Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
C[C@H](N)[C@H](O)c1ccc(OCc2ccccc2)c(NS(C)(=O)=O)c1
InChiKey
WEEAPKOEDWMKEO-SJCJKPOMSA-N
Route Signature
c7fe7480d837a2f324f839549a753dbded476d9591d0753e67053da8f0e170b7
Synthesis route with 6 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_4571a451090502e66912496e",
"signature": "c7fe7480d837a2f324f839549a753dbded476d9591d0753e67053da8f0e170b7",
"contentHash": "57eb3621c55ea9f96cb0a35c27662360e95e9f4a7a5b21c2a34e9611810068f7",
"length": 6,
"isConvergent": false
},
"target": {
"id": "sa_7f41b74110dfee79d407de95",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-00547",
"moleculeId": "sa_4a0bcac7d823348943a5d3b8",
"smiles": "C[C@H](N)[C@H](O)c1ccc(OCc2ccccc2)c(NS(C)(=O)=O)c1",
"routeLength": 6,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_4a0bcac7d823348943a5d3b8",
"inchikey": "WEEAPKOEDWMKEO-SJCJKPOMSA-N",
"smiles": "C[C@H](N)[C@H](O)c1ccc(OCc2ccccc2)c(NS(C)(=O)=O)c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "13462",
"routeId": "sa_4571a451090502e66912496e",
"moleculeId": "sa_4a0bcac7d823348943a5d3b8",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_4a0bcac7d823348943a5d3b8",
"inchikey": "WEEAPKOEDWMKEO-SJCJKPOMSA-N",
"smiles": "C[C@H](N)[C@H](O)c1ccc(OCc2ccccc2)c(NS(C)(=O)=O)c1"
},
"smiles": "C[C@H](N)[C@H](O)c1ccc(OCc2ccccc2)c(NS(C)(=O)=O)c1",
"reactionStepId": "sa_6c13596cc6bc77d8e8d2f824",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070078184A1;0232;447211\",\"rsmi\":\"O=C(C(F)(F)F)[NH:3][C@@H:2]([CH3:1])[C@H:4]([OH:5])[c:6]1[cH:7][c:8]([NH:9][S:10]([CH3:11])(=[O:12])=[O:13])[c:14]([O:15][CH2:16][c:17]2[cH:18][cH:19][cH:20][cH:21][cH:22]2)[cH:23][cH:24]1>CO.Cl.[Na+].O>[CH3:1][C@H:2]([NH2:3])[C@H:4]([OH:5])[c:6]1[cH:7][c:8]([NH:9][S:10]([CH3:11])(=[O:12])=[O:13])[c:14]([O:15][CH2:16][c:17]2[cH:18][cH:19][cH:20][cH:21][cH:22]2)[cH:23][cH:24]1\"},\"mapped_reaction_smiles\":\"O=C(C(F)(F)F)[NH:3][C@@H:2]([CH3:1])[C@H:4]([OH:5])[c:6]1[cH:7][c:8]([NH:9][S:10]([CH3:11])(=[O:12])=[O:13])[c:14]([O:15][CH2:16][c:17]2[cH:18][cH:19][cH:20][cH:21][cH:22]2)[cH:23][cH:24]1>CO.Cl.[Na+].O>[CH3:1][C@H:2]([NH2:3])[C@H:4]([OH:5])[c:6]1[cH:7][c:8]([NH:9][S:10]([CH3:11])(=[O:12])=[O:13])[c:14]([O:15][CH2:16][c:17]2[cH:18][cH:19][cH:20][cH:21][cH:22]2)[cH:23][cH:24]1\"}",
"reactionStep": {
"id": "sa_6c13596cc6bc77d8e8d2f824",
"reactionHash": "d08726499e924bd56e06405027c48fd1194a7de9162903c4c364939f32cf2603"
},
"children": [
{
"id": "13463",
"routeId": "sa_4571a451090502e66912496e",
"moleculeId": "sa_6d6532f39cd5cfa65167aeba",
"parentId": "13462",
"isLeaf": false,
"molecule": {
"id": "sa_6d6532f39cd5cfa65167aeba",
"inchikey": "UBEWMOHHEGJTRS-SJCJKPOMSA-N",
"smiles": "C[C@H](NC(=O)C(F)(F)F)[C@H](O)c1ccc(OCc2ccccc2)c(NS(C)(=O)=O)c1"
},
"smiles": "C[C@H](NC(=O)C(F)(F)F)[C@H](O)c1ccc(OCc2ccccc2)c(NS(C)(=O)=O)c1",
