Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCCCCn1nc(-c2ccc(O)cc2)c2cccc(C)c21
InChiKey
QIOSIEYOWAWSOL-UHFFFAOYSA-N
Route Signature
0461bb5c04b69d2d913e6504e57a7a4562be9f2aaafdd6a1a5e6f4da52b6cec5
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_ab0e60330d009899bcf4d2c9",
"signature": "0461bb5c04b69d2d913e6504e57a7a4562be9f2aaafdd6a1a5e6f4da52b6cec5",
"contentHash": "5187cf6ceb4def01a0a84fba0117a01d2349e23377666b5dd2a768e37c4098fe",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_16e476457d6f98140ef1f37a",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-03619",
"moleculeId": "sa_79e8db4f68157aa40815cf52",
"smiles": "CCCCCn1nc(-c2ccc(O)cc2)c2cccc(C)c21",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_79e8db4f68157aa40815cf52",
"inchikey": "QIOSIEYOWAWSOL-UHFFFAOYSA-N",
"smiles": "CCCCCn1nc(-c2ccc(O)cc2)c2cccc(C)c21"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "6980",
"routeId": "sa_ab0e60330d009899bcf4d2c9",
"moleculeId": "sa_79e8db4f68157aa40815cf52",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_79e8db4f68157aa40815cf52",
"inchikey": "QIOSIEYOWAWSOL-UHFFFAOYSA-N",
"smiles": "CCCCCn1nc(-c2ccc(O)cc2)c2cccc(C)c21"
},
"smiles": "CCCCCn1nc(-c2ccc(O)cc2)c2cccc(C)c21",
"reactionStepId": "sa_e66fe740621331e4a1b89818",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070225349A1;0260;500335\",\"rsmi\":\"C[O:13][c:12]1[cH:11][cH:10][c:9](-[c:8]2[n:7][n:6]([CH2:5][CH2:4][CH2:3][CH2:2][CH3:1])[c:22]3[c:16]2[cH:17][cH:18][cH:19][c:20]3[CH3:21])[cH:15][cH:14]1>BrB(Br)Br.C1=CCCCC1>[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][n:6]1[n:7][c:8](-[c:9]2[cH:10][cH:11][c:12]([OH:13])[cH:14][cH:15]2)[c:16]2[cH:17][cH:18][cH:19][c:20]([CH3:21])[c:22]12\"},\"mapped_reaction_smiles\":\"C[O:13][c:12]1[cH:11][cH:10][c:9](-[c:8]2[n:7][n:6]([CH2:5][CH2:4][CH2:3][CH2:2][CH3:1])[c:22]3[c:16]2[cH:17][cH:18][cH:19][c:20]3[CH3:21])[cH:15][cH:14]1>BrB(Br)Br.C1=CCCCC1>[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][n:6]1[n:7][c:8](-[c:9]2[cH:10][cH:11][c:12]([OH:13])[cH:14][cH:15]2)[c:16]2[cH:17][cH:18][cH:19][c:20]([CH3:21])[c:22]12\"}",
"reactionStep": {
"id": "sa_e66fe740621331e4a1b89818",
"reactionHash": "767ab14f1d3b5d0f6b61450f31c32744d630785d2732713eba7cf760d0d7ad72"
},
"children": [
{
"id": "6981",
"routeId": "sa_ab0e60330d009899bcf4d2c9",
"moleculeId": "sa_6a3d096f5c9f7cb617ce324c",
"parentId": "6980",
"isLeaf": false,
"molecule": {
"id": "sa_6a3d096f5c9f7cb617ce324c",
"inchikey": "OKAPBBCMLKVQHX-UHFFFAOYSA-N",
"smiles": "CCCCCn1nc(-c2ccc(OC)cc2)c2cccc(C)c21"
},
"smiles": "CCCCCn1nc(-c2ccc(OC)cc2)c2cccc(C)c21",
