Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Clc1ncc2c(-c3cccc(Br)c3)nn(C(c3ccccc3)(c3ccccc3)c3ccccc3)c2n1
InChiKey
ZCZQCVMQNPQQSH-UHFFFAOYSA-N
Route Signature
686e2c08506bc4149ae02744cafd8ff06e1e20da7dacadb1589f7eaf6e7226b0
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_a265c7eaeb0098c6c96d33b9",
"signature": "686e2c08506bc4149ae02744cafd8ff06e1e20da7dacadb1589f7eaf6e7226b0",
"contentHash": "85805e98b3648a9297cbab5f8ce2825eecca08a85727f51fdb7e06279fa36a57",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_e3afdb428b2f3117c6a14141",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-02942",
"moleculeId": "sa_cf341d0e6b4f356885e4c6ee",
"smiles": "Clc1ncc2c(-c3cccc(Br)c3)nn(C(c3ccccc3)(c3ccccc3)c3ccccc3)c2n1",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_cf341d0e6b4f356885e4c6ee",
"inchikey": "ZCZQCVMQNPQQSH-UHFFFAOYSA-N",
"smiles": "Clc1ncc2c(-c3cccc(Br)c3)nn(C(c3ccccc3)(c3ccccc3)c3ccccc3)c2n1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "6573",
"routeId": "sa_a265c7eaeb0098c6c96d33b9",
"moleculeId": "sa_cf341d0e6b4f356885e4c6ee",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_cf341d0e6b4f356885e4c6ee",
"inchikey": "ZCZQCVMQNPQQSH-UHFFFAOYSA-N",
"smiles": "Clc1ncc2c(-c3cccc(Br)c3)nn(C(c3ccccc3)(c3ccccc3)c3ccccc3)c2n1"
},
"smiles": "Clc1ncc2c(-c3cccc(Br)c3)nn(C(c3ccccc3)(c3ccccc3)c3ccccc3)c2n1",
"reactionStepId": "sa_cfcf76f9b79373e00313626f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120184508A1;0419;1241868\",\"rsmi\":\"Cl[C:16]([c:17]1[cH:18][cH:19][cH:20][cH:21][cH:22]1)([c:23]1[cH:24][cH:25][cH:26][cH:27][cH:28]1)[c:29]1[cH:30][cH:31][cH:32][cH:33][cH:34]1.[Cl:1][c:2]1[n:3][cH:4][c:5]2[c:6](-[c:7]3[cH:8][c:9]([Br:10])[cH:11][cH:12][cH:13]3)[n:14][nH:15][c:35]2[n:36]1>CCN(CC)CC.CN(C)C=O.O>[Cl:1][c:2]1[n:3][cH:4][c:5]2[c:6](-[c:7]3[cH:8][c:9]([Br:10])[cH:11][cH:12][cH:13]3)[n:14][n:15]([C:16]([c:17]3[cH:18][cH:19][cH:20][cH:21][cH:22]3)([c:23]3[cH:24][cH:25][cH:26][cH:27][cH:28]3)[c:29]3[cH:30][cH:31][cH:32][cH:33][cH:34]3)[c:35]2[n:36]1\"},\"mapped_reaction_smiles\":\"Cl[C:16]([c:17]1[cH:18][cH:19][cH:20][cH:21][cH:22]1)([c:23]1[cH:24][cH:25][cH:26][cH:27][cH:28]1)[c:29]1[cH:30][cH:31][cH:32][cH:33][cH:34]1.[Cl:1][c:2]1[n:3][cH:4][c:5]2[c:6](-[c:7]3[cH:8][c:9]([Br:10])[cH:11][cH:12][cH:13]3)[n:14][nH:15][c:35]2[n:36]1>CCN(CC)CC.CN(C)C=O.O>[Cl:1][c:2]1[n:3][cH:4][c:5]2[c:6](-[c:7]3[cH:8][c:9]([Br:10])[cH:11][cH:12][cH:13]3)[n:14][n:15]([C:16]([c:17]3[cH:18][cH:19][cH:20][cH:21][cH:22]3)([c:23]3[cH:24][cH:25][cH:26][cH:27][cH:28]3)[c:29]3[cH:30][cH:31][cH:32][cH:33][cH:34]3)[c:35]2[n:36]1\"}",
