Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1cc(Nc2cc(C3CCCC3)[nH]n2)nc(Nc2ccc(N)cc2)n1
InChiKey
RACHHZUZXLSWRW-UHFFFAOYSA-N
Route Signature
2162d6f060aec16cdd39ab0120e886fee4f4d5cc091f667cdc7369f306c08b7b
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_a1d381b21fee5348e89a93b8",
"signature": "2162d6f060aec16cdd39ab0120e886fee4f4d5cc091f667cdc7369f306c08b7b",
"contentHash": "56be83a159c59eeb1a3d56f0e37f51f70c5e03c51fb4ec57400f780c71ca6df6",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_5ecde33fe08573fa1d3146a5",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-02131",
"moleculeId": "sa_706c2c05bcdb430f6903395e",
"smiles": "Cc1cc(Nc2cc(C3CCCC3)[nH]n2)nc(Nc2ccc(N)cc2)n1",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_706c2c05bcdb430f6903395e",
"inchikey": "RACHHZUZXLSWRW-UHFFFAOYSA-N",
"smiles": "Cc1cc(Nc2cc(C3CCCC3)[nH]n2)nc(Nc2ccc(N)cc2)n1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 3
},
"rootNode": {
"id": "6178",
"routeId": "sa_a1d381b21fee5348e89a93b8",
"moleculeId": "sa_706c2c05bcdb430f6903395e",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_706c2c05bcdb430f6903395e",
"inchikey": "RACHHZUZXLSWRW-UHFFFAOYSA-N",
"smiles": "Cc1cc(Nc2cc(C3CCCC3)[nH]n2)nc(Nc2ccc(N)cc2)n1"
},
"smiles": "Cc1cc(Nc2cc(C3CCCC3)[nH]n2)nc(Nc2ccc(N)cc2)n1",
"reactionStepId": "sa_eef1a3dcd9e315beb650ee87",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160250211A1;0270;1926491\",\"rsmi\":\"Cl[c:17]1[n:16][c:4]([NH:5][c:6]2[n:7][nH:8][c:9]([CH:10]3[CH2:11][CH2:12][CH2:13][CH2:14]3)[cH:15]2)[cH:3][c:2]([CH3:1])[n:26]1.[NH2:18][c:19]1[cH:20][cH:21][c:22]([NH2:23])[cH:24][cH:25]1>CCCCO>[CH3:1][c:2]1[cH:3][c:4]([NH:5][c:6]2[n:7][nH:8][c:9]([CH:10]3[CH2:11][CH2:12][CH2:13][CH2:14]3)[cH:15]2)[n:16][c:17]([NH:18][c:19]2[cH:20][cH:21][c:22]([NH2:23])[cH:24][cH:25]2)[n:26]1\"},\"mapped_reaction_smiles\":\"Cl[c:17]1[n:16][c:4]([NH:5][c:6]2[n:7][nH:8][c:9]([CH:10]3[CH2:11][CH2:12][CH2:13][CH2:14]3)[cH:15]2)[cH:3][c:2]([CH3:1])[n:26]1.[NH2:18][c:19]1[cH:20][cH:21][c:22]([NH2:23])[cH:24][cH:25]1>CCCCO>[CH3:1][c:2]1[cH:3][c:4]([NH:5][c:6]2[n:7][nH:8][c:9]([CH:10]3[CH2:11][CH2:12][CH2:13][CH2:14]3)[cH:15]2)[n:16][c:17]([NH:18][c:19]2[cH:20][cH:21][c:22]([NH2:23])[cH:24][cH:25]2)[n:26]1\"}",
"reactionStep": {
"id": "sa_eef1a3dcd9e315beb650ee87",
"reactionHash": "5dbd188e6235af2b90040f59131be6638b47fdf5f6b0e7c3356e8ad12c175e52"
},
"children": [
