Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1cnc(-n2ccc3cc(N)cc(C4CC4)c32)nc1
InChiKey
ZDZGSAKEJYFUDS-UHFFFAOYSA-N
Route Signature
baa24ec15aa99e1ba349fde5ed7203466ef6dae420d4eebe241a87b1f37d9c1b
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_8ebcd5b73f58dafe05db7e68",
"signature": "baa24ec15aa99e1ba349fde5ed7203466ef6dae420d4eebe241a87b1f37d9c1b",
"contentHash": "dd8a18a8c0d7b76b65edb665864b321e1f63d1fa1addf20ed8ebb6038e2f6da9",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_8b391394953801fb4e39b8b3",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-01305",
"moleculeId": "sa_82b7441ce6d3f5888f45f3e1",
"smiles": "Cc1cnc(-n2ccc3cc(N)cc(C4CC4)c32)nc1",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_82b7441ce6d3f5888f45f3e1",
"inchikey": "ZDZGSAKEJYFUDS-UHFFFAOYSA-N",
"smiles": "Cc1cnc(-n2ccc3cc(N)cc(C4CC4)c32)nc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "14232",
"routeId": "sa_8ebcd5b73f58dafe05db7e68",
"moleculeId": "sa_82b7441ce6d3f5888f45f3e1",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_82b7441ce6d3f5888f45f3e1",
"inchikey": "ZDZGSAKEJYFUDS-UHFFFAOYSA-N",
"smiles": "Cc1cnc(-n2ccc3cc(N)cc(C4CC4)c32)nc1"
},
"smiles": "Cc1cnc(-n2ccc3cc(N)cc(C4CC4)c32)nc1",
"reactionStepId": "sa_3a5934d37851dc4102a86f8c",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150322082A1;0282;1783337\",\"rsmi\":\"O=[N+:12]([O-])[c:11]1[cH:10][c:9]2[cH:8][cH:7][n:6](-[c:5]3[n:4][cH:3][c:2]([CH3:1])[cH:20][n:19]3)[c:18]2[c:14]([CH:15]2[CH2:16][CH2:17]2)[cH:13]1>CCO.[Pd]>[CH3:1][c:2]1[cH:3][n:4][c:5](-[n:6]2[cH:7][cH:8][c:9]3[cH:10][c:11]([NH2:12])[cH:13][c:14]([CH:15]4[CH2:16][CH2:17]4)[c:18]23)[n:19][cH:20]1\"},\"mapped_reaction_smiles\":\"O=[N+:12]([O-])[c:11]1[cH:10][c:9]2[cH:8][cH:7][n:6](-[c:5]3[n:4][cH:3][c:2]([CH3:1])[cH:20][n:19]3)[c:18]2[c:14]([CH:15]2[CH2:16][CH2:17]2)[cH:13]1>CCO.[Pd]>[CH3:1][c:2]1[cH:3][n:4][c:5](-[n:6]2[cH:7][cH:8][c:9]3[cH:10][c:11]([NH2:12])[cH:13][c:14]([CH:15]4[CH2:16][CH2:17]4)[c:18]23)[n:19][cH:20]1\"}",
"reactionStep": {
"id": "sa_3a5934d37851dc4102a86f8c",
"reactionHash": "eb57898bba7ec31fefdab2be237098ca175382f64ee2043f620e0e4ccdb5a45d"
},
"children": [
{
"id": "14233",
"routeId": "sa_8ebcd5b73f58dafe05db7e68",
"moleculeId": "sa_fc34343a1a38b37e42cea3dc",
"parentId": "14232",
"isLeaf": false,
"molecule": {
"id": "sa_fc34343a1a38b37e42cea3dc",
"inchikey": "AFPWYGKEUOZRSP-UHFFFAOYSA-N",
"smiles": "Cc1cnc(-n2ccc3cc([N+](=O)[O-])cc(C4CC4)c32)nc1"
},
"smiles": "Cc1cnc(-n2ccc3cc([N+](=O)[O-])cc(C4CC4)c32)nc1",
