Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC(=O)OC(CBr)CCCCCCCCCCn1c(=O)c2c(ncn2C)n(C)c1=O
InChiKey
XJGPEBUKHQYESD-UHFFFAOYSA-N
Route Signature
1f17c093bf7f3db97db7e8d8edf7e458e6ee4d1d6be06e948a5c5772b0e73022
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_d4fe588b61a9da046fce6600",
"signature": "1f17c093bf7f3db97db7e8d8edf7e458e6ee4d1d6be06e948a5c5772b0e73022",
"contentHash": "6544db248eb3c1bd281ce699af118d407fe03ee38eaed07b57b4d8c5f9a203db",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_4fc0fcde03e96404a2f1f2f8",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-00848",
"moleculeId": "sa_d2f0ecc261b913683f425bb2",
"smiles": "CC(=O)OC(CBr)CCCCCCCCCCn1c(=O)c2c(ncn2C)n(C)c1=O",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_d2f0ecc261b913683f425bb2",
"inchikey": "XJGPEBUKHQYESD-UHFFFAOYSA-N",
"smiles": "CC(=O)OC(CBr)CCCCCCCCCCn1c(=O)c2c(ncn2C)n(C)c1=O"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "5015",
"routeId": "sa_d4fe588b61a9da046fce6600",
"moleculeId": "sa_d2f0ecc261b913683f425bb2",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_d2f0ecc261b913683f425bb2",
"inchikey": "XJGPEBUKHQYESD-UHFFFAOYSA-N",
"smiles": "CC(=O)OC(CBr)CCCCCCCCCCn1c(=O)c2c(ncn2C)n(C)c1=O"
},
"smiles": "CC(=O)OC(CBr)CCCCCCCCCCn1c(=O)c2c(ncn2C)n(C)c1=O",
"reactionStepId": "sa_e121c597b138910185b3706a",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05770595;;411961\",\"rsmi\":\"O[CH:5]([CH2:6]O)[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][n:18]1[c:19](=[O:20])[c:21]2[c:22]([n:23][cH:24][n:25]2[CH3:26])[n:27]([CH3:28])[c:29]1=[O:30].[BrH:7].[CH3:1][C:2](=[O:3])[OH:4]>O.[Na]>[CH3:1][C:2](=[O:3])[O:4][CH:5]([CH2:6][Br:7])[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][n:18]1[c:19](=[O:20])[c:21]2[c:22]([n:23][cH:24][n:25]2[CH3:26])[n:27]([CH3:28])[c:29]1=[O:30]\"},\"mapped_reaction_smiles\":\"O[CH:5]([CH2:6]O)[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][n:18]1[c:19](=[O:20])[c:21]2[c:22]([n:23][cH:24][n:25]2[CH3:26])[n:27]([CH3:28])[c:29]1=[O:30].[BrH:7].[CH3:1][C:2](=[O:3])[OH:4]>O.[Na]>[CH3:1][C:2](=[O:3])[O:4][CH:5]([CH2:6][Br:7])[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][n:18]1[c:19](=[O:20])[c:21]2[c:22]([n:23][cH:24][n:25]2[CH3:26])[n:27]([CH3:28])[c:29]1=[O:30]\"}",
"reactionStep": {
"id": "sa_e121c597b138910185b3706a",
"reactionHash": "b467b91f3b9e8ef22c586eff6f8fa641b36ff6cbbe12d3feb692020a379ac70e"
},
"children": [
{
"id": "5016",
"routeId": "sa_d4fe588b61a9da046fce6600",
"moleculeId": "sa_70f4de2e51ba34b93e025a04",
"parentId": "5015",
"isLeaf": true,
"molecule": {
"id": "sa_70f4de2e51ba34b93e025a04",
"inchikey": "CPELXLSAUQHCOX-UHFFFAOYSA-N",
"smiles": "Br"
},
"smiles": "Br",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "5017",
"routeId": "sa_d4fe588b61a9da046fce6600",
