Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COc1nc2cccnc2n1C1CCC(Nc2nc3ccccc3[nH]2)CC1
InChiKey
UPHMVCMAAAVIEB-UHFFFAOYSA-N
Route Signature
8af0be7c2afcb45134b52688566d3c0a8487edd98433ef8cf759910e76c1be03
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_e3c4915aba68b3b747ad2eb8",
"signature": "8af0be7c2afcb45134b52688566d3c0a8487edd98433ef8cf759910e76c1be03",
"contentHash": "7bd1d07f8b110bd6a5110e1b14eafbd87f6a7c9037732b841c089f0c313b321f",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_a076c1f58d36e6aa0268b023",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-07373",
"moleculeId": "sa_91e6a6695609a90cf6174349",
"smiles": "COc1nc2cccnc2n1C1CCC(Nc2nc3ccccc3[nH]2)CC1",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_91e6a6695609a90cf6174349",
"inchikey": "UPHMVCMAAAVIEB-UHFFFAOYSA-N",
"smiles": "COc1nc2cccnc2n1C1CCC(Nc2nc3ccccc3[nH]2)CC1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "8300",
"routeId": "sa_e3c4915aba68b3b747ad2eb8",
"moleculeId": "sa_91e6a6695609a90cf6174349",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_91e6a6695609a90cf6174349",
"inchikey": "UPHMVCMAAAVIEB-UHFFFAOYSA-N",
"smiles": "COc1nc2cccnc2n1C1CCC(Nc2nc3ccccc3[nH]2)CC1"
},
"smiles": "COc1nc2cccnc2n1C1CCC(Nc2nc3ccccc3[nH]2)CC1",
"reactionStepId": "sa_745dc468c4278a7e4901d0aa",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20130225552A1;0833;1413629\",\"rsmi\":\"CO[C:3](OC)(OC)[O:2][CH3:1].[NH2:4][c:5]1[cH:6][cH:7][cH:8][n:9][c:10]1[NH:11][CH:12]1[CH2:13][CH2:14][CH:15]([NH:16][c:17]2[n:18][c:19]3[c:20]([cH:21][cH:22][cH:23][cH:24]3)[nH:25]2)[CH2:26][CH2:27]1>CCC(=O)O>[CH3:1][O:2][c:3]1[n:4][c:5]2[cH:6][cH:7][cH:8][n:9][c:10]2[n:11]1[CH:12]1[CH2:13][CH2:14][CH:15]([NH:16][c:17]2[n:18][c:19]3[c:20]([cH:21][cH:22][cH:23][cH:24]3)[nH:25]2)[CH2:26][CH2:27]1\"},\"mapped_reaction_smiles\":\"CO[C:3](OC)(OC)[O:2][CH3:1].[NH2:4][c:5]1[cH:6][cH:7][cH:8][n:9][c:10]1[NH:11][CH:12]1[CH2:13][CH2:14][CH:15]([NH:16][c:17]2[n:18][c:19]3[c:20]([cH:21][cH:22][cH:23][cH:24]3)[nH:25]2)[CH2:26][CH2:27]1>CCC(=O)O>[CH3:1][O:2][c:3]1[n:4][c:5]2[cH:6][cH:7][cH:8][n:9][c:10]2[n:11]1[CH:12]1[CH2:13][CH2:14][CH:15]([NH:16][c:17]2[n:18][c:19]3[c:20]([cH:21][cH:22][cH:23][cH:24]3)[nH:25]2)[CH2:26][CH2:27]1\"}",
"reactionStep": {
"id": "sa_745dc468c4278a7e4901d0aa",
"reactionHash": "62138f688127bea672b800c4ae274b1179112c9422098006233f84d94d6ff3ce"
},
"children": [
{
"id": "8301",
"routeId": "sa_e3c4915aba68b3b747ad2eb8",
"moleculeId": "sa_cde3c1a0eb6371a2baf25d03",
"parentId": "8300",
"isLeaf": true,
"molecule": {
"id": "sa_cde3c1a0eb6371a2baf25d03",
"inchikey": "AHJWSRRHTXRLAQ-UHFFFAOYSA-N",
