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Compound Detail

CHEMBL4065616

REMDESIVIR
💊 Approved Drug
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💊 Approved Drug
CCC(CC)COC(=O)[C@H](C)N[P@](=O)(OC[C@H]1O[C@@](C#N)(c2ccc3c(N)ncnn23)[C@H](O)[C@@H]1O)Oc1ccccc1

Basic Information

ChEMBL ID CHEMBL4065616
Name REMDESIVIR
Phase Approved
Structure Type MOL
InChI Key RWWYLEGWBNMMLJ-YSOARWBDSA-N
Therapeutic ✓ Yes
Active Moiety CHEMBL2016761

Known Names

GS 5734 Gs-5734 Remdesivir Veklury
21
Targets
217
Activities
2
Assay Types
30
PK Parameters
20
Publications
4
Known Names
10
Indications
2
Mechanisms

Molecular Properties

602.6
MW (Da)
2.31
ALogP
13
HBA
4
HBD
203.6
PSA (Ų)
0.16
QED
2
Ro5 Violations
13
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 2020
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Parenteral

Flags

Black Box Warning First in Class Prodrug
USAN Stem -vir
USAN Year 2018

Extended Properties

Molecular Formula C27H35N6O8P
MW 602.59
Aromatic Rings 3
Heavy Atoms 42
NP-Likeness 0.09

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
RNA-directed RNA polymerase L inhibitor INHIBITOR RNA-directed RNA polymerase L
Replicase polyprotein 1ab inhibitor INHIBITOR Replicase polyprotein 1ab

Indications

Coronavirus Infections COVID-19 Severe Acute Respiratory Syndrome Severe Acute Respiratory Syndrome Virus Diseases Influenza, Human Pneumonia Hemorrhagic Fever, Ebola Respiratory Distress Syndrome Pneumonia, Viral

ATC Classification

J05AB16
remdesivir
Level 1: ANTIINFECTIVES FOR SYSTEMIC USE
Level 2: ANTIVIRALS FOR SYSTEMIC USE

