Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCOC(=O)c1ncc(CBr)o1
InChiKey
OALJNMKDYSKDSH-UHFFFAOYSA-N
Route Signature
2c9f735895322e4537144e87652010a0f30ccfb86ba95efcdfbb68e14eaeb5e6
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_30ff8d817d8f429c4b1a2a7f",
"signature": "2c9f735895322e4537144e87652010a0f30ccfb86ba95efcdfbb68e14eaeb5e6",
"contentHash": "ef23e5df4b26509bc11f8abaa2b275f119fe3b5307955b0f94b9bc970d64059a",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_3637001e65b85004075baef2",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-05310",
"moleculeId": "sa_83685de44ddb407813431565",
"smiles": "CCOC(=O)c1ncc(CBr)o1",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_83685de44ddb407813431565",
"inchikey": "OALJNMKDYSKDSH-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1ncc(CBr)o1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 3
},
"rootNode": {
"id": "7649",
"routeId": "sa_30ff8d817d8f429c4b1a2a7f",
"moleculeId": "sa_83685de44ddb407813431565",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_83685de44ddb407813431565",
"inchikey": "OALJNMKDYSKDSH-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1ncc(CBr)o1"
},
"smiles": "CCOC(=O)c1ncc(CBr)o1",
"reactionStepId": "sa_f40b3ddd07a33073c6d08a3e",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120220616A1;0058;1263670\",\"rsmi\":\"O=C1CCC(=O)N1[Br:11].[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[n:7][cH:8][c:9]([CH3:10])[o:12]1>ClC(Cl)(Cl)Cl.O=C(OOC(=O)c1ccccc1)c1ccccc1>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[n:7][cH:8][c:9]([CH2:10][Br:11])[o:12]1\"},\"mapped_reaction_smiles\":\"O=C1CCC(=O)N1[Br:11].[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[n:7][cH:8][c:9]([CH3:10])[o:12]1>ClC(Cl)(Cl)Cl.O=C(OOC(=O)c1ccccc1)c1ccccc1>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[n:7][cH:8][c:9]([CH2:10][Br:11])[o:12]1\"}",
"reactionStep": {
"id": "sa_f40b3ddd07a33073c6d08a3e",
"reactionHash": "54432b33d2f1842c8df25012456f991e249ed6bb5119832a919e3a7d47ac7c48"
},
"children": [
{
"id": "7650",
"routeId": "sa_30ff8d817d8f429c4b1a2a7f",
"moleculeId": "sa_2de7c76909db6d19b6c1a38d",
"parentId": "7649",
"isLeaf": false,
"molecule": {
"id": "sa_2de7c76909db6d19b6c1a38d",
"inchikey": "AVQLWUGRGBPYLN-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1ncc(C)o1"
},
"smiles": "CCOC(=O)c1ncc(C)o1",
"reactionStepId": "sa_710d5c37008c08670f4f5780",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120220616A1;0057;1263669\",\"rsmi\":\"O=[C:9]([CH2:8][NH:7][C:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])=[O:11])[CH3:10]>Cc1ccccc1.O.O=P(Cl)(Cl)Cl>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[n:7][cH:8][c:9]([CH3:10])[o:11]1\"},\"mapped_reaction_smiles\":\"O=[C:9]([CH2:8][NH:7][C:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])=[O:11])[CH3:10]>Cc1ccccc1.O.O=P(Cl)(Cl)Cl>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[n:7][cH:8][c:9]([CH3:10])[o:11]1\"}",
"reactionStep": {
"id": "sa_710d5c37008c08670f4f5780",
"reactionHash": "07c3aad0b3547db0f59311f78c181987a8667f4d96f65187acf0e11aedc36e36"
},
"children": [
{
"id": "7651",
