Compound Detail

CHEMBL4792981

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C[C@@H](Nc1ccc2[nH]nc(/C=C/c3ccccn3)c2c1)c1cc(F)cc(F)c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL4792981
Phase	Preclinical
Structure Type	MOL
InChI Key	ZHOXAGNPCZTRBN-HZRUHFOJSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

376.4

MW (Da)

5.58

ALogP

HBA

HBD

53.6

PSA (Å²)

0.48

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Unknown
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C22H18F2N4
MW	376.41
Aromatic Rings	4
Heavy Atoms	28
NP-Likeness	-1.67

Activity Summary

Kd 20 meas. best 8.8

IC50 12 meas. best 8.8

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
High affinity nerve growth factor receptor CHEMBL2815	IC50	8.8	8.8	1.6	1
High affinity nerve growth factor receptor CHEMBL2815	Kd	8.8	8.8	1.6	1
NT-3 growth factor receptor CHEMBL5608	IC50	8.7	8.7	2.0	1
BDNF/NT-3 growth factors receptor CHEMBL4898	IC50	8.54	8.54	2.9	1
BDNF/NT-3 growth factors receptor CHEMBL4898	Kd	8.51	8.51	3.1	1
NT-3 growth factor receptor CHEMBL5608	Kd	8.31	8.31	4.9	1
Tyrosine-protein kinase JAK2 CHEMBL2971	Kd	8.26	8.26	5.5	1
BaF3 CHEMBL614524	IC50	8.05	7.1167	9.0	9
Phosphorylase b kinase gamma catalytic chain, skeletal muscle/heart isoform CHEMBL4004	Kd	7.92	7.92	12.0	1
Proto-oncogene tyrosine-protein kinase ROS CHEMBL5568	Kd	7.89	7.89	13.0	1
Activated CDC42 kinase 1 CHEMBL4599	Kd	7.68	7.68	21.0	1
Vascular endothelial growth factor receptor 3 CHEMBL1955	Kd	7.35	7.35	45.0	1
Proto-oncogene tyrosine-protein kinase receptor Ret CHEMBL2041	Kd	7.26	7.26	55.0	1
Fibroblast growth factor receptor 1 CHEMBL3650	Kd	7.12	7.12	76.0	1
Muscle, skeletal receptor tyrosine-protein kinase CHEMBL5684	Kd	6.96	6.96	110.0	1
Vascular endothelial growth factor receptor 1 CHEMBL1868	Kd	6.92	6.92	120.0	1
Tyrosine-protein kinase JAK1 CHEMBL2835	Kd	6.89	6.89	130.0	1
NUAK family SNF1-like kinase 1 CHEMBL5784	Kd	6.85	6.85	140.0	1
ALK tyrosine kinase receptor CHEMBL4247	Kd	6.82	6.82	150.0	1
Tyrosine-protein kinase JAK3 CHEMBL2148	Kd	6.77	6.77	170.0	1
Receptor-type tyrosine-protein kinase FLT3 CHEMBL1974	Kd	6.72	6.72	190.0	1
Focal adhesion kinase 1 CHEMBL2695	Kd	6.7	6.7	200.0	1
Aurora kinase C CHEMBL3935	Kd	6.24	6.24	570.0	1
Tyrosine-protein kinase receptor Tie-1 CHEMBL5274	Kd	6.11	6.11	770.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	609.78	ng.hr.mL-1	Rattus norvegicus
AUC	1388.95	ng.hr.mL-1	Rattus norvegicus
CL	24.0	mL.min-1.kg-1	Rattus norvegicus
Cmax	360.0	nM	Rattus norvegicus
Cmax	6770.0	nM	Rattus norvegicus
F	8.79	%	Rattus norvegicus
T1/2	1.13	hr	Rattus norvegicus
T1/2	1.39	hr	Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
High affinity nerve growth factor receptor	IC50	=	1.6	nM	8.8	Inhibition of TrkA (unknown origin) using Tyr1 peptide as substrate in presence ...	32702585
High affinity nerve growth factor receptor	Kd	=	1.6	nM	8.8	Binding affinity to wild-type human partial length TRKA (G475 to G790 residues) ...	32702585
NT-3 growth factor receptor	IC50	=	2.0	nM	8.7	Inhibition of TrkC (unknown origin) using Tyr1 peptide as substrate in presence ...	32702585
BDNF/NT-3 growth factors receptor	IC50	=	2.9	nM	8.54	Inhibition of TrkB (unknown origin) using Tyr1 peptide as substrate in presence ...	32702585
BDNF/NT-3 growth factors receptor	Kd	=	3.1	nM	8.51	Binding affinity to wild-type human partial length TRKB (Q547 to G838 residues) ...	32702585
NT-3 growth factor receptor	Kd	=	4.9	nM	8.31	Binding affinity to wild-type human partial length TRKC (Q531 to G825 residues) ...	32702585
Tyrosine-protein kinase JAK2	Kd	=	5.5	nM	8.26	Binding affinity to wild-type human partial length JAK2 JH1 catalytic domain (A8...	32702585
BaF3	IC50	=	9.0	nM	8.05	Antiproliferative activity against mouse BaF3 cells transfected with wild type E...	32702585
Phosphorylase b kinase gamma catalytic chain, skeletal muscle/heart isoform	Kd	=	12.0	nM	7.92	Binding affinity to wild-type human full length PHKG1 (M1 to Y387 residues) expr...	32702585
Proto-oncogene tyrosine-protein kinase ROS	Kd	=	13.0	nM	7.89	Binding affinity to wild-type human partial length ROS1 (A1921 to N2240 residues...	32702585
BaF3	IC50	=	15.0	nM	7.82	Antiproliferative activity against mouse BaF3 cells transfected with wild type C...	32702585
BaF3	IC50	=	18.0	nM	7.75	Antiproliferative activity against mouse BaF3 cells transfected with wild type E...	32702585
Activated CDC42 kinase 1	Kd	=	21.0	nM	7.68	Binding affinity to wild-type human partial length TNK2 (S159 to D474 residues) ...	32702585
BaF3	IC50	=	22.0	nM	7.66	Antiproliferative activity against mouse BaF3 cells transfected with wild type E...	32702585
BaF3	IC50	=	31.0	nM	7.51	Antiproliferative activity against mouse BaF3 cells transfected with wild type C...	32702585
Vascular endothelial growth factor receptor 3	Kd	=	45.0	nM	7.35	Binding affinity to wild-type human partial length FLT4 (E821 to E1196 residues)...	32702585
Proto-oncogene tyrosine-protein kinase receptor Ret	Kd	=	55.0	nM	7.26	Binding affinity to wild-type human partial length RET (E713 to D1014 residues) ...	32702585
Fibroblast growth factor receptor 1	Kd	=	76.0	nM	7.12	Binding affinity to wild-type human partial length FGFR1 (P357 to V669 residues)...	32702585
Muscle, skeletal receptor tyrosine-protein kinase	Kd	=	110.0	nM	6.96	Binding affinity to wild-type human partial length MUSK (M553 to V869 residues) ...	32702585
Vascular endothelial growth factor receptor 1	Kd	=	120.0	nM	6.92	Binding affinity to wild-type human partial length FLT1 (R781 to F1239 residues)...	32702585

