Compound Detail

CHEMBL4798527

Enter ChEMBL ID:

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

Cc1ccc(NC(=O)c2ccc(C)c(C(F)(F)F)c2)cc1C#Cc1nn([C@H]2CC[C@H](O)CC2)c2ncnc(N)c12

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL4798527
Phase	Preclinical
Structure Type	MOL
InChI Key	YHVHYWYQEFELOW-HZCBDIJESA-N

Targets

101

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

548.6

MW (Da)

5.17

ALogP

HBA

HBD

119.0

PSA (Å²)

0.30

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Unknown
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C29H27F3N6O2
MW	548.57
Aromatic Rings	4
Heavy Atoms	40
NP-Likeness	-1.12

Activity Summary

IC50 101 meas. best 9.0

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Tyrosine-protein kinase Yes CHEMBL2073	IC50	9.0	9.0	1.0	2
Tyrosine-protein kinase ABL1 CHEMBL1862	IC50	8.7	8.61	2.0	4
Tyrosine-protein kinase HCK CHEMBL3234	IC50	8.52	8.52	3.0	2
Proto-oncogene tyrosine-protein kinase Src CHEMBL267	IC50	8.52	8.1867	3.0	3
Hepatocyte growth factor receptor CHEMBL3717	IC50	8.4	8.4	4.0	1
Tyrosine-protein kinase Lyn CHEMBL3905	IC50	8.4	8.4	4.0	2
Tyrosine-protein kinase ABL2 CHEMBL4014	IC50	8.4	8.4	4.0	2
Proto-oncogene tyrosine-protein kinase receptor Ret CHEMBL2041	IC50	8.4	8.4	4.0	1
Tyrosine-protein kinase TXK CHEMBL4367	IC50	8.22	8.22	6.0	1
Tyrosine-protein kinase Fyn CHEMBL1841	IC50	8.22	8.22	6.0	2
Fibroblast growth factor receptor 1 CHEMBL3650	IC50	8.15	8.15	7.0	2
Epidermal growth factor receptor CHEMBL203	IC50	8.1	7.184	8.0	5
Unchecked CHEMBL612545	IC50	8.1	7.4417	8.0	6
Serine/threonine-protein phosphatase CHEMBL1293271	IC50	8.1	8.1	8.0	1
MDA-MB-435 CHEMBL614697	IC50	8.1	8.1	8.0	1
Tyrosine-protein kinase CSK CHEMBL2634	IC50	8.05	8.05	9.0	2
Angiopoietin-1 receptor CHEMBL4128	IC50	8.0	8.0	10.0	2
Tyrosine-protein kinase Lck CHEMBL258	IC50	7.85	7.85	14.0	2
Vascular endothelial growth factor receptor 1 CHEMBL1868	IC50	7.82	7.82	15.0	2
Epithelial discoidin domain-containing receptor 1 CHEMBL5319	IC50	7.82	7.82	15.0	1
Vascular endothelial growth factor receptor 3 CHEMBL1955	IC50	7.8	7.8	16.0	1
Tyrosine-protein kinase Blk CHEMBL2250	IC50	7.8	7.8	16.0	2
Tyrosine-protein kinase FRK CHEMBL4223	IC50	7.72	7.72	19.0	2
Cytoplasmic tyrosine-protein kinase BMX CHEMBL3834	IC50	7.68	7.68	21.0	2
MDA-MB-231 CHEMBL400	IC50	7.52	7.52	30.0	1
A-375 CHEMBL613859	IC50	7.51	7.51	31.0	1
Vascular endothelial growth factor receptor 2 CHEMBL279	IC50	7.5	7.5	32.0	2
Hs-578T CHEMBL614645	IC50	7.5	7.5	32.0	1
Ephrin type-B receptor 2 CHEMBL3290	IC50	7.48	7.48	33.0	1
Fibroblast growth factor receptor 2 CHEMBL4142	IC50	7.4	7.4	40.0	2
Mitogen-activated protein kinase kinase kinase 7 CHEMBL5776	IC50	7.3	7.3	50.0	2
Tyrosine-protein kinase Mer CHEMBL5331	IC50	7.28	7.28	52.0	1
RAF proto-oncogene serine/threonine-protein kinase CHEMBL1906	IC50	7.28	7.28	52.0	2
Discoidin domain-containing receptor 2 CHEMBL5122	IC50	7.19	7.19	65.0	2
Mitogen-activated protein kinase 11 CHEMBL3961	IC50	7.08	7.08	84.0	2
Serine/threonine-protein kinase B-raf CHEMBL5145	IC50	7.06	7.01	87.0	4
Protein-tyrosine kinase 2-beta CHEMBL5469	IC50	6.94	6.94	116.0	1
Protein-tyrosine kinase 2-beta CHEMBL1075289	IC50	6.94	6.94	116.0	1
Fibroblast growth factor receptor 3 CHEMBL2742	IC50	6.92	6.92	120.0	1
Protein-tyrosine kinase 6 CHEMBL4601	IC50	6.92	6.92	121.0	2
Receptor tyrosine-protein kinase erbB-4 CHEMBL3009	IC50	6.91	6.91	122.0	1
MV4-11 CHEMBL613835	IC50	6.86	6.86	138.0	1
Ephrin type-A receptor 7 CHEMBL4602	IC50	6.84	6.84	143.0	1
