Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CN(C)c1nc(-c2ccc(NC(=O)CN(Cc3ccccc3)C(=O)OC(C)(C)C)cc2)cs1
InChiKey
XEXQLAMWOWYSMH-UHFFFAOYSA-N
Route Signature
cc0ebfc71d32390c406afbb05d5ee1248c1d30131ce1a0eed13c7ee21148adee
Synthesis route with 3 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_54f39d2e2069026b818b9071",
"signature": "cc0ebfc71d32390c406afbb05d5ee1248c1d30131ce1a0eed13c7ee21148adee",
"contentHash": "3ebdaad58ac996b0997c8650b2bfbc5a6687e311ad2dfe4938c13c674670e6e1",
"length": 3,
"isConvergent": false
},
"target": {
"id": "sa_abdf20b9719e2aea01bc05e8",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-09268",
"moleculeId": "sa_28d293461cccd99f58c4c3ce",
"smiles": "CN(C)c1nc(-c2ccc(NC(=O)CN(Cc3ccccc3)C(=O)OC(C)(C)C)cc2)cs1",
"routeLength": 3,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_28d293461cccd99f58c4c3ce",
"inchikey": "XEXQLAMWOWYSMH-UHFFFAOYSA-N",
"smiles": "CN(C)c1nc(-c2ccc(NC(=O)CN(Cc3ccccc3)C(=O)OC(C)(C)C)cc2)cs1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 2
},
"rootNode": {
"id": "8894",
"routeId": "sa_54f39d2e2069026b818b9071",
"moleculeId": "sa_28d293461cccd99f58c4c3ce",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_28d293461cccd99f58c4c3ce",
"inchikey": "XEXQLAMWOWYSMH-UHFFFAOYSA-N",
"smiles": "CN(C)c1nc(-c2ccc(NC(=O)CN(Cc3ccccc3)C(=O)OC(C)(C)C)cc2)cs1"
},
"smiles": "CN(C)c1nc(-c2ccc(NC(=O)CN(Cc3ccccc3)C(=O)OC(C)(C)C)cc2)cs1",
"reactionStepId": "sa_dd72582f6a5f735a93c733d8",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06288091B1;;525969\",\"rsmi\":\"O[C:12](=[O:13])[CH2:14][N:15]([CH2:16][c:17]1[cH:18][cH:19][cH:20][cH:21][cH:22]1)[C:23](=[O:24])[O:25][C:26]([CH3:27])([CH3:28])[CH3:29].[CH3:1][N:2]([CH3:3])[c:4]1[n:5][c:6](-[c:7]2[cH:8][cH:9][c:10]([NH2:11])[cH:30][cH:31]2)[cH:32][s:33]1>CCN(C(C)C)C(C)C.CCOC(C)=O.CN(C)C=O.CN(C)[P+](On1nnc2ccccc21)(N(C)C)N(C)C.F[PH](F)(F)(F)(F)F>[CH3:1][N:2]([CH3:3])[c:4]1[n:5][c:6](-[c:7]2[cH:8][cH:9][c:10]([NH:11][C:12](=[O:13])[CH2:14][N:15]([CH2:16][c:17]3[cH:18][cH:19][cH:20][cH:21][cH:22]3)[C:23](=[O:24])[O:25][C:26]([CH3:27])([CH3:28])[CH3:29])[cH:30][cH:31]2)[cH:32][s:33]1\"},\"mapped_reaction_smiles\":\"O[C:12](=[O:13])[CH2:14][N:15]([CH2:16][c:17]1[cH:18][cH:19][cH:20][cH:21][cH:22]1)[C:23](=[O:24])[O:25][C:26]([CH3:27])([CH3:28])[CH3:29].[CH3:1][N:2]([CH3:3])[c:4]1[n:5][c:6](-[c:7]2[cH:8][cH:9][c:10]([NH2:11])[cH:30][cH:31]2)[cH:32][s:33]1>CCN(C(C)C)C(C)C.CCOC(C)=O.CN(C)C=O.CN(C)[P+](On1nnc2ccccc21)(N(C)C)N(C)C.F[PH](F)(F)(F)(F)F>[CH3:1][N:2]([CH3:3])[c:4]1[n:5][c:6](-[c:7]2[cH:8][cH:9][c:10]([NH:11][C:12](=[O:13])[CH2:14][N:15]([CH2:16][c:17]3[cH:18][cH:19][cH:20][cH:21][cH:22]3)[C:23](=[O:24])[O:25][C:26]([CH3:27])([CH3:28])[CH3:29])[cH:30][cH:31]2)[cH:32][s:33]1\"}",
"reactionStep": {
"id": "sa_dd72582f6a5f735a93c733d8",
"reactionHash": "16ff4860beb0cd00dd62d721a976618b36f3ef3df385a781ad83b11f7f402b8e"
},
"children": [
{
"id": "8895",
"routeId": "sa_54f39d2e2069026b818b9071",
"moleculeId": "sa_c9d74a757ffc6c512b222d4b",
"parentId": "8894",
"isLeaf": false,
"molecule": {
"id": "sa_c9d74a757ffc6c512b222d4b",
"inchikey": "DIQKKCVWFKETQV-UHFFFAOYSA-N",
