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Compound Detail

CHEMBL223720

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CN(C)CC1COc2ccc3nc4n(c3c2C1)CC(CN(C)C)CN4
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL223720
Phase Preclinical
Structure Type MOL
InChI Key FIPRRHYNEZXZGC-UHFFFAOYSA-N
4
Targets
21
Activities
3
Assay Types
0
PK Parameters
14
Publications
0
Known Names

Molecular Properties

343.5
MW (Da)
1.75
ALogP
6
HBA
1
HBD
45.6
PSA (Ų)
0.92
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C19H29N5O
MW 343.48
Aromatic Rings 2
Heavy Atoms 25
NP-Likeness -0.06

Activity Summary

EC50 12 meas. best 6.58
Kd 6 meas. best 6.14
IC50 3 meas. best 5.7

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Internal ribosome entry site (IRES)
CHEMBL612412
 EC50 6.58 6.0863 260.0 8
Unchecked
CHEMBL612545
 EC50 6.22 6.22 600.0 1
RNA-directed RNA polymerase
CHEMBL4296320
 Kd 6.14 6.14 720.0 1
Internal ribosome entry site (IRES)
CHEMBL612412
 Kd 6.14 6.14 720.0 2
Unchecked
CHEMBL612545
 Kd 6.14 6.14 720.0 2
Hepatitis C virus
CHEMBL379
 IC50 5.7 5.3733 2000.0 3
Hepatitis C virus
CHEMBL379
 EC50 5.4 5.3133 4000.0 3
Hepatitis C virus
CHEMBL379
 Kd 5.27 5.27 5400.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Internal ribosome entry site (IRES) EC50 = 260.0 nM 6.58 Binding affinity to HCV 2AP54-labelled IRES subdomain 2a RNA in presence of 0.3 ... 19767736
Internal ribosome entry site (IRES) EC50 = 320.0 nM 6.5 Binding affinity to HCV 2AP54-labelled IRES subdomain 2a RNA C55U mutant in pres... 19767736
Internal ribosome entry site (IRES) EC50 = 490.0 nM 6.31 Binding affinity to HCV 2AP54-labelled IRES subdomain 2a RNA A54G mutant in pres... 19767736
Internal ribosome entry site (IRES) EC50 = 600.0 nM 6.22 Binding affinity to HCV 2AP54-labelled IRES subdomain 2a RNA in presence of 1 mM... 19767736
Unchecked EC50 = 600.0 nM 6.22 Binding affinity to Hepatitis C virus genotype 1b IRES RNA subdomain 2a assessed... 24138284
Internal ribosome entry site (IRES) EC50 = 650.0 nM 6.19 Binding affinity to HCV 2AP54-labelled IRES subdomain 2a RNA C55A mutant in pres... 19767736
Internal ribosome entry site (IRES) Kd = 720.0 nM 6.14 Binding affinity to Hepatitis C virus IRES RNA subdomain 2a by mass spectrometry... 24138284
Internal ribosome entry site (IRES) Kd = 720.0 nM 6.14 Binding affinity to HCV 2AP54-labelled IRES subdomain 2a RNA by mass spectrometr... 19767736
Unchecked Kd = 720.0 nM 6.14 Binding affinity to HCV 40-mer RNA by MS based binding assay 16279767
RNA-directed RNA polymerase Kd = 720.0 nM 6.14 Binding affinity to HCV NS5B polymerase 30639895
Unchecked Kd = 720.0 nM 6.14 Binding affinity to HCV IRES 36923915
Internal ribosome entry site (IRES) EC50 = 760.0 nM 6.12 Binding affinity to HCV 2AP54-labelled IRES subdomain 2a RNA C58A mutant in pres... 19767736
Hepatitis C virus IC50 = 2000.0 nM 5.7 Inhibition of HCV 1b replicon translation in human HuH7 cells transfected with B... 19767736
Hepatitis C virus IC50 = 4000.0 nM 5.4 Inhibition of HCV 1b replicon translation in human HuH7 cells transfected with B... 19767736
Hepatitis C virus EC50 = 4000.0 nM 5.4 Antiviral activity against Hepatitis C virus infected in Huh-7 cells assessed as... 24138284
Internal ribosome entry site (IRES) EC50 = 4100.0 nM 5.39 Binding affinity to HCV 2AP54-labelled IRES subdomain 2a RNA U56G/A57U mutant in... 19767736
Internal ribosome entry site (IRES) EC50 = 4200.0 nM 5.38 Binding affinity to HCV 2AP54-labelled IRES subdomain 2a RNA A57U mutant in pres... 19767736
Hepatitis C virus Kd = 5400.0 nM 5.27 Antiviral activity against HCV by replicon assay 19767736
Hepatitis C virus EC50 = 5400.0 nM 5.27 Antiviral activity against HCV 30639895
Hepatitis C virus EC50 = 5400.0 nM 5.27 Reduction of HCV RNA levels by HCV replicon assay 16279767

Literature References

PubMed DOI Target Context # Activities
19767736 10.1038/nchembio.217 Internal ribosome entry site (IRES) 12
19767736 10.1038/nchembio.217 Hepatitis C virus 5
19767736 10.1038/nchembio.217 Unchecked 2
16279767 10.1021/jm050815o Unchecked 1
16279767 10.1021/jm050815o ADMET 1
16279767 10.1021/jm050815o Hepatitis C virus 1
19767736 10.1038/nchembio.217 ADMET 1
23602522 10.1016/j.bmc.2013.03.054 Unchecked 1
24138284 10.1021/jm401312n Hepatitis C virus 1
24138284 10.1021/jm401312n Unchecked 1
24138284 10.1021/jm401312n Internal ribosome entry site (IRES) 1
30639895 10.1016/j.ejmech.2018.12.045 Hepatitis C virus 1
30639895 10.1016/j.ejmech.2018.12.045 RNA-directed RNA polymerase 1
36923915 10.1021/acsmedchemlett.3c00020 Unchecked 1

Data from ChEMBL 36 via Core Engine