Compound Detail

CHEMBL1765463

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CCOC(=O)c1cnc2ccc(-c3cncc(NS(=O)(=O)c4ccccc4)c3)cn12

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1765463
Phase	Preclinical
Structure Type	MOL
InChI Key	SEKOTFCHZNXZMM-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

422.5

MW (Da)

3.37

ALogP

HBA

HBD

102.7

PSA (Å²)

0.48

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C21H18N4O4S
MW	422.47
Aromatic Rings	4
Heavy Atoms	30
NP-Likeness	-1.72

Activity Summary

IC50 14 meas. best 9.1

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform CHEMBL4005	IC50	9.1	9.1	0.8	1
PI3-kinase p110-alpha/p85-alpha CHEMBL2111367	IC50	8.96	8.96	1.1	1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform CHEMBL3145	IC50	7.23	7.23	59.0	1
PI3-kinase p110-delta/p85-alpha CHEMBL2111432	IC50	7.06	7.06	87.0	1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform CHEMBL3267	IC50	6.98	6.98	104.0	1
HCT-116 CHEMBL394	IC50	6.6	6.435	250.0	2
A549 CHEMBL392	IC50	6.58	6.58	260.0	1
T47D CHEMBL614361	IC50	6.22	6.22	600.0	1
SNU-638 CHEMBL614935	IC50	6.17	6.17	680.0	1
MDA-MB-231 CHEMBL400	IC50	6.12	6.12	760.0	1
SK-HEP1 CHEMBL614912	IC50	5.96	5.96	1090.0	1
SK-BR-3 CHEMBL613834	IC50	5.82	5.82	1500.0	1
MCF7 CHEMBL387	IC50	5.11	5.11	7800.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform	IC50	=	0.8	nM	9.1	Inhibition of PI3Kalpha after 180 mins by luminescent assay	21388141
PI3-kinase p110-alpha/p85-alpha	IC50	=	1.1	nM	8.96	Inhibition of N-terminal His6-tagged recombinant full-length human p110alpha/unt...	28800461
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform	IC50	=	59.0	nM	7.23	Inhibition of PI3Kbeta (unknown origin) using PIP2 as substrate by HTRF colorime...	28800461
PI3-kinase p110-delta/p85-alpha	IC50	=	87.0	nM	7.06	Inhibition of p110delta/p85alpha (unknown origin) using PIP2 as substrate by HTR...	28800461
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	IC50	=	104.0	nM	6.98	Inhibition of N-terminal His6-tagged recombinant full-length human PI3Kgamma exp...	28800461
HCT-116	IC50	=	250.0	nM	6.6	Cytotoxicity against human HCT116 cells harboring PIK3CA mutant assessed as redu...	32069401
A549	IC50	=	260.0	nM	6.58	Antiproliferative activity against human A549 cells after 72 hrs by SRB assay	28800461
HCT-116	IC50	=	540.0	nM	6.27	Antiproliferative activity against human HCT116 cells after 72 hrs by SRB assay	28800461
T47D	IC50	=	600.0	nM	6.22	Cytotoxicity against human T47D cells after 48 hrs by MTT assay	21388141
SNU-638	IC50	=	680.0	nM	6.17	Antiproliferative activity against human SNU638 cells after 72 hrs by SRB assay	28800461
MDA-MB-231	IC50	=	760.0	nM	6.12	Antiproliferative activity against human MDA-MB-231 cells after 72 hrs by SRB as...	28800461
SK-HEP1	IC50	=	1090.0	nM	5.96	Antiproliferative activity against human SKHEP1 cells after 72 hrs by SRB assay	28800461
SK-BR-3	IC50	=	1500.0	nM	5.82	Cytotoxicity against human SK-BR-3 cells after 48 hrs by MTT assay	21388141
MCF7	IC50	=	7800.0	nM	5.11	Cytotoxicity against human MCF7 cells after 48 hrs by MTT assay	21388141

Literature References

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL4495565	SARS-CoV-2	2
32069401	10.1021/acs.jmedchem.9b01736	PI3-kinase p110-alpha/p85-alpha	2
28800461	10.1016/j.ejmech.2017.07.074	Unchecked	1
38157838	10.1016/j.bmc.2023.117561	Unchecked	1
-	10.6019/EOS300108	HepG2	1
-	10.6019/CHEMBL4495564	Replicase polyprotein 1ab	1
32069401	10.1021/acs.jmedchem.9b01736	HCT-116	1
28800461	10.1016/j.ejmech.2017.07.074	PI3-kinase p110-delta/p85-alpha	1
28800461	10.1016/j.ejmech.2017.07.074	Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	1
28800461	10.1016/j.ejmech.2017.07.074	Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform	1
28800461	10.1016/j.ejmech.2017.07.074	PI3-kinase p110-alpha/p85-alpha	1
21388141	10.1021/jm101582z	Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform	1
28800461	10.1016/j.ejmech.2017.07.074	A549	1
28800461	10.1016/j.ejmech.2017.07.074	SNU-638	1
28800461	10.1016/j.ejmech.2017.07.074	MDA-MB-231	1
28800461	10.1016/j.ejmech.2017.07.074	SK-HEP1	1
28800461	10.1016/j.ejmech.2017.07.074	HCT-116	1
21388141	10.1021/jm101582z	No relevant target	1
21388141	10.1021/jm101582z	MCF7	1
21388141	10.1021/jm101582z	SK-BR-3	1

Data from ChEMBL 36 via Core Engine