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Compound Detail

CHEMBL5569425

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COc1ncc(-c2cc(OCCCCCCC(=O)Nc3ccccc3N)c3ncnc(C)c3c2)cc1NS(=O)(=O)c1ccc(F)cc1F
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5569425
Phase Preclinical
Structure Type MOL
InChI Key KSQGUTYIJILXDH-UHFFFAOYSA-N
19
Targets
19
Activities
1
Assay Types
12
PK Parameters
20
Publications
0
Known Names

Molecular Properties

676.8
MW (Da)
6.64
ALogP
9
HBA
3
HBD
158.4
PSA (Ų)
0.09
QED
2
Ro5 Violations
14
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C34H34F2N6O5S
MW 676.75
Aromatic Rings 5
Heavy Atoms 48
NP-Likeness -1.36

Activity Summary

IC50 19 meas. best 9.64

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform
CHEMBL4005
 IC50 9.64 9.64 0.2 1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform
CHEMBL3145
 IC50 9.18 9.18 0.7 1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform
CHEMBL3267
 IC50 8.74 8.74 1.8 1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform
CHEMBL3130
 IC50 8.72 8.72 1.9 1
Serine/threonine-protein kinase mTOR
CHEMBL2842
 IC50 8.47 8.47 3.4 1
MV4-11
CHEMBL613835
 IC50 8.4 8.4 4.0 1
NB-4
CHEMBL614188
 IC50 7.4 7.4 40.0 1
BaF3
CHEMBL614524
 IC50 6.89 6.89 130.0 1
L1210
CHEMBL386
 IC50 6.85 6.85 140.0 1
Histone deacetylase 1
CHEMBL325
 IC50 6.76 6.76 172.0 1
Histone deacetylase 2
CHEMBL1937
 IC50 6.74 6.74 181.0 1
HL-60
CHEMBL383
 IC50 6.68 6.68 210.0 1
Friend leukemia cell line
CHEMBL614499
 IC50 6.46 6.46 350.0 1
EL4
CHEMBL614293
 IC50 6.25 6.25 560.0 1
Histone deacetylase 3
CHEMBL1829
 IC50 6.05 6.05 899.0 1
Ramos
CHEMBL614629
 IC50 5.36 5.36 4400.0 1
Unchecked
CHEMBL612545
 IC50 5.27 5.27 5400.0 1
DOHH-2
CHEMBL2366181
 IC50 5.27 5.27 5400.0 1
Raji
CHEMBL614628
 IC50 5.2 5.2 6300.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 1582.0 ng.hr.mL-1 Mus musculus
AUC 5021.0 ng.hr.mL-1 Mus musculus
AUC 1605.0 ng.hr.mL-1 Mus musculus
AUC 5042.0 ng.hr.mL-1 Mus musculus
CL 3820.0 mL.min-1.kg-1 Mus musculus
Cmax 8.31 ug.mL-1 Mus musculus
Cmax 3.776 ug.mL-1 Mus musculus
F 3.17 % Mus musculus
T1/2 2.3 hr Mus musculus
T1/2 1.38 hr Mus musculus
Tmax 0.52 hr Mus musculus
Vd 12629.0 L.kg-1 Mus musculus

