Compound Detail
CHEMBL222813
ZANAMIVIR 💊 Approved Drug
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💊 Approved Drug
CC(=O)N[C@H]1[C@H]([C@H](O)[C@H](O)CO)OC(C(=O)O)=C[C@@H]1NC(=N)N
Basic Information
| ChEMBL ID | CHEMBL222813 |
| Name | ZANAMIVIR |
| Phase | Approved |
| Structure Type | MOL |
| InChI Key | ARAIBEBZBOPLMB-UFGQHTETSA-N |
| Therapeutic | ✓ Yes |
30
Targets
595
Activities
4
Assay Types
30
PK Parameters
20
Publications
7
Known Names
5
Indications
2
Mechanisms
Molecular Properties
332.3
MW (Da)
-3.58
ALogP
7
HBA
8
HBD
198.2
PSA (Ų)
0.18
QED
1
Ro5 Violations
6
Rot. Bonds
Drug Information
| Molecule Type | Small molecule |
| First Approval | 1999 |
| Availability | Prescription |
| Chirality | Single Enantiomer |
Mechanism of Action
| Mechanism | Action Type | Target | Direct | Efficacy |
|---|---|---|---|---|
| Neuraminidase inhibitor | INHIBITOR | Neuraminidase | ✓ | ✓ |
| Neuraminidase inhibitor | INHIBITOR | Neuraminidase | ✓ | ✓ |
Indications
Influenza, Human Virus Diseases Dengue Diabetes Mellitus, Type 2 Infections
ATC Classification
J05AH01
zanamivir
Level 1: ANTIINFECTIVES FOR SYSTEMIC USE
Level 2: ANTIVIRALS FOR SYSTEMIC USE
Activity Summary
IC50 459 meas. best 10.52
EC50 105 meas. best 10.0
Ki 29 meas. best 10.22
Kd 2 meas. best 8.96
Target Activity Profile
| Target | Type | Best pChEMBL | Mean pChEMBL | Best (nM) | # Data |
|---|---|---|---|---|---|
| Neuraminidase CHEMBL6135 | IC50 | 10.52 | 8.3993 | 0.0 | 121 |
| Influenza A virus CHEMBL613740 | IC50 | 10.4 | 8.3487 | 0.0 | 137 |
| Neuraminidase CHEMBL6135 | Ki | 10.22 | 9.81 | 0.1 | 4 |
| Neuraminidase CHEMBL3377 | Ki | 10.0 | 10.0 | 0.1 | 1 |
| Influenza A virus CHEMBL613740 | EC50 | 10.0 | 6.5133 | 0.1 | 67 |
| Unchecked CHEMBL612545 | Ki | 9.7 | 8.145 | 0.2 | 10 |
| Unchecked CHEMBL612545 | IC50 | 9.52 | 8.0245 | 0.3 | 87 |
| Neuraminidase CHEMBL1667685 | Ki | 9.4 | 9.4 | 0.4 | 1 |
| Neuraminidase CHEMBL1667683 | Ki | 9.3 | 9.3 | 0.5 | 1 |
| Neuraminidase CHEMBL1667686 | Ki | 9.3 | 9.3 | 0.5 | 1 |
| Neuraminidase CHEMBL2051 | IC50 | 9.3 | 8.509 | 0.5 | 20 |
| Neuraminidase CHEMBL1667686 | IC50 | 9.22 | 8.8467 | 0.6 | 3 |
| Neuraminidase CHEMBL1667685 | IC50 | 9.15 | 8.1667 | 0.7 | 6 |
| Neuraminidase CHEMBL1287610 | IC50 | 9.1 | 8.812 | 0.8 | 5 |
| H2N2 subtype CHEMBL612765 | IC50 | 9.1 | 7.61 | 0.8 | 2 |
| H5N1 subtype CHEMBL613845 | IC50 | 9.1 | 7.88 | 0.8 | 2 |
| Neuraminidase CHEMBL1667684 | Ki | 9.0 | 9.0 | 1.0 | 1 |
| Unchecked CHEMBL612545 | Kd | 8.96 | 8.96 | 1.1 | 1 |
| Neuraminidase CHEMBL1667683 | IC50 | 8.96 | 8.71 | 1.1 | 3 |
| Neuraminidase CHEMBL1667684 | IC50 | 8.89 | 8.4525 | 1.3 | 4 |
| Influenza A virus H3N2 CHEMBL2366902 | IC50 | 8.8 | 7.8167 | 1.6 | 3 |
| Neuraminidase CHEMBL3377 | IC50 | 8.77 | 8.0258 | 1.7 | 12 |
| Neuraminidase CHEMBL6015 | IC50 | 8.76 | 7.9257 | 1.7 | 7 |
| Human immunodeficiency virus type 1 integrase CHEMBL3471 | IC50 | 8.6 | 8.6 | 2.5 | 1 |
| Neuraminidase CHEMBL1287607 | IC50 | 8.57 | 8.57 | 2.7 | 1 |
