Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
C=CC(=O)Nc1ccc(Sc2ccnc(Nc3ccc(N4CCOCC4)cc3)n2)cc1
InChiKey
KZFJUQVAHXDRJX-UHFFFAOYSA-N
Route Signature
8e55ffa1353c9ba7475571f7cc5e6b65cb52cbb14dd06bd2321b85b6e6e28eec
Synthesis route with 3 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_dda3a676d985512f81420939",
"signature": "8e55ffa1353c9ba7475571f7cc5e6b65cb52cbb14dd06bd2321b85b6e6e28eec",
"contentHash": "a2fdaede1bf0f4fe253ad03571ef13c70b66ae9508a33ca0922c421d8474f5b0",
"length": 3,
"isConvergent": false
},
"target": {
"id": "sa_81cf8d8a18168fd57242a549",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-08771",
"moleculeId": "sa_c0b36397977e50a99975d924",
"smiles": "C=CC(=O)Nc1ccc(Sc2ccnc(Nc3ccc(N4CCOCC4)cc3)n2)cc1",
"routeLength": 3,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_c0b36397977e50a99975d924",
"inchikey": "KZFJUQVAHXDRJX-UHFFFAOYSA-N",
"smiles": "C=CC(=O)Nc1ccc(Sc2ccnc(Nc3ccc(N4CCOCC4)cc3)n2)cc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "8682",
"routeId": "sa_dda3a676d985512f81420939",
"moleculeId": "sa_c0b36397977e50a99975d924",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_c0b36397977e50a99975d924",
"inchikey": "KZFJUQVAHXDRJX-UHFFFAOYSA-N",
"smiles": "C=CC(=O)Nc1ccc(Sc2ccnc(Nc3ccc(N4CCOCC4)cc3)n2)cc1"
},
"smiles": "C=CC(=O)Nc1ccc(Sc2ccnc(Nc3ccc(N4CCOCC4)cc3)n2)cc1",
"reactionStepId": "sa_e61e085f34f3b61664afe1a9",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140051703A1;0189;1490709\",\"rsmi\":\"Cl[c:13]1[n:12][c:11]([S:10][c:9]2[cH:8][cH:7][c:6]([NH:5][C:3]([CH:2]=[CH2:1])=[O:4])[cH:31][cH:30]2)[cH:29][cH:28][n:27]1.[NH2:14][c:15]1[cH:16][cH:17][c:18]([N:19]2[CH2:20][CH2:21][O:22][CH2:23][CH2:24]2)[cH:25][cH:26]1>>[CH2:1]=[CH:2][C:3](=[O:4])[NH:5][c:6]1[cH:7][cH:8][c:9]([S:10][c:11]2[n:12][c:13]([NH:14][c:15]3[cH:16][cH:17][c:18]([N:19]4[CH2:20][CH2:21][O:22][CH2:23][CH2:24]4)[cH:25][cH:26]3)[n:27][cH:28][cH:29]2)[cH:30][cH:31]1\"},\"mapped_reaction_smiles\":\"Cl[c:13]1[n:12][c:11]([S:10][c:9]2[cH:8][cH:7][c:6]([NH:5][C:3]([CH:2]=[CH2:1])=[O:4])[cH:31][cH:30]2)[cH:29][cH:28][n:27]1.[NH2:14][c:15]1[cH:16][cH:17][c:18]([N:19]2[CH2:20][CH2:21][O:22][CH2:23][CH2:24]2)[cH:25][cH:26]1>>[CH2:1]=[CH:2][C:3](=[O:4])[NH:5][c:6]1[cH:7][cH:8][c:9]([S:10][c:11]2[n:12][c:13]([NH:14][c:15]3[cH:16][cH:17][c:18]([N:19]4[CH2:20][CH2:21][O:22][CH2:23][CH2:24]4)[cH:25][cH:26]3)[n:27][cH:28][cH:29]2)[cH:30][cH:31]1\"}",
"reactionStep": {
"id": "sa_e61e085f34f3b61664afe1a9",
"reactionHash": "f4c6b2db4ca82f842433544e9ca74ca7302c8d731f578e4a5f9f999a1126a666"
},
"children": [
{
"id": "8683",
"routeId": "sa_dda3a676d985512f81420939",
"moleculeId": "sa_c97532b0d0642a556cc10b15",
"parentId": "8682",
"isLeaf": true,
"molecule": {
"id": "sa_c97532b0d0642a556cc10b15",
"inchikey": "PHNDZBFLOPIMSM-UHFFFAOYSA-N",
"smiles": "Nc1ccc(N2CCOCC2)cc1"
},
"smiles": "Nc1ccc(N2CCOCC2)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "8684",
"routeId": "sa_dda3a676d985512f81420939",
"moleculeId": "sa_33d4ed9a51b2374f8f5f76b9",
"parentId": "8682",
"isLeaf": false,
"molecule": {
"id": "sa_33d4ed9a51b2374f8f5f76b9",
"inchikey": "RPMHXAIEFVPELO-UHFFFAOYSA-N",
