Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC(C)(C)COS(=O)(=O)c1cc([N+](=O)[O-])ccc1C=Cc1ccc([N+](=O)[O-])cc1
InChiKey
ZLSWUKKAGKSZCW-UHFFFAOYSA-N
Route Signature
d7a7c0105534c62d7fdbc7b63c661af0298bee5c450904a4471bb6bc8598f2a1
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_5c09155203c9e084ef9c1649",
"signature": "d7a7c0105534c62d7fdbc7b63c661af0298bee5c450904a4471bb6bc8598f2a1",
"contentHash": "d1e963ef3147dc8819b34e18bb2d9f3efd442451f65f86b8fe5fe4fbd9ad006c",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_a83d9dada15f3aa2fa6d3807",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-01598",
"moleculeId": "sa_25f4214aa1ebd96f2ffe2640",
"smiles": "CC(C)(C)COS(=O)(=O)c1cc([N+](=O)[O-])ccc1C=Cc1ccc([N+](=O)[O-])cc1",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_25f4214aa1ebd96f2ffe2640",
"inchikey": "ZLSWUKKAGKSZCW-UHFFFAOYSA-N",
"smiles": "CC(C)(C)COS(=O)(=O)c1cc([N+](=O)[O-])ccc1C=Cc1ccc([N+](=O)[O-])cc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "5797",
"routeId": "sa_5c09155203c9e084ef9c1649",
"moleculeId": "sa_25f4214aa1ebd96f2ffe2640",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_25f4214aa1ebd96f2ffe2640",
"inchikey": "ZLSWUKKAGKSZCW-UHFFFAOYSA-N",
"smiles": "CC(C)(C)COS(=O)(=O)c1cc([N+](=O)[O-])ccc1C=Cc1ccc([N+](=O)[O-])cc1"
},
"smiles": "CC(C)(C)COS(=O)(=O)c1cc([N+](=O)[O-])ccc1C=Cc1ccc([N+](=O)[O-])cc1",
"reactionStepId": "sa_be979d73bea9b171c41a7cbc",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20020111369A1;0594;33920\",\"rsmi\":\"CCOP(=O)(OCC)[CH2:12][c:11]1[c:10]([S:7]([O:6][CH2:5][C:2]([CH3:1])([CH3:3])[CH3:4])(=[O:8])=[O:9])[cH:29][c:25]([N+:26](=[O:27])[O-:28])[cH:24][cH:23]1.O=[CH:13][c:14]1[cH:15][cH:16][c:17]([N+:18](=[O:19])[O-:20])[cH:21][cH:22]1>C1CCOC1.CCOC(C)=O.[HH].[Na+]>[CH3:1][C:2]([CH3:3])([CH3:4])[CH2:5][O:6][S:7](=[O:8])(=[O:9])[c:10]1[c:11]([CH:12]=[CH:13][c:14]2[cH:15][cH:16][c:17]([N+:18](=[O:19])[O-:20])[cH:21][cH:22]2)[cH:23][cH:24][c:25]([N+:26](=[O:27])[O-:28])[cH:29]1\"},\"mapped_reaction_smiles\":\"CCOP(=O)(OCC)[CH2:12][c:11]1[c:10]([S:7]([O:6][CH2:5][C:2]([CH3:1])([CH3:3])[CH3:4])(=[O:8])=[O:9])[cH:29][c:25]([N+:26](=[O:27])[O-:28])[cH:24][cH:23]1.O=[CH:13][c:14]1[cH:15][cH:16][c:17]([N+:18](=[O:19])[O-:20])[cH:21][cH:22]1>C1CCOC1.CCOC(C)=O.[HH].[Na+]>[CH3:1][C:2]([CH3:3])([CH3:4])[CH2:5][O:6][S:7](=[O:8])(=[O:9])[c:10]1[c:11]([CH:12]=[CH:13][c:14]2[cH:15][cH:16][c:17]([N+:18](=[O:19])[O-:20])[cH:21][cH:22]2)[cH:23][cH:24][c:25]([N+:26](=[O:27])[O-:28])[cH:29]1\"}",
"reactionStep": {
"id": "sa_be979d73bea9b171c41a7cbc",
"reactionHash": "366b969e0463c956e729820fcdfb15ca3c1f6e78957702da6ab4a3d2bfb3a050"
},
"children": [
{
"id": "5798",
"routeId": "sa_5c09155203c9e084ef9c1649",
"moleculeId": "sa_a241b9a57f65ca5cd6cf1853",
"parentId": "5797",
"isLeaf": true,
"molecule": {
"id": "sa_a241b9a57f65ca5cd6cf1853",
