Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COc1ccc2nc(-c3ccc(C)c(NC(=O)C(C)(C)C)c3)c(-c3ccc(F)cc3)n2n1
InChiKey
QWOSAIAOBDQWJZ-UHFFFAOYSA-N
Route Signature
d795b18ba08fafdf57463e7f620570e4e8a8118bed3a5a350aa5c572ee07a0d8
Synthesis route with 6 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_23e9a4354e83bec08e53c01b",
"signature": "d795b18ba08fafdf57463e7f620570e4e8a8118bed3a5a350aa5c572ee07a0d8",
"contentHash": "c6befa1f388ae11caa332a2cebdc05da34cab58a16740a8312b6b19b523932ec",
"length": 6,
"isConvergent": false
},
"target": {
"id": "sa_49bc392b98900564aaffaadf",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-00416",
"moleculeId": "sa_acaa0776822098d2e59ff1dc",
"smiles": "COc1ccc2nc(-c3ccc(C)c(NC(=O)C(C)(C)C)c3)c(-c3ccc(F)cc3)n2n1",
"routeLength": 6,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_acaa0776822098d2e59ff1dc",
"inchikey": "QWOSAIAOBDQWJZ-UHFFFAOYSA-N",
"smiles": "COc1ccc2nc(-c3ccc(C)c(NC(=O)C(C)(C)C)c3)c(-c3ccc(F)cc3)n2n1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 2
},
"rootNode": {
"id": "4224",
"routeId": "sa_23e9a4354e83bec08e53c01b",
"moleculeId": "sa_acaa0776822098d2e59ff1dc",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_acaa0776822098d2e59ff1dc",
"inchikey": "QWOSAIAOBDQWJZ-UHFFFAOYSA-N",
"smiles": "COc1ccc2nc(-c3ccc(C)c(NC(=O)C(C)(C)C)c3)c(-c3ccc(F)cc3)n2n1"
},
"smiles": "COc1ccc2nc(-c3ccc(C)c(NC(=O)C(C)(C)C)c3)c(-c3ccc(F)cc3)n2n1",
"reactionStepId": "sa_25b9260c3f865b7689333b25",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08871767B2;0301;1530991\",\"rsmi\":\"Cl[C:13](=[O:14])[C:15]([CH3:16])([CH3:17])[CH3:18].[CH3:1][O:2][c:3]1[n:4][n:5]2[c:6]([n:7][c:8](-[c:9]3[cH:10][c:11]([NH2:12])[c:19]([CH3:20])[cH:21][cH:22]3)[c:23]2-[c:24]2[cH:25][cH:26][c:27]([F:28])[cH:29][cH:30]2)[cH:31][cH:32]1>CC#N.c1ccncc1>[CH3:1][O:2][c:3]1[n:4][n:5]2[c:6]([n:7][c:8](-[c:9]3[cH:10][c:11]([NH:12][C:13](=[O:14])[C:15]([CH3:16])([CH3:17])[CH3:18])[c:19]([CH3:20])[cH:21][cH:22]3)[c:23]2-[c:24]2[cH:25][cH:26][c:27]([F:28])[cH:29][cH:30]2)[cH:31][cH:32]1\"},\"mapped_reaction_smiles\":\"Cl[C:13](=[O:14])[C:15]([CH3:16])([CH3:17])[CH3:18].[CH3:1][O:2][c:3]1[n:4][n:5]2[c:6]([n:7][c:8](-[c:9]3[cH:10][c:11]([NH2:12])[c:19]([CH3:20])[cH:21][cH:22]3)[c:23]2-[c:24]2[cH:25][cH:26][c:27]([F:28])[cH:29][cH:30]2)[cH:31][cH:32]1>CC#N.c1ccncc1>[CH3:1][O:2][c:3]1[n:4][n:5]2[c:6]([n:7][c:8](-[c:9]3[cH:10][c:11]([NH:12][C:13](=[O:14])[C:15]([CH3:16])([CH3:17])[CH3:18])[c:19]([CH3:20])[cH:21][cH:22]3)[c:23]2-[c:24]2[cH:25][cH:26][c:27]([F:28])[cH:29][cH:30]2)[cH:31][cH:32]1\"}",
"reactionStep": {
"id": "sa_25b9260c3f865b7689333b25",
"reactionHash": "6698f91510d1ced54601a7a3b165985907339f5a8cc722d2175aa6de59fb4e69"
},
"children": [
{
"id": "4225",
"routeId": "sa_23e9a4354e83bec08e53c01b",
"moleculeId": "sa_c4a4e8fc10f9a494534f9123",
"parentId": "4224",
"isLeaf": true,
"molecule": {
"id": "sa_c4a4e8fc10f9a494534f9123",
"inchikey": "JVSFQJZRHXAUGT-UHFFFAOYSA-N",
"smiles": "CC(C)(C)C(=O)Cl"
},
"smiles": "CC(C)(C)C(=O)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "4226",
"routeId": "sa_23e9a4354e83bec08e53c01b",
"moleculeId": "sa_f9e38c6d25e85fb948a45226",
"parentId": "4224",
"isLeaf": false,
"molecule": {
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"inchikey": "WBWRJUWHCZBXCQ-UHFFFAOYSA-N",
