Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCOc1c(OC)cccc1C(O)c1cc(Cl)ccc1NCc1ccc(OC)cc1OC
InChiKey
TXJXWAGQLJXECS-UHFFFAOYSA-N
Route Signature
d86170217c2bbf609a7457a6950ad090509c07e7d09881b153ea2c212ff8e54b
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_75e9f9d56a7a1de439a52823",
"signature": "d86170217c2bbf609a7457a6950ad090509c07e7d09881b153ea2c212ff8e54b",
"contentHash": "bdcefc76353de1ba36250fbf550beb5d044674d8084cc18a4db62a14e80b026a",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_2c92495215fd422f57540b13",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-01330",
"moleculeId": "sa_928c2856b0b7ad7bc8d80a51",
"smiles": "CCOc1c(OC)cccc1C(O)c1cc(Cl)ccc1NCc1ccc(OC)cc1OC",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_928c2856b0b7ad7bc8d80a51",
"inchikey": "TXJXWAGQLJXECS-UHFFFAOYSA-N",
"smiles": "CCOc1c(OC)cccc1C(O)c1cc(Cl)ccc1NCc1ccc(OC)cc1OC"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "14271",
"routeId": "sa_75e9f9d56a7a1de439a52823",
"moleculeId": "sa_928c2856b0b7ad7bc8d80a51",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_928c2856b0b7ad7bc8d80a51",
"inchikey": "TXJXWAGQLJXECS-UHFFFAOYSA-N",
"smiles": "CCOc1c(OC)cccc1C(O)c1cc(Cl)ccc1NCc1ccc(OC)cc1OC"
},
"smiles": "CCOc1c(OC)cccc1C(O)c1cc(Cl)ccc1NCc1ccc(OC)cc1OC",
"reactionStepId": "sa_5d3df4da01471321af5305bc",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090181942A1;4903;739226\",\"rsmi\":\"O=[CH:11][c:12]1[c:13]([O:14][CH3:15])[cH:16][c:17]([O:18][CH3:19])[cH:20][cH:21]1.[CH3:1][CH2:2][O:3][c:4]1[c:5]([CH:6]([OH:7])[c:8]2[c:9]([NH2:10])[cH:22][cH:23][c:24]([Cl:25])[cH:26]2)[cH:27][cH:28][cH:29][c:30]1[O:31][CH3:32]>CC(=O)O.CCOC(C)=O.B.[Na+]>[CH3:1][CH2:2][O:3][c:4]1[c:5]([CH:6]([OH:7])[c:8]2[c:9]([NH:10][CH2:11][c:12]3[c:13]([O:14][CH3:15])[cH:16][c:17]([O:18][CH3:19])[cH:20][cH:21]3)[cH:22][cH:23][c:24]([Cl:25])[cH:26]2)[cH:27][cH:28][cH:29][c:30]1[O:31][CH3:32]\"},\"mapped_reaction_smiles\":\"O=[CH:11][c:12]1[c:13]([O:14][CH3:15])[cH:16][c:17]([O:18][CH3:19])[cH:20][cH:21]1.[CH3:1][CH2:2][O:3][c:4]1[c:5]([CH:6]([OH:7])[c:8]2[c:9]([NH2:10])[cH:22][cH:23][c:24]([Cl:25])[cH:26]2)[cH:27][cH:28][cH:29][c:30]1[O:31][CH3:32]>CC(=O)O.CCOC(C)=O.B.[Na+]>[CH3:1][CH2:2][O:3][c:4]1[c:5]([CH:6]([OH:7])[c:8]2[c:9]([NH:10][CH2:11][c:12]3[c:13]([O:14][CH3:15])[cH:16][c:17]([O:18][CH3:19])[cH:20][cH:21]3)[cH:22][cH:23][c:24]([Cl:25])[cH:26]2)[cH:27][cH:28][cH:29][c:30]1[O:31][CH3:32]\"}",
"reactionStep": {
"id": "sa_5d3df4da01471321af5305bc",
"reactionHash": "4d2976033b4c1d39ceefc4955fa0d7449ba451d1adccdddecdf70a2fd1c2ee3c"
},
"children": [
{
"id": "14272",
"routeId": "sa_75e9f9d56a7a1de439a52823",
"moleculeId": "sa_bd93313e24a0a8961b8314cf",
"parentId": "14271",
"isLeaf": false,
"molecule": {
"id": "sa_bd93313e24a0a8961b8314cf",
"inchikey": "DXJWBUXNQADHRQ-UHFFFAOYSA-N",
"smiles": "CCOc1c(OC)cccc1C(O)c1cc(Cl)ccc1N"
},
"smiles": "CCOc1c(OC)cccc1C(O)c1cc(Cl)ccc1N",
