Compound Detail

CHEMBL4071083

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C[C@@H]1CN(c2nc(N3CCOCC3)c3sc(-c4ccn[nH]4)cc3n2)C[C@H](C)O1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL4071083
Phase	Preclinical
Structure Type	MOL
InChI Key	CCDCSUFMDNCKDI-BETUJISGSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

400.5

MW (Da)

2.53

ALogP

HBA

HBD

79.4

PSA (Å²)

0.72

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C19H24N6O2S
MW	400.51
Aromatic Rings	3
Heavy Atoms	28
NP-Likeness	-1.87

Activity Summary

IC50 12 meas. best 8.0

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
PI3-kinase p110-delta/p85-alpha CHEMBL2111432	IC50	8.0	8.0	10.0	1
PI3-kinase p110-alpha/p85-alpha CHEMBL2111367	IC50	7.82	7.82	15.0	1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform CHEMBL4005	IC50	7.82	7.82	15.0	2
Serine/threonine-protein kinase mTOR CHEMBL2842	IC50	7.8	7.8	16.0	2
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform CHEMBL3267	IC50	7.12	7.12	75.0	1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform CHEMBL3145	IC50	6.76	6.76	175.0	1
LNCaP CHEMBL612518	IC50	6.68	6.68	210.0	1
U-87 MG CHEMBL614247	IC50	6.37	6.37	430.0	1
PC-3 CHEMBL390	IC50	6.35	6.35	446.0	1
SK-OV-3 CHEMBL614925	IC50	6.3	6.3	504.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	2082.65	ng.hr.mL-1	Rattus norvegicus
CL	29.0	mL.min-1.kg-1	Rattus norvegicus
Cmax	1400.0	nM	Rattus norvegicus
F	41.0	%	Rattus norvegicus
T1/2	1.5	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	=	10.0	nM	8.0	Inhibition of recombinant full length human N-terminal His6-tagged PI3K p110delt...	28409639
PI3-kinase p110-alpha/p85-alpha	IC50	=	15.0	nM	7.82	Inhibition of full length recombinant human N-terminal His-tagged PI3K p110alpha...	28409639
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform	IC50	=	15.0	nM	7.82	Inhibition of P13Kalpha (unknown origin)	36462440
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform	IC50	=	15.0	nM	7.82	Inhibition of PI3Kalpha (unknown origin) using PIP2 as substrate measured after ...	38183777
Serine/threonine-protein kinase mTOR	IC50	=	16.0	nM	7.8	Inhibition of recombinant human N-terminal FLAG-tagged mTOR (1362 to end residue...	28409639
Serine/threonine-protein kinase mTOR	IC50	=	16.0	nM	7.8	Inhibition of mTOR (unknown origin)	36462440
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	IC50	=	75.0	nM	7.12	Inhibition of recombinant human His-tagged PI3K p110gamma expressed in baculovir...	28409639
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform	IC50	=	175.0	nM	6.76	Inhibition of PI3Kbeta (unknown origin) using PIP2 as substrate after 1 hr by ki...	28409639
LNCaP	IC50	=	210.0	nM	6.68	Antiproliferative activity against PTEN deficient human LNCAP cells after 72 hrs...	28409639
U-87 MG	IC50	=	430.0	nM	6.37	Antiproliferative activity against PTEN deficient human U87MG cells after 72 hrs...	28409639
PC-3	IC50	=	446.0	nM	6.35	Antiproliferative activity against PTEN deficient human PC3 cells after 72 hrs b...	28409639
SK-OV-3	IC50	=	504.0	nM	6.3	Antiproliferative activity against human SKOV3 cells harboring PIK3CA mutant aft...	28409639

Literature References

PubMed	DOI	Target Context	# Activities
28409639	10.1021/acs.jmedchem.7b00357	SK-OV-3	7
28409639	10.1021/acs.jmedchem.7b00357	Unchecked	6
28409639	10.1021/acs.jmedchem.7b00357	Rattus norvegicus	6
28409639	10.1021/acs.jmedchem.7b00357	U-87 MG	4
28409639	10.1021/acs.jmedchem.7b00357	Mus musculus	4
28409639	10.1021/acs.jmedchem.7b00357	PI3-kinase p110-alpha/p85-alpha	1
28409639	10.1021/acs.jmedchem.7b00357	Serine/threonine-protein kinase mTOR	1
28409639	10.1021/acs.jmedchem.7b00357	Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform	1
28409639	10.1021/acs.jmedchem.7b00357	Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	1
28409639	10.1021/acs.jmedchem.7b00357	PI3-kinase p110-delta/p85-alpha	1
28409639	10.1021/acs.jmedchem.7b00357	PC-3	1
28409639	10.1021/acs.jmedchem.7b00357	LNCaP	1
36462440	10.1016/j.ejmech.2022.114971	Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform	1
36462440	10.1016/j.ejmech.2022.114971	Serine/threonine-protein kinase mTOR	1
38183777	10.1016/j.ejmech.2023.116109	Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform	1

Data from ChEMBL 36 via Core Engine