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Compound Detail

CHEMBL3137358

SIMEPREVIR SODIUM
💊 Approved Drug
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💊 Approved Drug
COc1ccc2c(O[C@@H]3C[C@H]4C(=O)N[C@]5(C(=O)[N-]S(=O)(=O)C6CC6)C[C@H]5/C=C\CCCCN(C)C(=O)[C@@H]4C3)cc(-c3nc(C(C)C)cs3)nc2c1C.[Na+]
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3137358
Name SIMEPREVIR SODIUM
Phase Approved
Structure Type MOL
InChI Key LLXQGDWGCCKOQP-MVZLLIIPSA-M
Therapeutic ✓ Yes
Parent Compound CHEMBL501849
Active Moiety CHEMBL501849

Known Names

Olysio Simeprevir sodium TMC-435 SODIUM SALT
2
Targets
3
Activities
2
Assay Types
0
PK Parameters
2
Publications
3
Known Names
1
Indications
1
Mechanisms

Molecular Properties

750.0
MW (Da)
5.25
ALogP
10
HBA
2
HBD
156.9
PSA (Ų)
0.29
QED
2
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 2013
Availability Discontinued
Chirality Single Enantiomer

Routes of Administration

Oral

Flags

Black Box Warning Natural Product
USAN Stem -vir

Extended Properties

Molecular Formula C38H46N5NaO7S2
MW 771.94
Aromatic Rings 3
Heavy Atoms 52
NP-Likeness -0.12

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Hepatitis C virus serine protease, NS3/NS4A inhibitor INHIBITOR Hepatitis C virus serine protease, NS3/NS4A ✓ ✓

Indications

Hepatitis C, Chronic

Drug Warnings

Black Box Warning
General Warning
Country: United States

Activity Summary

Ki 2 meas. best 9.44
EC50 1 meas. best 8.11

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Non-structural protein 4b
CHEMBL6066153
 Ki 9.44 9.44 0.4 2
SARS-CoV-2
CHEMBL4303835
 EC50 8.11 8.11 7.8 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Non-structural protein 4b Ki = 0.36 nM 9.44 Binding affinity to Hepatitis C virus genotype 1 NS4B assessed as inhibition con... 37922830
Non-structural protein 4b Ki = 0.36 nM 9.44 Binding affinity to Hepatitis C virus genotype 4 NS4B assessed as inhibition con... 37922830
SARS-CoV-2 EC50 = 7.8 nM 8.11 Antiviral activity against SARS-CoV-2 infected in african green monkey Vero E6 c... 37922830

Literature References

PubMed DOI Target Context # Activities
37922830 10.1016/j.ejmech.2023.115919 Non-structural protein 4b 2
37922830 10.1016/j.ejmech.2023.115919 SARS-CoV-2 1

Data from ChEMBL 36 via Core Engine