Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
O=C(COc1ccc(-c2cnc3ncc(C4(c5ccc6ncccc6c5)CC4)n3c2)cc1)N1CCCC1
InChiKey
UBBGBSDPNOVFOX-UHFFFAOYSA-N
Route Signature
655184b29a29d19f7a2fd6b1ebf4ae6599fa8997eca1426d2f95045911dd5dda
Synthesis route with 3 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_684f5a006998fa46d7fa0e31",
"signature": "655184b29a29d19f7a2fd6b1ebf4ae6599fa8997eca1426d2f95045911dd5dda",
"contentHash": "0f83a2749f479c158a99d66f9f3b839238a354245fc8d9f1b8c091710bed44b2",
"length": 3,
"isConvergent": false
},
"target": {
"id": "sa_83a3a5f231a8c3d86f363cca",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-04149",
"moleculeId": "sa_bf9d3891444796aa5a084e2f",
"smiles": "O=C(COc1ccc(-c2cnc3ncc(C4(c5ccc6ncccc6c5)CC4)n3c2)cc1)N1CCCC1",
"routeLength": 3,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_bf9d3891444796aa5a084e2f",
"inchikey": "UBBGBSDPNOVFOX-UHFFFAOYSA-N",
"smiles": "O=C(COc1ccc(-c2cnc3ncc(C4(c5ccc6ncccc6c5)CC4)n3c2)cc1)N1CCCC1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "15387",
"routeId": "sa_684f5a006998fa46d7fa0e31",
"moleculeId": "sa_bf9d3891444796aa5a084e2f",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_bf9d3891444796aa5a084e2f",
"inchikey": "UBBGBSDPNOVFOX-UHFFFAOYSA-N",
"smiles": "O=C(COc1ccc(-c2cnc3ncc(C4(c5ccc6ncccc6c5)CC4)n3c2)cc1)N1CCCC1"
},
"smiles": "O=C(COc1ccc(-c2cnc3ncc(C4(c5ccc6ncccc6c5)CC4)n3c2)cc1)N1CCCC1",
"reactionStepId": "sa_204b4ac9539851c1cc9cbe3a",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20130324515A1;0462;1458637\",\"rsmi\":\"O=[CH:26][CH:12](Cl)[C:13]1([c:14]2[cH:15][cH:16][c:17]3[n:18][cH:19][cH:20][cH:21][c:22]3[cH:23]2)[CH2:24][CH2:25]1.[O:1]=[C:2]([CH2:3][O:4][c:5]1[cH:6][cH:7][c:8](-[c:9]2[cH:10][n:11][c:28]([NH2:27])[n:29][cH:30]2)[cH:31][cH:32]1)[N:33]1[CH2:34][CH2:35][CH2:36][CH2:37]1>CC(C)O.CO>[O:1]=[C:2]([CH2:3][O:4][c:5]1[cH:6][cH:7][c:8](-[c:9]2[cH:10][n:11]3[c:12]([C:13]4([c:14]5[cH:15][cH:16][c:17]6[n:18][cH:19][cH:20][cH:21][c:22]6[cH:23]5)[CH2:24][CH2:25]4)[cH:26][n:27][c:28]3[n:29][cH:30]2)[cH:31][cH:32]1)[N:33]1[CH2:34][CH2:35][CH2:36][CH2:37]1\"},\"mapped_reaction_smiles\":\"O=[CH:26][CH:12](Cl)[C:13]1([c:14]2[cH:15][cH:16][c:17]3[n:18][cH:19][cH:20][cH:21][c:22]3[cH:23]2)[CH2:24][CH2:25]1.[O:1]=[C:2]([CH2:3][O:4][c:5]1[cH:6][cH:7][c:8](-[c:9]2[cH:10][n:11][c:28]([NH2:27])[n:29][cH:30]2)[cH:31][cH:32]1)[N:33]1[CH2:34][CH2:35][CH2:36][CH2:37]1>CC(C)O.CO>[O:1]=[C:2]([CH2:3][O:4][c:5]1[cH:6][cH:7][c:8](-[c:9]2[cH:10][n:11]3[c:12]([C:13]4([c:14]5[cH:15][cH:16][c:17]6[n:18][cH:19][cH:20][cH:21][c:22]6[cH:23]5)[CH2:24][CH2:25]4)[cH:26][n:27][c:28]3[n:29][cH:30]2)[cH:31][cH:32]1)[N:33]1[CH2:34][CH2:35][CH2:36][CH2:37]1\"}",
"reactionStep": {
"id": "sa_204b4ac9539851c1cc9cbe3a",
"reactionHash": "ea087ef43c18e0b9401c4a0ee0ab9cf4264e6fef15df76e8fc67e8184b82aef3"
},
"children": [
{
"id": "15388",
"routeId": "sa_684f5a006998fa46d7fa0e31",
"moleculeId": "sa_a9f893e03baf600862b68111",
"parentId": "15387",
"isLeaf": false,
"molecule": {
"id": "sa_a9f893e03baf600862b68111",
"inchikey": "HCMWMKSHSFTWIT-UHFFFAOYSA-N",
"smiles": "Nc1ncc(-c2ccc(OCC(=O)N3CCCC3)cc2)cn1"
},
"smiles": "Nc1ncc(-c2ccc(OCC(=O)N3CCCC3)cc2)cn1",