"smiles": "COC(OC)(OC)OC"
},
"smiles": "COC(OC)(OC)OC",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "8302",
"routeId": "sa_e3c4915aba68b3b747ad2eb8",
"moleculeId": "sa_b8920e6d42c23e5814f2f7f2",
"parentId": "8300",
"isLeaf": false,
"molecule": {
"id": "sa_b8920e6d42c23e5814f2f7f2",
"inchikey": "PMDXAMFBRDFJIU-UHFFFAOYSA-N",
"smiles": "Nc1cccnc1NC1CCC(Nc2nc3ccccc3[nH]2)CC1"
},
"smiles": "Nc1cccnc1NC1CCC(Nc2nc3ccccc3[nH]2)CC1",
"reactionStepId": "sa_8f3a6b8a1a4fe125236d2bdc",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20130225552A1;0832;1413628\",\"rsmi\":\"O=[N+:1]([O-])[c:2]1[cH:3][cH:4][cH:5][n:6][c:7]1[NH:8][CH:9]1[CH2:10][CH2:11][CH:12]([NH:13][c:14]2[n:15][c:16]3[c:17]([cH:18][cH:19][cH:20][cH:21]3)[nH:22]2)[CH2:23][CH2:24]1>CO.[Pd]>[NH2:1][c:2]1[cH:3][cH:4][cH:5][n:6][c:7]1[NH:8][CH:9]1[CH2:10][CH2:11][CH:12]([NH:13][c:14]2[n:15][c:16]3[c:17]([cH:18][cH:19][cH:20][cH:21]3)[nH:22]2)[CH2:23][CH2:24]1\"},\"mapped_reaction_smiles\":\"O=[N+:1]([O-])[c:2]1[cH:3][cH:4][cH:5][n:6][c:7]1[NH:8][CH:9]1[CH2:10][CH2:11][CH:12]([NH:13][c:14]2[n:15][c:16]3[c:17]([cH:18][cH:19][cH:20][cH:21]3)[nH:22]2)[CH2:23][CH2:24]1>CO.[Pd]>[NH2:1][c:2]1[cH:3][cH:4][cH:5][n:6][c:7]1[NH:8][CH:9]1[CH2:10][CH2:11][CH:12]([NH:13][c:14]2[n:15][c:16]3[c:17]([cH:18][cH:19][cH:20][cH:21]3)[nH:22]2)[CH2:23][CH2:24]1\"}",
"reactionStep": {
"id": "sa_8f3a6b8a1a4fe125236d2bdc",
"reactionHash": "cc9a3ddff4db202bb69d8242bd6f6e0085b99df66f9f02d0b8a8c3618474d723"
},
"children": [
{
"id": "8303",
"routeId": "sa_e3c4915aba68b3b747ad2eb8",
"moleculeId": "sa_88e56f66587a0facf4e35929",
"parentId": "8302",
"isLeaf": false,
"molecule": {
"id": "sa_88e56f66587a0facf4e35929",
"inchikey": "DYYVTGRHUZFMSH-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])c1cccnc1NC1CCC(Nc2nc3ccccc3[nH]2)CC1"
},
"smiles": "O=[N+]([O-])c1cccnc1NC1CCC(Nc2nc3ccccc3[nH]2)CC1",
"reactionStepId": "sa_97f24014029fc94d16ec53fc",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20130225552A1;0831;1413627\",\"rsmi\":\"Cl[c:16]1[n:17][c:18]2[c:19]([cH:20][cH:21][cH:22][cH:23]2)[nH:24]1.[O:1]=[N+:2]([O-:3])[c:4]1[cH:5][cH:6][cH:7][n:8][c:9]1[NH:10][CH:11]1[CH2:12][CH2:13][CH:14]([NH2:15])[CH2:25][CH2:26]1>CN1CCCC1=O.O>[O:1]=[N+:2]([O-:3])[c:4]1[cH:5][cH:6][cH:7][n:8][c:9]1[NH:10][CH:11]1[CH2:12][CH2:13][CH:14]([NH:15][c:16]2[n:17][c:18]3[c:19]([cH:20][cH:21][cH:22][cH:23]3)[nH:24]2)[CH2:25][CH2:26]1\"},\"mapped_reaction_smiles\":\"Cl[c:16]1[n:17][c:18]2[c:19]([cH:20][cH:21][cH:22][cH:23]2)[nH:24]1.[O:1]=[N+:2]([O-:3])[c:4]1[cH:5][cH:6][cH:7][n:8][c:9]1[NH:10][CH:11]1[CH2:12][CH2:13][CH:14]([NH2:15])[CH2:25][CH2:26]1>CN1CCCC1=O.O>[O:1]=[N+:2]([O-:3])[c:4]1[cH:5][cH:6][cH:7][n:8][c:9]1[NH:10][CH:11]1[CH2:12][CH2:13][CH:14]([NH:15][c:16]2[n:17][c:18]3[c:19]([cH:20][cH:21][cH:22][cH:23]3)[nH:24]2)[CH2:25][CH2:26]1\"}",
