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Compound Detail

CHEMBL594757

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Cc1nc2c(C(F)(F)F)cccc2n1-c1cccc(Oc2cccc(S(C)(=O)=O)c2)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL594757
Phase Preclinical
Structure Type MOL
InChI Key DGPCIFPFGHXRIB-UHFFFAOYSA-N
4
Targets
10
Activities
2
Assay Types
12
PK Parameters
16
Publications
0
Known Names

Molecular Properties

446.4
MW (Da)
5.55
ALogP
5
HBA
0
HBD
61.2
PSA (Ų)
0.41
QED
1
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H17F3N2O3S
MW 446.45
Aromatic Rings 4
Heavy Atoms 31
NP-Likeness -1.64

Activity Summary

EC50 6 meas. best 6.79
IC50 4 meas. best 8.15

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Oxysterols receptor LXR-alpha
CHEMBL2808
 IC50 8.15 8.15 7.0 2
Oxysterols receptor LXR-beta
CHEMBL4093
 IC50 6.96 6.925 111.0 2
Oxysterols receptor LXR-alpha
CHEMBL2808
 EC50 6.79 6.79 162.0 1
HepG2
CHEMBL395
 EC50 6.57 6.57 270.0 2
THP-1
CHEMBL614245
 EC50 6.38 6.375 420.0 2
Oxysterols receptor LXR-beta
CHEMBL4093
 EC50 6.19 6.19 640.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 12917.0 ng.hr.mL-1 Mus musculus
AUC 8938.0 ng.hr.mL-1 Mus musculus
Cmax 1375.29 nM Mus musculus
T1/2 0.5 hr Mus musculus
T1/2 0.5 hr Rattus norvegicus
T1/2 0.5 hr Homo sapiens
T1/2 13.5 hr Mus musculus
T1/2 0.5 hr Mus musculus
T1/2 0.5 hr Rattus norvegicus
T1/2 0.5 hr Homo sapiens
T1/2 13.5 hr Mus musculus
Tmax 2.0 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Oxysterols receptor LXR-alpha IC50 = 7.0 nM 8.15 Displacement of [3H]T0901317 from human recombinant LXRalpha LBD 20006495
Oxysterols receptor LXR-alpha IC50 = 7.0 nM 8.15 Displacement of [3H]T0901317 from human recombinant LXRalpha LBD 20005711
Oxysterols receptor LXR-beta IC50 = 111.0 nM 6.96 Displacement of [3H]T0901317 from human recombinant LXRbeta LBD 20006495
Oxysterols receptor LXR-beta IC50 = 128.0 nM 6.89 Displacement of [3H]T0901317 from human recombinant LXRbeta LBD 20005711
Oxysterols receptor LXR-alpha EC50 = 162.0 nM 6.79 Agonist activity at human Gal4-LBD fused LXRalpha LBD expressed in Huh7 cells by... 20005711
HepG2 EC50 = 271.0 nM 6.57 Increase in cellular triglyceride level in human HepG2 cells 20006495
HepG2 EC50 = 270.0 nM 6.57 Increase in cellular triglyceride level in human HepG2 cells 20005711
THP-1 EC50 = 420.0 nM 6.38 Induction of ABCA1 mRNA upregulation in human THP1 cells 20005711
THP-1 EC50 = 425.0 nM 6.37 Induction of ABCA1 mRNA upregulation in human THP1 cells 20006495
Oxysterols receptor LXR-beta EC50 = 640.0 nM 6.19 Agonist activity at human Gal4-LBD fused LXRbeta LBD expressed in Huh7 cells by ... 20005711

Literature References

PubMed DOI Target Context # Activities
20005711 10.1016/j.bmcl.2009.11.098 Mus musculus 4
20005711 10.1016/j.bmcl.2009.11.098 Oxysterols receptor LXR-alpha 3
20005711 10.1016/j.bmcl.2009.11.098 Oxysterols receptor LXR-beta 3
20006495 10.1016/j.bmcl.2009.11.099 THP-1 2
20006495 10.1016/j.bmcl.2009.11.099 HepG2 2
20006495 10.1016/j.bmcl.2009.11.099 Liver microsomes 2
20006495 10.1016/j.bmcl.2009.11.099 Mus musculus 2
20005711 10.1016/j.bmcl.2009.11.098 THP-1 2
20005711 10.1016/j.bmcl.2009.11.098 HepG2 2
20005711 10.1016/j.bmcl.2009.11.098 Liver microsomes 2
20006495 10.1016/j.bmcl.2009.11.099 Oxysterols receptor LXR-alpha 1
20006495 10.1016/j.bmcl.2009.11.099 Oxysterols receptor LXR-beta 1
20006495 10.1016/j.bmcl.2009.11.099 Liver X receptor (LXR alpha AND LXR beta) 1
20006495 10.1016/j.bmcl.2009.11.099 ADMET 1
20005711 10.1016/j.bmcl.2009.11.098 ADMET 1
20005711 10.1016/j.bmcl.2009.11.098 No relevant target 1

Data from ChEMBL 36 via Core Engine