"moleculeId": "sa_b4675054b8e3e30f12013159",
"parentId": "5015",
"isLeaf": false,
"molecule": {
"id": "sa_b4675054b8e3e30f12013159",
"inchikey": "OZVIMKKMZXFNGH-UHFFFAOYSA-N",
"smiles": "Cn1cnc2c1c(=O)n(CCCCCCCCCCC(O)CO)c(=O)n2C"
},
"smiles": "Cn1cnc2c1c(=O)n(CCCCCCCCCCC(O)CO)c(=O)n2C",
"reactionStepId": "sa_3bd5a9c7269ebebfd1552c24",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05770595;;411960\",\"rsmi\":\"CC(C)=[O:21].[CH3:1][n:2]1[cH:3][n:4][c:5]2[c:6]1[c:7](=[O:8])[n:9]([CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH:20]=[CH2:22])[c:24](=[O:25])[n:26]2[CH3:27].[OH2:23]>C[N+]1([O-])CCOCC1.O.O=S(O)O.[Na+].[Na+]>[CH3:1][n:2]1[cH:3][n:4][c:5]2[c:6]1[c:7](=[O:8])[n:9]([CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH:20]([OH:21])[CH2:22][OH:23])[c:24](=[O:25])[n:26]2[CH3:27]\"},\"mapped_reaction_smiles\":\"CC(C)=[O:21].[CH3:1][n:2]1[cH:3][n:4][c:5]2[c:6]1[c:7](=[O:8])[n:9]([CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH:20]=[CH2:22])[c:24](=[O:25])[n:26]2[CH3:27].[OH2:23]>C[N+]1([O-])CCOCC1.O.O=S(O)O.[Na+].[Na+]>[CH3:1][n:2]1[cH:3][n:4][c:5]2[c:6]1[c:7](=[O:8])[n:9]([CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH:20]([OH:21])[CH2:22][OH:23])[c:24](=[O:25])[n:26]2[CH3:27]\"}",
"reactionStep": {
"id": "sa_3bd5a9c7269ebebfd1552c24",
"reactionHash": "d0b450d808219b31503d89940a3cdcaeb36dbf871955a3a1fc80b49797f7dbfb"
},
"children": [
{
"id": "5018",
"routeId": "sa_d4fe588b61a9da046fce6600",
"moleculeId": "sa_78e096baa87877db55304b64",
"parentId": "5017",
"isLeaf": false,
"molecule": {
"id": "sa_78e096baa87877db55304b64",
"inchikey": "CIXZQJMSPYIRBL-UHFFFAOYSA-N",
"smiles": "C=CCCCCCCCCCCn1c(=O)c2c(ncn2C)n(C)c1=O"
},
"smiles": "C=CCCCCCCCCCCn1c(=O)c2c(ncn2C)n(C)c1=O",
"reactionStepId": "sa_bd61eb9244407c1c0916bb21",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05770595;;411959\",\"rsmi\":\"CS(=O)(=O)[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH:2]=[CH2:1].[nH:13]1[c:14](=[O:15])[c:16]2[c:17]([n:18][cH:19][n:20]2[CH3:21])[n:22]([CH3:23])[c:24]1=[O:25]>CS(C)=O.O.[Na]>[CH2:1]=[CH:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][n:13]1[c:14](=[O:15])[c:16]2[c:17]([n:18][cH:19][n:20]2[CH3:21])[n:22]([CH3:23])[c:24]1=[O:25]\"},\"mapped_reaction_smiles\":\"CS(=O)(=O)[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH:2]=[CH2:1].[nH:13]1[c:14](=[O:15])[c:16]2[c:17]([n:18][cH:19][n:20]2[CH3:21])[n:22]([CH3:23])[c:24]1=[O:25]>CS(C)=O.O.[Na]>[CH2:1]=[CH:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][n:13]1[c:14](=[O:15])[c:16]2[c:17]([n:18][cH:19][n:20]2[CH3:21])[n:22]([CH3:23])[c:24]1=[O:25]\"}",
"reactionStep": {
"id": "sa_bd61eb9244407c1c0916bb21",
"reactionHash": "89c3e0da5df24ab9e11cd498371d6ba8ae8c310754bcc4533af39d16df30aaf1"
},
"children": [
{
"id": "5019",
"routeId": "sa_d4fe588b61a9da046fce6600",
"moleculeId": "sa_9e7031aab41f596efc90fb49",
