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Compound Detail

CHEMBL4527563

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COc1ncc(-c2cc(OC3CCOCC3)c3ncnc(C)c3c2)cc1NS(=O)(=O)c1ccc(F)cc1F
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4527563
Phase Preclinical
Structure Type MOL
InChI Key HLTLYKPFSSMNIF-UHFFFAOYSA-N
18
Targets
23
Activities
1
Assay Types
11
PK Parameters
20
Publications
0
Known Names

Molecular Properties

542.6
MW (Da)
4.65
ALogP
8
HBA
1
HBD
112.5
PSA (Ų)
0.36
QED
1
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C26H24F2N4O5S
MW 542.56
Aromatic Rings 4
Heavy Atoms 38
NP-Likeness -1.32

Activity Summary

IC50 23 meas. best 9.77

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform
CHEMBL4005
 IC50 9.77 9.495 0.2 2
PI3-kinase p110-delta/p85-alpha
CHEMBL2111432
 IC50 9.28 9.28 0.5 1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform
CHEMBL3130
 IC50 9.28 9.28 0.5 1
PI3K p110 beta/p85 alpha
CHEMBL3038510
 IC50 9.27 9.27 0.5 1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform
CHEMBL3145
 IC50 9.27 9.27 0.5 1
PI3-kinase p110-alpha/p85-alpha
CHEMBL2111367
 IC50 9.22 9.22 0.6 1
Unchecked
CHEMBL612545
 IC50 9.19 8.3167 0.7 3
HGC-27
CHEMBL1075463
 IC50 9.12 8.93 0.8 2
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform
CHEMBL3267
 IC50 8.68 8.68 2.1 2
MG-63
CHEMBL614347
 IC50 8.24 8.24 5.7 1
AGS
CHEMBL613860
 IC50 8.2 8.2 6.3 1
MGC-803
CHEMBL3706566
 IC50 7.83 7.83 14.8 1
BGC-823
CHEMBL614526
 IC50 7.73 7.73 18.6 1
HCT-116
CHEMBL394
 IC50 7.63 7.63 23.4 1
U-87 MG
CHEMBL614247
 IC50 7.3 7.3 50.0 1
SK-MEL-5
CHEMBL614922
 IC50 7.19 7.19 65.0 1
SK-MEL-2
CHEMBL614917
 IC50 6.72 6.72 190.0 1
MCF7
CHEMBL387
 IC50 6.55 6.55 282.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 1819.0 ng.hr.mL-1 Mus musculus
AUC 3238.0 ng.hr.mL-1 Mus musculus
CL 4.583 mL.min-1.kg-1 Mus musculus
Cmax 2224.64 nM Mus musculus
F 15.8 % Mus musculus
T1/2 0.92 hr Mus musculus
T1/2 5.57 hr Mus musculus
T1/2 2.0 hr Rattus norvegicus
T1/2 1.727 hr Rattus norvegicus
T1/2 2.0 hr Canis lupus familiaris
T1/2 2.0 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 alpha isoform IC50 = 0.17 nM 9.77 Inhibition of PI3Kalpha (unknown origin) using PIP2 as substrate in presence of ... 37583818
PI3-kinase p110-delta/p85-alpha IC50 = 0.52 nM 9.28 Inhibition of recombinant human N-terminal GST-tagged full-length p110delta/huma... 31335136
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform IC50 = 0.52 nM 9.28 Inhibition of PI3K delta (unknown origin) using PIP2 as substrate incubated in d... 33876637
PI3K p110 beta/p85 alpha IC50 = 0.54 nM 9.27 Inhibition of recombinant human N-terminal FLAG-tagged full-length p110beta/huma... 31335136
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform IC50 = 0.54 nM 9.27 Inhibition of PI3K beta (unknown origin) using PIP2 as substrate incubated in da... 33876637
PI3-kinase p110-alpha/p85-alpha IC50 = 0.6 nM 9.22 Inhibition of recombinant human N-terminal FLAG-tagged full-length p110alpha/hum... 31335136
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform IC50 = 0.6 nM 9.22 Inhibition of PI3K alpha (unknown origin) using PIP2 as substrate incubated in d... 33876637
Unchecked IC50 = 0.65 nM 9.19 Kinase Assay : The Kinase-Glo™ Kinase Assay Kit was purchased from Promega. All ... -
HGC-27 IC50 = 0.76 nM 9.12 Antiproliferative activity against human HGC-27 cells assessed as reduction in c... 33876637
HGC-27 IC50 = 1.8 nM 8.74 Antiproliferative activity against human HGC-27 cells assessed as inhibition of ... 37583818
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform IC50 = 2.1 nM 8.68 Inhibition of PI3K gamma (unknown origin) using PIP2 as substrate incubated in d... 33876637
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform IC50 = 2.1 nM 8.68 Inhibition of recombinant human N-terminal His-tagged full-length p120gamma expr... 31335136
Unchecked IC50 = 3.0 nM 8.52 Antifibrotic activity against mouse Mlg2908 cells assessed as reduction in cell ... 31335136
MG-63 IC50 = 5.7 nM 8.24 Antiproliferative activity against human MG-63 cells assessed as reduction in ce... 33876637
AGS IC50 = 6.3 nM 8.2 Antiproliferative activity against human AGS cells assessed as reduction in cell... 33876637
MGC-803 IC50 = 14.8 nM 7.83 Antiproliferative activity against human MGC-803 cells assessed as reduction in ... 33876637
BGC-823 IC50 = 18.6 nM 7.73 Antiproliferative activity against human BGC-823 cells assessed as reduction in ... 33876637
HCT-116 IC50 = 23.4 nM 7.63 Antiproliferative activity against human HCT-116 cells assessed as reduction in ... 33876637
U-87 MG IC50 = 50.0 nM 7.3 Antiproliferative activity against human U-87 MG cells assessed as inhibition of... 37583818
Unchecked IC50 = 57.0 nM 7.24 Antiproliferative activity against human U373 cells assessed as inhibition of ce... 37583818

Literature References

PubMed DOI Target Context # Activities
31335136 10.1021/acs.jmedchem.9b00969 ADMET 10
33876637 10.1021/acs.jmedchem.0c02186 ADMET 8
31335136 10.1021/acs.jmedchem.9b00969 Unchecked 5
37583818 10.1021/acsmedchemlett.3c00240 Unchecked 3
31335136 10.1021/acs.jmedchem.9b00969 No relevant target 3
37583818 10.1021/acsmedchemlett.3c00240 HGC-27 2
31335136 10.1021/acs.jmedchem.9b00969 PI3-kinase p110-delta/p85-alpha 1
33876637 10.1021/acs.jmedchem.0c02186 No relevant target 1
33876637 10.1021/acs.jmedchem.0c02186 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform 1
33876637 10.1021/acs.jmedchem.0c02186 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform 1
33876637 10.1021/acs.jmedchem.0c02186 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform 1
33876637 10.1021/acs.jmedchem.0c02186 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform 1
33876637 10.1021/acs.jmedchem.0c02186 BGC-823 1
33876637 10.1021/acs.jmedchem.0c02186 MGC-803 1
33876637 10.1021/acs.jmedchem.0c02186 AGS 1
33876637 10.1021/acs.jmedchem.0c02186 HGC-27 1
33876637 10.1021/acs.jmedchem.0c02186 HCT-116 1
37583818 10.1021/acsmedchemlett.3c00240 SK-MEL-5 1
31335136 10.1021/acs.jmedchem.9b00969 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform 1
31335136 10.1021/acs.jmedchem.9b00969 PI3K p110 beta/p85 alpha 1

Data from ChEMBL 36 via Core Engine