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Compound Detail

CHEMBL5592140

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COc1ncc(-c2cc(OCCCc3ccc(C(=O)Nc4ccccc4N)cc3)c3ncnc(C)c3c2)cc1NS(=O)(=O)c1ccc(F)cc1F
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5592140
Phase Preclinical
Structure Type MOL
InChI Key MKDBAAMSXWKIHC-UHFFFAOYSA-N
20
Targets
20
Activities
1
Assay Types
11
PK Parameters
20
Publications
0
Known Names

Molecular Properties

710.8
MW (Da)
6.93
ALogP
9
HBA
3
HBD
158.4
PSA (Ų)
0.09
QED
2
Ro5 Violations
12
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C37H32F2N6O5S
MW 710.76
Aromatic Rings 6
Heavy Atoms 51
NP-Likeness -1.38

Activity Summary

IC50 20 meas. best 9.59

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform
CHEMBL4005
 IC50 9.59 9.59 0.3 1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform
CHEMBL3145
 IC50 9.21 9.21 0.6 1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform
CHEMBL3130
 IC50 8.74 8.74 1.8 1
Histone deacetylase 3
CHEMBL1829
 IC50 8.18 8.18 6.6 1
Serine/threonine-protein kinase mTOR
CHEMBL2842
 IC50 8.02 8.02 9.5 1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform
CHEMBL3267
 IC50 7.82 7.82 15.0 1
Histone deacetylase 1
CHEMBL325
 IC50 7.55 7.55 28.0 1
MV4-11
CHEMBL613835
 IC50 7.3 7.3 50.0 1
BaF3
CHEMBL614524
 IC50 7.1 7.1 80.0 1
Histone deacetylase 2
CHEMBL1937
 IC50 7.07 7.07 84.5 1
Friend leukemia cell line
CHEMBL614499
 IC50 6.5 6.5 320.0 1
HL-60
CHEMBL383
 IC50 6.48 6.48 330.0 1
NB-4
CHEMBL614188
 IC50 6.43 6.43 370.0 1
EL4
CHEMBL614293
 IC50 6.08 6.08 840.0 1
L1210
CHEMBL386
 IC50 6.07 6.07 850.0 1
Histone deacetylase 11
CHEMBL3310
 IC50 5.45 5.45 3519.0 1
Raji
CHEMBL614628
 IC50 5.34 5.34 4600.0 1
Ramos
CHEMBL614629
 IC50 5.3 5.3 5000.0 1
DOHH-2
CHEMBL2366181
 IC50 5.28 5.28 5300.0 1
Unchecked
CHEMBL612545
 IC50 5.18 5.18 6600.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 4880.0 ng.hr.mL-1 Mus musculus
AUC 1230.0 ng.hr.mL-1 Mus musculus
AUC 4930.0 ng.hr.mL-1 Mus musculus
AUC 1710.0 ng.hr.mL-1 Mus musculus
CL 1240.0 mL.min-1.kg-1 Mus musculus
Cmax 0.306 ug.mL-1 Mus musculus
F 3.5 % Mus musculus
T1/2 2.43 hr Mus musculus
T1/2 4.46 hr Mus musculus
Tmax 0.25 hr Mus musculus
Vd 4270.0 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 = 0.26 nM 9.59 Inhibition of PI3Kalpha (unknown origin) using PIP2 as substrate incubated for 1... 38048697
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform IC50 = 0.62 nM 9.21 Inhibition of PI3Kbeta (unknown origin) using PIP2 as substrate incubated for 1 ... 38048697
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform IC50 = 1.8 nM 8.74 Inhibition of PI3Kdelta (unknown origin) using PIP2 as substrate incubated for 1... 38048697
Histone deacetylase 3 IC50 = 6.6 nM 8.18 Inhibition of HDAC3 (unknown origin) 38048697
Serine/threonine-protein kinase mTOR IC50 = 9.5 nM 8.02 Inhibition of N-terminal FLAG-tagged recombinant human mTOR (1362 to end residue... 38048697
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform IC50 = 15.0 nM 7.82 Inhibition of PI3Kgamma (unknown origin) using PIP2 as substrate incubated for 1... 38048697
Histone deacetylase 1 IC50 = 28.0 nM 7.55 Inhibition of C-terminal 6His-FLAG-tagged human recombinant HDAC1 (1 to 482 resi... 38048697
MV4-11 IC50 = 50.0 nM 7.3 Antiproliferative activity against human MV4-11 cells assessed as reduction in c... 38048697
BaF3 IC50 = 80.0 nM 7.1 Antiproliferative activity against mouse BaF3 cells assessed as reduction in cel... 38048697
Histone deacetylase 2 IC50 = 84.5 nM 7.07 Inhibition of C-terminal His6-FLAG-tagged human recombinant HDAC2 (1 to 488 resi... 38048697
Friend leukemia cell line IC50 = 320.0 nM 6.5 Antiproliferative activity against mouse Friend leukemia cell line assessed as r... 38048697
HL-60 IC50 = 330.0 nM 6.48 Antiproliferative activity against human HL-60 cells assessed as reduction in ce... 38048697
NB-4 IC50 = 370.0 nM 6.43 Antiproliferative activity against human NB4 cells assessed as reduction in cell... 38048697
EL4 IC50 = 840.0 nM 6.08 Antiproliferative activity against mouse EL4 cells assessed as reduction in cell... 38048697
L1210 IC50 = 850.0 nM 6.07 Antiproliferative activity against mouse L1210 cells assessed as reduction in ce... 38048697
Histone deacetylase 11 IC50 = 3519.0 nM 5.45 Inhibition of human HDAC11 (1 to 347 end residues) expressed in Sf9 cells using ... 38048697
Raji IC50 = 4600.0 nM 5.34 Antiproliferative activity against human Raji cells assessed as reduction in cel... 38048697
Ramos IC50 = 5000.0 nM 5.3 Antiproliferative activity against human Ramos cells assessed as reduction in ce... 38048697
DOHH-2 IC50 = 5300.0 nM 5.28 Antiproliferative activity against human DOHH-2 cells assessed as reduction in c... 38048697
Unchecked IC50 = 6600.0 nM 5.18 Antiproliferative activity against human MINO cells assessed as reduction in cel... 38048697

Literature References

PubMed DOI Target Context # Activities
38048697 10.1016/j.ejmech.2023.116015 MV4-11 14
38048697 10.1016/j.ejmech.2023.116015 ADMET 13
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