Compound Detail

CHEMBL1229535

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CC(=O)/N=c1/[nH]c(C)c(-c2ccc(Cl)c(S(=O)(=O)NCCO)c2)s1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1229535
Phase	Preclinical
Structure Type	MOL
InChI Key	JFVNFXCESCXMBC-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

389.9

MW (Da)

1.42

ALogP

HBA

HBD

111.6

PSA (Å²)

0.72

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula	C14H16ClN3O4S2
MW	389.89
Aromatic Rings	2
Heavy Atoms	24
NP-Likeness	-1.75

Activity Summary

IC50 24 meas. best 7.8

EC50 17 meas. best 8.4

Ki 2 meas. best 8.15

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform CHEMBL3267	EC50	8.4	8.4	4.0	1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform CHEMBL3267	Ki	8.15	8.15	7.0	2
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform CHEMBL3267	IC50	7.8	7.7925	16.0	4
Unchecked CHEMBL612545	IC50	7.77	7.135	17.0	2
Phosphatidylinositol 4-kinase beta CHEMBL3268	EC50	7.77	7.77	17.0	1
Phosphatidylinositol 4-kinase beta CHEMBL3268	IC50	7.72	7.6633	19.0	3
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform CHEMBL4005	IC50	7.41	7.41	39.0	2
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform CHEMBL4005	EC50	7.41	7.41	39.0	1
DNA-dependent protein kinase catalytic subunit CHEMBL3142	IC50	7.19	7.19	64.0	2
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform CHEMBL3130	IC50	7.11	7.015	77.0	2
Hepatitis C virus CHEMBL379	EC50	7.0	6.885	100.0	2
Phosphatidylinositol 4-phosphate 3-kinase C2 domain-containing subunit beta CHEMBL5554	IC50	6.85	5.85	140.0	2
Phosphatidylinositol 4-phosphate 3-kinase C2 domain-containing subunit beta CHEMBL5554	EC50	6.85	6.85	140.0	1
Phosphatidylinositol 3-kinase catalytic subunit type 3 CHEMBL1075165	EC50	6.66	6.585	220.0	2
Unchecked CHEMBL612545	EC50	6.51	6.51	307.0	1
Phosphatidylinositol 3-kinase catalytic subunit type 3 CHEMBL1075165	IC50	6.51	6.505	307.0	2
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform CHEMBL3145	EC50	6.27	6.2433	539.0	3
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform CHEMBL3145	IC50	6.23	6.23	590.0	1
rhinovirus B14 CHEMBL613759	EC50	6.11	6.11	770.0	1
rhinovirus A16 CHEMBL613769	EC50	6.08	6.08	840.0	1
Phosphatidylinositol 4-kinase alpha CHEMBL3667	EC50	5.96	5.96	1100.0	1
Phosphatidylinositol 4-kinase alpha CHEMBL3667	IC50	5.96	5.96	1100.0	1
rhinovirus A21 CHEMBL612371	EC50	5.8	5.8	1600.0	1
Hepatitis C virus CHEMBL379	IC50	5.32	5.32	4800.0	1
Phosphatidylinositol 4-phosphate 3-kinase C2 domain-containing subunit alpha CHEMBL1075102	EC50	4.8	4.8	16000.0	1
Phosphatidylinositol 4-phosphate 3-kinase C2 domain-containing subunit alpha CHEMBL1075102	IC50	4.8	4.8	16000.0	2