PC-9 CHEMBL614102	IC50	6.82	6.82	152.0	1
Receptor tyrosine-protein kinase erbB-2 CHEMBL1824	IC50	6.78	6.78	165.0	2
Activated CDC42 kinase 1 CHEMBL4599	IC50	6.76	6.76	175.0	1
HT-29 CHEMBL384	IC50	6.64	6.64	231.0	1
Ephrin type-A receptor 4 CHEMBL3988	IC50	6.64	6.64	227.0	1
LIM domain kinase 1 CHEMBL3836	IC50	6.59	6.59	255.0	2
Mitogen-activated protein kinase 14 CHEMBL260	IC50	6.47	6.47	342.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	2861.0	ng.hr.mL-1	Rattus norvegicus
AUC	2946.0	ng.hr.mL-1	Rattus norvegicus
Cmax	260.68	nM	Rattus norvegicus
T1/2	18.9	hr	Rattus norvegicus
Tmax	4.0	hr	Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Tyrosine-protein kinase Yes	IC50	=	1.0	nM	9.0	Kinase Inhibition Assays: The aim of this experiment is to detect the inhibitory...	-
Tyrosine-protein kinase Yes	IC50	=	1.0	nM	9.0	Inhibition of human full length recombinant YES using poly(Glu,Tyr)4:1 as substr...	27739679
Tyrosine-protein kinase ABL1	IC50	=	2.0	nM	8.7	Kinase Inhibition Assays: The aim of this experiment is to detect the inhibitory...	-
Tyrosine-protein kinase ABL1	IC50	=	2.0	nM	8.7	Inhibition of human recombinant ABL (27 to end residues) using EAIYAAPFAKKK as s...	27739679
Tyrosine-protein kinase HCK	IC50	=	3.0	nM	8.52	Inhibition of human HCK (230 to 497 residues) using GGMEDIYFEFMGGKKK as substrat...	27739679
Tyrosine-protein kinase ABL1	IC50	=	3.0	nM	8.52	Inhibition of human recombinant ABL T315I mutant (27 to end residues) using EAIY...	27739679
Tyrosine-protein kinase ABL1	IC50	=	3.0	nM	8.52	Kinase Inhibition Assays: The aim of this experiment is to detect the inhibitory...	-
Proto-oncogene tyrosine-protein kinase Src	IC50	=	3.0	nM	8.52	Kinase Inhibition Assays: The aim of this experiment is to detect the inhibitory...	-
Tyrosine-protein kinase HCK	IC50	=	3.0	nM	8.52	Kinase Inhibition Assays: The aim of this experiment is to detect the inhibitory...	-
Proto-oncogene tyrosine-protein kinase Src	IC50	=	3.0	nM	8.52	Inhibition of human full length recombinant Src using Cdc2 peptide as substrate ...	27739679
Hepatocyte growth factor receptor	IC50	=	4.0	nM	8.4	Kinase Inhibition Assays: The aim of this experiment is to detect the inhibitory...	-
Tyrosine-protein kinase Lyn	IC50	=	4.0	nM	8.4	Kinase Inhibition Assays: The aim of this experiment is to detect the inhibitory...	-
Tyrosine-protein kinase ABL2	IC50	=	4.0	nM	8.4	Kinase Inhibition Assays: The aim of this experiment is to detect the inhibitory...	-
Tyrosine-protein kinase ABL2	IC50	=	4.0	nM	8.4	Inhibition of human recombinant ARG (38 to end residues) using EAIYAAPFAKKK as s...	27739679
Proto-oncogene tyrosine-protein kinase receptor Ret	IC50	=	4.0	nM	8.4	Inhibition of human recombinant RET (658 to end residues) using KKKSPGEYVNIEFG a...	27739679
Tyrosine-protein kinase Lyn	IC50	=	4.0	nM	8.4	Inhibition of human full length recombinant LYN using poly(Glu,Tyr)4:1 as substr...	27739679
Tyrosine-protein kinase Fyn	IC50	=	6.0	nM	8.22	Inhibition of human full length recombinant FYN using Cdc2 peptide as substrate ...	27739679
Tyrosine-protein kinase Fyn	IC50	=	6.0	nM	8.22	Kinase Inhibition Assays: The aim of this experiment is to detect the inhibitory...	-
Tyrosine-protein kinase TXK	IC50	=	6.0	nM	8.22	Inhibition of human recombinant TXK (256 to end residues) using GEEPLYWSFPAKKK a...	27739679
Fibroblast growth factor receptor 1	IC50	=	7.0	nM	8.15	Inhibition of human recombinant FGFR1 (456 to 765 residues) using KKKSPGEYVNIEFG...	27739679