"reactionStepId": "sa_e86e187e2b403584d2cb2e33",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150322082A1;0280;1783336\",\"rsmi\":\"Cl[c:5]1[n:4][cH:3][c:2]([CH3:1])[cH:22][n:21]1.[nH:6]1[cH:7][cH:8][c:9]2[cH:10][c:11]([N+:12](=[O:13])[O-:14])[cH:15][c:16]([CH:17]3[CH2:18][CH2:19]3)[c:20]12>CN(C)C=O.O=C(O)O.[Cs+].[Cs+]>[CH3:1][c:2]1[cH:3][n:4][c:5](-[n:6]2[cH:7][cH:8][c:9]3[cH:10][c:11]([N+:12](=[O:13])[O-:14])[cH:15][c:16]([CH:17]4[CH2:18][CH2:19]4)[c:20]23)[n:21][cH:22]1\"},\"mapped_reaction_smiles\":\"Cl[c:5]1[n:4][cH:3][c:2]([CH3:1])[cH:22][n:21]1.[nH:6]1[cH:7][cH:8][c:9]2[cH:10][c:11]([N+:12](=[O:13])[O-:14])[cH:15][c:16]([CH:17]3[CH2:18][CH2:19]3)[c:20]12>CN(C)C=O.O=C(O)O.[Cs+].[Cs+]>[CH3:1][c:2]1[cH:3][n:4][c:5](-[n:6]2[cH:7][cH:8][c:9]3[cH:10][c:11]([N+:12](=[O:13])[O-:14])[cH:15][c:16]([CH:17]4[CH2:18][CH2:19]4)[c:20]23)[n:21][cH:22]1\"}",
"reactionStep": {
"id": "sa_e86e187e2b403584d2cb2e33",
"reactionHash": "ecd653ad026404b4791799830226eef36e617605b304a46b6f9f0983a6917b58"
},
"children": [
{
"id": "14234",
"routeId": "sa_8ebcd5b73f58dafe05db7e68",
"moleculeId": "sa_6fe03ea7ed29c21f21206bf3",
"parentId": "14233",
"isLeaf": true,
"molecule": {
"id": "sa_6fe03ea7ed29c21f21206bf3",
"inchikey": "APRMCBSTMFKLEI-UHFFFAOYSA-N",
"smiles": "Cc1cnc(Cl)nc1"
},
"smiles": "Cc1cnc(Cl)nc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "14235",
"routeId": "sa_8ebcd5b73f58dafe05db7e68",
"moleculeId": "sa_ae568a5d45df54cc6bd55cd7",
"parentId": "14233",
"isLeaf": false,
"molecule": {
"id": "sa_ae568a5d45df54cc6bd55cd7",
"inchikey": "DCYIJFABWQOVLR-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])c1cc(C2CC2)c2[nH]ccc2c1"
},
"smiles": "O=[N+]([O-])c1cc(C2CC2)c2[nH]ccc2c1",
"reactionStepId": "sa_d00eee6112be956cc7acdb06",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150322082A1;0252;1783324\",\"rsmi\":\"Br[c:6]1[cH:5][c:4]([N+:2](=[O:1])[O-:3])[cH:15][c:14]2[c:10]1[nH:11][cH:12][cH:13]2.OB(O)[CH:7]1[CH2:8][CH2:9]1>Cc1ccccc1.O.O=C(O)O.[Cs+].[Cs+]>[O:1]=[N+:2]([O-:3])[c:4]1[cH:5][c:6]([CH:7]2[CH2:8][CH2:9]2)[c:10]2[nH:11][cH:12][cH:13][c:14]2[cH:15]1\"},\"mapped_reaction_smiles\":\"Br[c:6]1[cH:5][c:4]([N+:2](=[O:1])[O-:3])[cH:15][c:14]2[c:10]1[nH:11][cH:12][cH:13]2.OB(O)[CH:7]1[CH2:8][CH2:9]1>Cc1ccccc1.O.O=C(O)O.[Cs+].[Cs+]>[O:1]=[N+:2]([O-:3])[c:4]1[cH:5][c:6]([CH:7]2[CH2:8][CH2:9]2)[c:10]2[nH:11][cH:12][cH:13][c:14]2[cH:15]1\"}",
"reactionStep": {
"id": "sa_d00eee6112be956cc7acdb06",
"reactionHash": "8122334762047e78d89c7521fe8cf7bbc3987f5904cc817ead18565121d97bd0"
},
"children": [
{
"id": "14236",
"routeId": "sa_8ebcd5b73f58dafe05db7e68",
"moleculeId": "sa_853be5f1c97fac6116cffa07",
"parentId": "14235",
"isLeaf": true,
"molecule": {
"id": "sa_853be5f1c97fac6116cffa07",
"inchikey": "WLVKDFJTYKELLQ-UHFFFAOYSA-N",
"smiles": "OB(O)C1CC1"
},
"smiles": "OB(O)C1CC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "14237",
"routeId": "sa_8ebcd5b73f58dafe05db7e68",
"moleculeId": "sa_5023a80912f39dc9a096afa4",
"parentId": "14235",
