Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CN(C/C=C/C(=O)N1CCc2c(sc3ncc(C#N)c(Nc4ccc(F)c(Cl)c4)c23)C1)C(C)(C)C
InChiKey
PEMXZXYTYOVECH-AATRIKPKSA-N
Route Signature
0a0ac27438811b92a7cc2ab300cac3ca7e60916963607118924dfeb3338d46a7
Synthesis route with 3 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_974db7d4acd46b8889091f60",
"signature": "0a0ac27438811b92a7cc2ab300cac3ca7e60916963607118924dfeb3338d46a7",
"contentHash": "faeec038bd737eadd40abce0b7c3be942b462fdacf1c0929f33a1b8b83a9a734",
"length": 3,
"isConvergent": false
},
"target": {
"id": "sa_da45af1f3ef87134d49f6f92",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-05289",
"moleculeId": "sa_65dd006bb5e8e8a1193c179d",
"smiles": "CN(C/C=C/C(=O)N1CCc2c(sc3ncc(C#N)c(Nc4ccc(F)c(Cl)c4)c23)C1)C(C)(C)C",
"routeLength": 3,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_65dd006bb5e8e8a1193c179d",
"inchikey": "PEMXZXYTYOVECH-AATRIKPKSA-N",
"smiles": "CN(C/C=C/C(=O)N1CCc2c(sc3ncc(C#N)c(Nc4ccc(F)c(Cl)c4)c23)C1)C(C)(C)C"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "15670",
"routeId": "sa_974db7d4acd46b8889091f60",
"moleculeId": "sa_65dd006bb5e8e8a1193c179d",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_65dd006bb5e8e8a1193c179d",
"inchikey": "PEMXZXYTYOVECH-AATRIKPKSA-N",
"smiles": "CN(C/C=C/C(=O)N1CCc2c(sc3ncc(C#N)c(Nc4ccc(F)c(Cl)c4)c23)C1)C(C)(C)C"
},
"smiles": "CN(C/C=C/C(=O)N1CCc2c(sc3ncc(C#N)c(Nc4ccc(F)c(Cl)c4)c23)C1)C(C)(C)C",
"reactionStepId": "sa_8415f7382c951c33a38b31e8",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08524722B2;1205;1361946\",\"rsmi\":\"O[C:6](/[CH:5]=[CH:4]/[CH2:3]Br)=[O:7].[CH3:1][NH:2][C:32]([CH3:33])([CH3:34])[CH3:35].[NH:8]1[CH2:9][CH2:10][c:11]2[c:12]([s:14][c:15]3[n:16][cH:17][c:18]([C:19]#[N:20])[c:21]([NH:22][c:23]4[cH:24][c:25]([Cl:26])[c:27]([F:28])[cH:29][cH:30]4)[c:31]23)[CH2:13]1>CCN(C(C)C)C(C)C.CCN=C=NCCCN(C)C.ClCCl.O>[CH3:1][N:2]([CH2:3]/[CH:4]=[CH:5]/[C:6](=[O:7])[N:8]1[CH2:9][CH2:10][c:11]2[c:12]([s:14][c:15]3[n:16][cH:17][c:18]([C:19]#[N:20])[c:21]([NH:22][c:23]4[cH:24][c:25]([Cl:26])[c:27]([F:28])[cH:29][cH:30]4)[c:31]23)[CH2:13]1)[C:32]([CH3:33])([CH3:34])[CH3:35]\"},\"mapped_reaction_smiles\":\"O[C:6](/[CH:5]=[CH:4]/[CH2:3]Br)=[O:7].[CH3:1][NH:2][C:32]([CH3:33])([CH3:34])[CH3:35].[NH:8]1[CH2:9][CH2:10][c:11]2[c:12]([s:14][c:15]3[n:16][cH:17][c:18]([C:19]#[N:20])[c:21]([NH:22][c:23]4[cH:24][c:25]([Cl:26])[c:27]([F:28])[cH:29][cH:30]4)[c:31]23)[CH2:13]1>CCN(C(C)C)C(C)C.CCN=C=NCCCN(C)C.ClCCl.O>[CH3:1][N:2]([CH2:3]/[CH:4]=[CH:5]/[C:6](=[O:7])[N:8]1[CH2:9][CH2:10][c:11]2[c:12]([s:14][c:15]3[n:16][cH:17][c:18]([C:19]#[N:20])[c:21]([NH:22][c:23]4[cH:24][c:25]([Cl:26])[c:27]([F:28])[cH:29][cH:30]4)[c:31]23)[CH2:13]1)[C:32]([CH3:33])([CH3:34])[CH3:35]\"}",
