Compound Detail

CHEMBL1214598

UMIFENOVIR

🧪 Phase III

Enter ChEMBL ID:

Free Research Context This compound will appear in recent viewed items on the research home for this browser.

Research home View demo workspace

🧪 Phase III

CCOC(=O)c1c(CSc2ccccc2)n(C)c2cc(Br)c(O)c(CN(C)C)c12

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1214598
Name	UMIFENOVIR
Phase	Phase III
Structure Type	MOL
InChI Key	KCFYEAOKVJSACF-UHFFFAOYSA-N

Known Names

Arbidol Umifenovir

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Mechanisms

Molecular Properties

477.4

MW (Da)

5.18

ALogP

HBA

HBD

54.7

PSA (Å²)

0.38

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Achiral

Flags

Natural Product

USAN Stem

-vir

Extended Properties

Molecular Formula	C22H25BrN2O3S
MW	477.42
Aromatic Rings	3
Heavy Atoms	29
NP-Likeness	-0.63

Mechanism of Action

Mechanism	Action Type	Target	Direct	Efficacy
Hemagglutinin negative modulator	NEGATIVE MODULATOR	Hemagglutinin	✓	✓

Indications

Influenza, Human Virus Diseases

ATC Classification

J05AX13

umifenovir

Level 1: ANTIINFECTIVES FOR SYSTEMIC USE

Level 2: ANTIVIRALS FOR SYSTEMIC USE

Activity Summary

EC50 18 meas. best 6.58

IC50 10 meas. best 6.4

Kd 6 meas. best 7.09

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Unchecked CHEMBL612545	Kd	7.09	5.6375	81.0	4
SARS-CoV-2 CHEMBL4303835	EC50	6.58	5.5088	260.0	8
Influenza A virus CHEMBL613740	IC50	6.4	5.7433	400.0	3
ADMET CHEMBL612558	IC50	6.0	6.0	1000.0	1
Spike glycoprotein CHEMBL4662936	IC50	5.39	5.39	4110.0	1
NON-PROTEIN TARGET CHEMBL3879801	EC50	5.36	4.91	4400.0	2
Vaccinia virus CHEMBL613493	EC50	5.18	5.095	6600.0	2
Unchecked CHEMBL612545	IC50	5.07	5.07	8600.0	1
Tick-borne encephalitis virus CHEMBL4296604	EC50	4.98	4.98	10570.0	1
Zika virus CHEMBL4296612	EC50	4.98	4.98	10570.0	2
West Nile virus CHEMBL613730	EC50	4.98	4.98	10570.0	2
Hemagglutinin CHEMBL1075313	Kd	4.96	4.625	11100.0	2
NON-PROTEIN TARGET CHEMBL3879801	IC50	4.91	4.91	12200.0	1
Chikungunya virus CHEMBL4296563	IC50	4.91	4.6833	12200.0	3
Unchecked CHEMBL612545	EC50	4.4	4.4	40000.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
Cmax	869.26	nM	Homo sapiens
Ka	11750.0	/s	Influenza A virus (A/WSN/1933(H1N1))
T1/2	17.0	hr	Homo sapiens
Tmax	0.65	hr	Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Unchecked	Kd	=	81.0	nM	7.09	Binding affinity to influenza A virus A/WSN/33 (H1N1) Hemagglutinin 1 binding to...	25681711
Unchecked	Kd	=	81.0	nM	7.09	Binding affinity to Influenza A virus A/WSN/33 (H1N1) HA1 protein assessed as de...	26686929
SARS-CoV-2	EC50	=	260.0	nM	6.58	Antiviral activity against SARS CoV-2 spike-pseudotyped lentivirus infected in h...	38864383
Influenza A virus	IC50	=	400.0	nM	6.4	Antiviral activity against Influenza A virus (A/Puerto Rico/8/1934(H1N1)) infect...	33631936
SARS-CoV-2	EC50	=	440.0	nM	6.36	Antiviral activity against luciferase independent SARS CoV-2 spike-pseudotyped l...	38864383
Influenza A virus	IC50	=	460.0	nM	6.34	Antiviral activity against Influenza A virus (A/Puerto Rico/8/1934(H1N1)) infect...	33631936
ADMET	IC50	=	1000.0	nM	6.0	Cytotoxicity against human Huh7.5 cells by celltiter-blue viability assay	20638289
SARS-CoV-2	EC50	=	4110.0	nM	5.39	Antiviral activity against SARS-COV-2 infected in African green monkey Vero E6 c...	32992245
SARS-CoV-2	EC50	=	4110.0	nM	5.39	Antiviral activity against Severe acute respiratory syndrome coronavirus 2 infec...	32771797
SARS-CoV-2	EC50	=	4110.0	nM	5.39	Antiviral activity against SARS-CoV-2 infected in African green monkey cells ass...	38394369
SARS-CoV-2	EC50	=	4110.0	nM	5.39	Antiviral activity against SARS-CoV-2 infected in Vero E6 cells assessed as redu...	38864383
Spike glycoprotein	IC50	=	4110.0	nM	5.39	Inhibition of SARS-COV2 spike protein mediated infection of human ACE2 expressin...	32539378
NON-PROTEIN TARGET	EC50	=	4400.0	nM	5.36	Antiviral activity against Chikungunya virus 899 pseudoparticles infected in Afr...	27856239
Vaccinia virus	EC50	=	6600.0	nM	5.18	Antiviral activity against Vaccinia virus infected in African green monkey BSC-1...	36961984
Unchecked	IC50	=	8600.0	nM	5.07	Inhibition of porcine heart MDH using oxaloacetic acid as substrate preincubated...	38864383
Vaccinia virus	EC50	=	9700.0	nM	5.01	Antiviral activity against Vaccinia virus VG9 infected in African green monkey B...	36961984
Tick-borne encephalitis virus	EC50	=	10570.0	nM	4.98	Antiviral activity against Tick-borne encephalitis virus Hypr infected in africa...	32771797
West Nile virus	EC50	=	10570.0	nM	4.98	Antiviral activity against West Nile virus 13-104 infected in african green monk...	32771797
West Nile virus	EC50	=	10570.0	nM	4.98	Antiviral activity against West Nile virus Eg101 infected in african green monke...	32771797
Zika virus	EC50	=	10570.0	nM	4.98	Antiviral activity against Zika virus Paraiba-01 infected in african green monke...	32771797

