Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CN(CCNC(=O)OC(C)(C)C)Cc1cn(C2CCCCO2)nc1I
InChiKey
GVQVMKJOHFYMLN-UHFFFAOYSA-N
Route Signature
d25155b3e4f94c23c6d65129cf484881493ea463876913c95b7a77b974b5fbc6
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_a1d874b1583086976961576c",
"signature": "d25155b3e4f94c23c6d65129cf484881493ea463876913c95b7a77b974b5fbc6",
"contentHash": "e7e0621aef59c74342d58da2ef675515247a8481b91f2ee24b6220ba8f2a285a",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_71da113c03974935be87fabc",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-03278",
"moleculeId": "sa_ffa24fb32a165a1fb2ce3306",
"smiles": "CN(CCNC(=O)OC(C)(C)C)Cc1cn(C2CCCCO2)nc1I",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_ffa24fb32a165a1fb2ce3306",
"inchikey": "GVQVMKJOHFYMLN-UHFFFAOYSA-N",
"smiles": "CN(CCNC(=O)OC(C)(C)C)Cc1cn(C2CCCCO2)nc1I"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 5
},
"rootNode": {
"id": "6761",
"routeId": "sa_a1d874b1583086976961576c",
"moleculeId": "sa_ffa24fb32a165a1fb2ce3306",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_ffa24fb32a165a1fb2ce3306",
"inchikey": "GVQVMKJOHFYMLN-UHFFFAOYSA-N",
"smiles": "CN(CCNC(=O)OC(C)(C)C)Cc1cn(C2CCCCO2)nc1I"
},
"smiles": "CN(CCNC(=O)OC(C)(C)C)Cc1cn(C2CCCCO2)nc1I",
"reactionStepId": "sa_a4885b4f53aaee1a5d5b6654",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160185772A1;0180;1899322\",\"rsmi\":\"O=[CH:13][c:14]1[cH:15][n:16]([CH:17]2[CH2:18][CH2:19][CH2:20][CH2:21][O:22]2)[n:23][c:24]1[I:25].[CH3:1][NH:2][CH2:3][CH2:4][NH:5][C:6](=[O:7])[O:8][C:9]([CH3:10])([CH3:11])[CH3:12]>CC(=O)OB(OC(C)=O)OC(C)=O.CC(Cl)Cl.[Na+]>[CH3:1][N:2]([CH2:3][CH2:4][NH:5][C:6](=[O:7])[O:8][C:9]([CH3:10])([CH3:11])[CH3:12])[CH2:13][c:14]1[cH:15][n:16]([CH:17]2[CH2:18][CH2:19][CH2:20][CH2:21][O:22]2)[n:23][c:24]1[I:25]\"},\"mapped_reaction_smiles\":\"O=[CH:13][c:14]1[cH:15][n:16]([CH:17]2[CH2:18][CH2:19][CH2:20][CH2:21][O:22]2)[n:23][c:24]1[I:25].[CH3:1][NH:2][CH2:3][CH2:4][NH:5][C:6](=[O:7])[O:8][C:9]([CH3:10])([CH3:11])[CH3:12]>CC(=O)OB(OC(C)=O)OC(C)=O.CC(Cl)Cl.[Na+]>[CH3:1][N:2]([CH2:3][CH2:4][NH:5][C:6](=[O:7])[O:8][C:9]([CH3:10])([CH3:11])[CH3:12])[CH2:13][c:14]1[cH:15][n:16]([CH:17]2[CH2:18][CH2:19][CH2:20][CH2:21][O:22]2)[n:23][c:24]1[I:25]\"}",
"reactionStep": {
"id": "sa_a4885b4f53aaee1a5d5b6654",
"reactionHash": "af513ebf9799792a3b777ee655ce8c4843654368a17a15101bea77633c7367e9"
},
"children": [
{
"id": "6762",
"routeId": "sa_a1d874b1583086976961576c",
"moleculeId": "sa_1b230532ec940606b9b4f639",
"parentId": "6761",
"isLeaf": true,
"molecule": {
"id": "sa_1b230532ec940606b9b4f639",
"inchikey": "GKWGBMHXVRSFRT-UHFFFAOYSA-N",
"smiles": "CNCCNC(=O)OC(C)(C)C"
},
