Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC(C)c1noc(N2CCC(CCCOc3ccc(S(C)(=O)=O)c(F)c3)CC2)n1
InChiKey
DPSQJTZWTDOKFO-UHFFFAOYSA-N
Route Signature
621c3907c30aa6f51c7d93dbf34de7432c0a6c48bdc8393ac6e485949b22708d
Synthesis route with 3 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_a1511791bb4bfbf564134662",
"signature": "621c3907c30aa6f51c7d93dbf34de7432c0a6c48bdc8393ac6e485949b22708d",
"contentHash": "b16c3a2ac465831b9a1a6c2ff6852e9adc18bf7906d7b10a152aad9d9a6e43d6",
"length": 3,
"isConvergent": true
},
"target": {
"id": "sa_4c50f2ba545d7f8a18b0dc14",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-00473",
"moleculeId": "sa_05f41f0806d49c05d61a721c",
"smiles": "CC(C)c1noc(N2CCC(CCCOc3ccc(S(C)(=O)=O)c(F)c3)CC2)n1",
"routeLength": 3,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_05f41f0806d49c05d61a721c",
"inchikey": "DPSQJTZWTDOKFO-UHFFFAOYSA-N",
"smiles": "CC(C)c1noc(N2CCC(CCCOc3ccc(S(C)(=O)=O)c(F)c3)CC2)n1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "9509",
"routeId": "sa_a1511791bb4bfbf564134662",
"moleculeId": "sa_05f41f0806d49c05d61a721c",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_05f41f0806d49c05d61a721c",
"inchikey": "DPSQJTZWTDOKFO-UHFFFAOYSA-N",
"smiles": "CC(C)c1noc(N2CCC(CCCOc3ccc(S(C)(=O)=O)c(F)c3)CC2)n1"
},
"smiles": "CC(C)c1noc(N2CCC(CCCOc3ccc(S(C)(=O)=O)c(F)c3)CC2)n1",
"reactionStepId": "sa_712e17d27b5c01b660a0b7c4",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100048632A1;0134;841554\",\"rsmi\":\"O[c:16]1[cH:17][c:18]([F:19])[c:20]([S:21]([CH3:22])(=[O:23])=[O:24])[cH:25][cH:26]1.[CH3:1][CH:2]([CH3:3])[c:4]1[n:5][o:6][c:7]([N:8]2[CH2:9][CH2:10][CH:11]([CH2:12][CH2:13][CH2:14][OH:15])[CH2:27][CH2:28]2)[n:29]1>C1CCOC1.CC(C)OC(=O)/N=N/C(=O)OC(C)C.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][CH:2]([CH3:3])[c:4]1[n:5][o:6][c:7]([N:8]2[CH2:9][CH2:10][CH:11]([CH2:12][CH2:13][CH2:14][O:15][c:16]3[cH:17][c:18]([F:19])[c:20]([S:21]([CH3:22])(=[O:23])=[O:24])[cH:25][cH:26]3)[CH2:27][CH2:28]2)[n:29]1\"},\"mapped_reaction_smiles\":\"O[c:16]1[cH:17][c:18]([F:19])[c:20]([S:21]([CH3:22])(=[O:23])=[O:24])[cH:25][cH:26]1.[CH3:1][CH:2]([CH3:3])[c:4]1[n:5][o:6][c:7]([N:8]2[CH2:9][CH2:10][CH:11]([CH2:12][CH2:13][CH2:14][OH:15])[CH2:27][CH2:28]2)[n:29]1>C1CCOC1.CC(C)OC(=O)/N=N/C(=O)OC(C)C.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][CH:2]([CH3:3])[c:4]1[n:5][o:6][c:7]([N:8]2[CH2:9][CH2:10][CH:11]([CH2:12][CH2:13][CH2:14][O:15][c:16]3[cH:17][c:18]([F:19])[c:20]([S:21]([CH3:22])(=[O:23])=[O:24])[cH:25][cH:26]3)[CH2:27][CH2:28]2)[n:29]1\"}",
