Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCCNc1nc(C)cc(C(=N)NO)n1
InChiKey
SYJCVUFORVXAPC-UHFFFAOYSA-N
Route Signature
9332b83bb12afe8c208fde641cc9f784e061514162ea7a05dd0398b20797daa3
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_21915ffac9172c8341732c90",
"signature": "9332b83bb12afe8c208fde641cc9f784e061514162ea7a05dd0398b20797daa3",
"contentHash": "14c99c1d9f3eba47bfabce3c0627d9b08e7b66189e4d4ce3b2eec38928e0528b",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_1b9f1ed8a01bfcc04d56311a",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-02185",
"moleculeId": "sa_04fb98e8f7de71ca583deae5",
"smiles": "CCCNc1nc(C)cc(C(=N)NO)n1",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_04fb98e8f7de71ca583deae5",
"inchikey": "SYJCVUFORVXAPC-UHFFFAOYSA-N",
"smiles": "CCCNc1nc(C)cc(C(=N)NO)n1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 3
},
"rootNode": {
"id": "6226",
"routeId": "sa_21915ffac9172c8341732c90",
"moleculeId": "sa_04fb98e8f7de71ca583deae5",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_04fb98e8f7de71ca583deae5",
"inchikey": "SYJCVUFORVXAPC-UHFFFAOYSA-N",
"smiles": "CCCNc1nc(C)cc(C(=N)NO)n1"
},
"smiles": "CCCNc1nc(C)cc(C(=N)NO)n1",
"reactionStepId": "sa_d73929cf806c5c34876e4576",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110046170A1;0239;1018783\",\"rsmi\":\"Cl[c:5]1[n:6][c:7]([CH3:8])[cH:9][c:10]([C:11](=[NH:12])[NH:13][OH:14])[n:15]1.[CH3:1][CH2:2][CH2:3][NH2:4]>CC#N.O=C(O)O.[Na+].[Na+]>[CH3:1][CH2:2][CH2:3][NH:4][c:5]1[n:6][c:7]([CH3:8])[cH:9][c:10]([C:11](=[NH:12])[NH:13][OH:14])[n:15]1\"},\"mapped_reaction_smiles\":\"Cl[c:5]1[n:6][c:7]([CH3:8])[cH:9][c:10]([C:11](=[NH:12])[NH:13][OH:14])[n:15]1.[CH3:1][CH2:2][CH2:3][NH2:4]>CC#N.O=C(O)O.[Na+].[Na+]>[CH3:1][CH2:2][CH2:3][NH:4][c:5]1[n:6][c:7]([CH3:8])[cH:9][c:10]([C:11](=[NH:12])[NH:13][OH:14])[n:15]1\"}",
"reactionStep": {
"id": "sa_d73929cf806c5c34876e4576",
"reactionHash": "92cc14598551f5365744eb808766717029fd4d795f0370f02d0db33f63bbbba5"
},
"children": [
{
"id": "6227",
"routeId": "sa_21915ffac9172c8341732c90",
"moleculeId": "sa_597353d6034683e33260055d",
"parentId": "6226",
"isLeaf": false,
"molecule": {
"id": "sa_597353d6034683e33260055d",
"inchikey": "VFMIILAUWKQQEY-UHFFFAOYSA-N",
"smiles": "Cc1cc(C(=N)NO)nc(Cl)n1"
},
"smiles": "Cc1cc(C(=N)NO)nc(Cl)n1",
