Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC(C)(C)OC(=O)N[C@@H]1CCCN(c2c(Br)cnc3[nH]cc(NC(=O)c4cccc(F)c4)c23)C1
InChiKey
IXTKKXCXGRWVND-MRXNPFEDSA-N
Route Signature
5b84289e6ae840727bf98e554ab0f2d9487ba98474fdec7968fdbd6df3578202
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_14806e5cf95363ee2725d317",
"signature": "5b84289e6ae840727bf98e554ab0f2d9487ba98474fdec7968fdbd6df3578202",
"contentHash": "023593de53a6d21dd2d5b5d5378acbed47bb1043f18d8b9ff04c635ef2ab4e35",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_76938bc76b21debff4d8cd29",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-00805",
"moleculeId": "sa_7f68dc627d9438f299a1f8a8",
"smiles": "CC(C)(C)OC(=O)N[C@@H]1CCCN(c2c(Br)cnc3[nH]cc(NC(=O)c4cccc(F)c4)c23)C1",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_7f68dc627d9438f299a1f8a8",
"inchikey": "IXTKKXCXGRWVND-MRXNPFEDSA-N",
"smiles": "CC(C)(C)OC(=O)N[C@@H]1CCCN(c2c(Br)cnc3[nH]cc(NC(=O)c4cccc(F)c4)c23)C1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 2
},
"rootNode": {
"id": "4908",
"routeId": "sa_14806e5cf95363ee2725d317",
"moleculeId": "sa_7f68dc627d9438f299a1f8a8",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_7f68dc627d9438f299a1f8a8",
"inchikey": "IXTKKXCXGRWVND-MRXNPFEDSA-N",
"smiles": "CC(C)(C)OC(=O)N[C@@H]1CCCN(c2c(Br)cnc3[nH]cc(NC(=O)c4cccc(F)c4)c23)C1"
},
"smiles": "CC(C)(C)OC(=O)N[C@@H]1CCCN(c2c(Br)cnc3[nH]cc(NC(=O)c4cccc(F)c4)c23)C1",
"reactionStepId": "sa_1d885e19369bb265c7fef1db",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140100369A1;0655;1512426\",\"rsmi\":\"F[c:14]1[c:15]2[c:16]([NH:17][C:18](=[O:19])[c:20]3[cH:21][c:22]([F:23])[cH:24][cH:25][cH:26]3)[cH:27][nH:28][c:29]2[n:30][cH:31][c:32]1[Br:33].[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][C@@H:9]1[CH2:10][CH2:11][CH2:12][NH:13][CH2:34]1>CC#N.CCCCO.O>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][C@@H:9]1[CH2:10][CH2:11][CH2:12][N:13]([c:14]2[c:15]3[c:16]([NH:17][C:18](=[O:19])[c:20]4[cH:21][c:22]([F:23])[cH:24][cH:25][cH:26]4)[cH:27][nH:28][c:29]3[n:30][cH:31][c:32]2[Br:33])[CH2:34]1\"},\"mapped_reaction_smiles\":\"F[c:14]1[c:15]2[c:16]([NH:17][C:18](=[O:19])[c:20]3[cH:21][c:22]([F:23])[cH:24][cH:25][cH:26]3)[cH:27][nH:28][c:29]2[n:30][cH:31][c:32]1[Br:33].[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][C@@H:9]1[CH2:10][CH2:11][CH2:12][NH:13][CH2:34]1>CC#N.CCCCO.O>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][C@@H:9]1[CH2:10][CH2:11][CH2:12][N:13]([c:14]2[c:15]3[c:16]([NH:17][C:18](=[O:19])[c:20]4[cH:21][c:22]([F:23])[cH:24][cH:25][cH:26]4)[cH:27][nH:28][c:29]3[n:30][cH:31][c:32]2[Br:33])[CH2:34]1\"}",
"reactionStep": {
"id": "sa_1d885e19369bb265c7fef1db",
"reactionHash": "e11620504460b13434e8a157a63a89eccc13b4cdda3faaad8ac47789f3a59316"
},
"children": [
{
"id": "4909",
"routeId": "sa_14806e5cf95363ee2725d317",
"moleculeId": "sa_74b9656da8940cc9bef547a8",
