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Details

Stereochemistry ACHIRAL
Molecular Formula C21H17Cl3O3
Molecular Weight 423.717
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of POCAPAVIR

SMILES

COC1=CC=C(OCC2=CC=C(COC3=C(Cl)C=CC=C3Cl)C=C2)C(Cl)=C1

InChI

InChIKey=XXMDDBVNWRWNCW-UHFFFAOYSA-N
InChI=1S/C21H17Cl3O3/c1-25-16-9-10-20(19(24)11-16)26-12-14-5-7-15(8-6-14)13-27-21-17(22)3-2-4-18(21)23/h2-11H,12-13H2,1H3

HIDE SMILES / InChI

Molecular Formula C21H17Cl3O3
Molecular Weight 423.717
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Pocapavir is a capsid-binding molecule. It is a capsid inhibitor that blocks virus uncoating and viral RNA release into cells, which in turn prevents virus replication. Pocapavir is a potent, selective, anti-enterovirus molecule with in vitro and in vivo activities. Antiviral testing against viruses of the 15 most commonly isolated enterovirus serotypes indicates that pocapavir inhibits 80% of the immunotypes (154 viruses) at a concentration that is within the levels of the molecule achievable in plasma after oral dosing in higher animals. Persistent low viral load after therapy completion may indicate lack of antiviral effect from pocapavir for neonatal enteroviral sepsis treatment. Pocapavir had been in phase II clinical trial for the treatment of poliomyelitis but no recent reports on development were identified.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
88.5 nM [Ki]
PubMed

PubMed

TitleDatePubMed
Structure of poliovirus type 2 Lansing complexed with antiviral agent SCH48973: comparison of the structural and biological properties of three poliovirus serotypes.
1997 Jul 15
SCH 48973: a potent, broad-spectrum, antienterovirus compound.
1997 Jun
Human monoclonal antibodies that neutralize vaccine and wild-type poliovirus strains.
2014 Aug
The enteroviruses: problems in need of treatments.
2014 Jan
H1PVAT is a novel and potent early-stage inhibitor of poliovirus replication that targets VP1.
2014 Oct
Completing Polio Eradication: The Case for Antiviral Drugs.
2017 Feb 1
Antiviral Activity of Pocapavir in a Randomized, Blinded, Placebo-Controlled Human Oral Poliovirus Vaccine Challenge Model.
2017 Feb 1
Neonatal Enterovirus Myocarditis With Severe Dystrophic Calcification: Novel Treatment With Pocapavir.
2017 Jul-Sep
Neonatal nonpolio enterovirus and parechovirus infections.
2018 Apr
Successful treatment of fulminant neonatal enteroviral myocarditis in monochorionic diamniotic twins with cardiopulmonary support, intravenous immunoglobulin and pocapavir.
2018 May 18
Patents
Substance Class Chemical
Created
by admin
on Sat Dec 16 01:39:40 GMT 2023
Edited
by admin
on Sat Dec 16 01:39:40 GMT 2023
Record UNII
4ILA3VOV97
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
POCAPAVIR
INN   WHO-DD  
INN  
Official Name English
1-((2-CHLORO-4-METHOXYPHENOXY)METHYL)-4-((2,6-DICHLOROPHENOXY)METHYL)BENZENE
Systematic Name English
Pocapavir [WHO-DD]
Common Name English
SCH-48973
Code English
pocapavir [INN]
Common Name English
V-073
Code English
Classification Tree Code System Code
EU-Orphan Drug EU/3/12/1021
Created by admin on Sat Dec 16 01:39:40 GMT 2023 , Edited by admin on Sat Dec 16 01:39:40 GMT 2023
FDA ORPHAN DRUG 357811
Created by admin on Sat Dec 16 01:39:40 GMT 2023 , Edited by admin on Sat Dec 16 01:39:40 GMT 2023
NCI_THESAURUS C281
Created by admin on Sat Dec 16 01:39:40 GMT 2023 , Edited by admin on Sat Dec 16 01:39:40 GMT 2023
Code System Code Type Description
INN
9602
Created by admin on Sat Dec 16 01:39:40 GMT 2023 , Edited by admin on Sat Dec 16 01:39:40 GMT 2023
PRIMARY
NCI_THESAURUS
C132145
Created by admin on Sat Dec 16 01:39:40 GMT 2023 , Edited by admin on Sat Dec 16 01:39:40 GMT 2023
PRIMARY
SMS_ID
100000181867
Created by admin on Sat Dec 16 01:39:40 GMT 2023 , Edited by admin on Sat Dec 16 01:39:40 GMT 2023
PRIMARY
PUBCHEM
1455
Created by admin on Sat Dec 16 01:39:40 GMT 2023 , Edited by admin on Sat Dec 16 01:39:40 GMT 2023
PRIMARY
FDA UNII
4ILA3VOV97
Created by admin on Sat Dec 16 01:39:40 GMT 2023 , Edited by admin on Sat Dec 16 01:39:40 GMT 2023
PRIMARY
CAS
146949-21-5
Created by admin on Sat Dec 16 01:39:40 GMT 2023 , Edited by admin on Sat Dec 16 01:39:40 GMT 2023
PRIMARY
EPA CompTox
DTXSID00163548
Created by admin on Sat Dec 16 01:39:40 GMT 2023 , Edited by admin on Sat Dec 16 01:39:40 GMT 2023
PRIMARY
Related Record Type Details
TARGET ORGANISM->INHIBITOR
Related Record Type Details
ACTIVE MOIETY