"inchikey": "BXRFQSNOROATLV-UHFFFAOYSA-N",
"smiles": "O=Cc1ccc([N+](=O)[O-])cc1"
},
"smiles": "O=Cc1ccc([N+](=O)[O-])cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "5799",
"routeId": "sa_5c09155203c9e084ef9c1649",
"moleculeId": "sa_6f2d4fabada6ab98f8920123",
"parentId": "5797",
"isLeaf": false,
"molecule": {
"id": "sa_6f2d4fabada6ab98f8920123",
"inchikey": "PHIXRYKFMRGHLK-UHFFFAOYSA-N",
"smiles": "CCOP(=O)(Cc1ccc([N+](=O)[O-])cc1S(=O)(=O)OCC(C)(C)C)OCC"
},
"smiles": "CCOP(=O)(Cc1ccc([N+](=O)[O-])cc1S(=O)(=O)OCC(C)(C)C)OCC",
"reactionStepId": "sa_7ea9cb0f9cf09f234ab89cbf",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20020111369A1;0592;33919\",\"rsmi\":\"Br[CH2:6][c:7]1[c:8]([S:9](=[O:10])(=[O:11])[O:12][CH2:13][C:14]([CH3:15])([CH3:16])[CH3:17])[cH:18][c:19]([N+:20](=[O:21])[O-:22])[cH:23][cH:24]1.CC[O:5][P:4]([O:3][CH2:2][CH3:1])[O:25][CH2:26][CH3:27]>CCOC(C)=O.Cc1ccccc1C>[CH3:1][CH2:2][O:3][P:4](=[O:5])([CH2:6][c:7]1[c:8]([S:9](=[O:10])(=[O:11])[O:12][CH2:13][C:14]([CH3:15])([CH3:16])[CH3:17])[cH:18][c:19]([N+:20](=[O:21])[O-:22])[cH:23][cH:24]1)[O:25][CH2:26][CH3:27]\"},\"mapped_reaction_smiles\":\"Br[CH2:6][c:7]1[c:8]([S:9](=[O:10])(=[O:11])[O:12][CH2:13][C:14]([CH3:15])([CH3:16])[CH3:17])[cH:18][c:19]([N+:20](=[O:21])[O-:22])[cH:23][cH:24]1.CC[O:5][P:4]([O:3][CH2:2][CH3:1])[O:25][CH2:26][CH3:27]>CCOC(C)=O.Cc1ccccc1C>[CH3:1][CH2:2][O:3][P:4](=[O:5])([CH2:6][c:7]1[c:8]([S:9](=[O:10])(=[O:11])[O:12][CH2:13][C:14]([CH3:15])([CH3:16])[CH3:17])[cH:18][c:19]([N+:20](=[O:21])[O-:22])[cH:23][cH:24]1)[O:25][CH2:26][CH3:27]\"}",
"reactionStep": {
"id": "sa_7ea9cb0f9cf09f234ab89cbf",
"reactionHash": "f2d4aaf2d3376c0f935c4fa06480702ce292501c6858e30e28c59dedbf16654f"
},
"children": [
{
"id": "5800",
"routeId": "sa_5c09155203c9e084ef9c1649",
"moleculeId": "sa_89f1484a9c859438eeae3e6a",
"parentId": "5799",
"isLeaf": true,
"molecule": {
"id": "sa_89f1484a9c859438eeae3e6a",
"inchikey": "BDZBKCUKTQZUTL-UHFFFAOYSA-N",
"smiles": "CCOP(OCC)OCC"
},
"smiles": "CCOP(OCC)OCC",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "5801",
"routeId": "sa_5c09155203c9e084ef9c1649",
"moleculeId": "sa_16b592ea149ade55bd83c25a",
"parentId": "5799",
"isLeaf": false,
"molecule": {
"id": "sa_16b592ea149ade55bd83c25a",
"inchikey": "BLIYZBAEZPOJAR-UHFFFAOYSA-N",
"smiles": "CC(C)(C)COS(=O)(=O)c1cc([N+](=O)[O-])ccc1CBr"
},
"smiles": "CC(C)(C)COS(=O)(=O)c1cc([N+](=O)[O-])ccc1CBr",
"reactionStepId": "sa_2337a763fcff74d54472c065",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20020111369A1;0568;33916\",\"rsmi\":\"O=C1CCC(=O)N1[Br:13].[CH3:1][C:2]([CH3:3])([CH3:4])[CH2:5][O:6][S:7](=[O:8])(=[O:9])[c:10]1[c:11]([CH3:12])[cH:14][cH:15][c:16]([N+:17](=[O:18])[O-:19])[cH:20]1>CCOC(C)=O.ClC(Cl)(Cl)Cl.O=C(OOC(=O)c1ccccc1)c1ccccc1>[CH3:1][C:2]([CH3:3])([CH3:4])[CH2:5][O:6][S:7](=[O:8])(=[O:9])[c:10]1[c:11]([CH2:12][Br:13])[cH:14][cH:15][c:16]([N+:17](=[O:18])[O-:19])[cH:20]1\"},\"mapped_reaction_smiles\":\"O=C1CCC(=O)N1[Br:13].[CH3:1][C:2]([CH3:3])([CH3:4])[CH2:5][O:6][S:7](=[O:8])(=[O:9])[c:10]1[c:11]([CH3:12])[cH:14][cH:15][c:16]([N+:17](=[O:18])[O-:19])[cH:20]1>CCOC(C)=O.ClC(Cl)(Cl)Cl.O=C(OOC(=O)c1ccccc1)c1ccccc1>[CH3:1][C:2]([CH3:3])([CH3:4])[CH2:5][O:6][S:7](=[O:8])(=[O:9])[c:10]1[c:11]([CH2:12][Br:13])[cH:14][cH:15][c:16]([N+:17](=[O:18])[O-:19])[cH:20]1\"}",
