Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL4209316

Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
CNc1nc(Nc2ccc(-n3cnc(C)n3)c(OC)c2)nc2c1CC[C@H]2c1ccc(F)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4209316
Phase Preclinical
Structure Type MOL
InChI Key NDVMOVOEROCRIO-SFHVURJKSA-N
10
Targets
17
Activities
3
Assay Types
22
PK Parameters
20
Publications
0
Known Names

Molecular Properties

445.5
MW (Da)
4.38
ALogP
8
HBA
2
HBD
89.8
PSA (Ų)
0.46
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C24H24FN7O
MW 445.50
Aromatic Rings 4
Heavy Atoms 33
NP-Likeness -1.08

Activity Summary

IC50 14 meas. best 8.4
Ki 2 meas. best 4.08
EC50 1 meas. best 8.15

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Gamma-secretase
CHEMBL2094135
 IC50 8.4 8.2567 4.0 3
Unchecked
CHEMBL612545
 IC50 8.26 8.0133 5.5 3
Gamma-secretase
CHEMBL2094135
 EC50 8.15 8.15 7.0 1
Solute carrier organic anion transporter family member 1B1
CHEMBL1697668
 IC50 7.18 7.18 66.0 1
Cytochrome P450 3A4
CHEMBL340
 IC50 6.7 6.7 200.0 1
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
 IC50 5.92 5.92 1200.0 1
UDP-glucuronosyltransferase 1A1
CHEMBL1287617
 IC50 5.85 5.85 1400.0 1
Cytochrome P450 2C8
CHEMBL3721
 IC50 5.35 5.35 4500.0 1
Cytochrome P450 2C9
CHEMBL3397
 IC50 5.13 5.13 7400.0 1
Cytochrome P450 2C19
CHEMBL3622
 IC50 5.08 5.08 8300.0 1
Cytochrome P450 2D6
CHEMBL289
 IC50 4.75 4.75 18000.0 1
Cytochrome P450 3A4
CHEMBL340
 Ki 4.08 4.08 82500.0 2