"reactionStepId": "sa_a34102f422611cd4c7e9f938",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070078184A1;0230;447210\",\"rsmi\":\"Cl[S:16]([CH3:17])(=[O:18])=[O:19].[CH3:1][C@H:2]([NH:3][C:4](=[O:5])[C:6]([F:7])([F:8])[F:9])[C@H:10]([OH:11])[c:12]1[cH:13][c:14]([NH2:15])[c:20]([O:21][CH2:22][c:23]2[cH:24][cH:25][cH:26][cH:27][cH:28]2)[cH:29][cH:30]1>CCOC(C)=O.O.c1ccncc1>[CH3:1][C@H:2]([NH:3][C:4](=[O:5])[C:6]([F:7])([F:8])[F:9])[C@H:10]([OH:11])[c:12]1[cH:13][c:14]([NH:15][S:16]([CH3:17])(=[O:18])=[O:19])[c:20]([O:21][CH2:22][c:23]2[cH:24][cH:25][cH:26][cH:27][cH:28]2)[cH:29][cH:30]1\"},\"mapped_reaction_smiles\":\"Cl[S:16]([CH3:17])(=[O:18])=[O:19].[CH3:1][C@H:2]([NH:3][C:4](=[O:5])[C:6]([F:7])([F:8])[F:9])[C@H:10]([OH:11])[c:12]1[cH:13][c:14]([NH2:15])[c:20]([O:21][CH2:22][c:23]2[cH:24][cH:25][cH:26][cH:27][cH:28]2)[cH:29][cH:30]1>CCOC(C)=O.O.c1ccncc1>[CH3:1][C@H:2]([NH:3][C:4](=[O:5])[C:6]([F:7])([F:8])[F:9])[C@H:10]([OH:11])[c:12]1[cH:13][c:14]([NH:15][S:16]([CH3:17])(=[O:18])=[O:19])[c:20]([O:21][CH2:22][c:23]2[cH:24][cH:25][cH:26][cH:27][cH:28]2)[cH:29][cH:30]1\"}",
"reactionStep": {
"id": "sa_a34102f422611cd4c7e9f938",
"reactionHash": "40a034379573845d0a25f1cb85c45d09c5f061fff80421efb2035212a5acb6ea"
},
"children": [
{
"id": "13464",
"routeId": "sa_4571a451090502e66912496e",
"moleculeId": "sa_f649a4d92b00ab2263129bc3",
"parentId": "13463",
"isLeaf": false,
"molecule": {
"id": "sa_f649a4d92b00ab2263129bc3",
"inchikey": "CUDBXGNHGBSBLH-ZBEGNZNMSA-N",
"smiles": "C[C@H](NC(=O)C(F)(F)F)[C@H](O)c1ccc(OCc2ccccc2)c(N)c1"
},
"smiles": "C[C@H](NC(=O)C(F)(F)F)[C@H](O)c1ccc(OCc2ccccc2)c(N)c1",
"reactionStepId": "sa_67ed81b4b8050810241deb38",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070078184A1;0228;447209\",\"rsmi\":\"O=[N+:15]([O-])[c:14]1[cH:13][c:12]([C@H:10]([C@H:2]([CH3:1])[NH:3][C:4](=[O:5])[C:6]([F:7])([F:8])[F:9])[OH:11])[cH:26][cH:25][c:16]1[O:17][CH2:18][c:19]1[cH:20][cH:21][cH:22][cH:23][cH:24]1>CCO.O.Cl.N.[Zn]>[CH3:1][C@H:2]([NH:3][C:4](=[O:5])[C:6]([F:7])([F:8])[F:9])[C@H:10]([OH:11])[c:12]1[cH:13][c:14]([NH2:15])[c:16]([O:17][CH2:18][c:19]2[cH:20][cH:21][cH:22][cH:23][cH:24]2)[cH:25][cH:26]1\"},\"mapped_reaction_smiles\":\"O=[N+:15]([O-])[c:14]1[cH:13][c:12]([C@H:10]([C@H:2]([CH3:1])[NH:3][C:4](=[O:5])[C:6]([F:7])([F:8])[F:9])[OH:11])[cH:26][cH:25][c:16]1[O:17][CH2:18][c:19]1[cH:20][cH:21][cH:22][cH:23][cH:24]1>CCO.O.Cl.N.[Zn]>[CH3:1][C@H:2]([NH:3][C:4](=[O:5])[C:6]([F:7])([F:8])[F:9])[C@H:10]([OH:11])[c:12]1[cH:13][c:14]([NH2:15])[c:16]([O:17][CH2:18][c:19]2[cH:20][cH:21][cH:22][cH:23][cH:24]2)[cH:25][cH:26]1\"}",
"reactionStep": {
"id": "sa_67ed81b4b8050810241deb38",
"reactionHash": "e01a4210d10f73f9a9c143ab4d84db014957deecba1e11e92164a77188afbba7"
},
"children": [
{
"id": "13465",
"routeId": "sa_4571a451090502e66912496e",
"moleculeId": "sa_0d7f19d9457cde7bc86a983b",
"parentId": "13464",
"isLeaf": false,
"molecule": {
"id": "sa_0d7f19d9457cde7bc86a983b",
"inchikey": "KYTCFIAWGVQJJG-ZBEGNZNMSA-N",
"smiles": "C[C@H](NC(=O)C(F)(F)F)[C@H](O)c1ccc(OCc2ccccc2)c([N+](=O)[O-])c1"
},
