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Compound Detail

CHEMBL4792737

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COc1ccc2c(c1)Cc1cccc(-c3cc(=O)cc(N4CCOCC4)o3)c1S2
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4792737
Phase Preclinical
Structure Type MOL
InChI Key CIZOSCVUGRBXEZ-UHFFFAOYSA-N
7
Targets
15
Activities
4
Assay Types
19
PK Parameters
17
Publications
0
Known Names

Molecular Properties

407.5
MW (Da)
4.21
ALogP
6
HBA
0
HBD
51.9
PSA (Ų)
0.51
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C23H21NO4S
MW 407.49
Aromatic Rings 3
Heavy Atoms 29
NP-Likeness -0.46

Activity Summary

IC50 8 meas. best 8.3
Ki 4 meas. best 9.3
EC50 2 meas. best 9.22
Kd 1 meas. best 8.29

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Serine-protein kinase ATM
CHEMBL3797
 Ki 9.3 9.3 0.5 2
Cortical neurone
CHEMBL5314313
 EC50 9.22 9.22 0.6 1
Serine-protein kinase ATM
CHEMBL3797
 IC50 8.3 6.53 5.0 4
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform
CHEMBL4005
 IC50 8.3 8.3 5.0 1
Unchecked
CHEMBL612545
 EC50 8.3 8.3 5.0 1
Phosphatidylinositol 3-kinase catalytic subunit type 3
CHEMBL1075165
 Kd 8.29 8.29 5.1 1
Phosphatidylinositol 3-kinase catalytic subunit type 3
CHEMBL1075165
 Ki 7.82 7.82 15.0 2
Phosphatidylinositol 3-kinase catalytic subunit type 3
CHEMBL1075165
 IC50 7.54 7.54 29.0 1
DNA-dependent protein kinase catalytic subunit
CHEMBL3142
 IC50 6.54 6.54 285.0 1
U2OS
CHEMBL615023
 IC50 6.04 6.04 910.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 122.0 mL.min-1.kg-1 Mus musculus
CL 33.0 mL.min-1.kg-1 Mus musculus
CL 15.0 mL.min-1.kg-1 Mus musculus
F 89.0 % Mus musculus
F 111.0 % Mus musculus
F 67.0 % Mus musculus
T1/2 1.1 hr Mus musculus
T1/2 1.6 hr Mus musculus
T1/2 2.4 hr Mus musculus
T1/2 1.8 hr Mus musculus
T1/2 1.6 hr Mus musculus
T1/2 2.7 hr Mus musculus
T1/2 2.1 hr Mus musculus
Tmax 1.0 hr Mus musculus
Tmax 0.25 hr Mus musculus
Tmax 0.25 hr Mus musculus
Tmax 1.0 hr Mus musculus
Tmax 0.5 hr Mus musculus
Tmax 1.0 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Serine-protein kinase ATM Ki = 0.5 nM 9.3 Inhibition of full length recombinant FLAG-tagged human ATM assessed as decrease... 33783225
Serine-protein kinase ATM Ki = 0.5 nM 9.3 Binding affinity to ATM (unknown origin) 36490325
Cortical neurone EC50 = 0.6 nM 9.22 Neuroprotective activity in rat cortical neurons transfected with an mHTT-exon1-... 30840447
Unchecked EC50 = 5.0 nM 8.3 Neuroprotective activity in rat striatal neurons transfected with an mHTT-exon1-... 30840447
Serine-protein kinase ATM IC50 = 5.0 nM 8.3 Inhibition of recombinant full-length human FLAG-tagged ATM assessed as reductio... 30840447
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform IC50 = 5.0 nM 8.3 Inhibition of PI3K alpha (unknown origin) 39149790
Phosphatidylinositol 3-kinase catalytic subunit type 3 Kd = 5.1 nM 8.29 Binding affinity to human Vps34 expressed in mammalian expression system 30840447
Phosphatidylinositol 3-kinase catalytic subunit type 3 Ki = 15.0 nM 7.82 Inhibition of full length recombinant GST-tagged human VPS34 expressed in baculo... 33783225
Phosphatidylinositol 3-kinase catalytic subunit type 3 Ki = 15.0 nM 7.82 Binding affinity to Vps34 (unknown origin) 36490325
Phosphatidylinositol 3-kinase catalytic subunit type 3 IC50 = 29.0 nM 7.54 Inhibition of recombinant full-length human VPS34 incubated for 60 mins by ADP-G... 30840447
DNA-dependent protein kinase catalytic subunit IC50 = 285.0 nM 6.54 Inhibition of DNA-PK isolated from human HeLa cells assessed as reduction in p53... 30840447
Serine-protein kinase ATM IC50 = 910.0 nM 6.04 Inhibition of ATM in human MCF7 cells assessed as reduction in etoposide-stimula... 30840447
U2OS IC50 = 910.0 nM 6.04 Cytotoxicity against human U2OS cells assessed as reduction in cell viability in... 39149790
Serine-protein kinase ATM IC50 = 1300.0 nM 5.89 Inhibition of ATM in human U2OS cells assessed as reduction in etoposide-stimula... 33783225
Serine-protein kinase ATM IC50 = 1300.0 nM 5.89 Inhibition of ATM (unknown origin) 36490325

Literature References

PubMed DOI Target Context # Activities
30840447 10.1021/acs.jmedchem.8b01819 ADMET 45
30840447 10.1021/acs.jmedchem.8b01819 Unchecked 33
30840447 10.1021/acs.jmedchem.8b01819 Serine-protein kinase ATM 2
30840447 10.1021/acs.jmedchem.8b01819 Phosphatidylinositol 3-kinase catalytic subunit type 3 2
30840447 10.1021/acs.jmedchem.8b01819 Cortical neurone 2
33783225 10.1021/acs.jmedchem.1c00114 No relevant target 2
33783225 10.1021/acs.jmedchem.1c00114 Serine-protein kinase ATM 2
36490325 10.1021/acs.jmedchem.2c00799 Serine-protein kinase ATM 2
39149790 10.1021/acs.jmedchem.4c01064 U2OS 1
39149790 10.1021/acs.jmedchem.4c01064 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform 1
36490325 10.1021/acs.jmedchem.2c00799 No relevant target 1
36490325 10.1021/acs.jmedchem.2c00799 Phosphatidylinositol 3-kinase catalytic subunit type 3 1
33783225 10.1021/acs.jmedchem.1c00114 Unchecked 1
33783225 10.1021/acs.jmedchem.1c00114 Phosphatidylinositol 3-kinase catalytic subunit type 3 1
30840447 10.1021/acs.jmedchem.8b01819 DNA-dependent protein kinase catalytic subunit 1
30840447 10.1021/acs.jmedchem.8b01819 Serine/threonine-protein kinase ATR 1
30840447 10.1021/acs.jmedchem.8b01819 No relevant target 1

Data from ChEMBL 36 via Core Engine