{
"id": "6179",
"routeId": "sa_a1d381b21fee5348e89a93b8",
"moleculeId": "sa_76dc34d53115e80098eedc32",
"parentId": "6178",
"isLeaf": true,
"molecule": {
"id": "sa_76dc34d53115e80098eedc32",
"inchikey": "CBCKQZAAMUWICA-UHFFFAOYSA-N",
"smiles": "Nc1ccc(N)cc1"
},
"smiles": "Nc1ccc(N)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "6180",
"routeId": "sa_a1d381b21fee5348e89a93b8",
"moleculeId": "sa_745d76107fc1c07c4b6bb54b",
"parentId": "6178",
"isLeaf": false,
"molecule": {
"id": "sa_745d76107fc1c07c4b6bb54b",
"inchikey": "QNGNWIQVLCPJHH-UHFFFAOYSA-N",
"smiles": "Cc1cc(Nc2cc(C3CCCC3)[nH]n2)nc(Cl)n1"
},
"smiles": "Cc1cc(Nc2cc(C3CCCC3)[nH]n2)nc(Cl)n1",
"reactionStepId": "sa_b83e754e942fbe6f83629e79",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160250211A1;0269;1926490\",\"rsmi\":\"Cl[c:4]1[cH:3][c:2]([CH3:1])[n:19][c:17]([Cl:18])[n:16]1.[NH2:5][c:6]1[n:7][nH:8][c:9]([CH:10]2[CH2:11][CH2:12][CH2:13][CH2:14]2)[cH:15]1>C1CCOC1.CC(=O)O.O.[K+]>[CH3:1][c:2]1[cH:3][c:4]([NH:5][c:6]2[n:7][nH:8][c:9]([CH:10]3[CH2:11][CH2:12][CH2:13][CH2:14]3)[cH:15]2)[n:16][c:17]([Cl:18])[n:19]1\"},\"mapped_reaction_smiles\":\"Cl[c:4]1[cH:3][c:2]([CH3:1])[n:19][c:17]([Cl:18])[n:16]1.[NH2:5][c:6]1[n:7][nH:8][c:9]([CH:10]2[CH2:11][CH2:12][CH2:13][CH2:14]2)[cH:15]1>C1CCOC1.CC(=O)O.O.[K+]>[CH3:1][c:2]1[cH:3][c:4]([NH:5][c:6]2[n:7][nH:8][c:9]([CH:10]3[CH2:11][CH2:12][CH2:13][CH2:14]3)[cH:15]2)[n:16][c:17]([Cl:18])[n:19]1\"}",
"reactionStep": {
"id": "sa_b83e754e942fbe6f83629e79",
"reactionHash": "ce6e0d271cd500f61ee46a87671917b65fa22a943ef79eb78cf30178a9c0af64"
},
"children": [
{
"id": "6181",
"routeId": "sa_a1d381b21fee5348e89a93b8",
"moleculeId": "sa_a33a02690ecb3abc53024eeb",
"parentId": "6180",
"isLeaf": true,
"molecule": {
"id": "sa_a33a02690ecb3abc53024eeb",
"inchikey": "BTLKROSJMNFSQZ-UHFFFAOYSA-N",
"smiles": "Cc1cc(Cl)nc(Cl)n1"
},
"smiles": "Cc1cc(Cl)nc(Cl)n1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "6182",
"routeId": "sa_a1d381b21fee5348e89a93b8",
"moleculeId": "sa_c47ddc909b91cbd2a46e9cc2",
"parentId": "6180",
"isLeaf": false,
"molecule": {
"id": "sa_c47ddc909b91cbd2a46e9cc2",
"inchikey": "PXEDPQCHOFQXCW-UHFFFAOYSA-N",
"smiles": "Nc1cc(C2CCCC2)n[nH]1"
},
"smiles": "Nc1cc(C2CCCC2)[nH]n1",
