Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CN1CCc2ccc(F)cc2NC(=O)C1
InChiKey
VTNZMBJCYKLOAZ-UHFFFAOYSA-N
Route Signature
b365ecafbd45e937ca30785abf02d92ba98f9fa018a1f370c64c43a80e52b744
Synthesis route with 6 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_dbf42f179e7b0592a8b62538",
"signature": "b365ecafbd45e937ca30785abf02d92ba98f9fa018a1f370c64c43a80e52b744",
"contentHash": "75b9e7540878e4228b9e98d08b1e63f1dd5000296e3a67964dbccfffde0bb08d",
"length": 6,
"isConvergent": false
},
"target": {
"id": "sa_4bdcfb22c40aae444e5e0748",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-00269",
"moleculeId": "sa_1a549775084fbb41fccf60a9",
"smiles": "CN1CCc2ccc(F)cc2NC(=O)C1",
"routeLength": 6,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_1a549775084fbb41fccf60a9",
"inchikey": "VTNZMBJCYKLOAZ-UHFFFAOYSA-N",
"smiles": "CN1CCc2ccc(F)cc2NC(=O)C1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "3810",
"routeId": "sa_dbf42f179e7b0592a8b62538",
"moleculeId": "sa_1a549775084fbb41fccf60a9",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_1a549775084fbb41fccf60a9",
"inchikey": "VTNZMBJCYKLOAZ-UHFFFAOYSA-N",
"smiles": "CN1CCc2ccc(F)cc2NC(=O)C1"
},
"smiles": "CN1CCc2ccc(F)cc2NC(=O)C1",
"reactionStepId": "sa_a3bb3f7d134a5176c6b47c3d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20040034005A1;0236;132713\",\"rsmi\":\"O=[N+:12]([O-])[c:6]1[c:5]([CH2:4][CH2:3][N:2]([CH3:1])[CH2:15][C:13](O)=[O:14])[cH:11][cH:10][c:8]([F:9])[cH:7]1>C(=NC1CCCCC1)=NC1CCCCC1.CO.[H][H].[Pt]>[CH3:1][N:2]1[CH2:3][CH2:4][c:5]2[c:6]([cH:7][c:8]([F:9])[cH:10][cH:11]2)[NH:12][C:13](=[O:14])[CH2:15]1\"},\"mapped_reaction_smiles\":\"O=[N+:12]([O-])[c:6]1[c:5]([CH2:4][CH2:3][N:2]([CH3:1])[CH2:15][C:13](O)=[O:14])[cH:11][cH:10][c:8]([F:9])[cH:7]1>C(=NC1CCCCC1)=NC1CCCCC1.CO.[H][H].[Pt]>[CH3:1][N:2]1[CH2:3][CH2:4][c:5]2[c:6]([cH:7][c:8]([F:9])[cH:10][cH:11]2)[NH:12][C:13](=[O:14])[CH2:15]1\"}",
"reactionStep": {
"id": "sa_a3bb3f7d134a5176c6b47c3d",
"reactionHash": "6c2e541190f8f17c322e8242e696b43201dfbe93e5136d5cd91db3ebdf328f49"
},
"children": [
{
"id": "3811",
"routeId": "sa_dbf42f179e7b0592a8b62538",
"moleculeId": "sa_6d4fb96b2da1230b25c3ffbb",
"parentId": "3810",
"isLeaf": false,
"molecule": {
"id": "sa_6d4fb96b2da1230b25c3ffbb",
"inchikey": "GAQNHAPFVBRWLG-UHFFFAOYSA-N",
"smiles": "CN(CCc1ccc(F)cc1[N+](=O)[O-])CC(=O)O"
},
"smiles": "CN(CCc1ccc(F)cc1[N+](=O)[O-])CC(=O)O",
"reactionStepId": "sa_26e2866227e3ae672fdfc95d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20040034005A1;0235;132712\",\"rsmi\":\"CC[O:18][C:16]([CH2:15][N:2]([CH3:1])[CH2:3][CH2:4][c:5]1[c:6]([N+:7](=[O:8])[O-:9])[cH:10][c:11]([F:12])[cH:13][cH:14]1)=[O:17]>Br.CC#N>[CH3:1][N:2]([CH2:3][CH2:4][c:5]1[c:6]([N+:7](=[O:8])[O-:9])[cH:10][c:11]([F:12])[cH:13][cH:14]1)[CH2:15][C:16](=[O:17])[OH:18]\"},\"mapped_reaction_smiles\":\"CC[O:18][C:16]([CH2:15][N:2]([CH3:1])[CH2:3][CH2:4][c:5]1[c:6]([N+:7](=[O:8])[O-:9])[cH:10][c:11]([F:12])[cH:13][cH:14]1)=[O:17]>Br.CC#N>[CH3:1][N:2]([CH2:3][CH2:4][c:5]1[c:6]([N+:7](=[O:8])[O-:9])[cH:10][c:11]([F:12])[cH:13][cH:14]1)[CH2:15][C:16](=[O:17])[OH:18]\"}",
"reactionStep": {
"id": "sa_26e2866227e3ae672fdfc95d",