"reactionStepId": "sa_f42460d905f6ab6d3322c2e2",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070225349A1;0258;500334\",\"rsmi\":\"I[CH2:5][CH2:4][CH2:3][CH2:2][CH3:1].[nH:6]1[n:7][c:8](-[c:9]2[cH:10][cH:11][c:12]([O:13][CH3:14])[cH:15][cH:16]2)[c:17]2[cH:18][cH:19][cH:20][c:21]([CH3:22])[c:23]12>[HH].[Na+]>[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][n:6]1[n:7][c:8](-[c:9]2[cH:10][cH:11][c:12]([O:13][CH3:14])[cH:15][cH:16]2)[c:17]2[cH:18][cH:19][cH:20][c:21]([CH3:22])[c:23]12\"},\"mapped_reaction_smiles\":\"I[CH2:5][CH2:4][CH2:3][CH2:2][CH3:1].[nH:6]1[n:7][c:8](-[c:9]2[cH:10][cH:11][c:12]([O:13][CH3:14])[cH:15][cH:16]2)[c:17]2[cH:18][cH:19][cH:20][c:21]([CH3:22])[c:23]12>[HH].[Na+]>[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][n:6]1[n:7][c:8](-[c:9]2[cH:10][cH:11][c:12]([O:13][CH3:14])[cH:15][cH:16]2)[c:17]2[cH:18][cH:19][cH:20][c:21]([CH3:22])[c:23]12\"}",
"reactionStep": {
"id": "sa_f42460d905f6ab6d3322c2e2",
"reactionHash": "4e4955d6869f7ac8e561ea99c9b0a2bb1453816c16470d7c9bf5044422edeee6"
},
"children": [
{
"id": "6982",
"routeId": "sa_ab0e60330d009899bcf4d2c9",
"moleculeId": "sa_3ef33576c02e39905218abfd",
"parentId": "6981",
"isLeaf": true,
"molecule": {
"id": "sa_3ef33576c02e39905218abfd",
"inchikey": "BLXSFCHWMBESKV-UHFFFAOYSA-N",
"smiles": "CCCCCI"
},
"smiles": "CCCCCI",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "6983",
"routeId": "sa_ab0e60330d009899bcf4d2c9",
"moleculeId": "sa_bc1cfa1a87633bf954bb5701",
"parentId": "6981",
"isLeaf": false,
"molecule": {
"id": "sa_bc1cfa1a87633bf954bb5701",
"inchikey": "UWBSZPSMLLDATP-UHFFFAOYSA-N",
"smiles": "COc1ccc(-c2n[nH]c3c(C)cccc23)cc1"
},
"smiles": "COc1ccc(-c2n[nH]c3c(C)cccc23)cc1",
"reactionStepId": "sa_076d9cb482710c4009bc0490",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070225349A1;0232;500323\",\"rsmi\":\"O=[C:7]([c:6]1[cH:5][cH:4][c:3]([O:2][CH3:1])[cH:18][cH:17]1)[c:16]1[c:10](F)[c:11]([CH3:12])[cH:13][cH:14][cH:15]1.[NH2:8][NH2:9]>CN(C)c1ccncc1.O>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6](-[c:7]2[n:8][nH:9][c:10]3[c:11]([CH3:12])[cH:13][cH:14][cH:15][c:16]23)[cH:17][cH:18]1\"},\"mapped_reaction_smiles\":\"O=[C:7]([c:6]1[cH:5][cH:4][c:3]([O:2][CH3:1])[cH:18][cH:17]1)[c:16]1[c:10](F)[c:11]([CH3:12])[cH:13][cH:14][cH:15]1.[NH2:8][NH2:9]>CN(C)c1ccncc1.O>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6](-[c:7]2[n:8][nH:9][c:10]3[c:11]([CH3:12])[cH:13][cH:14][cH:15][c:16]23)[cH:17][cH:18]1\"}",
"reactionStep": {
"id": "sa_076d9cb482710c4009bc0490",
"reactionHash": "81f4dd42f27f464e4a777a897a2c18a95b24073b793a304a159afb70e7b2b1ad"
},
"children": [
{
"id": "6984",
"routeId": "sa_ab0e60330d009899bcf4d2c9",
"moleculeId": "sa_0b943772f5f23198aa69ee7b",
"parentId": "6983",
"isLeaf": false,
"molecule": {
"id": "sa_0b943772f5f23198aa69ee7b",
"inchikey": "DCPIDWQQYQXOSD-UHFFFAOYSA-N",
"smiles": "COc1ccc(C(=O)c2cccc(C)c2F)cc1"
},
"smiles": "COc1ccc(C(=O)c2cccc(C)c2F)cc1",