| Influenza B virus CHEMBL613129 | IC50 | 8.4 | 7.732 | 4.0 | 5 |
| Neuraminidase CHEMBL2046263 | Kd | 8.33 | 8.33 | 4.7 | 1 |
| Influenza B virus CHEMBL613129 | EC50 | 8.21 | 6.5788 | 6.2 | 17 |
| Neuraminidase CHEMBL4295592 | IC50 | 8.13 | 8.13 | 7.4 | 1 |
| Neuraminidase CHEMBL4295840 | IC50 | 8.05 | 7.415 | 8.9 | 2 |
| Influenza A virus (A/Puerto Rico/8/1934(H1N1)) CHEMBL612610 | IC50 | 8.0 | 8.0 | 10.0 | 1 |
| Influenza A virus H3N2 CHEMBL2366902 | EC50 | 8.0 | 7.24 | 10.0 | 4 |
| H5N1 subtype CHEMBL613845 | EC50 | 7.89 | 7.89 | 13.0 | 1 |
| Neuraminidase CHEMBL2046263 | IC50 | 7.81 | 7.725 | 15.4 | 2 |
| Neuraminidase CHEMBL4295612 | IC50 | 7.64 | 7.64 | 22.8 | 1 |
| MDCK CHEMBL614068 | EC50 | 7.4 | 6.475 | 40.0 | 2 |
| Unchecked CHEMBL612545 | EC50 | 7.26 | 6.274 | 55.0 | 5 |
| Sialidase-3 CHEMBL3046 | Ki | 6.21 | 6.21 | 620.0 | 3 |
| NON-PROTEIN TARGET CHEMBL3879801 | EC50 | 6.11 | 5.4033 | 786.0 | 3 |
| NON-PROTEIN TARGET CHEMBL3879801 | IC50 | 6.06 | 6.06 | 880.0 | 1 |
| H3N2 subtype CHEMBL613193 | EC50 | 5.92 | 5.438 | 1200.0 | 5 |
| Neuraminidase CHEMBL3232678 | IC50 | 5.85 | 5.85 | 1400.0 | 1 |
| Sialidase-2 CHEMBL3200 | IC50 | 5.41 | 5.081 | 3900.0 | 10 |
| Sialidase-3 CHEMBL3046 | IC50 | 5.4 | 5.27 | 4000.0 | 6 |
| Sialidase-2 CHEMBL3200 | Ki | 5.24 | 5.1225 | 5700.0 | 4 |
| unidentified influenza virus CHEMBL613128 | EC50 | 4.82 | 4.82 | 15000.0 | 1 |
| Sialidase-4 CHEMBL4174 | Ki | 4.58 | 4.58 | 26000.0 | 3 |
| Sialidase-4 CHEMBL4174 | IC50 | 4.33 | 4.33 | 47000.0 | 4 |
Pharmacokinetic Data
| Parameter | Value | Units | Species |
|---|---|---|---|
| CL | 24.9 | mL.min-1.kg-1 | - |
| CL | 1.6 | mL.min-1.kg-1 | Homo sapiens |
| CL | 1.6 | mL.min-1.kg-1 | Homo sapiens |
| CL | 0.2 | mL.min-1.kg-1 | Homo sapiens |
| CL | 1.6 | mL.min-1.kg-1 | Homo sapiens |
| CL | 1.417 | mL.min-1.kg-1 | Rattus norvegicus |
| CL | 31.67 | mL.min-1.kg-1 | Rattus norvegicus |
| Cmax | 180.55 | nM | Rattus norvegicus |
| F | 2.7 | % | Rattus norvegicus |
| F | 3.7 | % | Rattus norvegicus |
| F | 3.7 | % | Rattus norvegicus |
| Fu | 0.86 | - | Homo sapiens |
| Fu | 0.86 | - | Homo sapiens |
| MRT | 2.4 | hr | Homo sapiens |
| T1/2 | 0.16 | hr | - |
| T1/2 | 2.8 | hr | Homo sapiens |
| T1/2 | 1.7 | hr | Homo sapiens |
| T1/2 | 0.25 | hr | Rattus norvegicus |
| T1/2 | 0.4 | hr | Rattus norvegicus |
| T1/2 | 1.8 | hr | Rattus norvegicus |
| T1/2 | 1.1 | hr | Rattus norvegicus |
| T1/2 | 1.8 | hr | Rattus norvegicus |
| T1/2 | 0.6883 | hr | Influenza A virus |
| t1/2 | - | - | Influenza A virus |
| T1/2 | 0.4617 | hr | Influenza A virus |
| T1/2 | 1.213 | hr | Influenza A virus (A/chicken/Bangli/BBVD-563/2007(H5N1)) |
| T1/2 | 1.812 | hr | Influenza A virus (A/Fukui/45/2004(H3N2)) |
| T1/2 | 0.535 | hr | Influenza A virus (A/NWS/G70C(H1N9)) |
| T1/2 | 0.41 | hr | Influenza B virus (B/Perth/211/2001) |
| T1/2 | 2.0 | hr | Homo sapiens |
Activity Data Samples
Top measurements by pChEMBL value
Literature References
Data from ChEMBL 36 via Core Engine