[O-:19])[cH:20]1.[CH3:1][OH:2]>O=S(Cl)Cl>[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]2[nH:7][c:8]([C:9]([CH3:10])([CH3:11])[CH3:12])[cH:13][c:14]2[cH:15][c:16]([N+:17](=[O:18])[O-:19])[cH:20]1\"},\"mapped_reaction_smiles\":\"O[C:3](=[O:4])[c:5]1[c:6]2[nH:7][c:8]([C:9]([CH3:10])([CH3:11])[CH3:12])[cH:13][c:14]2[cH:15][c:16]([N+:17](=[O:18])[O-:19])[cH:20]1.[CH3:1][OH:2]>O=S(Cl)Cl>[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]2[nH:7][c:8]([C:9]([CH3:10])([CH3:11])[CH3:12])[cH:13][c:14]2[cH:15][c:16]([N+:17](=[O:18])[O-:19])[cH:20]1\"}",
"reactionStep": {
"id": "sa_ed92cec68865994801d03870",
"reactionHash": "e00b062ce7b8411b0465b1d60a03725b8b1edbfafaa8f7b7ab9384a7859fa86e"
},
"children": [
{
"id": "3409",
"routeId": "sa_0b504e8f8baa360c20e960dc",
"moleculeId": "sa_061a3efbe4d30c2cc87d48e7",
"parentId": "3408",
"isLeaf": true,
"molecule": {
"id": "sa_061a3efbe4d30c2cc87d48e7",
"inchikey": "OKKJLVBELUTLKV-UHFFFAOYSA-N",
"smiles": "CO"
},
"smiles": "CO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "3410",
"routeId": "sa_0b504e8f8baa360c20e960dc",
"moleculeId": "sa_0429f6049d87a9ee052fa457",
"parentId": "3408",
"isLeaf": false,
"molecule": {
"id": "sa_0429f6049d87a9ee052fa457",
"inchikey": "ZXRVTTQBJADJPU-UHFFFAOYSA-N",
"smiles": "CC(C)(C)c1cc2cc([N+](=O)[O-])cc(C(=O)O)c2[nH]1"
},
"smiles": "CC(C)(C)c1cc2cc([N+](=O)[O-])cc(C(=O)O)c2[nH]1",
"reactionStepId": "sa_beb5ba9c0f2caf64277b1f9e",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140121208A1;1667;1520307\",\"rsmi\":\"CC[OH:17].N#[C:15][c:14]1[cH:13][c:9]([N+:10](=[O:11])[O-:12])[cH:8][c:7]2[cH:6][c:5]([C:2]([CH3:1])([CH3:3])[CH3:4])[nH:19][c:18]21.[OH2:16]>[K+]>[CH3:1][C:2]([CH3:3])([CH3:4])[c:5]1[cH:6][c:7]2[cH:8][c:9]([N+:10](=[O:11])[O-:12])[cH:13][c:14]([C:15](=[O:16])[OH:17])[c:18]2[nH:19]1\"},\"mapped_reaction_smiles\":\"CC[OH:17].N#[C:15][c:14]1[cH:13][c:9]([N+:10](=[O:11])[O-:12])[cH:8][c:7]2[cH:6][c:5]([C:2]([CH3:1])([CH3:3])[CH3:4])[nH:19][c:18]21.[OH2:16]>[K+]>[CH3:1][C:2]([CH3:3])([CH3:4])[c:5]1[cH:6][c:7]2[cH:8][c:9]([N+:10](=[O:11])[O-:12])[cH:13][c:14]([C:15](=[O:16])[OH:17])[c:18]2[nH:19]1\"}",
"reactionStep": {
"id": "sa_beb5ba9c0f2caf64277b1f9e",
"reactionHash": "448aac33de0859e60e46fdf6ea2bc7533b949113ded9d85942a44969137afe9e"
},
"children": [
{
"id": "3411",
"routeId": "sa_0b504e8f8baa360c20e960dc",
"moleculeId": "sa_c8acfe5d3f4f510a9e17ce69",
"parentId": "3410",
"isLeaf": false,
"molecule": {
"id": "sa_c8acfe5d3f4f510a9e17ce69",
"inchikey": "BSJQIBDHKIHBHB-UHFFFAOYSA-N",
"smiles": "CC(C)(C)c1cc2cc([N+](=O)[O-])cc(C#N)c2[nH]1"
},
"smiles": "CC(C)(C)c1cc2cc([N+](=O)[O-])cc(C#N)c2[nH]1",
"reactionStepId": "sa_487e3ad6412a6ed741a76fd1",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140121208A1;1664;1520305\",\"rsmi\":\"[CH3:1][C:2]([CH3:3])([CH3:4])[C:5]#[C:6][c:7]1[cH:8][c:9]([N+:10](=[O:11])[O-:12])[cH:13][c:14]([C:15]#[N:16])[c:17]1[NH2:18]>C1CCOC1.CCCC[N+](CCCC)(CCCC)CCCC.F>[CH3:1][C:2]([CH3:3])([CH3:4])[c:5]1[cH:6][c:7]2[cH:8][c:9]([N+:10](=[O:11])[O-:12])[cH:13][c:14]([C:15]#[N:16])[c:17]2[nH:18]1\"},\"mapped_reaction_smiles\":\"[CH3:1][C:2]([CH3:3])([CH3:4])[C:5]#[C:6][c:7]1[cH:8][c:9]([N+:10](=[O:11])[O-:12])[cH:13][c:14]([C:15]#[N:16])[c:17]1[NH2:18]>C1CCOC1.CCCC[N+](CCCC)(CCCC)CCCC.F>[CH3:1][C:2]([CH3:3])([CH3:4])[c:5]1[cH:6][c:7]2[cH:8][c:9]([N+:10](=[O:11])[O-:12])[cH:13][c:14]([C:15]#[N:16])[c:17]2[nH:18]1\"}",
