Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC1(c2cc(COS(C)(=O)=O)ccn2)OCCO1
InChiKey
PEWQUGWYWRWUHC-UHFFFAOYSA-N
Route Signature
a36d00a6bf5b594b5a3324a9e8f591357cd1c2239d6b98b1c403fc6a675b4820
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_ddfa753daa5ccdfa76b0b6e4",
"signature": "a36d00a6bf5b594b5a3324a9e8f591357cd1c2239d6b98b1c403fc6a675b4820",
"contentHash": "cdbe268c399d8b0182db472c8d249d992b59df54375157e43841043ba7fe829b",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_e85f5e5dcb6b7c8e7887e91f",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-06765",
"moleculeId": "sa_3aa01f35aa5143f810c9cd9d",
"smiles": "CC1(c2cc(COS(C)(=O)=O)ccn2)OCCO1",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_3aa01f35aa5143f810c9cd9d",
"inchikey": "PEWQUGWYWRWUHC-UHFFFAOYSA-N",
"smiles": "CC1(c2cc(COS(C)(=O)=O)ccn2)OCCO1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "16021",
"routeId": "sa_ddfa753daa5ccdfa76b0b6e4",
"moleculeId": "sa_3aa01f35aa5143f810c9cd9d",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_3aa01f35aa5143f810c9cd9d",
"inchikey": "PEWQUGWYWRWUHC-UHFFFAOYSA-N",
"smiles": "CC1(c2cc(COS(C)(=O)=O)ccn2)OCCO1"
},
"smiles": "CC1(c2cc(COS(C)(=O)=O)ccn2)OCCO1",
"reactionStepId": "sa_352407729e862519179e40df",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100331378A1;0369;994866\",\"rsmi\":\"Cl[S:10]([CH3:11])(=[O:12])=[O:13].[CH3:1][C:2]1([c:3]2[n:4][cH:5][cH:6][c:7]([CH2:8][OH:9])[cH:14]2)[O:15][CH2:16][CH2:17][O:18]1>CCN(CC)CC.CN(C)c1ccncc1.ClCCl.N#N>[CH3:1][C:2]1([c:3]2[n:4][cH:5][cH:6][c:7]([CH2:8][O:9][S:10]([CH3:11])(=[O:12])=[O:13])[cH:14]2)[O:15][CH2:16][CH2:17][O:18]1\"},\"mapped_reaction_smiles\":\"Cl[S:10]([CH3:11])(=[O:12])=[O:13].[CH3:1][C:2]1([c:3]2[n:4][cH:5][cH:6][c:7]([CH2:8][OH:9])[cH:14]2)[O:15][CH2:16][CH2:17][O:18]1>CCN(CC)CC.CN(C)c1ccncc1.ClCCl.N#N>[CH3:1][C:2]1([c:3]2[n:4][cH:5][cH:6][c:7]([CH2:8][O:9][S:10]([CH3:11])(=[O:12])=[O:13])[cH:14]2)[O:15][CH2:16][CH2:17][O:18]1\"}",
"reactionStep": {
"id": "sa_352407729e862519179e40df",
"reactionHash": "6a611ffd6d48a76cdaab682bbd3ff5d09967e91b78c48e75b00d07f12fade80c"
},
"children": [
{
"id": "16022",
"routeId": "sa_ddfa753daa5ccdfa76b0b6e4",
"moleculeId": "sa_b4cb2456cd80780016db6694",
"parentId": "16021",
"isLeaf": false,
"molecule": {
"id": "sa_b4cb2456cd80780016db6694",
"inchikey": "DBGCNYCVLPWNSV-UHFFFAOYSA-N",
"smiles": "CC1(c2cc(CO)ccn2)OCCO1"
},
"smiles": "CC1(c2cc(CO)ccn2)OCCO1",
