Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
O=C(N[C@@H]1CCCC[C@H]1O)c1cnc(OC2CCCC2)c(-c2cc(C(F)(F)F)ccc2Cl)c1
InChiKey
UCFBUCVIBJVXEU-NHCUHLMSSA-N
Route Signature
e77b8ea551eed47de738e735719730f8dc30c04210791a992969a342c61fe8d7
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_aeefe5a7757419b6695a400a",
"signature": "e77b8ea551eed47de738e735719730f8dc30c04210791a992969a342c61fe8d7",
"contentHash": "f2b11d89405cc8d8385658db0fb426ca788870a5fed051e4f1c38329be9063b4",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_45bc80b9284db2831275f0d3",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-02968",
"moleculeId": "sa_69e16add7848e63fe5a534e2",
"smiles": "O=C(N[C@@H]1CCCC[C@H]1O)c1cnc(OC2CCCC2)c(-c2cc(C(F)(F)F)ccc2Cl)c1",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_69e16add7848e63fe5a534e2",
"inchikey": "UCFBUCVIBJVXEU-NHCUHLMSSA-N",
"smiles": "O=C(N[C@@H]1CCCC[C@H]1O)c1cnc(OC2CCCC2)c(-c2cc(C(F)(F)F)ccc2Cl)c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "6589",
"routeId": "sa_aeefe5a7757419b6695a400a",
"moleculeId": "sa_69e16add7848e63fe5a534e2",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_69e16add7848e63fe5a534e2",
"inchikey": "UCFBUCVIBJVXEU-NHCUHLMSSA-N",
"smiles": "O=C(N[C@@H]1CCCC[C@H]1O)c1cnc(OC2CCCC2)c(-c2cc(C(F)(F)F)ccc2Cl)c1"
},
"smiles": "O=C(N[C@@H]1CCCC[C@H]1O)c1cnc(OC2CCCC2)c(-c2cc(C(F)(F)F)ccc2Cl)c1",
"reactionStepId": "sa_352f3afbc781c97b7b8cfabe",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US07229999B2;0395;791459\",\"rsmi\":\"O[C:2](=[O:1])[c:11]1[cH:12][n:13][c:14]([O:15][CH:16]2[CH2:17][CH2:18][CH2:19][CH2:20]2)[c:21](-[c:22]2[c:23]([Cl:24])[cH:25][cH:26][c:27]([C:28]([F:29])([F:30])[F:31])[cH:32]2)[cH:33]1.[NH2:3][C@@H:4]1[CH2:5][CH2:6][CH2:7][CH2:8][C@H:9]1[OH:10]>CCN(C(C)C)C(C)C.CN(C)C(On1nnc2ccccc21)=[N+](C)C.CN(C)C=O.F[B-](F)(F)F>[O:1]=[C:2]([NH:3][C@@H:4]1[CH2:5][CH2:6][CH2:7][CH2:8][C@H:9]1[OH:10])[c:11]1[cH:12][n:13][c:14]([O:15][CH:16]2[CH2:17][CH2:18][CH2:19][CH2:20]2)[c:21](-[c:22]2[c:23]([Cl:24])[cH:25][cH:26][c:27]([C:28]([F:29])([F:30])[F:31])[cH:32]2)[cH:33]1\"},\"mapped_reaction_smiles\":\"O[C:2](=[O:1])[c:11]1[cH:12][n:13][c:14]([O:15][CH:16]2[CH2:17][CH2:18][CH2:19][CH2:20]2)[c:21](-[c:22]2[c:23]([Cl:24])[cH:25][cH:26][c:27]([C:28]([F:29])([F:30])[F:31])[cH:32]2)[cH:33]1.[NH2:3][C@@H:4]1[CH2:5][CH2:6][CH2:7][CH2:8][C@H:9]1[OH:10]>CCN(C(C)C)C(C)C.CN(C)C(On1nnc2ccccc21)=[N+](C)C.CN(C)C=O.F[B-](F)(F)F>[O:1]=[C:2]([NH:3][C@@H:4]1[CH2:5][CH2:6][CH2:7][CH2:8][C@H:9]1[OH:10])[c:11]1[cH:12][n:13][c:14]([O:15][CH:16]2[CH2:17][CH2:18][CH2:19][CH2:20]2)[c:21](-[c:22]2[c:23]([Cl:24])[cH:25][cH:26][c:27]([C:28]([F:29])([F:30])[F:31])[cH:32]2)[cH:33]1\"}",
"reactionStep": {
"id": "sa_352f3afbc781c97b7b8cfabe",
"reactionHash": "d0866b04a777f28e65a6cb327f451540d2d28baf352db1c1bf84b5cfca7b2aeb"
},
"children": [
