Compound Detail

CHEMBL418899

2'-B-METHYL-GUANOSINE

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C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1n1cnc2c(=O)[nH]c(N)nc21

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL418899
Name	2'-B-METHYL-GUANOSINE
Phase	Preclinical
Structure Type	MOL
InChI Key	NVKAMPJSWMHVDK-GITKWUPZSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

297.3

MW (Da)

-2.30

ALogP

HBA

HBD

159.5

PSA (Å²)

0.41

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C11H15N5O5
MW	297.27
Aromatic Rings	2
Heavy Atoms	21
NP-Likeness	1.35

Activity Summary

EC50 54 meas. best 6.16

IC50 5 meas. best 6.89

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Hepatitis C virus CHEMBL379	IC50	6.89	6.745	130.0	2
RNA-directed RNA polymerase CHEMBL4296320	IC50	6.89	6.89	130.0	1
Unchecked CHEMBL612545	IC50	6.89	6.89	130.0	1
West Nile virus CHEMBL613730	EC50	6.16	5.5933	700.0	3
Yellow fever virus CHEMBL613731	EC50	6.0	5.6585	1000.0	13
NON-PROTEIN TARGET CHEMBL3879801	EC50	5.96	5.8771	1100.0	7
Bovine viral diarrhea virus 1 CHEMBL612571	EC50	5.96	5.7478	1100.0	9
dengue virus type 2 CHEMBL613966	EC50	5.92	5.52	1200.0	3
Mammalian orthoreovirus 1 CHEMBL612927	EC50	5.72	5.6533	1900.0	3
Hepatitis C virus CHEMBL379	EC50	5.7	5.4225	2000.0	8
Reovirus sp. CHEMBL613721	EC50	5.62	5.62	2400.0	1
Nucleic Acid CHEMBL345	EC50	5.46	5.46	3500.0	1
Unchecked CHEMBL612545	EC50	5.46	5.46	3500.0	1
dengue virus type 2 CHEMBL613966	IC50	5.09	5.09	8140.0	1
Coxsackievirus B2 CHEMBL613202	EC50	4.7	4.7	20000.0	3
Coxsackievirus B5 CHEMBL613555	EC50	4.7	4.7	20000.0	2

