Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
N#Cc1cc2nccc(Oc3ccc([N+](=O)[O-])cc3F)c2s1
InChiKey
CNUSLPFJBQVALY-UHFFFAOYSA-N
Route Signature
760511ca1d08758a30a7457c1c532183e810933608584e2cfbbe809abf52f123
Synthesis route with 3 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_4124488d04498299288f37f1",
"signature": "760511ca1d08758a30a7457c1c532183e810933608584e2cfbbe809abf52f123",
"contentHash": "a67f1478fb8216ca4584795ac5b710a527209fd399e5bba3581e0fe80f611e5d",
"length": 3,
"isConvergent": true
},
"target": {
"id": "sa_ca68d3e8aa7727da7dadf19b",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-03105",
"moleculeId": "sa_48f8fe39e53c5861a82af20a",
"smiles": "N#Cc1cc2nccc(Oc3ccc([N+](=O)[O-])cc3F)c2s1",
"routeLength": 3,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_48f8fe39e53c5861a82af20a",
"inchikey": "CNUSLPFJBQVALY-UHFFFAOYSA-N",
"smiles": "N#Cc1cc2nccc(Oc3ccc([N+](=O)[O-])cc3F)c2s1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "10976",
"routeId": "sa_4124488d04498299288f37f1",
"moleculeId": "sa_48f8fe39e53c5861a82af20a",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_48f8fe39e53c5861a82af20a",
"inchikey": "CNUSLPFJBQVALY-UHFFFAOYSA-N",
"smiles": "N#Cc1cc2nccc(Oc3ccc([N+](=O)[O-])cc3F)c2s1"
},
"smiles": "N#Cc1cc2nccc(Oc3ccc([N+](=O)[O-])cc3F)c2s1",
"reactionStepId": "sa_0136415a880182f96b26dad9",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08470850B2;0650;1335499\",\"rsmi\":\"Cl[c:9]1[cH:8][cH:7][n:6][c:5]2[cH:4][c:3]([C:2]#[N:1])[s:22][c:21]21.c1csc(-c2cc3nccc([O:10][c:11]4[c:12]([F:13])[cH:14][c:15]([N+:16](=[O:17])[O-:18])[cH:19][cH:20]4)c3s2)n1>>[N:1]#[C:2][c:3]1[cH:4][c:5]2[n:6][cH:7][cH:8][c:9]([O:10][c:11]3[c:12]([F:13])[cH:14][c:15]([N+:16](=[O:17])[O-:18])[cH:19][cH:20]3)[c:21]2[s:22]1\"},\"mapped_reaction_smiles\":\"Cl[c:9]1[cH:8][cH:7][n:6][c:5]2[cH:4][c:3]([C:2]#[N:1])[s:22][c:21]21.c1csc(-c2cc3nccc([O:10][c:11]4[c:12]([F:13])[cH:14][c:15]([N+:16](=[O:17])[O-:18])[cH:19][cH:20]4)c3s2)n1>>[N:1]#[C:2][c:3]1[cH:4][c:5]2[n:6][cH:7][cH:8][c:9]([O:10][c:11]3[c:12]([F:13])[cH:14][c:15]([N+:16](=[O:17])[O-:18])[cH:19][cH:20]3)[c:21]2[s:22]1\"}",
"reactionStep": {
"id": "sa_0136415a880182f96b26dad9",
"reactionHash": "4eee5eefa4216526853ff28fe7565255d8e0547fcc5cfbf31d71cfa1e181d870"
},
"children": [
{
"id": "10977",
"routeId": "sa_4124488d04498299288f37f1",
"moleculeId": "sa_5d1e35c023fb066d0b6a6b50",
