Compound Detail

CHEMBL4579923

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COCCS(=O)(=O)Nc1cc(-c2cc3c(c(OC[C@H]4CN(C5COC5)CCO4)c2)COC3)cnc1OC

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL4579923
Phase	Preclinical
Structure Type	MOL
InChI Key	ZWPJBXLFZFLGMV-OAQYLSRUSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

535.6

MW (Da)

1.65

ALogP

HBA

HBD

117.7

PSA (Å²)

0.46

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Unknown
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C25H33N3O8S
MW	535.62
Aromatic Rings	2
Heavy Atoms	37
NP-Likeness	-0.84

Activity Summary

IC50 7 meas. best 8.3

Kd 5 meas. best 9.7

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform CHEMBL3130	Kd	9.7	9.7	0.2	1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform CHEMBL3130	IC50	8.3	7.75	5.0	2
PI3-kinase p110-delta/p85-alpha CHEMBL2111432	IC50	8.2	8.2	6.3	1
Phosphatidylinositol 3-kinase catalytic subunit type 3 CHEMBL1075165	IC50	7.2	7.2	63.1	1
Phosphatidylinositol 3-kinase catalytic subunit type 3 CHEMBL1075165	Kd	7.2	7.2	63.1	1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform CHEMBL3145	Kd	6.8	6.8	158.5	1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform CHEMBL4005	Kd	6.8	6.8	158.5	1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform CHEMBL3267	IC50	6.5	6.5	316.2	1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform CHEMBL3267	Kd	6.3	6.3	501.2	1
PI3-kinase p110-alpha/p85-alpha CHEMBL2111367	IC50	5.8	5.8	1584.9	1
PI3K p110 beta/p85 alpha CHEMBL3038510	IC50	5.7	5.7	1995.3	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	12600.0	ng.hr.mL-1	Rattus norvegicus
AUC	37400.0	ng.hr.mL-1	Rattus norvegicus
AUC	114000.0	ng.hr.mL-1	Rattus norvegicus
AUC	829.0	ng.hr.mL-1	Rattus norvegicus
CL	1.2	mL.min-1.g-1	Rattus norvegicus
CL	28.0	%	Rattus norvegicus
CL	22.0	mL.min-1.kg-1	Rattus norvegicus
CL	0.3	mL.min-1.g-1	Homo sapiens
CL	0.9	mL.min-1.g-1	Sus scrofa domesticus
F	84.0	%	Rattus norvegicus
Fu	0.096	-	Homo sapiens
Fu	0.183	-	Rattus norvegicus
T1/2	3.2	hr	Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform	Kd	=	0.1995	nM	9.7	Binding affinity to PI3Kdelta in human HL60 cell extract measured after 2 hrs by...	31855425
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform	IC50	=	5.012	nM	8.3	Inhibition of PI3Kdelta in human HL60 cell extract measured after 2 hrs by kinob...	31855425
PI3-kinase p110-delta/p85-alpha	IC50	=	6.31	nM	8.2	Inhibition of recombinant human full-length N-terminal His6-tagged p110delta/hum...	31855425
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform	IC50	=	63.1	nM	7.2	Inhibition of PI3Kdelta in human whole blood assessed as reduction in cytostim-s...	31855425
Phosphatidylinositol 3-kinase catalytic subunit type 3	IC50	=	63.1	nM	7.2	Inhibition of VPS34 in human HL60 cell extract measured after 2 hrs by kinobeads...	31855425
Phosphatidylinositol 3-kinase catalytic subunit type 3	Kd	=	63.1	nM	7.2	Binding affinity to VPS34 in human HL60 cell extract measured after 2 hrs by kin...	31855425
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform	Kd	=	158.49	nM	6.8	Binding affinity to PI3Kalpha in human HL60 cell extract measured after 2 hrs by...	31855425
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform	Kd	=	158.49	nM	6.8	Binding affinity to PI3Kbeta in human HL60 cell extract measured after 2 hrs by ...	31855425
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	IC50	=	316.23	nM	6.5	Inhibition of recombinant human full-length N-terminal His6-tagged p120gamma exp...	31855425
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	Kd	=	501.19	nM	6.3	Binding affinity to PI3Kgamma in human HL60 cell extract measured after 2 hrs by...	31855425
PI3-kinase p110-alpha/p85-alpha	IC50	=	1584.89	nM	5.8	Inhibition of recombinant human full-length N-terminal His6-tagged p110alpha/hum...	31855425
PI3K p110 beta/p85 alpha	IC50	=	1995.26	nM	5.7	Inhibition of recombinant human full-length N-terminal His6-tagged p110beta/huma...	31855425

Literature References

PubMed	DOI	Target Context	# Activities
31855425	10.1021/acs.jmedchem.9b01585	ADMET	25
31855425	10.1021/acs.jmedchem.9b01585	Unchecked	10
31855425	10.1021/acs.jmedchem.9b01585	Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform	3
31855425	10.1021/acs.jmedchem.9b01585	Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	2
31855425	10.1021/acs.jmedchem.9b01585	Phosphatidylinositol 3-kinase catalytic subunit type 3	2
31855425	10.1021/acs.jmedchem.9b01585	PI3-kinase p110-delta/p85-alpha	1
31855425	10.1021/acs.jmedchem.9b01585	PI3-kinase p110-alpha/p85-alpha	1
31855425	10.1021/acs.jmedchem.9b01585	PI3K p110 beta/p85 alpha	1
31855425	10.1021/acs.jmedchem.9b01585	Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform	1
31855425	10.1021/acs.jmedchem.9b01585	Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform	1
31855425	10.1021/acs.jmedchem.9b01585	No relevant target	1

Data from ChEMBL 36 via Core Engine