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Compound Detail

CHEMBL236207

BETA-2'-C-METHYL-7-DEAZA-ADENOSINE
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C[C@@]1(O)[C@H](O)[C@@H](CO)O[C@H]1n1ccc2c(N)ncnc21

Basic Information

ChEMBL ID CHEMBL236207
Name BETA-2'-C-METHYL-7-DEAZA-ADENOSINE
Phase Preclinical
Structure Type MOL
InChI Key IRZRJANZDIOOIF-GAJNKVMBSA-N
10
Targets
54
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

280.3
MW (Da)
-0.98
ALogP
8
HBA
4
HBD
126.7
PSA (Ų)
0.56
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C12H16N4O4
MW 280.28
Aromatic Rings 2
Heavy Atoms 20
NP-Likeness 1.26

Activity Summary

EC50 48 meas. best 7.35
IC50 6 meas. best 7.16

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
dengue virus type 2
CHEMBL613966
EC50 7.35 4.921 45.0 10
Unchecked
CHEMBL612545
IC50 7.16 6.3867 70.0 3
Hepatitis C virus
CHEMBL379
EC50 7.1 6.6978 80.0 9
Nucleic Acid
CHEMBL345
EC50 6.6 6.6 250.0 1
Hepatitis C virus
CHEMBL379
IC50 6.52 6.52 300.0 1
Zika virus
CHEMBL4296612
EC50 5.86 5.1748 1391.0 23
West Nile virus
CHEMBL613730
EC50 5.35 5.35 4500.0 1
Tick-borne encephalitis virus
CHEMBL4296604
EC50 5.29 5.29 5100.0 1
Human rhinovirus sp.
CHEMBL612470
EC50 5.29 5.29 5100.0 1
Dengue virus
CHEMBL613757
EC50 4.82 4.82 15000.0 2
Yellow fever virus
CHEMBL613731
IC50 4.79 4.79 16300.0 1
Zika virus
CHEMBL4296612
IC50 4.7 4.7 20000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
dengue virus type 2 EC50 = 45.0 nM 7.35 Functional immunofluorescence assay to measure dose dependent changes in antivir... -
Unchecked IC50 = 70.0 nM 7.16 Inhibition of Hepatitis C virus NS5B RNA-dependent RNA polymerase activity 24944743
Hepatitis C virus EC50 = 80.0 nM 7.1 Antiviral activity against HCV genotype 1b infected in human HuH7 cells assessed... 22578461
Hepatitis C virus EC50 = 110.0 nM 6.96 Antiviral activity against HCV genotype 1b in Huh7 cells assessed as inhibition ... 17521911
Unchecked IC50 = 200.0 nM 6.7 Inhibition of N-terminal His6-tagged Hepatitis C virus genotype 1b isolate Con1 ... 24944743
Hepatitis C virus EC50 = 200.0 nM 6.7 Antiviral activity against Hepatitis C virus genotype 1b infected in human HuH7 ... 24944743
Hepatitis C virus EC50 = 210.0 nM 6.68 Antiviral activity in HCV 1b infected in HUH 7-lunet cells after 3 days by Dual-... 25897704
Hepatitis C virus EC50 = 210.0 nM 6.68 Antiviral activity in HCV 2a JFH1 infected in HUH 7-lunet cells after 3 days by ... 25897704
Nucleic Acid EC50 = 250.0 nM 6.6 Inhibition of HCV RNA replication in a subgenomic bicistronic replicon assay in ... 15456273
Hepatitis C virus EC50 = 250.0 nM 6.6 Antiviral activity against Hepatitis C virus assessed as inhibition of viral rep... 23453067
Hepatitis C virus EC50 = 300.0 nM 6.52 Antiviral activity against Hepatitis C virus assessed as inhibition of subgenomi... 24944743
Hepatitis C virus IC50 = 300.0 nM 6.52 Inhibition of HCV genotype 1b NS5B after 90 mins 22578461
Hepatitis C virus EC50 = 300.0 nM 6.52 Antiviral activity against Hepatitis C virus genotype 1b infected in human HBI10... 22770556
Hepatitis C virus EC50 = 300.0 nM 6.52 Antiviral activity against HCV genotype 1b in Huh7 cells assessed as inhibition ... 17521911
Zika virus EC50 = 1391.0 nM 5.86 Functional immunofluorescence assay to measure dose dependent changes in antivir... -
Zika virus EC50 = 1798.0 nM 5.75 Functional CPE-based assay to measure dose dependent changes in antiviral-drug i... -
Zika virus EC50 = 2494.0 nM 5.6 Functional CPE-based assay to measure dose dependent changes in antiviral-drug i... -
dengue virus type 2 EC50 = 2594.0 nM 5.59 Functional immunofluorescence assay to measure dose dependent changes in antivir... -
Zika virus EC50 = 2650.0 nM 5.58 Functional immunofluorescence assay to measure dose dependent changes in antivir... -
Zika virus EC50 = 3627.0 nM 5.44 Functional immunofluorescence assay to measure dose dependent changes in antivir... -

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL5661943 Zika virus 46
- 10.6019/CHEMBL5661955 ADMET 37
- 10.6019/CHEMBL5661943 dengue virus type 2 24
30996796 10.1021/acsmedchemlett.8b00583 Unchecked 3
30996796 10.1021/acsmedchemlett.8b00583 Zika virus 2
17521911 10.1016/j.bmc.2007.05.020 Hepatitis C virus 2
25897704 10.1021/acs.jmedchem.5b00499 Hepatitis C virus 2
22578461 10.1016/j.bmcl.2012.04.065 Hepatitis C virus 2
38377828 10.1016/j.ejmech.2024.116235 ADMET 2
24944743 10.1021/ml500077j Unchecked 2
- 10.6019/CHEMBL4513161 Pseudomonas aeruginosa 2
24944743 10.1021/ml500077j Hepatitis C virus 2
22770556 10.1016/j.bmc.2012.05.067 Hepatitis C virus 1
25897704 10.1021/acs.jmedchem.5b00499 Human rhinovirus sp. 1
23453067 10.1016/j.bmcl.2012.12.004 Hepatitis C virus 1
23453067 10.1016/j.bmcl.2012.12.004 Huh-7 1
22578461 10.1016/j.bmcl.2012.04.065 Rattus norvegicus 1
22578461 10.1016/j.bmcl.2012.04.065 Syrian golden hamster 1
22578461 10.1016/j.bmcl.2012.04.065 ADMET 1
19739651 10.1021/jm900652e Dengue virus 1

Data from ChEMBL 36 via Core Engine