Drug Warnings

Black Box Warning
General Warning
Country: United States

Activity Summary

EC50 168 meas. best 8.58
IC50 49 meas. best 8.9

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
SARS-CoV-2
CHEMBL4303835
IC50 8.9 6.2183 1.2 30
SARS-CoV-2
CHEMBL4303835
EC50 8.58 6.4408 2.6 100
Human coronavirus OC43
CHEMBL5209665
EC50 8.0 7.142 10.0 5
Ebolavirus
CHEMBL4434621
EC50 7.92 6.9375 12.0 20
Human orthopneumovirus
CHEMBL613127
EC50 7.82 7.695 15.0 4
Respiratory syncytial virus
CHEMBL612679
EC50 7.72 7.478 19.0 5
Unchecked
CHEMBL612545
EC50 7.7 7.64 20.0 3
Hepatitis C virus
CHEMBL379
EC50 7.64 7.44 23.0 2
Human coronavirus 229E
CHEMBL613837
EC50 7.62 7.48 24.0 4
Middle East respiratory syndrome-related coronavirus
CHEMBL4296578
EC50 7.6 7.224 25.0 5
Middle East respiratory syndrome-related coronavirus
CHEMBL4296578
IC50 7.6 7.4433 25.0 3
Nipah virus
CHEMBL615055
EC50 7.54 7.54 29.0 4
Murine hepatitis virus
CHEMBL613733
EC50 7.52 6.63 30.0 2
Human coronavirus 229E
CHEMBL613837
IC50 7.4 7.4 40.0 1
SARS-CoV
CHEMBL4303836
EC50 7.22 7.172 60.0 5
ADMET
CHEMBL612558
IC50 6.96 6.905 110.0 2
Unchecked
CHEMBL612545
IC50 6.5 5.9633 320.0 3
Ebolavirus
CHEMBL4434621
IC50 6.5 5.2975 320.0 4
Junin virus
CHEMBL4523072
EC50 6.33 6.33 470.0 1
Human coronavirus OC43
CHEMBL5209665
IC50 6.16 6.16 700.0 1
Zika virus
CHEMBL4296612
EC50 6.16 6.16 700.0 1
Replicase polyprotein 1ab
CHEMBL4523582
EC50 6.14 6.06 730.0 2
Enterovirus A71
CHEMBL612436
EC50 6.0 6.0 991.0 1
Replicase polyprotein 1ab
CHEMBL4523582
IC50 5.92 5.7575 1190.0 4
NS5
CHEMBL4523952
IC50 5.87 5.87 1360.0 1
Lassa virus
CHEMBL615051
EC50 5.83 5.83 1480.0 1
Tick-borne encephalitis virus
CHEMBL4296604
EC50 5.68 5.57 2100.0 2
Yellow fever virus
CHEMBL613731
EC50 5.21 5.21 6200.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 4760.46 ng.hr.mL-1 Chlorocebus sabaeus
AUC 5302.79 ng.hr.mL-1 Macaca fascicularis
AUC 1590.0 ng.hr.mL-1 Homo sapiens
AUC 4760.46 ng.hr.mL-1 Severe acute respiratory syndrome coronavirus 2
CL 32.0 mL.min-1.kg-1 Macaca fascicularis
CL 35.5 mL.min-1.kg-1 Chlorocebus sabaeus
Cmax 0.11 nM Homo sapiens
Cmax 0.09 nM Homo sapiens
Cmax 0.3 nM Homo sapiens
Cmax 5000.0 nM Homo sapiens
Cmax 1000.0 nM Homo sapiens
Cmax 12600.0 nM Chlorocebus sabaeus
Cmax 22700.0 nM Macaca fascicularis
Cmax 1230.0 nM Severe acute respiratory syndrome coronavirus 2
F 1.0 % Macaca fascicularis
T1/2 3.25 hr Homo sapiens
T1/2 1.15 hr Homo sapiens
T1/2 14.0 hr Macaca mulatta
T1/2 16.0 hr Homo sapiens
T1/2 0.39 hr Macaca mulatta
T1/2 14.0 hr Macaca mulatta
T1/2 0.4167 hr Mus musculus
T1/2 0.4 hr Macaca mulatta
T1/2 0.8 hr Chlorocebus sabaeus
T1/2 0.4 hr Macaca fascicularis
T1/2 0.6783 hr Homo sapiens
T1/2 0.01433 hr Homo sapiens
T1/2 0.9083 hr Cricetulus griseus
T1/2 0.008 hr Cricetulus griseus
t1/2 - - Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
SARS-CoV-2 IC50 = 1.25 nM 8.9 Antiviral activity against SARS-CoV-2 FFM7/MT358643 infected in human Calu-3 cel... 36651644
SARS-CoV-2 IC50 = 2.0 nM 8.7 Antiviral activity against SARS-COV 2 infected in human Huh-7 cells 34273661
SARS-CoV-2 EC50 = 2.63 nM 8.58 Antiviral activity against SARS-COV 2 infected in Vero 76 cells assessed as inhi... 35709506
SARS-CoV-2 EC50 = 3.0 nM 8.52 Antiviral activity against SARS CoV-2 infected in human Huh-7 cells measured up ... 33186044
SARS-CoV-2 IC50 = 4.0 nM 8.4 Antiviral activity against SARS-COV 2 infected in human Huh-7 cells assessed as ... 34273661
SARS-CoV-2 EC50 = 6.0 nM 8.22 Antiviral activity against SARS-CoV-2 Omicron BA.1 harboring NSP5 L50F/E166V mut... 38432056
SARS-CoV-2 EC50 = 6.0 nM 8.22 Antiviral activity against SARS-CoV-2 Omicron BA.1 harboring NSP5 E166V mutant i... 38432056
SARS-CoV-2 EC50 = 7.0 nM 8.15 Antiviral activity against SARS-CoV-2 WA1 harboring NSP5 L50F/E166V mutant infec... 38432056
SARS-CoV-2 EC50 = 9.0 nM 8.05 Antiviral activity against SARS-CoV-2 Omicron BA.1 harboring NSP5 L50F/E166A/L16... 38432056
SARS-CoV-2 EC50 = 10.0 nM 8.0 Antiviral activity against SARS-CoV-2 infected in African green monkey Vero cell... 37597435
Human coronavirus OC43 EC50 = 10.0 nM 8.0 Antiviral activity against Human coronavirus OC43 infected in Vero cells assesse... 38432056
SARS-CoV-2 EC50 = 10.0 nM 8.0 Antiviral activity against SARS CoV-2 infected in HAE cells measured after 48 hr... 33186044
SARS-CoV-2 EC50 = 10.0 nM 8.0 Antiviral activity against SARS Cov-2 USA_WA1/2020 infected in HAE cells measure... 34583312
SARS-CoV-2 IC50 = 10.0 nM 8.0 Antiviral activity against SARS-COV 2 infected in human Caco-2 cells assessed as... 34273661
SARS-CoV-2 EC50 = 10.0 nM 8.0 Antiviral activity against wild type SARS-CoV-2 WA1 infected in HEK293T cells me... 38432056
SARS-CoV-2 EC50 = 11.0 nM 7.96 Antiviral activity against SARS-CoV-2 WA1 harboring NSP5 E166V mutant infected i... 38432056
SARS-CoV-2 EC50 = 11.0 nM 7.96 Antiviral activity against SARS-CoV-2 WA1 harboring NSP5 L50F/E166A/L167F mutant... 38432056
Ebolavirus EC50 = 12.0 nM 7.92 Antiviral activity against EBOV infected in human Huh-7 cells assessed as reduct... 37229831
SARS-CoV-2 EC50 = 14.0 nM 7.85 Antiviral activity against wild type SARS-CoV-2 Omicron BA.1 infected in HEK293T... 38432056
Human orthopneumovirus EC50 = 15.0 nM 7.82 Antiviral activity against RSV A2 infected in HEp-2 cells assessed as reduction ... 33835812

Literature References

Data from ChEMBL 36 via Core Engine