Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
O=C1CCc2ccc(OCCCCN3CCN(c4noc5cc(Cl)ccc45)CC3)cc2N1
InChiKey
QAXLPMYPXZBSCF-UHFFFAOYSA-N
Route Signature
d61fd22f9d360f2235831f19276d947fc3b2ef8e47db66f7e09f2df26b8f95bf
Synthesis route with 2 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_2f3322f97e4645b7bb442b86",
"signature": "d61fd22f9d360f2235831f19276d947fc3b2ef8e47db66f7e09f2df26b8f95bf",
"contentHash": "e22c91918b974eb82e324a47450850fbd856bfd36790ae5347c9fa80e0f29fca",
"length": 2,
"isConvergent": true
},
"target": {
"id": "sa_9de09eef4603109c86825999",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-03001",
"moleculeId": "sa_a6c7a8779060897ea2d8f789",
"smiles": "O=C1CCc2ccc(OCCCCN3CCN(c4noc5cc(Cl)ccc45)CC3)cc2N1",
"routeLength": 2,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_a6c7a8779060897ea2d8f789",
"inchikey": "QAXLPMYPXZBSCF-UHFFFAOYSA-N",
"smiles": "O=C1CCc2ccc(OCCCCN3CCN(c4noc5cc(Cl)ccc45)CC3)cc2N1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "2092",
"routeId": "sa_2f3322f97e4645b7bb442b86",
"moleculeId": "sa_a6c7a8779060897ea2d8f789",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_a6c7a8779060897ea2d8f789",
"inchikey": "QAXLPMYPXZBSCF-UHFFFAOYSA-N",
"smiles": "O=C1CCc2ccc(OCCCCN3CCN(c4noc5cc(Cl)ccc45)CC3)cc2N1"
},
"smiles": "O=C1CCc2ccc(OCCCCN3CCN(c4noc5cc(Cl)ccc45)CC3)cc2N1",
"reactionStepId": "sa_7ef7c24e1e26f0d1ae33c81b",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110160199A1;0107;1074932\",\"rsmi\":\"Cl[CH2:13][CH2:12][CH2:11][CH2:10][O:9][c:8]1[cH:7][cH:6][c:5]2[c:31]([cH:30]1)[NH:32][C:2](=[O:1])[CH2:3][CH2:4]2.[NH:14]1[CH2:15][CH2:16][N:17]([c:18]2[n:19][o:20][c:21]3[c:22]2[cH:23][cH:24][c:25]([Cl:26])[cH:27]3)[CH2:28][CH2:29]1>CC(C)=O.CN(C)C=O.O=C(O)O.[K+].[K+]>[O:1]=[C:2]1[CH2:3][CH2:4][c:5]2[cH:6][cH:7][c:8]([O:9][CH2:10][CH2:11][CH2:12][CH2:13][N:14]3[CH2:15][CH2:16][N:17]([c:18]4[n:19][o:20][c:21]5[c:22]4[cH:23][cH:24][c:25]([Cl:26])[cH:27]5)[CH2:28][CH2:29]3)[cH:30][c:31]2[NH:32]1\"},\"mapped_reaction_smiles\":\"Cl[CH2:13][CH2:12][CH2:11][CH2:10][O:9][c:8]1[cH:7][cH:6][c:5]2[c:31]([cH:30]1)[NH:32][C:2](=[O:1])[CH2:3][CH2:4]2.[NH:14]1[CH2:15][CH2:16][N:17]([c:18]2[n:19][o:20][c:21]3[c:22]2[cH:23][cH:24][c:25]([Cl:26])[cH:27]3)[CH2:28][CH2:29]1>CC(C)=O.CN(C)C=O.O=C(O)O.[K+].[K+]>[O:1]=[C:2]1[CH2:3][CH2:4][c:5]2[cH:6][cH:7][c:8]([O:9][CH2:10][CH2:11][CH2:12][CH2:13][N:14]3[CH2:15][CH2:16][N:17]([c:18]4[n:19][o:20][c:21]5[c:22]4[cH:23][cH:24][c:25]([Cl:26])[cH:27]5)[CH2:28][CH2:29]3)[cH:30][c:31]2[NH:32]1\"}",
"reactionStep": {
"id": "sa_7ef7c24e1e26f0d1ae33c81b",
"reactionHash": "df87efc3aa823d3d168af6527d49b67322de2216da3a5d1faa445152ef1f68c6"
},
"children": [
{
"id": "2093",
"routeId": "sa_2f3322f97e4645b7bb442b86",
"moleculeId": "sa_64ac2aad117b7c634ba9a74e",
"parentId": "2092",
"isLeaf": false,
"molecule": {
"id": "sa_64ac2aad117b7c634ba9a74e",
"inchikey": "LLNLKVNLPROIDY-UHFFFAOYSA-N",
"smiles": "Clc1ccc2c(N3CCNCC3)noc2c1"
},
"smiles": "Clc1ccc2c(N3CCNCC3)noc2c1",
