Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CN(CCCn1c(=O)[nH]c2cc(C=O)ccc21)[C@H]1CC[C@H](OC(=O)C(O)(c2cccs2)c2cccs2)CC1
InChiKey
BMKBQSQTEAIPHV-MEMLXQNLSA-N
Route Signature
7096f9fc4aef60ea1a92cb3c96858b614bbd63af2ed768bbc0a7ab7d0a858992
Synthesis route with 3 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_a086223b981760bd7dcad67a",
"signature": "7096f9fc4aef60ea1a92cb3c96858b614bbd63af2ed768bbc0a7ab7d0a858992",
"contentHash": "1ada00e7bfecb4c96aa8572dc9a2ea9696cbdee74a7f69a8f6179ec7aca6538e",
"length": 3,
"isConvergent": true
},
"target": {
"id": "sa_aed2546fb0fcc3607f6c1f97",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-07769",
"moleculeId": "sa_759cea7c7969f3d5aef92da4",
"smiles": "CN(CCCn1c(=O)[nH]c2cc(C=O)ccc21)[C@H]1CC[C@H](OC(=O)C(O)(c2cccs2)c2cccs2)CC1",
"routeLength": 3,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_759cea7c7969f3d5aef92da4",
"inchikey": "BMKBQSQTEAIPHV-MEMLXQNLSA-N",
"smiles": "CN(CCCn1c(=O)[nH]c2cc(C=O)ccc21)[C@H]1CC[C@H](OC(=O)C(O)(c2cccs2)c2cccs2)CC1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "11797",
"routeId": "sa_a086223b981760bd7dcad67a",
"moleculeId": "sa_759cea7c7969f3d5aef92da4",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_759cea7c7969f3d5aef92da4",
"inchikey": "BMKBQSQTEAIPHV-MEMLXQNLSA-N",
"smiles": "CN(CCCn1c(=O)[nH]c2cc(C=O)ccc21)[C@H]1CC[C@H](OC(=O)C(O)(c2cccs2)c2cccs2)CC1"
},
"smiles": "CN(CCCn1c(=O)[nH]c2cc(C=O)ccc21)[C@H]1CC[C@H](OC(=O)C(O)(c2cccs2)c2cccs2)CC1",
"reactionStepId": "sa_6ecf68ba515ab47c2d6d3919",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160200718A1;0299;1907456\",\"rsmi\":\"Br[CH2:3][CH2:4][CH2:5][n:6]1[c:7](=[O:8])[nH:9][c:10]2[c:11]1[cH:12][cH:13][c:14]([CH:15]=[O:16])[cH:17]2.[CH3:1][NH:2][C@H:18]1[CH2:19][CH2:20][C@H:21]([O:22][C:23](=[O:24])[C:25]([OH:26])([c:27]2[cH:28][cH:29][cH:30][s:31]2)[c:32]2[cH:33][cH:34][cH:35][s:36]2)[CH2:37][CH2:38]1>C1CCOC1.CC#N.CCN(CC)CC>[CH3:1][N:2]([CH2:3][CH2:4][CH2:5][n:6]1[c:7](=[O:8])[nH:9][c:10]2[c:11]1[cH:12][cH:13][c:14]([CH:15]=[O:16])[cH:17]2)[C@H:18]1[CH2:19][CH2:20][C@H:21]([O:22][C:23](=[O:24])[C:25]([OH:26])([c:27]2[cH:28][cH:29][cH:30][s:31]2)[c:32]2[cH:33][cH:34][cH:35][s:36]2)[CH2:37][CH2:38]1\"},\"mapped_reaction_smiles\":\"Br[CH2:3][CH2:4][CH2:5][n:6]1[c:7](=[O:8])[nH:9][c:10]2[c:11]1[cH:12][cH:13][c:14]([CH:15]=[O:16])[cH:17]2.[CH3:1][NH:2][C@H:18]1[CH2:19][CH2:20][C@H:21]([O:22][C:23](=[O:24])[C:25]([OH:26])([c:27]2[cH:28][cH:29][cH:30][s:31]2)[c:32]2[cH:33][cH:34][cH:35][s:36]2)[CH2:37][CH2:38]1>C1CCOC1.CC#N.CCN(CC)CC>[CH3:1][N:2]([CH2:3][CH2:4][CH2:5][n:6]1[c:7](=[O:8])[nH:9][c:10]2[c:11]1[cH:12][cH:13][c:14]([CH:15]=[O:16])[cH:17]2)[C@H:18]1[CH2:19][CH2:20][C@H:21]([O:22][C:23](=[O:24])[C:25]([OH:26])([c:27]2[cH:28][cH:29][cH:30][s:31]2)[c:32]2[cH:33][cH:34][cH:35][s:36]2)[CH2:37][CH2:38]1\"}",
"reactionStep": {
"id": "sa_6ecf68ba515ab47c2d6d3919",