"reactionStep": {
"id": "sa_97f24014029fc94d16ec53fc",
"reactionHash": "72cab75b985a5a266e17bcb4b92e0ff8ff516af0d4b6b51fbb83775e34372cde"
},
"children": [
{
"id": "8304",
"routeId": "sa_e3c4915aba68b3b747ad2eb8",
"moleculeId": "sa_df55e39c02e22f003e166d5a",
"parentId": "8303",
"isLeaf": true,
"molecule": {
"id": "sa_df55e39c02e22f003e166d5a",
"inchikey": "AYPSHJCKSDNETA-UHFFFAOYSA-N",
"smiles": "Clc1nc2ccccc2[nH]1"
},
"smiles": "Clc1nc2ccccc2[nH]1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "8305",
"routeId": "sa_e3c4915aba68b3b747ad2eb8",
"moleculeId": "sa_27da49b6ee4c854e50781f94",
"parentId": "8303",
"isLeaf": false,
"molecule": {
"id": "sa_27da49b6ee4c854e50781f94",
"inchikey": "GYJHRMMXWORSNJ-UHFFFAOYSA-N",
"smiles": "NC1CCC(Nc2ncccc2[N+](=O)[O-])CC1"
},
"smiles": "NC1CCC(Nc2ncccc2[N+](=O)[O-])CC1",
"reactionStepId": "sa_c6d5922eed3c356c37cc11fd",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20130225552A1;0830;1413626\",\"rsmi\":\"Cl[c:7]1[n:8][cH:9][cH:10][cH:11][c:12]1[N+:13](=[O:14])[O-:15].[NH2:1][CH:2]1[CH2:3][CH2:4][CH:5]([NH2:6])[CH2:16][CH2:17]1>CN(C)C=O.O.O=C(O)O.[Na+].[Na+]>[NH2:1][CH:2]1[CH2:3][CH2:4][CH:5]([NH:6][c:7]2[n:8][cH:9][cH:10][cH:11][c:12]2[N+:13](=[O:14])[O-:15])[CH2:16][CH2:17]1\"},\"mapped_reaction_smiles\":\"Cl[c:7]1[n:8][cH:9][cH:10][cH:11][c:12]1[N+:13](=[O:14])[O-:15].[NH2:1][CH:2]1[CH2:3][CH2:4][CH:5]([NH2:6])[CH2:16][CH2:17]1>CN(C)C=O.O.O=C(O)O.[Na+].[Na+]>[NH2:1][CH:2]1[CH2:3][CH2:4][CH:5]([NH:6][c:7]2[n:8][cH:9][cH:10][cH:11][c:12]2[N+:13](=[O:14])[O-:15])[CH2:16][CH2:17]1\"}",
"reactionStep": {
"id": "sa_c6d5922eed3c356c37cc11fd",
"reactionHash": "0d99cead1f69d07924b2279c57184c868eb02410e9cd978592a244db111af61a"
},
"children": [
{
"id": "8306",
"routeId": "sa_e3c4915aba68b3b747ad2eb8",
"moleculeId": "sa_db135e2fb9225098260d4df2",
"parentId": "8305",
"isLeaf": true,
"molecule": {
"id": "sa_db135e2fb9225098260d4df2",
"inchikey": "UUOLETYDNTVQDY-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])c1cccnc1Cl"
},
"smiles": "O=[N+]([O-])c1cccnc1Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "8307",
"routeId": "sa_e3c4915aba68b3b747ad2eb8",
"moleculeId": "sa_1fe940b616c4ab517950bee3",
"parentId": "8305",
"isLeaf": true,
"molecule": {
"id": "sa_1fe940b616c4ab517950bee3",
"inchikey": "VKIRRGRTJUUZHS-UHFFFAOYSA-N",
"smiles": "NC1CCC(N)CC1"
},
"smiles": "NC1CCC(N)CC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
}