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

CHEMBL4066553

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
CC1(COc2ccc(OC(F)(F)F)cc2)CCn2cc([N+](=O)[O-])nc2O1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4066553
Phase Preclinical
Structure Type MOL
InChI Key PAYUNELULSPXRL-UHFFFAOYSA-N
4
Targets
10
Activities
1
Assay Types
30
PK Parameters
20
Publications
0
Known Names

Molecular Properties

373.3
MW (Da)
3.31
ALogP
7
HBA
0
HBD
88.7
PSA (Ų)
0.59
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C15H14F3N3O5
MW 373.29
Aromatic Rings 2
Heavy Atoms 26
NP-Likeness -0.35

Activity Summary

IC50 10 meas. best 7.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Leishmania donovani
CHEMBL367
 IC50 7.0 7.0 100.0 2
Trypanosoma cruzi
CHEMBL368
 IC50 7.0 6.7625 100.0 4
Leishmania infantum
CHEMBL612848
 IC50 6.89 6.89 130.0 2
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
 IC50 5.42 5.42 3800.0 2

Pharmacokinetic Data

Parameter Value Units Species
AUC 1310.0 ng.hr.mL-1 Mus musculus
AUC 11500.0 ng.hr.mL-1 Mus musculus
AUC 11500.0 ng.hr.mL-1 Mus musculus
AUC 1310.0 ng.hr.mL-1 Mus musculus
AUC 1310.0 ng.hr.mL-1 Mus musculus
AUC 174.0 ng.hr.mL-1 Cricetulus griseus
AUC 11500.0 ng.hr.mL-1 Mus musculus
AUC 3860.0 ng.hr.mL-1 Cricetulus griseus
CL 12.0 mL.min-1.kg-1 Mus musculus
CL 12.0 mL.min-1.kg-1 Mus musculus
CL 12.0 mL.min-1.kg-1 Mus musculus
CL 172.0 mL.min-1.kg-1 Cricetulus griseus
Cmax 3750.44 nM Mus musculus
Cmax 3750.44 nM Mus musculus
Cmax 3750.44 nM Mus musculus
Cmax 3750.44 nM Cricetulus griseus
F 35.0 % Mus musculus
F 35.0 % Mus musculus
F 35.0 % Mus musculus
F 95.0 % Cricetulus griseus
T1/2 2.8 hr Mus musculus
T1/2 2.8 hr Mus musculus
T1/2 4.167 hr Homo sapiens
T1/2 2.8 hr Mus musculus
T1/2 0.48 hr Cricetulus griseus
T1/2 1.4 hr Cricetulus griseus
Tmax 3.0 hr Mus musculus
Tmax 3.0 hr Mus musculus
Tmax 3.0 hr Mus musculus
Tmax 2.0 hr Cricetulus griseus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Leishmania donovani IC50 = 100.0 nM 7.0 Antileishmanial activity against Leishmania donovani amastigotes infected in mou... 28459575
Trypanosoma cruzi IC50 = 100.0 nM 7.0 Antitrypanosomal activity against Trypanosoma cruzi Tulahuen strain C2C4 amastig... 33007723
Leishmania donovani IC50 = 100.0 nM 7.0 Antileishmanial activity against Leishmania donovani amastigotes infected in mou... 33268145
Leishmania infantum IC50 = 130.0 nM 6.89 Antileishmanial activity against Leishmania infantum infected in primary periton... 28459575
Leishmania infantum IC50 = 130.0 nM 6.89 Antileishmanial activity against Leishmania infantum MHOM/MA(BE)/67 amastigotes ... 33268145
Trypanosoma cruzi IC50 = 140.0 nM 6.85 Antileishmanial activity against Trypanosoma cruzi infected in human MRC-5 cells... 28459575
Trypanosoma cruzi IC50 = 140.0 nM 6.85 Antitrypanosomal activity against Trypanosoma cruzi Tulahuen CL2 infected in hum... 33268145
Trypanosoma cruzi IC50 = 450.0 nM 6.35 Antitrypanosomal activity against Trypanosoma cruzi Tulahuen strain C2C4 amastig... 33007723
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 3800.0 nM 5.42 Inhibition of human ERG expressed in CHOK1 cells by patch clamp method 28459575
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 3800.0 nM 5.42 Inhibition of human ERG expressed in CHO cells by patch clamp method 33268145

Literature References

PubMed DOI Target Context # Activities
33268145 10.1016/j.ejmech.2020.112914 ADMET 23
28459575 10.1021/acs.jmedchem.7b00034 Leishmania donovani 12
33603975 10.1021/acsmedchemlett.0c00649 ADMET 11
28459575 10.1021/acs.jmedchem.7b00034 Mus musculus 9
33007723 10.1016/j.ejmech.2020.112849 Trypanosoma cruzi 8
33268145 10.1016/j.ejmech.2020.112914 Leishmania infantum 7
33268145 10.1016/j.ejmech.2020.112914 Leishmania donovani 5
33603975 10.1021/acsmedchemlett.0c00649 Leishmania donovani 4
33007723 10.1016/j.ejmech.2020.112849 Unchecked 4
28459575 10.1021/acs.jmedchem.7b00034 Liver 4
33268145 10.1016/j.ejmech.2020.112914 Mycobacterium tuberculosis 2
28459575 10.1021/acs.jmedchem.7b00034 ADMET 2
33007723 10.1016/j.ejmech.2020.112849 ADMET 2
28459575 10.1021/acs.jmedchem.7b00034 Mycobacterium tuberculosis 2
28459575 10.1021/acs.jmedchem.7b00034 Voltage-gated inwardly rectifying potassium channel KCNH2 1
28459575 10.1021/acs.jmedchem.7b00034 Leishmania infantum 1
33603975 10.1021/acsmedchemlett.0c00649 MRC5 1
28459575 10.1021/acs.jmedchem.7b00034 MRC5 1
33007723 10.1016/j.ejmech.2020.112849 L6 1
28459575 10.1021/acs.jmedchem.7b00034 Trypanosoma cruzi 1

Data from ChEMBL 36 via Core Engine