"reactionStep": {
"id": "sa_487e3ad6412a6ed741a76fd1",
"reactionHash": "31bbcf7d660506b3bd1cb77098aa64d5d13a96413037d3797687bea4128f31c8"
},
"children": [
{
"id": "3412",
"routeId": "sa_0b504e8f8baa360c20e960dc",
"moleculeId": "sa_ba849fa091e75449c7705506",
"parentId": "3411",
"isLeaf": false,
"molecule": {
"id": "sa_ba849fa091e75449c7705506",
"inchikey": "FEAVPYVVBNVCCU-UHFFFAOYSA-N",
"smiles": "CC(C)(C)C#Cc1cc([N+](=O)[O-])cc(C#N)c1N"
},
"smiles": "CC(C)(C)C#Cc1cc([N+](=O)[O-])cc(C#N)c1N",
"reactionStepId": "sa_7ce96788d7d94289c89aab03",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140121208A1;1663;1520304\",\"rsmi\":\"Br[c:7]1[cH:8][c:9]([N+:10](=[O:11])[O-:12])[cH:13][c:14]([C:15]#[N:16])[c:17]1[NH2:18].[CH3:1][C:2]([CH3:3])([CH3:4])[C:5]#[CH:6]>CCN(CC)CC.Cl[Pd](Cl)([PH](c1ccccc1)(c1ccccc1)c1ccccc1)[PH](c1ccccc1)(c1ccccc1)c1ccccc1.[Cu]I>[CH3:1][C:2]([CH3:3])([CH3:4])[C:5]#[C:6][c:7]1[cH:8][c:9]([N+:10](=[O:11])[O-:12])[cH:13][c:14]([C:15]#[N:16])[c:17]1[NH2:18]\"},\"mapped_reaction_smiles\":\"Br[c:7]1[cH:8][c:9]([N+:10](=[O:11])[O-:12])[cH:13][c:14]([C:15]#[N:16])[c:17]1[NH2:18].[CH3:1][C:2]([CH3:3])([CH3:4])[C:5]#[CH:6]>CCN(CC)CC.Cl[Pd](Cl)([PH](c1ccccc1)(c1ccccc1)c1ccccc1)[PH](c1ccccc1)(c1ccccc1)c1ccccc1.[Cu]I>[CH3:1][C:2]([CH3:3])([CH3:4])[C:5]#[C:6][c:7]1[cH:8][c:9]([N+:10](=[O:11])[O-:12])[cH:13][c:14]([C:15]#[N:16])[c:17]1[NH2:18]\"}",
"reactionStep": {
"id": "sa_7ce96788d7d94289c89aab03",
"reactionHash": "7bff693fe7be8ec933e95d2e1522cf341286e5ec5c9ee0f7af7cad3f1ba55b9b"
},
"children": [
{
"id": "3413",
"routeId": "sa_0b504e8f8baa360c20e960dc",
"moleculeId": "sa_84fba59699dc6b6eba8d5f6a",
"parentId": "3412",
"isLeaf": true,
"molecule": {
"id": "sa_84fba59699dc6b6eba8d5f6a",
"inchikey": "MUHLVSZIVTURCZ-UHFFFAOYSA-N",
"smiles": "N#Cc1cc([N+](=O)[O-])cc(Br)c1N"
},
"smiles": "N#Cc1cc([N+](=O)[O-])cc(Br)c1N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "3414",
"routeId": "sa_0b504e8f8baa360c20e960dc",
"moleculeId": "sa_e4ae78c928ea5a44c128fa17",
"parentId": "3412",
"isLeaf": true,
"molecule": {
"id": "sa_e4ae78c928ea5a44c128fa17",
"inchikey": "PPWNCLVNXGCGAF-UHFFFAOYSA-N",
"smiles": "C#CC(C)(C)C"
},
"smiles": "C#CC(C)(C)C",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "3415",
"routeId": "sa_0b504e8f8baa360c20e960dc",
"moleculeId": "sa_afaca116b303dc7d01346819",
"parentId": "3410",
"isLeaf": true,
"molecule": {
"id": "sa_afaca116b303dc7d01346819",
"inchikey": "LFQSCWFLJHTTHZ-UHFFFAOYSA-N",
"smiles": "CCO"
},
"smiles": "CCO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "3416",
"routeId": "sa_0b504e8f8baa360c20e960dc",
"moleculeId": "sa_106b35b8a76bbe73829a0a69",
"parentId": "3410",
"isLeaf": true,
"molecule": {
"id": "sa_106b35b8a76bbe73829a0a69",
"inchikey": "XLYOFNOQVPJJNP-UHFFFAOYSA-N",
"smiles": "O"
},
"smiles": "O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
}