ZANAMIVIR

Search structure
Trade Names:
Synonyms:
Status: Approved (1999)
Entry Type: Small molecule
Molecule Category: Parent
ATC: J05AH01
UNII: L6O3XI777I

Structure
InChI Key ARAIBEBZBOPLMB-UFGQHTETSA-N
Smile CC(=O)N[C@@H]1[C@@H](NC(=N)N)C=C(C(=O)O)O[C@H]1[C@H](O)[C@H](O)CO
InChI
InChI=1S/C12H20N4O7/c1-4(18)15-8-5(16-12(13)14)2-7(11(21)22)23-10(8)9(20)6(19)3-17/h2,5-6,8-10,17,19-20H,3H2,1H3,(H,15,18)(H,21,22)(H4,13,14,16)/t5-,6+,8+,9+,10+/m0/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C12H20N4O7
Molecular Weight 332.31
AlogP -3.58
Hydrogen Bond Acceptor 7.0
Hydrogen Bond Donor 8.0
Number of Rotational Bond 6.0
Polar Surface Area 198.22
Molecular species ZWITTERION
Aromatic Rings 0.0
Heavy Atoms 23.0

Pharmacology

Action Mechanism of Action Reference
INHIBITOR Neuraminidase inhibitor DailyMed
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Hydrolase
- 0-1659 5 0-0 77-88
Enzyme
- 0-1659 5 0-0 77-88
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC22 family of organic cation and anion transporters
- - - - 2

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Influenza, Human 4 D007251 ClinicalTrials
Infections 2 D007239 ClinicalTrials
Diabetes Mellitus, Type 2 2 D003924 ClinicalTrials
Dengue 0 D003715 ClinicalTrials