"reactionStepId": "sa_afc2e01e8e7c0bda42309ab8",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110160199A1;0105;1074930\",\"rsmi\":\"Cl[c:8]1[c:5]2[c:4]([cH:3][c:2]([Cl:1])[cH:7][cH:6]2)[o:16][n:15]1.[NH:9]1[CH2:10][CH2:11][NH:12][CH2:13][CH2:14]1>[Na+].O>[Cl:1][c:2]1[cH:3][c:4]2[c:5]([cH:6][cH:7]1)[c:8]([N:9]1[CH2:10][CH2:11][NH:12][CH2:13][CH2:14]1)[n:15][o:16]2\"},\"mapped_reaction_smiles\":\"Cl[c:8]1[c:5]2[c:4]([cH:3][c:2]([Cl:1])[cH:7][cH:6]2)[o:16][n:15]1.[NH:9]1[CH2:10][CH2:11][NH:12][CH2:13][CH2:14]1>[Na+].O>[Cl:1][c:2]1[cH:3][c:4]2[c:5]([cH:6][cH:7]1)[c:8]([N:9]1[CH2:10][CH2:11][NH:12][CH2:13][CH2:14]1)[n:15][o:16]2\"}",
"reactionStep": {
"id": "sa_afc2e01e8e7c0bda42309ab8",
"reactionHash": "0ed1b4bafb5113e5f3ec02be1102212285c4f3121556b57f263afe39385ccc42"
},
"children": [
{
"id": "2094",
"routeId": "sa_2f3322f97e4645b7bb442b86",
"moleculeId": "sa_330bd414c5d4211e41bcaa1a",
"parentId": "2093",
"isLeaf": true,
"molecule": {
"id": "sa_330bd414c5d4211e41bcaa1a",
"inchikey": "GLUUGHFHXGJENI-UHFFFAOYSA-N",
"smiles": "C1CNCCN1"
},
"smiles": "C1CNCCN1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "2095",
"routeId": "sa_2f3322f97e4645b7bb442b86",
"moleculeId": "sa_d1952298ddf3a40931d45a02",
"parentId": "2093",
"isLeaf": true,
"molecule": {
"id": "sa_d1952298ddf3a40931d45a02",
"inchikey": "POPXRBHETNDMFP-UHFFFAOYSA-N",
"smiles": "Clc1ccc2c(Cl)noc2c1"
},
"smiles": "Clc1ccc2c(Cl)noc2c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "2096",
"routeId": "sa_2f3322f97e4645b7bb442b86",
"moleculeId": "sa_18424649bddd3b9a857c4f60",
"parentId": "2092",
"isLeaf": false,
"molecule": {
"id": "sa_18424649bddd3b9a857c4f60",
"inchikey": "SRMLSNBGMDJSJH-UHFFFAOYSA-N",
"smiles": "O=C1CCc2ccc(OCCCCCl)cc2N1"
},
"smiles": "O=C1CCc2ccc(OCCCCCl)cc2N1",
"reactionStepId": "sa_54a4ac4d32f57e36b1569e23",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110160199A1;0106;1074931\",\"rsmi\":\"Br[CH2:10][CH2:11][CH2:12][CH2:13][Cl:14].[O:1]=[C:2]1[CH2:3][CH2:4][c:5]2[cH:6][cH:7][c:8]([OH:9])[cH:15][c:16]2[NH:17]1>CC(C)=O.CCCCCC.O=C(O)O.[K+].[K+]>[O:1]=[C:2]1[CH2:3][CH2:4][c:5]2[cH:6][cH:7][c:8]([O:9][CH2:10][CH2:11][CH2:12][CH2:13][Cl:14])[cH:15][c:16]2[NH:17]1\"},\"mapped_reaction_smiles\":\"Br[CH2:10][CH2:11][CH2:12][CH2:13][Cl:14].[O:1]=[C:2]1[CH2:3][CH2:4][c:5]2[cH:6][cH:7][c:8]([OH:9])[cH:15][c:16]2[NH:17]1>CC(C)=O.CCCCCC.O=C(O)O.[K+].[K+]>[O:1]=[C:2]1[CH2:3][CH2:4][c:5]2[cH:6][cH:7][c:8]([O:9][CH2:10][CH2:11][CH2:12][CH2:13][Cl:14])[cH:15][c:16]2[NH:17]1\"}",
"reactionStep": {
"id": "sa_54a4ac4d32f57e36b1569e23",
"reactionHash": "b6983806e92d09f5a0b4b96610ed114b9e4b9b9ba9029e6467f956af2b88e505"
},
"children": [
{
"id": "2097",
"routeId": "sa_2f3322f97e4645b7bb442b86",
"moleculeId": "sa_f90e8288954dd079c70fec09",
"parentId": "2096",
"isLeaf": true,
"molecule": {
"id": "sa_f90e8288954dd079c70fec09",
"inchikey": "LKLSFDWYIBUGNT-UHFFFAOYSA-N",
"smiles": "OC1=Nc2cc(O)ccc2CC1"
},
"smiles": "O=C1CCc2ccc(O)cc2N1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "2098",
"routeId": "sa_2f3322f97e4645b7bb442b86",
"moleculeId": "sa_28c691395f15afb84fe4e2e9",
"parentId": "2096",
"isLeaf": true,
"molecule": {
"id": "sa_28c691395f15afb84fe4e2e9",
"inchikey": "NIDSRGCVYOEDFW-UHFFFAOYSA-N",
"smiles": "ClCCCCBr"
},
"smiles": "ClCCCCBr",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}