"reactionHash": "f8179b1a0fb41be743cff67fb54953f8ccbc54cb61ede9ed73081a3bce155b67"
},
"children": [
{
"id": "3812",
"routeId": "sa_dbf42f179e7b0592a8b62538",
"moleculeId": "sa_f10d5f605aed26dbcf0e6b55",
"parentId": "3811",
"isLeaf": false,
"molecule": {
"id": "sa_f10d5f605aed26dbcf0e6b55",
"inchikey": "ZHAOXJRHBPIUQC-UHFFFAOYSA-N",
"smiles": "CCOC(=O)CN(C)CCc1ccc(F)cc1[N+](=O)[O-]"
},
"smiles": "CCOC(=O)CN(C)CCc1ccc(F)cc1[N+](=O)[O-]",
"reactionStepId": "sa_991e59edbda3c62d79900281",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20040034005A1;0234;132711\",\"rsmi\":\"Br[CH2:6][C:4]([O:3][CH2:2][CH3:1])=[O:5].[NH:7]([CH3:8])[CH2:9][CH2:10][c:11]1[c:12]([N+:13](=[O:14])[O-:15])[cH:16][c:17]([F:18])[cH:19][cH:20]1>CC#N.O=C(O)O.[K+].[K+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][N:7]([CH3:8])[CH2:9][CH2:10][c:11]1[c:12]([N+:13](=[O:14])[O-:15])[cH:16][c:17]([F:18])[cH:19][cH:20]1\"},\"mapped_reaction_smiles\":\"Br[CH2:6][C:4]([O:3][CH2:2][CH3:1])=[O:5].[NH:7]([CH3:8])[CH2:9][CH2:10][c:11]1[c:12]([N+:13](=[O:14])[O-:15])[cH:16][c:17]([F:18])[cH:19][cH:20]1>CC#N.O=C(O)O.[K+].[K+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][N:7]([CH3:8])[CH2:9][CH2:10][c:11]1[c:12]([N+:13](=[O:14])[O-:15])[cH:16][c:17]([F:18])[cH:19][cH:20]1\"}",
"reactionStep": {
"id": "sa_991e59edbda3c62d79900281",
"reactionHash": "bbe8ded2d4ab8bff7c0cf69806775864f626bd6126bcabfb770b06439a49711c"
},
"children": [
{
"id": "3813",
"routeId": "sa_dbf42f179e7b0592a8b62538",
"moleculeId": "sa_6170bddd2f4a4137325c4a17",
"parentId": "3812",
"isLeaf": true,
"molecule": {
"id": "sa_6170bddd2f4a4137325c4a17",
"inchikey": "PQJJJMRNHATNKG-UHFFFAOYSA-N",
"smiles": "CCOC(=O)CBr"
},
"smiles": "CCOC(=O)CBr",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "3814",
"routeId": "sa_dbf42f179e7b0592a8b62538",
"moleculeId": "sa_a95c39dc6949dc0c58ff9ebc",
"parentId": "3812",
"isLeaf": false,
"molecule": {
"id": "sa_a95c39dc6949dc0c58ff9ebc",
"inchikey": "UIGDKZUHSCIUFU-UHFFFAOYSA-N",
"smiles": "CNCCc1ccc(F)cc1[N+](=O)[O-]"
},
"smiles": "CNCCc1ccc(F)cc1[N+](=O)[O-]",
"reactionStepId": "sa_a5598a1ce6ea4850d02b62e4",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20040034005A1;0233;132710\",\"rsmi\":\"Br[CH2:3][CH2:4][c:5]1[c:6]([N+:7](=[O:8])[O-:9])[cH:10][c:11]([F:12])[cH:13][cH:14]1.[CH3:1][NH2:2]>C1CCOC1>[CH3:1][NH:2][CH2:3][CH2:4][c:5]1[c:6]([N+:7](=[O:8])[O-:9])[cH:10][c:11]([F:12])[cH:13][cH:14]1\"},\"mapped_reaction_smiles\":\"Br[CH2:3][CH2:4][c:5]1[c:6]([N+:7](=[O:8])[O-:9])[cH:10][c:11]([F:12])[cH:13][cH:14]1.[CH3:1][NH2:2]>C1CCOC1>[CH3:1][NH:2][CH2:3][CH2:4][c:5]1[c:6]([N+:7](=[O:8])[O-:9])[cH:10][c:11]([F:12])[cH:13][cH:14]1\"}",
"reactionStep": {
"id": "sa_a5598a1ce6ea4850d02b62e4",
"reactionHash": "79fef749b0aa965bb1cd70729bdce2e9e4c318f8573627f093e2d79f78765258"
},
"children": [
{
"id": "3815",
"routeId": "sa_dbf42f179e7b0592a8b62538",
"moleculeId": "sa_e00cdbb7fb9d3ecf114a19d3",
"parentId": "3814",
"isLeaf": true,
"molecule": {
"id": "sa_e00cdbb7fb9d3ecf114a19d3",
"inchikey": "BAVYZALUXZFZLV-UHFFFAOYSA-N",
"smiles": "CN"
},
"smiles": "CN",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "3816",
"routeId": "sa_dbf42f179e7b0592a8b62538",
