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Compound Detail

CHEMBL384903

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O=c1[nH]c2cc(C(F)(F)F)ccc2n1-c1cc(C(F)(F)F)ccc1O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL384903
Phase Preclinical
Structure Type MOL
InChI Key YLFMCMWKHSDUCT-UHFFFAOYSA-N
4
Targets
13
Activities
1
Assay Types
0
PK Parameters
16
Publications
0
Known Names

Molecular Properties

362.2
MW (Da)
4.06
ALogP
3
HBA
2
HBD
58.0
PSA (Ų)
0.64
QED
0
Ro5 Violations
1
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C15H8F6N2O2
MW 362.23
Aromatic Rings 3
Heavy Atoms 25
NP-Likeness -0.77

Activity Summary

IC50 13 meas. best 5.48

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Heat shock protein HSP 90-alpha
CHEMBL3880
 IC50 5.48 4.785 3320.0 2
Plasmodium falciparum
CHEMBL364
 IC50 5.4 5.0857 3981.1 7
Calcium-activated potassium channel subunit alpha-1
CHEMBL5505
 IC50 5.36 5.3167 4365.2 3
Calcium-activated potassium channel subunit alpha-1
CHEMBL4304
 IC50 5.23 5.23 5888.4 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Heat shock protein HSP 90-alpha IC50 = 3320.0 nM 5.48 Binding affinity to Hsp90alpha N-terminal ATPase domain by TR-FRET assay based c... 21106457
Plasmodium falciparum IC50 = 3981.07 nM 5.4 Antiplasmodial activity against Plasmodium falciparum 7G8 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 3981.07 nM 5.4 Antiplasmodial activity against Plasmodium falciparum GB4 after 72 hrs by SYBR g... 19734910
Calcium-activated potassium channel subunit alpha-1 IC50 = 4365.16 nM 5.36 Induction of BK channel mediated vasorelaxation activity in Kcl-induced contract... 17692999
Calcium-activated potassium channel subunit alpha-1 IC50 = 5011.87 nM 5.3 Activation of large-conductance calcium-activated potassium channel-mediated vas... 18680269
Calcium-activated potassium channel subunit alpha-1 IC50 = 5128.61 nM 5.29 Activation of BK channel in Wistar rat thoracic aorta assessed as relaxation of ... 18400336
Calcium-activated potassium channel subunit alpha-1 IC50 = 5888.44 nM 5.23 Activation of BK channel-mediated vasorelaxation activity assessed as reduction ... 19026552
Plasmodium falciparum IC50 = 7943.28 nM 5.1 Antiplasmodial activity against Plasmodium falciparum W2 after 72 hrs by SYBR gr... 19734910
Plasmodium falciparum IC50 = 10000.0 nM 5.0 Antiplasmodial activity against Plasmodium falciparum D10 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 10000.0 nM 5.0 Antiplasmodial activity against Plasmodium falciparum HB3 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 12589.25 nM 4.9 Antiplasmodial activity against Plasmodium falciparum Dd2 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 15848.93 nM 4.8 Antiplasmodial activity against Plasmodium falciparum 3D7 after 72 hrs by SYBR g... 19734910
Heat shock protein HSP 90-alpha IC50 = 81000.0 nM 4.09 Inhibition of Hsp90alpha ATPase activity by malachite green ATP-ase assay 21106457

Literature References

PubMed DOI Target Context # Activities
19734910 10.1038/nchembio.215 Plasmodium falciparum 7
23707646 10.1016/j.bmc.2013.05.003 Calcium-activated potassium channel subunit alpha-1 5
23707646 10.1016/j.bmc.2013.05.003 Calcium-activated potassium channel alpha/beta 1 4
- 10.6019/CHEMBL3301361 ADMET 3
17692999 10.1016/j.ejmech.2007.06.005 Calcium-activated potassium channel subunit alpha-1 2
18400336 10.1016/j.ejmech.2008.02.032 Calcium-activated potassium channel subunit alpha-1 2
21106457 10.1016/j.bmcl.2010.10.010 Heat shock protein HSP 90-alpha 2
12086481 10.1021/jm010569q Calcium-activated potassium channel subunit alpha-1 1
17266205 10.1021/jm061006n Calcium-activated potassium channel subunit alpha-1 1
18680269 10.1021/jm701605f Calcium-activated potassium channel subunit alpha-1 1
19026552 10.1016/j.bmc.2008.10.068 Calcium-activated potassium channel subunit alpha-1 1
17485504 10.1128/aac.01184-06 Lethal factor 1
18990575 10.1016/j.bmcl.2008.10.078 Calcium-activated potassium channel subunit alpha-1 1
17417631 10.1038/nchembio873 Unchecked 1
26707391 10.1016/j.bmcl.2015.12.038 Calcium-activated potassium channel subunit alpha-1 1
28799763 10.1021/acs.jmedchem.7b00888 Unchecked 1

Data from ChEMBL 36 via Core Engine