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Compound Detail

CHEMBL4166405

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COCc1ccc(-c2cc3c(N[C@@H](C)c4ccn(C)n4)c(C(N)=O)cnc3cc2F)cn1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4166405
Phase Preclinical
Structure Type MOL
InChI Key XHNKFGYYGPLYPT-ZDUSSCGKSA-N
8
Targets
11
Activities
1
Assay Types
11
PK Parameters
20
Publications
0
Known Names

Molecular Properties

434.5
MW (Da)
3.59
ALogP
7
HBA
2
HBD
108.0
PSA (Ų)
0.46
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C23H23FN6O2
MW 434.48
Aromatic Rings 4
Heavy Atoms 32
NP-Likeness -1.37

Activity Summary

IC50 11 meas. best 9.22

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Serine-protein kinase ATM
CHEMBL3797
 IC50 9.22 8.06 0.6 3
DNA-dependent protein kinase catalytic subunit
CHEMBL3142
 IC50 6.43 6.43 370.0 1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform
CHEMBL4005
 IC50 6.35 5.54 445.0 2
Serine/threonine-protein kinase mTOR
CHEMBL2842
 IC50 5.83 5.83 1480.0 1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform
CHEMBL3267
 IC50 5.15 5.15 7100.0 1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform
CHEMBL3145
 IC50 4.89 4.89 12800.0 1
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
 IC50 4.66 4.66 22000.0 1
Vascular endothelial growth factor receptor 2
CHEMBL279
 IC50 4.1 4.1 79000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 14337.84 ng.hr.mL-1 Mus musculus
CL 15.0 mL.min-1.g-1 Homo sapiens
CL 13.0 mL.min-1.kg-1 Rattus norvegicus
CL 13.0 mL.min-1.kg-1 Canis lupus familiaris
Cmax 17000.0 nM Mus musculus
F 29.0 % Rattus norvegicus
F 71.0 % Canis lupus familiaris
Fu 0.18 - Homo sapiens
Fu 0.17 - Mus musculus
Fu 0.12 - Rattus norvegicus
Fu 0.18 - Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Serine-protein kinase ATM IC50 = 0.6 nM 9.22 Inhibition of ATM (unknown origin) using p53 as substrate incubated for 30 mins ... 27259031
Serine-protein kinase ATM IC50 = 33.0 nM 7.48 Inhibition of ATM autophosphorylation at Ser1981 residue in human HT-29 cells me... 30128072
Serine-protein kinase ATM IC50 = 33.0 nM 7.48 Inhibition of ATM phosphorylation at Ser-1981 residue in human HT-29 cells incub... 27259031
DNA-dependent protein kinase catalytic subunit IC50 = 370.0 nM 6.43 Inhibition of DNAPK (unknown origin) using p53-based peptide substrate preincuba... 27259031
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform IC50 = 445.0 nM 6.35 Inhibition of human recombinant PI3Kalpha using PIP2/ATP as substrate incubated ... 27259031
Serine/threonine-protein kinase mTOR IC50 = 1480.0 nM 5.83 Inhibition of C-terminal FLAG-tagged recombinant mTOR (1362 to 2549 residues) (u... 27259031
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform IC50 = 7100.0 nM 5.15 Inhibition of human recombinant PI3Kgamma using PIP2/ATP as substrate incubated ... 27259031
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform IC50 = 12800.0 nM 4.89 Inhibition of human recombinant PI3Kbeta using PIP2/ATP as substrate incubated f... 27259031
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform IC50 = 18800.0 nM 4.73 Inhibition of PI3Kalpha in human BT474 cells assessed as reduction in AKT phosph... 27259031
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 22000.0 nM 4.66 Inhibition of human ERG by electrophysiology assay 27259031
Vascular endothelial growth factor receptor 2 IC50 = 79000.0 nM 4.1 Inhibition of KDR (unknown origin) 27259031

Literature References

PubMed DOI Target Context # Activities
27259031 10.1021/acs.jmedchem.6b00519 ADMET 19
30128072 10.1021/acsmedchemlett.8b00200 ADMET 5
29683659 10.1021/acs.jmedchem.7b01896 ADMET 2
30128072 10.1021/acsmedchemlett.8b00200 No relevant target 2
27259031 10.1021/acs.jmedchem.6b00519 Serine-protein kinase ATM 2
27259031 10.1021/acs.jmedchem.6b00519 No relevant target 2
27259031 10.1021/acs.jmedchem.6b00519 DNA-dependent protein kinase catalytic subunit 2
27259031 10.1021/acs.jmedchem.6b00519 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform 2
27259031 10.1021/acs.jmedchem.6b00519 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform 2
27259031 10.1021/acs.jmedchem.6b00519 Mus musculus 1
27259031 10.1021/acs.jmedchem.6b00519 Dual specificity protein kinase CLK4 1
27259031 10.1021/acs.jmedchem.6b00519 Dual specificity protein kinase CLK1 1
27259031 10.1021/acs.jmedchem.6b00519 Vascular endothelial growth factor receptor 2 1
27259031 10.1021/acs.jmedchem.6b00519 Glycogen synthase kinase-3 beta 1
27259031 10.1021/acs.jmedchem.6b00519 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform 1
27259031 10.1021/acs.jmedchem.6b00519 Serine/threonine-protein kinase mTOR 1
27259031 10.1021/acs.jmedchem.6b00519 Voltage-gated inwardly rectifying potassium channel KCNH2 1
27259031 10.1021/acs.jmedchem.6b00519 Serine/threonine-protein kinase ATR 1
30128072 10.1021/acsmedchemlett.8b00200 Hepatocyte 1
30128072 10.1021/acsmedchemlett.8b00200 Serine/threonine-protein kinase ATR 1

Data from ChEMBL 36 via Core Engine