"parentId": "4908",
"isLeaf": false,
"molecule": {
"id": "sa_74b9656da8940cc9bef547a8",
"inchikey": "NNQXLZDUZAKWEM-UHFFFAOYSA-N",
"smiles": "O=C(Nc1c[nH]c2ncc(Br)c(F)c12)c1cccc(F)c1"
},
"smiles": "O=C(Nc1c[nH]c2ncc(Br)c(F)c12)c1cccc(F)c1",
"reactionStepId": "sa_5bb45b3a21ee63f51e7ff77b",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140100369A1;0654;1512425\",\"rsmi\":\"O[C:2](=[O:1])[c:15]1[cH:16][c:17]([F:18])[cH:19][cH:20][cH:21]1.[NH2:3][c:4]1[cH:5][nH:6][c:7]2[n:8][cH:9][c:10]([Br:11])[c:12]([F:13])[c:14]12>CCN(CC)CC.ClCCl.O.O=C1OCCN1P(=O)(Cl)N1CCOC1=O.[Li+].O>[O:1]=[C:2]([NH:3][c:4]1[cH:5][nH:6][c:7]2[n:8][cH:9][c:10]([Br:11])[c:12]([F:13])[c:14]12)[c:15]1[cH:16][c:17]([F:18])[cH:19][cH:20][cH:21]1\"},\"mapped_reaction_smiles\":\"O[C:2](=[O:1])[c:15]1[cH:16][c:17]([F:18])[cH:19][cH:20][cH:21]1.[NH2:3][c:4]1[cH:5][nH:6][c:7]2[n:8][cH:9][c:10]([Br:11])[c:12]([F:13])[c:14]12>CCN(CC)CC.ClCCl.O.O=C1OCCN1P(=O)(Cl)N1CCOC1=O.[Li+].O>[O:1]=[C:2]([NH:3][c:4]1[cH:5][nH:6][c:7]2[n:8][cH:9][c:10]([Br:11])[c:12]([F:13])[c:14]12)[c:15]1[cH:16][c:17]([F:18])[cH:19][cH:20][cH:21]1\"}",
"reactionStep": {
"id": "sa_5bb45b3a21ee63f51e7ff77b",
"reactionHash": "d14dfa7ad07b9eb9e1585c7921269576eeacc73c64cdc41da2daed5c0f90b52a"
},
"children": [
{
"id": "4910",
"routeId": "sa_14806e5cf95363ee2725d317",
"moleculeId": "sa_2180e53dd0a07e38548aeeff",
"parentId": "4909",
"isLeaf": true,
"molecule": {
"id": "sa_2180e53dd0a07e38548aeeff",
"inchikey": "MXNBDFWNYRNIBH-UHFFFAOYSA-N",
"smiles": "O=C(O)c1cccc(F)c1"
},
"smiles": "O=C(O)c1cccc(F)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "4911",
"routeId": "sa_14806e5cf95363ee2725d317",
"moleculeId": "sa_94ebca816c8c08faa7262a8b",
"parentId": "4909",
"isLeaf": false,
"molecule": {
"id": "sa_94ebca816c8c08faa7262a8b",
"inchikey": "VZHJRYVFKSFRKL-UHFFFAOYSA-N",
"smiles": "Nc1c[nH]c2ncc(Br)c(F)c12"
},
"smiles": "Nc1c[nH]c2ncc(Br)c(F)c12",
"reactionStepId": "sa_23f77364c8f36ab7936983c7",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140100369A1;0492;1512345\",\"rsmi\":\"O=[N+:1]([O-])[c:2]1[cH:3][nH:4][c:5]2[n:6][cH:7][c:8]([Br:9])[c:10]([F:11])[c:12]12>Cl.Cl[Sn]Cl.[Na+].O>[NH2:1][c:2]1[cH:3][nH:4][c:5]2[n:6][cH:7][c:8]([Br:9])[c:10]([F:11])[c:12]12\"},\"mapped_reaction_smiles\":\"O=[N+:1]([O-])[c:2]1[cH:3][nH:4][c:5]2[n:6][cH:7][c:8]([Br:9])[c:10]([F:11])[c:12]12>Cl.Cl[Sn]Cl.[Na+].O>[NH2:1][c:2]1[cH:3][nH:4][c:5]2[n:6][cH:7][c:8]([Br:9])[c:10]([F:11])[c:12]12\"}",
"reactionStep": {
"id": "sa_23f77364c8f36ab7936983c7",
"reactionHash": "2edc120e27345c558bb18d5b53ae073d6b56a5608ff4716c931260f37e4a5ef9"
},
"children": [
{
"id": "4912",
"routeId": "sa_14806e5cf95363ee2725d317",
"moleculeId": "sa_fe235cf10d0997abb95a2075",
"parentId": "4911",
"isLeaf": false,
"molecule": {
"id": "sa_fe235cf10d0997abb95a2075",
"inchikey": "ZUOPKGTYJJCCND-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])c1c[nH]c2ncc(Br)c(F)c12"