"reactionStepId": "sa_73d041ecc35a25a96116fbdc",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090181942A1;4899;739225\",\"rsmi\":\"[CH3:1][CH2:2][O:3][c:4]1[c:5]([C:6](=[O:7])[c:8]2[c:9]([NH2:10])[cH:11][cH:12][c:13]([Cl:14])[cH:15]2)[cH:16][cH:17][cH:18][c:19]1[O:20][CH3:21]>CCO.O.B.Cl.[Na+].[Na+]>[CH3:1][CH2:2][O:3][c:4]1[c:5]([CH:6]([OH:7])[c:8]2[c:9]([NH2:10])[cH:11][cH:12][c:13]([Cl:14])[cH:15]2)[cH:16][cH:17][cH:18][c:19]1[O:20][CH3:21]\"},\"mapped_reaction_smiles\":\"[CH3:1][CH2:2][O:3][c:4]1[c:5]([C:6](=[O:7])[c:8]2[c:9]([NH2:10])[cH:11][cH:12][c:13]([Cl:14])[cH:15]2)[cH:16][cH:17][cH:18][c:19]1[O:20][CH3:21]>CCO.O.B.Cl.[Na+].[Na+]>[CH3:1][CH2:2][O:3][c:4]1[c:5]([CH:6]([OH:7])[c:8]2[c:9]([NH2:10])[cH:11][cH:12][c:13]([Cl:14])[cH:15]2)[cH:16][cH:17][cH:18][c:19]1[O:20][CH3:21]\"}",
"reactionStep": {
"id": "sa_73d041ecc35a25a96116fbdc",
"reactionHash": "fe20d62b06b340d415b17b6dee12a59f1abecd57aa19a38d0d30e4d8c347e041"
},
"children": [
{
"id": "14273",
"routeId": "sa_75e9f9d56a7a1de439a52823",
"moleculeId": "sa_0f30608215c4f06318eaa10e",
"parentId": "14272",
"isLeaf": false,
"molecule": {
"id": "sa_0f30608215c4f06318eaa10e",
"inchikey": "BVJWWXUEUQXLOP-UHFFFAOYSA-N",
"smiles": "CCOc1c(OC)cccc1C(=O)c1cc(Cl)ccc1N"
},
"smiles": "CCOc1c(OC)cccc1C(=O)c1cc(Cl)ccc1N",
"reactionStepId": "sa_f0aeada1b95194bf088e67fe",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090181942A1;4895;739224\",\"rsmi\":\"I[CH2:2][CH3:1].[OH:3][c:4]1[c:5]([C:6](=[O:7])[c:8]2[c:9]([NH2:10])[cH:11][cH:12][c:13]([Cl:14])[cH:15]2)[cH:16][cH:17][cH:18][c:19]1[O:20][CH3:21]>CCOC(C)=O.CN(C)C=O.O=C(O)O.[K+].[K+]>[CH3:1][CH2:2][O:3][c:4]1[c:5]([C:6](=[O:7])[c:8]2[c:9]([NH2:10])[cH:11][cH:12][c:13]([Cl:14])[cH:15]2)[cH:16][cH:17][cH:18][c:19]1[O:20][CH3:21]\"},\"mapped_reaction_smiles\":\"I[CH2:2][CH3:1].[OH:3][c:4]1[c:5]([C:6](=[O:7])[c:8]2[c:9]([NH2:10])[cH:11][cH:12][c:13]([Cl:14])[cH:15]2)[cH:16][cH:17][cH:18][c:19]1[O:20][CH3:21]>CCOC(C)=O.CN(C)C=O.O=C(O)O.[K+].[K+]>[CH3:1][CH2:2][O:3][c:4]1[c:5]([C:6](=[O:7])[c:8]2[c:9]([NH2:10])[cH:11][cH:12][c:13]([Cl:14])[cH:15]2)[cH:16][cH:17][cH:18][c:19]1[O:20][CH3:21]\"}",
"reactionStep": {
"id": "sa_f0aeada1b95194bf088e67fe",
"reactionHash": "9db3c31900187e85bc9d9b1c5ef64ed722ec9c7b21d70cfd6aef20e5c7208b54"
},
"children": [
{
"id": "14274",
"routeId": "sa_75e9f9d56a7a1de439a52823",
"moleculeId": "sa_ba4021c610c673105b10b53d",
"parentId": "14273",
"isLeaf": true,
"molecule": {
"id": "sa_ba4021c610c673105b10b53d",
"inchikey": "HVTICUPFWKNHNG-UHFFFAOYSA-N",
"smiles": "CCI"
},
"smiles": "CCI",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "14275",
"routeId": "sa_75e9f9d56a7a1de439a52823",
"moleculeId": "sa_692292df8ae92d3b26c44efd",
"parentId": "14273",
"isLeaf": false,
"molecule": {
"id": "sa_692292df8ae92d3b26c44efd",
"inchikey": "KBBBAQRWRMZATI-UHFFFAOYSA-N",
"smiles": "COc1cccc(C(=O)c2cc(Cl)ccc2N)c1O"
},
"smiles": "COc1cccc(C(=O)c2cc(Cl)ccc2N)c1O",