"reactionStep": {
"id": "sa_712e17d27b5c01b660a0b7c4",
"reactionHash": "8a022d6955fdb163e1c3ad213e4196eb076a1bab53a8859bf5c384baf37b6374"
},
"children": [
{
"id": "9510",
"routeId": "sa_a1511791bb4bfbf564134662",
"moleculeId": "sa_69af97d2bc36da0927104cb3",
"parentId": "9509",
"isLeaf": false,
"molecule": {
"id": "sa_69af97d2bc36da0927104cb3",
"inchikey": "LGMIMRBZBZTNJS-UHFFFAOYSA-N",
"smiles": "CC(C)c1noc(N2CCC(CCCO)CC2)n1"
},
"smiles": "CC(C)c1noc(N2CCC(CCCO)CC2)n1",
"reactionStepId": "sa_62248a8d87130062e60c3851",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100048632A1;0105;841541\",\"rsmi\":\"N#[C:7][N:8]1[CH2:9][CH2:10][CH:11]([CH2:12][CH2:13][CH2:14][OH:15])[CH2:16][CH2:17]1.[CH3:1][CH:2]([CH3:3])[C:4]([NH:5][OH:6])=[NH:18]>C1CCOC1.CCOC(C)=O.Cl.Cl.[Zn+2]>[CH3:1][CH:2]([CH3:3])[c:4]1[n:5][o:6][c:7]([N:8]2[CH2:9][CH2:10][CH:11]([CH2:12][CH2:13][CH2:14][OH:15])[CH2:16][CH2:17]2)[n:18]1\"},\"mapped_reaction_smiles\":\"N#[C:7][N:8]1[CH2:9][CH2:10][CH:11]([CH2:12][CH2:13][CH2:14][OH:15])[CH2:16][CH2:17]1.[CH3:1][CH:2]([CH3:3])[C:4]([NH:5][OH:6])=[NH:18]>C1CCOC1.CCOC(C)=O.Cl.Cl.[Zn+2]>[CH3:1][CH:2]([CH3:3])[c:4]1[n:5][o:6][c:7]([N:8]2[CH2:9][CH2:10][CH:11]([CH2:12][CH2:13][CH2:14][OH:15])[CH2:16][CH2:17]2)[n:18]1\"}",
"reactionStep": {
"id": "sa_62248a8d87130062e60c3851",
"reactionHash": "c3333ac57dbf02795ad97ea8b4ca1f8e3ca684305c29517643179eaffe739d79"
},
"children": [
{
"id": "9511",
"routeId": "sa_a1511791bb4bfbf564134662",
"moleculeId": "sa_af59ede67cfeb372876c1558",
"parentId": "9510",
"isLeaf": false,
"molecule": {
"id": "sa_af59ede67cfeb372876c1558",
"inchikey": "COTUKDXBXNOPQC-UHFFFAOYSA-N",
"smiles": "N#CN1CCC(CCCO)CC1"
},
"smiles": "N#CN1CCC(CCCO)CC1",
"reactionStepId": "sa_6a70799fa1ad78f719c79111",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100048632A1;0097;841537\",\"rsmi\":\"Br[C:2]#[N:1].[NH:3]1[CH2:4][CH2:5][CH:6]([CH2:7][CH2:8][CH2:9][OH:10])[CH2:11][CH2:12]1>ClCCl.O.O=C(O)O.[Na+]>[N:1]#[C:2][N:3]1[CH2:4][CH2:5][CH:6]([CH2:7][CH2:8][CH2:9][OH:10])[CH2:11][CH2:12]1\"},\"mapped_reaction_smiles\":\"Br[C:2]#[N:1].[NH:3]1[CH2:4][CH2:5][CH:6]([CH2:7][CH2:8][CH2:9][OH:10])[CH2:11][CH2:12]1>ClCCl.O.O=C(O)O.[Na+]>[N:1]#[C:2][N:3]1[CH2:4][CH2:5][CH:6]([CH2:7][CH2:8][CH2:9][OH:10])[CH2:11][CH2:12]1\"}",
"reactionStep": {
"id": "sa_6a70799fa1ad78f719c79111",
"reactionHash": "ab00aef0b194eca49378bdca1e9d0a349f8fbe7873b1e1d224e47948fce21ed6"
},
"children": [
{
"id": "9512",
"routeId": "sa_a1511791bb4bfbf564134662",
"moleculeId": "sa_30011d6f02d7317821269823",