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	36868.0	hr.ng/g	Mus musculus
AUC	16510.0	hr.ng/g	Mus musculus
AUC	20390.0	ng.hr.mL-1	Mus musculus
AUC	20567.0	ng.hr.mL-1	Mus musculus
AUC	411.0	ng.hr.mL-1	Mus musculus
AUC	737.0	hr.ng/g	Mus musculus
Cmax	3470.0	ng/g	Mus musculus
Cmax	17502.61	nM	Mus musculus
F	85.0	%	Rattus norvegicus
F	85.0	%	Mus musculus
F	10.0	%	Macaca fascicularis
F	85.0	%	Rattus norvegicus
T1/2	5.4	hr	Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Unchecked	IC50	=	130.0	nM	6.89	Inhibition of HCV RNA-dependent RNA polymerase	19523820
RNA-directed RNA polymerase	IC50	=	130.0	nM	6.89	Inhibition HCV NS5B-mediated RNA synthesis	15084127
Hepatitis C virus	IC50	=	130.0	nM	6.89	Compound was tested for the inhibition of HCV NS5B-mediated RNA synthesis	15456273
Hepatitis C virus	IC50	=	250.0	nM	6.6	Inhibition of HCV genotype 1b NS5B after 90 mins	22578461
West Nile virus	EC50	=	700.0	nM	6.16	Antiviral activity against WNV infected in BHK-21 cells assessed as inhibition o...	26443549
West Nile virus	EC50	=	800.0	nM	6.1	Antiviral activity against West Nile virus clinical isolate infected in golden h...	29028528
Yellow fever virus	EC50	=	1000.0	nM	6.0	Antiviral activity against YFV in BHK cells assessed as protection from virus-in...	18054491
Yellow fever virus	EC50	=	1000.0	nM	6.0	Antiviral activity against YFV infected in BHK21 cells assessed as protection ag...	18760610
NON-PROTEIN TARGET	EC50	=	1100.0	nM	5.96	Antiviral activity against Bovine viral diarrhea virus 1-NADL infected in MDBK c...	22047799
NON-PROTEIN TARGET	EC50	=	1100.0	nM	5.96	Antiviral activity against BVDV1 NADL ATCC VR-534 infected in MDBK cells assesse...	22513121
NON-PROTEIN TARGET	EC50	=	1100.0	nM	5.96	Antiviral activity against Bovine viral diarrhea virus 1-NADL ATCC VR-534 infect...	25014745
NON-PROTEIN TARGET	EC50	=	1100.0	nM	5.96	Antiviral activity against Bovine viral diarrhea virus 1-NADL ATCC VR-534 infect...	26119992
NON-PROTEIN TARGET	EC50	=	1100.0	nM	5.96	Antiviral activity against BVDV NADL infected in MDBK cells assessed as inhibiti...	27161176
Bovine viral diarrhea virus 1	EC50	=	1100.0	nM	5.96	Antiviral activity against BVDV NADL ATCC VR-534 infected in MDBK cells assessed...	29339251
dengue virus type 2	EC50	=	1200.0	nM	5.92	Antiviral activity against DENV-2 infected in BHK-21 cells assessed as inhibitio...	26443549
Yellow fever virus	EC50	=	1500.0	nM	5.82	Antiviral activity against YFV infected in BHK-21 cells assessed as inhibition o...	26443549
Bovine viral diarrhea virus 1	EC50	=	1700.0	nM	5.77	Antiviral activity against Bovine viral diarrhea virus NADL infected in MDBK cel...	20359898
dengue virus type 2	EC50	=	1700.0	nM	5.77	Antiviral activity against Dengue virus type 2 clinical isolate infected in gold...	29028528
Bovine viral diarrhea virus 1	EC50	=	1700.0	nM	5.77	Antiviral activity against Bovine viral diarrhea virus infected in MDBK cells as...	19482481
Bovine viral diarrhea virus 1	EC50	=	1700.0	nM	5.77	Antiviral activity against BVDV infected in MDCK cells assessed as inhibition of...	20638852

Literature References

PubMed	DOI	Target Context	# Activities
20527890	10.1021/jm1003792	Plasma	6
20527890	10.1021/jm1003792	Liver	5
28947944	10.1021/acsmedchemlett.7b00277	dengue virus type 2	4
26443549	10.1016/j.bmc.2015.09.035	Unchecked	3
27161176	10.1016/j.ejmech.2016.03.080	ADMET	3
26443549	10.1016/j.bmc.2015.09.035	ADMET	3
20359898	10.1016/j.bmc.2010.02.037	ADMET	2
26119992	10.1016/j.ejmech.2015.06.027	ADMET	2
25082514	10.1016/j.bmc.2014.06.043	ADMET	2
19433343	10.1016/j.ejmech.2009.04.003	Human immunodeficiency virus	2
27161176	10.1016/j.ejmech.2016.03.080	NON-PROTEIN TARGET	2
-	10.6019/CHEMBL4808148	Histone deacetylase 6	2
25014745	10.1016/j.ejmech.2014.07.011	ADMET	2
26479028	10.1016/j.ejmech.2015.10.002	ADMET	2
15084127	10.1021/jm030424e	RNA-directed RNA polymerase	2
19482481	10.1016/j.bmc.2009.05.020	ADMET	2
22039920	10.1021/jm2011673	Hepatitis C virus	2
18760610	10.1016/j.bmc.2008.08.028	ADMET	2
22578461	10.1016/j.bmcl.2012.04.065	Hepatitis C virus	2
19433343	10.1016/j.ejmech.2009.04.003	Hepatitis C virus	2

Data from ChEMBL 36 via Core Engine