Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1c(C=O)cc(-c2ccccc2)n1S(=O)(=O)c1cccnc1
InChiKey
CAFQMLWKVOWBNG-UHFFFAOYSA-N
Route Signature
5fa53e2675be5bfe14db037a1d550f442bde152d309fe54c53e7760737a91b73
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_c5550f4748e6ada595d66e75",
"signature": "5fa53e2675be5bfe14db037a1d550f442bde152d309fe54c53e7760737a91b73",
"contentHash": "a7823a7ba3dda6d211489692cb5707f7ffaa23a96ef3b1c6a664d8745bc1664c",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_68156cb9d231d18c1ba817f3",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-04426",
"moleculeId": "sa_ca9f3a0ff9767c57a77c6016",
"smiles": "Cc1c(C=O)cc(-c2ccccc2)n1S(=O)(=O)c1cccnc1",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_ca9f3a0ff9767c57a77c6016",
"inchikey": "CAFQMLWKVOWBNG-UHFFFAOYSA-N",
"smiles": "Cc1c(C=O)cc(-c2ccccc2)n1S(=O)(=O)c1cccnc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "7308",
"routeId": "sa_c5550f4748e6ada595d66e75",
"moleculeId": "sa_ca9f3a0ff9767c57a77c6016",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_ca9f3a0ff9767c57a77c6016",
"inchikey": "CAFQMLWKVOWBNG-UHFFFAOYSA-N",
"smiles": "Cc1c(C=O)cc(-c2ccccc2)n1S(=O)(=O)c1cccnc1"
},
"smiles": "Cc1c(C=O)cc(-c2ccccc2)n1S(=O)(=O)c1cccnc1",
"reactionStepId": "sa_dec69012f9c7f3c3d41e7988",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090275591A1;0303;787209\",\"rsmi\":\"CCO[C:4]([c:3]1[c:2]([CH3:1])[n:14]([S:15](=[O:16])(=[O:17])[c:18]2[cH:19][cH:20][cH:21][n:22][cH:23]2)[c:7](-[c:8]2[cH:9][cH:10][cH:11][cH:12][cH:13]2)[cH:6]1)=[O:5]>C1CCOC1.CC(C)C[Al+]CC(C)C.CCOC(C)=O.Cc1ccccc1.O.[HH]>[CH3:1][c:2]1[c:3]([CH:4]=[O:5])[cH:6][c:7](-[c:8]2[cH:9][cH:10][cH:11][cH:12][cH:13]2)[n:14]1[S:15](=[O:16])(=[O:17])[c:18]1[cH:19][cH:20][cH:21][n:22][cH:23]1\"},\"mapped_reaction_smiles\":\"CCO[C:4]([c:3]1[c:2]([CH3:1])[n:14]([S:15](=[O:16])(=[O:17])[c:18]2[cH:19][cH:20][cH:21][n:22][cH:23]2)[c:7](-[c:8]2[cH:9][cH:10][cH:11][cH:12][cH:13]2)[cH:6]1)=[O:5]>C1CCOC1.CC(C)C[Al+]CC(C)C.CCOC(C)=O.Cc1ccccc1.O.[HH]>[CH3:1][c:2]1[c:3]([CH:4]=[O:5])[cH:6][c:7](-[c:8]2[cH:9][cH:10][cH:11][cH:12][cH:13]2)[n:14]1[S:15](=[O:16])(=[O:17])[c:18]1[cH:19][cH:20][cH:21][n:22][cH:23]1\"}",
"reactionStep": {
"id": "sa_dec69012f9c7f3c3d41e7988",
"reactionHash": "52cc836e4ea3aefe24d4964c2fb40413d6bdecaceaec79c2768f6e22886f3a2e"
},
"children": [
{
"id": "7309",
"routeId": "sa_c5550f4748e6ada595d66e75",
"moleculeId": "sa_f73c1f876ea5fbbcb56a96ef",
"parentId": "7308",
"isLeaf": false,
"molecule": {
"id": "sa_f73c1f876ea5fbbcb56a96ef",
"inchikey": "PVNRNPWVHCHFGW-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1cc(-c2ccccc2)n(S(=O)(=O)c2cccnc2)c1C"
},
"smiles": "CCOC(=O)c1cc(-c2ccccc2)n(S(=O)(=O)c2cccnc2)c1C",
"reactionStepId": "sa_71c78bb04b1582f40ccd22ac",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090275591A1;0271;787195\",\"rsmi\":\"Br[c:19]1[n:9]([S:10](=[O:11])(=[O:12])[c:13]2[cH:14][cH:15][cH:16][n:17][cH:18]2)[c:7]([CH3:8])[c:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[cH:26]1.OB(O)[c:20]1[cH:21][cH:22][cH:23][cH:24][cH:25]1>COCCOC.O.O=C(O)O.[Na+].[Na+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([CH3:8])[n:9]([S:10](=[O:11])(=[O:12])[c:13]2[cH:14][cH:15][cH:16][n:17][cH:18]2)[c:19](-[c:20]2[cH:21][cH:22][cH:23][cH:24][cH:25]2)[cH:26]1\"},\"mapped_reaction_smiles\":\"Br[c:19]1[n:9]([S:10](=[O:11])(=[O:12])[c:13]2[cH:14][cH:15][cH:16][n:17][cH:18]2)[c:7]([CH3:8])[c:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[cH:26]1.OB(O)[c:20]1[cH:21][cH:22][cH:23][cH:24][cH:25]1>COCCOC.O.O=C(O)O.[Na+].[Na+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([CH3:8])[n:9]([S:10](=[O:11])(=[O:12])[c:13]2[cH:14][cH:15][cH:16][n:17][cH:18]2)[c:19](-[c:20]2[cH:21][cH:22][cH:23][cH:24][cH:25]2)[cH:26]1\"}",
"reactionStep": {
"id": "sa_71c78bb04b1582f40ccd22ac",