Literature References

PubMed	DOI	Target Context	# Activities
32702585	10.1016/j.ejmech.2020.112552	BDNF/NT-3 growth factors receptor	11
32702585	10.1016/j.ejmech.2020.112552	NT-3 growth factor receptor	10
32702585	10.1016/j.ejmech.2020.112552	High affinity nerve growth factor receptor	10
32702585	10.1016/j.ejmech.2020.112552	BaF3	9
32702585	10.1016/j.ejmech.2020.112552	ADMET	8
32702585	10.1016/j.ejmech.2020.112552	Receptor-type tyrosine-protein kinase FLT3	5
32702585	10.1016/j.ejmech.2020.112552	Proto-oncogene tyrosine-protein kinase receptor Ret	5
32702585	10.1016/j.ejmech.2020.112552	NUAK family SNF1-like kinase 1	2
32702585	10.1016/j.ejmech.2020.112552	Aurora kinase C	2
32702585	10.1016/j.ejmech.2020.112552	Focal adhesion kinase 1	2
32702585	10.1016/j.ejmech.2020.112552	Fibroblast growth factor receptor 1	2
32702585	10.1016/j.ejmech.2020.112552	Vascular endothelial growth factor receptor 1	2
32702585	10.1016/j.ejmech.2020.112552	Vascular endothelial growth factor receptor 3	2
32702585	10.1016/j.ejmech.2020.112552	Tyrosine-protein kinase JAK1	2
32702585	10.1016/j.ejmech.2020.112552	Tyrosine-protein kinase JAK2	2
32702585	10.1016/j.ejmech.2020.112552	Tyrosine-protein kinase JAK3	2
32702585	10.1016/j.ejmech.2020.112552	Muscle, skeletal receptor tyrosine-protein kinase	2
32702585	10.1016/j.ejmech.2020.112552	Phosphorylase b kinase gamma catalytic chain, skeletal muscle/heart isoform	2
32702585	10.1016/j.ejmech.2020.112552	Proto-oncogene tyrosine-protein kinase ROS	2
32702585	10.1016/j.ejmech.2020.112552	Tyrosine-protein kinase receptor Tie-1	2

Data from ChEMBL 36 via Core Engine