"smiles": "CNCCNC(=O)OC(C)(C)C",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "6763",
"routeId": "sa_a1d874b1583086976961576c",
"moleculeId": "sa_75441b040099c749d89a109b",
"parentId": "6761",
"isLeaf": false,
"molecule": {
"id": "sa_75441b040099c749d89a109b",
"inchikey": "TVGOFLFNBCDVFS-UHFFFAOYSA-N",
"smiles": "O=Cc1cn(C2CCCCO2)nc1I"
},
"smiles": "O=Cc1cn(C2CCCCO2)nc1I",
"reactionStepId": "sa_50fe4d623463255cbade4cbc",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160185772A1;0191;1899326\",\"rsmi\":\"[OH:1][CH2:2][c:3]1[cH:4][n:5]([CH:6]2[CH2:7][CH2:8][CH2:9][CH2:10][O:11]2)[n:12][c:13]1[I:14]>CCN(CC)CC.CS(C)=O.ClCCl.O=C(Cl)C(=O)Cl>[O:1]=[CH:2][c:3]1[cH:4][n:5]([CH:6]2[CH2:7][CH2:8][CH2:9][CH2:10][O:11]2)[n:12][c:13]1[I:14]\"},\"mapped_reaction_smiles\":\"[OH:1][CH2:2][c:3]1[cH:4][n:5]([CH:6]2[CH2:7][CH2:8][CH2:9][CH2:10][O:11]2)[n:12][c:13]1[I:14]>CCN(CC)CC.CS(C)=O.ClCCl.O=C(Cl)C(=O)Cl>[O:1]=[CH:2][c:3]1[cH:4][n:5]([CH:6]2[CH2:7][CH2:8][CH2:9][CH2:10][O:11]2)[n:12][c:13]1[I:14]\"}",
"reactionStep": {
"id": "sa_50fe4d623463255cbade4cbc",
"reactionHash": "933b6abb682a53e2a8684b2386d73bc9add434f306df434d2811677c8aabeac6"
},
"children": [
{
"id": "6764",
"routeId": "sa_a1d874b1583086976961576c",
"moleculeId": "sa_66dff4edaf703c519a2150ad",
"parentId": "6763",
"isLeaf": false,
"molecule": {
"id": "sa_66dff4edaf703c519a2150ad",
"inchikey": "YWVKKPWNNWIFGF-UHFFFAOYSA-N",
"smiles": "OCc1cn(C2CCCCO2)nc1I"
},
"smiles": "OCc1cn(C2CCCCO2)nc1I",
"reactionStepId": "sa_0aa15adad8f0887dda724795",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160185772A1;0189;1899325\",\"rsmi\":\"O[C:2](=[O:1])[c:3]1[cH:4][n:5]([CH:6]2[CH2:7][CH2:8][CH2:9][CH2:10][O:11]2)[n:12][c:13]1[I:14]>C1CCOC1>[OH:1][CH2:2][c:3]1[cH:4][n:5]([CH:6]2[CH2:7][CH2:8][CH2:9][CH2:10][O:11]2)[n:12][c:13]1[I:14]\"},\"mapped_reaction_smiles\":\"O[C:2](=[O:1])[c:3]1[cH:4][n:5]([CH:6]2[CH2:7][CH2:8][CH2:9][CH2:10][O:11]2)[n:12][c:13]1[I:14]>C1CCOC1>[OH:1][CH2:2][c:3]1[cH:4][n:5]([CH:6]2[CH2:7][CH2:8][CH2:9][CH2:10][O:11]2)[n:12][c:13]1[I:14]\"}",
"reactionStep": {
"id": "sa_0aa15adad8f0887dda724795",
"reactionHash": "fcb0304c14496fea397c07c78f399661c477bef9ed5f1e228a26e7339e49a52b"
},
"children": [
{
"id": "6765",
"routeId": "sa_a1d874b1583086976961576c",
"moleculeId": "sa_a962e29e4bc77a9f8ac635bf",
"parentId": "6764",
"isLeaf": false,
"molecule": {
"id": "sa_a962e29e4bc77a9f8ac635bf",
"inchikey": "BKPIZSKNOJQQDA-UHFFFAOYSA-N",
"smiles": "O=C(O)c1cn(C2CCCCO2)nc1I"
},
"smiles": "O=C(O)c1cn(C2CCCCO2)nc1I",