"reactionHash": "4e97121dfbe498a26fbeb06a6a8ebe4a4085111f572931f57994fbd1b8c38167"
},
"children": [
{
"id": "11798",
"routeId": "sa_a086223b981760bd7dcad67a",
"moleculeId": "sa_c9028200f0f23459cfeb06fd",
"parentId": "11797",
"isLeaf": false,
"molecule": {
"id": "sa_c9028200f0f23459cfeb06fd",
"inchikey": "FTBORYLQQPHVQD-JOCQHMNTSA-N",
"smiles": "CN[C@H]1CC[C@H](OC(=O)C(O)(c2cccs2)c2cccs2)CC1"
},
"smiles": "CN[C@H]1CC[C@H](OC(=O)C(O)(c2cccs2)c2cccs2)CC1",
"reactionStepId": "sa_b50db7c2f187ebd9554028d2",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160200718A1;0283;1907448\",\"rsmi\":\"CC(C)(C)OC(=O)[N:2]([CH3:1])[C@H:3]1[CH2:4][CH2:5][C@H:6]([O:7][C:8](=[O:9])[C:10]([OH:11])([c:12]2[cH:13][cH:14][cH:15][s:16]2)[c:17]2[cH:18][cH:19][cH:20][s:21]2)[CH2:22][CH2:23]1>C1COCCO1.Cl>[CH3:1][NH:2][C@H:3]1[CH2:4][CH2:5][C@H:6]([O:7][C:8](=[O:9])[C:10]([OH:11])([c:12]2[cH:13][cH:14][cH:15][s:16]2)[c:17]2[cH:18][cH:19][cH:20][s:21]2)[CH2:22][CH2:23]1\"},\"mapped_reaction_smiles\":\"CC(C)(C)OC(=O)[N:2]([CH3:1])[C@H:3]1[CH2:4][CH2:5][C@H:6]([O:7][C:8](=[O:9])[C:10]([OH:11])([c:12]2[cH:13][cH:14][cH:15][s:16]2)[c:17]2[cH:18][cH:19][cH:20][s:21]2)[CH2:22][CH2:23]1>C1COCCO1.Cl>[CH3:1][NH:2][C@H:3]1[CH2:4][CH2:5][C@H:6]([O:7][C:8](=[O:9])[C:10]([OH:11])([c:12]2[cH:13][cH:14][cH:15][s:16]2)[c:17]2[cH:18][cH:19][cH:20][s:21]2)[CH2:22][CH2:23]1\"}",
"reactionStep": {
"id": "sa_b50db7c2f187ebd9554028d2",
"reactionHash": "6b6b292f5ef7238734dba907e05f752cd66bf991b005997f8316c31d341941e3"
},
"children": [
{
"id": "11799",
"routeId": "sa_a086223b981760bd7dcad67a",
"moleculeId": "sa_ea1d618ee2e6cd8b0d610f16",
"parentId": "11798",
"isLeaf": false,
"molecule": {
"id": "sa_ea1d618ee2e6cd8b0d610f16",
"inchikey": "QBAVSWZUPQNPHY-WKILWMFISA-N",
"smiles": "CN(C(=O)OC(C)(C)C)[C@H]1CC[C@H](OC(=O)C(O)(c2cccs2)c2cccs2)CC1"
},
"smiles": "CN(C(=O)OC(C)(C)C)[C@H]1CC[C@H](OC(=O)C(O)(c2cccs2)c2cccs2)CC1",
"reactionStepId": "sa_c39bc55a2fea89c25cf6cd47",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160200718A1;0281;1907447\",\"rsmi\":\"CO[C:15](=[O:16])[C:17]([OH:18])([c:19]1[cH:20][cH:21][cH:22][s:23]1)[c:24]1[cH:25][cH:26][cH:27][s:28]1.[CH3:1][N:2]([C:3](=[O:4])[O:5][C:6]([CH3:7])([CH3:8])[CH3:9])[C@H:10]1[CH2:11][CH2:12][C@H:13]([OH:14])[CH2:29][CH2:30]1>Cc1ccccc1.[HH].[Na+]>[CH3:1][N:2]([C:3](=[O:4])[O:5][C:6]([CH3:7])([CH3:8])[CH3:9])[C@H:10]1[CH2:11][CH2:12][C@H:13]([O:14][C:15](=[O:16])[C:17]([OH:18])([c:19]2[cH:20][cH:21][cH:22][s:23]2)[c:24]2[cH:25][cH:26][cH:27][s:28]2)[CH2:29][CH2:30]1\"},\"mapped_reaction_smiles\":\"CO[C:15](=[O:16])[C:17]([OH:18])([c:19]1[cH:20][cH:21][cH:22][s:23]1)[c:24]1[cH:25][cH:26][cH:27][s:28]1.[CH3:1][N:2]([C:3](=[O:4])[O:5][C:6]([CH3:7])([CH3:8])[CH3:9])[C@H:10]1[CH2:11][CH2:12][C@H:13]([OH:14])[CH2:29][CH2:30]1>Cc1ccccc1.[HH].[Na+]>[CH3:1][N:2]([C:3](=[O:4])[O:5][C:6]([CH3:7])([CH3:8])[CH3:9])[C@H:10]1[CH2:11][CH2:12][C@H:13]([O:14][C:15](=[O:16])[C:17]([OH:18])([c:19]2[cH:20][cH:21][cH:22][s:23]2)[c:24]2[cH:25][cH:26][cH:27][s:28]2)[CH2:29][CH2:30]1\"}",