"reactionStep": {
"id": "sa_8415f7382c951c33a38b31e8",
"reactionHash": "be664298d0e3761e6e5e4c512891ea137f452f46b8dded7b77110fa83cd24e9c"
},
"children": [
{
"id": "15671",
"routeId": "sa_974db7d4acd46b8889091f60",
"moleculeId": "sa_2f54a196b3cf845716e0a93a",
"parentId": "15670",
"isLeaf": true,
"molecule": {
"id": "sa_2f54a196b3cf845716e0a93a",
"inchikey": "DOTGZROJTAUYFQ-OWOJBTEDSA-N",
"smiles": "O=C(O)/C=C/CBr"
},
"smiles": "O=C(O)/C=C/CBr",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15672",
"routeId": "sa_974db7d4acd46b8889091f60",
"moleculeId": "sa_cb50f27b85769d6315d289c1",
"parentId": "15670",
"isLeaf": false,
"molecule": {
"id": "sa_cb50f27b85769d6315d289c1",
"inchikey": "OKJFRTKXTWTCJV-UHFFFAOYSA-N",
"smiles": "N#Cc1cnc2sc3c(c2c1Nc1ccc(F)c(Cl)c1)CCNC3"
},
"smiles": "N#Cc1cnc2sc3c(c2c1Nc1ccc(F)c(Cl)c1)CCNC3",
"reactionStepId": "sa_243ad3f8b4341c78b958e4b8",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08524722B2;0762;1361862\",\"rsmi\":\"CC(C)(C)OC(=O)[N:12]1[CH2:11][CH2:10][c:9]2[c:8]([s:7][c:6]3[n:5][cH:4][c:3]([C:2]#[N:1])[c:15]([NH:16][c:17]4[cH:18][c:19]([Cl:20])[c:21]([F:22])[cH:23][cH:24]4)[c:14]32)[CH2:13]1>C1COCCO1.CC(C)O.Cl>[N:1]#[C:2][c:3]1[cH:4][n:5][c:6]2[s:7][c:8]3[c:9]([c:14]2[c:15]1[NH:16][c:17]1[cH:18][c:19]([Cl:20])[c:21]([F:22])[cH:23][cH:24]1)[CH2:10][CH2:11][NH:12][CH2:13]3\"},\"mapped_reaction_smiles\":\"CC(C)(C)OC(=O)[N:12]1[CH2:11][CH2:10][c:9]2[c:8]([s:7][c:6]3[n:5][cH:4][c:3]([C:2]#[N:1])[c:15]([NH:16][c:17]4[cH:18][c:19]([Cl:20])[c:21]([F:22])[cH:23][cH:24]4)[c:14]32)[CH2:13]1>C1COCCO1.CC(C)O.Cl>[N:1]#[C:2][c:3]1[cH:4][n:5][c:6]2[s:7][c:8]3[c:9]([c:14]2[c:15]1[NH:16][c:17]1[cH:18][c:19]([Cl:20])[c:21]([F:22])[cH:23][cH:24]1)[CH2:10][CH2:11][NH:12][CH2:13]3\"}",
"reactionStep": {
"id": "sa_243ad3f8b4341c78b958e4b8",
"reactionHash": "7bc7abcd0bfebdd2b69b663f33fef0862309923f5368398cfc13f09c7f97500a"
},
"children": [
{
"id": "15673",
"routeId": "sa_974db7d4acd46b8889091f60",
"moleculeId": "sa_18280251fdeee041b76e3970",
"parentId": "15672",
"isLeaf": false,
"molecule": {
"id": "sa_18280251fdeee041b76e3970",
"inchikey": "XOHMBRMWKMYUIF-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)N1CCc2c(sc3ncc(C#N)c(Nc4ccc(F)c(Cl)c4)c23)C1"
},
"smiles": "CC(C)(C)OC(=O)N1CCc2c(sc3ncc(C#N)c(Nc4ccc(F)c(Cl)c4)c23)C1",
