Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CN1CCC(C(=O)c2ccc(Br)cn2)C1
InChiKey
IQDNXWQIPMJSCL-UHFFFAOYSA-N
Route Signature
0e550add5433c5c610888b9e5c0da3603ca5f5463a9b91dfd273db344322053c
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_8200373c87db2d7c1e8a1003",
"signature": "0e550add5433c5c610888b9e5c0da3603ca5f5463a9b91dfd273db344322053c",
"contentHash": "019d3c45300ddaf1a1983c9e474faf089ae2087b9e4398ef098e5d1f45df725b",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_15e634c781f6065fc6f35ac0",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-05179",
"moleculeId": "sa_7aff51fc5837f4a2fcaee2d0",
"smiles": "CN1CCC(C(=O)c2ccc(Br)cn2)C1",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_7aff51fc5837f4a2fcaee2d0",
"inchikey": "IQDNXWQIPMJSCL-UHFFFAOYSA-N",
"smiles": "CN1CCC(C(=O)c2ccc(Br)cn2)C1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "15634",
"routeId": "sa_8200373c87db2d7c1e8a1003",
"moleculeId": "sa_7aff51fc5837f4a2fcaee2d0",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_7aff51fc5837f4a2fcaee2d0",
"inchikey": "IQDNXWQIPMJSCL-UHFFFAOYSA-N",
"smiles": "CN1CCC(C(=O)c2ccc(Br)cn2)C1"
},
"smiles": "CN1CCC(C(=O)c2ccc(Br)cn2)C1",
"reactionStepId": "sa_7d32f678ad9799524add01ab",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08101764B2;0149;1152097\",\"rsmi\":\"O=[CH2:1].[NH:2]1[CH2:3][CH2:4][CH:5]([C:6](=[O:7])[c:8]2[n:9][cH:10][c:11]([Br:12])[cH:13][cH:14]2)[CH2:15]1>CC(=O)O.CC(=O)OB(OC(C)=O)OC(C)=O.CO.[Na+]>[CH3:1][N:2]1[CH2:3][CH2:4][CH:5]([C:6](=[O:7])[c:8]2[n:9][cH:10][c:11]([Br:12])[cH:13][cH:14]2)[CH2:15]1\"},\"mapped_reaction_smiles\":\"O=[CH2:1].[NH:2]1[CH2:3][CH2:4][CH:5]([C:6](=[O:7])[c:8]2[n:9][cH:10][c:11]([Br:12])[cH:13][cH:14]2)[CH2:15]1>CC(=O)O.CC(=O)OB(OC(C)=O)OC(C)=O.CO.[Na+]>[CH3:1][N:2]1[CH2:3][CH2:4][CH:5]([C:6](=[O:7])[c:8]2[n:9][cH:10][c:11]([Br:12])[cH:13][cH:14]2)[CH2:15]1\"}",
"reactionStep": {
"id": "sa_7d32f678ad9799524add01ab",
"reactionHash": "5912d8120d291a4d8ca6d628b919bfbca3477352cce06f2f7e75eb81ceffd853"
},
"children": [
{
"id": "15635",
"routeId": "sa_8200373c87db2d7c1e8a1003",
"moleculeId": "sa_3f843ba9ff37cfbcb1e2141b",
"parentId": "15634",
"isLeaf": false,
"molecule": {
"id": "sa_3f843ba9ff37cfbcb1e2141b",
"inchikey": "AHHIEZVDWXLVMR-UHFFFAOYSA-N",
"smiles": "O=C(c1ccc(Br)cn1)C1CCNC1"
},
"smiles": "O=C(c1ccc(Br)cn1)C1CCNC1",
"reactionStepId": "sa_ee3e262ede3714b3a6054cfb",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08101764B2;0147;1152096\",\"rsmi\":\"CC(C)(C)OC(=O)[N:13]1[CH2:12][CH2:11][CH:10]([C:2](=[O:1])[c:3]2[n:4][cH:5][c:6]([Br:7])[cH:8][cH:9]2)[CH2:14]1>C1COCCO1.Cl>[O:1]=[C:2]([c:3]1[n:4][cH:5][c:6]([Br:7])[cH:8][cH:9]1)[CH:10]1[CH2:11][CH2:12][NH:13][CH2:14]1\"},\"mapped_reaction_smiles\":\"CC(C)(C)OC(=O)[N:13]1[CH2:12][CH2:11][CH:10]([C:2](=[O:1])[c:3]2[n:4][cH:5][c:6]([Br:7])[cH:8][cH:9]2)[CH2:14]1>C1COCCO1.Cl>[O:1]=[C:2]([c:3]1[n:4][cH:5][c:6]([Br:7])[cH:8][cH:9]1)[CH:10]1[CH2:11][CH2:12][NH:13][CH2:14]1\"}",
"reactionStep": {
"id": "sa_ee3e262ede3714b3a6054cfb",
"reactionHash": "780be49a59e27e38a9fa2c1877d91fb4d56664d61931846ff42fff9e4521a352"
},
"children": [
{
"id": "15636",
"routeId": "sa_8200373c87db2d7c1e8a1003",
"moleculeId": "sa_55aa6aa1ef8edfb0e09d39a3",
"parentId": "15635",
"isLeaf": false,
"molecule": {
"id": "sa_55aa6aa1ef8edfb0e09d39a3",
"inchikey": "KQDAGXAPGIXRGN-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)N1CCC(C(=O)c2ccc(Br)cn2)C1"
},
"smiles": "CC(C)(C)OC(=O)N1CCC(C(=O)c2ccc(Br)cn2)C1",
