Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CN(CCC#Cc1cccc(CF)n1)S(=O)(=O)c1ccccc1Cl
InChiKey
DAFUENRDOHIVQI-UHFFFAOYSA-N
Route Signature
102a7801ea3c669450d7f3759a5c2119addfecfbc3ab9749453b81b7726f232c
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_76be08113d09433f472a7081",
"signature": "102a7801ea3c669450d7f3759a5c2119addfecfbc3ab9749453b81b7726f232c",
"contentHash": "f58dcf558a25e21f1c72be55695f5bc811b3cdaa7e39ef72e2a6806e8bf2f468",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_f487adc0b7b5b232c741e1c9",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-01733",
"moleculeId": "sa_9ca48b6a0c479aa7a659afbc",
"smiles": "CN(CCC#Cc1cccc(CF)n1)S(=O)(=O)c1ccccc1Cl",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_9ca48b6a0c479aa7a659afbc",
"inchikey": "DAFUENRDOHIVQI-UHFFFAOYSA-N",
"smiles": "CN(CCC#Cc1cccc(CF)n1)S(=O)(=O)c1ccccc1Cl"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "5970",
"routeId": "sa_76be08113d09433f472a7081",
"moleculeId": "sa_9ca48b6a0c479aa7a659afbc",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_9ca48b6a0c479aa7a659afbc",
"inchikey": "DAFUENRDOHIVQI-UHFFFAOYSA-N",
"smiles": "CN(CCC#Cc1cccc(CF)n1)S(=O)(=O)c1ccccc1Cl"
},
"smiles": "CN(CCC#Cc1cccc(CF)n1)S(=O)(=O)c1ccccc1Cl",
"reactionStepId": "sa_59cbd7748abb7ddfb2b96786",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08883826B2;2200;1537513\",\"rsmi\":\"Cl[S:15](=[O:16])(=[O:17])[c:18]1[c:19]([Cl:20])[cH:21][cH:22][cH:23][cH:24]1.[CH3:1][NH:2][CH2:3][CH2:4][C:5]#[C:6][c:7]1[n:8][c:9]([CH2:10][F:11])[cH:12][cH:13][cH:14]1>>[CH3:1][N:2]([CH2:3][CH2:4][C:5]#[C:6][c:7]1[n:8][c:9]([CH2:10][F:11])[cH:12][cH:13][cH:14]1)[S:15](=[O:16])(=[O:17])[c:18]1[c:19]([Cl:20])[cH:21][cH:22][cH:23][cH:24]1\"},\"mapped_reaction_smiles\":\"Cl[S:15](=[O:16])(=[O:17])[c:18]1[c:19]([Cl:20])[cH:21][cH:22][cH:23][cH:24]1.[CH3:1][NH:2][CH2:3][CH2:4][C:5]#[C:6][c:7]1[n:8][c:9]([CH2:10][F:11])[cH:12][cH:13][cH:14]1>>[CH3:1][N:2]([CH2:3][CH2:4][C:5]#[C:6][c:7]1[n:8][c:9]([CH2:10][F:11])[cH:12][cH:13][cH:14]1)[S:15](=[O:16])(=[O:17])[c:18]1[c:19]([Cl:20])[cH:21][cH:22][cH:23][cH:24]1\"}",
"reactionStep": {
"id": "sa_59cbd7748abb7ddfb2b96786",
"reactionHash": "d0bb2c47dfd5fe62de3230f9042f82920655a06522f08f952ffcb3219e20beab"
},
"children": [
{
"id": "5971",
"routeId": "sa_76be08113d09433f472a7081",
"moleculeId": "sa_9f93e4348c272f341e5c4176",
"parentId": "5970",
"isLeaf": true,
"molecule": {
"id": "sa_9f93e4348c272f341e5c4176",
"inchikey": "KMVZDSQHLDGKGV-UHFFFAOYSA-N",
"smiles": "O=S(=O)(Cl)c1ccccc1Cl"
},
"smiles": "O=S(=O)(Cl)c1ccccc1Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "5972",
"routeId": "sa_76be08113d09433f472a7081",
"moleculeId": "sa_075c86a02cd0578d9eb20d0f",