"smiles": "CN(C)c1nc(-c2ccc(N)cc2)cs1"
},
"smiles": "CN(C)c1nc(-c2ccc(N)cc2)cs1",
"reactionStepId": "sa_f18f031e69d47955f852f33e",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06288091B1;;525968\",\"rsmi\":\"O=[N+:11]([O-])[c:10]1[cH:9][cH:8][c:7](-[c:6]2[n:5][c:4]([N:2]([CH3:1])[CH3:3])[s:15][cH:14]2)[cH:13][cH:12]1>CCO.Cl.[Fe]>[CH3:1][N:2]([CH3:3])[c:4]1[n:5][c:6](-[c:7]2[cH:8][cH:9][c:10]([NH2:11])[cH:12][cH:13]2)[cH:14][s:15]1\"},\"mapped_reaction_smiles\":\"O=[N+:11]([O-])[c:10]1[cH:9][cH:8][c:7](-[c:6]2[n:5][c:4]([N:2]([CH3:1])[CH3:3])[s:15][cH:14]2)[cH:13][cH:12]1>CCO.Cl.[Fe]>[CH3:1][N:2]([CH3:3])[c:4]1[n:5][c:6](-[c:7]2[cH:8][cH:9][c:10]([NH2:11])[cH:12][cH:13]2)[cH:14][s:15]1\"}",
"reactionStep": {
"id": "sa_f18f031e69d47955f852f33e",
"reactionHash": "9ca60c46cff8cee015fe5330d4fdfc1052532d39ae682f56158fa84ecf8d9f0e"
},
"children": [
{
"id": "8896",
"routeId": "sa_54f39d2e2069026b818b9071",
"moleculeId": "sa_0f350338f4fab7eee2e3dc29",
"parentId": "8895",
"isLeaf": false,
"molecule": {
"id": "sa_0f350338f4fab7eee2e3dc29",
"inchikey": "ODCWNXRKYVORLL-UHFFFAOYSA-N",
"smiles": "CN(C)c1nc(-c2ccc([N+](=O)[O-])cc2)cs1"
},
"smiles": "CN(C)c1nc(-c2ccc([N+](=O)[O-])cc2)cs1",
"reactionStepId": "sa_1e7454bcfc76efe678384a3a",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06288091B1;;525967\",\"rsmi\":\"O=[C:6]([c:7]1[cH:8][cH:9][c:10]([N+:11](=[O:12])[O-:13])[cH:14][cH:15]1)[CH2:16]Br.[CH3:1][N:2]([CH3:3])[C:4]([NH2:5])=[S:17]>CC(C)O.CCOC(C)=O>[CH3:1][N:2]([CH3:3])[c:4]1[n:5][c:6](-[c:7]2[cH:8][cH:9][c:10]([N+:11](=[O:12])[O-:13])[cH:14][cH:15]2)[cH:16][s:17]1\"},\"mapped_reaction_smiles\":\"O=[C:6]([c:7]1[cH:8][cH:9][c:10]([N+:11](=[O:12])[O-:13])[cH:14][cH:15]1)[CH2:16]Br.[CH3:1][N:2]([CH3:3])[C:4]([NH2:5])=[S:17]>CC(C)O.CCOC(C)=O>[CH3:1][N:2]([CH3:3])[c:4]1[n:5][c:6](-[c:7]2[cH:8][cH:9][c:10]([N+:11](=[O:12])[O-:13])[cH:14][cH:15]2)[cH:16][s:17]1\"}",
"reactionStep": {
"id": "sa_1e7454bcfc76efe678384a3a",
"reactionHash": "c497f9d24fa16f1f25139b71387033aee6ba624f1b3521d7d6663b2fa09c7aed"
},
"children": [
{
"id": "8897",
"routeId": "sa_54f39d2e2069026b818b9071",
"moleculeId": "sa_624d653b58d50a30218e4709",
"parentId": "8896",
"isLeaf": true,
"molecule": {
"id": "sa_624d653b58d50a30218e4709",
"inchikey": "MBUPVGIGAMCMBT-UHFFFAOYSA-N",
"smiles": "O=C(CBr)c1ccc([N+](=O)[O-])cc1"
},
"smiles": "O=C(CBr)c1ccc([N+](=O)[O-])cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "8898",
"routeId": "sa_54f39d2e2069026b818b9071",
"moleculeId": "sa_84fdee38883a7d2ae85c115a",
"parentId": "8896",
"isLeaf": true,
"molecule": {
"id": "sa_84fdee38883a7d2ae85c115a",
"inchikey": "ZQGWBPQBZHMUFG-UHFFFAOYSA-N",
"smiles": "CN(C)C(=N)S"
},
"smiles": "CN(C)C(N)=S",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "8899",
"routeId": "sa_54f39d2e2069026b818b9071",
"moleculeId": "sa_3720685f3ce551122002a7d1",
"parentId": "8894",
"isLeaf": true,
"molecule": {
"id": "sa_3720685f3ce551122002a7d1",
"inchikey": "JTJQIUJKAQDRJR-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)N(CC(=O)O)Cc1ccccc1"
},
"smiles": "CC(C)(C)OC(=O)N(CC(=O)O)Cc1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}