"reactionStepId": "sa_3078623019f84e8b8b6e3775",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160250211A1;0263;1926489\",\"rsmi\":\"O=[C:5]([CH:6]1[CH2:7][CH2:8][CH2:9][CH2:10]1)[CH2:11][C:2]#[N:1].[NH2:3][NH2:4]>CCO.O>[NH2:1][c:2]1[n:3][nH:4][c:5]([CH:6]2[CH2:7][CH2:8][CH2:9][CH2:10]2)[cH:11]1\"},\"mapped_reaction_smiles\":\"O=[C:5]([CH:6]1[CH2:7][CH2:8][CH2:9][CH2:10]1)[CH2:11][C:2]#[N:1].[NH2:3][NH2:4]>CCO.O>[NH2:1][c:2]1[n:3][nH:4][c:5]([CH:6]2[CH2:7][CH2:8][CH2:9][CH2:10]2)[cH:11]1\"}",
"reactionStep": {
"id": "sa_3078623019f84e8b8b6e3775",
"reactionHash": "e14d5d26fbfbcaf51f5e19e341011dac8d0c0d56707719ae3bccdb13b7db9b43"
},
"children": [
{
"id": "6183",
"routeId": "sa_a1d381b21fee5348e89a93b8",
"moleculeId": "sa_e6ad988acc020f4cc36788d1",
"parentId": "6182",
"isLeaf": false,
"molecule": {
"id": "sa_e6ad988acc020f4cc36788d1",
"inchikey": "FOCJXECLIBAZSA-UHFFFAOYSA-N",
"smiles": "N#CCC(=O)C1CCCC1"
},
"smiles": "N#CCC(=O)C1CCCC1",
"reactionStepId": "sa_a2fa390a9a0d224ec56a9649",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160250211A1;0262;1926488\",\"rsmi\":\"CO[C:4](=[O:5])[CH:6]1[CH2:7][CH2:8][CH2:9][CH2:10]1.[N:1]#[C:2][CH3:3]>C1CCOC1.[Li]CCCC>[N:1]#[C:2][CH2:3][C:4](=[O:5])[CH:6]1[CH2:7][CH2:8][CH2:9][CH2:10]1\"},\"mapped_reaction_smiles\":\"CO[C:4](=[O:5])[CH:6]1[CH2:7][CH2:8][CH2:9][CH2:10]1.[N:1]#[C:2][CH3:3]>C1CCOC1.[Li]CCCC>[N:1]#[C:2][CH2:3][C:4](=[O:5])[CH:6]1[CH2:7][CH2:8][CH2:9][CH2:10]1\"}",
"reactionStep": {
"id": "sa_a2fa390a9a0d224ec56a9649",
"reactionHash": "20756685453463319a65a52819fc41680d8eb5c381a23edadfd5e6ff6c01a5d6"
},
"children": [
{
"id": "6184",
"routeId": "sa_a1d381b21fee5348e89a93b8",
"moleculeId": "sa_d2ba209e3e57887198b40d68",
"parentId": "6183",
"isLeaf": true,
"molecule": {
"id": "sa_d2ba209e3e57887198b40d68",
"inchikey": "IIHIJFJSXPDTNO-UHFFFAOYSA-N",
"smiles": "COC(=O)C1CCCC1"
},
"smiles": "COC(=O)C1CCCC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "6185",
"routeId": "sa_a1d381b21fee5348e89a93b8",
"moleculeId": "sa_94d2c90dcb818823484fce3a",
"parentId": "6183",
"isLeaf": true,
"molecule": {
"id": "sa_94d2c90dcb818823484fce3a",
"inchikey": "WEVYAHXRMPXWCK-UHFFFAOYSA-N",
"smiles": "CC#N"
},
"smiles": "CC#N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "6186",
"routeId": "sa_a1d381b21fee5348e89a93b8",
"moleculeId": "sa_681b90bfe3789a310096845b",
"parentId": "6182",
"isLeaf": true,
"molecule": {
"id": "sa_681b90bfe3789a310096845b",
"inchikey": "OAKJQQAXSVQMHS-UHFFFAOYSA-N",
"smiles": "NN"
},
"smiles": "NN",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}