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Compound Detail

CHEMBL2016757

GS-441524
Phase I
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Phase I
N#C[C@@]1(c2ccc3c(N)ncnn23)O[C@H](CO)[C@@H](O)[C@H]1O

Basic Information

ChEMBL ID CHEMBL2016757
Name GS-441524
Phase Phase I
Structure Type MOL
InChI Key BRDWIEOJOWJCLU-LTGWCKQJSA-N

Known Names

Gs 441524 Gs-441524 Gs441524
25
Targets
65
Activities
2
Assay Types
30
PK Parameters
20
Publications
3
Known Names
1
Indications

Molecular Properties

291.3
MW (Da)
-1.86
ALogP
9
HBA
4
HBD
149.9
PSA (Ų)
0.50
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer

Extended Properties

Molecular Formula C12H13N5O4
MW 291.27
Aromatic Rings 2
Heavy Atoms 21
NP-Likeness 0.27

Indications

Severe Acute Respiratory Syndrome

Activity Summary

EC50 56 meas. best 7.1
IC50 9 meas. best 6.66

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
SARS-CoV-2
CHEMBL4303835
EC50 7.1 5.8859 80.0 27
SARS-CoV
CHEMBL4303836
EC50 6.75 6.2 180.0 2
ADMET
CHEMBL612558
IC50 6.66 6.56 220.0 2
Human orthopneumovirus
CHEMBL613127
EC50 6.28 6.28 530.0 2
Trypanosoma brucei rhodesiense
CHEMBL612348
IC50 6.24 6.24 580.0 1
Human immunodeficiency virus 1
CHEMBL378
EC50 6.23 6.23 590.0 1
SARS-CoV-2
CHEMBL4303835
IC50 6.16 5.6967 700.0 3
Measles morbillivirus
CHEMBL613738
EC50 6.11 6.055 770.0 2
Ebolavirus
CHEMBL4434621
EC50 6.11 5.965 780.0 2
Middle East respiratory syndrome-related coronavirus
CHEMBL4296578
EC50 6.07 6.07 860.0 1
Human coronavirus 229E
CHEMBL613837
EC50 6.05 6.05 900.0 1
Unchecked
CHEMBL612545
IC50 5.96 5.96 1100.0 1
Unchecked
CHEMBL612545
EC50 5.89 5.6767 1300.0 3
Canine coronavirus
CHEMBL5291668
EC50 5.89 5.89 1295.0 1
Human respirovirus 3
CHEMBL613126
EC50 5.77 5.77 1710.0 1
Respiratory syncytial virus
CHEMBL612679
EC50 5.73 5.73 1850.0 1
Marburgvirus
CHEMBL4296577
EC50 5.72 5.72 1900.0 1
Nipah virus
CHEMBL615055
EC50 5.67 5.64 2120.0 2
Hepatitis C virus
CHEMBL379
EC50 5.39 5.39 4100.0 3
RNA-directed RNA polymerase
CHEMBL4296320
IC50 5.25 5.25 5600.0 1
Trypanosoma brucei brucei
CHEMBL612851
IC50 5.05 5.05 8910.0 1
dengue virus type 2
CHEMBL613966
EC50 5.02 5.02 9460.0 1
Murine hepatitis virus
CHEMBL613733
EC50 5.0 5.0 10010.0 1
Feline infectious peritonitis virus
CHEMBL2367270
EC50 4.97 4.97 10610.0 1
Yellow fever virus
CHEMBL613731
EC50 4.96 4.96 11000.0 1
Transmissible gastroenteritis virus
CHEMBL613311
EC50 4.8 4.8 15720.0 1
Influenza A virus
CHEMBL613740
EC50 4.55 4.55 27900.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 35826.21 ng.hr.mL-1 Macaca fascicularis
AUC 591916.0 ng.hr.mL-1 Rattus norvegicus
AUC 28668.0 ng.hr.mL-1 Rattus norvegicus
AUC 2230.0 ng.hr.mL-1 Homo sapiens
AUC 728.17 ng.hr.mL-1 Rattus norvegicus
AUC 5446.75 ng.hr.mL-1 Canis lupus familiaris
AUC 35826.21 ng.hr.mL-1 Macaca fascicularis
AUC 42816.69 ng.hr.mL-1 Chlorocebus sabaeus
AUC 1156.34 ng.hr.mL-1 Rattus norvegicus
AUC 24291.92 ng.hr.mL-1 Canis lupus familiaris
AUC 486.42 ng.hr.mL-1 Macaca fascicularis
AUC 917.5 ng.hr.mL-1 Chlorocebus sabaeus
AUC 16019.85 ng.hr.mL-1 Severe acute respiratory syndrome coronavirus 2
AUC 6582.7 ng.hr.mL-1 Rattus norvegicus
AUC 2187.44 ng.hr.mL-1 Rattus norvegicus