{
"id": "6590",
"routeId": "sa_aeefe5a7757419b6695a400a",
"moleculeId": "sa_ff20e378a8caf7a49c35d9b6",
"parentId": "6589",
"isLeaf": false,
"molecule": {
"id": "sa_ff20e378a8caf7a49c35d9b6",
"inchikey": "HHMPTAGUHFSQJT-UHFFFAOYSA-N",
"smiles": "O=C(O)c1cnc(OC2CCCC2)c(-c2cc(C(F)(F)F)ccc2Cl)c1"
},
"smiles": "O=C(O)c1cnc(OC2CCCC2)c(-c2cc(C(F)(F)F)ccc2Cl)c1",
"reactionStepId": "sa_e3af43680d3749e2c130330e",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US07229999B2;0394;791458\",\"rsmi\":\"C[O:3][C:2](=[O:1])[c:4]1[cH:5][c:6](-[c:7]2[c:8]([Cl:9])[cH:10][cH:11][c:12]([C:13]([F:14])([F:15])[F:16])[cH:17]2)[c:18]([O:19][CH:20]2[CH2:21][CH2:22][CH2:23][CH2:24]2)[n:25][cH:26]1>C1COCCO1.O.[Na+].O>[O:1]=[C:2]([OH:3])[c:4]1[cH:5][c:6](-[c:7]2[c:8]([Cl:9])[cH:10][cH:11][c:12]([C:13]([F:14])([F:15])[F:16])[cH:17]2)[c:18]([O:19][CH:20]2[CH2:21][CH2:22][CH2:23][CH2:24]2)[n:25][cH:26]1\"},\"mapped_reaction_smiles\":\"C[O:3][C:2](=[O:1])[c:4]1[cH:5][c:6](-[c:7]2[c:8]([Cl:9])[cH:10][cH:11][c:12]([C:13]([F:14])([F:15])[F:16])[cH:17]2)[c:18]([O:19][CH:20]2[CH2:21][CH2:22][CH2:23][CH2:24]2)[n:25][cH:26]1>C1COCCO1.O.[Na+].O>[O:1]=[C:2]([OH:3])[c:4]1[cH:5][c:6](-[c:7]2[c:8]([Cl:9])[cH:10][cH:11][c:12]([C:13]([F:14])([F:15])[F:16])[cH:17]2)[c:18]([O:19][CH:20]2[CH2:21][CH2:22][CH2:23][CH2:24]2)[n:25][cH:26]1\"}",
"reactionStep": {
"id": "sa_e3af43680d3749e2c130330e",
"reactionHash": "da78c6f4bbb5c4562067966a743221e1cc1b504a28af82a1857a695f523169dd"
},
"children": [
{
"id": "6591",
"routeId": "sa_aeefe5a7757419b6695a400a",
"moleculeId": "sa_163619c44b20a42c8944e8e7",
"parentId": "6590",
"isLeaf": false,
"molecule": {
"id": "sa_163619c44b20a42c8944e8e7",
"inchikey": "WXOGWJYVMRCTCA-UHFFFAOYSA-N",
"smiles": "COC(=O)c1cnc(OC2CCCC2)c(-c2cc(C(F)(F)F)ccc2Cl)c1"
},
"smiles": "COC(=O)c1cnc(OC2CCCC2)c(-c2cc(C(F)(F)F)ccc2Cl)c1",
"reactionStepId": "sa_c7f6c425eb32090e16b8eee7",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US07229999B2;0393;791457\",\"rsmi\":\"Br[c:7]1[cH:6][c:5]([C:3]([O:2][CH3:1])=[O:4])[cH:27][n:26][c:19]1[O:20][CH:21]1[CH2:22][CH2:23][CH2:24][CH2:25]1.OB(O)[c:8]1[c:9]([Cl:10])[cH:11][cH:12][c:13]([C:14]([F:15])([F:16])[F:17])[cH:18]1>CC(=O)O.CC(=O)O.CCN(CC)CC.CN(C)C=O.[Pd+2].c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][c:7](-[c:8]2[c:9]([Cl:10])[cH:11][cH:12][c:13]([C:14]([F:15])([F:16])[F:17])[cH:18]2)[c:19]([O:20][CH:21]2[CH2:22][CH2:23][CH2:24][CH2:25]2)[n:26][cH:27]1\"},\"mapped_reaction_smiles\":\"Br[c:7]1[cH:6][c:5]([C:3]([O:2][CH3:1])=[O:4])[cH:27][n:26][c:19]1[O:20][CH:21]1[CH2:22][CH2:23][CH2:24][CH2:25]1.OB(O)[c:8]1[c:9]([Cl:10])[cH:11][cH:12][c:13]([C:14]([F:15])([F:16])[F:17])[cH:18]1>CC(=O)O.CC(=O)O.CCN(CC)CC.CN(C)C=O.[Pd+2].c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][c:7](-[c:8]2[c:9]([Cl:10])[cH:11][cH:12][c:13]([C:14]([F:15])([F:16])[F:17])[cH:18]2)[c:19]([O:20][CH:21]2[CH2:22][CH2:23][CH2:24][CH2:25]2)[n:26][cH:27]1\"}",
