Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COc1ccc(CNc2nnc(-c3ccc4c(c3)c(-c3nccc(Cl)n3)cn4S(=O)(=O)c3ccc(C)cc3)o2)cc1
InChiKey
GSVQMOFFHHUZOF-UHFFFAOYSA-N
Route Signature
80ae0c63065fe7e78e15f0cea4a8e0f36aac50085ddc19d0f94150a26a6042e5
Synthesis route with 2 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_a66cc4fcfe67c196c05f5d5e",
"signature": "80ae0c63065fe7e78e15f0cea4a8e0f36aac50085ddc19d0f94150a26a6042e5",
"contentHash": "c34c1d032d7a839287964541c97dcfcafcf636f2844c2d8fed765b07ebfd0eed",
"length": 2,
"isConvergent": true
},
"target": {
"id": "sa_c17a0e1ac2f16c1c46390b92",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-06145",
"moleculeId": "sa_0e10320efd3d1886d7e1cbe4",
"smiles": "COc1ccc(CNc2nnc(-c3ccc4c(c3)c(-c3nccc(Cl)n3)cn4S(=O)(=O)c3ccc(C)cc3)o2)cc1",
"routeLength": 2,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_0e10320efd3d1886d7e1cbe4",
"inchikey": "GSVQMOFFHHUZOF-UHFFFAOYSA-N",
"smiles": "COc1ccc(CNc2nnc(-c3ccc4c(c3)c(-c3nccc(Cl)n3)cn4S(=O)(=O)c3ccc(C)cc3)o2)cc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "11513",
"routeId": "sa_a66cc4fcfe67c196c05f5d5e",
"moleculeId": "sa_0e10320efd3d1886d7e1cbe4",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_0e10320efd3d1886d7e1cbe4",
"inchikey": "GSVQMOFFHHUZOF-UHFFFAOYSA-N",
"smiles": "COc1ccc(CNc2nnc(-c3ccc4c(c3)c(-c3nccc(Cl)n3)cn4S(=O)(=O)c3ccc(C)cc3)o2)cc1"
},
"smiles": "COc1ccc(CNc2nnc(-c3ccc4c(c3)c(-c3nccc(Cl)n3)cn4S(=O)(=O)c3ccc(C)cc3)o2)cc1",
"reactionStepId": "sa_b9ecae1e9aaa9a8c1d2a8fce",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US09321756B2;0599;1755952\",\"rsmi\":\"CCCC[Sn](CCCC)(CCCC)[c:20]1[n:21][cH:22][cH:23][c:24]([Cl:25])[n:26]1.I[c:19]1[c:17]2[c:16]([cH:15][cH:14][c:13](-[c:12]3[n:11][n:10][c:9]([NH:8][CH2:7][c:6]4[cH:5][cH:4][c:3]([O:2][CH3:1])[cH:41][cH:40]4)[o:39]3)[cH:18]2)[n:28]([S:29](=[O:30])(=[O:31])[c:32]2[cH:33][cH:34][c:35]([CH3:36])[cH:37][cH:38]2)[cH:27]1>CN(C)C=O.N#N.[Cu]I.c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][NH:8][c:9]2[n:10][n:11][c:12](-[c:13]3[cH:14][cH:15][c:16]4[c:17]([cH:18]3)[c:19](-[c:20]3[n:21][cH:22][cH:23][c:24]([Cl:25])[n:26]3)[cH:27][n:28]4[S:29](=[O:30])(=[O:31])[c:32]3[cH:33][cH:34][c:35]([CH3:36])[cH:37][cH:38]3)[o:39]2)[cH:40][cH:41]1\"},\"mapped_reaction_smiles\":\"CCCC[Sn](CCCC)(CCCC)[c:20]1[n:21][cH:22][cH:23][c:24]([Cl:25])[n:26]1.I[c:19]1[c:17]2[c:16]([cH:15][cH:14][c:13](-[c:12]3[n:11][n:10][c:9]([NH:8][CH2:7][c:6]4[cH:5][cH:4][c:3]([O:2][CH3:1])[cH:41][cH:40]4)[o:39]3)[cH:18]2)[n:28]([S:29](=[O:30])(=[O:31])[c:32]2[cH:33][cH:34][c:35]([CH3:36])[cH:37][cH:38]2)[cH:27]1>CN(C)C=O.N#N.