"parentId": "9511",
"isLeaf": true,
"molecule": {
"id": "sa_30011d6f02d7317821269823",
"inchikey": "ATDGTVJJHBUTRL-UHFFFAOYSA-N",
"smiles": "N#CBr"
},
"smiles": "N#CBr",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "9513",
"routeId": "sa_a1511791bb4bfbf564134662",
"moleculeId": "sa_da7902d606d17672a44b3983",
"parentId": "9511",
"isLeaf": true,
"molecule": {
"id": "sa_da7902d606d17672a44b3983",
"inchikey": "DBIMLJDSPUCGGY-UHFFFAOYSA-N",
"smiles": "OCCCC1CCNCC1"
},
"smiles": "OCCCC1CCNCC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "9514",
"routeId": "sa_a1511791bb4bfbf564134662",
"moleculeId": "sa_dafa198e7186dab148199a9c",
"parentId": "9510",
"isLeaf": true,
"molecule": {
"id": "sa_dafa198e7186dab148199a9c",
"inchikey": "JHRDEHLFNLLCQS-UHFFFAOYSA-N",
"smiles": "CC(C)C(N)=NO"
},
"smiles": "CC(C)C(=N)NO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "9515",
"routeId": "sa_a1511791bb4bfbf564134662",
"moleculeId": "sa_be90dfb3d74e9ce993ac3f1e",
"parentId": "9509",
"isLeaf": false,
"molecule": {
"id": "sa_be90dfb3d74e9ce993ac3f1e",
"inchikey": "QATPGVNDVDKTQH-UHFFFAOYSA-N",
"smiles": "CS(=O)(=O)c1ccc(O)cc1F"
},
"smiles": "CS(=O)(=O)c1ccc(O)cc1F",
"reactionStepId": "sa_a07b4b1a9fd4995ebc31aa52",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100048632A1;0095;841536\",\"rsmi\":\"[CH3:1][S:2][c:5]1[c:6]([F:7])[cH:8][c:9]([OH:10])[cH:11][cH:12]1.OS(O[OH:4])=[O:3]>O.[K+]>[CH3:1][S:2](=[O:3])(=[O:4])[c:5]1[c:6]([F:7])[cH:8][c:9]([OH:10])[cH:11][cH:12]1\"},\"mapped_reaction_smiles\":\"[CH3:1][S:2][c:5]1[c:6]([F:7])[cH:8][c:9]([OH:10])[cH:11][cH:12]1.OS(O[OH:4])=[O:3]>O.[K+]>[CH3:1][S:2](=[O:3])(=[O:4])[c:5]1[c:6]([F:7])[cH:8][c:9]([OH:10])[cH:11][cH:12]1\"}",
"reactionStep": {
"id": "sa_a07b4b1a9fd4995ebc31aa52",
"reactionHash": "d9b774a3705ebc1950cec305416ea03d240876b371ecb0797b43efa70d64d24b"
},
"children": [
{
"id": "9516",
"routeId": "sa_a1511791bb4bfbf564134662",
"moleculeId": "sa_772e3d6f4278e1cff6cf430d",
"parentId": "9515",
"isLeaf": true,
"molecule": {
"id": "sa_772e3d6f4278e1cff6cf430d",
"inchikey": "AYSIGUCDFZQVQT-UHFFFAOYSA-N",
"smiles": "O=S(O)OO"
},
"smiles": "O=S(O)OO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "9517",
"routeId": "sa_a1511791bb4bfbf564134662",
"moleculeId": "sa_3e6bfe8c8312c1c8f5285950",
"parentId": "9515",
"isLeaf": true,
"molecule": {
"id": "sa_3e6bfe8c8312c1c8f5285950",
"inchikey": "IPRZAHZGIBFUIV-UHFFFAOYSA-N",
"smiles": "CSc1ccc(O)cc1F"
},
"smiles": "CSc1ccc(O)cc1F",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}