"parentId": "10976",
"isLeaf": false,
"molecule": {
"id": "sa_5d1e35c023fb066d0b6a6b50",
"inchikey": "IWBSMYRWNVJBBG-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])c1ccc(Oc2ccnc3cc(-c4nccs4)sc23)c(F)c1"
},
"smiles": "O=[N+]([O-])c1ccc(Oc2ccnc3cc(-c4nccs4)sc23)c(F)c1",
"reactionStepId": "sa_dfe9d0e160a32c62d71ffc2c",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08470850B2;0489;1335444\",\"rsmi\":\"Cl[c:10]1[c:11]2[s:12][c:13](-[c:14]3[n:15][cH:16][cH:17][s:18]3)[cH:19][c:20]2[n:21][cH:22][cH:23]1.[O:1]=[N+:2]([O-:3])[c:4]1[cH:5][c:6]([F:7])[c:8]([OH:9])[cH:24][cH:25]1>CCOC(C)=O.O=C(O)O.[K+].[K+].c1ccc(Oc2ccccc2)cc1>[O:1]=[N+:2]([O-:3])[c:4]1[cH:5][c:6]([F:7])[c:8]([O:9][c:10]2[c:11]3[s:12][c:13](-[c:14]4[n:15][cH:16][cH:17][s:18]4)[cH:19][c:20]3[n:21][cH:22][cH:23]2)[cH:24][cH:25]1\"},\"mapped_reaction_smiles\":\"Cl[c:10]1[c:11]2[s:12][c:13](-[c:14]3[n:15][cH:16][cH:17][s:18]3)[cH:19][c:20]2[n:21][cH:22][cH:23]1.[O:1]=[N+:2]([O-:3])[c:4]1[cH:5][c:6]([F:7])[c:8]([OH:9])[cH:24][cH:25]1>CCOC(C)=O.O=C(O)O.[K+].[K+].c1ccc(Oc2ccccc2)cc1>[O:1]=[N+:2]([O-:3])[c:4]1[cH:5][c:6]([F:7])[c:8]([O:9][c:10]2[c:11]3[s:12][c:13](-[c:14]4[n:15][cH:16][cH:17][s:18]4)[cH:19][c:20]3[n:21][cH:22][cH:23]2)[cH:24][cH:25]1\"}",
"reactionStep": {
"id": "sa_dfe9d0e160a32c62d71ffc2c",
"reactionHash": "53ceaa31b0f6d01e6d9a5111159c3bcc2f9b066cbf4ad94e6ac9e98957acfd81"
},
"children": [
{
"id": "10978",
"routeId": "sa_4124488d04498299288f37f1",
"moleculeId": "sa_d1dc560815371e68c5bf361a",
"parentId": "10977",
"isLeaf": true,
"molecule": {
"id": "sa_d1dc560815371e68c5bf361a",
"inchikey": "ORPHLVJBJOCHBR-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])c1ccc(O)c(F)c1"
},
"smiles": "O=[N+]([O-])c1ccc(O)c(F)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "10979",
"routeId": "sa_4124488d04498299288f37f1",
"moleculeId": "sa_9c9382fb0337f810735845cf",
"parentId": "10977",
"isLeaf": true,
"molecule": {
"id": "sa_9c9382fb0337f810735845cf",
"inchikey": "STJUIIXFIQVGML-UHFFFAOYSA-N",
"smiles": "Clc1ccnc2cc(-c3nccs3)sc12"
},
"smiles": "Clc1ccnc2cc(-c3nccs3)sc12",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "10980",
"routeId": "sa_4124488d04498299288f37f1",
"moleculeId": "sa_c44750eb698ef2ed9e92b47c",
"parentId": "10976",
"isLeaf": false,
"molecule": {
"id": "sa_c44750eb698ef2ed9e92b47c",
"inchikey": "VIFGWQPBWFCZSX-UHFFFAOYSA-N",
"smiles": "N#Cc1cc2nccc(Cl)c2s1"