"parentId": "5970",
"isLeaf": false,
"molecule": {
"id": "sa_075c86a02cd0578d9eb20d0f",
"inchikey": "MXPYOJMZHFUOOH-UHFFFAOYSA-N",
"smiles": "CNCCC#Cc1cccc(CF)n1"
},
"smiles": "CNCCC#Cc1cccc(CF)n1",
"reactionStepId": "sa_345e66b350913df5d183c2db",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08883826B2;2194;1537511\",\"rsmi\":\"CS(=O)(=O)O[CH2:3][CH2:4][C:5]#[C:6][c:7]1[n:8][c:9]([CH2:10][F:11])[cH:12][cH:13][cH:14]1.[CH3:1][NH2:2]>>[CH3:1][NH:2][CH2:3][CH2:4][C:5]#[C:6][c:7]1[n:8][c:9]([CH2:10][F:11])[cH:12][cH:13][cH:14]1\"},\"mapped_reaction_smiles\":\"CS(=O)(=O)O[CH2:3][CH2:4][C:5]#[C:6][c:7]1[n:8][c:9]([CH2:10][F:11])[cH:12][cH:13][cH:14]1.[CH3:1][NH2:2]>>[CH3:1][NH:2][CH2:3][CH2:4][C:5]#[C:6][c:7]1[n:8][c:9]([CH2:10][F:11])[cH:12][cH:13][cH:14]1\"}",
"reactionStep": {
"id": "sa_345e66b350913df5d183c2db",
"reactionHash": "12662646d08f99b7e4fbed41fd5df4af22c12376fe085a16663716df4f642be6"
},
"children": [
{
"id": "5973",
"routeId": "sa_76be08113d09433f472a7081",
"moleculeId": "sa_e00cdbb7fb9d3ecf114a19d3",
"parentId": "5972",
"isLeaf": true,
"molecule": {
"id": "sa_e00cdbb7fb9d3ecf114a19d3",
"inchikey": "BAVYZALUXZFZLV-UHFFFAOYSA-N",
"smiles": "CN"
},
"smiles": "CN",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "5974",
"routeId": "sa_76be08113d09433f472a7081",
"moleculeId": "sa_0c090db96b83be3d4ee61a72",
"parentId": "5972",
"isLeaf": false,
"molecule": {
"id": "sa_0c090db96b83be3d4ee61a72",
"inchikey": "DSLRUDZUYSJRDS-UHFFFAOYSA-N",
"smiles": "CS(=O)(=O)OCCC#Cc1cccc(CF)n1"
},
"smiles": "CS(=O)(=O)OCCC#Cc1cccc(CF)n1",
"reactionStepId": "sa_9151301f7e343343f79e5587",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08883826B2;2191;1537510\",\"rsmi\":\"Cl[S:2]([CH3:1])(=[O:3])=[O:4].[OH:5][CH2:6][CH2:7][C:8]#[C:9][c:10]1[n:11][c:12]([CH2:13][F:14])[cH:15][cH:16][cH:17]1>>[CH3:1][S:2](=[O:3])(=[O:4])[O:5][CH2:6][CH2:7][C:8]#[C:9][c:10]1[n:11][c:12]([CH2:13][F:14])[cH:15][cH:16][cH:17]1\"},\"mapped_reaction_smiles\":\"Cl[S:2]([CH3:1])(=[O:3])=[O:4].[OH:5][CH2:6][CH2:7][C:8]#[C:9][c:10]1[n:11][c:12]([CH2:13][F:14])[cH:15][cH:16][cH:17]1>>[CH3:1][S:2](=[O:3])(=[O:4])[O:5][CH2:6][CH2:7][C:8]#[C:9][c:10]1[n:11][c:12]([CH2:13][F:14])[cH:15][cH:16][cH:17]1\"}",
"reactionStep": {
"id": "sa_9151301f7e343343f79e5587",
"reactionHash": "0a03c7f3960bfeba703573d725b1fc091f5b1218327817d96b47c99b6668905b"
},
"children": [
{
"id": "5975",
"routeId": "sa_76be08113d09433f472a7081",
"moleculeId": "sa_b8cf4701f6cbd464bfb2bd50",
"parentId": "5974",
"isLeaf": false,
"molecule": {
"id": "sa_b8cf4701f6cbd464bfb2bd50",
"inchikey": "OZOQGCGOGQRDCT-UHFFFAOYSA-N",
"smiles": "OCCC#Cc1cccc(CF)n1"
},
"smiles": "OCCC#Cc1cccc(CF)n1",
