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Compound Detail

CHEMBL5170790

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CCCC(CCC)c1nc2c(Nc3ccc(I)cc3)nc3ccccc3c2[nH]1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5170790
Phase Preclinical
Structure Type MOL
InChI Key PMLCQIVFRJHHRF-UHFFFAOYSA-N
12
Targets
21
Activities
3
Assay Types
12
PK Parameters
14
Publications
0
Known Names

Molecular Properties

484.4
MW (Da)
7.14
ALogP
3
HBA
2
HBD
53.6
PSA (Ų)
0.27
QED
1
Ro5 Violations
7
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C23H25IN4
MW 484.39
Aromatic Rings 4
Heavy Atoms 28
NP-Likeness -0.90

Activity Summary

IC50 16 meas. best 5.88
EC50 3 meas. best 7.39
Ki 2 meas. best 6.91

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Adenosine receptor A3
CHEMBL256
 EC50 7.39 7.36 40.7 3
Translocator protein
CHEMBL5742
 Ki 6.91 6.91 123.0 1
Sigma intracellular receptor 2
CHEMBL4105907
 Ki 6.05 6.05 891.0 1
Cytochrome P450 1A2
CHEMBL1075125
 IC50 5.88 5.88 1310.0 1
Cytochrome P450 1A2
CHEMBL1671611
 IC50 5.88 5.88 1310.0 1
Cytochrome P450 1A2
CHEMBL3356
 IC50 5.88 5.88 1310.0 1
Cytochrome P450 2C9
CHEMBL3397
 IC50 4.49 4.49 32300.0 1
Unchecked
CHEMBL612545
 IC50 4.49 4.25 32300.0 8
HepG2
CHEMBL395
 IC50 4.45 4.45 35400.0 1
Cytochrome P450 2D6
CHEMBL289
 IC50 4.22 4.22 60800.0 1
Cytochrome P450 3A4
CHEMBL340
 IC50 4.21 4.21 61600.0 1
Cytochrome P450 2C19
CHEMBL3622
 IC50 4.08 4.08 83600.0 1

Pharmacokinetic Data

Parameter Value Units Species
F 64.0 % Rattus norvegicus
F 61.5 % Rattus norvegicus
T1/2 8.883 hr -
T1/2 4.0 hr -
T1/2 2.333 hr Homo sapiens
T1/2 4.0 hr Rattus norvegicus
T1/2 4.0 hr Mus musculus
T1/2 2.0 hr Homo sapiens
T1/2 2.0 hr Rattus norvegicus
T1/2 2.0 hr Mus musculus
T1/2 3.44 hr Rattus norvegicus
T1/2 3.84 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Adenosine receptor A3 EC50 = 40.74 nM 7.39 Positive allosteric modulation of human A3 adenosine receptor transfected in HEK... 38959401
Adenosine receptor A3 EC50 = 44.67 nM 7.35 Positive allosteric modulation of human A3 adenosine receptor transfected in HEK... 38959401
Adenosine receptor A3 EC50 = 45.71 nM 7.34 Positive allosteric modulation of human A3 adenosine receptor transfected in HEK... 38959401
Translocator protein Ki = 123.0 nM 6.91 Inhibition of human TPSO receptor expressed in human HEK293T cell membrane incub... 36367749
Sigma intracellular receptor 2 Ki = 891.0 nM 6.05 Displacement of [3H]-DTG from human sigma2 receptor expressed in human HEK293T c... 36367749
Cytochrome P450 1A2 IC50 = 1310.0 nM 5.88 Inhibition of CYP1A2 in mouse liver Microsome using phenacetin as substrate in p... 36367749
Cytochrome P450 1A2 IC50 = 1310.0 nM 5.88 Inhibition of CYP1A2 in rat liver Microsome using phenacetin as substrate in pre... 36367749
Cytochrome P450 1A2 IC50 = 1310.0 nM 5.88 Inhibition of CYP1A2 in human liver Microsome using phenacetin as substrate in p... 36367749
Cytochrome P450 2C9 IC50 = 32300.0 nM 4.49 Inhibition of CYP2C9 in human liver Microsome using diclofenac as substrate in p... 36367749
Unchecked IC50 = 32300.0 nM 4.49 Inhibition of CYP2C9 in rat liver Microsome using phenacetin as substrate in pre... 36367749
Unchecked IC50 = 32300.0 nM 4.49 Inhibition of CYP2C9 in mouse liver Microsome using phenacetin as substrate in p... 36367749
HepG2 IC50 = 35400.0 nM 4.45 Cytotoxicity in human HepG2 cells assessed as number of live cells by measuring ... 36367749
Cytochrome P450 2D6 IC50 = 60800.0 nM 4.22 Inhibition of CYP2D6 in human liver Microsome using dextromethorphan as substrat... 36367749
Unchecked IC50 = 60800.0 nM 4.22 Inhibition of CYP2D6 in rat liver Microsome using phenacetin as substrate in pre... 36367749
Unchecked IC50 = 60800.0 nM 4.22 Inhibition of CYP2D6 in mouse liver Microsome using phenacetin as substrate in p... 36367749
Cytochrome P450 3A4 IC50 = 61600.0 nM 4.21 Inhibition of CYP3A4 in human liver Microsome using midazolam as substrate in pr... 36367749
Unchecked IC50 = 61600.0 nM 4.21 Inhibition of CYP3A4 in rat liver Microsome using phenacetin as substrate in pre... 36367749
Unchecked IC50 = 61600.0 nM 4.21 Inhibition of CYP3A4 in mouse liver Microsome using phenacetin as substrate in p... 36367749
Cytochrome P450 2C19 IC50 = 83600.0 nM 4.08 Inhibition of CYP2C19 in human liver Microsome using omeprazole as substrate in ... 36367749
Unchecked IC50 = 83600.0 nM 4.08 Inhibition of CYP2C19 in rat liver Microsome using phenacetin as substrate in pr... 36367749

Literature References

PubMed DOI Target Context # Activities
36367749 10.1021/acs.jmedchem.2c01170 ADMET 23
38959401 10.1021/acs.jmedchem.4c00944 Adenosine receptor A3 10
36367749 10.1021/acs.jmedchem.2c01170 Unchecked 8
36367749 10.1021/acs.jmedchem.2c01170 Adenosine receptor A3 3
36367749 10.1021/acs.jmedchem.2c01170 Cytochrome P450 1A2 3
36367749 10.1021/acs.jmedchem.2c01170 Voltage-gated inwardly rectifying potassium channel KCNH2 2
36367749 10.1021/acs.jmedchem.2c01170 Sigma intracellular receptor 2 1
36367749 10.1021/acs.jmedchem.2c01170 Translocator protein 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 HepG2 1
36367749 10.1021/acs.jmedchem.2c01170 No relevant target 1

Data from ChEMBL 36 via Core Engine