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Compound Detail

CHEMBL5542350

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COc1ccc(Nc2cc3c(cn2)n(C)c(=O)n3C2CCOCC2)c(C)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5542350
Phase Preclinical
Structure Type MOL
InChI Key OFWQGRBXWVWGSR-UHFFFAOYSA-N
8
Targets
9
Activities
1
Assay Types
10
PK Parameters
20
Publications
0
Known Names

Molecular Properties

368.4
MW (Da)
3.15
ALogP
7
HBA
1
HBD
70.3
PSA (Ų)
0.77
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H24N4O3
MW 368.44
Aromatic Rings 3
Heavy Atoms 27
NP-Likeness -1.08

Activity Summary

IC50 9 meas. best 8.1

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
DNA-dependent protein kinase catalytic subunit
CHEMBL3142
 IC50 8.1 8.1 8.0 1
Unchecked
CHEMBL612545
 IC50 6.62 6.445 240.0 2
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform
CHEMBL4005
 IC50 5.74 5.74 1835.0 1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform
CHEMBL3130
 IC50 5.17 5.17 6820.0 1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform
CHEMBL3145
 IC50 5.05 5.05 8830.0 1
Serine-protein kinase ATM
CHEMBL3797
 IC50 5.04 5.04 9150.0 1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform
CHEMBL3267
 IC50 4.97 4.97 10700.0 1
Serine/threonine-protein kinase mTOR
CHEMBL2842
 IC50 4.5 4.5 31300.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 9.13 uM.hr Mus musculus
AUC 1.03 uM.hr Mus musculus
AUC 6.8 uM.hr Mus musculus
AUC 34.9 uM.hr Mus musculus
AUC 181.0 uM.hr Mus musculus
AUC 15.0 uM.hr Mus musculus
AUC 23.0 uM.hr Mus musculus
F 88.0 % Mus musculus
Fu 0.093 - Mus musculus
Fu 0.766 - -

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
DNA-dependent protein kinase catalytic subunit IC50 = 7.95 nM 8.1 Inhibition of human DNA-PK using EPPLSQEAFADLWK as substrate in presence of ATP ... 39007759
Unchecked IC50 = 240.0 nM 6.62 Induction of radiosensitization against human HAP1 cells assessed as potentiatio... 39007759
Unchecked IC50 = 540.0 nM 6.27 Induction of radiosensitization against human HCT116/54C cells assessed as poten... 39007759
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform IC50 = 1835.0 nM 5.74 Inhibition of human PI3Kalpha using PI(4,5)P2:PS as substrate in presence of ATP... 39007759
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform IC50 = 6820.0 nM 5.17 Inhibition of human PI3Kdelta using PI(4,5)P2:PS as substrate in presence of ATP... 39007759
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform IC50 = 8830.0 nM 5.05 Inhibition of human PI3Kbeta using PI(4,5)P2:PS as substrate in presence of ATP ... 39007759
Serine-protein kinase ATM IC50 = 9150.0 nM 5.04 Inhibition of human full length recombinant ATM using GST-cMyc-p53 as substrate ... 39007759
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform IC50 = 10700.0 nM 4.97 Inhibition of human PI3Kgamma using PI(4,5)P2:PS as substrate in presence of ATP... 39007759
Serine/threonine-protein kinase mTOR IC50 = 31300.0 nM 4.5 Inhibition of human mTOR in presence of ATP 39007759

Literature References

PubMed DOI Target Context # Activities
39007759 10.1021/acs.jmedchem.4c01120 ADMET 22
39007759 10.1021/acs.jmedchem.4c01120 Unchecked 20
39007759 10.1021/acs.jmedchem.4c01120 UT-SCC-74B 3
39007759 10.1021/acs.jmedchem.4c01120 FaDu 2
39007759 10.1021/acs.jmedchem.4c01120 A549 2
39007759 10.1021/acs.jmedchem.4c01120 NCI-H460 2
39007759 10.1021/acs.jmedchem.4c01120 NCI-H1299 2
39007759 10.1021/acs.jmedchem.4c01120 PANC-1 2
39007759 10.1021/acs.jmedchem.4c01120 MIA PaCa-2 2
39007759 10.1021/acs.jmedchem.4c01120 BXPC-3 2
39007759 10.1021/acs.jmedchem.4c01120 Serine/threonine-protein kinase pim-1 2
39007759 10.1021/acs.jmedchem.4c01120 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform 1
39007759 10.1021/acs.jmedchem.4c01120 Voltage-gated inwardly rectifying potassium channel KCNH2 1
39007759 10.1021/acs.jmedchem.4c01120 DNA-dependent protein kinase catalytic subunit 1
39007759 10.1021/acs.jmedchem.4c01120 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform 1
39007759 10.1021/acs.jmedchem.4c01120 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform 1
39007759 10.1021/acs.jmedchem.4c01120 No relevant target 1
39007759 10.1021/acs.jmedchem.4c01120 Serine/threonine-protein kinase ATR 1
39007759 10.1021/acs.jmedchem.4c01120 Serine-protein kinase ATM 1
39007759 10.1021/acs.jmedchem.4c01120 Serine/threonine-protein kinase mTOR 1

Data from ChEMBL 36 via Core Engine