Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
FC(F)(F)c1ccc(-c2nc3ccc(-c4ccccc4)cn3c2CN2CCOCC2)cc1
InChiKey
GHXXRVROEGUYDA-UHFFFAOYSA-N
Route Signature
8c435238c684cf717cf250ef145bd520e9d57de606154cb0885da2e5147861dd
Synthesis route with 3 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_0e8fbca2a8c1b69d16ecca69",
"signature": "8c435238c684cf717cf250ef145bd520e9d57de606154cb0885da2e5147861dd",
"contentHash": "a4ae9f655638fd5043467ba7321f636a5b5cec0eb91066184929aa059ac598dc",
"length": 3,
"isConvergent": false
},
"target": {
"id": "sa_894c4e98d934c7aa4c6bfb32",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-04408",
"moleculeId": "sa_87a223082a271dbde38e3c58",
"smiles": "FC(F)(F)c1ccc(-c2nc3ccc(-c4ccccc4)cn3c2CN2CCOCC2)cc1",
"routeLength": 3,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_87a223082a271dbde38e3c58",
"inchikey": "GHXXRVROEGUYDA-UHFFFAOYSA-N",
"smiles": "FC(F)(F)c1ccc(-c2nc3ccc(-c4ccccc4)cn3c2CN2CCOCC2)cc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 2
},
"rootNode": {
"id": "7294",
"routeId": "sa_0e8fbca2a8c1b69d16ecca69",
"moleculeId": "sa_87a223082a271dbde38e3c58",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_87a223082a271dbde38e3c58",
"inchikey": "GHXXRVROEGUYDA-UHFFFAOYSA-N",
"smiles": "FC(F)(F)c1ccc(-c2nc3ccc(-c4ccccc4)cn3c2CN2CCOCC2)cc1"
},
"smiles": "FC(F)(F)c1ccc(-c2nc3ccc(-c4ccccc4)cn3c2CN2CCOCC2)cc1",
"reactionStepId": "sa_4612b0ef616363f0e02d3cfa",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160120863A1;0324;1870657\",\"rsmi\":\"O=[CH2:11].[F:1][C:2]([F:3])([F:4])[c:5]1[cH:6][cH:7][c:8](-[c:9]2[cH:10][n:18]3[cH:19][c:20](-[c:21]4[cH:22][cH:23][cH:24][cH:25][cH:26]4)[cH:27][cH:28][c:29]3[n:30]2)[cH:31][cH:32]1.[NH:12]1[CH2:13][CH2:14][O:15][CH2:16][CH2:17]1>CC(=O)O.CCOC(C)=O.CO.ClCCl>[F:1][C:2]([F:3])([F:4])[c:5]1[cH:6][cH:7][c:8](-[c:9]2[c:10]([CH2:11][N:12]3[CH2:13][CH2:14][O:15][CH2:16][CH2:17]3)[n:18]3[cH:19][c:20](-[c:21]4[cH:22][cH:23][cH:24][cH:25][cH:26]4)[cH:27][cH:28][c:29]3[n:30]2)[cH:31][cH:32]1\"},\"mapped_reaction_smiles\":\"O=[CH2:11].[F:1][C:2]([F:3])([F:4])[c:5]1[cH:6][cH:7][c:8](-[c:9]2[cH:10][n:18]3[cH:19][c:20](-[c:21]4[cH:22][cH:23][cH:24][cH:25][cH:26]4)[cH:27][cH:28][c:29]3[n:30]2)[cH:31][cH:32]1.[NH:12]1[CH2:13][CH2:14][O:15][CH2:16][CH2:17]1>CC(=O)O.CCOC(C)=O.CO.ClCCl>[F:1][C:2]([F:3])([F:4])[c:5]1[cH:6][cH:7][c:8](-[c:9]2[c:10]([CH2:11][N:12]3[CH2:13][CH2:14][O:15][CH2:16][CH2:17]3)[n:18]3[cH:19][c:20](-[c:21]4[cH:22][cH:23][cH:24][cH:25][cH:26]4)[cH:27][cH:28][c:29]3[n:30]2)[cH:31][cH:32]1\"}",
"reactionStep": {
"id": "sa_4612b0ef616363f0e02d3cfa",
"reactionHash": "a90b1ed42d69511772f810e1c072fdcc4421c24e2d9c2d0558c65b5a87f99446"
},
"children": [
{
"id": "7295",
"routeId": "sa_0e8fbca2a8c1b69d16ecca69",
"moleculeId": "sa_6158a3a043a5c31d28c5abac",
"parentId": "7294",
"isLeaf": false,
"molecule": {
"id": "sa_6158a3a043a5c31d28c5abac",
"inchikey": "IFFBYTRUJWYFMC-UHFFFAOYSA-N",
"smiles": "FC(F)(F)c1ccc(-c2cn3cc(-c4ccccc4)ccc3n2)cc1"
},
"smiles": "FC(F)(F)c1ccc(-c2cn3cc(-c4ccccc4)ccc3n2)cc1",