"reactionStep": {
"id": "sa_cfcf76f9b79373e00313626f",
"reactionHash": "3211ab91d3672a61753c198845a1710e7d76639659d0618dd211a78610b14ab3"
},
"children": [
{
"id": "6574",
"routeId": "sa_a265c7eaeb0098c6c96d33b9",
"moleculeId": "sa_966de284747392e3a06c0765",
"parentId": "6573",
"isLeaf": true,
"molecule": {
"id": "sa_966de284747392e3a06c0765",
"inchikey": "JBWKIWSBJXDJDT-UHFFFAOYSA-N",
"smiles": "ClC(c1ccccc1)(c1ccccc1)c1ccccc1"
},
"smiles": "ClC(c1ccccc1)(c1ccccc1)c1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "6575",
"routeId": "sa_a265c7eaeb0098c6c96d33b9",
"moleculeId": "sa_7a1690af3950d1861496c25c",
"parentId": "6573",
"isLeaf": false,
"molecule": {
"id": "sa_7a1690af3950d1861496c25c",
"inchikey": "YCMBKSYLFUACTL-UHFFFAOYSA-N",
"smiles": "Clc1ncc2c(-c3cccc(Br)c3)n[nH]c2n1"
},
"smiles": "Clc1ncc2c(-c3cccc(Br)c3)n[nH]c2n1",
"reactionStepId": "sa_a30cc1a90f3f5eee72fc3881",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120184508A1;0409;1241864\",\"rsmi\":\"O=[C:10]([c:5]1[cH:4][n:3][c:2]([Cl:1])[n:7][c:6]1Cl)[c:11]1[cH:12][c:13]([Br:14])[cH:15][cH:16][cH:17]1.[NH2:8][NH2:9]>C1CCOC1>[Cl:1][c:2]1[n:3][cH:4][c:5]2[c:6]([n:7]1)[nH:8][n:9][c:10]2-[c:11]1[cH:12][c:13]([Br:14])[cH:15][cH:16][cH:17]1\"},\"mapped_reaction_smiles\":\"O=[C:10]([c:5]1[cH:4][n:3][c:2]([Cl:1])[n:7][c:6]1Cl)[c:11]1[cH:12][c:13]([Br:14])[cH:15][cH:16][cH:17]1.[NH2:8][NH2:9]>C1CCOC1>[Cl:1][c:2]1[n:3][cH:4][c:5]2[c:6]([n:7]1)[nH:8][n:9][c:10]2-[c:11]1[cH:12][c:13]([Br:14])[cH:15][cH:16][cH:17]1\"}",
"reactionStep": {
"id": "sa_a30cc1a90f3f5eee72fc3881",
"reactionHash": "dd367f7565917cfae032a6313617de578fe4d68b316f3da3d6b60cfe0136d05c"
},
"children": [
{
"id": "6576",
"routeId": "sa_a265c7eaeb0098c6c96d33b9",
"moleculeId": "sa_681b90bfe3789a310096845b",
"parentId": "6575",
"isLeaf": true,
"molecule": {
"id": "sa_681b90bfe3789a310096845b",
"inchikey": "OAKJQQAXSVQMHS-UHFFFAOYSA-N",
"smiles": "NN"
},
"smiles": "NN",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "6577",
"routeId": "sa_a265c7eaeb0098c6c96d33b9",
"moleculeId": "sa_5c4111d2f745b6a7209db899",
"parentId": "6575",
"isLeaf": false,
"molecule": {
"id": "sa_5c4111d2f745b6a7209db899",
"inchikey": "SLUXVLADAWDVRF-UHFFFAOYSA-N",
"smiles": "O=C(c1cccc(Br)c1)c1cnc(Cl)nc1Cl"
},
"smiles": "O=C(c1cccc(Br)c1)c1cnc(Cl)nc1Cl",