[Cu]I.c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][NH:8][c:9]2[n:10][n:11][c:12](-[c:13]3[cH:14][cH:15][c:16]4[c:17]([cH:18]3)[c:19](-[c:20]3[n:21][cH:22][cH:23][c:24]([Cl:25])[n:26]3)[cH:27][n:28]4[S:29](=[O:30])(=[O:31])[c:32]3[cH:33][cH:34][c:35]([CH3:36])[cH:37][cH:38]3)[o:39]2)[cH:40][cH:41]1\"}",
"reactionStep": {
"id": "sa_b9ecae1e9aaa9a8c1d2a8fce",
"reactionHash": "de6742d770fb68d96ddd2985e36fcb27d7cfe11f67fbd258b09006b43fc7337e"
},
"children": [
{
"id": "11514",
"routeId": "sa_a66cc4fcfe67c196c05f5d5e",
"moleculeId": "sa_95906a7037578a369b97e3a3",
"parentId": "11513",
"isLeaf": false,
"molecule": {
"id": "sa_95906a7037578a369b97e3a3",
"inchikey": "LYCLDHXYCXTOCU-UHFFFAOYSA-N",
"smiles": "CCC[CH2][Sn]([CH2]CCC)([CH2]CCC)[c]1nccc(Cl)n1"
},
"smiles": "CCC[CH2][Sn]([CH2]CCC)([CH2]CCC)[c]1nccc(Cl)n1",
"reactionStepId": "sa_3b7a38a54c5d6e1f8b3fd0af",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US09321756B2;0598;1755951\",\"rsmi\":\"Cl[c:14]1[n:15][cH:16][cH:17][c:18]([Cl:19])[n:20]1.[CH3:1][CH2:2][CH2:3][CH2:4][SnH:5]([CH2:6][CH2:7][CH2:8][CH3:9])[CH2:10][CH2:11][CH2:12][CH3:13]>C1CCOC1.CC(C)NC(C)C.[Li+]>[CH3:1][CH2:2][CH2:3][CH2:4][Sn:5]([CH2:6][CH2:7][CH2:8][CH3:9])([CH2:10][CH2:11][CH2:12][CH3:13])[c:14]1[n:15][cH:16][cH:17][c:18]([Cl:19])[n:20]1\"},\"mapped_reaction_smiles\":\"Cl[c:14]1[n:15][cH:16][cH:17][c:18]([Cl:19])[n:20]1.[CH3:1][CH2:2][CH2:3][CH2:4][SnH:5]([CH2:6][CH2:7][CH2:8][CH3:9])[CH2:10][CH2:11][CH2:12][CH3:13]>C1CCOC1.CC(C)NC(C)C.[Li+]>[CH3:1][CH2:2][CH2:3][CH2:4][Sn:5]([CH2:6][CH2:7][CH2:8][CH3:9])([CH2:10][CH2:11][CH2:12][CH3:13])[c:14]1[n:15][cH:16][cH:17][c:18]([Cl:19])[n:20]1\"}",
"reactionStep": {
"id": "sa_3b7a38a54c5d6e1f8b3fd0af",
"reactionHash": "c9819a9d1014c2f804264b9002e87f0bbc2b28e336a9592bbde4793546f2631b"
},
"children": [
{
"id": "11515",
"routeId": "sa_a66cc4fcfe67c196c05f5d5e",
"moleculeId": "sa_aeda22e5315bd455d285f564",
"parentId": "11514",
"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": "11516",
"routeId": "sa_a66cc4fcfe67c196c05f5d5e",
"moleculeId": "sa_e7ae48fd16b16289a8f78424",
"parentId": "11514",
"isLeaf": true,
"molecule": {
"id": "sa_e7ae48fd16b16289a8f78424",
"inchikey": "DBGVGMSCBYYSLD-UHFFFAOYSA-N",
"smiles": "CCC[CH2][SnH]([CH2]CCC)[CH2]CCC"
},
"smiles": "CCC[CH2][SnH]([CH2]CCC)[CH2]CCC",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "11517",
"routeId": "sa_a66cc4fcfe67c196c05f5d5e",