},
"smiles": "N#Cc1cc2nccc(Cl)c2s1",
"reactionStepId": "sa_1f7d552185ccee5f57032734",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08470850B2;0649;1335498\",\"rsmi\":\"O[N:1]=[CH:2][c:3]1[cH:4][c:5]2[n:6][cH:7][cH:8][c:9]([Cl:10])[c:11]2[s:12]1>CC(=O)OC(C)=O.CCOC(C)=O>[N:1]#[C:2][c:3]1[cH:4][c:5]2[n:6][cH:7][cH:8][c:9]([Cl:10])[c:11]2[s:12]1\"},\"mapped_reaction_smiles\":\"O[N:1]=[CH:2][c:3]1[cH:4][c:5]2[n:6][cH:7][cH:8][c:9]([Cl:10])[c:11]2[s:12]1>CC(=O)OC(C)=O.CCOC(C)=O>[N:1]#[C:2][c:3]1[cH:4][c:5]2[n:6][cH:7][cH:8][c:9]([Cl:10])[c:11]2[s:12]1\"}",
"reactionStep": {
"id": "sa_1f7d552185ccee5f57032734",
"reactionHash": "167a523d3fdce25aa6f13318028cf468872b3f43e6717157df083f35e4f6a046"
},
"children": [
{
"id": "10981",
"routeId": "sa_4124488d04498299288f37f1",
"moleculeId": "sa_ab9da44c7aa8d2d0f48b5d0a",
"parentId": "10980",
"isLeaf": false,
"molecule": {
"id": "sa_ab9da44c7aa8d2d0f48b5d0a",
"inchikey": "SKXYCYORLNFXMD-UHFFFAOYSA-N",
"smiles": "ON=Cc1cc2nccc(Cl)c2s1"
},
"smiles": "ON=Cc1cc2nccc(Cl)c2s1",
"reactionStepId": "sa_159c6633512299c2d93adf35",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08470850B2;0648;1335497\",\"rsmi\":\"O=[CH:3][c:4]1[cH:5][c:6]2[n:7][cH:8][cH:9][c:10]([Cl:11])[c:12]2[s:13]1.[OH:1][NH2:2]>CO.Cl.O>[OH:1][N:2]=[CH:3][c:4]1[cH:5][c:6]2[n:7][cH:8][cH:9][c:10]([Cl:11])[c:12]2[s:13]1\"},\"mapped_reaction_smiles\":\"O=[CH:3][c:4]1[cH:5][c:6]2[n:7][cH:8][cH:9][c:10]([Cl:11])[c:12]2[s:13]1.[OH:1][NH2:2]>CO.Cl.O>[OH:1][N:2]=[CH:3][c:4]1[cH:5][c:6]2[n:7][cH:8][cH:9][c:10]([Cl:11])[c:12]2[s:13]1\"}",
"reactionStep": {
"id": "sa_159c6633512299c2d93adf35",
"reactionHash": "9390b6a5f809c959d03cfdc447b5e6abba5ba059d74678792cc159096a28c5c0"
},
"children": [
{
"id": "10982",
"routeId": "sa_4124488d04498299288f37f1",
"moleculeId": "sa_04a18e3f07bde82ca29399ee",
"parentId": "10981",
"isLeaf": true,
"molecule": {
"id": "sa_04a18e3f07bde82ca29399ee",
"inchikey": "AVXURJPOCDRRFD-UHFFFAOYSA-N",
"smiles": "NO"
},
"smiles": "NO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "10983",
"routeId": "sa_4124488d04498299288f37f1",
"moleculeId": "sa_2a2fd0472dd9c9d7dd581a40",
"parentId": "10981",
"isLeaf": true,
"molecule": {
"id": "sa_2a2fd0472dd9c9d7dd581a40",
"inchikey": "GCOQDKNKQAPKGU-UHFFFAOYSA-N",
"smiles": "O=Cc1cc2nccc(Cl)c2s1"
},
"smiles": "O=Cc1cc2nccc(Cl)c2s1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}