"reactionHash": "36e5dc82ab269480b2c1b56b2d83d867f7f0e370a3d2a476e218fba5f5120b47"
},
"children": [
{
"id": "7310",
"routeId": "sa_c5550f4748e6ada595d66e75",
"moleculeId": "sa_05364e99571ecb363666a42f",
"parentId": "7309",
"isLeaf": true,
"molecule": {
"id": "sa_05364e99571ecb363666a42f",
"inchikey": "HXITXNWTGFUOAU-UHFFFAOYSA-N",
"smiles": "OB(O)c1ccccc1"
},
"smiles": "OB(O)c1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "7311",
"routeId": "sa_c5550f4748e6ada595d66e75",
"moleculeId": "sa_ec67da15d78ac4e6fe61707d",
"parentId": "7309",
"isLeaf": false,
"molecule": {
"id": "sa_ec67da15d78ac4e6fe61707d",
"inchikey": "PBOMTFXWONLVAX-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1cc(Br)n(S(=O)(=O)c2cccnc2)c1C"
},
"smiles": "CCOC(=O)c1cc(Br)n(S(=O)(=O)c2cccnc2)c1C",
"reactionStepId": "sa_304c8f9fbb2c5ef6d4c5c57c",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090275591A1;0269;787194\",\"rsmi\":\"Cl[S:10](=[O:11])(=[O:12])[c:13]1[cH:14][cH:15][cH:16][n:17][cH:18]1.[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([CH3:8])[nH:9][c:19]([Br:20])[cH:21]1>C1CCOC1.C1COCCOCCOCCOCCO1.Cl.O=C(O)O.[HH].[Na+].[Na+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([CH3:8])[n:9]([S:10](=[O:11])(=[O:12])[c:13]2[cH:14][cH:15][cH:16][n:17][cH:18]2)[c:19]([Br:20])[cH:21]1\"},\"mapped_reaction_smiles\":\"Cl[S:10](=[O:11])(=[O:12])[c:13]1[cH:14][cH:15][cH:16][n:17][cH:18]1.[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([CH3:8])[nH:9][c:19]([Br:20])[cH:21]1>C1CCOC1.C1COCCOCCOCCOCCO1.Cl.O=C(O)O.[HH].[Na+].[Na+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([CH3:8])[n:9]([S:10](=[O:11])(=[O:12])[c:13]2[cH:14][cH:15][cH:16][n:17][cH:18]2)[c:19]([Br:20])[cH:21]1\"}",
"reactionStep": {
"id": "sa_304c8f9fbb2c5ef6d4c5c57c",
"reactionHash": "4af4f0c305006954923ee48ff328a53f84e80ce51aaa8c61689c3d9aaac206e6"
},
"children": [
{
"id": "7312",
"routeId": "sa_c5550f4748e6ada595d66e75",
"moleculeId": "sa_e9a81c011723fb8fbab293ac",
"parentId": "7311",
"isLeaf": true,
"molecule": {
"id": "sa_e9a81c011723fb8fbab293ac",
"inchikey": "CDRNYKLYADJTMN-UHFFFAOYSA-N",
"smiles": "O=S(=O)(Cl)c1cccnc1"
},
"smiles": "O=S(=O)(Cl)c1cccnc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "7313",
"routeId": "sa_c5550f4748e6ada595d66e75",
"moleculeId": "sa_dee4a8f589d44e341b57b6d5",
"parentId": "7311",
"isLeaf": false,
"molecule": {
"id": "sa_dee4a8f589d44e341b57b6d5",
"inchikey": "IQHQDQXZTNWFON-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1cc(Br)[nH]c1C"
},
"smiles": "CCOC(=O)c1cc(Br)[nH]c1C",
"reactionStepId": "sa_336fe02686727e4626e8ca06",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090275591A1;0229;787184\",\"rsmi\":\"O=C1CCC(=O)N1[Br:11].[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([CH3:8])[nH:9][cH:10][cH:12]1>C1CCOC1.CCOCC.O>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([CH3:8])[nH:9][c:10]([Br:11])[cH:12]1\"},\"mapped_reaction_smiles\":\"O=C1CCC(=O)N1[Br:11].[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([CH3:8])[nH:9][cH:10][cH:12]1>C1CCOC1.CCOCC.O>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([CH3:8])[nH:9][c:10]([Br:11])[cH:12]1\"}",
"reactionStep": {
"id": "sa_336fe02686727e4626e8ca06",
"reactionHash": "7cdf9510d69679edff27f9fe6c7cf3148d9f258aaebc38f148020f68f3452266"
},
"children": [
{
"id": "7314",
"routeId": "sa_c5550f4748e6ada595d66e75",
"moleculeId": "sa_cf86354f14a2b83c85661b9f",
"parentId": "7313",
"isLeaf": true,
"molecule": {
"id": "sa_cf86354f14a2b83c85661b9f",
"inchikey": "DJDPDVJJTIGJTE-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1cc[nH]c1C"
},
"smiles": "CCOC(=O)c1cc[nH]c1C",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "7315",
"routeId": "sa_c5550f4748e6ada595d66e75",
"moleculeId": "sa_ccdcf23ac83e7a68bfa4f2e5",
"parentId": "7313",
"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": []
}
]
}
]
}
]
}
]
}
}