"reactionStep": {
"id": "sa_2337a763fcff74d54472c065",
"reactionHash": "7dbcf5c544040cf2d6901d6403bc86e8109fa0cec8f606031b4109a1150c103e"
},
"children": [
{
"id": "5802",
"routeId": "sa_5c09155203c9e084ef9c1649",
"moleculeId": "sa_ccdcf23ac83e7a68bfa4f2e5",
"parentId": "5801",
"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": []
},
{
"id": "5803",
"routeId": "sa_5c09155203c9e084ef9c1649",
"moleculeId": "sa_b802cacc9636319029eebd7e",
"parentId": "5801",
"isLeaf": false,
"molecule": {
"id": "sa_b802cacc9636319029eebd7e",
"inchikey": "SFSVUMPZAAPTKP-UHFFFAOYSA-N",
"smiles": "Cc1ccc([N+](=O)[O-])cc1S(=O)(=O)OCC(C)(C)C"
},
"smiles": "Cc1ccc([N+](=O)[O-])cc1S(=O)(=O)OCC(C)(C)C",
"reactionStepId": "sa_7d46c54c0b4da3858a988a69",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20020111369A1;0344;33904\",\"rsmi\":\"Cl[S:4]([c:3]1[c:2]([CH3:1])[cH:19][cH:18][c:14]([N+:15](=[O:16])[O-:17])[cH:13]1)(=[O:5])=[O:6].[OH:7][CH2:8][C:9]([CH3:10])([CH3:11])[CH3:12]>C1COCCO1.CCOC(C)=O.c1ccncc1>[CH3:1][c:2]1[c:3]([S:4](=[O:5])(=[O:6])[O:7][CH2:8][C:9]([CH3:10])([CH3:11])[CH3:12])[cH:13][c:14]([N+:15](=[O:16])[O-:17])[cH:18][cH:19]1\"},\"mapped_reaction_smiles\":\"Cl[S:4]([c:3]1[c:2]([CH3:1])[cH:19][cH:18][c:14]([N+:15](=[O:16])[O-:17])[cH:13]1)(=[O:5])=[O:6].[OH:7][CH2:8][C:9]([CH3:10])([CH3:11])[CH3:12]>C1COCCO1.CCOC(C)=O.c1ccncc1>[CH3:1][c:2]1[c:3]([S:4](=[O:5])(=[O:6])[O:7][CH2:8][C:9]([CH3:10])([CH3:11])[CH3:12])[cH:13][c:14]([N+:15](=[O:16])[O-:17])[cH:18][cH:19]1\"}",
"reactionStep": {
"id": "sa_7d46c54c0b4da3858a988a69",
"reactionHash": "e19fea369c0a9646ccf09d3b7ea8ba51f41269638dc60dd8d186026e8439ba7c"
},
"children": [
{
"id": "5804",
"routeId": "sa_5c09155203c9e084ef9c1649",
"moleculeId": "sa_f601eac8de9648a995015844",
"parentId": "5803",
"isLeaf": true,
"molecule": {
"id": "sa_f601eac8de9648a995015844",
"inchikey": "KPSSIOMAKSHJJG-UHFFFAOYSA-N",
"smiles": "CC(C)(C)CO"
},
"smiles": "CC(C)(C)CO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "5805",
"routeId": "sa_5c09155203c9e084ef9c1649",
"moleculeId": "sa_53e1aafc71dc5f7db3ab214a",
"parentId": "5803",
"isLeaf": true,
"molecule": {
"id": "sa_53e1aafc71dc5f7db3ab214a",
"inchikey": "WPGVQDHXOUAJBW-UHFFFAOYSA-N",
"smiles": "Cc1ccc([N+](=O)[O-])cc1S(=O)(=O)Cl"
},
"smiles": "Cc1ccc([N+](=O)[O-])cc1S(=O)(=O)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
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"children": []
}
]
}
]
}
]
}
]
}
}