"reactionStepId": "sa_90304df9c8538ee5f318d008",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160120863A1;0323;1870656\",\"rsmi\":\"O=[C:9]([c:8]1[cH:7][cH:6][c:5]([C:2]([F:1])([F:3])[F:4])[cH:25][cH:24]1)[CH2:10]Br.[n:11]1[cH:12][c:13](-[c:14]2[cH:15][cH:16][cH:17][cH:18][cH:19]2)[cH:20][cH:21][c:22]1[NH2:23]>CCO.O=C(O)O.[Na+].[Na+]>[F:1][C:2]([F:3])([F:4])[c:5]1[cH:6][cH:7][c:8](-[c:9]2[cH:10][n:11]3[cH:12][c:13](-[c:14]4[cH:15][cH:16][cH:17][cH:18][cH:19]4)[cH:20][cH:21][c:22]3[n:23]2)[cH:24][cH:25]1\"},\"mapped_reaction_smiles\":\"O=[C:9]([c:8]1[cH:7][cH:6][c:5]([C:2]([F:1])([F:3])[F:4])[cH:25][cH:24]1)[CH2:10]Br.[n:11]1[cH:12][c:13](-[c:14]2[cH:15][cH:16][cH:17][cH:18][cH:19]2)[cH:20][cH:21][c:22]1[NH2:23]>CCO.O=C(O)O.[Na+].[Na+]>[F:1][C:2]([F:3])([F:4])[c:5]1[cH:6][cH:7][c:8](-[c:9]2[cH:10][n:11]3[cH:12][c:13](-[c:14]4[cH:15][cH:16][cH:17][cH:18][cH:19]4)[cH:20][cH:21][c:22]3[n:23]2)[cH:24][cH:25]1\"}",
"reactionStep": {
"id": "sa_90304df9c8538ee5f318d008",
"reactionHash": "09c498ad45e59c9ac0a53f8cb795729beef65cfeb7612652da1ebc6c4a6e1060"
},
"children": [
{
"id": "7296",
"routeId": "sa_0e8fbca2a8c1b69d16ecca69",
"moleculeId": "sa_0494e8f0b8a001623e9637ec",
"parentId": "7295",
"isLeaf": true,
"molecule": {
"id": "sa_0494e8f0b8a001623e9637ec",
"inchikey": "HEMROKPXTCOASZ-UHFFFAOYSA-N",
"smiles": "O=C(CBr)c1ccc(C(F)(F)F)cc1"
},
"smiles": "O=C(CBr)c1ccc(C(F)(F)F)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "7297",
"routeId": "sa_0e8fbca2a8c1b69d16ecca69",
"moleculeId": "sa_8fd78b87527d1a197c6ef895",
"parentId": "7295",
"isLeaf": false,
"molecule": {
"id": "sa_8fd78b87527d1a197c6ef895",
"inchikey": "OAPVIBHQRYFYSE-UHFFFAOYSA-N",
"smiles": "N=c1ccc(-c2ccccc2)c[nH]1"
},
"smiles": "Nc1ccc(-c2ccccc2)cn1",
"reactionStepId": "sa_47c20f56c6e03a4fbad5527f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160120863A1;0319;1870653\",\"rsmi\":\"Br[c:5]1[cH:4][n:3][c:2]([NH2:1])[cH:13][cH:12]1.OB(O)[c:6]1[cH:7][cH:8][cH:9][cH:10][cH:11]1>CC#N.O.O=C(O)O.[Na+].[Na+].c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[NH2:1][c:2]1[n:3][cH:4][c:5](-[c:6]2[cH:7][cH:8][cH:9][cH:10][cH:11]2)[cH:12][cH:13]1\"},\"mapped_reaction_smiles\":\"Br[c:5]1[cH:4][n:3][c:2]([NH2:1])[cH:13][cH:12]1.OB(O)[c:6]1[cH:7][cH:8][cH:9][cH:10][cH:11]1>CC#N.O.O=C(O)O.[Na+].[Na+].c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[NH2:1][c:2]1[n:3][cH:4][c:5](-[c:6]2[cH:7][cH:8][cH:9][cH:10][cH:11]2)[cH:12][cH:13]1\"}",
"reactionStep": {
"id": "sa_47c20f56c6e03a4fbad5527f",
"reactionHash": "9930ad329720d973d78ebad14252800294a9d4d5c89acfec8f8dbee4430abcac"
},
"children": [
{
"id": "7298",
"routeId": "sa_0e8fbca2a8c1b69d16ecca69",
"moleculeId": "sa_05364e99571ecb363666a42f",
"parentId": "7297",
"isLeaf": true,
"molecule": {
"id": "sa_05364e99571ecb363666a42f",
"inchikey": "HXITXNWTGFUOAU-UHFFFAOYSA-N",
"smiles": "OB(O)c1ccccc1"
},
"smiles": "OB(O)c1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "7299",
"routeId": "sa_0e8fbca2a8c1b69d16ecca69",
"moleculeId": "sa_e4e51972976b2b8d9c9b6567",
"parentId": "7297",
"isLeaf": true,
"molecule": {
"id": "sa_e4e51972976b2b8d9c9b6567",
"inchikey": "WGOLHUGPTDEKCF-UHFFFAOYSA-N",
"smiles": "Nc1ccc(Br)cn1"
},
"smiles": "Nc1ccc(Br)cn1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "7300",
"routeId": "sa_0e8fbca2a8c1b69d16ecca69",
"moleculeId": "sa_fa48b0311f9ecb906b2132fe",
"parentId": "7294",
"isLeaf": true,
"molecule": {
"id": "sa_fa48b0311f9ecb906b2132fe",
"inchikey": "WSFSSNUMVMOOMR-UHFFFAOYSA-N",
"smiles": "C=O"
},
"smiles": "C=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "7301",
"routeId": "sa_0e8fbca2a8c1b69d16ecca69",
"moleculeId": "sa_39d71c291f7fdf13918cc969",
"parentId": "7294",
"isLeaf": true,
"molecule": {
"id": "sa_39d71c291f7fdf13918cc969",
"inchikey": "YNAVUWVOSKDBBP-UHFFFAOYSA-N",
"smiles": "C1COCCN1"
},
"smiles": "C1COCCN1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}