"smiles": "C[C@H](NC(=O)C(F)(F)F)[C@H](O)c1ccc(OCc2ccccc2)c([N+](=O)[O-])c1",
"reactionStepId": "sa_72d08006739fdd749d091cf1",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070078184A1;0226;447208\",\"rsmi\":\"Br[CH2:20][c:21]1[cH:22][cH:23][cH:24][cH:25][cH:26]1.[CH3:1][C@H:2]([NH:3][C:4](=[O:5])[C:6]([F:7])([F:8])[F:9])[C@H:10]([OH:11])[c:12]1[cH:13][c:14]([N+:15](=[O:16])[O-:17])[c:18]([OH:19])[cH:27][cH:28]1>CN(C)C=O.O=C(O)O.[K+].[K+]>[CH3:1][C@H:2]([NH:3][C:4](=[O:5])[C:6]([F:7])([F:8])[F:9])[C@H:10]([OH:11])[c:12]1[cH:13][c:14]([N+:15](=[O:16])[O-:17])[c:18]([O:19][CH2:20][c:21]2[cH:22][cH:23][cH:24][cH:25][cH:26]2)[cH:27][cH:28]1\"},\"mapped_reaction_smiles\":\"Br[CH2:20][c:21]1[cH:22][cH:23][cH:24][cH:25][cH:26]1.[CH3:1][C@H:2]([NH:3][C:4](=[O:5])[C:6]([F:7])([F:8])[F:9])[C@H:10]([OH:11])[c:12]1[cH:13][c:14]([N+:15](=[O:16])[O-:17])[c:18]([OH:19])[cH:27][cH:28]1>CN(C)C=O.O=C(O)O.[K+].[K+]>[CH3:1][C@H:2]([NH:3][C:4](=[O:5])[C:6]([F:7])([F:8])[F:9])[C@H:10]([OH:11])[c:12]1[cH:13][c:14]([N+:15](=[O:16])[O-:17])[c:18]([O:19][CH2:20][c:21]2[cH:22][cH:23][cH:24][cH:25][cH:26]2)[cH:27][cH:28]1\"}",
"reactionStep": {
"id": "sa_72d08006739fdd749d091cf1",
"reactionHash": "c6378dd43bbac5933e02ecae9c5e7f07a81272bc4816a2e2c503e7c2531d39c0"
},
"children": [
{
"id": "13466",
"routeId": "sa_4571a451090502e66912496e",
"moleculeId": "sa_4ff2e4de9d80150de333c065",
"parentId": "13465",
"isLeaf": true,
"molecule": {
"id": "sa_4ff2e4de9d80150de333c065",
"inchikey": "AGEZXYOZHKGVCM-UHFFFAOYSA-N",
"smiles": "BrCc1ccccc1"
},
"smiles": "BrCc1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "13467",
"routeId": "sa_4571a451090502e66912496e",
"moleculeId": "sa_9574d648a0f3025da497761d",
"parentId": "13465",
"isLeaf": false,
"molecule": {
"id": "sa_9574d648a0f3025da497761d",
"inchikey": "FKULUSXBFPYSOC-CDUCUWFYSA-N",
"smiles": "C[C@H](NC(=O)C(F)(F)F)[C@H](O)c1ccc(O)c([N+](=O)[O-])c1"
},
"smiles": "C[C@H](NC(=O)C(F)(F)F)[C@H](O)c1ccc(O)c([N+](=O)[O-])c1",
"reactionStepId": "sa_564a29a29afdc4c0805ddedd",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070078184A1;0224;447207\",\"rsmi\":\"O=[N+:15]([OH:16])[O-:17].[CH3:1][C@H:2]([NH:3][C:4](=[O:5])[C:6]([F:7])([F:8])[F:9])[C@H:10]([OH:11])[c:12]1[cH:13][cH:14][c:18]([OH:19])[cH:20][cH:21]1>CC(=O)O.CCOC(C)=O>[CH3:1][C@H:2]([NH:3][C:4](=[O:5])[C:6]([F:7])([F:8])[F:9])[C@H:10]([OH:11])[c:12]1[cH:13][c:14]([N+:15](=[O:16])[O-:17])[c:18]([OH:19])[cH:20][cH:21]1\"},\"mapped_reaction_smiles\":\"O=[N+:15]([OH:16])[O-:17].[CH3:1][C@H:2]([NH:3][C:4](=[O:5])[C:6]([F:7])([F:8])[F:9])[C@H:10]([OH:11])[c:12]1[cH:13][cH:14][c:18]([OH:19])[cH:20][cH:21]1>CC(=O)O.CCOC(C)=O>[CH3:1][C@H:2]([NH:3][C:4](=[O:5])[C:6]([F:7])([F:8])[F:9])[C@H:10]([OH:11])[c:12]1[cH:13][c:14]([N+:15](=[O:16])[O-:17])[c:18]([OH:19])[cH:20][cH:21]1\"}",
"reactionStep": {
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"reactionHash": "ac3f6c86c4d2e1f903ed9309ab64fe683a793d3e753bcfb371b1f1345370a5ac"
},
"children": [
