Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
O=C(O)COCc1cccc(S(=O)(=O)N2CCN(c3ccc(C(F)(F)F)cc3)CC2)c1
InChiKey
MREZUVGZDKPJEJ-UHFFFAOYSA-N
Route Signature
e8d79648ebf3894c91b90cc8ff027ebd10c03be5f2f9880e84b67db0aaebabb7
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_138b5574dfff59345bf437f4",
"signature": "e8d79648ebf3894c91b90cc8ff027ebd10c03be5f2f9880e84b67db0aaebabb7",
"contentHash": "d351f976c56249a6b1e06d4853cd6ed29b3b4bfa832878f2cbd6a084b4e0c5e3",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_92247b3070c50a6ea2be4cf7",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-02419",
"moleculeId": "sa_186a94c8d2fea73b44ecdd80",
"smiles": "O=C(O)COCc1cccc(S(=O)(=O)N2CCN(c3ccc(C(F)(F)F)cc3)CC2)c1",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_186a94c8d2fea73b44ecdd80",
"inchikey": "MREZUVGZDKPJEJ-UHFFFAOYSA-N",
"smiles": "O=C(O)COCc1cccc(S(=O)(=O)N2CCN(c3ccc(C(F)(F)F)cc3)CC2)c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 2
},
"rootNode": {
"id": "6358",
"routeId": "sa_138b5574dfff59345bf437f4",
"moleculeId": "sa_186a94c8d2fea73b44ecdd80",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_186a94c8d2fea73b44ecdd80",
"inchikey": "MREZUVGZDKPJEJ-UHFFFAOYSA-N",
"smiles": "O=C(O)COCc1cccc(S(=O)(=O)N2CCN(c3ccc(C(F)(F)F)cc3)CC2)c1"
},
"smiles": "O=C(O)COCc1cccc(S(=O)(=O)N2CCN(c3ccc(C(F)(F)F)cc3)CC2)c1",
"reactionStepId": "sa_43afef16d2d3b777428c8407",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20050234046A1;0953;291025\",\"rsmi\":\"C[O:3][C:2](=[O:1])[CH2:4][O:5][CH2:6][c:7]1[cH:8][c:9]([S:10](=[O:11])(=[O:12])[N:13]2[CH2:14][CH2:15][N:16]([c:17]3[cH:18][cH:19][c:20]([C:21]([F:22])([F:23])[F:24])[cH:25][cH:26]3)[CH2:27][CH2:28]2)[cH:29][cH:30][cH:31]1>C1CCOC1.CO.[Li+].O>[O:1]=[C:2]([OH:3])[CH2:4][O:5][CH2:6][c:7]1[cH:8][c:9]([S:10](=[O:11])(=[O:12])[N:13]2[CH2:14][CH2:15][N:16]([c:17]3[cH:18][cH:19][c:20]([C:21]([F:22])([F:23])[F:24])[cH:25][cH:26]3)[CH2:27][CH2:28]2)[cH:29][cH:30][cH:31]1\"},\"mapped_reaction_smiles\":\"C[O:3][C:2](=[O:1])[CH2:4][O:5][CH2:6][c:7]1[cH:8][c:9]([S:10](=[O:11])(=[O:12])[N:13]2[CH2:14][CH2:15][N:16]([c:17]3[cH:18][cH:19][c:20]([C:21]([F:22])([F:23])[F:24])[cH:25][cH:26]3)[CH2:27][CH2:28]2)[cH:29][cH:30][cH:31]1>C1CCOC1.CO.[Li+].O>[O:1]=[C:2]([OH:3])[CH2:4][O:5][CH2:6][c:7]1[cH:8][c:9]([S:10](=[O:11])(=[O:12])[N:13]2[CH2:14][CH2:15][N:16]([c:17]3[cH:18][cH:19][c:20]([C:21]([F:22])([F:23])[F:24])[cH:25][cH:26]3)[CH2:27][CH2:28]2)[cH:29][cH:30][cH:31]1\"}",
"reactionStep": {
"id": "sa_43afef16d2d3b777428c8407",
"reactionHash": "33d68a5eb290e397e1a3bef91ea49f21bcff0f2508106061fc521d96c5699a5a"
},
"children": [
{
"id": "6359",
"routeId": "sa_138b5574dfff59345bf437f4",
"moleculeId": "sa_bec9047479ce5fbf2a5f18b4",