"reactionStepId": "sa_c90b0c81ada43553ab3174db",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110046170A1;0238;1018782\",\"rsmi\":\"[CH3:1][c:2]1[cH:3][c:4]([C:5]#[N:6])[n:9][c:10]([Cl:11])[n:12]1.[NH2:7][OH:8]>CCN(CC)CC.CCO.Cl>[CH3:1][c:2]1[cH:3][c:4]([C:5](=[NH:6])[NH:7][OH:8])[n:9][c:10]([Cl:11])[n:12]1\"},\"mapped_reaction_smiles\":\"[CH3:1][c:2]1[cH:3][c:4]([C:5]#[N:6])[n:9][c:10]([Cl:11])[n:12]1.[NH2:7][OH:8]>CCN(CC)CC.CCO.Cl>[CH3:1][c:2]1[cH:3][c:4]([C:5](=[NH:6])[NH:7][OH:8])[n:9][c:10]([Cl:11])[n:12]1\"}",
"reactionStep": {
"id": "sa_c90b0c81ada43553ab3174db",
"reactionHash": "17912c651fe38d0d99413355517fa44ac3fe8934210879bc1bb59ebc4c822ced"
},
"children": [
{
"id": "6228",
"routeId": "sa_21915ffac9172c8341732c90",
"moleculeId": "sa_04a18e3f07bde82ca29399ee",
"parentId": "6227",
"isLeaf": true,
"molecule": {
"id": "sa_04a18e3f07bde82ca29399ee",
"inchikey": "AVXURJPOCDRRFD-UHFFFAOYSA-N",
"smiles": "NO"
},
"smiles": "NO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "6229",
"routeId": "sa_21915ffac9172c8341732c90",
"moleculeId": "sa_978ea5394b3c9f05a53bbda8",
"parentId": "6227",
"isLeaf": false,
"molecule": {
"id": "sa_978ea5394b3c9f05a53bbda8",
"inchikey": "SDYFYBAYSDNFRP-UHFFFAOYSA-N",
"smiles": "Cc1cc(C#N)nc(Cl)n1"
},
"smiles": "Cc1cc(C#N)nc(Cl)n1",
"reactionStepId": "sa_852836bba8bd9669ca7a075b",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110046170A1;0238;1018781\",\"rsmi\":\"O=[C:5]([c:4]1[cH:3][c:2]([CH3:1])[n:10][c:8]([Cl:9])[n:7]1)[NH2:6]>ClCCl.O=C(OC(=O)C(F)(F)F)C(F)(F)F.c1ccncc1>[CH3:1][c:2]1[cH:3][c:4]([C:5]#[N:6])[n:7][c:8]([Cl:9])[n:10]1\"},\"mapped_reaction_smiles\":\"O=[C:5]([c:4]1[cH:3][c:2]([CH3:1])[n:10][c:8]([Cl:9])[n:7]1)[NH2:6]>ClCCl.O=C(OC(=O)C(F)(F)F)C(F)(F)F.c1ccncc1>[CH3:1][c:2]1[cH:3][c:4]([C:5]#[N:6])[n:7][c:8]([Cl:9])[n:10]1\"}",
"reactionStep": {
"id": "sa_852836bba8bd9669ca7a075b",
"reactionHash": "d7d931385ee96e921d0991b231f52d8c5793ab6b8dc3b4d2be9e635426338451"
},
"children": [
{
"id": "6230",
"routeId": "sa_21915ffac9172c8341732c90",
"moleculeId": "sa_64684c65fa3a64384546daf3",
"parentId": "6229",
"isLeaf": false,
"molecule": {
"id": "sa_64684c65fa3a64384546daf3",
"inchikey": "HXQFAQCFAGEWNN-UHFFFAOYSA-N",
"smiles": "Cc1cc(C(N)=O)nc(Cl)n1"
},
"smiles": "Cc1cc(C(N)=O)nc(Cl)n1",
