Compound Detail

CHEMBL5183354

Enter ChEMBL ID:

Free Research Context This compound will appear in recent viewed items on the research home for this browser.

COC[C@H](Cc1ccccc1)NC[C@@H](O)c1cc(C(F)(F)F)nc2c(C(F)(F)F)cccc12

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL5183354
Phase	Preclinical
Structure Type	MOL
InChI Key	TZXAENYIJDOHQI-HNAYVOBHSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

472.4

MW (Da)

5.15

ALogP

HBA

HBD

54.4

PSA (Å²)

0.45

QED

Ro5 Violations

Rot. Bonds

Drug Information

Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C23H22F6N2O2
MW	472.43
Aromatic Rings	3
Heavy Atoms	33
NP-Likeness	-0.39

Activity Summary

IC50 13 meas. best 7.96

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Plasmodium falciparum CHEMBL364	IC50	7.96	7.8725	11.0	4
Cytochrome P450 3A4 CHEMBL340	IC50	5.64	5.49	2300.0	4
HepG2 CHEMBL395	IC50	4.94	4.94	11600.0	1
THP-1 CHEMBL614245	IC50	4.79	4.79	16200.0	1
Voltage-gated inwardly rectifying potassium channel KCNH2 CHEMBL240	IC50	4.76	4.76	17300.0	1
HFF CHEMBL614071	IC50	4.36	4.36	44200.0	1
CHO CHEMBL613853	IC50	4.33	4.33	47300.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
CL	1000.0	mL.min-1.g-1	Mus musculus
CL	1000.0	mL.min-1.g-1	Rattus norvegicus
CL	1000.0	mL.min-1.g-1	Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Plasmodium falciparum	IC50	=	11.0	nM	7.96	Antiplasmodial activity CQ-resistant Plasmodium falciparum W2 infected in human ...	34782182
Plasmodium falciparum	IC50	=	13.2	nM	7.88	Antiplasmodial activity against CQ-resistant Plasmodium falciparum W2 assessed a...	34782182
Plasmodium falciparum	IC50	=	14.9	nM	7.83	Antiplasmodial activity against CQ-susceptible Plasmodium falciparum 3D7 infecte...	34782182
Plasmodium falciparum	IC50	=	15.1	nM	7.82	Antiplasmodial activity against CQ-susceptible Plasmodium falciparum 3D7 assesse...	34782182
Cytochrome P450 3A4	IC50	=	2300.0	nM	5.64	Inhibition of CYP3A4 in human liver microsomes assessed as reduction in 6-beta-h...	34782182
Cytochrome P450 3A4	IC50	=	2800.0	nM	5.55	Inhibition of CYP3A4 in human liver microsomes assessed as reduction in 1'-hydro...	34782182
Cytochrome P450 3A4	IC50	=	2900.0	nM	5.54	Inhibition of CYP3A4 in human liver microsomes assessed as reduction in 6-beta-h...	34782182
Cytochrome P450 3A4	IC50	=	5900.0	nM	5.23	Inhibition of CYP3A4 in human liver microsomes assessed as reduction in 1'-hydro...	34782182
HepG2	IC50	=	11600.0	nM	4.94	Cytotoxicity against human HepG2 cells assessed as reduction in cell viability i...	34782182
THP-1	IC50	=	16200.0	nM	4.79	Cytotoxicity against human THP-1 cells assessed as reduction in cell viability i...	34782182
Voltage-gated inwardly rectifying potassium channel KCNH2	IC50	=	17300.0	nM	4.76	Inhibition of hERG channel expressed in CHO cells at holding potential of -80 mV...	34782182
HFF	IC50	=	44200.0	nM	4.36	Cytotoxicity against human HFF cells assessed as reduction in cell viability inc...	34782182
CHO	IC50	=	47300.0	nM	4.33	Cytotoxicity against Chinese hamster CHO cells assessed as reduction in cell via...	34782182

Literature References

PubMed	DOI	Target Context	# Activities
34782182	10.1016/j.ejmech.2021.113981	ADMET	16
34782182	10.1016/j.ejmech.2021.113981	Unchecked	7
34782182	10.1016/j.ejmech.2021.113981	Plasmodium falciparum	4
34782182	10.1016/j.ejmech.2021.113981	Cytochrome P450 3A4	4
34782182	10.1016/j.ejmech.2021.113981	HepG2	1
34782182	10.1016/j.ejmech.2021.113981	CHO	1
34782182	10.1016/j.ejmech.2021.113981	THP-1	1
34782182	10.1016/j.ejmech.2021.113981	HFF	1
34782182	10.1016/j.ejmech.2021.113981	Voltage-gated inwardly rectifying potassium channel KCNH2	1

Data from ChEMBL 36 via Core Engine