"moleculeId": "sa_f1d15a8f222bd537bb2aaf4e",
"parentId": "3814",
"isLeaf": false,
"molecule": {
"id": "sa_f1d15a8f222bd537bb2aaf4e",
"inchikey": "YIXZYPAWKOJADQ-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])c1cc(F)ccc1CCBr"
},
"smiles": "O=[N+]([O-])c1cc(F)ccc1CCBr",
"reactionStepId": "sa_fb4340caedb3baf59bb7b2bc",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20040034005A1;0232;132709\",\"rsmi\":\"BrC(Br)(Br)[Br:8].O[CH2:7][CH2:6][c:5]1[c:4]([N+:2](=[O:1])[O-:3])[cH:13][c:11]([F:12])[cH:10][cH:9]1>ClCCl.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[O:1]=[N+:2]([O-:3])[c:4]1[c:5]([CH2:6][CH2:7][Br:8])[cH:9][cH:10][c:11]([F:12])[cH:13]1\"},\"mapped_reaction_smiles\":\"BrC(Br)(Br)[Br:8].O[CH2:7][CH2:6][c:5]1[c:4]([N+:2](=[O:1])[O-:3])[cH:13][c:11]([F:12])[cH:10][cH:9]1>ClCCl.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[O:1]=[N+:2]([O-:3])[c:4]1[c:5]([CH2:6][CH2:7][Br:8])[cH:9][cH:10][c:11]([F:12])[cH:13]1\"}",
"reactionStep": {
"id": "sa_fb4340caedb3baf59bb7b2bc",
"reactionHash": "deeb0a48395c52bee5e238af7a351ea1edcff43a5d3c1608633a9dcdd8b3d267"
},
"children": [
{
"id": "3817",
"routeId": "sa_dbf42f179e7b0592a8b62538",
"moleculeId": "sa_d501d4f8f72e8d66ad5e01cb",
"parentId": "3816",
"isLeaf": true,
"molecule": {
"id": "sa_d501d4f8f72e8d66ad5e01cb",
"inchikey": "HJUGFYREWKUQJT-UHFFFAOYSA-N",
"smiles": "BrC(Br)(Br)Br"
},
"smiles": "BrC(Br)(Br)Br",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "3818",
"routeId": "sa_dbf42f179e7b0592a8b62538",
"moleculeId": "sa_f74a5ef422870f6cdcda2d93",
"parentId": "3816",
"isLeaf": false,
"molecule": {
"id": "sa_f74a5ef422870f6cdcda2d93",
"inchikey": "ORYNFHRBOIYIPE-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])c1cc(F)ccc1CCO"
},
"smiles": "O=[N+]([O-])c1cc(F)ccc1CCO",
"reactionStepId": "sa_d75ea848d0e92040a13845cc",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20040034005A1;0231;132708\",\"rsmi\":\"[CH2:7]=[O:8].[O:1]=[N+:2]([O-:3])[c:4]1[c:5]([CH3:6])[cH:9][cH:10][c:11]([F:12])[cH:13]1>CCO.CS(C)=O.Cl.O.[K+].O>[O:1]=[N+:2]([O-:3])[c:4]1[c:5]([CH2:6][CH2:7][OH:8])[cH:9][cH:10][c:11]([F:12])[cH:13]1\"},\"mapped_reaction_smiles\":\"[CH2:7]=[O:8].[O:1]=[N+:2]([O-:3])[c:4]1[c:5]([CH3:6])[cH:9][cH:10][c:11]([F:12])[cH:13]1>CCO.CS(C)=O.Cl.O.[K+].O>[O:1]=[N+:2]([O-:3])[c:4]1[c:5]([CH2:6][CH2:7][OH:8])[cH:9][cH:10][c:11]([F:12])[cH:13]1\"}",
"reactionStep": {
"id": "sa_d75ea848d0e92040a13845cc",
"reactionHash": "ffb154b15a4b044c09655ecbb03d9ffe859c3743de28d31b5efecae2fdf2e7ce"
},
"children": [
{
"id": "3819",
"routeId": "sa_dbf42f179e7b0592a8b62538",
"moleculeId": "sa_1a4d1e56123dc4828cc766fd",
"parentId": "3818",
"isLeaf": true,
"molecule": {
"id": "sa_1a4d1e56123dc4828cc766fd",
"inchikey": "SKWTUNAAJNDEIK-UHFFFAOYSA-N",
"smiles": "Cc1ccc(F)cc1[N+](=O)[O-]"
},
"smiles": "Cc1ccc(F)cc1[N+](=O)[O-]",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "3820",
"routeId": "sa_dbf42f179e7b0592a8b62538",
"moleculeId": "sa_fa48b0311f9ecb906b2132fe",
"parentId": "3818",
"isLeaf": true,
"molecule": {
"id": "sa_fa48b0311f9ecb906b2132fe",
"inchikey": "WSFSSNUMVMOOMR-UHFFFAOYSA-N",
"smiles": "C=O"
},
"smiles": "C=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
]
}
]
}
}