"smiles": "COc1ccc2nc(-c3ccc(C)c(N)c3)c(-c3ccc(F)cc3)n2n1"
},
"smiles": "COc1ccc2nc(-c3ccc(C)c(N)c3)c(-c3ccc(F)cc3)n2n1",
"reactionStepId": "sa_0d43137f06af6fee1ba748f6",
"template": null,
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"reactionStep": {
"id": "sa_0d43137f06af6fee1ba748f6",
"reactionHash": "d1ef0808ef4cc2ada9e6f3440f03647380b37a0836ab2e242aca68607297b709"
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"children": [
{
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"routeId": "sa_23e9a4354e83bec08e53c01b",
"moleculeId": "sa_cbb65d3dfbb78561f2b325a0",
"parentId": "4226",
"isLeaf": false,
"molecule": {
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"inchikey": "PEAFVUWTWDNEGC-UHFFFAOYSA-N",
"smiles": "COc1ccc2nc(-c3ccc(C)c([N+](=O)[O-])c3)c(-c3ccc(F)cc3)n2n1"
},
"smiles": "COc1ccc2nc(-c3ccc(C)c([N+](=O)[O-])c3)c(-c3ccc(F)cc3)n2n1",
"reactionStepId": "sa_56f3e46c1bc26361416a7ea6",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08871767B2;0297;1530989\",\"rsmi\":\"Br[c:19]1[n:5]2[n:4][c:3]([O:2][CH3:1])[cH:28][cH:27][c:6]2[n:7][c:8]1-[c:9]1[cH:10][c:11]([N+:12](=[O:13])[O-:14])[c:15]([CH3:16])[cH:17][cH:18]1.OB(O)[c:20]1[cH:21][cH:22][c:23]([F:24])[cH:25][cH:26]1>CC(C)O.O.O=C(O)O.[Na+].[Na+]>[CH3:1][O:2][c:3]1[n:4][n:5]2[c:6]([n:7][c:8](-[c:9]3[cH:10][c:11]([N+:12](=[O:13])[O-:14])[c:15]([CH3:16])[cH:17][cH:18]3)[c:19]2-[c:20]2[cH:21][cH:22][c:23]([F:24])[cH:25][cH:26]2)[cH:27][cH:28]1\"},\"mapped_reaction_smiles\":\"Br[c:19]1[n:5]2[n:4][c:3]([O:2][CH3:1])[cH:28][cH:27][c:6]2[n:7][c:8]1-[c:9]1[cH:10][c:11]([N+:12](=[O:13])[O-:14])[c:15]([CH3:16])[cH:17][cH:18]1.OB(O)[c:20]1[cH:21][cH:22][c:23]([F:24])[cH:25][cH:26]1>CC(C)O.O.O=C(O)O.[Na+].[Na+]>[CH3:1][O:2][c:3]1[n:4][n:5]2[c:6]([n:7][c:8](-[c:9]3[cH:10][c:11]([N+:12](=[O:13])[O-:14])[c:15]([CH3:16])[cH:17][cH:18]3)[c:19]2-[c:20]2[cH:21][cH:22][c:23]([F:24])[cH:25][cH:26]2)[cH:27][cH:28]1\"}",
"reactionStep": {
"id": "sa_56f3e46c1bc26361416a7ea6",
"reactionHash": "76982811511930e0ae48b4b090a35e44c3b0dae3924b59a8d47865daad7c3a94"
},
"children": [
{
"id": "4228",
"routeId": "sa_23e9a4354e83bec08e53c01b",
"moleculeId": "sa_973ab17588f80aae8a908d2f",
"parentId": "4227",
"isLeaf": true,
"molecule": {
"id": "sa_973ab17588f80aae8a908d2f",
"inchikey": "LBUNNMJLXWQQBY-UHFFFAOYSA-N",
"smiles": "OB(O)c1ccc(F)cc1"
},
"smiles": "OB(O)c1ccc(F)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
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"children": []
},
{
"id": "4229",
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"parentId": "4227",
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"molecule": {
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"inchikey": "YRUVOBIOAYSROQ-UHFFFAOYSA-N",
"smiles": "COc1ccc2nc(-c3ccc(C)c([N+](=O)[O-])c3)c(Br)n2n1"
},
"smiles": "COc1ccc2nc(-c3ccc(C)c([N+](=O)[O-])c3)c(Br)n2n1",
