Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COc1ccc(CN2CCN(Cc3ccc(N)cn3)CC2(C)C)cc1
InChiKey
UFOWBCWMBKRWPO-UHFFFAOYSA-N
Route Signature
7cc7da941a0b936f0d1cb8adee1da1009628769a4cfc9301eb595e4648b6d08c
Synthesis route with 5 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_083bc949bb27b700acb44bf5",
"signature": "7cc7da941a0b936f0d1cb8adee1da1009628769a4cfc9301eb595e4648b6d08c",
"contentHash": "424a5bde1cf5b589495574899d2c4c2cf6d4db4f81ff8f396863a07a7e1b31d4",
"length": 5,
"isConvergent": true
},
"target": {
"id": "sa_0098506e0633fb29e97e6379",
"benchmarkSetId": "7390a9c2522b1c81605e80a42a8de7c7ad9a5797d028633b54904bc78f091bb8",
"targetId": "n5-00374",
"moleculeId": "sa_85010fdeb1eab794cf3485f3",
"smiles": "COc1ccc(CN2CCN(Cc3ccc(N)cn3)CC2(C)C)cc1",
"routeLength": 5,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_85010fdeb1eab794cf3485f3",
"inchikey": "UFOWBCWMBKRWPO-UHFFFAOYSA-N",
"smiles": "COc1ccc(CN2CCN(Cc3ccc(N)cn3)CC2(C)C)cc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 3
},
"rootNode": {
"id": "697",
"routeId": "sa_083bc949bb27b700acb44bf5",
"moleculeId": "sa_85010fdeb1eab794cf3485f3",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_85010fdeb1eab794cf3485f3",
"inchikey": "UFOWBCWMBKRWPO-UHFFFAOYSA-N",
"smiles": "COc1ccc(CN2CCN(Cc3ccc(N)cn3)CC2(C)C)cc1"
},
"smiles": "COc1ccc(CN2CCN(Cc3ccc(N)cn3)CC2(C)C)cc1",
"reactionStepId": "sa_77b5a71dc28ea3713d15cfb6",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08273882B2;0635;1233553\",\"rsmi\":\"O=[N+:17]([O-])[c:16]1[cH:15][cH:14][c:13]([CH2:12][N:11]2[CH2:10][CH2:9][N:8]([CH2:7][c:6]3[cH:5][cH:4][c:3]([O:2][CH3:1])[cH:25][cH:24]3)[C:21]([CH3:22])([CH3:23])[CH2:20]2)[n:19][cH:18]1>C1CCOC1.CO.[Ni]>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][N:8]2[CH2:9][CH2:10][N:11]([CH2:12][c:13]3[cH:14][cH:15][c:16]([NH2:17])[cH:18][n:19]3)[CH2:20][C:21]2([CH3:22])[CH3:23])[cH:24][cH:25]1\"},\"mapped_reaction_smiles\":\"O=[N+:17]([O-])[c:16]1[cH:15][cH:14][c:13]([CH2:12][N:11]2[CH2:10][CH2:9][N:8]([CH2:7][c:6]3[cH:5][cH:4][c:3]([O:2][CH3:1])[cH:25][cH:24]3)[C:21]([CH3:22])([CH3:23])[CH2:20]2)[n:19][cH:18]1>C1CCOC1.CO.[Ni]>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][N:8]2[CH2:9][CH2:10][N:11]([CH2:12][c:13]3[cH:14][cH:15][c:16]([NH2:17])[cH:18][n:19]3)[CH2:20][C:21]2([CH3:22])[CH3:23])[cH:24][cH:25]1\"}",
"reactionStep": {
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"reactionHash": "7853e4f6f60f9efa2b4ff550e5aad1e07d932d0158401f55b9d5dafe97786bc1"
},
"children": [
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"isLeaf": false,
"molecule": {
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"inchikey": "UNRVXQMCALIQBE-UHFFFAOYSA-N",
"smiles": "COc1ccc(CN2CCN(Cc3ccc([N+](=O)[O-])cn3)CC2(C)C)cc1"
},
"smiles": "COc1ccc(CN2CCN(Cc3ccc([N+](=O)[O-])cn3)CC2(C)C)cc1",
"reactionStepId": "sa_5f6261347b8a893eb1916b60",
"template": null,
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"reactionStep": {
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"reactionHash": "7fbf6584e0ce74bbd9c97c84442fbdac6614f512f5d64fce050d77b1c4166cd4"
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"children": [
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"routeId": "sa_083bc949bb27b700acb44bf5",
"moleculeId": "sa_45c85407ecade4c019b71bd3",
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"isLeaf": false,
"molecule": {
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"inchikey": "CXNRAGXDLKHFNJ-UHFFFAOYSA-N",
"smiles": "COc1ccc(CN2CCNCC2(C)C)cc1"
},
"smiles": "COc1ccc(CN2CCNCC2(C)C)cc1",
