Compound Detail

CHEMBL4126156

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CC(=O)Nc1nc(C)c(-c2cc3c(c(S(C)(=O)=O)c2)C(=O)N([C@@H](C)C2CC2)C3)s1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL4126156
Phase	Preclinical
Structure Type	MOL
InChI Key	PAQUFWFUOVDUIO-NSHDSACASA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

433.6

MW (Da)

3.23

ALogP

HBA

HBD

96.4

PSA (Å²)

0.78

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C20H23N3O4S2
MW	433.56
Aromatic Rings	2
Heavy Atoms	29
NP-Likeness	-1.25

Activity Summary

IC50 15 meas. best 9.2

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform CHEMBL3267	IC50	9.2	8.875	0.6	4
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform CHEMBL2189158	IC50	8.1	8.1	7.9	2
Phosphatidylinositol 4-phosphate 3-kinase C2 domain-containing subunit beta CHEMBL5554	IC50	7.5	7.5	31.6	1
PI3-kinase p110-delta/p85-alpha CHEMBL2111432	IC50	6.5	6.5	316.2	1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform CHEMBL3130	IC50	6.5	6.25	316.2	2
Phosphatidylinositol 3-kinase C2 domain-containing subunit gamma CHEMBL1163120	IC50	5.5	5.5	3162.3	1
Phosphatidylinositol 3-kinase catalytic subunit type 3 CHEMBL1075165	IC50	5.1	5.1	7943.3	1
PI3-kinase p110-alpha/p85-alpha CHEMBL2111367	IC50	5.1	5.1	7943.3	1
Voltage-gated inwardly rectifying potassium channel KCNH2 CHEMBL240	IC50	4.5	4.5	31622.8	1
THP-1 CHEMBL614245	IC50	4.1	4.1	79432.8	1

Pharmacokinetic Data

Parameter	Value	Units	Species
CL	6.3	mL.min-1.kg-1	Rattus norvegicus
CL	3.3	mL.min-1.kg-1	Canis lupus familiaris
CL	6.3	mL.min-1.kg-1	Rattus norvegicus
CL	3.3	mL.min-1.kg-1	Canis lupus familiaris
F	51.0	%	Rattus norvegicus
F	82.0	%	Canis lupus familiaris
F	51.0	%	Rattus norvegicus
F	82.0	%	Canis lupus familiaris
Fu	0.12	-	Homo sapiens
Fu	0.12	-	Rattus norvegicus
Fu	0.22	-	Canis lupus familiaris
T1/2	2.3	hr	Rattus norvegicus
T1/2	3.9	hr	Canis lupus familiaris

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	IC50	=	0.631	nM	9.2	Enzymatic Activity Assay for Rec Human PI3Kgamma: The activity of recombinant hu...	-
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	IC50	=	0.7943	nM	9.1	Inhibition of recombinant human PI3Kgamma assessed as reduction in ADP productio...	34080862
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	IC50	=	0.794	nM	9.1	Enzymatic Activity Assay for Rec Human PI3Kgamma: The activity of recombinant hu...	-
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	IC50	=	7.943	nM	8.1	Inhibition of PI3Kgamma in mouse RAW264 cells assessed as reduction in Akt phosp...	29852070
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	IC50	=	7.943	nM	8.1	Inhibition of PI3Kgamma in C5a-stimulated mouse RAW 264 cells assessed as inhibi...	34080862
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	IC50	=	7.9	nM	8.1	Inhibition of P13Kgamma (unknown origin)	36462440
Phosphatidylinositol 4-phosphate 3-kinase C2 domain-containing subunit beta	IC50	=	31.62	nM	7.5	Inhibition of PI3KC2beta (unknown origin)	29852070
PI3-kinase p110-delta/p85-alpha	IC50	=	316.23	nM	6.5	Inhibition of recombinant human 6His-tagged PI3K p110delta/p85alpha using DiC8-P...	29852070
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform	IC50	=	316.23	nM	6.5	Inhibition of recombinant human PI3Kdelta assessed as reduction in ADP productio...	34080862
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform	IC50	=	1000.0	nM	6.0	Inhibition of PI3Kdelta in human JeKo1B cells assessed as reduction in AKT phosp...	29852070
Phosphatidylinositol 3-kinase C2 domain-containing subunit gamma	IC50	=	3162.28	nM	5.5	Inhibition of PI3KC2gamma (unknown origin)	29852070
PI3-kinase p110-alpha/p85-alpha	IC50	=	7943.28	nM	5.1	Inhibition of recombinant human 6His-tagged PI3K p110alpha/p85alpha using DiC8-P...	29852070
Phosphatidylinositol 3-kinase catalytic subunit type 3	IC50	=	7943.28	nM	5.1	Inhibition of PI3KC3 (unknown origin)	29852070
Voltage-gated inwardly rectifying potassium channel KCNH2	IC50	=	31622.78	nM	4.5	Inhibition of human ERG	29852070
THP-1	IC50	=	79432.82	nM	4.1	Cytotoxicity against human THP1 cells	29852070

Literature References

PubMed	DOI	Target Context	# Activities
29852070	10.1021/acs.jmedchem.8b00447	Rattus norvegicus	5
38988222	10.1021/acs.jmedchem.4c00347	ADMET	4
29852070	10.1021/acs.jmedchem.8b00447	Canis familiaris	4
29852070	10.1021/acs.jmedchem.8b00447	ADMET	4
29852070	10.1021/acs.jmedchem.8b00447	P2Y purinoceptor 1	3
29852070	10.1021/acs.jmedchem.8b00447	No relevant target	3
29852070	10.1021/acs.jmedchem.8b00447	Hepatocyte	3
29852070	10.1021/acs.jmedchem.8b00447	Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	3
34080862	10.1021/acs.jmedchem.1c00434	Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	2
29852070	10.1021/acs.jmedchem.8b00447	PI3-kinase p110-delta/p85-alpha	2
34080862	10.1021/acs.jmedchem.1c00434	Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform	2
29852070	10.1021/acs.jmedchem.8b00447	Phosphatidylinositol 3-kinase C2 domain-containing subunit gamma	2
29852070	10.1021/acs.jmedchem.8b00447	Phosphatidylinositol 4-phosphate 3-kinase C2 domain-containing subunit beta	2
29852070	10.1021/acs.jmedchem.8b00447	Voltage-gated inwardly rectifying potassium channel KCNH2	1
29852070	10.1021/acs.jmedchem.8b00447	THP-1	1
29852070	10.1021/acs.jmedchem.8b00447	Unchecked	1
29852070	10.1021/acs.jmedchem.8b00447	Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform	1
29852070	10.1021/acs.jmedchem.8b00447	Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform	1
29852070	10.1021/acs.jmedchem.8b00447	Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform	1
29852070	10.1021/acs.jmedchem.8b00447	PI3K p110 beta/p85 alpha	1

Data from ChEMBL 36 via Core Engine