"reactionStepId": "sa_5212ef731b1f7c055b8e0910",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090181942A1;4891;739223\",\"rsmi\":\"C[O:19][c:18]1[c:3]([O:2][CH3:1])[cH:4][cH:5][cH:6][c:7]1[C:8](=[O:9])[c:10]1[c:11]([NH2:12])[cH:13][cH:14][c:15]([Cl:16])[cH:17]1>CC#N.CCOC(C)=O.O.O.O.O.O.O.O.[Ce+3].Cl.Cl.Cl.I.[Na+]>[CH3:1][O:2][c:3]1[cH:4][cH:5][cH:6][c:7]([C:8](=[O:9])[c:10]2[c:11]([NH2:12])[cH:13][cH:14][c:15]([Cl:16])[cH:17]2)[c:18]1[OH:19]\"},\"mapped_reaction_smiles\":\"C[O:19][c:18]1[c:3]([O:2][CH3:1])[cH:4][cH:5][cH:6][c:7]1[C:8](=[O:9])[c:10]1[c:11]([NH2:12])[cH:13][cH:14][c:15]([Cl:16])[cH:17]1>CC#N.CCOC(C)=O.O.O.O.O.O.O.O.[Ce+3].Cl.Cl.Cl.I.[Na+]>[CH3:1][O:2][c:3]1[cH:4][cH:5][cH:6][c:7]([C:8](=[O:9])[c:10]2[c:11]([NH2:12])[cH:13][cH:14][c:15]([Cl:16])[cH:17]2)[c:18]1[OH:19]\"}",
"reactionStep": {
"id": "sa_5212ef731b1f7c055b8e0910",
"reactionHash": "f1f36997e796ac638142281523748789904f83cfe59d025f1dc337dcdcf7e58c"
},
"children": [
{
"id": "14276",
"routeId": "sa_75e9f9d56a7a1de439a52823",
"moleculeId": "sa_e28f8a74fbea196b945d308d",
"parentId": "14275",
"isLeaf": false,
"molecule": {
"id": "sa_e28f8a74fbea196b945d308d",
"inchikey": "DQVRXRYOHWIIKG-UHFFFAOYSA-N",
"smiles": "COc1cccc(C(=O)c2cc(Cl)ccc2N)c1OC"
},
"smiles": "COc1cccc(C(=O)c2cc(Cl)ccc2N)c1OC",
"reactionStepId": "sa_4ea8e46a7e631523e6b91ee3",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090181942A1;8326;739513\",\"rsmi\":\"[CH3:1][O:2][c:3]1[cH:4][cH:5][cH:6][c:7]([CH:8]([OH:9])[c:10]2[c:11]([NH2:12])[cH:13][cH:14][c:15]([Cl:16])[cH:17]2)[c:18]1[O:19][CH3:20]>ClCCl.[Mn+4].[O-2].[O-2]>[CH3:1][O:2][c:3]1[cH:4][cH:5][cH:6][c:7]([C:8](=[O:9])[c:10]2[c:11]([NH2:12])[cH:13][cH:14][c:15]([Cl:16])[cH:17]2)[c:18]1[O:19][CH3:20]\"},\"mapped_reaction_smiles\":\"[CH3:1][O:2][c:3]1[cH:4][cH:5][cH:6][c:7]([CH:8]([OH:9])[c:10]2[c:11]([NH2:12])[cH:13][cH:14][c:15]([Cl:16])[cH:17]2)[c:18]1[O:19][CH3:20]>ClCCl.[Mn+4].[O-2].[O-2]>[CH3:1][O:2][c:3]1[cH:4][cH:5][cH:6][c:7]([C:8](=[O:9])[c:10]2[c:11]([NH2:12])[cH:13][cH:14][c:15]([Cl:16])[cH:17]2)[c:18]1[O:19][CH3:20]\"}",
"reactionStep": {
"id": "sa_4ea8e46a7e631523e6b91ee3",
"reactionHash": "d87c8f207d679d9e696460d63a90b2371f71ac126343bd6587333230d094812d"
},
"children": [
{
"id": "14277",
"routeId": "sa_75e9f9d56a7a1de439a52823",
"moleculeId": "sa_0ae99a6665f2ca1301b221ea",
"parentId": "14276",
"isLeaf": true,
"molecule": {
"id": "sa_0ae99a6665f2ca1301b221ea",
"inchikey": "PFYJBTBGYMYLPD-UHFFFAOYSA-N",
"smiles": "COc1cccc(C(O)c2cc(Cl)ccc2N)c1OC"
},
"smiles": "COc1cccc(C(O)c2cc(Cl)ccc2N)c1OC",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
},
{
"id": "14278",
"routeId": "sa_75e9f9d56a7a1de439a52823",
"moleculeId": "sa_a8defe2e4ae20e6806a24391",
"parentId": "14271",
"isLeaf": true,
"molecule": {
"id": "sa_a8defe2e4ae20e6806a24391",
"inchikey": "LWRSYTXEQUUTKW-UHFFFAOYSA-N",
"smiles": "COc1ccc(C=O)c(OC)c1"
},
"smiles": "COc1ccc(C=O)c(OC)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}