"reactionStepId": "sa_9d87a3c1eeda1f541e034bf1",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08273882B2;0613;1233543\",\"rsmi\":\"O=[C:12]1[NH:11][CH2:10][CH2:9][N:8]([CH2:7][c:6]2[cH:5][cH:4][c:3]([O:2][CH3:1])[cH:17][cH:16]2)[C:13]1([CH3:14])[CH3:15]>C1CCOC1.[Al+3].[HH].[HH].[HH].[HH].[Li+]>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][N:8]2[CH2:9][CH2:10][NH:11][CH2:12][C:13]2([CH3:14])[CH3:15])[cH:16][cH:17]1\"},\"mapped_reaction_smiles\":\"O=[C:12]1[NH:11][CH2:10][CH2:9][N:8]([CH2:7][c:6]2[cH:5][cH:4][c:3]([O:2][CH3:1])[cH:17][cH:16]2)[C:13]1([CH3:14])[CH3:15]>C1CCOC1.[Al+3].[HH].[HH].[HH].[HH].[Li+]>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][N:8]2[CH2:9][CH2:10][NH:11][CH2:12][C:13]2([CH3:14])[CH3:15])[cH:16][cH:17]1\"}",
"reactionStep": {
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"children": [
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"isLeaf": false,
"molecule": {
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"inchikey": "DIRBDFKMQOUQNF-UHFFFAOYSA-N",
"smiles": "COc1ccc(CN2CCNC(=O)C2(C)C)cc1"
},
"smiles": "COc1ccc(CN2CCNC(=O)C2(C)C)cc1",
"reactionStepId": "sa_a8d90255631f88ba8c7e6936",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08273882B2;0614;1233544\",\"rsmi\":\"Br[CH2:7][c:6]1[cH:5][cH:4][c:3]([O:2][CH3:1])[cH:18][cH:17]1.[NH:8]1[CH2:9][CH2:10][NH:11][C:12](=[O:13])[C:14]1([CH3:15])[CH3:16]>CCN(CC)CC.ClCCl>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][N:8]2[CH2:9][CH2:10][NH:11][C:12](=[O:13])[C:14]2([CH3:15])[CH3:16])[cH:17][cH:18]1\"},\"mapped_reaction_smiles\":\"Br[CH2:7][c:6]1[cH:5][cH:4][c:3]([O:2][CH3:1])[cH:18][cH:17]1.[NH:8]1[CH2:9][CH2:10][NH:11][C:12](=[O:13])[C:14]1([CH3:15])[CH3:16]>CCN(CC)CC.ClCCl>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][N:8]2[CH2:9][CH2:10][NH:11][C:12](=[O:13])[C:14]2([CH3:15])[CH3:16])[cH:17][cH:18]1\"}",
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"molecule": {
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"inchikey": "GIGRWGTZFONRKA-UHFFFAOYSA-N",
"smiles": "COc1ccc(CBr)cc1"
},
"smiles": "COc1ccc(CBr)cc1",
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{
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"molecule": {
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"inchikey": "ZBFIRYWCOIYJDA-UHFFFAOYSA-N",
"smiles": "CC1(C)NCCN=C1O"
},
"smiles": "CC1(C)NCCNC1=O",
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{
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"smiles": "CS(=O)(=O)OCc1ccc([N+](=O)[O-])cn1"
},
"smiles": "CS(=O)(=O)OCc1ccc([N+](=O)[O-])cn1",
"reactionStepId": "sa_70fab7520f45d0cca3337542",
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"metadata": "{\"annotations\":{\"ID\":\"US08273882B2;0637;1233555\",\"rsmi\":\"CS(=O)(=O)O[S:2]([CH3:1])(=[O:3])=[O:4].[OH:5][CH2:6][c:7]1[n:8][cH:9][c:10]([N+:11](=[O:12])[O-:13])[cH:14][cH:15]1>CCN(CC)CC.ClCCl>[CH3:1][S:2](=[O:3])(=[O:4])[O:5][CH2:6][c:7]1[n:8][cH:9][c:10]([N+:11](=[O:12])[O-:13])[cH:14][cH:15]1\"},\"mapped_reaction_smiles\":\"CS(=O)(=O)O[S:2]([CH3:1])(=[O:3])=[O:4].[OH:5][CH2:6][c:7]1[n:8][cH:9][c:10]([N+:11](=[O:12])[O-:13])[cH:14][cH:15]1>CCN(CC)CC.ClCCl>[CH3:1][S:2](=[O:3])(=[O:4])[O:5][CH2:6][c:7]1[n:8][cH:9][c:10]([N+:11](=[O:12])[O-:13])[cH:14][cH:15]1\"}",
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"smiles": "CS(=O)(=O)OS(C)(=O)=O"
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{
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"metadata": "{\"annotations\":{\"ID\":\"US08273882B2;0638;1233556\",\"rsmi\":\"CCO[C:8]([c:7]1[n:6][cH:5][c:4]([N+:2](=[O:1])[O-:3])[cH:11][cH:10]1)=[O:9]>CC(C)C[Al+]CC(C)C.ClCCl.[HH]>[O:1]=[N+:2]([O-:3])[c:4]1[cH:5][n:6][c:7]([CH2:8][OH:9])[cH:10][cH:11]1\"},\"mapped_reaction_smiles\":\"CCO[C:8]([c:7]1[n:6][cH:5][c:4]([N+:2](=[O:1])[O-:3])[cH:11][cH:10]1)=[O:9]>CC(C)C[Al+]CC(C)C.ClCCl.[HH]>[O:1]=[N+:2]([O-:3])[c:4]1[cH:5][n:6][c:7]([CH2:8][OH:9])[cH:10][cH:11]1\"}",
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{
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}
}