Literature References

PubMed	DOI	Target Context	# Activities
26686929	10.1016/j.ejmech.2015.09.037	Unchecked	9
27856239	10.1016/j.bmc.2016.10.037	NON-PROTEIN TARGET	9
38864383	10.1021/acs.jmedchem.4c00597	SARS-CoV-2	6
28689973	10.1016/j.bmcl.2017.06.074	Unchecked	6
-	10.6019/CHEMBL4651402	SARS-CoV-2	4
25681711	10.1016/j.ejmech.2015.02.006	Hemagglutinin	4
38864383	10.1021/acs.jmedchem.4c00597	Unchecked	3
-	10.1101/2020.04.13.039917	SARS-CoV-2	3
31753804	10.1016/j.bmc.2019.115130	Unchecked	3
38864383	10.1021/acs.jmedchem.4c00597	No relevant target	3
28689975	10.1016/j.bmc.2017.06.049	Chikungunya virus	3
38516587	10.1039/d3md00677h	ADMET	3
25681711	10.1016/j.ejmech.2015.02.006	Unchecked	3
28689975	10.1016/j.bmc.2017.06.049	Unchecked	2
33631936	10.1021/acs.jnatprod.0c01243	Influenza A virus	2
32520560	10.1021/acs.jmedchem.0c00312	Unchecked	2
32520560	10.1021/acs.jmedchem.0c00312	Hemagglutinin	2
20638289	10.1016/j.bmc.2010.06.058	Unchecked	2
-	10.6019/CHEMBL4808148	Histone deacetylase 6	2
-	10.1101/2020.04.13.039917	Huh-7	2

Data from ChEMBL 36 via Core Engine