Compound Detail

CHEMBL4204119

Enter ChEMBL ID:

Free Research Context This compound will appear in recent viewed items on the research home for this browser.

O=S(=O)(Nc1cc(-c2cnc3[nH]ncc3c2)cnc1Cl)c1ccccc1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL4204119
Phase	Preclinical
Structure Type	MOL
InChI Key	VFNUYVJFDQOTNJ-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

385.8

MW (Da)

3.47

ALogP

HBA

HBD

100.6

PSA (Å²)

0.52

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C17H12ClN5O2S
MW	385.84
Aromatic Rings	4
Heavy Atoms	26
NP-Likeness	-1.72

Activity Summary

IC50 23 meas. best 9.0

EC50 1 meas. best 5.33

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
PI3-kinase p110-delta/p85-alpha CHEMBL2111432	IC50	9.0	9.0	1.0	1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform CHEMBL3130	IC50	9.0	9.0	1.0	3
Unchecked CHEMBL612545	IC50	8.25	6.3167	5.6	3
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform CHEMBL3145	IC50	7.54	7.54	29.0	4
Serine/threonine-protein kinase mTOR CHEMBL2842	IC50	7.49	7.49	32.2	1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform CHEMBL3267	IC50	7.43	7.43	37.0	4
PI3-kinase p110-alpha/p85-alpha CHEMBL2111367	IC50	7.29	7.29	51.0	1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform CHEMBL4005	IC50	7.29	7.29	51.0	3
HL-60 CHEMBL383	IC50	5.65	5.65	2250.0	1
EOL1 CHEMBL614489	IC50	5.55	5.55	2820.0	1
Plasmodium falciparum CHEMBL364	EC50	5.33	5.33	4670.0	1
KG-1 CHEMBL612264	IC50	5.24	5.24	5820.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	10180.0	ng.hr.mL-1	Rattus norvegicus
AUC	10470.0	ng.hr.mL-1	Rattus norvegicus
AUC	9043.0	ng.hr.mL-1	Rattus norvegicus
AUC	9217.0	ng.hr.mL-1	Rattus norvegicus
CL	0.191	L/Kg.hr	Rattus norvegicus
Cmax	2861.29	nM	Rattus norvegicus
F	17.6	%	Rattus norvegicus
MRT	3.12	hr	Rattus norvegicus
T1/2	7.68	hr	Rattus norvegicus
T1/2	3.74	hr	Rattus norvegicus
Tmax	4.0	hr	Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
PI3-kinase p110-delta/p85-alpha	IC50	=	1.0	nM	9.0	Inhibition of recombinant human full length His-tagged PI3K p110delta/p85alpha e...	28835805
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform	IC50	=	1.0	nM	9.0	Inhibition of PI3Kdelta (unknown origin) using PIP2 as substrate in presence of ...	34237636
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform	IC50	=	1.0	nM	9.0	Inhibition of PI3Kdelta (unknown origin)	37634762
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform	IC50	=	1.0	nM	9.0	Inhibition of PI3Kdelta (unknown origin) using PIP2 as substrate incubated for 6...	37329712
Unchecked	IC50	=	5.6	nM	8.25	Inhibition of recombinant His-tagged Plasmodium falciparum 3D7 PI4K expressed in...	31911293
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform	IC50	=	29.0	nM	7.54	Inhibition of recombinant human PI3K p110beta using PIP2/PS as substrate after 1...	28835805
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform	IC50	=	29.0	nM	7.54	Inhibition of PI3Kbeta (unknown origin) using PIP2 as substrate in presence of A...	34237636
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform	IC50	=	29.0	nM	7.54	Inhibition of PI3Kbeta (unknown origin)	37634762
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform	IC50	=	29.0	nM	7.54	Inhibition of PI3Kbeta (unknown origin) using PIP2 as substrate incubated for 60...	37329712
Serine/threonine-protein kinase mTOR	IC50	=	32.16	nM	7.49	Inhibition of N-terminal FLAG-tagged recombinant human mTOR (1362 to end residue...	37329712
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	IC50	=	37.0	nM	7.43	Inhibition of PI3Kgamma (unknown origin) using PIP2 as substrate in presence of ...	34237636
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	IC50	=	37.0	nM	7.43	Inhibition of PI3Kgamma (unknown origin) using PIP2 as substrate incubated for 6...	37329712
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	IC50	=	37.0	nM	7.43	Inhibition of PI3Kgamma (unknown origin)	37634762
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	IC50	=	37.0	nM	7.43	Inhibition of recombinant full length His-tagged human PI3K p110gamma expressed ...	28835805
PI3-kinase p110-alpha/p85-alpha	IC50	=	51.0	nM	7.29	Inhibition of recombinant full length N-terminal His-tagged human PI3K p110alpha...	28835805
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform	IC50	=	51.0	nM	7.29	Inhibition of PI3Kalpha (unknown origin) using PIP2 as substrate in presence of ...	34237636
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform	IC50	=	51.0	nM	7.29	Inhibition of PI3Kalpha (unknown origin)	37634762
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform	IC50	=	51.0	nM	7.29	Inhibition of PI3Kalpha (unknown origin) using PIP2 as substrate incubated for 6...	37329712
Unchecked	IC50	=	870.0	nM	6.06	Antiproliferative activity against human MOLM16 cells assessed as reduction in c...	34237636
HL-60	IC50	=	2250.0	nM	5.65	Antiproliferative activity against human HL-60 cells assessed as reduction in ce...	34237636

Literature References

PubMed	DOI	Target Context	# Activities
34237636	10.1016/j.ejmech.2021.113661	Unchecked	30
34237636	10.1016/j.ejmech.2021.113661	ADMET	20
37634762	10.1016/j.bmcl.2023.129459	Phosphatidylinositol 3-kinase	3
34237636	10.1016/j.ejmech.2021.113661	Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform	3
31911293	10.1016/j.ejmech.2019.112012	Plasmodium falciparum	1
37329712	10.1016/j.ejmech.2023.115543	Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	1
34237636	10.1016/j.ejmech.2021.113661	HL-60	1
34237636	10.1016/j.ejmech.2021.113661	Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	1
34237636	10.1016/j.ejmech.2021.113661	Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform	1
34237636	10.1016/j.ejmech.2021.113661	Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform	1
31911293	10.1016/j.ejmech.2019.112012	Unchecked	1
28835805	10.1021/acsmedchemlett.7b00222	Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	1
28835805	10.1021/acsmedchemlett.7b00222	Pfeiffer	1
28835805	10.1021/acsmedchemlett.7b00222	KARPAS-422	1
28835805	10.1021/acsmedchemlett.7b00222	U-87 MG	1
28835805	10.1021/acsmedchemlett.7b00222	T47D	1
28835805	10.1021/acsmedchemlett.7b00222	MCF7	1
28835805	10.1021/acsmedchemlett.7b00222	NCI-H460	1
28835805	10.1021/acsmedchemlett.7b00222	PI3-kinase p110-delta/p85-alpha	1
28835805	10.1021/acsmedchemlett.7b00222	Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform	1

Data from ChEMBL 36 via Core Engine