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 = 0.23 nM 9.64 Inhibition of PI3Kalpha (unknown origin) using PIP2 as substrate incubated for 1... 38048697
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform IC50 = 0.66 nM 9.18 Inhibition of PI3Kbeta (unknown origin) using PIP2 as substrate incubated for 1 ... 38048697
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform IC50 = 1.8 nM 8.74 Inhibition of PI3Kgamma (unknown origin) using PIP2 as substrate incubated for 1... 38048697
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform IC50 = 1.9 nM 8.72 Inhibition of PI3Kdelta (unknown origin) using PIP2 as substrate incubated for 1... 38048697
Serine/threonine-protein kinase mTOR IC50 = 3.4 nM 8.47 Inhibition of N-terminal FLAG-tagged recombinant human mTOR (1362 to end residue... 38048697
MV4-11 IC50 = 4.0 nM 8.4 Antiproliferative activity against human MV4-11 cells assessed as reduction in c... 38048697
NB-4 IC50 = 40.0 nM 7.4 Antiproliferative activity against human NB4 cells assessed as reduction in cell... 38048697
BaF3 IC50 = 130.0 nM 6.89 Antiproliferative activity against mouse BaF3 cells assessed as reduction in cel... 38048697
L1210 IC50 = 140.0 nM 6.85 Antiproliferative activity against mouse L1210 cells assessed as reduction in ce... 38048697
Histone deacetylase 1 IC50 = 172.0 nM 6.76 Inhibition of C-terminal 6His-FLAG-tagged human recombinant HDAC1 (1 to 482 resi... 38048697
Histone deacetylase 2 IC50 = 181.0 nM 6.74 Inhibition of C-terminal His6-FLAG-tagged human recombinant HDAC2 (1 to 488 resi... 38048697
HL-60 IC50 = 210.0 nM 6.68 Antiproliferative activity against human HL-60 cells assessed as reduction in ce... 38048697
Friend leukemia cell line IC50 = 350.0 nM 6.46 Antiproliferative activity against mouse Friend leukemia cell line assessed as r... 38048697
EL4 IC50 = 560.0 nM 6.25 Antiproliferative activity against mouse EL4 cells assessed as reduction in cell... 38048697
Histone deacetylase 3 IC50 = 899.0 nM 6.05 Inhibition of HDAC3 (unknown origin) 38048697
Ramos IC50 = 4400.0 nM 5.36 Antiproliferative activity against human Ramos cells assessed as reduction in ce... 38048697
DOHH-2 IC50 = 5400.0 nM 5.27 Antiproliferative activity against human DOHH-2 cells assessed as reduction in c... 38048697
Unchecked IC50 = 5400.0 nM 5.27 Antiproliferative activity against human MINO cells assessed as reduction in cel... 38048697
Raji IC50 = 6300.0 nM 5.2 Antiproliferative activity against human Raji cells assessed as reduction in cel... 38048697

Literature References

PubMed DOI Target Context # Activities
38048697 10.1016/j.ejmech.2023.116015 ADMET 14
38048697 10.1016/j.ejmech.2023.116015 MV4-11 14
38048697 10.1016/j.ejmech.2023.116015 Unchecked 13
38048697 10.1016/j.ejmech.2023.116015 Histone deacetylase 4
38048697 10.1016/j.ejmech.2023.116015 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform 2
38048697 10.1016/j.ejmech.2023.116015 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform 2
38048697 10.1016/j.ejmech.2023.116015 Histone deacetylase 6 1
38048697 10.1016/j.ejmech.2023.116015 Raji 1
38048697 10.1016/j.ejmech.2023.116015 Ramos 1
38048697 10.1016/j.ejmech.2023.116015 DOHH-2 1
38048697 10.1016/j.ejmech.2023.116015 HL-60 1
38048697 10.1016/j.ejmech.2023.116015 NB-4 1
38048697 10.1016/j.ejmech.2023.116015 Histone deacetylase 11 1
38048697 10.1016/j.ejmech.2023.116015 Histone deacetylase 8 1
38048697 10.1016/j.ejmech.2023.116015 Histone deacetylase 4 1
38048697 10.1016/j.ejmech.2023.116015 Histone deacetylase 3 1
38048697 10.1016/j.ejmech.2023.116015 Histone deacetylase 2 1
38048697 10.1016/j.ejmech.2023.116015 Serine/threonine-protein kinase mTOR 1
38048697 10.1016/j.ejmech.2023.116015 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform 1
38048697 10.1016/j.ejmech.2023.116015 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform 1

Data from ChEMBL 36 via Core Engine