Peramivir hydrateProduct ingredient for Peramivir

Name
Peramivir hydrate
Drug Entry
Peramivir

Peramivir is an antiviral agent developed by Biocryst Pharmaceuticals to treat influenza A/B. The development of peramivir has been supported by the US Department of Health and Human Services as part of the government's effort to prepare for a flu pandemic. Being an influenza virus neuraminidase inhibitor, peramivir works by preventing new viruses from emerging from infected cells. Due to the poor oral bioavailability, the oral formulation of the drug was previously abandoned by Johnson and Johnson Company. The injectable intravenous formulation of peramivir was approved by the FDA in September 2017 for the treatment of acute uncomplicated influenza to pediatric patients 2 years and older who have been symptomatic for no more than two days.

Accession Number
DBSALT001847
Structure
Thumb
Synonyms
Peramivir / Peramivir trihydrate
External IDs
BCX 1812 / BCX-1812 / BCX1812
UNII
QW7Y7ZR15U
CAS Number
1041434-82-5
Weight
Average: 382.458
Monoisotopic: 382.242749451
Chemical Formula
C15H34N4O7
InChI Key
RFUCJKFZFXNIGB-ZBBHRWOZSA-N
InChI
InChI=1S/C15H28N4O4.3H2O/c1-4-8(5-2)12(18-7(3)20)11-10(19-15(16)17)6-9(13(11)21)14(22)23;;;/h8-13,21H,4-6H2,1-3H3,(H,18,20)(H,22,23)(H4,16,17,19);3*1H2/t9-,10+,11+,12-,13+;;;/m0.../s1
IUPAC Name
(1S,2S,3R,4R)-4-carbamimidamido-3-[(1S)-1-acetamido-2-ethylbutyl]-2-hydroxycyclopentane-1-carboxylic acid trihydrate
SMILES
O.O.O.[H][[email protected]@]1([[email protected]@H](NC(C)=O)C(CC)CC)[[email protected]](O)[[email protected]](C[[email protected]]1NC(N)=N)C(O)=O
ChemSpider
10128666
ChEMBL
CHEMBL3989402
Predicted Properties
PropertyValueSource
Water Solubility0.38 mg/mLALOGPS
logP-0.27ALOGPS
logP-2.1ChemAxon
logS-2.9ALOGPS
pKa (Strongest Acidic)4.09ChemAxon
pKa (Strongest Basic)12.46ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area148.53 Å2ChemAxon
Rotatable Bond Count7ChemAxon
Refractivity94.46 m3·mol-1ChemAxon
Polarizability34.98 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon