Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL369673

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
O=c1[nH][nH]c(=O)c2c(-c3ccc4c(c3)OCO4)c3c4c(ccc3cc12)OCO4
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL369673
Phase Preclinical
Structure Type MOL
InChI Key PXSPEYYAEFFUMN-UHFFFAOYSA-N
7
Targets
22
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

376.3
MW (Da)
2.49
ALogP
6
HBA
2
HBD
102.6
PSA (Ų)
0.50
QED
0
Ro5 Violations
1
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H12N2O6
MW 376.32
Aromatic Rings 4
Heavy Atoms 28
NP-Likeness 0.44

Activity Summary

IC50 18 meas. best 7.52
EC50 4 meas. best 7.52

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Hepatitis B virus
CHEMBL613497
 EC50 7.52 7.52 30.0 1
Hepatitis B virus
CHEMBL613497
 IC50 7.52 6.6557 30.0 14
Human alphaherpesvirus 1
CHEMBL377
 IC50 5.92 5.92 1200.0 1
Human alphaherpesvirus 2
CHEMBL370
 EC50 5.85 5.85 1400.0 1
Human alphaherpesvirus 1
CHEMBL377
 EC50 5.85 5.85 1400.0 1
human papillomavirus 11
CHEMBL613717
 IC50 5.24 5.24 5800.0 1
Hepatitis C virus
CHEMBL379
 IC50 5.0 5.0 10000.0 1
Unchecked
CHEMBL612545
 EC50 4.82 4.82 15000.0 1
Human immunodeficiency virus
CHEMBL613758
 IC50 4.82 4.82 15000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Hepatitis B virus EC50 = 30.0 nM 7.52 Antiviral activity against Hepatitis B virus 24549242
Hepatitis B virus IC50 = 30.0 nM 7.52 Antiviral activity against HBV in adriamycin-resistant HepD2 cells with RTM20V a... 17488817
Hepatitis B virus IC50 = 80.0 nM 7.1 Antiviral activity against HBV in ayw wild type HepG2(2.2.15) cells assessed as ... 17488817
Hepatitis B virus IC50 = 80.0 nM 7.1 Inhibition of HBV promoter in human HepG2(2.2.15) cells by luciferase reporter g... 17488817
Hepatitis B virus IC50 = 80.0 nM 7.1 Antiviral activity against HBV infected in human HepG2(2.2.15) cells assessed as... 28383274
Hepatitis B virus IC50 = 90.0 nM 7.05 Antiviral activity against HBV in human HepD2 cells assessed as inhibition of vi... 17488817
Hepatitis B virus IC50 = 100.0 nM 7.0 Antiviral activity against HBV assessed as inhibition of viral replication 17488817
Hepatitis B virus IC50 = 200.0 nM 6.7 Antiviral activity against HBV in adriamycin-resistant wild type HepW10 cells as... 17488817
Hepatitis B virus IC50 = 300.0 nM 6.52 Antiviral activity against HBV in mouse ayw wild type HBV-Met cells assessed as ... 17488817
Hepatitis B virus IC50 = 300.0 nM 6.52 Antiviral activity against HBV in human HepG2(2.2.15) cells assessed as inhibiti... 17488817
Hepatitis B virus IC50 = 400.0 nM 6.4 Antiviral activity against HBV in human HepW10 cells assessed as inhibition of v... 17488817
Hepatitis B virus IC50 = 500.0 nM 6.3 Antiviral activity against HBV in HBV-Met cells assessed as inhibition of viral ... 17488817
Hepatitis B virus IC50 = 900.0 nM 6.05 Antiviral activity against HBV in human HepG2(2.2.15) cells assessed as inhibiti... 17488817
Hepatitis B virus IC50 = 1000.0 nM 6.0 Antiviral activity against HBV in mouse HBV-Met cells assessed as inhibition of ... 17488817
Human alphaherpesvirus 1 IC50 = 1200.0 nM 5.92 Antiviral activity against HSV1 17488817
Human alphaherpesvirus 1 EC50 = 1400.0 nM 5.85 Effective concentration to inhibit 50% of herpes simplex virus type 1 replicatio... 15658867
Human alphaherpesvirus 2 EC50 = 1400.0 nM 5.85 Effective concentration to inhibit 50% of herpes simplex virus type 2 replicatio... 15658867
Hepatitis B virus IC50 = 1500.0 nM 5.82 Antiviral activity against HBV in human HepD2 cells assessed as inhibition of vi... 17488817
human papillomavirus 11 IC50 = 5800.0 nM 5.24 Antiviral activity against human papilloma virus 11 17488817
Hepatitis C virus IC50 = 10000.0 nM 5.0 Antiviral activity against hepatitis C virus 17488817

Literature References

PubMed DOI Target Context # Activities
17488817 10.1073/pnas.0609883104 Hepatitis B virus 20
17488817 10.1073/pnas.0609883104 Unchecked 8
17488817 10.1073/pnas.0609883104 ADMET 4
17488817 10.1073/pnas.0609883104 HepG2 3
17488817 10.1073/pnas.0609883104 Molecular identity unknown 3
15658867 10.1021/jm034265a Hepatitis C virus 2
15658867 10.1021/jm034265a Unchecked 2
28383274 10.1021/acs.jmedchem.6b01442 Hepatitis B virus 1
15658867 10.1021/jm034265a Hepatitis B virus 1
24549242 10.1016/j.ejmech.2014.01.046 Hepatitis B virus 1
17488817 10.1073/pnas.0609883104 Cytomegalovirus 1
17488817 10.1073/pnas.0609883104 human papillomavirus 11 1
17488817 10.1073/pnas.0609883104 Human gammaherpesvirus 4 1
17488817 10.1073/pnas.0609883104 Human alphaherpesvirus 1 1
17488817 10.1073/pnas.0609883104 Human immunodeficiency virus 1
17488817 10.1073/pnas.0609883104 Hepatitis C virus 1
15658867 10.1021/jm034265a MT2 1
15658867 10.1021/jm034265a Human gammaherpesvirus 4 1
15658867 10.1021/jm034265a Human alphaherpesvirus 2 1
15658867 10.1021/jm034265a Human alphaherpesvirus 1 1

Data from ChEMBL 36 via Core Engine