"smiles": "C=CC(=O)Nc1ccc(Sc2ccnc(Cl)n2)cc1"
},
"smiles": "C=CC(=O)Nc1ccc(Sc2ccnc(Cl)n2)cc1",
"reactionStepId": "sa_bc371b45dc56a87206a47316",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140051703A1;0202;1490721\",\"rsmi\":\"O[C:3]([CH:2]=[CH2:1])=[O:4].[NH2:5][c:6]1[cH:7][cH:8][c:9]([S:10][c:11]2[n:12][c:13]([Cl:14])[n:15][cH:16][cH:17]2)[cH:18][cH:19]1>NSc1ccc(-c2ccnc(Cl)n2)cc1>[CH2:1]=[CH:2][C:3](=[O:4])[NH:5][c:6]1[cH:7][cH:8][c:9]([S:10][c:11]2[n:12][c:13]([Cl:14])[n:15][cH:16][cH:17]2)[cH:18][cH:19]1\"},\"mapped_reaction_smiles\":\"O[C:3]([CH:2]=[CH2:1])=[O:4].[NH2:5][c:6]1[cH:7][cH:8][c:9]([S:10][c:11]2[n:12][c:13]([Cl:14])[n:15][cH:16][cH:17]2)[cH:18][cH:19]1>NSc1ccc(-c2ccnc(Cl)n2)cc1>[CH2:1]=[CH:2][C:3](=[O:4])[NH:5][c:6]1[cH:7][cH:8][c:9]([S:10][c:11]2[n:12][c:13]([Cl:14])[n:15][cH:16][cH:17]2)[cH:18][cH:19]1\"}",
"reactionStep": {
"id": "sa_bc371b45dc56a87206a47316",
"reactionHash": "cfd6dda0d83e0bb612bbb1c5e70cafcd17e95fcf38ab18c61edec765008fb0bd"
},
"children": [
{
"id": "8685",
"routeId": "sa_dda3a676d985512f81420939",
"moleculeId": "sa_06cdf489de8f8bb51871956b",
"parentId": "8684",
"isLeaf": true,
"molecule": {
"id": "sa_06cdf489de8f8bb51871956b",
"inchikey": "NIXOWILDQLNWCW-UHFFFAOYSA-N",
"smiles": "C=CC(=O)O"
},
"smiles": "C=CC(=O)O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "8686",
"routeId": "sa_dda3a676d985512f81420939",
"moleculeId": "sa_9a7cd2c4134f25b789ce005e",
"parentId": "8684",
"isLeaf": false,
"molecule": {
"id": "sa_9a7cd2c4134f25b789ce005e",
"inchikey": "WQRNFXFWYRXZKF-UHFFFAOYSA-N",
"smiles": "Nc1ccc(Sc2ccnc(Cl)n2)cc1"
},
"smiles": "Nc1ccc(Sc2ccnc(Cl)n2)cc1",
"reactionStepId": "sa_7a7e730dea7dbe18a454acb3",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140051703A1;0182;1490703\",\"rsmi\":\"Cl[c:7]1[n:8][c:9]([Cl:10])[n:11][cH:12][cH:13]1.[NH2:1][c:2]1[cH:3][cH:4][c:5]([SH:6])[cH:14][cH:15]1>C1CCOC1.CCOC(C)=O.[HH].[Na+]>[NH2:1][c:2]1[cH:3][cH:4][c:5]([S:6][c:7]2[n:8][c:9]([Cl:10])[n:11][cH:12][cH:13]2)[cH:14][cH:15]1\"},\"mapped_reaction_smiles\":\"Cl[c:7]1[n:8][c:9]([Cl:10])[n:11][cH:12][cH:13]1.[NH2:1][c:2]1[cH:3][cH:4][c:5]([SH:6])[cH:14][cH:15]1>C1CCOC1.CCOC(C)=O.[HH].[Na+]>[NH2:1][c:2]1[cH:3][cH:4][c:5]([S:6][c:7]2[n:8][c:9]([Cl:10])[n:11][cH:12][cH:13]2)[cH:14][cH:15]1\"}",
"reactionStep": {
"id": "sa_7a7e730dea7dbe18a454acb3",
"reactionHash": "581d6de56af71aabed239a1462d684dfb8b332f099bc608d83c810e56dc8bb02"
},
"children": [
{
"id": "8687",
"routeId": "sa_dda3a676d985512f81420939",
"moleculeId": "sa_aeda22e5315bd455d285f564",
"parentId": "8686",
"isLeaf": true,
"molecule": {
"id": "sa_aeda22e5315bd455d285f564",
"inchikey": "BTTNYQZNBZNDOR-UHFFFAOYSA-N",
"smiles": "Clc1ccnc(Cl)n1"
},
"smiles": "Clc1ccnc(Cl)n1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "8688",
"routeId": "sa_dda3a676d985512f81420939",
"moleculeId": "sa_9c08c69502890ceb9239259f",
"parentId": "8686",
"isLeaf": true,
"molecule": {
"id": "sa_9c08c69502890ceb9239259f",
"inchikey": "WCDSVWRUXWCYFN-UHFFFAOYSA-N",
"smiles": "Nc1ccc(S)cc1"
},
"smiles": "Nc1ccc(S)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}