"parentId": "6358",
"isLeaf": false,
"molecule": {
"id": "sa_bec9047479ce5fbf2a5f18b4",
"inchikey": "RWAVXUKGIZFKGM-UHFFFAOYSA-N",
"smiles": "COC(=O)COCc1cccc(S(=O)(=O)N2CCN(c3ccc(C(F)(F)F)cc3)CC2)c1"
},
"smiles": "COC(=O)COCc1cccc(S(=O)(=O)N2CCN(c3ccc(C(F)(F)F)cc3)CC2)c1",
"reactionStepId": "sa_45677b74273c24a1d64791c5",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20050234046A1;0951;291024\",\"rsmi\":\"Br[CH2:7][c:8]1[cH:9][c:10]([S:11](=[O:12])(=[O:13])[N:14]2[CH2:15][CH2:16][N:17]([c:18]3[cH:19][cH:20][c:21]([C:22]([F:23])([F:24])[F:25])[cH:26][cH:27]3)[CH2:28][CH2:29]2)[cH:30][cH:31][cH:32]1.[CH3:1][O:2][C:3](=[O:4])[CH2:5][OH:6]>C1CCOC1.CCOC(C)=O.[HH].[Na+]>[CH3:1][O:2][C:3](=[O:4])[CH2:5][O:6][CH2:7][c:8]1[cH:9][c:10]([S:11](=[O:12])(=[O:13])[N:14]2[CH2:15][CH2:16][N:17]([c:18]3[cH:19][cH:20][c:21]([C:22]([F:23])([F:24])[F:25])[cH:26][cH:27]3)[CH2:28][CH2:29]2)[cH:30][cH:31][cH:32]1\"},\"mapped_reaction_smiles\":\"Br[CH2:7][c:8]1[cH:9][c:10]([S:11](=[O:12])(=[O:13])[N:14]2[CH2:15][CH2:16][N:17]([c:18]3[cH:19][cH:20][c:21]([C:22]([F:23])([F:24])[F:25])[cH:26][cH:27]3)[CH2:28][CH2:29]2)[cH:30][cH:31][cH:32]1.[CH3:1][O:2][C:3](=[O:4])[CH2:5][OH:6]>C1CCOC1.CCOC(C)=O.[HH].[Na+]>[CH3:1][O:2][C:3](=[O:4])[CH2:5][O:6][CH2:7][c:8]1[cH:9][c:10]([S:11](=[O:12])(=[O:13])[N:14]2[CH2:15][CH2:16][N:17]([c:18]3[cH:19][cH:20][c:21]([C:22]([F:23])([F:24])[F:25])[cH:26][cH:27]3)[CH2:28][CH2:29]2)[cH:30][cH:31][cH:32]1\"}",
"reactionStep": {
"id": "sa_45677b74273c24a1d64791c5",
"reactionHash": "5b265fe06d5676c06a8502c83ba93b8f34cc973ba18137bbca245725f590b47e"
},
"children": [
{
"id": "6360",
"routeId": "sa_138b5574dfff59345bf437f4",
"moleculeId": "sa_3a74b8e80b37a13c669372d2",
"parentId": "6359",
"isLeaf": false,
"molecule": {
"id": "sa_3a74b8e80b37a13c669372d2",
"inchikey": "GLGKMLLGRFQWNC-UHFFFAOYSA-N",
"smiles": "O=S(=O)(c1cccc(CBr)c1)N1CCN(c2ccc(C(F)(F)F)cc2)CC1"
},
"smiles": "O=S(=O)(c1cccc(CBr)c1)N1CCN(c2ccc(C(F)(F)F)cc2)CC1",
"reactionStepId": "sa_9d04caea8420984779854203",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20050234046A1;0944;291021\",\"rsmi\":\"Cl[S:2](=[O:1])(=[O:3])[c:4]1[cH:5][c:6]([CH2:7][Br:8])[cH:9][cH:10][cH:11]1.[NH:12]1[CH2:13][CH2:14][N:15]([c:16]2[cH:17][cH:18][c:19]([C:20]([F:21])([F:22])[F:23])[cH:24][cH:25]2)[CH2:26][CH2:27]1>C1CCOC1.CCN(CC)CC.CCOC(C)=O>[O:1]=[S:2](=[O:3])([c:4]1[cH:5][c:6]([CH2:7][Br:8])[cH:9][cH:10][cH:11]1)[N:12]1[CH2:13][CH2:14][N:15]([c:16]2[cH:17][cH:18][c:19]([C:20]([F:21])([F:22])[F:23])[cH:24][cH:25]2)[CH2:26][CH2:27]1\"},\"mapped_reaction_smiles\":\"Cl[S:2](=[O:1])(=[O:3])[c:4]1[cH:5][c:6]([CH2:7][Br:8])[cH:9][cH:10][cH:11]1.[NH:12]1[CH2:13][CH2:14][N:15]([c:16]2[cH:17][cH:18][c:19]([C:20]([F:21])([F:22])[F:23])[cH:24][cH:25]2)[CH2:26][CH2:27]1>C1CCOC1.CCN(CC)CC.CCOC(C)=O>[O:1]=[S:2](=[O:3])([c:4]1[cH:5][c:6]([CH2:7][Br:8])[cH:9][cH:10][cH:11]1)[N:12]1[CH2:13][CH2:14][N:15]([c:16]2[cH:17][cH:18][c:19]([C:20]([F:21])([F:22])[F:23])[cH:24][cH:25]2)[CH2:26][CH2:27]1\"}",