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	EC50	=	4.0	nM	8.4	Inhibition of PI3K gamma (unknown origin) by membrane capture assay	28719179
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	Ki	=	7.0	nM	8.15	Binding affinity to PI3Kgamma (unknown origin) assessed as inhibition constant	38988222
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	Ki	=	7.0	nM	8.15	Inhibition of PI3K-gamma (unknown origin)	24754609
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	IC50	=	16.0	nM	7.8	Inhibition of PI3Kgamma (unknown origin) using phosphatidylinositol and gamma-32...	27644332
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	IC50	=	16.0	nM	7.8	Inhibition of human PI3KCgamma by non-radiometric ADP-Glo assay	25589915
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	IC50	=	16.0	nM	7.8	Inhibition of PI3Kgamma (unknown origin)	-
Unchecked	IC50	=	17.0	nM	7.77	Inhibition of GST-tagged recombinant human full length PI4K3beta expressed in in...	26885694
Phosphatidylinositol 4-kinase beta	EC50	=	17.0	nM	7.77	Inhibition of PI4KB (unknown origin) by membrane capture assay	28719179
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	IC50	=	17.0	nM	7.77	Inhibition of histidine-tagged recombinant human full length PI3Kgamma expressed...	26885694
Phosphatidylinositol 4-kinase beta	IC50	=	19.0	nM	7.72	Inhibition of PI4K3beta (unknown origin)	29952567
Phosphatidylinositol 4-kinase beta	IC50	=	19.0	nM	7.72	Inhibition of PI4KIIIbeta (unknown origin)	33539089
Phosphatidylinositol 4-kinase beta	IC50	=	28.0	nM	7.55	Inhibition of PI4K3beta in human PBMC assessed as reduction in mitomycin-C treat...	29952567
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform	EC50	=	39.0	nM	7.41	Inhibition of PI3K alpha (unknown origin) by membrane capture assay	28719179
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform	IC50	=	39.0	nM	7.41	Inhibition of PI3K alpha (unknown origin)	33539089
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform	IC50	=	39.0	nM	7.41	Inhibition of PI3Kalpha (unknown origin)	-
DNA-dependent protein kinase catalytic subunit	IC50	=	64.0	nM	7.19	Inhibition of human DNA-PK by non-radiometric ADP-Glo assay	25589915
DNA-dependent protein kinase catalytic subunit	IC50	=	64.0	nM	7.19	Inhibition of DNA-PK (unknown origin)	27644332
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform	IC50	=	77.0	nM	7.11	Inhibition of histidine-tagged recombinant human full length PI3Kdelta expressed...	26885694
Hepatitis C virus	EC50	=	100.0	nM	7.0	Antiviral activity against HCV GT4a-genotype assessed as inhibition of viral rep...	33539089
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform	IC50	=	120.0	nM	6.92	Inhibition of PI3Kdelta (unknown origin)	-

Literature References

PubMed	DOI	Target Context	# Activities
28719179	10.1021/acs.biochem.7b00413	Unchecked	4
-	10.6019/CHEMBL4495565	SARS-CoV-2	4
38389877	10.1039/d3md00630a	ADMET	3
28719179	10.1021/acs.biochem.7b00413	Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform	3
29952567	10.1021/acs.jmedchem.8b00521	Phosphatidylinositol 4-kinase beta	2
-	10.6019/CHEMBL4495564	Replicase polyprotein 1ab	2
-	10.6019/CHEMBL4808148	Histone deacetylase 6	2
33539089	10.1021/acs.jmedchem.0c01467	Hepatitis C virus	2
28719179	10.1021/acs.biochem.7b00413	Phosphatidylinositol 3-kinase catalytic subunit type 3	2
24754609	10.1021/jm500362j	Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	1
27644332	10.1021/acs.jmedchem.6b00963	Phosphatidylinositol 4-phosphate 3-kinase C2 domain-containing subunit beta	1
27644332	10.1021/acs.jmedchem.6b00963	Phosphatidylinositol 4-phosphate 3-kinase C2 domain-containing subunit alpha	1
26885694	10.1021/acs.jmedchem.5b01311	Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform	1
26885694	10.1021/acs.jmedchem.5b01311	Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	1
26885694	10.1021/acs.jmedchem.5b01311	Unchecked	1
25589915	10.1021/ml500354e	Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	1
25589915	10.1021/ml500354e	Unchecked	1
25589915	10.1021/ml500354e	Phosphatidylinositol 4-phosphate 3-kinase C2 domain-containing subunit alpha	1
25589915	10.1021/ml500354e	Phosphatidylinositol 4-phosphate 3-kinase C2 domain-containing subunit beta	1
-	10.1039/C2MD20044A	Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform	1

Data from ChEMBL 36 via Core Engine