Compound Detail

CHEMBL3128069

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Cc1nc([C@](C)(O)CO)sc1-c1cnc(N)c(O[C@H](C)c2cc(F)ccc2-n2nccn2)c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL3128069
Phase	Preclinical
Structure Type	MOL
InChI Key	DIXMBHMNEHPFCX-MCMMXHMISA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

470.5

MW (Da)

3.16

ALogP

HBA

HBD

132.2

PSA (Å²)

0.38

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C22H23FN6O3S
MW	470.53
Aromatic Rings	4
Heavy Atoms	33
NP-Likeness	-0.79

Activity Summary

IC50 28 meas. best 9.7

Ki 3 meas. best 10.7

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Proto-oncogene tyrosine-protein kinase ROS CHEMBL5568	Ki	10.7	10.7	0.0	1
ALK tyrosine kinase receptor CHEMBL4247	IC50	9.7	8.6747	0.2	15
ALK tyrosine kinase receptor CHEMBL4247	Ki	9.7	9.7	0.2	2
NCI-H2228 CHEMBL1075536	IC50	9.1	9.1	0.8	1
ALK tyrosine kinase receptor CHEMBL5771	IC50	9.1	9.1	0.8	1
Tyrosine-protein kinase Fer CHEMBL3982	IC50	8.7	8.7	2.0	1
Leukocyte tyrosine kinase receptor CHEMBL5627	IC50	8.7	8.7	2.0	1
BDNF/NT-3 growth factors receptor CHEMBL4898	IC50	8.4	8.4	4.0	1
Tyrosine-protein kinase Fes/Fps CHEMBL5455	IC50	8.3	8.3	5.0	1
Tyrosine-protein kinase JAK2 CHEMBL2971	IC50	7.92	7.92	12.0	1
Protein-tyrosine kinase 2-beta CHEMBL5469	IC50	7.92	7.92	12.0	1
Activated CDC42 kinase 1 CHEMBL4599	IC50	7.82	7.82	15.0	1
Focal adhesion kinase 1 CHEMBL2695	IC50	7.8	7.8	16.0	1
High affinity nerve growth factor receptor CHEMBL2815	IC50	7.77	7.77	17.0	1
NT-3 growth factor receptor CHEMBL5608	IC50	7.75	7.75	18.0	1
Unchecked CHEMBL612545	IC50	7.62	7.62	24.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	1349.95	ng.hr.mL-1	Rattus norvegicus
AUC	313.84	ng.hr.mL-1	Rattus norvegicus
CL	54.0	mL.min-1.kg-1	Rattus norvegicus
CL	13.0	mL.min-1.kg-1	Homo sapiens
Cmax	568.0	nM	Rattus norvegicus
F	86.0	%	Rattus norvegicus
T1/2	0.9	hr	Rattus norvegicus
Tmax	1.3	hr	Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Proto-oncogene tyrosine-protein kinase ROS	Ki	=	0.02	nM	10.7	Inhibition of ROS1 (unknown origin) by Pfizer mobility shift assay	24432909
ALK tyrosine kinase receptor	IC50	=	0.2	nM	9.7	Inhibition of ALK L1196M (unknown origin)	31419130
ALK tyrosine kinase receptor	Ki	=	0.2	nM	9.7	Inhibition of human recombinant ALK L1196M mutant kinase domain (amino acids 109...	24819116
ALK tyrosine kinase receptor	Ki	=	0.2	nM	9.7	Inhibition of human recombinant ALK L1196M mutant kinase domain (amino acids 109...	24432909
ALK tyrosine kinase receptor	IC50	=	0.2	nM	9.7	Inhibition of human EML4-fused ALK F1174L mutant expressed in mouse NIH-3T3 cell...	24432909
ALK tyrosine kinase receptor	IC50	=	0.6	nM	9.22	Inhibition of human EML4-fused ALK C1156Y mutant expressed in mouse NIH-3T3 cell...	24432909
ALK tyrosine kinase receptor	IC50	=	0.76	nM	9.12	Inhibition of wild type human EML4-fused ALK expressed in mouse NIH-3T3 cells as...	24819116
ALK tyrosine kinase receptor	IC50	=	0.8	nM	9.1	Inhibition of human wild type EML4-fused ALK expressed in mouse NIH-3T3 cells as...	24432909
NCI-H2228	IC50	=	0.8	nM	9.1	Inhibition of ALK-fusion driven cell proliferation in human NCI-H2228 cells afte...	24432909
ALK tyrosine kinase receptor	IC50	=	0.8	nM	9.1	Inhibition of ALK in mouse NIH-3T3 cells	31419130
ALK tyrosine kinase receptor	IC50	=	0.8	nM	9.1	Inhibition of ALK L1196M mutant in mouse NIH-3T3 cells	31419130
ALK tyrosine kinase receptor	IC50	=	1.3	nM	8.89	Inhibition of ALK-fusion driven cell proliferation in human NCI-H3122 cells afte...	24432909
ALK tyrosine kinase receptor	IC50	=	1.7	nM	8.77	Inhibition of ALK-fusion driven cell proliferation in human KARPAS299 cells afte...	24432909
Leukocyte tyrosine kinase receptor	IC50	=	2.0	nM	8.7	Inhibition of LTK (unknown origin) using Km levels of ATP	24432909
Tyrosine-protein kinase Fer	IC50	=	2.0	nM	8.7	Inhibition of FER (unknown origin) using Km levels of ATP	24432909
ALK tyrosine kinase receptor	IC50	=	3.5	nM	8.46	Inhibition of human EML4-fused ALK L1152R mutant expressed in mouse NIH-3T3 cell...	24432909
BDNF/NT-3 growth factors receptor	IC50	=	4.0	nM	8.4	Inhibition of NTRK2 (unknown origin) using Km levels of ATP	24432909
ALK tyrosine kinase receptor	IC50	=	4.5	nM	8.35	Inhibition of human EML4-fused ALK S1206Y mutant expressed in mouse NIH-3T3 cell...	24432909
Tyrosine-protein kinase Fes/Fps	IC50	=	5.0	nM	8.3	Inhibition of FES (unknown origin) using Km levels of ATP	24432909
ALK tyrosine kinase receptor	IC50	=	6.6	nM	8.18	Inhibition of human EML4-fused ALK L1196M mutant expressed in mouse NIH-3T3 cell...	24819116

