Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC(C)(C)OC(=O)N(Cc1ccncc1Cl)c1ccc(C=O)cn1
InChiKey
XYZOPNPWRFQHLI-UHFFFAOYSA-N
Route Signature
dc588a067eedd88581311051e355f000b853c201e7e59817eb06c2ccad2b4f64
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_62223fd2f8fc45dc8d975aef",
"signature": "dc588a067eedd88581311051e355f000b853c201e7e59817eb06c2ccad2b4f64",
"contentHash": "352cac435b102f778d0a849e063304ff0623ce9ccb0165f6830019b56bc4e568",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_4fde0e5a21ad8d914be97d84",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-04377",
"moleculeId": "sa_c78cec02ec155d03e9c466a9",
"smiles": "CC(C)(C)OC(=O)N(Cc1ccncc1Cl)c1ccc(C=O)cn1",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_c78cec02ec155d03e9c466a9",
"inchikey": "XYZOPNPWRFQHLI-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)N(Cc1ccncc1Cl)c1ccc(C=O)cn1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "7287",
"routeId": "sa_62223fd2f8fc45dc8d975aef",
"moleculeId": "sa_c78cec02ec155d03e9c466a9",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_c78cec02ec155d03e9c466a9",
"inchikey": "XYZOPNPWRFQHLI-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)N(Cc1ccncc1Cl)c1ccc(C=O)cn1"
},
"smiles": "CC(C)(C)OC(=O)N(Cc1ccncc1Cl)c1ccc(C=O)cn1",
"reactionStepId": "sa_f5f87aef0fd5e0e064cbd6d2",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140243365A1;1442;1572580\",\"rsmi\":\"CC(C)(C)OC(=O)O[C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7].[NH:8]([CH2:9][c:10]1[c:11]([Cl:12])[cH:13][n:14][cH:15][cH:16]1)[c:17]1[n:18][cH:19][c:20]([CH:21]=[O:22])[cH:23][cH:24]1>CCN(CC)CC.CN(C)c1ccncc1.ClCCl>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]([CH2:9][c:10]1[c:11]([Cl:12])[cH:13][n:14][cH:15][cH:16]1)[c:17]1[n:18][cH:19][c:20]([CH:21]=[O:22])[cH:23][cH:24]1\"},\"mapped_reaction_smiles\":\"CC(C)(C)OC(=O)O[C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7].[NH:8]([CH2:9][c:10]1[c:11]([Cl:12])[cH:13][n:14][cH:15][cH:16]1)[c:17]1[n:18][cH:19][c:20]([CH:21]=[O:22])[cH:23][cH:24]1>CCN(CC)CC.CN(C)c1ccncc1.ClCCl>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]([CH2:9][c:10]1[c:11]([Cl:12])[cH:13][n:14][cH:15][cH:16]1)[c:17]1[n:18][cH:19][c:20]([CH:21]=[O:22])[cH:23][cH:24]1\"}",
"reactionStep": {
"id": "sa_f5f87aef0fd5e0e064cbd6d2",
"reactionHash": "406f22c4f365653864ba02567a5600cdf2c78c982eff3d7b1686992fe5deac08"
},
"children": [
{
"id": "7288",
"routeId": "sa_62223fd2f8fc45dc8d975aef",
"moleculeId": "sa_b273d4d4546165bca2b249b5",
"parentId": "7287",
"isLeaf": true,
"molecule": {
"id": "sa_b273d4d4546165bca2b249b5",
"inchikey": "DYHSDKLCOJIUFX-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C"
},
"smiles": "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "7289",
"routeId": "sa_62223fd2f8fc45dc8d975aef",
"moleculeId": "sa_ec2eda39acf8b28f6c0e0a9f",
"parentId": "7287",
"isLeaf": false,
"molecule": {
"id": "sa_ec2eda39acf8b28f6c0e0a9f",
"inchikey": "OGLTXRKOXBNXJV-UHFFFAOYSA-N",
"smiles": "O=Cc1ccc(NCc2ccncc2Cl)nc1"
},
"smiles": "O=Cc1ccc(NCc2ccncc2Cl)nc1",
"reactionStepId": "sa_14dd74de0c6b0a0fba2aa7a1",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140243365A1;1441;1572579\",\"rsmi\":\"[OH:1][CH2:2][c:3]1[cH:4][cH:5][c:6]([NH:7][CH2:8][c:9]2[c:10]([Cl:11])[cH:12][n:13][cH:14][cH:15]2)[n:16][cH:17]1>C1CCOC1.CC(=O)OI1(OC(C)=O)(OC(C)=O)OC(=O)c2ccccc21.O=C(O)O.[K+].[K+]>[O:1]=[CH:2][c:3]1[cH:4][cH:5][c:6]([NH:7][CH2:8][c:9]2[c:10]([Cl:11])[cH:12][n:13][cH:14][cH:15]2)[n:16][cH:17]1\"},\"mapped_reaction_smiles\":\"[OH:1][CH2:2][c:3]1[cH:4][cH:5][c:6]([NH:7][CH2:8][c:9]2[c:10]([Cl:11])[cH:12][n:13][cH:14][cH:15]2)[n:16][cH:17]1>C1CCOC1.CC(=O)OI1(OC(C)=O)(OC(C)=O)OC(=O)c2ccccc21.O=C(O)O.[K+].[K+]>[O:1]=[CH:2][c:3]1[cH:4][cH:5][c:6]([NH:7][CH2:8][c:9]2[c:10]([Cl:11])[cH:12][n:13][cH:14][cH:15]2)[n:16][cH:17]1\"}",