"reactionStepId": "sa_e5ffbe8eecfa8ac76138f84d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08524722B2;0759;1361861\",\"rsmi\":\"Cl[c:21]1[c:18]([C:19]#[N:20])[cH:17][n:16][c:15]2[s:14][c:12]3[c:11]([c:31]21)[CH2:10][CH2:9][N:8]([C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[CH2:13]3.[NH2:22][c:23]1[cH:24][c:25]([Cl:26])[c:27]([F:28])[cH:29][cH:30]1>C1CCOC1.CC(C)c1cc(C(C)C)c(-c2ccccc2P(C2CCCCC2)C2CCCCC2)c(C(C)C)c1.CN(C)C=O.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(O)O.[Cs+].[Cs+].[Pd].[Pd]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][c:11]2[c:12]([s:14][c:15]3[n:16][cH:17][c:18]([C:19]#[N:20])[c:21]([NH:22][c:23]4[cH:24][c:25]([Cl:26])[c:27]([F:28])[cH:29][cH:30]4)[c:31]23)[CH2:13]1\"},\"mapped_reaction_smiles\":\"Cl[c:21]1[c:18]([C:19]#[N:20])[cH:17][n:16][c:15]2[s:14][c:12]3[c:11]([c:31]21)[CH2:10][CH2:9][N:8]([C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[CH2:13]3.[NH2:22][c:23]1[cH:24][c:25]([Cl:26])[c:27]([F:28])[cH:29][cH:30]1>C1CCOC1.CC(C)c1cc(C(C)C)c(-c2ccccc2P(C2CCCCC2)C2CCCCC2)c(C(C)C)c1.CN(C)C=O.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(O)O.[Cs+].[Cs+].[Pd].[Pd]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][c:11]2[c:12]([s:14][c:15]3[n:16][cH:17][c:18]([C:19]#[N:20])[c:21]([NH:22][c:23]4[cH:24][c:25]([Cl:26])[c:27]([F:28])[cH:29][cH:30]4)[c:31]23)[CH2:13]1\"}",
"reactionStep": {
"id": "sa_e5ffbe8eecfa8ac76138f84d",
"reactionHash": "c8859f1dae55c48aaa531326d4766095e0b3db1c223abcb8a5cc7d3eb347a49b"
},
"children": [
{
"id": "15674",
"routeId": "sa_974db7d4acd46b8889091f60",
"moleculeId": "sa_9f40743f2431c39f8fb7282e",
"parentId": "15673",
"isLeaf": true,
"molecule": {
"id": "sa_9f40743f2431c39f8fb7282e",
"inchikey": "IXLIRHZNOXDHNX-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)N1CCc2c(sc3ncc(C#N)c(Cl)c23)C1"
},
"smiles": "CC(C)(C)OC(=O)N1CCc2c(sc3ncc(C#N)c(Cl)c23)C1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15675",
"routeId": "sa_974db7d4acd46b8889091f60",
"moleculeId": "sa_9c637a0023dbc20c36e405ea",
"parentId": "15673",
"isLeaf": true,
"molecule": {
"id": "sa_9c637a0023dbc20c36e405ea",
"inchikey": "YSEMCVGMNUUNRK-UHFFFAOYSA-N",
"smiles": "Nc1ccc(F)c(Cl)c1"
},
"smiles": "Nc1ccc(F)c(Cl)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "15676",
"routeId": "sa_974db7d4acd46b8889091f60",
"moleculeId": "sa_ebef2c8a23cac6654c939aed",
"parentId": "15670",
"isLeaf": true,
"molecule": {
"id": "sa_ebef2c8a23cac6654c939aed",
"inchikey": "ZQGJEUVBUVKZKS-UHFFFAOYSA-N",
"smiles": "CNC(C)(C)C"
},
"smiles": "CNC(C)(C)C",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}