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Laninamivir (TFA)

CAT: 0804-HY-14818BSize: 1 EachDry Ice: NoHazardous: No
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Description
Laninamivir TFA (R 125489 TFA) is an antiviral compound with inhibitory and prophylactic activity against influenza A and B viruses. Laninamivir TFA is a long-acting neuraminidase inhibitor administered by nasal inhalation. Laninamivir TFA has shown good safety and efficacy in the inhibition of influenza viruses[1].
CAS Number
203120-18-7
Product Name Alternative
R 125489 (TFA)
UNSPSC
12352005
Target
Influenza Virus
Type
Reference compound
Related Pathways
Anti-infection
Applications
COVID-19-anti-virus
Field of Research
Infection
Assay Protocol
https://www.medchemexpress.com/laninamivir-tfa.html
Solubility
10 mM in DMSO
Smiles
OC[C@@H](O)[C@H]([C@@]1([H])[C@@H]([C@H](C=C(C(O)=O)O1)NC(N)=N)NC(C)=O)OC.OC(C(F)(F)F)=O
Molecular Formula
C15H23F3N4O9
Molecular Weight
460.36
References & Citations
[1]Vavricka CJ, et al. Structural and functional analysis of laninamivir and its octanoate prodrug reveals group specific mechanisms for influenza NA inhibition. PLoS Pathog. 2011 Oct;7 (10) :e1002249.|[2]Antiviral Drugs in Influenza
Shipping Conditions
Room temperature
Scientific Category
Reference compound1
Clinical Information
Launched

Chemical Information

Laninamivir trifluoroacetate
CAS Number203120-18-7
PubChem CID11753979
IUPAC Name(2R,3R,4S)-3-acetamido-4-(diaminomethylideneamino)-2-[(1R,2R)-2,3-dihydroxy-1-methoxypropyl]-3,4-dihydro-2H-pyran-6-carboxylic acid;2,2,2-trifluoroacetic acid
Molecular FormulaC15H23F3N4O9
Molecular Weight460.36
Topological Polar Surface Area227
Hydrogen Bond Donor Count7
Hydrogen Bond Acceptor Count13
Rotatable Bond Count7
Heavy Atom Count31
Formal Charge0
Complexity616
SMILES
CC(=O)N[C@@H]1[C@H](C=C(O[C@H]1[C@@H]([C@@H](CO)O)OC)C(=O)O)N=C(N)N.C(=O)(C(F)(F)F)O
InChI
InChI=1S/C13H22N4O7.C2HF3O2/c1-5(19)16-9-6(17-13(14)15)3-8(12(21)22)24-11(9)10(23-2)7(20)4-18;3-2(4,5)1(6)7/h3,6-7,9-11,18,20H,4H2,1-2H3,(H,16,19)(H,21,22)(H4,14,15,17);(H,6,7)/t6-,7+,9+,10+,11+;/m0./s1
InChIKey
DAGFMLSFZMOWFA-WWIZLJSCSA-N
Chemical Structure
2D Structure
2D structure of Laninamivir trifluoroacetate
CAS: 203120-18-7
CID: 11753979
Formula: C15H23F3N4O9
MW: 460.36
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight460.36
Hydrogen Bond Donor Count7
Hydrogen Bond Acceptor Count13
Rotatable Bond Count7
Exact Mass460.14171281
Monoisotopic Mass460.14171281
Topological Polar Surface Area227 Ų
Heavy Atom Count31
Formal Charge0
Complexity616
Isotope Atom Count0
Defined Atom Stereocenter Count5
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count2
Compound Is CanonicalizedYes

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