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Compound Detail

CHEMBL2151164

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COc1nc(Nc2cccc3c2nc(-c2ccc(F)cc2)n3C)ccc1-n1cnc(C)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL2151164
Phase Preclinical
Structure Type MOL
InChI Key ZQYDYFCAHHBFKE-UHFFFAOYSA-N
7
Targets
15
Activities
1
Assay Types
9
PK Parameters
20
Publications
0
Known Names

Molecular Properties

428.5
MW (Da)
5.02
ALogP
7
HBA
1
HBD
69.8
PSA (Ų)
0.43
QED
1
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C24H21FN6O
MW 428.47
Aromatic Rings 5
Heavy Atoms 32
NP-Likeness -1.32

Activity Summary

IC50 15 meas. best 8.22

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 IC50 8.22 8.22 6.0 1
Gamma-secretase
CHEMBL2094135
 IC50 7.8 7.8 16.0 2
Cytochrome P450 3A4
CHEMBL340
 IC50 5.54 5.3 2900.0 4
Cytochrome P450 2C19
CHEMBL3622
 IC50 5.46 5.46 3500.0 2
Cytochrome P450 2D6
CHEMBL289
 IC50 5.44 5.44 3600.0 2
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
 IC50 5.07 5.07 8500.0 2
Cytochrome P450 2C9
CHEMBL3397
 IC50 4.66 4.66 21900.0 2

Pharmacokinetic Data

Parameter Value Units Species
F 64.0 % Canis lupus familiaris
F 100.0 % Mus musculus
F 95.0 % Rattus norvegicus
Fu 0.0003 - Canis lupus familiaris
Fu 0.0004 - Rattus norvegicus
Fu 0.0004 - Mus musculus
Fu 0.0013 - Homo sapiens
Fu 0.0005 - Mus musculus
Fu 0.0013 - Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked IC50 = 6.0 nM 8.22 Inhibition of gamma secretase assessed as reduction in Abeta42 production 21141968
Gamma-secretase IC50 = 16.0 nM 7.8 Modulation of gamma-secretase in human SK-N-BE(2) cells expressing wild type APP... 22650177
Gamma-secretase IC50 = 16.0 nM 7.8 Modulation of gamma-secretase (unknown origin) 23890837
Cytochrome P450 3A4 IC50 = 2900.0 nM 5.54 Inhibition of CYP3A4 in human liver microsomes using testosterone as substrate 22650177
Cytochrome P450 3A4 IC50 = 2900.0 nM 5.54 Inhibition of CYP3A4 (unknown origin) using testosterone substrate 25454273
Cytochrome P450 2C19 IC50 = 3500.0 nM 5.46 Inhibition of CYP2C19 in human liver microsomes using S-mephenytoin as substrate 22650177
Cytochrome P450 2C19 IC50 = 3500.0 nM 5.46 Inhibition of CYP2C19 (unknown origin) 25454273
Cytochrome P450 2D6 IC50 = 3600.0 nM 5.44 Inhibition of CYP2D6 in human liver microsomes using dextrometorphan as substrat... 22650177
Cytochrome P450 2D6 IC50 = 3600.0 nM 5.44 Inhibition of CYP2D6 (unknown origin) 25454273
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 8500.0 nM 5.07 Displacement of [3H]dofetilide to human ERG expressed in HEK293 cells 22650177
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 8500.0 nM 5.07 Binding affinity to human ERG 25454273
Cytochrome P450 3A4 IC50 = 8700.0 nM 5.06 Inhibition of CYP3A4 in human liver microsomes using midazolam as substrate 22650177
Cytochrome P450 3A4 IC50 = 8700.0 nM 5.06 Inhibition of CYP3A4 (unknown origin) using midazolam substrate 25454273
Cytochrome P450 2C9 IC50 = 21900.0 nM 4.66 Inhibition of CYP2C9 in human liver microsomes using tolbutamide as substrate 22650177
Cytochrome P450 2C9 IC50 = 21900.0 nM 4.66 Inhibition of CYP2C9 (unknown origin) 25454273

Literature References

PubMed DOI Target Context # Activities
22650177 10.1021/jm201710f Rattus norvegicus 33
22650177 10.1021/jm201710f Mus musculus 24
22650177 10.1021/jm201710f Plasma 19
22650177 10.1021/jm201710f Brain 12
22650177 10.1021/jm201710f Canis familiaris 10
22650177 10.1021/jm201710f No relevant target 6
25454273 10.1016/j.bmcl.2014.10.024 Canis familiaris 6
22650177 10.1021/jm201710f Liver microsomes 4
22650177 10.1021/jm201710f Unchecked 3
25454273 10.1016/j.bmcl.2014.10.024 Brain 3
25454273 10.1016/j.bmcl.2014.10.024 Plasma 3
22650177 10.1021/jm201710f ADMET 3
22650177 10.1021/jm201710f Voltage-gated inwardly rectifying potassium channel KCNH2 2
22650177 10.1021/jm201710f Gamma-secretase 2
22650177 10.1021/jm201710f Cytochrome P450 3A4 2
25454273 10.1016/j.bmcl.2014.10.024 Mus musculus 2
25454273 10.1016/j.bmcl.2014.10.024 Voltage-gated inwardly rectifying potassium channel KCNH2 2
25454273 10.1016/j.bmcl.2014.10.024 Cytochrome P450 3A4 2
22650177 10.1021/jm201710f LLC-PK1 2
25454273 10.1016/j.bmcl.2014.10.024 Liver microsome 1

Data from ChEMBL 36 via Core Engine