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Compound Detail

CHEMBL1946794

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O=C(Nc1ccc(OC(F)(F)F)cc1)O[C@@H]1COc2nc([N+](=O)[O-])cn2C1

Basic Information

ChEMBL ID CHEMBL1946794
Phase Preclinical
Structure Type MOL
InChI Key BFGKIVVTPDSBJF-JTQLQIEISA-N
3
Targets
3
Activities
1
Assay Types
6
PK Parameters
13
Publications
0
Known Names

Molecular Properties

388.3
MW (Da)
2.70
ALogP
8
HBA
1
HBD
117.8
PSA (Ų)
0.63
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C14H11F3N4O6
MW 388.26
Aromatic Rings 2
Heavy Atoms 27
NP-Likeness -0.91

Activity Summary

IC50 3 meas. best 5.48

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Leishmania donovani
CHEMBL367
IC50 5.48 5.48 3300.0 1
Trypanosoma cruzi
CHEMBL368
IC50 5.17 5.17 6800.0 1
Leishmania infantum
CHEMBL612848
IC50 5.14 5.14 7300.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 43300.0 ng.hr.mL-1 Mus musculus
AUC 28500.0 ng.hr.mL-1 Mus musculus
Cmax 9787.26 nM Mus musculus
Cmax 3605.83 nM Mus musculus
T1/2 4.1 hr Mus musculus
T1/2 9.8 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
22148391 10.1021/jm2012276 Mycobacterium tuberculosis 5
22148391 10.1021/jm2012276 Lung 3
22148391 10.1021/jm2012276 Plasma 3
22148391 10.1021/jm2012276 ADMET 1
22148391 10.1021/jm2012276 Liver 1
22148391 10.1021/jm2012276 Liver microsomes 1
22148391 10.1021/jm2012276 Mycobacterium tuberculosis variant bovis 1
22148391 10.1021/jm2012276 No relevant target 1
29461823 10.1021/acs.jmedchem.7b01581 Leishmania donovani 1
29461823 10.1021/acs.jmedchem.7b01581 Leishmania infantum 1
29461823 10.1021/acs.jmedchem.7b01581 Trypanosoma cruzi 1
29461823 10.1021/acs.jmedchem.7b01581 Trypanosoma brucei 1
29461823 10.1021/acs.jmedchem.7b01581 MRC5 1

Data from ChEMBL 36 via Core Engine