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remdesivir

File:Remdesivir.svg · Wikimedia Commons · See Wikimedia Commons

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remdesivir

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Also known as GS-5734, 2-ethylbutyl (2S)-2-({[(2R,3S,4R,5R)-5-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-5-cyano-3,4-dihydroxyoxolan-2-yl]methoxy-phenoxyphosphoryl}amino)propanoate, Veklury

AI overview

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Key facts

Drug.N
6
Drug.image
Remdesivir.svg
Drug.image_class
skin-invert-image
Drug.image2
Remdesivir-from-xtal-Mercury-3D-ball-and-stick-with-bond-orders.png
Drug.image_class2
bg-transparent
Drug.tradename
Veklury
Drug.MedlinePlus
a620033
Drug.DailyMedID
Remdesivir
Drug.pregnancy_AU
B2
Drug.routes_of_administration
Intravenous
Drug.class
Antiviral
Drug.ATC_prefix
J05
Drug.ATC_suffix
AB16
Drug.legal_AU
S4
Drug.legal_CA
Rx-only
Drug.legal_UK
POM
Drug.legal_US
Rx-only
Drug.legal_EU
Rx-only

via Wikipedia infobox

Chemical data

Formula
C27H35N6O8P
Molecular weight
602.6 g/mol
IUPAC name
2-ethylbutyl (2S)-2-[[[(2R,3S,4R,5R)-5-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-5-cyano-3,4-dihydroxyoxolan-2-yl]methoxy-phenoxyphosphoryl]amino]propanoate
SMILES
CCC(CC)COC(=O)[C@H](C)N[P@](=O)(OC[C@@H]1[C@H]([C@H]([C@](O1)(C#N)C2=CC=C3N2N=CN=C3N)O)O)OC4=CC=CC=C4
InChIKey
RWWYLEGWBNMMLJ-YSOARWBDSA-N
XLogP
1.9
Polar surface area
204 Ų
H-bond donors
4
H-bond acceptors
13
Formal charge
0

via PubChem

~33 min read

Encyclopedic overview

34 sections
Contents
  • Medical uses
  • Side effects
  • Pharmacology
  • Activation
  • Mechanism of action
  • Pharmacokinetics
  • Resistance
  • Interactions
  • Synthesis
  • ''In vitro'' experiments
  • Manufacturing
  • Society and culture
  • Legal status
  • Australia
  • Canada
  • Czech Republic
  • European Union
  • Iran
  • Japan
  • Mexico
  • Singapore
  • United States
  • Economics
  • Names
  • Research
  • Ebola
  • COVID-19
  • Hospitalized patients
  • Nonhospitalized outpatients
  • Remdesivir/baricitinib
  • Remdesivir/interferon beta-1a
  • Veterinary uses
  • References
  • External links

{{Infobox drug | image = Remdesivir.svg | image_class = skin-invert-image | width = | alt = | caption = | image2 = Remdesivir-from-xtal-Mercury-3D-ball-and-stick-with-bond-orders.png | image_class2 = bg-transparent | width2 = | alt2 = | pronounce = | tradename = Veklury | Drugs.com = | MedlinePlus = a620033 | DailyMedID = Remdesivir | pregnancy_AU = B2 | pregnancy_AU_comment = | pregnancy_category = | routes_of_administration = Intravenous | class = Antiviral | ATC_prefix = J05 | ATC_suffix = AB16 | ATC_supplemental = | legal_AU = S4 | legal_AU_comment = | legal_BR = | legal_BR_comment = | legal_CA = Rx-only | legal_CA_comment = | legal_DE = | legal_DE_comment = | legal_NZ = | legal_NZ_comment = | legal_UK = POM | legal_UK_comment = | legal_US = Rx-only | legal_US_comment = | legal_EU = Rx-only | legal_EU_comment = | legal_UN = | legal_UN_comment = | legal_status = Schedule H | bioavailability = | protein_bound = | metabolism = | metabolites = | onset = | elimination_half-life = | duration_of_action = | excretion = | CAS_number = 1809249-37-3 | CAS_supplemental = | PubChem = 121304016 | IUPHAR_ligand = | DrugBank = DB14761 | ChemSpiderID = 58827832 | UNII = 3QKI37EEHE | KEGG = D11472 | ChEBI = 145994 | ChEMBL = 4065616 | NIAID_ChemDB = | PDB_ligand = | synonyms = GS-5734, RDV

| IUPAC_name = (2S)-2-{(2R,3S,4R,5R)-[5-(4-Aminopyrrolo[2,1-f] [1,2,4]triazin-7-yl)-5-cyano-3,4-dihydroxy-tetrahydro-furan-2-ylmethoxy]phenoxy-(S)-phosphorylamino}propionic acid 2-ethyl-butyl ester | C = 27 | H = 35 | N = 6 | O = 8 | P = 1 | SMILES = CCC(COC(=O)[C@@H](NP(=O)(Oc1ccccc1)OC[C@H]1O[C@@]([C@@H]([C@@H]1O)O)(C#N)c1ccc2n1ncnc2N)C)CC | StdInChI = 1S/C27H35N6O8P/c1-4-18(5-2)13-38-26(36)17(3)32-42(37,41-19-9-7-6-8-10-19)39-14-21-23(34)24(35)27(15-28,40-21)22-12-11-20-25(29)30-16-31-33(20)22/h6-12,16-18,21,23-24,34-35H,4-5,13-14H2,1-3H3,(H,32,37)(H2,29,30,31)/t17-,21+,23+,24+,27-,42-/m0/s1 | StdInChI_comment = | StdInChIKey = RWWYLEGWBNMMLJ-YSOARWBDSA-N | density = | density_notes = | melting_point = | melting_high = | melting_notes = | boiling_point = | boiling_notes = | solubility = | sol_units = | specific_rotation = }} Remdesivir, sold under the brand name Veklury, is a broad-spectrum antiviral medication developed by the biopharmaceutical company Gilead Sciences. It is administered via injection into a vein. During the COVID19 pandemic, remdesivir was approved or authorized for emergency use to treat COVID19 in numerous countries.

Excerpted from Wikipedia’s “remdesivir” article, available under the CC BY-SA 4.0 licence.

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