Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
C=CCOc1cccc(Oc2ccc(CN(Cc3ccc(F)cc3F)c3cccc([N+](=O)[O-])c3C=C)cc2)c1
InChiKey
PVUFRXGDKAAOBH-UHFFFAOYSA-N
Route Signature
f258356d584652ba730f89f0eb09f6162e9520df73b5bb2403638e66b6123713
Synthesis route with 5 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_6e702cf763852a5b68290a5e",
"signature": "f258356d584652ba730f89f0eb09f6162e9520df73b5bb2403638e66b6123713",
"contentHash": "3e85d0399f2ffe6e433344776337c96a47f22c08b8c537cc4718917fd291d62b",
"length": 5,
"isConvergent": true
},
"target": {
"id": "sa_672bcd142a193ca9aa068c65",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-00220",
"moleculeId": "sa_35385e0cbabfa85a498ecba1",
"smiles": "C=CCOc1cccc(Oc2ccc(CN(Cc3ccc(F)cc3F)c3cccc([N+](=O)[O-])c3C=C)cc2)c1",
"routeLength": 5,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_35385e0cbabfa85a498ecba1",
"inchikey": "PVUFRXGDKAAOBH-UHFFFAOYSA-N",
"smiles": "C=CCOc1cccc(Oc2ccc(CN(Cc3ccc(F)cc3F)c3cccc([N+](=O)[O-])c3C=C)cc2)c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "9279",
"routeId": "sa_6e702cf763852a5b68290a5e",
"moleculeId": "sa_35385e0cbabfa85a498ecba1",
"parentId": null,
"isLeaf": false,
"molecule": {
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"inchikey": "PVUFRXGDKAAOBH-UHFFFAOYSA-N",
"smiles": "C=CCOc1cccc(Oc2ccc(CN(Cc3ccc(F)cc3F)c3cccc([N+](=O)[O-])c3C=C)cc2)c1"
},
"smiles": "C=CCOc1cccc(Oc2ccc(CN(Cc3ccc(F)cc3F)c3cccc([N+](=O)[O-])c3C=C)cc2)c1",
"reactionStepId": "sa_0de35fd280420a2ba73d5d3a",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20020156311A1;0850;43712\",\"rsmi\":\"Br[CH2:17][c:18]1[c:19]([F:20])[cH:21][c:22]([F:23])[cH:24][cH:25]1.[CH2:1]=[CH:2][CH2:3][O:4][c:5]1[cH:6][cH:7][cH:8][c:9]([O:10][c:11]2[cH:12][cH:13][c:14]([CH2:15][NH:16][c:26]3[c:27]([CH:28]=[CH2:29])[c:30]([N+:31](=[O:32])[O-:33])[cH:34][cH:35][cH:36]3)[cH:37][cH:38]2)[cH:39]1>>[CH2:1]=[CH:2][CH2:3][O:4][c:5]1[cH:6][cH:7][cH:8][c:9]([O:10][c:11]2[cH:12][cH:13][c:14]([CH2:15][N:16]([CH2:17][c:18]3[c:19]([F:20])[cH:21][c:22]([F:23])[cH:24][cH:25]3)[c:26]3[c:27]([CH:28]=[CH2:29])[c:30]([N+:31](=[O:32])[O-:33])[cH:34][cH:35][cH:36]3)[cH:37][cH:38]2)[cH:39]1\"},\"mapped_reaction_smiles\":\"Br[CH2:17][c:18]1[c:19]([F:20])[cH:21][c:22]([F:23])[cH:24][cH:25]1.[CH2:1]=[CH:2][CH2:3][O:4][c:5]1[cH:6][cH:7][cH:8][c:9]([O:10][c:11]2[cH:12][cH:13][c:14]([CH2:15][NH:16][c:26]3[c:27]([CH:28]=[CH2:29])[c:30]([N+:31](=[O:32])[O-:33])[cH:34][cH:35][cH:36]3)[cH:37][cH:38]2)[cH:39]1>>[CH2:1]=[CH:2][CH2:3][O:4][c:5]1[cH:6][cH:7][cH:8][c:9]([O:10][c:11]2[cH:12][cH:13][c:14]([CH2:15][N:16]([CH2:17][c:18]3[c:19]([F:20])[cH:21][c:22]([F:23])[cH:24][cH:25]3)[c:26]3[c:27]([CH:28]=[CH2:29])[c:30]([N+:31](=[O:32])[O-:33])[cH:34][cH:35][cH:36]3)[cH:37][cH:38]2)[cH:39]1\"}",
"reactionStep": {
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"reactionHash": "ef6273681a5ad1aecaea951b7108697578531b867ded3ea2aa39e76d028f04db"
},
"children": [
{
"id": "9280",
"routeId": "sa_6e702cf763852a5b68290a5e",
"moleculeId": "sa_21c7a8f1f274897d1ec98bab",
"parentId": "9279",
"isLeaf": true,
"molecule": {
"id": "sa_21c7a8f1f274897d1ec98bab",
"inchikey": "IBLMYGXJKQIGSN-UHFFFAOYSA-N",
"smiles": "Fc1ccc(CBr)c(F)c1"
},
"smiles": "Fc1ccc(CBr)c(F)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
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"children": []
},
{
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"isLeaf": false,
"molecule": {
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"inchikey": "LQKNNZZJKLGCDA-UHFFFAOYSA-N",
"smiles": "C=CCOc1cccc(Oc2ccc(CNc3cccc([N+](=O)[O-])c3C=C)cc2)c1"
},
"smiles": "C=CCOc1cccc(Oc2ccc(CNc3cccc([N+](=O)[O-])c3C=C)cc2)c1",
"reactionStepId": "sa_78006d7c1deaa64c750e7f17",
"template": null,