"reactionStepId": "sa_f2d2f8c2cadea73ef4b87f79",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070225349A1;0127;500285\",\"rsmi\":\"Br[Mg][c:6]1[cH:5][cH:4][c:3]([O:2][CH3:1])[cH:18][cH:17]1.CON(C)[C:7](=[O:8])[c:9]1[c:10]([F:11])[c:12]([CH3:13])[cH:14][cH:15][cH:16]1>>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([C:7](=[O:8])[c:9]2[c:10]([F:11])[c:12]([CH3:13])[cH:14][cH:15][cH:16]2)[cH:17][cH:18]1\"},\"mapped_reaction_smiles\":\"Br[Mg][c:6]1[cH:5][cH:4][c:3]([O:2][CH3:1])[cH:18][cH:17]1.CON(C)[C:7](=[O:8])[c:9]1[c:10]([F:11])[c:12]([CH3:13])[cH:14][cH:15][cH:16]1>>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([C:7](=[O:8])[c:9]2[c:10]([F:11])[c:12]([CH3:13])[cH:14][cH:15][cH:16]2)[cH:17][cH:18]1\"}",
"reactionStep": {
"id": "sa_f2d2f8c2cadea73ef4b87f79",
"reactionHash": "97feeaefbfb3deaf87142f935ad9e5f731c0e13c3f3bc681daaae5dadc008cc2"
},
"children": [
{
"id": "6985",
"routeId": "sa_ab0e60330d009899bcf4d2c9",
"moleculeId": "sa_cc2b1824237be3d9b2b6a27d",
"parentId": "6984",
"isLeaf": true,
"molecule": {
"id": "sa_cc2b1824237be3d9b2b6a27d",
"inchikey": "JKXAZEXIOPFJSC-UHFFFAOYSA-M",
"smiles": "COC1=CC=C=C[CH]1[Mg][Br]"
},
"smiles": "COc1cc[c]([Mg][Br])cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "6986",
"routeId": "sa_ab0e60330d009899bcf4d2c9",
"moleculeId": "sa_da54b5a4e2ef89dd80a3cd97",
"parentId": "6984",
"isLeaf": false,
"molecule": {
"id": "sa_da54b5a4e2ef89dd80a3cd97",
"inchikey": "NXJPYKFQUQPACN-UHFFFAOYSA-N",
"smiles": "CON(C)C(=O)c1cccc(C)c1F"
},
"smiles": "CON(C)C(=O)c1cccc(C)c1F",
"reactionStepId": "sa_556546f7538cd2b27e0fcd76",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070225349A1;0125;500284\",\"rsmi\":\"O[C:5](=[O:6])[c:7]1[c:8]([F:9])[c:10]([CH3:11])[cH:12][cH:13][cH:14]1.[CH3:1][O:2][NH:3][CH3:4]>Cl.O=C(Cl)C(=O)Cl.c1ccncc1>[CH3:1][O:2][N:3]([CH3:4])[C:5](=[O:6])[c:7]1[c:8]([F:9])[c:10]([CH3:11])[cH:12][cH:13][cH:14]1\"},\"mapped_reaction_smiles\":\"O[C:5](=[O:6])[c:7]1[c:8]([F:9])[c:10]([CH3:11])[cH:12][cH:13][cH:14]1.[CH3:1][O:2][NH:3][CH3:4]>Cl.O=C(Cl)C(=O)Cl.c1ccncc1>[CH3:1][O:2][N:3]([CH3:4])[C:5](=[O:6])[c:7]1[c:8]([F:9])[c:10]([CH3:11])[cH:12][cH:13][cH:14]1\"}",
"reactionStep": {
"id": "sa_556546f7538cd2b27e0fcd76",
"reactionHash": "17c4efea47b73ed775a4fed1a607eb1dbc79a171a5739185ad1de93cc8d9af8c"
},
"children": [
{
"id": "6987",
"routeId": "sa_ab0e60330d009899bcf4d2c9",
"moleculeId": "sa_68c32f3b60ccf83a6716fc9c",
"parentId": "6986",
"isLeaf": true,
"molecule": {
"id": "sa_68c32f3b60ccf83a6716fc9c",
"inchikey": "DGNAETGARNTCIL-UHFFFAOYSA-N",
"smiles": "Cc1cccc(C(=O)O)c1F"
},
"smiles": "Cc1cccc(C(=O)O)c1F",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "6988",
"routeId": "sa_ab0e60330d009899bcf4d2c9",
"moleculeId": "sa_93e456f7e04541ecb6ebcb69",
"parentId": "6986",
"isLeaf": true,
"molecule": {
"id": "sa_93e456f7e04541ecb6ebcb69",
"inchikey": "KRKPYFLIYNGWTE-UHFFFAOYSA-N",
"smiles": "CNOC"
},
"smiles": "CNOC",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "6989",
"routeId": "sa_ab0e60330d009899bcf4d2c9",
"moleculeId": "sa_681b90bfe3789a310096845b",
"parentId": "6983",
"isLeaf": true,
"molecule": {
"id": "sa_681b90bfe3789a310096845b",
"inchikey": "OAKJQQAXSVQMHS-UHFFFAOYSA-N",
"smiles": "NN"
},
"smiles": "NN",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}