Literature References

PubMed	DOI	Target Context	# Activities
27739679	10.1021/acs.jmedchem.6b00943	ADMET	22
27739679	10.1021/acs.jmedchem.6b00943	MDA-MB-231	20
27739679	10.1021/acs.jmedchem.6b00943	Unchecked	16
27739679	10.1021/acs.jmedchem.6b00943	Proto-oncogene tyrosine-protein kinase Src	5
27739679	10.1021/acs.jmedchem.6b00943	MDA-MB-435	3
27739679	10.1021/acs.jmedchem.6b00943	Danio rerio	3
27739679	10.1021/acs.jmedchem.6b00943	Epidermal growth factor receptor	2
27739679	10.1021/acs.jmedchem.6b00943	Serine/threonine-protein kinase B-raf	2
27739679	10.1021/acs.jmedchem.6b00943	Tyrosine-protein kinase ABL1	2
27739679	10.1021/acs.jmedchem.6b00943	Tyrosine-protein kinase Lyn	1
27739679	10.1021/acs.jmedchem.6b00943	Tyrosine-protein kinase Fyn	1
27739679	10.1021/acs.jmedchem.6b00943	Tyrosine-protein kinase Lck	1
27739679	10.1021/acs.jmedchem.6b00943	Tyrosine-protein kinase Blk	1
27739679	10.1021/acs.jmedchem.6b00943	Tyrosine-protein kinase FRK	1
27739679	10.1021/acs.jmedchem.6b00943	L02	1
27739679	10.1021/acs.jmedchem.6b00943	Tyrosine-protein kinase HCK	1
27739679	10.1021/acs.jmedchem.6b00943	Tyrosine-protein kinase ABL2	1
27739679	10.1021/acs.jmedchem.6b00943	Vascular endothelial growth factor receptor 1	1
27739679	10.1021/acs.jmedchem.6b00943	Tyrosine-protein kinase Yes	1
27739679	10.1021/acs.jmedchem.6b00943	Voltage-gated inwardly rectifying potassium channel KCNH2	1

Data from ChEMBL 36 via Core Engine