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"reactionStep": {
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"reactionHash": "9c2e9003621fb74a6cc0e65a5817c9714b4a4c9893972b1a8f209028101fb07c"
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"children": [
{
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"moleculeId": "sa_464fd6d66cf39928462c9421",
"parentId": "9281",
"isLeaf": false,
"molecule": {
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"inchikey": "FCICODCLEBKADV-UHFFFAOYSA-N",
"smiles": "C=Cc1c(N)cccc1[N+](=O)[O-]"
},
"smiles": "C=Cc1c(N)cccc1[N+](=O)[O-]",
"reactionStepId": "sa_3d812678ada39989549417c1",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20020156311A1;0712;43658\",\"rsmi\":\"O=[N+:5]([O-])[c:4]1[c:3]([CH:2]=[CH2:1])[c:9]([N+:10](=[O:11])[O-:12])[cH:8][cH:7][cH:6]1>CCO.O.O.O.O.O.O.O.O.O.O.[Na+].[Na+].[S-2]>[CH2:1]=[CH:2][c:3]1[c:4]([NH2:5])[cH:6][cH:7][cH:8][c:9]1[N+:10](=[O:11])[O-:12]\"},\"mapped_reaction_smiles\":\"O=[N+:5]([O-])[c:4]1[c:3]([CH:2]=[CH2:1])[c:9]([N+:10](=[O:11])[O-:12])[cH:8][cH:7][cH:6]1>CCO.O.O.O.O.O.O.O.O.O.O.[Na+].[Na+].[S-2]>[CH2:1]=[CH:2][c:3]1[c:4]([NH2:5])[cH:6][cH:7][cH:8][c:9]1[N+:10](=[O:11])[O-:12]\"}",
"reactionStep": {
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"reactionHash": "5f966bcd90dcd5c0ee2f36a6cb830b98f7f2f7f147a1948a9d1ac5b5df12f3cc"
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"children": [
{
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"routeId": "sa_6e702cf763852a5b68290a5e",
"moleculeId": "sa_18939dbdc5ded0cfe4e83d63",
"parentId": "9282",
"isLeaf": true,
"molecule": {
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"inchikey": "RIVHHQYMGPTLSH-UHFFFAOYSA-N",
"smiles": "C=Cc1c([N+](=O)[O-])cccc1[N+](=O)[O-]"
},
"smiles": "C=Cc1c([N+](=O)[O-])cccc1[N+](=O)[O-]",
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]
},
{
"id": "9284",
"routeId": "sa_6e702cf763852a5b68290a5e",
"moleculeId": "sa_abe4c3fbd01f46996bb8ea43",
"parentId": "9281",
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"molecule": {
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"inchikey": "NTOVKNFPWOGLAY-UHFFFAOYSA-N",
"smiles": "C=CCOc1cccc(Oc2ccc(C=O)cc2)c1"
},
"smiles": "C=CCOc1cccc(Oc2ccc(C=O)cc2)c1",
"reactionStepId": "sa_61998fd23dcc069f08ee0574",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20020156311A1;0763;43679\",\"rsmi\":\"F[c:11]1[cH:12][cH:13][c:14]([CH:15]=[O:16])[cH:17][cH:18]1.[CH2:1]=[CH:2][CH2:3][O:4][c:5]1[cH:6][cH:7][cH:8][c:9]([OH:10])[cH:19]1>CCOC(C)=O.CN(C)C=O.O=C(O)O.[K+].[K+]>[CH2:1]=[CH:2][CH2:3][O:4][c:5]1[cH:6][cH:7][cH:8][c:9]([O:10][c:11]2[cH:12][cH:13][c:14]([CH:15]=[O:16])[cH:17][cH:18]2)[cH:19]1\"},\"mapped_reaction_smiles\":\"F[c:11]1[cH:12][cH:13][c:14]([CH:15]=[O:16])[cH:17][cH:18]1.[CH2:1]=[CH:2][CH2:3][O:4][c:5]1[cH:6][cH:7][cH:8][c:9]([OH:10])[cH:19]1>CCOC(C)=O.CN(C)C=O.O=C(O)O.[K+].[K+]>[CH2:1]=[CH:2][CH2:3][O:4][c:5]1[cH:6][cH:7][cH:8][c:9]([O:10][c:11]2[cH:12][cH:13][c:14]([CH:15]=[O:16])[cH:17][cH:18]2)[cH:19]1\"}",
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"smiles": "C=CCOc1cccc(O)c1",
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"metadata": "{\"annotations\":{\"ID\":\"US20020156311A1;0762;43678\",\"rsmi\":\"CC(=O)[O:10][c:9]1[cH:8][cH:7][cH:6][c:5]([O:4][CH2:3][CH:2]=[CH2:1])[cH:11]1>C1CCOC1.CO.[Na+].O>[CH2:1]=[CH:2][CH2:3][O:4][c:5]1[cH:6][cH:7][cH:8][c:9]([OH:10])[cH:11]1\"},\"mapped_reaction_smiles\":\"CC(=O)[O:10][c:9]1[cH:8][cH:7][cH:6][c:5]([O:4][CH2:3][CH:2]=[CH2:1])[cH:11]1>C1CCOC1.CO.[Na+].O>[CH2:1]=[CH:2][CH2:3][O:4][c:5]1[cH:6][cH:7][cH:8][c:9]([OH:10])[cH:11]1\"}",
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{
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{
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}
}