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

CHEMBL5190388

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
Clc1ccc(Nc2nc3ccccc3c3[nH]c(C4CCC=CCC4)nc23)cc1Cl
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5190388
Phase Preclinical
Structure Type MOL
InChI Key WLCJNPFHCIGKND-UHFFFAOYSA-N
7
Targets
9
Activities
3
Assay Types
20
PK Parameters
14
Publications
0
Known Names

Molecular Properties

423.4
MW (Da)
7.38
ALogP
3
HBA
2
HBD
53.6
PSA (Ų)
0.34
QED
1
Ro5 Violations
3
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C23H20Cl2N4
MW 423.35
Aromatic Rings 4
Heavy Atoms 29
NP-Likeness -0.95

Activity Summary

IC50 4 meas. best 5.22
EC50 3 meas. best 7.79
Ki 2 meas. best 6.24

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Adenosine receptor A3
CHEMBL256
 EC50 7.79 7.4967 16.2 3
Sigma intracellular receptor 2
CHEMBL4105907
 Ki 6.24 6.24 575.0 1
Sigma non-opioid intracellular receptor 1
CHEMBL287
 Ki 5.33 5.33 4640.0 1
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
 IC50 5.22 5.22 6060.0 1
Cytochrome P450 1A2
CHEMBL1075125
 IC50 5.16 5.16 6990.0 1
Cytochrome P450 1A2
CHEMBL1671611
 IC50 5.16 5.16 6990.0 1
Cytochrome P450 1A2
CHEMBL3356
 IC50 5.16 5.16 6990.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 26.33 mL.min-1.kg-1 Rattus norvegicus
CL 16.25 mL.min-1.kg-1 Rattus norvegicus
CL 7.45 mL.min-1.kg-1 Rattus norvegicus
CL 50.0 % Rattus norvegicus
Cmax 4204.56 nM Rattus norvegicus
F 28.7 % Rattus norvegicus
F 47.5 % Rattus norvegicus
MRT 3.98 hr Rattus norvegicus
T1/2 9.55 hr -
T1/2 3.4 hr -
T1/2 2.65 hr Homo sapiens
T1/2 9.667 hr Rattus norvegicus
T1/2 11.58 hr Mus musculus
T1/2 3.333 hr Homo sapiens
T1/2 1.167 hr Rattus norvegicus
T1/2 3.233 hr Mus musculus
T1/2 1.29 hr Rattus norvegicus
T1/2 2.6 hr Rattus norvegicus
T1/2 2.38 hr Rattus norvegicus
Tmax 2.0 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Adenosine receptor A3 EC50 = 16.22 nM 7.79 Positive allosteric modulation of human A3 adenosine receptor transfected in HEK... 38959401
Adenosine receptor A3 EC50 = 24.55 nM 7.61 Positive allosteric modulation of human A3 adenosine receptor transfected in HEK... 38959401
Adenosine receptor A3 EC50 = 81.28 nM 7.09 Positive allosteric modulation of human A3 adenosine receptor transfected in HEK... 38959401
Sigma intracellular receptor 2 Ki = 575.0 nM 6.24 Displacement of [3H]-DTG from human sigma2 receptor expressed in human HEK293T c... 36367749
Sigma non-opioid intracellular receptor 1 Ki = 4640.0 nM 5.33 Displacement of [3H]-LSD from human sigma1 receptor expressed in human HEK293T c... 36367749
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 6060.0 nM 5.22 Inhibition of human ERG stably transfected in HEK293 cells incubated for 2 hrs b... 36367749
Cytochrome P450 1A2 IC50 = 6990.0 nM 5.16 Inhibition of CYP1A2 in human liver Microsome using phenacetin as substrate in p... 36367749
Cytochrome P450 1A2 IC50 = 6990.0 nM 5.16 Inhibition of CYP1A2 in rat liver Microsome using phenacetin as substrate in pre... 36367749
Cytochrome P450 1A2 IC50 = 6990.0 nM 5.16 Inhibition of CYP1A2 in mouse liver Microsome using phenacetin as substrate in p... 36367749

Literature References

PubMed DOI Target Context # Activities
36367749 10.1021/acs.jmedchem.2c01170 ADMET 33
38959401 10.1021/acs.jmedchem.4c00944 Adenosine receptor A3 9
36367749 10.1021/acs.jmedchem.2c01170 Unchecked 8
36367749 10.1021/acs.jmedchem.2c01170 Cytochrome P450 1A2 3
36367749 10.1021/acs.jmedchem.2c01170 Adenosine receptor A3 2
36367749 10.1021/acs.jmedchem.2c01170 Sigma non-opioid intracellular receptor 1 1
36367749 10.1021/acs.jmedchem.2c01170 Sigma intracellular receptor 2 1
36367749 10.1021/acs.jmedchem.2c01170 Cytochrome P450 2C9 1
36367749 10.1021/acs.jmedchem.2c01170 Cytochrome P450 2C19 1
36367749 10.1021/acs.jmedchem.2c01170 Cytochrome P450 2D6 1
36367749 10.1021/acs.jmedchem.2c01170 Cytochrome P450 3A4 1
36367749 10.1021/acs.jmedchem.2c01170 Voltage-gated inwardly rectifying potassium channel KCNH2 1
36367749 10.1021/acs.jmedchem.2c01170 HepG2 1
36367749 10.1021/acs.jmedchem.2c01170 No relevant target 1

Data from ChEMBL 36 via Core Engine