{
"id": "13468",
"routeId": "sa_4571a451090502e66912496e",
"moleculeId": "sa_cbf5687e2efdd15fd81d6e7c",
"parentId": "13467",
"isLeaf": false,
"molecule": {
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"inchikey": "DWKQMOCGCJMJLL-RCOVLWMOSA-N",
"smiles": "C[C@H](NC(=O)C(F)(F)F)[C@H](O)c1ccc(O)cc1"
},
"smiles": "C[C@H](NC(=O)C(F)(F)F)[C@H](O)c1ccc(O)cc1",
"reactionStepId": "sa_edf6bc47cb5aa4a52660b6ce",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070078184A1;0222;447206\",\"rsmi\":\"CCO[C:4](=[O:5])[C:6]([F:7])([F:8])[F:9].[CH3:1][C@H:2]([NH2:3])[C@H:10]([OH:11])[c:12]1[cH:13][cH:14][c:15]([OH:16])[cH:17][cH:18]1>CCO>[CH3:1][C@H:2]([NH:3][C:4](=[O:5])[C:6]([F:7])([F:8])[F:9])[C@H:10]([OH:11])[c:12]1[cH:13][cH:14][c:15]([OH:16])[cH:17][cH:18]1\"},\"mapped_reaction_smiles\":\"CCO[C:4](=[O:5])[C:6]([F:7])([F:8])[F:9].[CH3:1][C@H:2]([NH2:3])[C@H:10]([OH:11])[c:12]1[cH:13][cH:14][c:15]([OH:16])[cH:17][cH:18]1>CCO>[CH3:1][C@H:2]([NH:3][C:4](=[O:5])[C:6]([F:7])([F:8])[F:9])[C@H:10]([OH:11])[c:12]1[cH:13][cH:14][c:15]([OH:16])[cH:17][cH:18]1\"}",
"reactionStep": {
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"reactionHash": "e6b772b8bd4413a894fc4cce08b55964c97bcb858ba8489ff223623210aded3b"
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"children": [
{
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"moleculeId": "sa_a54967b33f6d9bbde1a64bf8",
"parentId": "13468",
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"molecule": {
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"inchikey": "JAYBQRKXEFDRER-RCOVLWMOSA-N",
"smiles": "C[C@H](N)[C@H](O)c1ccc(O)cc1"
},
"smiles": "C[C@H](N)[C@H](O)c1ccc(O)cc1",
"reactionStepId": null,
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},
{
"id": "13470",
"routeId": "sa_4571a451090502e66912496e",
"moleculeId": "sa_e4aeea506f0e71558e09b884",
"parentId": "13468",
"isLeaf": true,
"molecule": {
"id": "sa_e4aeea506f0e71558e09b884",
"inchikey": "STSCVKRWJPWALQ-UHFFFAOYSA-N",
"smiles": "CCOC(=O)C(F)(F)F"
},
"smiles": "CCOC(=O)C(F)(F)F",
"reactionStepId": null,
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}
]
},
{
"id": "13471",
"routeId": "sa_4571a451090502e66912496e",
"moleculeId": "sa_edac0a7fd043198784a28dd9",
"parentId": "13467",
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"molecule": {
"id": "sa_edac0a7fd043198784a28dd9",
"inchikey": "GRYLNZFGIOXLOG-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])O"
},
"smiles": "O=[N+]([O-])O",
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}
]
}
]
}
]
},
{
"id": "13472",
"routeId": "sa_4571a451090502e66912496e",
"moleculeId": "sa_d2a31ea58046b00856f61ca5",
"parentId": "13463",
"isLeaf": true,
"molecule": {
"id": "sa_d2a31ea58046b00856f61ca5",
"inchikey": "QARBMVPHQWIHKH-UHFFFAOYSA-N",
"smiles": "CS(=O)(=O)Cl"
},
"smiles": "CS(=O)(=O)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
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"children": []
}
]
}
]
}
}