"reactionStepId": "sa_225eb530641a0c3a827a3329",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08871767B2;0295;1530988\",\"rsmi\":\"O=C1CCC(=O)N1[Br:20].[CH3:1][O:2][c:3]1[n:4][n:5]2[c:6]([n:7][c:8](-[c:9]3[cH:10][c:11]([N+:12](=[O:13])[O-:14])[c:15]([CH3:16])[cH:17][cH:18]3)[cH:19]2)[cH:21][cH:22]1>CC#N.O.O=C(O)O.[Na+]>[CH3:1][O:2][c:3]1[n:4][n:5]2[c:6]([n:7][c:8](-[c:9]3[cH:10][c:11]([N+:12](=[O:13])[O-:14])[c:15]([CH3:16])[cH:17][cH:18]3)[c:19]2[Br:20])[cH:21][cH:22]1\"},\"mapped_reaction_smiles\":\"O=C1CCC(=O)N1[Br:20].[CH3:1][O:2][c:3]1[n:4][n:5]2[c:6]([n:7][c:8](-[c:9]3[cH:10][c:11]([N+:12](=[O:13])[O-:14])[c:15]([CH3:16])[cH:17][cH:18]3)[cH:19]2)[cH:21][cH:22]1>CC#N.O.O=C(O)O.[Na+]>[CH3:1][O:2][c:3]1[n:4][n:5]2[c:6]([n:7][c:8](-[c:9]3[cH:10][c:11]([N+:12](=[O:13])[O-:14])[c:15]([CH3:16])[cH:17][cH:18]3)[c:19]2[Br:20])[cH:21][cH:22]1\"}",
"reactionStep": {
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"reactionHash": "ab58a722210eb0176ecf33888f560d79ddb1d3c86aecc377a0e45588446387ae"
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"children": [
{
"id": "4230",
"routeId": "sa_23e9a4354e83bec08e53c01b",
"moleculeId": "sa_64959f1d36ab1a5d8db086d4",
"parentId": "4229",
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"molecule": {
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"inchikey": "MBXXVUNNIXLPEY-UHFFFAOYSA-N",
"smiles": "COc1ccc2nc(-c3ccc(C)c([N+](=O)[O-])c3)cn2n1"
},
"smiles": "COc1ccc2nc(-c3ccc(C)c([N+](=O)[O-])c3)cn2n1",
"reactionStepId": "sa_08ff913b139a79abf813886f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08871767B2;0281;1530981\",\"rsmi\":\"O=[C:7]([CH2:6]Br)[c:8]1[cH:9][c:10]([N+:11](=[O:12])[O-:13])[c:14]([CH3:15])[cH:16][cH:17]1.[CH3:1][O:2][c:3]1[n:4][n:5][c:19]([NH2:18])[cH:20][cH:21]1>CC#N>[CH3:1][O:2][c:3]1[n:4][n:5]2[cH:6][c:7](-[c:8]3[cH:9][c:10]([N+:11](=[O:12])[O-:13])[c:14]([CH3:15])[cH:16][cH:17]3)[n:18][c:19]2[cH:20][cH:21]1\"},\"mapped_reaction_smiles\":\"O=[C:7]([CH2:6]Br)[c:8]1[cH:9][c:10]([N+:11](=[O:12])[O-:13])[c:14]([CH3:15])[cH:16][cH:17]1.[CH3:1][O:2][c:3]1[n:4][n:5][c:19]([NH2:18])[cH:20][cH:21]1>CC#N>[CH3:1][O:2][c:3]1[n:4][n:5]2[cH:6][c:7](-[c:8]3[cH:9][c:10]([N+:11](=[O:12])[O-:13])[c:14]([CH3:15])[cH:16][cH:17]3)[n:18][c:19]2[cH:20][cH:21]1\"}",
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"molecule": {
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"inchikey": "DBMCVOBHUPAOMT-UHFFFAOYSA-N",
"smiles": "Cc1ccc(C(=O)CBr)cc1[N+](=O)[O-]"
},
"smiles": "Cc1ccc(C(=O)CBr)cc1[N+](=O)[O-]",
"reactionStepId": "sa_52ad5b7fc243b2d04a226f16",
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"metadata": "{\"annotations\":{\"ID\":\"US08871767B2;0418;1531037\",\"rsmi\":\"Br[Br:12].[CH3:1][c:2]1[c:3]([N+:4](=[O:5])[O-:6])[cH:7][c:8]([C:9](=[O:10])[CH3:11])[cH:13][cH:14]1>ClCCl>[CH3:1][c:2]1[c:3]([N+:4](=[O:5])[O-:6])[cH:7][c:8]([C:9](=[O:10])[CH2:11][Br:12])[cH:13][cH:14]1\"},\"mapped_reaction_smiles\":\"Br[Br:12].[CH3:1][c:2]1[c:3]([N+:4](=[O:5])[O-:6])[cH:7][c:8]([C:9](=[O:10])[CH3:11])[cH:13][cH:14]1>ClCCl>[CH3:1][c:2]1[c:3]([N+:4](=[O:5])[O-:6])[cH:7][c:8]([C:9](=[O:10])[CH2:11][Br:12])[cH:13][cH:14]1\"}",
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{
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{
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},
{
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"molecule": {
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"smiles": "O=C1CCC(=O)N1Br"
},
"smiles": "O=C1CCC(=O)N1Br",
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}
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}
]
}
}