"reactionStep": {
"id": "sa_9d04caea8420984779854203",
"reactionHash": "562b74b90ea613d8d5e823fc790d0623c57d461ecf0ee38390038db162b0a57e"
},
"children": [
{
"id": "6361",
"routeId": "sa_138b5574dfff59345bf437f4",
"moleculeId": "sa_ce27ff15ee990fce200f4624",
"parentId": "6360",
"isLeaf": true,
"molecule": {
"id": "sa_ce27ff15ee990fce200f4624",
"inchikey": "IBQMAPSJLHRQPE-UHFFFAOYSA-N",
"smiles": "FC(F)(F)c1ccc(N2CCNCC2)cc1"
},
"smiles": "FC(F)(F)c1ccc(N2CCNCC2)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "6362",
"routeId": "sa_138b5574dfff59345bf437f4",
"moleculeId": "sa_bb7baccc19119c3e7b940899",
"parentId": "6360",
"isLeaf": false,
"molecule": {
"id": "sa_bb7baccc19119c3e7b940899",
"inchikey": "OAYDKDHGBRDMFR-UHFFFAOYSA-N",
"smiles": "O=S(=O)(Cl)c1cccc(CBr)c1"
},
"smiles": "O=S(=O)(Cl)c1cccc(CBr)c1",
"reactionStepId": "sa_2667e924fc98784f9777489f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20050234046A1;0942;291020\",\"rsmi\":\"O=C1CCC(=O)N1[Br:9].[O:1]=[S:2](=[O:3])([Cl:4])[c:5]1[cH:6][c:7]([CH3:8])[cH:10][cH:11][cH:12]1>CC(C)(C#N)N=NC(C)(C)C#N.CCOC(C)=O.c1ccccc1>[O:1]=[S:2](=[O:3])([Cl:4])[c:5]1[cH:6][c:7]([CH2:8][Br:9])[cH:10][cH:11][cH:12]1\"},\"mapped_reaction_smiles\":\"O=C1CCC(=O)N1[Br:9].[O:1]=[S:2](=[O:3])([Cl:4])[c:5]1[cH:6][c:7]([CH3:8])[cH:10][cH:11][cH:12]1>CC(C)(C#N)N=NC(C)(C)C#N.CCOC(C)=O.c1ccccc1>[O:1]=[S:2](=[O:3])([Cl:4])[c:5]1[cH:6][c:7]([CH2:8][Br:9])[cH:10][cH:11][cH:12]1\"}",
"reactionStep": {
"id": "sa_2667e924fc98784f9777489f",
"reactionHash": "eb55dd85fd5b9e58680c5f1aa7ca9cb2d2fe3a6c3e19f5469862b9ff7d252527"
},
"children": [
{
"id": "6363",
"routeId": "sa_138b5574dfff59345bf437f4",
"moleculeId": "sa_92b93fa5c190c1d29d2c1134",
"parentId": "6362",
"isLeaf": true,
"molecule": {
"id": "sa_92b93fa5c190c1d29d2c1134",
"inchikey": "KFPMLWUKHQMEBU-UHFFFAOYSA-N",
"smiles": "Cc1cccc(S(=O)(=O)Cl)c1"
},
"smiles": "Cc1cccc(S(=O)(=O)Cl)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "6364",
"routeId": "sa_138b5574dfff59345bf437f4",
"moleculeId": "sa_ccdcf23ac83e7a68bfa4f2e5",
"parentId": "6362",
"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": "6365",
"routeId": "sa_138b5574dfff59345bf437f4",
"moleculeId": "sa_c40f8a4eec1fb09ca3f8cc11",
"parentId": "6359",
"isLeaf": true,
"molecule": {
"id": "sa_c40f8a4eec1fb09ca3f8cc11",
"inchikey": "GSJFXBNYJCXDGI-UHFFFAOYSA-N",
"smiles": "COC(=O)CO"
},
"smiles": "COC(=O)CO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}