"reactionStepId": "sa_9c0cb6dbae4fbe2f0537e202",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08883826B2;2188;1537509\",\"rsmi\":\"Br[c:6]1[n:7][c:8]([CH2:9][F:10])[cH:11][cH:12][cH:13]1.[OH:1][CH2:2][CH2:3][C:4]#[CH:5]>>[OH:1][CH2:2][CH2:3][C:4]#[C:5][c:6]1[n:7][c:8]([CH2:9][F:10])[cH:11][cH:12][cH:13]1\"},\"mapped_reaction_smiles\":\"Br[c:6]1[n:7][c:8]([CH2:9][F:10])[cH:11][cH:12][cH:13]1.[OH:1][CH2:2][CH2:3][C:4]#[CH:5]>>[OH:1][CH2:2][CH2:3][C:4]#[C:5][c:6]1[n:7][c:8]([CH2:9][F:10])[cH:11][cH:12][cH:13]1\"}",
"reactionStep": {
"id": "sa_9c0cb6dbae4fbe2f0537e202",
"reactionHash": "3a9920ec6aa7d27eaab6aa3b4e4ad7f7268b24beb4cf59110fd7c32c50371e16"
},
"children": [
{
"id": "5976",
"routeId": "sa_76be08113d09433f472a7081",
"moleculeId": "sa_4de110b080a577bdb194a342",
"parentId": "5975",
"isLeaf": false,
"molecule": {
"id": "sa_4de110b080a577bdb194a342",
"inchikey": "OSBHDMWFFSTJRJ-UHFFFAOYSA-N",
"smiles": "FCc1cccc(Br)n1"
},
"smiles": "FCc1cccc(Br)n1",
"reactionStepId": "sa_db4482a11104536fff757bda",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08883826B2;2018;1537468\",\"rsmi\":\"CCN(CC)S(F)(F)[F:1].O[CH2:2][c:3]1[cH:4][cH:5][cH:6][c:7]([Br:8])[n:9]1>ClCCl>[F:1][CH2:2][c:3]1[cH:4][cH:5][cH:6][c:7]([Br:8])[n:9]1\"},\"mapped_reaction_smiles\":\"CCN(CC)S(F)(F)[F:1].O[CH2:2][c:3]1[cH:4][cH:5][cH:6][c:7]([Br:8])[n:9]1>ClCCl>[F:1][CH2:2][c:3]1[cH:4][cH:5][cH:6][c:7]([Br:8])[n:9]1\"}",
"reactionStep": {
"id": "sa_db4482a11104536fff757bda",
"reactionHash": "3046e9c1b1aa5709c0af93a32cf5f565c3825327e5d115afb47bc494a168ec3f"
},
"children": [
{
"id": "5977",
"routeId": "sa_76be08113d09433f472a7081",
"moleculeId": "sa_ea36804e09a923c015915fb2",
"parentId": "5976",
"isLeaf": true,
"molecule": {
"id": "sa_ea36804e09a923c015915fb2",
"inchikey": "CSJLBAMHHLJAAS-UHFFFAOYSA-N",
"smiles": "CCN(CC)S(F)(F)F"
},
"smiles": "CCN(CC)S(F)(F)F",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "5978",
"routeId": "sa_76be08113d09433f472a7081",
"moleculeId": "sa_9ea1f0ded0cf9fbbdf42cae4",
"parentId": "5976",
"isLeaf": true,
"molecule": {
"id": "sa_9ea1f0ded0cf9fbbdf42cae4",
"inchikey": "XDDGKNRSCDEWBR-UHFFFAOYSA-N",
"smiles": "OCc1cccc(Br)n1"
},
"smiles": "OCc1cccc(Br)n1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "5979",
"routeId": "sa_76be08113d09433f472a7081",
"moleculeId": "sa_d009da6254080832452cf53e",
"parentId": "5975",
"isLeaf": true,
"molecule": {
"id": "sa_d009da6254080832452cf53e",
"inchikey": "OTJZCIYGRUNXTP-UHFFFAOYSA-N",
"smiles": "C#CCCO"
},
"smiles": "C#CCCO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "5980",
"routeId": "sa_76be08113d09433f472a7081",
"moleculeId": "sa_d2a31ea58046b00856f61ca5",
"parentId": "5974",
"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": []
}
]
}
]
}
]
}
}