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Details

Stereochemistry ABSOLUTE
Molecular Formula C11H15N5O3
Molecular Weight 265.2685
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of GALIDESIVIR

SMILES

NC1=C2NC=C([C@@H]3N[C@H](CO)[C@@H](O)[C@H]3O)C2=NC=N1

InChI

InChIKey=AMFDITJFBUXZQN-KUBHLMPHSA-N
InChI=1S/C11H15N5O3/c12-11-8-6(14-3-15-11)4(1-13-8)7-10(19)9(18)5(2-17)16-7/h1,3,5,7,9-10,13,16-19H,2H2,(H2,12,14,15)/t5-,7+,9-,10+/m1/s1

HIDE SMILES / InChI

Description
Curator's Comment: Description was created using several sources including: https://www.ncbi.nlm.nih.gov/pubmed/27838352

BCX-4430 hydrochloride is a salt of an antiviral adenosine analog BCX4430 (Immucillin-A) that acts as a viral RNA-dependent RNA polymerase (RdRp) inhibitor. It was developed as a potential treatment for deadly filovirus infections such as Ebola virus disease and Marburg virus disease but also demonstrated broad-spectrum antiviral effectiveness against a range of other RNA virus families, including, bunyaviruses, arenaviruses, paramyxoviruses, and coronaviruses. Biochemical, reporter-based and primer-extension assays indicate that BCX4430 inhibits viral RNA polymerase function, acting as a non-obligate RNA chain terminator. BCX4430 inhibits infection of distinct filoviruses in human cells. Post-exposure administration of BCX4430 protects rodents against Ebola and Marburg virus disease and cynomolgus macaques from Marburg virus when administered as late as 48 hours after infection. BCX4430 is highly active in a Syrian golden hamster model of yellow fever, even when treatment is initiated at the peak of viral replication. BCX4430 also showed efficacy against Zika virus in a mouse model.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
5540 ng/mL
5 mg/kg single, intravenous
dose: 5 mg/kg
route of administration: Intravenous
experiment type: SINGLE
co-administered:
GALIDESIVIR plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
10300 ng/mL
10 mg/kg single, intravenous
dose: 10 mg/kg
route of administration: Intravenous
experiment type: SINGLE
co-administered:
GALIDESIVIR plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
17730 ng/mL
15 mg/kg single, intravenous
dose: 15 mg/kg
route of administration: Intravenous
experiment type: SINGLE
co-administered:
GALIDESIVIR plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
20490 ng/mL
20 mg/kg single, intravenous
dose: 20 mg/kg
route of administration: Intravenous
experiment type: SINGLE
co-administered:
GALIDESIVIR plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
21160 ng × h/mL
5 mg/kg single, intravenous
dose: 5 mg/kg
route of administration: Intravenous
experiment type: SINGLE
co-administered:
GALIDESIVIR plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
37080 ng × h/mL
10 mg/kg single, intravenous
dose: 10 mg/kg
route of administration: Intravenous
experiment type: SINGLE
co-administered:
GALIDESIVIR plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
65860 ng × h/mL
15 mg/kg single, intravenous
dose: 15 mg/kg
route of administration: Intravenous
experiment type: SINGLE
co-administered:
GALIDESIVIR plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
81230 ng × h/mL
20 mg/kg single, intravenous
dose: 20 mg/kg
route of administration: Intravenous
experiment type: SINGLE
co-administered:
GALIDESIVIR plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
Overview

Overview

CYP3A4CYP2C9CYP2D6hERG

OverviewOther

Other InhibitorOther SubstrateOther Inducer

Drug as perpetrator​

Drug as perpetrator​

TargetModalityActivityMetaboliteClinical evidence
inconclusive [IC50 14.581 uM]
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
Protection against filovirus diseases by a novel broad-spectrum nucleoside analogue BCX4430.
2014 Apr 17
Patents

Sample Use Guides

BCX-4430 dose of 2.5 mg/kg QD for 7 days in healthy subjects to evaluate the safety, tolerability, and pharmacokinetics of BCX4430. Up to 4 ascending dose (up to 10.0 mg/kg) cohorts treated in a sequential manner.
Route of Administration: Intramuscular
Variation in and low efficiency of conversion of BCX4430 to BCX4430-TP were studied in cell lines commonly used for in vitro evaluation of antiviral activity of test agents. VERO, VERO-76, HeLa, HuH7b and MDCK cell lines were incubated with 10 uM BCX4430 for 1, 4 and 24 hours, and the levels of BCX4430-TP were quantitated by HPLC.
Name Type Language
GALIDESIVIR
INN   WHO-DD  
INN  
Official Name English
3,4-PYRROLIDINEDIOL, 2-(4-AMINO-5H-PYRROLO(3,2-D)PYRIMIDIN-7-YL)-5-(HYDROXYMETHYL)-, (2S,3S,4R,5R)-
Systematic Name English
galidesivir [INN]
Common Name English
BCX4430
Code English
Galidesivir [WHO-DD]
Common Name English
BCX-4430
Code English
IMMUCILLIN A
Common Name English
Code System Code Type Description
SMS_ID
300000017472
Created by admin on Fri Dec 15 20:36:45 GMT 2023 , Edited by admin on Fri Dec 15 20:36:45 GMT 2023
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DRUG BANK
DB11676
Created by admin on Fri Dec 15 20:36:45 GMT 2023 , Edited by admin on Fri Dec 15 20:36:45 GMT 2023
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NCI_THESAURUS
C172613
Created by admin on Fri Dec 15 20:36:45 GMT 2023 , Edited by admin on Fri Dec 15 20:36:45 GMT 2023
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WIKIPEDIA
Galidesivir
Created by admin on Fri Dec 15 20:36:45 GMT 2023 , Edited by admin on Fri Dec 15 20:36:45 GMT 2023
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PUBCHEM
10445549
Created by admin on Fri Dec 15 20:36:45 GMT 2023 , Edited by admin on Fri Dec 15 20:36:45 GMT 2023
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CAS
249503-25-1
Created by admin on Fri Dec 15 20:36:45 GMT 2023 , Edited by admin on Fri Dec 15 20:36:45 GMT 2023
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FDA UNII
OLF97F86A7
Created by admin on Fri Dec 15 20:36:45 GMT 2023 , Edited by admin on Fri Dec 15 20:36:45 GMT 2023
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INN
10284
Created by admin on Fri Dec 15 20:36:45 GMT 2023 , Edited by admin on Fri Dec 15 20:36:45 GMT 2023
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