"reactionStepId": "sa_7887c95deb4884fd39295b8e",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120184508A1;0406;1241863\",\"rsmi\":\"[OH:1][CH:2]([c:3]1[cH:4][c:5]([Br:6])[cH:7][cH:8][cH:9]1)[c:10]1[cH:11][n:12][c:13]([Cl:14])[n:15][c:16]1[Cl:17]>CC1(C)CCCC(C)(C)N1O.CCCC[N+](CCCC)(CCCC)CCCC.ClCCl.O.O=C(O)O.I.[Na+].[Na+].OCl>[O:1]=[C:2]([c:3]1[cH:4][c:5]([Br:6])[cH:7][cH:8][cH:9]1)[c:10]1[cH:11][n:12][c:13]([Cl:14])[n:15][c:16]1[Cl:17]\"},\"mapped_reaction_smiles\":\"[OH:1][CH:2]([c:3]1[cH:4][c:5]([Br:6])[cH:7][cH:8][cH:9]1)[c:10]1[cH:11][n:12][c:13]([Cl:14])[n:15][c:16]1[Cl:17]>CC1(C)CCCC(C)(C)N1O.CCCC[N+](CCCC)(CCCC)CCCC.ClCCl.O.O=C(O)O.I.[Na+].[Na+].OCl>[O:1]=[C:2]([c:3]1[cH:4][c:5]([Br:6])[cH:7][cH:8][cH:9]1)[c:10]1[cH:11][n:12][c:13]([Cl:14])[n:15][c:16]1[Cl:17]\"}",
"reactionStep": {
"id": "sa_7887c95deb4884fd39295b8e",
"reactionHash": "565bad5175fe2bb578011b289b87cddbdcebb3176e4cc36d95b2d2d8e3df3470"
},
"children": [
{
"id": "6578",
"routeId": "sa_a265c7eaeb0098c6c96d33b9",
"moleculeId": "sa_6c7b70bb51eab2a2e8b1d3a8",
"parentId": "6577",
"isLeaf": false,
"molecule": {
"id": "sa_6c7b70bb51eab2a2e8b1d3a8",
"inchikey": "USAAOIJDJJTDRQ-UHFFFAOYSA-N",
"smiles": "OC(c1cccc(Br)c1)c1cnc(Cl)nc1Cl"
},
"smiles": "OC(c1cccc(Br)c1)c1cnc(Cl)nc1Cl",
"reactionStepId": "sa_bdefa0e675fdcab4f696c1f3",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120184508A1;0403;1241862\",\"rsmi\":\"Br[c:10]1[cH:11][n:12][c:13]([Cl:14])[n:15][c:16]1[Cl:17].[O:1]=[CH:2][c:3]1[cH:4][c:5]([Br:6])[cH:7][cH:8][cH:9]1>C1CCOC1.CC(C)[Mg]Cl>[OH:1][CH:2]([c:3]1[cH:4][c:5]([Br:6])[cH:7][cH:8][cH:9]1)[c:10]1[cH:11][n:12][c:13]([Cl:14])[n:15][c:16]1[Cl:17]\"},\"mapped_reaction_smiles\":\"Br[c:10]1[cH:11][n:12][c:13]([Cl:14])[n:15][c:16]1[Cl:17].[O:1]=[CH:2][c:3]1[cH:4][c:5]([Br:6])[cH:7][cH:8][cH:9]1>C1CCOC1.CC(C)[Mg]Cl>[OH:1][CH:2]([c:3]1[cH:4][c:5]([Br:6])[cH:7][cH:8][cH:9]1)[c:10]1[cH:11][n:12][c:13]([Cl:14])[n:15][c:16]1[Cl:17]\"}",
"reactionStep": {
"id": "sa_bdefa0e675fdcab4f696c1f3",
"reactionHash": "1e96ee4051b25ca321318e081e19676f70a529586bf685182cfe25647e96c970"
},
"children": [
{
"id": "6579",
"routeId": "sa_a265c7eaeb0098c6c96d33b9",
"moleculeId": "sa_b698539d6068b70fb418703f",
"parentId": "6578",
"isLeaf": true,
"molecule": {
"id": "sa_b698539d6068b70fb418703f",
"inchikey": "SIKXIUWKPGWBBF-UHFFFAOYSA-N",
"smiles": "Clc1ncc(Br)c(Cl)n1"
},
"smiles": "Clc1ncc(Br)c(Cl)n1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "6580",
"routeId": "sa_a265c7eaeb0098c6c96d33b9",
"moleculeId": "sa_e97eecb1d790ff7c7b09842a",
"parentId": "6578",
"isLeaf": true,
"molecule": {
"id": "sa_e97eecb1d790ff7c7b09842a",
"inchikey": "SUISZCALMBHJQX-UHFFFAOYSA-N",
"smiles": "O=Cc1cccc(Br)c1"
},
"smiles": "O=Cc1cccc(Br)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
}