"reactionStep": {
"id": "sa_14dd74de0c6b0a0fba2aa7a1",
"reactionHash": "d7294e5e8d5ba4d0f02b8143f44822866769810b0cc22c685044e9ac9241f73b"
},
"children": [
{
"id": "7290",
"routeId": "sa_62223fd2f8fc45dc8d975aef",
"moleculeId": "sa_71ff4dee95616ced62f52566",
"parentId": "7289",
"isLeaf": false,
"molecule": {
"id": "sa_71ff4dee95616ced62f52566",
"inchikey": "KQVQLJSICNSBQY-UHFFFAOYSA-N",
"smiles": "OCc1ccc(NCc2ccncc2Cl)nc1"
},
"smiles": "OCc1ccc(NCc2ccncc2Cl)nc1",
"reactionStepId": "sa_e18d81f4afdc98151a7ea6d1",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140243365A1;1440;1572578\",\"rsmi\":\"CO[C:2](=[O:1])[c:3]1[cH:4][cH:5][c:6]([NH:7][CH2:8][c:9]2[c:10]([Cl:11])[cH:12][n:13][cH:14][cH:15]2)[n:16][cH:17]1>C1CCOC1.O.O.O.O.O.O.O.O.O.O.O=S(=O)(O)O.[AlH3].[Li+].[Na+].[Na+]>[OH:1][CH2:2][c:3]1[cH:4][cH:5][c:6]([NH:7][CH2:8][c:9]2[c:10]([Cl:11])[cH:12][n:13][cH:14][cH:15]2)[n:16][cH:17]1\"},\"mapped_reaction_smiles\":\"CO[C:2](=[O:1])[c:3]1[cH:4][cH:5][c:6]([NH:7][CH2:8][c:9]2[c:10]([Cl:11])[cH:12][n:13][cH:14][cH:15]2)[n:16][cH:17]1>C1CCOC1.O.O.O.O.O.O.O.O.O.O.O=S(=O)(O)O.[AlH3].[Li+].[Na+].[Na+]>[OH:1][CH2:2][c:3]1[cH:4][cH:5][c:6]([NH:7][CH2:8][c:9]2[c:10]([Cl:11])[cH:12][n:13][cH:14][cH:15]2)[n:16][cH:17]1\"}",
"reactionStep": {
"id": "sa_e18d81f4afdc98151a7ea6d1",
"reactionHash": "5114fac011533e2a4e6b5077e1ace9fe9661d4efba84b4951a865e7883de2fa1"
},
"children": [
{
"id": "7291",
"routeId": "sa_62223fd2f8fc45dc8d975aef",
"moleculeId": "sa_ef0c4f4bc008150fc6c69e53",
"parentId": "7290",
"isLeaf": false,
"molecule": {
"id": "sa_ef0c4f4bc008150fc6c69e53",
"inchikey": "CCILYMBVBYWNCN-UHFFFAOYSA-N",
"smiles": "COC(=O)c1ccc(NCc2ccncc2Cl)nc1"
},
"smiles": "COC(=O)c1ccc(NCc2ccncc2Cl)nc1",
"reactionStepId": "sa_6152bb117fd8de25d67ea4ba",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140243365A1;1439;1572577\",\"rsmi\":\"O=[CH:10][c:11]1[c:12]([Cl:13])[cH:14][n:15][cH:16][cH:17]1.[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][n:7][c:8]([NH2:9])[cH:18][cH:19]1>CC#N.CC[SiH](CC)CC.O=C(O)C(F)(F)F>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][n:7][c:8]([NH:9][CH2:10][c:11]2[c:12]([Cl:13])[cH:14][n:15][cH:16][cH:17]2)[cH:18][cH:19]1\"},\"mapped_reaction_smiles\":\"O=[CH:10][c:11]1[c:12]([Cl:13])[cH:14][n:15][cH:16][cH:17]1.[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][n:7][c:8]([NH2:9])[cH:18][cH:19]1>CC#N.CC[SiH](CC)CC.O=C(O)C(F)(F)F>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][n:7][c:8]([NH:9][CH2:10][c:11]2[c:12]([Cl:13])[cH:14][n:15][cH:16][cH:17]2)[cH:18][cH:19]1\"}",
"reactionStep": {
"id": "sa_6152bb117fd8de25d67ea4ba",
"reactionHash": "4bfffbc577ec56c4ff9b940dcc46e4165239feffce68a3a9a9ee86c78b1eaa24"
},
"children": [
{
"id": "7292",
"routeId": "sa_62223fd2f8fc45dc8d975aef",
"moleculeId": "sa_181afa6d8d2c2335f4f420ea",
"parentId": "7291",
"isLeaf": true,
"molecule": {
"id": "sa_181afa6d8d2c2335f4f420ea",
"inchikey": "JACPDLJUQLKABC-UHFFFAOYSA-N",
"smiles": "COC(=O)c1ccc(N)nc1"
},
"smiles": "COC(=O)c1ccc(N)nc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "7293",
"routeId": "sa_62223fd2f8fc45dc8d975aef",
"moleculeId": "sa_257a096517660d3f74b7a763",
"parentId": "7291",
"isLeaf": true,
"molecule": {
"id": "sa_257a096517660d3f74b7a763",
"inchikey": "ZVGDKOQPJCOCLI-UHFFFAOYSA-N",
"smiles": "O=Cc1ccncc1Cl"
},
"smiles": "O=Cc1ccncc1Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
}