"reactionStepId": "sa_2d33757b234ecf7a6d552110",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20130324515A1;0461;1458636\",\"rsmi\":\"Br[c:6]1[cH:7][cH:8][c:9]([O:10][CH2:11][C:12](=[O:13])[N:14]2[CH2:15][CH2:16][CH2:17][CH2:18]2)[cH:19][cH:20]1.CC1(C)OB([c:5]2[cH:4][n:3][c:2]([NH2:1])[n:22][cH:21]2)OC1(C)C>CCO.CCOC(C)=O.Cc1ccccc1.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][c:9]([O:10][CH2:11][C:12](=[O:13])[N:14]3[CH2:15][CH2:16][CH2:17][CH2:18]3)[cH:19][cH:20]2)[cH:21][n:22]1\"},\"mapped_reaction_smiles\":\"Br[c:6]1[cH:7][cH:8][c:9]([O:10][CH2:11][C:12](=[O:13])[N:14]2[CH2:15][CH2:16][CH2:17][CH2:18]2)[cH:19][cH:20]1.CC1(C)OB([c:5]2[cH:4][n:3][c:2]([NH2:1])[n:22][cH:21]2)OC1(C)C>CCO.CCOC(C)=O.Cc1ccccc1.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][c:9]([O:10][CH2:11][C:12](=[O:13])[N:14]3[CH2:15][CH2:16][CH2:17][CH2:18]3)[cH:19][cH:20]2)[cH:21][n:22]1\"}",
"reactionStep": {
"id": "sa_2d33757b234ecf7a6d552110",
"reactionHash": "38e01ac80b507654ff4d46f8b3e763c03440bf303d3f5a997f62590dd1ed0736"
},
"children": [
{
"id": "15389",
"routeId": "sa_684f5a006998fa46d7fa0e31",
"moleculeId": "sa_b99d18964d781d1b814e72b2",
"parentId": "15388",
"isLeaf": true,
"molecule": {
"id": "sa_b99d18964d781d1b814e72b2",
"inchikey": "BPQVMIDUTRJYSC-UHFFFAOYSA-N",
"smiles": "CC1(C)OB(c2cnc(=N)[nH]c2)OC1(C)C"
},
"smiles": "CC1(C)OB(c2cnc(N)nc2)OC1(C)C",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15390",
"routeId": "sa_684f5a006998fa46d7fa0e31",
"moleculeId": "sa_69e2b123286d0364090fc04a",
"parentId": "15388",
"isLeaf": false,
"molecule": {
"id": "sa_69e2b123286d0364090fc04a",
"inchikey": "NSQYDVFUCBOCMD-UHFFFAOYSA-N",
"smiles": "O=C(COc1ccc(Br)cc1)N1CCCC1"
},
"smiles": "O=C(COc1ccc(Br)cc1)N1CCCC1",
"reactionStepId": "sa_dc4742ed6f35cbbfe0ce02ea",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20130324515A1;0460;1458635\",\"rsmi\":\"O[C:2](=[O:1])[CH2:3][O:4][c:5]1[cH:6][cH:7][c:8]([Br:9])[cH:10][cH:11]1.[NH:12]1[CH2:13][CH2:14][CH2:15][CH2:16]1>CN(C)C=O.ClCCl.O=C(Cl)C(=O)Cl>[O:1]=[C:2]([CH2:3][O:4][c:5]1[cH:6][cH:7][c:8]([Br:9])[cH:10][cH:11]1)[N:12]1[CH2:13][CH2:14][CH2:15][CH2:16]1\"},\"mapped_reaction_smiles\":\"O[C:2](=[O:1])[CH2:3][O:4][c:5]1[cH:6][cH:7][c:8]([Br:9])[cH:10][cH:11]1.[NH:12]1[CH2:13][CH2:14][CH2:15][CH2:16]1>CN(C)C=O.ClCCl.O=C(Cl)C(=O)Cl>[O:1]=[C:2]([CH2:3][O:4][c:5]1[cH:6][cH:7][c:8]([Br:9])[cH:10][cH:11]1)[N:12]1[CH2:13][CH2:14][CH2:15][CH2:16]1\"}",
"reactionStep": {
"id": "sa_dc4742ed6f35cbbfe0ce02ea",
"reactionHash": "4dbbb1246d4454773a6c5377f652294ce6bb18357289ffca88acdbab8b2746fa"
},
"children": [
{
"id": "15391",
"routeId": "sa_684f5a006998fa46d7fa0e31",
"moleculeId": "sa_62377f86fd21f04e8ff496ef",
"parentId": "15390",
"isLeaf": true,
"molecule": {
"id": "sa_62377f86fd21f04e8ff496ef",
"inchikey": "RWRDLPDLKQPQOW-UHFFFAOYSA-N",
"smiles": "C1CCNC1"
},
"smiles": "C1CCNC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15392",
"routeId": "sa_684f5a006998fa46d7fa0e31",
"moleculeId": "sa_5d315a0b3da08cc1e8d0ba00",
"parentId": "15390",
"isLeaf": true,
"molecule": {
"id": "sa_5d315a0b3da08cc1e8d0ba00",
"inchikey": "SZEBGAQWWSUOHT-UHFFFAOYSA-N",
"smiles": "O=C(O)COc1ccc(Br)cc1"
},
"smiles": "O=C(O)COc1ccc(Br)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "15393",
"routeId": "sa_684f5a006998fa46d7fa0e31",
"moleculeId": "sa_e0dfaf1d306f3809ed48dcc1",
"parentId": "15387",
"isLeaf": true,
"molecule": {
"id": "sa_e0dfaf1d306f3809ed48dcc1",
"inchikey": "TZAKHFGDILNCSO-UHFFFAOYSA-N",
"smiles": "O=CC(Cl)C1(c2ccc3ncccc3c2)CC1"
},
"smiles": "O=CC(Cl)C1(c2ccc3ncccc3c2)CC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}