Related Entries

MCS

Side Effects from Label

Side effects Relative Frequency (%) Labels
Nervous system disorders Headache
Nervous system disorders Headache 24.0
General disorders and administration site conditions Discomfort
General disorders and administration site conditions Pain
General disorders and administration site conditions Discomfort 19.0
General disorders and administration site conditions Pain 19.0
Infections and infestations Respiratory tract infection
Respiratory, thoracic and mediastinal disorders Cough
Respiratory, thoracic and mediastinal disorders Cough 17.0
Nervous system disorders Headache
Nervous system disorders Headache 13.0
Infections and infestations Respiratory tract infection 13.0
Investigations Body temperature increased
General disorders and administration site conditions Chills
Investigations Body temperature increased 9.0
General disorders and administration site conditions Chills 9.0
Respiratory, thoracic and mediastinal disorders Cough
General disorders and administration site conditions Discomfort
General disorders and administration site conditions Pain
General disorders and administration site conditions Asthenia
General disorders and administration site conditions Asthenia 8.0
General disorders and administration site conditions Discomfort
General disorders and administration site conditions Discomfort 8.0
General disorders and administration site conditions Fatigue
General disorders and administration site conditions Fatigue 8.0
General disorders and administration site conditions Feeling abnormal
General disorders and administration site conditions Feeling abnormal 8.0
General disorders and administration site conditions Ill-defined disorder
General disorders and administration site conditions Ill-defined disorder 8.0
General disorders and administration site conditions Malaise
General disorders and administration site conditions Malaise 8.0
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 8.0
Musculoskeletal and connective tissue disorders Myalgia
Musculoskeletal and connective tissue disorders Myalgia 8.0
General disorders and administration site conditions Pain 8.0
Respiratory, thoracic and mediastinal disorders Cough 7.0
Musculoskeletal and connective tissue disorders Musculoskeletal pain
Musculoskeletal and connective tissue disorders Musculoskeletal pain 6.0
General disorders and administration site conditions Asthenia
General disorders and administration site conditions Asthenia 5.0
Investigations Body temperature increased 5.0
General disorders and administration site conditions Chills 5.0
General disorders and administration site conditions Discomfort
General disorders and administration site conditions Discomfort 5.0
General disorders and administration site conditions Fatigue
General disorders and administration site conditions Fatigue 5.0
General disorders and administration site conditions Feeling abnormal
General disorders and administration site conditions Feeling abnormal 5.0
General disorders and administration site conditions Ill-defined disorder
General disorders and administration site conditions Ill-defined disorder 5.0
Infections and infestations Infection 5.0
General disorders and administration site conditions Malaise
General disorders and administration site conditions Malaise 5.0
Investigations Body temperature increased
General disorders and administration site conditions Chills
General disorders and administration site conditions Decreased appetite
General disorders and administration site conditions Decreased appetite 4.0
General disorders and administration site conditions Increased appetite
General disorders and administration site conditions Increased appetite 4.0
Infections and infestations Respiratory tract infection
Gastrointestinal disorders Diarrhoea 3.0
Nervous system disorders Headache
Nervous system disorders Headache 3.0
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 3.0
Musculoskeletal and connective tissue disorders Myalgia
Musculoskeletal and connective tissue disorders Myalgia 3.0
Gastrointestinal disorders Nausea
Gastrointestinal disorders Nausea 3.0
Infections and infestations Respiratory tract infection 3.0
Infections and infestations Sinusitis 3.0
Gastrointestinal disorders Vomiting
Musculoskeletal and connective tissue disorders Arthralgia 2.0
Infections and infestations Bronchitis 2.0
Respiratory, thoracic and mediastinal disorders Cough 2.0
General disorders and administration site conditions Decreased appetite
General disorders and administration site conditions Decreased appetite 2.0
Gastrointestinal disorders Diarrhoea
Gastrointestinal disorders Diarrhoea 2.0
Cardiac disorders Dizziness 2.0
Nervous system disorders Headache 2.0
General disorders and administration site conditions Increased appetite
General disorders and administration site conditions Increased appetite 2.0
Infections and infestations Infection
Infections and infestations Infection 2.0
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 2.0
Respiratory, thoracic and mediastinal disorders Nasal inflammation
Gastrointestinal disorders Nausea
Gastrointestinal disorders Nausea 2.0
Immune system disorders Rheumatic disorder 2.0
Infections and infestations Sinusitis 2.0
Gastrointestinal disorders Vomiting
Gastrointestinal disorders Vomiting 2.0
Musculoskeletal and connective tissue disorders Arthralgia
Immune system disorders Asthma 1.0
Respiratory, thoracic and mediastinal disorders Cough 1.0
Cardiac disorders Dizziness 1.0
Investigations Haemoglobin 1.0
Vascular disorders Haemorrhage 1.0
Infections and infestations Infection 1.0
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort
Respiratory, thoracic and mediastinal disorders Nasal inflammation 1.0
Gastrointestinal disorders Nausea 1.0
Immune system disorders Rheumatic disorder
Gastrointestinal disorders Vomiting 1.0

Adverse Reactions

SOC By Demographic Distribution
System Organ Classification (SOC)
Relative Frequency (%)
Nervous system disorders
13.88
General disorders and administration site conditions
13.27
Psychiatric disorders
11.02
Respiratory, thoracic and mediastinal disorders
9.62
Injury, poisoning and procedural complications
8.52
Gastrointestinal disorders
5.96
Vascular disorders
5.72
Infections and infestations
5.23
Skin and subcutaneous tissue disorders
4.56
Cardiac disorders
3.47
Immune system disorders
2.56
Investigations
2.31
Renal and urinary disorders
2.01

Cross References

Resources Reference
CAS NUMBER 139110-80-8
ChEBI 50663
ChEMBL CHEMBL222813
DrugBank DB00558
DrugCentral 2859
EPA CompTox DTXSID0023749
FDA SRS L6O3XI777I
Human Metabolome Database HMDB0014698
KEGG C08095
PDB ZMR
PharmGKB PA164740891
PubChem 60855
SureChEMBL SCHEMBL9501
ZINC ZINC000003918138
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