"reactionStepId": "sa_67332c1a23455838cfe06de4",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160185772A1;0187;1899324\",\"rsmi\":\"CC[O:3][C:2](=[O:1])[c:4]1[cH:5][n:6]([CH:7]2[CH2:8][CH2:9][CH2:10][CH2:11][O:12]2)[n:13][c:14]1[I:15]>C1CCOC1.CO.O.[Li+].O>[O:1]=[C:2]([OH:3])[c:4]1[cH:5][n:6]([CH:7]2[CH2:8][CH2:9][CH2:10][CH2:11][O:12]2)[n:13][c:14]1[I:15]\"},\"mapped_reaction_smiles\":\"CC[O:3][C:2](=[O:1])[c:4]1[cH:5][n:6]([CH:7]2[CH2:8][CH2:9][CH2:10][CH2:11][O:12]2)[n:13][c:14]1[I:15]>C1CCOC1.CO.O.[Li+].O>[O:1]=[C:2]([OH:3])[c:4]1[cH:5][n:6]([CH:7]2[CH2:8][CH2:9][CH2:10][CH2:11][O:12]2)[n:13][c:14]1[I:15]\"}",
"reactionStep": {
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"reactionHash": "2e7888fb2222bd80a6f0b721d252e2dbf6c98eff27e0ac7fa6f3c527a1d574cf"
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"children": [
{
"id": "6766",
"routeId": "sa_a1d874b1583086976961576c",
"moleculeId": "sa_bd5aa622f0aa4c0de236f9b7",
"parentId": "6765",
"isLeaf": false,
"molecule": {
"id": "sa_bd5aa622f0aa4c0de236f9b7",
"inchikey": "VURQQDXNTZYAMN-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1cn(C2CCCCO2)nc1I"
},
"smiles": "CCOC(=O)c1cn(C2CCCCO2)nc1I",
"reactionStepId": "sa_3f14070a14d079f17f0420c6",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160185772A1;0185;1899323\",\"rsmi\":\"[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][nH:8][n:15][c:16]1[I:17].[CH:9]1=[CH:10][CH2:11][CH2:12][CH2:13][O:14]1>C1CCOC1.Cc1ccc(S(=O)(=O)O)cc1>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][n:8]([CH:9]2[CH2:10][CH2:11][CH2:12][CH2:13][O:14]2)[n:15][c:16]1[I:17]\"},\"mapped_reaction_smiles\":\"[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][nH:8][n:15][c:16]1[I:17].[CH:9]1=[CH:10][CH2:11][CH2:12][CH2:13][O:14]1>C1CCOC1.Cc1ccc(S(=O)(=O)O)cc1>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][n:8]([CH:9]2[CH2:10][CH2:11][CH2:12][CH2:13][O:14]2)[n:15][c:16]1[I:17]\"}",
"reactionStep": {
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"children": [
{
"id": "6767",
"routeId": "sa_a1d874b1583086976961576c",
"moleculeId": "sa_359472b115a712c065ff6c19",
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"isLeaf": true,
"molecule": {
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"inchikey": "BUDQDWGNQVEFAC-UHFFFAOYSA-N",
"smiles": "C1=COCCC1"
},
"smiles": "C1=COCCC1",
"reactionStepId": null,
"template": null,
"metadata": null,
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"children": []
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{
"id": "6768",
"routeId": "sa_a1d874b1583086976961576c",
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"parentId": "6766",
"isLeaf": true,
"molecule": {
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"inchikey": "GCZGLIKEVZAURZ-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1c[nH]nc1I"
},
"smiles": "CCOC(=O)c1c[nH]nc1I",
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]
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}
]
}
]
}
]
}
}