"parentId": "5018",
"isLeaf": false,
"molecule": {
"id": "sa_9e7031aab41f596efc90fb49",
"inchikey": "VJPRDEURNGIXCJ-UHFFFAOYSA-N",
"smiles": "C=CCCCCCCCCCCS(C)(=O)=O"
},
"smiles": "C=CCCCCCCCCCCS(C)(=O)=O",
"reactionStepId": "sa_b61e70c0f97df1baf75e2d28",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05770595;;411958\",\"rsmi\":\"Cl[S:13]([CH3:14])(=[O:15])=[O:16].O[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH:2]=[CH2:1]>CCN(CC)CC.ClCCl.O>[CH2:1]=[CH:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][S:13]([CH3:14])(=[O:15])=[O:16]\"},\"mapped_reaction_smiles\":\"Cl[S:13]([CH3:14])(=[O:15])=[O:16].O[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH:2]=[CH2:1]>CCN(CC)CC.ClCCl.O>[CH2:1]=[CH:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][S:13]([CH3:14])(=[O:15])=[O:16]\"}",
"reactionStep": {
"id": "sa_b61e70c0f97df1baf75e2d28",
"reactionHash": "9c16a9ceb90c274e5d14b27d77541503852a01b1b83077a48e1f9eaa031b3c66"
},
"children": [
{
"id": "5020",
"routeId": "sa_d4fe588b61a9da046fce6600",
"moleculeId": "sa_d2a31ea58046b00856f61ca5",
"parentId": "5019",
"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": []
},
{
"id": "5021",
"routeId": "sa_d4fe588b61a9da046fce6600",
"moleculeId": "sa_cccf3d338365aa94ea7220bf",
"parentId": "5019",
"isLeaf": true,
"molecule": {
"id": "sa_cccf3d338365aa94ea7220bf",
"inchikey": "QNXYZQSFDTZEBK-UHFFFAOYSA-N",
"smiles": "C=CCCCCCCCCCCO"
},
"smiles": "C=CCCCCCCCCCCO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "5022",
"routeId": "sa_d4fe588b61a9da046fce6600",
"moleculeId": "sa_90a796c3656593439bf7e4dc",
"parentId": "5018",
"isLeaf": true,
"molecule": {
"id": "sa_90a796c3656593439bf7e4dc",
"inchikey": "YAPQBXQYLJRXSA-UHFFFAOYSA-N",
"smiles": "Cn1cnc2c1c(O)nc(=O)n2C"
},
"smiles": "Cn1cnc2c1c(=O)[nH]c(=O)n2C",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "5023",
"routeId": "sa_d4fe588b61a9da046fce6600",
"moleculeId": "sa_7cde33951f00315079459adb",
"parentId": "5017",
"isLeaf": true,
"molecule": {
"id": "sa_7cde33951f00315079459adb",
"inchikey": "CSCPPACGZOOCGX-UHFFFAOYSA-N",
"smiles": "CC(C)=O"
},
"smiles": "CC(C)=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "5024",
"routeId": "sa_d4fe588b61a9da046fce6600",
"moleculeId": "sa_106b35b8a76bbe73829a0a69",
"parentId": "5017",
"isLeaf": true,
"molecule": {
"id": "sa_106b35b8a76bbe73829a0a69",
"inchikey": "XLYOFNOQVPJJNP-UHFFFAOYSA-N",
"smiles": "O"
},
"smiles": "O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "5025",
"routeId": "sa_d4fe588b61a9da046fce6600",
"moleculeId": "sa_f1a25cbb2070f020dbe1fb4a",
"parentId": "5015",
"isLeaf": true,
"molecule": {
"id": "sa_f1a25cbb2070f020dbe1fb4a",
"inchikey": "QTBSBXVTEAMEQO-UHFFFAOYSA-N",
"smiles": "CC(=O)O"
},
"smiles": "CC(=O)O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}