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Compound Detail

CHEMBL60796

DESMETHEYLASTEMIZOLE
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Oc1ccc(CCN2CCC(Nc3nc4ccccc4n3Cc3ccc(F)cc3)CC2)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL60796
Name DESMETHEYLASTEMIZOLE
Phase Preclinical
Structure Type MOL
InChI Key LAGYWHSFHIMTPE-UHFFFAOYSA-N
5
Targets
10
Activities
2
Assay Types
1
PK Parameters
13
Publications
0
Known Names

Molecular Properties

444.6
MW (Da)
5.05
ALogP
5
HBA
2
HBD
53.3
PSA (Ų)
0.42
QED
1
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C27H29FN4O
MW 444.55
Aromatic Rings 4
Heavy Atoms 33
NP-Likeness -1.21

Activity Summary

IC50 9 meas. best 9.0
Kd 1 meas. best 4.7

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
 IC50 9.0 9.0 1.0 3
Plasmodium falciparum
CHEMBL364
 IC50 7.25 7.05 56.8 3
Plasma
CHEMBL613652
 IC50 7.0 7.0 100.0 1
Heme
CHEMBL4651321
 IC50 5.09 5.09 8130.0 1
Nuclear receptor subfamily 4 group A member 2
CHEMBL5002
 Kd 4.7 4.7 20000.0 1

Pharmacokinetic Data

Parameter Value Units Species
T1/2 168.0 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 1.0 nM 9.0 Inhibition of human Potassium channel HERG expressed in mammalian cells 12873512
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 1.0 nM 9.0 Inhibition of human ERG expressed in CHO cells by whole cell patch clamp techniq... 18448342
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 1.0 nM 9.0 Inhibition of human ERG channel in HEK293 cells by voltage-clamp method 18262683
Plasmodium falciparum IC50 = 56.8 nM 7.25 Antimalarial activity against Plasmodium falciparum ItG assessed as inhibition o... 16816845
Plasma IC50 = 100.0 nM 7.0 Metabolic stability in human plasma assessed as desmethylastemizole half life 16816845
Plasmodium falciparum IC50 = 106.2 nM 6.97 Antimalarial activity against Plasmodium falciparum Dd2 assessed as inhibition o... 16816845
Plasmodium falciparum IC50 = 117.0 nM 6.93 Antimalarial activity against Plasmodium falciparum 3D7 assessed as inhibition o... 16816845
Heme IC50 = 8130.0 nM 5.09 Inhibition of heme crystallization after 16 hrs 16816845
Nuclear receptor subfamily 4 group A member 2 Kd = 20000.0 nM 4.7 Binding affinity to Nurr1 (unknown origin) by 1H-STD-NMR spectroscopy 30295487

Literature References

PubMed DOI Target Context # Activities
3934386 10.1021/jm00150a029 Rattus norvegicus 5
3934386 10.1021/jm00150a029 Cavia porcellus 5
16816845 10.1038/nchembio806 Plasmodium falciparum 3
16816845 10.1038/nchembio806 Plasma 2
16816845 10.1038/nchembio806 NON-PROTEIN TARGET 2
16816845 10.1038/nchembio806 Plasmodium yoelii 2
12873512 10.1016/s0960-894x(03)00492-x Voltage-gated inwardly rectifying potassium channel KCNH2 1
18448342 10.1016/j.bmc.2008.04.028 Voltage-gated inwardly rectifying potassium channel KCNH2 1
18262683 10.1016/j.ejmech.2007.12.025 Voltage-gated inwardly rectifying potassium channel KCNH2 1
16816845 10.1038/nchembio806 Heme 1
16816845 10.1038/nchembio806 Homo sapiens 1
30295487 10.1021/acs.jmedchem.8b01210 Nuclear receptor subfamily 4 group A member 2 1
34077206 10.1021/acs.jmedchem.0c02261 Unchecked 1

Data from ChEMBL 36 via Core Engine