"isLeaf": false,
"molecule": {
"id": "sa_5023a80912f39dc9a096afa4",
"inchikey": "XXJOZTUJVYCOMP-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])c1cc(Br)c2[nH]ccc2c1"
},
"smiles": "O=[N+]([O-])c1cc(Br)c2[nH]ccc2c1",
"reactionStepId": "sa_7e832566b1f5d5c819e31a31",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150322082A1;0276;1783334\",\"rsmi\":\"[O:1]=[N+:2]([O-:3])[c:4]1[cH:5][c:6]([Br:7])[c:8]2[c:12]([cH:13]1)[CH2:11][CH2:10][NH:9]2>C1CCOC1.N#CC1=C(C#N)C(=O)C(Cl)=C(Cl)C1=O>[O:1]=[N+:2]([O-:3])[c:4]1[cH:5][c:6]([Br:7])[c:8]2[nH:9][cH:10][cH:11][c:12]2[cH:13]1\"},\"mapped_reaction_smiles\":\"[O:1]=[N+:2]([O-:3])[c:4]1[cH:5][c:6]([Br:7])[c:8]2[c:12]([cH:13]1)[CH2:11][CH2:10][NH:9]2>C1CCOC1.N#CC1=C(C#N)C(=O)C(Cl)=C(Cl)C1=O>[O:1]=[N+:2]([O-:3])[c:4]1[cH:5][c:6]([Br:7])[c:8]2[nH:9][cH:10][cH:11][c:12]2[cH:13]1\"}",
"reactionStep": {
"id": "sa_7e832566b1f5d5c819e31a31",
"reactionHash": "ada5a7d9c3adbbf88f6870ad689424f178d2e15d18f42b94abffeae239867f50"
},
"children": [
{
"id": "14238",
"routeId": "sa_8ebcd5b73f58dafe05db7e68",
"moleculeId": "sa_b8733d32534ec32ea5e00042",
"parentId": "14237",
"isLeaf": false,
"molecule": {
"id": "sa_b8733d32534ec32ea5e00042",
"inchikey": "WCSNLUZLJCPUDG-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])c1cc(Br)c2c(c1)CCN2"
},
"smiles": "O=[N+]([O-])c1cc(Br)c2c(c1)CCN2",
"reactionStepId": "sa_2a0655018783ada97b9658e7",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150322082A1;0215;1783320\",\"rsmi\":\"Br[Br:7].[O:1]=[N+:2]([O-:3])[c:4]1[cH:5][cH:6][c:8]2[c:12]([cH:13]1)[CH2:11][CH2:10][NH:9]2>CC(=O)O>[O:1]=[N+:2]([O-:3])[c:4]1[cH:5][c:6]([Br:7])[c:8]2[c:12]([cH:13]1)[CH2:11][CH2:10][NH:9]2\"},\"mapped_reaction_smiles\":\"Br[Br:7].[O:1]=[N+:2]([O-:3])[c:4]1[cH:5][cH:6][c:8]2[c:12]([cH:13]1)[CH2:11][CH2:10][NH:9]2>CC(=O)O>[O:1]=[N+:2]([O-:3])[c:4]1[cH:5][c:6]([Br:7])[c:8]2[c:12]([cH:13]1)[CH2:11][CH2:10][NH:9]2\"}",
"reactionStep": {
"id": "sa_2a0655018783ada97b9658e7",
"reactionHash": "4122a98d84f80a55d9c750a3a627c3188c7d7f0069cfd5b12410286aafe8082b"
},
"children": [
{
"id": "14239",
"routeId": "sa_8ebcd5b73f58dafe05db7e68",
"moleculeId": "sa_24211e89e565c162ea935f73",
"parentId": "14238",
"isLeaf": true,
"molecule": {
"id": "sa_24211e89e565c162ea935f73",
"inchikey": "GDTBXPJZTBHREO-UHFFFAOYSA-N",
"smiles": "BrBr"
},
"smiles": "BrBr",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "14240",
"routeId": "sa_8ebcd5b73f58dafe05db7e68",
"moleculeId": "sa_d9aaa235367125387a585eeb",
"parentId": "14238",
"isLeaf": true,
"molecule": {
"id": "sa_d9aaa235367125387a585eeb",
"inchikey": "WJQWYAJTPPYORB-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])c1ccc2c(c1)CCN2"
},
"smiles": "O=[N+]([O-])c1ccc2c(c1)CCN2",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
]
}
}