"reactionStep": {
"id": "sa_c39bc55a2fea89c25cf6cd47",
"reactionHash": "7f967f83244571d113b45e7cab70a9b770e15744256188f6e32fef036a54fbd5"
},
"children": [
{
"id": "11800",
"routeId": "sa_a086223b981760bd7dcad67a",
"moleculeId": "sa_18c0d2a523f2685de660ff74",
"parentId": "11799",
"isLeaf": true,
"molecule": {
"id": "sa_18c0d2a523f2685de660ff74",
"inchikey": "SYHWYWHVEQQDMO-UHFFFAOYSA-N",
"smiles": "COC(=O)C(O)(c1cccs1)c1cccs1"
},
"smiles": "COC(=O)C(O)(c1cccs1)c1cccs1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11801",
"routeId": "sa_a086223b981760bd7dcad67a",
"moleculeId": "sa_b7d98fe84d1ca9178fbd143d",
"parentId": "11799",
"isLeaf": true,
"molecule": {
"id": "sa_b7d98fe84d1ca9178fbd143d",
"inchikey": "UJHKURDWYJBHPD-MGCOHNPYSA-N",
"smiles": "CN(C(=O)OC(C)(C)C)[C@H]1CC[C@H](O)CC1"
},
"smiles": "CN(C(=O)OC(C)(C)C)[C@H]1CC[C@H](O)CC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "11802",
"routeId": "sa_a086223b981760bd7dcad67a",
"moleculeId": "sa_c0305453660ca3de29362113",
"parentId": "11797",
"isLeaf": false,
"molecule": {
"id": "sa_c0305453660ca3de29362113",
"inchikey": "NJOYFLDRLXEVDK-UHFFFAOYSA-N",
"smiles": "O=Cc1ccc2c(c1)[nH]c(=O)n2CCCBr"
},
"smiles": "O=Cc1ccc2c(c1)[nH]c(=O)n2CCCBr",
"reactionStepId": "sa_3512c42ca79ef4b0e8b222c0",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160200718A1;0298;1907455\",\"rsmi\":\"BrC(Br)(Br)[Br:13].O[CH2:12][CH2:11][CH2:10][n:9]1[c:6]2[c:5]([cH:4][c:3]([CH:2]=[O:1])[cH:8][cH:7]2)[nH:16][c:14]1=[O:15]>ClCCl.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[O:1]=[CH:2][c:3]1[cH:4][c:5]2[c:6]([cH:7][cH:8]1)[n:9]([CH2:10][CH2:11][CH2:12][Br:13])[c:14](=[O:15])[nH:16]2\"},\"mapped_reaction_smiles\":\"BrC(Br)(Br)[Br:13].O[CH2:12][CH2:11][CH2:10][n:9]1[c:6]2[c:5]([cH:4][c:3]([CH:2]=[O:1])[cH:8][cH:7]2)[nH:16][c:14]1=[O:15]>ClCCl.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[O:1]=[CH:2][c:3]1[cH:4][c:5]2[c:6]([cH:7][cH:8]1)[n:9]([CH2:10][CH2:11][CH2:12][Br:13])[c:14](=[O:15])[nH:16]2\"}",
"reactionStep": {
"id": "sa_3512c42ca79ef4b0e8b222c0",
"reactionHash": "c363267410230e4cf98daacb7de8c253a349c3c6fb54f1c3ae27d7ae352a05cf"
},
"children": [
{
"id": "11803",
"routeId": "sa_a086223b981760bd7dcad67a",
"moleculeId": "sa_d501d4f8f72e8d66ad5e01cb",
"parentId": "11802",
"isLeaf": true,
"molecule": {
"id": "sa_d501d4f8f72e8d66ad5e01cb",
"inchikey": "HJUGFYREWKUQJT-UHFFFAOYSA-N",
"smiles": "BrC(Br)(Br)Br"
},
"smiles": "BrC(Br)(Br)Br",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11804",
"routeId": "sa_a086223b981760bd7dcad67a",
"moleculeId": "sa_ad81b25c26d088aa125a194d",
"parentId": "11802",
"isLeaf": true,
"molecule": {
"id": "sa_ad81b25c26d088aa125a194d",
"inchikey": "VAVRKWPUPJWATP-UHFFFAOYSA-N",
"smiles": "O=Cc1ccc2c(c1)[nH]c(=O)n2CCCO"
},
"smiles": "O=Cc1ccc2c(c1)[nH]c(=O)n2CCCO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}