Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCn1c(=O)c(-c2nccs2)cc2c(C)nc(Nc3ccc(N4CCNCC4)cc3)nc21
InChiKey
QXMLQJNZQIGGIK-UHFFFAOYSA-N
Route Signature
1157bd9ebf23cff7d2f2f98e0a610251905e8b708e6713d8d8ea1f25c3e6fd6b
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_69a133c9d83e702cb27b16d0",
"signature": "1157bd9ebf23cff7d2f2f98e0a610251905e8b708e6713d8d8ea1f25c3e6fd6b",
"contentHash": "e2d147ba57eb0379fb0042fe0c87030bd37e8ae9fc4995f21727292e2494b78a",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_5812c8d7ca4c408782e737e5",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-05718",
"moleculeId": "sa_d0e03a76ea7ec7df144e43cb",
"smiles": "CCn1c(=O)c(-c2nccs2)cc2c(C)nc(Nc3ccc(N4CCNCC4)cc3)nc21",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_d0e03a76ea7ec7df144e43cb",
"inchikey": "QXMLQJNZQIGGIK-UHFFFAOYSA-N",
"smiles": "CCn1c(=O)c(-c2nccs2)cc2c(C)nc(Nc3ccc(N4CCNCC4)cc3)nc21"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "15756",
"routeId": "sa_69a133c9d83e702cb27b16d0",
"moleculeId": "sa_d0e03a76ea7ec7df144e43cb",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_d0e03a76ea7ec7df144e43cb",
"inchikey": "QXMLQJNZQIGGIK-UHFFFAOYSA-N",
"smiles": "CCn1c(=O)c(-c2nccs2)cc2c(C)nc(Nc3ccc(N4CCNCC4)cc3)nc21"
},
"smiles": "CCn1c(=O)c(-c2nccs2)cc2c(C)nc(Nc3ccc(N4CCNCC4)cc3)nc21",
"reactionStepId": "sa_05e84f9cfca10f72c4af93a4",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090062274A1;0376;675128\",\"rsmi\":\"CC(C)(C)OC(=O)[N:25]1[CH2:24][CH2:23][N:22]([c:21]2[cH:20][cH:19][c:18]([NH:17][c:16]3[n:15][c:14]4[n:3]([CH2:2][CH3:1])[c:4](=[O:5])[c:6](-[c:7]5[n:8][cH:9][cH:10][s:11]5)[cH:12][c:13]4[c:31]([CH3:32])[n:30]3)[cH:29][cH:28]2)[CH2:27][CH2:26]1>CO.Cl>[CH3:1][CH2:2][n:3]1[c:4](=[O:5])[c:6](-[c:7]2[n:8][cH:9][cH:10][s:11]2)[cH:12][c:13]2[c:14]1[n:15][c:16]([NH:17][c:18]1[cH:19][cH:20][c:21]([N:22]3[CH2:23][CH2:24][NH:25][CH2:26][CH2:27]3)[cH:28][cH:29]1)[n:30][c:31]2[CH3:32]\"},\"mapped_reaction_smiles\":\"CC(C)(C)OC(=O)[N:25]1[CH2:24][CH2:23][N:22]([c:21]2[cH:20][cH:19][c:18]([NH:17][c:16]3[n:15][c:14]4[n:3]([CH2:2][CH3:1])[c:4](=[O:5])[c:6](-[c:7]5[n:8][cH:9][cH:10][s:11]5)[cH:12][c:13]4[c:31]([CH3:32])[n:30]3)[cH:29][cH:28]2)[CH2:27][CH2:26]1>CO.Cl>[CH3:1][CH2:2][n:3]1[c:4](=[O:5])[c:6](-[c:7]2[n:8][cH:9][cH:10][s:11]2)[cH:12][c:13]2[c:14]1[n:15][c:16]([NH:17][c:18]1[cH:19][cH:20][c:21]([N:22]3[CH2:23][CH2:24][NH:25][CH2:26][CH2:27]3)[cH:28][cH:29]1)[n:30][c:31]2[CH3:32]\"}",
"reactionStep": {
"id": "sa_05e84f9cfca10f72c4af93a4",
"reactionHash": "445680972a35b0e966179139716682e6e8957b86cc513930bf0c2af6625829ef"
},
"children": [
{
"id": "15757",
"routeId": "sa_69a133c9d83e702cb27b16d0",
"moleculeId": "sa_a6178052ed58d8e1ecbb191c",
"parentId": "15756",
"isLeaf": false,
"molecule": {
"id": "sa_a6178052ed58d8e1ecbb191c",
"inchikey": "CVDJIQSQVPOWSZ-UHFFFAOYSA-N",