Literature References

PubMed	DOI	Target Context	# Activities
24432909	10.1021/jm401805h	ALK tyrosine kinase receptor	18
24432909	10.1021/jm401805h	Rattus norvegicus	8
24432909	10.1021/jm401805h	Unchecked	5
24819116	10.1021/jm500261q	ALK tyrosine kinase receptor	4
24432909	10.1021/jm401805h	NON-PROTEIN TARGET	3
31419130	10.1021/acs.jmedchem.9b00446	ALK tyrosine kinase receptor	3
24432909	10.1021/jm401805h	NCI-H2228	2
24432909	10.1021/jm401805h	Tyrosine-protein kinase Fes/Fps	1
24432909	10.1021/jm401805h	ADMET	1
24432909	10.1021/jm401805h	KARPAS-299	1
31419130	10.1021/acs.jmedchem.9b00446	No relevant target	1
24432909	10.1021/jm401805h	Tyrosine-protein kinase Fer	1
24432909	10.1021/jm401805h	Leukocyte tyrosine kinase receptor	1
24432909	10.1021/jm401805h	BDNF/NT-3 growth factors receptor	1
24432909	10.1021/jm401805h	Tyrosine-protein kinase JAK2	1
24432909	10.1021/jm401805h	Protein-tyrosine kinase 2-beta	1
24432909	10.1021/jm401805h	Activated CDC42 kinase 1	1
24432909	10.1021/jm401805h	Focal adhesion kinase 1	1
24432909	10.1021/jm401805h	High affinity nerve growth factor receptor	1
24432909	10.1021/jm401805h	NT-3 growth factor receptor	1

Data from ChEMBL 36 via Core Engine