Compound Detail

CHEMBL535429

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COc1cc(Nc2ccnc3ccc(C(F)(F)F)cc23)cc(OC)c1OC

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL535429
Phase	Preclinical
Structure Type	MOL
InChI Key	ZUNCPEIOPMEIGV-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

378.4

MW (Da)

5.02

ALogP

HBA

HBD

52.6

PSA (Å²)

0.68

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C19H17F3N2O3
MW	378.35
Aromatic Rings	3
Heavy Atoms	27
NP-Likeness	-0.94

Activity Summary

Kd 17 meas. best 8.0

IC50 4 meas. best 6.77

EC50 3 meas. best 6.23

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Cyclin-G-associated kinase CHEMBL4355	Kd	8.0	7.608	10.0	5
Cyclin-G-associated kinase CHEMBL4355	IC50	6.77	6.725	170.0	2
Receptor-interacting serine/threonine-protein kinase 2 CHEMBL5014	Kd	6.75	6.4	180.0	2
Atypical kinase COQ8A, mitochondrial CHEMBL5550	Kd	6.66	6.59	220.0	2
dengue virus type 2 CHEMBL613966	EC50	6.23	6.23	590.0	2
Serine/threonine-protein kinase NLK CHEMBL5364	Kd	6.16	6.13	690.0	2
Tyrosine-protein kinase Lck CHEMBL258	Kd	5.96	5.96	1100.0	1
Ephrin type-A receptor 8 CHEMBL4134	Kd	5.96	5.96	1100.0	1
Tyrosine-protein kinase TXK CHEMBL4367	Kd	5.85	5.85	1400.0	1
Ephrin type-B receptor 6 CHEMBL5836	Kd	5.8	5.8	1600.0	1
Venezuelan equine encephalitis virus CHEMBL613726	EC50	5.8	5.8	1600.0	1
Tyrosine-protein kinase ABL1 CHEMBL1862	Kd	5.72	5.72	1900.0	1
Ephrin type-A receptor 1 CHEMBL5810	Kd	5.51	5.51	3100.0	1
Unchecked CHEMBL612545	IC50	4.68	4.58	21000.0	2

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Cyclin-G-associated kinase	Kd	=	10.0	nM	8.0	Binding affinity to human wild type partial length GAK (G13 to Y338 residues) ex...	31129055
Cyclin-G-associated kinase	Kd	=	31.0	nM	7.51	Binding affinity to GAK (unknown origin)	31129055
Cyclin-G-associated kinase	Kd	=	31.0	nM	7.51	Binding affinity to wild-type human partial length GAK (G13 to Y338 residues) ex...	30973735
Cyclin-G-associated kinase	Kd	=	31.0	nM	7.51	Binding affinity to biotinylated human GAK (13 to 338 residues) expressed in Esc...	30768268
Cyclin-G-associated kinase	Kd	=	31.0	nM	7.51	Binding affinity to GAK (unknown origin)	30768268
Cyclin-G-associated kinase	IC50	=	170.0	nM	6.77	Inhibition of tracer 5 binding to human N-terminal nano luciferase-fused GAK exp...	30973735
Receptor-interacting serine/threonine-protein kinase 2	Kd	=	180.0	nM	6.75	Binding affinity to biotinylated human RIPK2 (1 to 310 residues) expressed in Es...	30768268
Cyclin-G-associated kinase	IC50	=	210.0	nM	6.68	Inhibition of GAK (unknown origin) by in-cell pulse based assay	31129055
Atypical kinase COQ8A, mitochondrial	Kd	=	220.0	nM	6.66	Binding affinity to biotinylated full length human ADCK3 expressed in Escherichi...	30768268
Atypical kinase COQ8A, mitochondrial	Kd	=	300.0	nM	6.52	Binding affinity to human wild type full-length ADCK3 expressed in bacterial exp...	31129055
dengue virus type 2	EC50	=	590.0	nM	6.23	Antiviral activity against DENV2 New Guinea C strain infected in human Huh7 cell...	34624490
dengue virus type 2	EC50	=	590.0	nM	6.23	Antiviral activity against DENV2 New Guinea C strain infected in Huh7 cells afte...	32631507
Serine/threonine-protein kinase NLK	Kd	=	690.0	nM	6.16	Binding affinity to wild-type human full length NLK expressed in bacterial expre...	31129055
Serine/threonine-protein kinase NLK	Kd	=	790.0	nM	6.1	Binding affinity to biotinylated full length human NLK expressed in Escherichia ...	30768268
Receptor-interacting serine/threonine-protein kinase 2	Kd	=	890.0	nM	6.05	Binding affinity to wild-type human partial length RIPK2 (M1 to K310 residues) e...	31129055
Ephrin type-A receptor 8	Kd	=	1100.0	nM	5.96	Binding affinity to human wild type partial length EphA8 (Q608 to C920 residues)...	31129055
Tyrosine-protein kinase Lck	Kd	=	1100.0	nM	5.96	Binding affinity to wild-type human partial length LCK (R207 to P509 residues) e...	31129055
Tyrosine-protein kinase TXK	Kd	=	1400.0	nM	5.85	Binding affinity to wild-type human partial length TXK (L238 to W527 residues) e...	31129055
Venezuelan equine encephalitis virus	EC50	=	1600.0	nM	5.8	Antiviral activity against Venezuelan equine encephalitis virus TC-83 strain inf...	34624490
Ephrin type-B receptor 6	Kd	=	1600.0	nM	5.8	Binding affinity to human wild type partial length EphB6 (Q634 to P948 residues)...	31129055

Literature References

PubMed	DOI	Target Context	# Activities
31378571	10.1016/j.bmcl.2019.07.012	Mycobacterium tuberculosis	5
20485427	10.1038/nature09107	Plasmodium falciparum	4
31129055	10.1016/j.bmcl.2019.05.025	Cyclin-G-associated kinase	3
30768268	10.1021/acs.jmedchem.8b01213	Unchecked	3
30973735	10.1021/acs.jmedchem.9b00350	Unchecked	3
30768268	10.1021/acs.jmedchem.8b01213	Cyclin-G-associated kinase	3
30768268	10.1021/acs.jmedchem.8b01213	Atypical kinase COQ8A, mitochondrial	2
30768268	10.1021/acs.jmedchem.8b01213	Receptor-interacting serine/threonine-protein kinase 2	2
30973735	10.1021/acs.jmedchem.9b00350	Cyclin-G-associated kinase	2
30973735	10.1021/acs.jmedchem.9b00350	Epidermal growth factor receptor	2
34624490	10.1016/j.bmcl.2021.128407	U-87 MG	1
31129055	10.1016/j.bmcl.2019.05.025	Atypical kinase COQ8A, mitochondrial	1
31129055	10.1016/j.bmcl.2019.05.025	Tyrosine-protein kinase ABL1	1
30768268	10.1021/acs.jmedchem.8b01213	Serine/threonine-protein kinase NLK	1
31378571	10.1016/j.bmcl.2019.07.012	Unchecked	1
-	10.6019/CHEMBL3988181	Unchecked	1
-	10.6019/CHEMBL3433997	Glucose transporter	1
-	10.6019/CHEMBL3433997	Hexose transporter 1	1
-	10.6019/CHEMBL3433997	Solute carrier family 2, facilitated glucose transporter member 1	1
20485427	10.1038/nature09107	Unchecked	1

Data from ChEMBL 36 via Core Engine