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

CHEMBL4109308

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=C(c1ccc(-n2nnc3cccnc32)cc1)N(c1ncccc1Cl)[C@@H]1CCCNC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4109308
Phase Preclinical
Structure Type MOL
InChI Key FDTXHWQFIXYHCL-QGZVFWFLSA-N
7
Targets
17
Activities
3
Assay Types
6
PK Parameters
20
Publications
0
Known Names

Molecular Properties

433.9
MW (Da)
3.26
ALogP
7
HBA
1
HBD
88.8
PSA (Ų)
0.53
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 C22H20ClN7O
MW 433.90
Aromatic Rings 4
Heavy Atoms 31
NP-Likeness -1.69

Activity Summary

IC50 15 meas. best 6.52
EC50 1 meas. best 5.35
Ki 1 meas. best 4.74

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
80S Ribosome
CHEMBL3987582
 IC50 6.52 6.0475 300.0 4
HeLa
CHEMBL399
 IC50 6.3 6.3 500.0 1
Proprotein convertase subtilisin/kexin type 9
CHEMBL2929
 IC50 6.28 6.155 520.0 4
Bone marrow cell
CHEMBL4296515
 IC50 5.94 5.7833 1150.0 3
Unchecked
CHEMBL612545
 IC50 5.57 5.57 2700.0 1
Unchecked
CHEMBL612545
 EC50 5.35 5.35 4500.0 1
SARS-CoV-2
CHEMBL4303835
 IC50 5.12 5.12 7585.8 1
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
 IC50 5.07 5.07 8500.0 1
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
 Ki 4.74 4.74 18100.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 218.9 - Chlorocebus sabaeus
CL 18.2 mL.min-1.g-1 Rattus norvegicus
CL 9.7 mL.min-1.g-1 Homo sapiens
Cmax 3779.67 nM Rattus norvegicus
Cmax 719.06 nM Rattus norvegicus
Fu 0.2 - Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
80S Ribosome IC50 = 300.0 nM 6.52 Binding affinity to 80S ribosome in human HuH7 cells expressing human C-terminal... 30448414
80S Ribosome IC50 = 380.0 nM 6.42 Binding affinity to 80S ribosome in human HuH7 cells harboring pCMV-truncated hu... 29878763
HeLa IC50 = 500.0 nM 6.3 Inhibition of PCSK9 expression in human HeLa cells after overnight incubation by... 29519739
Proprotein convertase subtilisin/kexin type 9 IC50 = 520.0 nM 6.28 Cell Free Assay: In order to eliminate the permeability barrier inherent to the ... -
Proprotein convertase subtilisin/kexin type 9 IC50 = 750.0 nM 6.12 Inhibition of PCSK9 translation in human THP-1 cells by AlphaLISA assay 35059124
Proprotein convertase subtilisin/kexin type 9 IC50 = 750.0 nM 6.12 Inhibition of full length human PCSK9 expressed in human Huh-7 cells by ELISA an... 37379958
Proprotein convertase subtilisin/kexin type 9 IC50 = 800.0 nM 6.1 AlphaLISA Assay: An in-vitro AlphaLISA assay (Perkin Elmer) was developed in ord... -
80S Ribosome IC50 = 820.0 nM 6.09 Binding affinity to 80S ribosome in human HuH7 cells assessed as inhibition of P... 29878763
Bone marrow cell IC50 = 1150.0 nM 5.94 Cytotoxicity against rat Bone marrow cell assessed as inhibition of cell growth ... 37379958
Bone marrow cell IC50 = 1200.0 nM 5.92 Cytotoxicity against rat bone marrow cells assessed as reduction in cell viabili... 29878763
Unchecked IC50 = 2700.0 nM 5.57 Cytotoxicity against human CD34-positive hematopoietic progenitor cells assessed... 29878763
Bone marrow cell IC50 = 3230.0 nM 5.49 Cytotoxicity against rat Bone marrow cell assessed as inhibition of cell growth ... 37379958
Unchecked EC50 = 4500.0 nM 5.35 Modulation of CD33 pre-mRNA splicing in human K562 cells assessed as induction o... 35059124
80S Ribosome IC50 = 7000.0 nM 5.16 Displacement of [3H]PF-06446846 from human 80S ribosome 29878763
SARS-CoV-2 IC50 = 7585.78 nM 5.12 IC50 for antiviral activity against SARS-CoV-2 in the Vero E6 cell line at 48 h ... 32353859
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 8500.0 nM 5.07 Inhibition of human ERG by patch clamp method 29878763
Voltage-gated inwardly rectifying potassium channel KCNH2 Ki = 18100.0 nM 4.74 Inhibition of dofetilide binding to human ERG by fluorescence polarization assay 29878763

Literature References

PubMed DOI Target Context # Activities
29878763 10.1021/acs.jmedchem.8b00650 Rattus norvegicus 21
29878763 10.1021/acs.jmedchem.8b00650 ADMET 7
29878763 10.1021/acs.jmedchem.8b00650 80S Ribosome 3
35059124 10.1021/acsmedchemlett.1c00396 Unchecked 3
29519739 10.1016/j.bmcl.2018.02.046 Rattus norvegicus 3
32353859 10.1038/s41586-020-2286-9 SARS-CoV-2 3
37379958 10.1016/j.bmcl.2023.129394 Bone marrow cell 2
29878763 10.1021/acs.jmedchem.8b00650 Voltage-gated inwardly rectifying potassium channel KCNH2 2
32353859 10.1038/s41586-020-2286-9 Vero C1008 2
29878763 10.1021/acs.jmedchem.8b00650 Unchecked 2
29878763 10.1021/acs.jmedchem.8b00650 Bone marrow cell 1
37379958 10.1016/j.bmcl.2023.129394 ADMET 1
30448414 10.1016/j.ejmech.2018.11.011 80S Ribosome 1
32353859 10.1038/s41586-020-2286-9 ADMET 1
29519739 10.1016/j.bmcl.2018.02.046 HeLa 1
29878763 10.1021/acs.jmedchem.8b00650 No relevant target 1
29878763 10.1021/acs.jmedchem.8b00650 Cytochrome P450 3A4 1
29878763 10.1021/acs.jmedchem.8b00650 Cytochrome P450 2C9 1
29878763 10.1021/acs.jmedchem.8b00650 Cytochrome P450 2D6 1
29878763 10.1021/acs.jmedchem.8b00650 Cytochrome P450 1A2 1

Data from ChEMBL 36 via Core Engine