"smiles": "CCn1c(=O)c(-c2nccs2)cc2c(C)nc(Nc3ccc(N4CCN(C(=O)OC(C)(C)C)CC4)cc3)nc21"
},
"smiles": "CCn1c(=O)c(-c2nccs2)cc2c(C)nc(Nc3ccc(N4CCN(C(=O)OC(C)(C)C)CC4)cc3)nc21",
"reactionStepId": "sa_2f1d017965daec67cdb8636f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090062274A1;0375;675127\",\"rsmi\":\"I[c:18]1[cH:19][cH:20][c:21]([N:22]2[CH2:23][CH2:24][N:25]([C:26](=[O:27])[O:28][C:29]([CH3:30])([CH3:31])[CH3:32])[CH2:33][CH2:34]2)[cH:35][cH:36]1.[CH3:1][CH2:2][n:3]1[c:4](=[O:5])[c:6](-[c:7]2[n:8][cH:9][cH:10][s:11]2)[cH:12][c:13]2[c:14]1[n:15][c:16]([NH2:17])[n:37][c:38]2[CH3:39]>CC(=O)O.CC(C)(C)P(c1ccccc1-c1ccccc1)C(C)(C)C.CCC(C)(C)O.Cc1ccccc1.[Na+].[Pd]>[CH3:1][CH2:2][n:3]1[c:4](=[O:5])[c:6](-[c:7]2[n:8][cH:9][cH:10][s:11]2)[cH:12][c:13]2[c:14]1[n:15][c:16]([NH:17][c:18]1[cH:19][cH:20][c:21]([N:22]3[CH2:23][CH2:24][N:25]([C:26](=[O:27])[O:28][C:29]([CH3:30])([CH3:31])[CH3:32])[CH2:33][CH2:34]3)[cH:35][cH:36]1)[n:37][c:38]2[CH3:39]\"},\"mapped_reaction_smiles\":\"I[c:18]1[cH:19][cH:20][c:21]([N:22]2[CH2:23][CH2:24][N:25]([C:26](=[O:27])[O:28][C:29]([CH3:30])([CH3:31])[CH3:32])[CH2:33][CH2:34]2)[cH:35][cH:36]1.[CH3:1][CH2:2][n:3]1[c:4](=[O:5])[c:6](-[c:7]2[n:8][cH:9][cH:10][s:11]2)[cH:12][c:13]2[c:14]1[n:15][c:16]([NH2:17])[n:37][c:38]2[CH3:39]>CC(=O)O.CC(C)(C)P(c1ccccc1-c1ccccc1)C(C)(C)C.CCC(C)(C)O.Cc1ccccc1.[Na+].[Pd]>[CH3:1][CH2:2][n:3]1[c:4](=[O:5])[c:6](-[c:7]2[n:8][cH:9][cH:10][s:11]2)[cH:12][c:13]2[c:14]1[n:15][c:16]([NH:17][c:18]1[cH:19][cH:20][c:21]([N:22]3[CH2:23][CH2:24][N:25]([C:26](=[O:27])[O:28][C:29]([CH3:30])([CH3:31])[CH3:32])[CH2:33][CH2:34]3)[cH:35][cH:36]1)[n:37][c:38]2[CH3:39]\"}",
"reactionStep": {
"id": "sa_2f1d017965daec67cdb8636f",
"reactionHash": "699f20382c925def7fcbdcbb961c4e88a8c1c2157be8e825846866461360d172"
},
"children": [
{
"id": "15758",
"routeId": "sa_69a133c9d83e702cb27b16d0",
"moleculeId": "sa_a5d42478e2f4247e26b305be",
"parentId": "15757",
"isLeaf": false,
"molecule": {
"id": "sa_a5d42478e2f4247e26b305be",
"inchikey": "PNSLJZNTNVQKHL-UHFFFAOYSA-N",
"smiles": "CCn1c(=O)c(-c2nccs2)cc2c(C)nc(N)nc21"
},
"smiles": "CCn1c(=O)c(-c2nccs2)cc2c(C)nc(N)nc21",
"reactionStepId": "sa_8ad9890de8f65daed2979800",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090062274A1;0374;675126\",\"rsmi\":\"Br[c:6]1[c:4](=[O:5])[n:3]([CH2:2][CH3:1])[c:14]2[c:13]([cH:12]1)[c:19]([CH3:20])[n:18][c:16]([NH2:17])[n:15]2.CCCC[Sn](CCCC)(CCCC)[c:7]1[n:8][cH:9][cH:10][s:11]1>Cc1ccccc1.c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[CH3:1][CH2:2][n:3]1[c:4](=[O:5])[c:6](-[c:7]2[n:8][cH:9][cH:10][s:11]2)[cH:12][c:13]2[c:14]1[n:15][c:16]([NH2:17])[n:18][c:19]2[CH3:20]\"},\"mapped_reaction_smiles\":\"Br[c:6]1[c:4](=[O:5])[n:3]([CH2:2][CH3:1])[c:14]2[c:13]([cH:12]1)[c:19]([CH3:20])[n:18][c:16]([NH2:17])[n:15]2.CCCC[Sn](CCCC)(CCCC)[c:7]1[n:8][cH:9][cH:10][s:11]1>Cc1ccccc1.c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[CH3:1][CH2:2][n:3]1[c:4](=[O:5])[c:6](-[c:7]2[n:8][cH:9][cH:10][s:11]2)[cH:12][c:13]2[c:14]1[n:15][c:16]([NH2:17])[n:18][c:19]2[CH3:20]\"}",