"reactionStepId": "sa_fdf991b4a0f4c276c10a4204",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100331378A1;0368;994865\",\"rsmi\":\"CC(C)(C)[SiH2][O:9][C:8](C)(C)[c:7]1[cH:6][cH:5][n:4][c:3]([C:2]2([CH3:1])[O:11][CH2:12][CH2:13][O:14]2)[cH:10]1>C1CCOC1.CCCC[N+](CCCC)(CCCC)CCCC.CCOC(C)=O.N#N.F>[CH3:1][C:2]1([c:3]2[n:4][cH:5][cH:6][c:7]([CH2:8][OH:9])[cH:10]2)[O:11][CH2:12][CH2:13][O:14]1\"},\"mapped_reaction_smiles\":\"CC(C)(C)[SiH2][O:9][C:8](C)(C)[c:7]1[cH:6][cH:5][n:4][c:3]([C:2]2([CH3:1])[O:11][CH2:12][CH2:13][O:14]2)[cH:10]1>C1CCOC1.CCCC[N+](CCCC)(CCCC)CCCC.CCOC(C)=O.N#N.F>[CH3:1][C:2]1([c:3]2[n:4][cH:5][cH:6][c:7]([CH2:8][OH:9])[cH:10]2)[O:11][CH2:12][CH2:13][O:14]1\"}",
"reactionStep": {
"id": "sa_fdf991b4a0f4c276c10a4204",
"reactionHash": "66f1b417cffa983e95c0c39e06940d4657697a30b98c08824ecc60c83db57608"
},
"children": [
{
"id": "16023",
"routeId": "sa_ddfa753daa5ccdfa76b0b6e4",
"moleculeId": "sa_d1b6bd0a7bb4f9a44641edc5",
"parentId": "16022",
"isLeaf": false,
"molecule": {
"id": "sa_d1b6bd0a7bb4f9a44641edc5",
"inchikey": "RPPANUNXKQVIAU-UHFFFAOYSA-N",
"smiles": "CC(C)(C)[SiH2]OC(C)(C)c1ccnc(C2(C)OCCO2)c1"
},
"smiles": "CC(C)(C)[SiH2]OC(C)(C)c1ccnc(C2(C)OCCO2)c1",
"reactionStepId": "sa_b46f4dd77bcc575dc880bcc8",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100331378A1;0367;994864\",\"rsmi\":\"O[CH2:17][CH2:16][OH:15].[CH3:1][C:2]([CH3:3])([CH3:4])[SiH2:5][O:6][C:7]([CH3:8])([CH3:9])[c:10]1[cH:11][c:12]([C:13]([CH3:14])=[O:18])[n:19][cH:20][cH:21]1>COC(OC)OC.N#N.O=C(O)O.[Na+]>[CH3:1][C:2]([CH3:3])([CH3:4])[SiH2:5][O:6][C:7]([CH3:8])([CH3:9])[c:10]1[cH:11][c:12]([C:13]2([CH3:14])[O:15][CH2:16][CH2:17][O:18]2)[n:19][cH:20][cH:21]1\"},\"mapped_reaction_smiles\":\"O[CH2:17][CH2:16][OH:15].[CH3:1][C:2]([CH3:3])([CH3:4])[SiH2:5][O:6][C:7]([CH3:8])([CH3:9])[c:10]1[cH:11][c:12]([C:13]([CH3:14])=[O:18])[n:19][cH:20][cH:21]1>COC(OC)OC.N#N.O=C(O)O.[Na+]>[CH3:1][C:2]([CH3:3])([CH3:4])[SiH2:5][O:6][C:7]([CH3:8])([CH3:9])[c:10]1[cH:11][c:12]([C:13]2([CH3:14])[O:15][CH2:16][CH2:17][O:18]2)[n:19][cH:20][cH:21]1\"}",
"reactionStep": {
"id": "sa_b46f4dd77bcc575dc880bcc8",
"reactionHash": "4e334683cc24388038c32b109d75c55ee72b072cd043ed7553a32321ea286deb"
},
"children": [
{
"id": "16024",
"routeId": "sa_ddfa753daa5ccdfa76b0b6e4",
"moleculeId": "sa_daa2686ce35f5333036b911a",
"parentId": "16023",
"isLeaf": true,
"molecule": {
"id": "sa_daa2686ce35f5333036b911a",