"reactionStepId": "sa_e529baa2055b514ac8100107",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08101764B2;0145;1152095\",\"rsmi\":\"Br[c:14]1[n:15][cH:16][c:17]([Br:18])[cH:19][cH:20]1.CON(C)[C:12]([CH:11]1[CH2:10][CH2:9][N:8]([C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[CH2:21]1)=[O:13]>Cc1ccccc1.[Li]CCCC>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][CH:11]([C:12](=[O:13])[c:14]2[n:15][cH:16][c:17]([Br:18])[cH:19][cH:20]2)[CH2:21]1\"},\"mapped_reaction_smiles\":\"Br[c:14]1[n:15][cH:16][c:17]([Br:18])[cH:19][cH:20]1.CON(C)[C:12]([CH:11]1[CH2:10][CH2:9][N:8]([C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[CH2:21]1)=[O:13]>Cc1ccccc1.[Li]CCCC>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][CH:11]([C:12](=[O:13])[c:14]2[n:15][cH:16][c:17]([Br:18])[cH:19][cH:20]2)[CH2:21]1\"}",
"reactionStep": {
"id": "sa_e529baa2055b514ac8100107",
"reactionHash": "eecd61ca7da0c00a393100669250891da7071fc31bbb79c12ba4b9b5bbb76a6b"
},
"children": [
{
"id": "15637",
"routeId": "sa_8200373c87db2d7c1e8a1003",
"moleculeId": "sa_44323063b28e26dfb0ae7722",
"parentId": "15636",
"isLeaf": false,
"molecule": {
"id": "sa_44323063b28e26dfb0ae7722",
"inchikey": "LAAAMOQBIKIHLV-UHFFFAOYSA-N",
"smiles": "CON(C)C(=O)C1CCN(C(=O)OC(C)(C)C)C1"
},
"smiles": "CON(C)C(=O)C1CCN(C(=O)OC(C)(C)C)C1",
"reactionStepId": "sa_4b87ef79668a6bc0b5667a1a",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08101764B2;0142;1152094\",\"rsmi\":\"O[C:5](=[O:6])[CH:7]1[CH2:8][CH2:9][N:10]([C:11](=[O:12])[O:13][C:14]([CH3:15])([CH3:16])[CH3:17])[CH2:18]1.[CH3:1][O:2][NH:3][CH3:4]>Cl.ClCCl.O=C(n1ccnc1)n1ccnc1>[CH3:1][O:2][N:3]([CH3:4])[C:5](=[O:6])[CH:7]1[CH2:8][CH2:9][N:10]([C:11](=[O:12])[O:13][C:14]([CH3:15])([CH3:16])[CH3:17])[CH2:18]1\"},\"mapped_reaction_smiles\":\"O[C:5](=[O:6])[CH:7]1[CH2:8][CH2:9][N:10]([C:11](=[O:12])[O:13][C:14]([CH3:15])([CH3:16])[CH3:17])[CH2:18]1.[CH3:1][O:2][NH:3][CH3:4]>Cl.ClCCl.O=C(n1ccnc1)n1ccnc1>[CH3:1][O:2][N:3]([CH3:4])[C:5](=[O:6])[CH:7]1[CH2:8][CH2:9][N:10]([C:11](=[O:12])[O:13][C:14]([CH3:15])([CH3:16])[CH3:17])[CH2:18]1\"}",
"reactionStep": {
"id": "sa_4b87ef79668a6bc0b5667a1a",
"reactionHash": "94f85ae4c8dea741bcb35ac2b7a207c1fa33ec3dc4027c7bd302b3acdaf38324"
},
"children": [
{
"id": "15638",
"routeId": "sa_8200373c87db2d7c1e8a1003",
"moleculeId": "sa_50744dae21f2abd423a8691a",
"parentId": "15637",
"isLeaf": true,
"molecule": {
"id": "sa_50744dae21f2abd423a8691a",
"inchikey": "HRMRQBJUFWFQLX-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)N1CCC(C(=O)O)C1"
},
"smiles": "CC(C)(C)OC(=O)N1CCC(C(=O)O)C1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15639",
"routeId": "sa_8200373c87db2d7c1e8a1003",
"moleculeId": "sa_93e456f7e04541ecb6ebcb69",
"parentId": "15637",
"isLeaf": true,
"molecule": {
"id": "sa_93e456f7e04541ecb6ebcb69",
"inchikey": "KRKPYFLIYNGWTE-UHFFFAOYSA-N",
"smiles": "CNOC"
},
"smiles": "CNOC",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "15640",
"routeId": "sa_8200373c87db2d7c1e8a1003",
"moleculeId": "sa_d049046a017f032e20d71686",
"parentId": "15636",
"isLeaf": true,
"molecule": {
"id": "sa_d049046a017f032e20d71686",
"inchikey": "ZHXUWDPHUQHFOV-UHFFFAOYSA-N",
"smiles": "Brc1ccc(Br)nc1"
},
"smiles": "Brc1ccc(Br)nc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "15641",
"routeId": "sa_8200373c87db2d7c1e8a1003",
"moleculeId": "sa_fa48b0311f9ecb906b2132fe",
"parentId": "15634",
"isLeaf": true,
"molecule": {
"id": "sa_fa48b0311f9ecb906b2132fe",
"inchikey": "WSFSSNUMVMOOMR-UHFFFAOYSA-N",
"smiles": "C=O"
},
"smiles": "C=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}