Pharmacokinetic Data

Parameter Value Units Species
AUC 1782.0 ng.hr.mL-1 Rattus norvegicus
AUC 80190.0 ng.hr.mL-1 Canis lupus familiaris
CL 11.2 mL.min-1.kg-1 Rattus norvegicus
CL 31.3 mL.min-1.kg-1 Macaca fascicularis
CL 12.5 mL.min-1.kg-1 Canis lupus familiaris
Cmax 14000.0 nM Canis lupus familiaris
F 98.0 % Rattus norvegicus
F 45.0 % Macaca fascicularis
F 85.0 % Canis lupus familiaris
Fu 0.006 - Homo sapiens
Fu 0.007 - Rattus norvegicus
Fu 0.007 - Mus musculus
Fu 0.013 - Macaca fascicularis
Fu 0.008 - Canis lupus familiaris
T1/2 0.5 hr Homo sapiens
T1/2 0.4667 hr Rattus norvegicus
T1/2 0.6 hr Mus musculus
T1/2 0.1833 hr Macaca fascicularis
T1/2 0.45 hr Canis lupus familiaris
T1/2 2.7 hr Rattus norvegicus
T1/2 2.9 hr Macaca fascicularis
T1/2 8.7 hr Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Gamma-secretase IC50 = 4.0 nM 8.4 Modulation of gamma secretase (unknown origin) assessed as inhibition of amyloid... 32890687
Unchecked IC50 = 5.5 nM 8.26 Inhibition of amyloid beta (x to 42) secretion in human H4 cells overexpressing ... 30891132
Gamma-secretase IC50 = 6.0 nM 8.22 Modulation of human gamma-secretase assessed as reduction in amyloidbeta42 level... 38848667
Unchecked IC50 = 6.6 nM 8.18 Inhibition of amyloid beta (1 to 42) secretion in human H4 cells overexpressing ... 30891132
Gamma-secretase IC50 = 7.0 nM 8.15 Inhibition of gamma-secretase (unknown origin) 29477076
Gamma-secretase EC50 = 7.0 nM 8.15 Modulation of gamma-secretase (unknown origin) assessed as inhibition of amyloid... 27007185
Unchecked IC50 = 25.0 nM 7.6 Inhibition of amyloid beta (1 to 40) secretion in human H4 cells overexpressing ... 30891132
Solute carrier organic anion transporter family member 1B1 IC50 = 66.0 nM 7.18 Inhibition of OATP1B1 (unknown origin) 30891132
Cytochrome P450 3A4 IC50 = 200.0 nM 6.7 Inhibition of CYP3A4 in human liver microsomes measured after 30 mins 30891132
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 1200.0 nM 5.92 Inhibition of human ERG by patch clamp method 30891132
UDP-glucuronosyltransferase 1A1 IC50 = 1400.0 nM 5.85 Inhibition of human UGT1A1 30891132
Cytochrome P450 2C8 IC50 = 4500.0 nM 5.35 Inhibition of CYP2C8 in human liver microsomes 30891132
Cytochrome P450 2C9 IC50 = 7400.0 nM 5.13 Inhibition of CYP2C9 in human liver microsomes 30891132
Cytochrome P450 2C19 IC50 = 8300.0 nM 5.08 Inhibition of CYP2C19 in human liver microsomes 30891132
Cytochrome P450 2D6 IC50 = 18000.0 nM 4.75 Inhibition of CYP2D6 in human liver microsomes 30891132
Cytochrome P450 3A4 Ki = 83000.0 nM 4.08 Time dependent inhibition of CYP3A4 in human liver microsomes assessed as inhibi... 30891132
Cytochrome P450 3A4 Ki = 82500.0 nM 4.08 Time-dependent inhibition of CYP3A4 in human liver microsomes assessed as inhibi... 32890687

Literature References

PubMed DOI Target Context # Activities
30891132 10.1021/acsmedchemlett.8b00541 ADMET 43
30891132 10.1021/acsmedchemlett.8b00541 Unchecked 16
30891132 10.1021/acsmedchemlett.8b00541 No relevant target 6
32890687 10.1016/j.bmcl.2020.127530 Unchecked 4
32890687 10.1016/j.bmcl.2020.127530 ADMET 3
30891132 10.1021/acsmedchemlett.8b00541 Cytochrome P450 3A4 3
30891132 10.1021/acsmedchemlett.8b00541 Nuclear receptor subfamily 1 group I member 2 2
32890687 10.1016/j.bmcl.2020.127530 Cytochrome P450 3A4 2
30891132 10.1021/acsmedchemlett.8b00541 Brain 2
30891132 10.1021/acsmedchemlett.8b00541 Gamma-secretase 2
29477076 10.1016/j.ejmech.2018.02.035 Gamma-secretase 1
30891132 10.1021/acsmedchemlett.8b00541 Cytochrome P450 1A2 1
30891132 10.1021/acsmedchemlett.8b00541 Cytochrome P450 2B6 1
30891132 10.1021/acsmedchemlett.8b00541 Cytochrome P450 2C8 1
30891132 10.1021/acsmedchemlett.8b00541 Cytochrome P450 2C9 1
30891132 10.1021/acsmedchemlett.8b00541 Cytochrome P450 2C19 1
38848667 10.1021/acs.jmedchem.4c00580 Gamma-secretase 1
30891132 10.1021/acsmedchemlett.8b00541 Solute carrier organic anion transporter family member 1B1 1
30891132 10.1021/acsmedchemlett.8b00541 UDP-glucuronosyltransferase 1A1 1
30891132 10.1021/acsmedchemlett.8b00541 Voltage-gated inwardly rectifying potassium channel KCNH2 1

Data from ChEMBL 36 via Core Engine