"inchikey": "LYCAIKOWRPUZTN-UHFFFAOYSA-N",
"smiles": "OCCO"
},
"smiles": "OCCO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "16025",
"routeId": "sa_ddfa753daa5ccdfa76b0b6e4",
"moleculeId": "sa_f7fc81de5483c7dd1f6bc4cc",
"parentId": "16023",
"isLeaf": false,
"molecule": {
"id": "sa_f7fc81de5483c7dd1f6bc4cc",
"inchikey": "YWYUOGDBXPTMEH-UHFFFAOYSA-N",
"smiles": "CC(=O)c1cc(C(C)(C)O[SiH2]C(C)(C)C)ccn1"
},
"smiles": "CC(=O)c1cc(C(C)(C)O[SiH2]C(C)(C)C)ccn1",
"reactionStepId": "sa_9d292ef697e1ab54591bc443",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100331378A1;0366;994863\",\"rsmi\":\"Br[c:4]1[n:5][cH:6][cH:7][c:8]([C:9]([CH3:10])([CH3:11])[O:12][SiH2:13][C:14]([CH3:15])([CH3:16])[CH3:17])[cH:18]1.CN(C)[C:2]([CH3:1])=[O:3]>CCOCC.N#N.Cl.[Li]CCCC.N>[CH3:1][C:2](=[O:3])[c:4]1[n:5][cH:6][cH:7][c:8]([C:9]([CH3:10])([CH3:11])[O:12][SiH2:13][C:14]([CH3:15])([CH3:16])[CH3:17])[cH:18]1\"},\"mapped_reaction_smiles\":\"Br[c:4]1[n:5][cH:6][cH:7][c:8]([C:9]([CH3:10])([CH3:11])[O:12][SiH2:13][C:14]([CH3:15])([CH3:16])[CH3:17])[cH:18]1.CN(C)[C:2]([CH3:1])=[O:3]>CCOCC.N#N.Cl.[Li]CCCC.N>[CH3:1][C:2](=[O:3])[c:4]1[n:5][cH:6][cH:7][c:8]([C:9]([CH3:10])([CH3:11])[O:12][SiH2:13][C:14]([CH3:15])([CH3:16])[CH3:17])[cH:18]1\"}",
"reactionStep": {
"id": "sa_9d292ef697e1ab54591bc443",
"reactionHash": "38250557aa1f74476a095c7a0191b6eab6bc435fef048e997ee2a151eab05c14"
},
"children": [
{
"id": "16026",
"routeId": "sa_ddfa753daa5ccdfa76b0b6e4",
"moleculeId": "sa_8a0c9214baab259c422c4a78",
"parentId": "16025",
"isLeaf": true,
"molecule": {
"id": "sa_8a0c9214baab259c422c4a78",
"inchikey": "FXHOOIRPVKKKFG-UHFFFAOYSA-N",
"smiles": "CC(=O)N(C)C"
},
"smiles": "CC(=O)N(C)C",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "16027",
"routeId": "sa_ddfa753daa5ccdfa76b0b6e4",
"moleculeId": "sa_9aa206c41f63d6863b514111",
"parentId": "16025",
"isLeaf": true,
"molecule": {
"id": "sa_9aa206c41f63d6863b514111",
"inchikey": "JDJGIWQZWNIBCJ-UHFFFAOYSA-N",
"smiles": "CC(C)(C)[SiH2]OC(C)(C)c1ccnc(Br)c1"
},
"smiles": "CC(C)(C)[SiH2]OC(C)(C)c1ccnc(Br)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
},
{
"id": "16028",
"routeId": "sa_ddfa753daa5ccdfa76b0b6e4",
"moleculeId": "sa_d2a31ea58046b00856f61ca5",
"parentId": "16021",
"isLeaf": true,
"molecule": {
"id": "sa_d2a31ea58046b00856f61ca5",
"inchikey": "QARBMVPHQWIHKH-UHFFFAOYSA-N",
"smiles": "CS(=O)(=O)Cl"
},
"smiles": "CS(=O)(=O)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}