"reactionStepId": "sa_707db643969a1ac56e54d1cc",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110046170A1;0238;1018780\",\"rsmi\":\"O[C:5]([c:4]1[cH:3][c:2]([CH3:1])[n:11][c:9]([Cl:10])[n:8]1)=[O:7].[NH3:6]>C1COCCO1.CCN(C(C)C)C(C)C.F[PH](F)(F)(F)(F)F.c1ccc2c(c1)nnn2O[P+](N1CCCC1)(N1CCCC1)N1CCCC1>[CH3:1][c:2]1[cH:3][c:4]([C:5]([NH2:6])=[O:7])[n:8][c:9]([Cl:10])[n:11]1\"},\"mapped_reaction_smiles\":\"O[C:5]([c:4]1[cH:3][c:2]([CH3:1])[n:11][c:9]([Cl:10])[n:8]1)=[O:7].[NH3:6]>C1COCCO1.CCN(C(C)C)C(C)C.F[PH](F)(F)(F)(F)F.c1ccc2c(c1)nnn2O[P+](N1CCCC1)(N1CCCC1)N1CCCC1>[CH3:1][c:2]1[cH:3][c:4]([C:5]([NH2:6])=[O:7])[n:8][c:9]([Cl:10])[n:11]1\"}",
"reactionStep": {
"id": "sa_707db643969a1ac56e54d1cc",
"reactionHash": "76f1a439bcb0c161bf483a489492cefe4bbe4a5417dfbedc15efce8639b295a7"
},
"children": [
{
"id": "6231",
"routeId": "sa_21915ffac9172c8341732c90",
"moleculeId": "sa_77c1a75700c9236f5d0c0663",
"parentId": "6230",
"isLeaf": false,
"molecule": {
"id": "sa_77c1a75700c9236f5d0c0663",
"inchikey": "FBXGLOGQWMGIER-UHFFFAOYSA-N",
"smiles": "Cc1cc(C(=O)O)nc(Cl)n1"
},
"smiles": "Cc1cc(C(=O)O)nc(Cl)n1",
"reactionStepId": "sa_1d7eeeb845dcc159743d95ce",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110046170A1;0169;1018727\",\"rsmi\":\"C[O:7][C:5]([c:4]1[cH:3][c:2]([CH3:1])[n:11][c:9]([Cl:10])[n:8]1)=[O:6]>CC#N.Cl.[Na+].O>[CH3:1][c:2]1[cH:3][c:4]([C:5](=[O:6])[OH:7])[n:8][c:9]([Cl:10])[n:11]1\"},\"mapped_reaction_smiles\":\"C[O:7][C:5]([c:4]1[cH:3][c:2]([CH3:1])[n:11][c:9]([Cl:10])[n:8]1)=[O:6]>CC#N.Cl.[Na+].O>[CH3:1][c:2]1[cH:3][c:4]([C:5](=[O:6])[OH:7])[n:8][c:9]([Cl:10])[n:11]1\"}",
"reactionStep": {
"id": "sa_1d7eeeb845dcc159743d95ce",
"reactionHash": "c933b744bdea1cbafc1d67698543a6a8e6f5c29196f573b74b1d13cbe5e86af0"
},
"children": [
{
"id": "6232",
"routeId": "sa_21915ffac9172c8341732c90",
"moleculeId": "sa_a40347fbcd0755b94d57bc34",
"parentId": "6231",
"isLeaf": true,
"molecule": {
"id": "sa_a40347fbcd0755b94d57bc34",
"inchikey": "ZNPORLVPCMFKOR-UHFFFAOYSA-N",
"smiles": "COC(=O)c1cc(C)nc(Cl)n1"
},
"smiles": "COC(=O)c1cc(C)nc(Cl)n1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "6233",
"routeId": "sa_21915ffac9172c8341732c90",
"moleculeId": "sa_c9679fdd876f32f86b77fb69",
"parentId": "6230",
"isLeaf": true,
"molecule": {
"id": "sa_c9679fdd876f32f86b77fb69",
"inchikey": "QGZKDVFQNNGYKY-UHFFFAOYSA-N",
"smiles": "N"
},
"smiles": "N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
},
{
"id": "6234",
"routeId": "sa_21915ffac9172c8341732c90",
"moleculeId": "sa_b6b471744faa5afbe0aae36c",
"parentId": "6226",
"isLeaf": true,
"molecule": {
"id": "sa_b6b471744faa5afbe0aae36c",
"inchikey": "WGYKZJWCGVVSQN-UHFFFAOYSA-N",
"smiles": "CCCN"
},
"smiles": "CCCN",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}