"reactionStep": {
"id": "sa_c7f6c425eb32090e16b8eee7",
"reactionHash": "ccecdf0b988da146e62732350bde2cf5c982659e7da6d552174ce072ffddc976"
},
"children": [
{
"id": "6592",
"routeId": "sa_aeefe5a7757419b6695a400a",
"moleculeId": "sa_59b6d94870e6fe2d46777732",
"parentId": "6591",
"isLeaf": false,
"molecule": {
"id": "sa_59b6d94870e6fe2d46777732",
"inchikey": "CCHIZMXOHAPQSD-UHFFFAOYSA-N",
"smiles": "COC(=O)c1cnc(OC2CCCC2)c(Br)c1"
},
"smiles": "COC(=O)c1cnc(OC2CCCC2)c(Br)c1",
"reactionStepId": "sa_e837373d55d038ba5533c092",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US07229999B2;0392;791456\",\"rsmi\":\"Cl[c:9]1[c:7]([Br:8])[cH:6][c:5]([C:3]([O:2][CH3:1])=[O:4])[cH:17][n:16]1.[OH:10][CH:11]1[CH2:12][CH2:13][CH2:14][CH2:15]1>CN(C)C=O.[HH].[Na+]>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][c:7]([Br:8])[c:9]([O:10][CH:11]2[CH2:12][CH2:13][CH2:14][CH2:15]2)[n:16][cH:17]1\"},\"mapped_reaction_smiles\":\"Cl[c:9]1[c:7]([Br:8])[cH:6][c:5]([C:3]([O:2][CH3:1])=[O:4])[cH:17][n:16]1.[OH:10][CH:11]1[CH2:12][CH2:13][CH2:14][CH2:15]1>CN(C)C=O.[HH].[Na+]>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][c:7]([Br:8])[c:9]([O:10][CH:11]2[CH2:12][CH2:13][CH2:14][CH2:15]2)[n:16][cH:17]1\"}",
"reactionStep": {
"id": "sa_e837373d55d038ba5533c092",
"reactionHash": "5b382fc49311f0f0923dfe0e9f5b0d220efe70107642a76ddbe3d52fb57f3719"
},
"children": [
{
"id": "6593",
"routeId": "sa_aeefe5a7757419b6695a400a",
"moleculeId": "sa_85af27674bf1de3b9e0d544e",
"parentId": "6592",
"isLeaf": true,
"molecule": {
"id": "sa_85af27674bf1de3b9e0d544e",
"inchikey": "WINGWVOUOFMOJQ-UHFFFAOYSA-N",
"smiles": "COC(=O)c1cnc(Cl)c(Br)c1"
},
"smiles": "COC(=O)c1cnc(Cl)c(Br)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "6594",
"routeId": "sa_aeefe5a7757419b6695a400a",
"moleculeId": "sa_118eb0cc8029c48cda9c86d4",
"parentId": "6592",
"isLeaf": true,
"molecule": {
"id": "sa_118eb0cc8029c48cda9c86d4",
"inchikey": "XCIXKGXIYUWCLL-UHFFFAOYSA-N",
"smiles": "OC1CCCC1"
},
"smiles": "OC1CCCC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "6595",
"routeId": "sa_aeefe5a7757419b6695a400a",
"moleculeId": "sa_6e5964aebf96f2e704b51e6c",
"parentId": "6591",
"isLeaf": true,
"molecule": {
"id": "sa_6e5964aebf96f2e704b51e6c",
"inchikey": "YVMXEHZEYONARR-UHFFFAOYSA-N",
"smiles": "OB(O)c1cc(C(F)(F)F)ccc1Cl"
},
"smiles": "OB(O)c1cc(C(F)(F)F)ccc1Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "6596",
"routeId": "sa_aeefe5a7757419b6695a400a",
"moleculeId": "sa_c9044f1a57c9a37b303a443d",
"parentId": "6589",
"isLeaf": true,
"molecule": {
"id": "sa_c9044f1a57c9a37b303a443d",
"inchikey": "PQMCFTMVQORYJC-PHDIDXHHSA-N",
"smiles": "N[C@@H]1CCCC[C@H]1O"
},
"smiles": "N[C@@H]1CCCC[C@H]1O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}