},
"smiles": "O=[N+]([O-])c1c[nH]c2ncc(Br)c(F)c12",
"reactionStepId": "sa_97c2ab4cbbc100bbb09cd2a3",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140100369A1;0491;1512344\",\"rsmi\":\"O[N+:2](=[O:1])[O-:3].[cH:4]1[cH:5][nH:6][c:7]2[n:8][cH:9][c:10]([Br:11])[c:12]([F:13])[c:14]12>>[O:1]=[N+:2]([O-:3])[c:4]1[cH:5][nH:6][c:7]2[n:8][cH:9][c:10]([Br:11])[c:12]([F:13])[c:14]12\"},\"mapped_reaction_smiles\":\"O[N+:2](=[O:1])[O-:3].[cH:4]1[cH:5][nH:6][c:7]2[n:8][cH:9][c:10]([Br:11])[c:12]([F:13])[c:14]12>>[O:1]=[N+:2]([O-:3])[c:4]1[cH:5][nH:6][c:7]2[n:8][cH:9][c:10]([Br:11])[c:12]([F:13])[c:14]12\"}",
"reactionStep": {
"id": "sa_97c2ab4cbbc100bbb09cd2a3",
"reactionHash": "9fa8007c66bebb8b75c2388e97a19978d79aebc5832742beed6b60956b62f9e5"
},
"children": [
{
"id": "4913",
"routeId": "sa_14806e5cf95363ee2725d317",
"moleculeId": "sa_edac0a7fd043198784a28dd9",
"parentId": "4912",
"isLeaf": true,
"molecule": {
"id": "sa_edac0a7fd043198784a28dd9",
"inchikey": "GRYLNZFGIOXLOG-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])O"
},
"smiles": "O=[N+]([O-])O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "4914",
"routeId": "sa_14806e5cf95363ee2725d317",
"moleculeId": "sa_46a45f6a03f9077359b95349",
"parentId": "4912",
"isLeaf": false,
"molecule": {
"id": "sa_46a45f6a03f9077359b95349",
"inchikey": "PUJVSTYUTMVCSG-UHFFFAOYSA-N",
"smiles": "Fc1c(Br)cnc2[nH]ccc12"
},
"smiles": "Fc1c(Br)cnc2[nH]ccc12",
"reactionStepId": "sa_fd79697f51ef87692a081873",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140100369A1;0490;1512343\",\"rsmi\":\"CC(C)[Si](C(C)C)(C(C)C)[n:6]1[cH:5][cH:4][c:3]2[c:2]([F:1])[c:10]([Br:11])[cH:9][n:8][c:7]21>C1CCOC1.CCOCC.O>[F:1][c:2]1[c:3]2[cH:4][cH:5][nH:6][c:7]2[n:8][cH:9][c:10]1[Br:11]\"},\"mapped_reaction_smiles\":\"CC(C)[Si](C(C)C)(C(C)C)[n:6]1[cH:5][cH:4][c:3]2[c:2]([F:1])[c:10]([Br:11])[cH:9][n:8][c:7]21>C1CCOC1.CCOCC.O>[F:1][c:2]1[c:3]2[cH:4][cH:5][nH:6][c:7]2[n:8][cH:9][c:10]1[Br:11]\"}",
"reactionStep": {
"id": "sa_fd79697f51ef87692a081873",
"reactionHash": "f5c372a1aad09d61613eddde687104cb8e66181c48bb3dfb6d910315d0543878"
},
"children": [
{
"id": "4915",
"routeId": "sa_14806e5cf95363ee2725d317",
"moleculeId": "sa_e27bf9c5f687002b99723c8f",
"parentId": "4914",
"isLeaf": true,
"molecule": {
"id": "sa_e27bf9c5f687002b99723c8f",
"inchikey": "AIJAFOFKGPWSSO-UHFFFAOYSA-N",
"smiles": "CC(C)[Si](C(C)C)(C(C)C)n1ccc2c(F)c(Br)cnc21"
},
"smiles": "CC(C)[Si](C(C)C)(C(C)C)n1ccc2c(F)c(Br)cnc21",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
},
{
"id": "4916",
"routeId": "sa_14806e5cf95363ee2725d317",
"moleculeId": "sa_3ee900e4b2222a087a30d19d",
"parentId": "4908",
"isLeaf": true,
"molecule": {
"id": "sa_3ee900e4b2222a087a30d19d",
"inchikey": "WUOQXNWMYLFAHT-MRVPVSSYSA-N",
"smiles": "CC(C)(C)OC(=O)N[C@@H]1CCCNC1"
},
"smiles": "CC(C)(C)OC(=O)N[C@@H]1CCCNC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}