"routeId": "sa_30ff8d817d8f429c4b1a2a7f",
"moleculeId": "sa_6a08abeb6795bdaa9ec2a46a",
"parentId": "7650",
"isLeaf": false,
"molecule": {
"id": "sa_6a08abeb6795bdaa9ec2a46a",
"inchikey": "ITJNGUUXCZIMTD-UHFFFAOYSA-N",
"smiles": "CCOC(=O)C(=O)NCC(C)=O"
},
"smiles": "CCOC(=O)C(=O)NCC(C)=O",
"reactionStepId": "sa_4178e258e9b875c4a4ba3da7",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120220616A1;0055;1263668\",\"rsmi\":\"[CH3:1][CH2:2][O:3][C:4](=[O:5])[C:6](=[O:7])[NH:8][CH2:9][CH:10]([CH3:11])[OH:12]>CC(=O)OI1(OC(C)=O)(OC(C)=O)OC(=O)c2ccccc21.ClCCl.O>[CH3:1][CH2:2][O:3][C:4](=[O:5])[C:6](=[O:7])[NH:8][CH2:9][C:10]([CH3:11])=[O:12]\"},\"mapped_reaction_smiles\":\"[CH3:1][CH2:2][O:3][C:4](=[O:5])[C:6](=[O:7])[NH:8][CH2:9][CH:10]([CH3:11])[OH:12]>CC(=O)OI1(OC(C)=O)(OC(C)=O)OC(=O)c2ccccc21.ClCCl.O>[CH3:1][CH2:2][O:3][C:4](=[O:5])[C:6](=[O:7])[NH:8][CH2:9][C:10]([CH3:11])=[O:12]\"}",
"reactionStep": {
"id": "sa_4178e258e9b875c4a4ba3da7",
"reactionHash": "8ca776fab87ded86e3fdd6302074c5f5b1b5c83066282e5c971f32181c9a9338"
},
"children": [
{
"id": "7652",
"routeId": "sa_30ff8d817d8f429c4b1a2a7f",
"moleculeId": "sa_3e6f644c23128fa9c51c26be",
"parentId": "7651",
"isLeaf": false,
"molecule": {
"id": "sa_3e6f644c23128fa9c51c26be",
"inchikey": "WVMITIFDHVQLPI-UHFFFAOYSA-N",
"smiles": "CCOC(=O)C(=O)NCC(C)O"
},
"smiles": "CCOC(=O)C(=O)NCC(C)O",
"reactionStepId": "sa_5973feab37fe418c05d9e844",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120220616A1;0053;1263667\",\"rsmi\":\"Cl[C:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])=[O:7].[NH2:8][CH2:9][CH:10]([CH3:11])[OH:12]>CCN(CC)CC.ClCCl.O>[CH3:1][CH2:2][O:3][C:4](=[O:5])[C:6](=[O:7])[NH:8][CH2:9][CH:10]([CH3:11])[OH:12]\"},\"mapped_reaction_smiles\":\"Cl[C:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])=[O:7].[NH2:8][CH2:9][CH:10]([CH3:11])[OH:12]>CCN(CC)CC.ClCCl.O>[CH3:1][CH2:2][O:3][C:4](=[O:5])[C:6](=[O:7])[NH:8][CH2:9][CH:10]([CH3:11])[OH:12]\"}",
"reactionStep": {
"id": "sa_5973feab37fe418c05d9e844",
"reactionHash": "dd53efc34f31a52d89db010dabe7dbf6cd27fac1c704bb07c95ab8fe0aaae5ed"
},
"children": [
{
"id": "7653",
"routeId": "sa_30ff8d817d8f429c4b1a2a7f",
"moleculeId": "sa_ec6276fc75a7040ac50b0369",
"parentId": "7652",
"isLeaf": true,
"molecule": {
"id": "sa_ec6276fc75a7040ac50b0369",
"inchikey": "HXKKHQJGJAFBHI-UHFFFAOYSA-N",
"smiles": "CC(O)CN"
},
"smiles": "CC(O)CN",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "7654",
"routeId": "sa_30ff8d817d8f429c4b1a2a7f",
"moleculeId": "sa_a87ef3863e14e7efab88f00e",
"parentId": "7652",
"isLeaf": true,
"molecule": {
"id": "sa_a87ef3863e14e7efab88f00e",
"inchikey": "OWZFULPEVHKEKS-UHFFFAOYSA-N",
"smiles": "CCOC(=O)C(=O)Cl"
},
"smiles": "CCOC(=O)C(=O)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
},
{
"id": "7655",
"routeId": "sa_30ff8d817d8f429c4b1a2a7f",
"moleculeId": "sa_ccdcf23ac83e7a68bfa4f2e5",
"parentId": "7649",
"isLeaf": true,
"molecule": {
"id": "sa_ccdcf23ac83e7a68bfa4f2e5",
"inchikey": "PCLIMKBDDGJMGD-UHFFFAOYSA-N",
"smiles": "O=C1CCC(=O)N1Br"
},
"smiles": "O=C1CCC(=O)N1Br",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}