CL 9.333 mL.min-1.kg-1 Macaca fascicularis
CL 22.67 mL.min-1.kg-1 Rattus norvegicus
CL 3.0 mL.min-1.kg-1 Canis lupus familiaris
CL 9.333 mL.min-1.kg-1 Macaca fascicularis
CL 8.167 mL.min-1.kg-1 Chlorocebus sabaeus
Cmax 0.0176 nM Homo sapiens
Cmax 79200.0 nM Macaca fascicularis
Cmax 561746.83 nM Rattus norvegicus
Cmax 92972.16 nM Rattus norvegicus
Cmax 1780.0 nM Rattus norvegicus
Cmax 13500.0 nM Canis lupus familiaris
Cmax 79200.0 nM Macaca fascicularis
Cmax 87300.0 nM Chlorocebus sabaeus
Cmax 1110.0 nM Rattus norvegicus
Cmax 27300.0 nM Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
SARS-CoV-2 EC50 = 80.0 nM 7.1 Antiviral activity against SARS-CoV-2 infected in human Caco-2 cells assessed as... 35291757
SARS-CoV-2 EC50 = 150.0 nM 6.82 Antiviral activity against SARS CoV-2 USA-WA1/2020 infected in human Calu-3 cell... 37040439
SARS-CoV EC50 = 180.0 nM 6.75 Antiviral activity against SARS-CoV infected in HAE cells assessed as reduction ... 35291757
ADMET IC50 = 220.0 nM 6.66 Drug metabolism in NHBE cells assessed as 1-NTP metabolite concentration at EC50... 33835812
SARS-CoV-2 EC50 = 250.0 nM 6.6 Antiviral activity against SARS-CoV-2 infected in human Calu-3 cells assessed as... 35291757
ADMET IC50 = 350.0 nM 6.46 Drug metabolism in human HEp-2 cells assessed as 1-NTP metabolite concentration ... 33835812
SARS-CoV-2 EC50 = 390.0 nM 6.41 Antiviral activity against SARS-CoV-2 infected in African green monkey Vero E6 c... 37229831
SARS-CoV-2 EC50 = 470.0 nM 6.33 Antiviral activity against SARS-CoV-2 infected in African green monkey Vero E6 c... 35291757
SARS-CoV-2 EC50 = 480.0 nM 6.32 Antiviral activity against SARS-CoV-2 nCoV-2019BetaCoV/Wuhan/WIV04/ infected in ... 34450570
SARS-CoV-2 EC50 = 510.0 nM 6.29 Antiviral activity against SARS-CoV-2 infected in HAEC cells assessed as reducti... 35291757
Human orthopneumovirus EC50 = 530.0 nM 6.28 Antiviral activity against RSV A2 infected in HEp-2 cells assessed as reduction ... 33835812
Human orthopneumovirus EC50 = 530.0 nM 6.28 Antiviral activity against Respiratory syncytial virus A2 infected in human Hep2... 28124907
Trypanosoma brucei rhodesiense IC50 = 580.0 nM 6.24 Antitrypanosomal activity against Trypanosoma brucei rhodesiense 33385837
Human immunodeficiency virus 1 EC50 = 590.0 nM 6.23 Antiviral activity against HIV-1 3B infected in human MT4 cells assessed as redu... 37229831
SARS-CoV-2 EC50 = 620.0 nM 6.21 Antiviral activity against SARS-CoV-2 infected in human Calu-3 2B4 cells assesse... 35291757
SARS-CoV-2 EC50 = 700.0 nM 6.16 Antiviral activity against SARS-CoV-2 infected in eGFP expressing African green ... 35571875
SARS-CoV-2 IC50 = 700.0 nM 6.16 Antiviral activity against SARS-COV 2 infected in African green monkey Vero E6 c... 33523654
SARS-CoV-2 EC50 = 740.0 nM 6.13 Antiviral activity against SARS-CoV-2 infected in human PSC-derived lung epithel... 35291757
Measles morbillivirus EC50 = 770.0 nM 6.11 Antiviral activity against Measles virus infected in HMVEC cells assessed as red... 35291757
Ebolavirus EC50 = 780.0 nM 6.11 Antiviral activity against GFP-fused Ebolavirus infected in TERT-immortalized HM... 28124907

Literature References

Data from ChEMBL 36 via Core Engine