"moleculeId": "sa_d29dfb08005968fd22be5b50",
"parentId": "11513",
"isLeaf": false,
"molecule": {
"id": "sa_d29dfb08005968fd22be5b50",
"inchikey": "OOCCFZKLIUVDFH-UHFFFAOYSA-N",
"smiles": "COc1ccc(CNc2nnc(-c3ccc4c(c3)c(I)cn4S(=O)(=O)c3ccc(C)cc3)o2)cc1"
},
"smiles": "COc1ccc(CNc2nnc(-c3ccc4c(c3)c(I)cn4S(=O)(=O)c3ccc(C)cc3)o2)cc1",
"reactionStepId": "sa_c3a8a2f9ddf4b4dc02c49ef1",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US09321756B2;0579;1755940\",\"rsmi\":\"Cl[S:23](=[O:24])(=[O:25])[c:26]1[cH:27][cH:28][c:29]([CH3:30])[cH:31][cH:32]1.[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][NH:8][c:9]2[n:10][n:11][c:12](-[c:13]3[cH:14][cH:15][c:16]4[c:17]([cH:18]3)[c:19]([I:20])[cH:21][nH:22]4)[o:33]2)[cH:34][cH:35]1>CN(C)C=O.[HH].[Na+]>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][NH:8][c:9]2[n:10][n:11][c:12](-[c:13]3[cH:14][cH:15][c:16]4[c:17]([cH:18]3)[c:19]([I:20])[cH:21][n:22]4[S:23](=[O:24])(=[O:25])[c:26]3[cH:27][cH:28][c:29]([CH3:30])[cH:31][cH:32]3)[o:33]2)[cH:34][cH:35]1\"},\"mapped_reaction_smiles\":\"Cl[S:23](=[O:24])(=[O:25])[c:26]1[cH:27][cH:28][c:29]([CH3:30])[cH:31][cH:32]1.[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][NH:8][c:9]2[n:10][n:11][c:12](-[c:13]3[cH:14][cH:15][c:16]4[c:17]([cH:18]3)[c:19]([I:20])[cH:21][nH:22]4)[o:33]2)[cH:34][cH:35]1>CN(C)C=O.[HH].[Na+]>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][NH:8][c:9]2[n:10][n:11][c:12](-[c:13]3[cH:14][cH:15][c:16]4[c:17]([cH:18]3)[c:19]([I:20])[cH:21][n:22]4[S:23](=[O:24])(=[O:25])[c:26]3[cH:27][cH:28][c:29]([CH3:30])[cH:31][cH:32]3)[o:33]2)[cH:34][cH:35]1\"}",
"reactionStep": {
"id": "sa_c3a8a2f9ddf4b4dc02c49ef1",
"reactionHash": "715e658d1600533b3487da896011eb6522612028401a35d8ec25b98765c29fd6"
},
"children": [
{
"id": "11518",
"routeId": "sa_a66cc4fcfe67c196c05f5d5e",
"moleculeId": "sa_6c0eda8122e192157e22cf51",
"parentId": "11517",
"isLeaf": true,
"molecule": {
"id": "sa_6c0eda8122e192157e22cf51",
"inchikey": "XJISCDSGTXZIQO-UHFFFAOYSA-N",
"smiles": "COc1ccc(CNc2nnc(-c3ccc4[nH]cc(I)c4c3)o2)cc1"
},
"smiles": "COc1ccc(CNc2nnc(-c3ccc4[nH]cc(I)c4c3)o2)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11519",
"routeId": "sa_a66cc4fcfe67c196c05f5d5e",
"moleculeId": "sa_28189ad2d33238c7f987ecf5",
"parentId": "11517",
"isLeaf": true,
"molecule": {
"id": "sa_28189ad2d33238c7f987ecf5",
"inchikey": "YYROPELSRYBVMQ-UHFFFAOYSA-N",
"smiles": "Cc1ccc(S(=O)(=O)Cl)cc1"
},
"smiles": "Cc1ccc(S(=O)(=O)Cl)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}