"reactionStep": {
"id": "sa_8ad9890de8f65daed2979800",
"reactionHash": "8ea40d2e1ac1087e4233db9c313df60f4bf0e4b36d3ddec2d9ee720659a9cc46"
},
"children": [
{
"id": "15759",
"routeId": "sa_69a133c9d83e702cb27b16d0",
"moleculeId": "sa_8b67b9b779e34e5eab682654",
"parentId": "15758",
"isLeaf": true,
"molecule": {
"id": "sa_8b67b9b779e34e5eab682654",
"inchikey": "WUOFQGMXQCSPPV-UHFFFAOYSA-N",
"smiles": "CCC[CH2][Sn]([CH2]CCC)([CH2]CCC)[c]1nccs1"
},
"smiles": "CCC[CH2][Sn]([CH2]CCC)([CH2]CCC)[c]1nccs1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15760",
"routeId": "sa_69a133c9d83e702cb27b16d0",
"moleculeId": "sa_bac77124e9a94b48346b8eae",
"parentId": "15758",
"isLeaf": false,
"molecule": {
"id": "sa_bac77124e9a94b48346b8eae",
"inchikey": "XGGDKQNBRWZINE-UHFFFAOYSA-N",
"smiles": "CCn1c(=O)c(Br)cc2c(C)nc(N)nc21"
},
"smiles": "CCn1c(=O)c(Br)cc2c(C)nc(N)nc21",
"reactionStepId": "sa_ea2b94623a3da737c8aeb1f5",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090062274A1;0257;675113\",\"rsmi\":\"Br[Br:7].[CH3:1][CH2:2][n:3]1[c:4](=[O:5])[cH:6][cH:8][c:9]2[c:10]1[n:11][c:12]([NH2:13])[n:14][c:15]2[CH3:16]>CC(C)=O.ClCCl>[CH3:1][CH2:2][n:3]1[c:4](=[O:5])[c:6]([Br:7])[cH:8][c:9]2[c:10]1[n:11][c:12]([NH2:13])[n:14][c:15]2[CH3:16]\"},\"mapped_reaction_smiles\":\"Br[Br:7].[CH3:1][CH2:2][n:3]1[c:4](=[O:5])[cH:6][cH:8][c:9]2[c:10]1[n:11][c:12]([NH2:13])[n:14][c:15]2[CH3:16]>CC(C)=O.ClCCl>[CH3:1][CH2:2][n:3]1[c:4](=[O:5])[c:6]([Br:7])[cH:8][c:9]2[c:10]1[n:11][c:12]([NH2:13])[n:14][c:15]2[CH3:16]\"}",
"reactionStep": {
"id": "sa_ea2b94623a3da737c8aeb1f5",
"reactionHash": "28e52924a36f19c97445433fcd9378984729144a62dcc7002a5c3f7ce008b817"
},
"children": [
{
"id": "15761",
"routeId": "sa_69a133c9d83e702cb27b16d0",
"moleculeId": "sa_24211e89e565c162ea935f73",
"parentId": "15760",
"isLeaf": true,
"molecule": {
"id": "sa_24211e89e565c162ea935f73",
"inchikey": "GDTBXPJZTBHREO-UHFFFAOYSA-N",
"smiles": "BrBr"
},
"smiles": "BrBr",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15762",
"routeId": "sa_69a133c9d83e702cb27b16d0",
"moleculeId": "sa_2ee92ae96cd03ef77c3e4fd2",
"parentId": "15760",
"isLeaf": true,
"molecule": {
"id": "sa_2ee92ae96cd03ef77c3e4fd2",
"inchikey": "GYIRYQBREBFQOD-UHFFFAOYSA-N",
"smiles": "CCn1c(=O)ccc2c(C)nc(N)nc21"
},
"smiles": "CCn1c(=O)ccc2c(C)nc(N)nc21",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "15763",
"routeId": "sa_69a133c9d83e702cb27b16d0",
"moleculeId": "sa_70d0ebc121ad4a6e7df8ce68",
"parentId": "15757",
"isLeaf": true,
"molecule": {
"id": "sa_70d0ebc121ad4a6e7df8ce68",
"inchikey": "ZOWJTZMYSLZILG-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)N1CCN(c2ccc(I)cc2)CC1"
},
"smiles": "CC(C)(C)OC(=O)N1CCN(c2ccc(I)cc2)CC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}