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Compound Detail

CHEMBL62136

T091317
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O=S(=O)(c1ccccc1)N(CC(F)(F)F)c1ccc(C(O)(C(F)(F)F)C(F)(F)F)cc1

Basic Information

ChEMBL ID CHEMBL62136
Name T091317
Phase Preclinical
Structure Type MOL
InChI Key SGIWFELWJPNFDH-UHFFFAOYSA-N
21
Targets
237
Activities
4
Assay Types
16
PK Parameters
20
Publications
0
Known Names

Molecular Properties

481.3
MW (Da)
4.76
ALogP
3
HBA
1
HBD
57.6
PSA (Ų)
0.63
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug Chemical Probe

Extended Properties

Molecular Formula C17H12F9NO3S
MW 481.34
Aromatic Rings 2
Heavy Atoms 31
NP-Likeness -1.18

Activity Summary

EC50 159 meas. best 10.01
IC50 64 meas. best 8.05
Ki 12 meas. best 7.77
Kd 2 meas. best 7.03

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Retinoic acid receptor RXR-alpha/oxysterols receptor LXR-alpha
CHEMBL3430879
EC50 10.01 10.01 0.1 1
Retinoic acid receptor RXR-alpha/oxysterols receptor LXR-beta
CHEMBL3430878
EC50 9.97 9.97 0.1 1
THP-1
CHEMBL614245
EC50 8.52 7.7073 3.0 11
Oxysterols receptor LXR-alpha
CHEMBL2808
EC50 8.49 6.9727 3.2 45
Oxysterols receptor LXR-beta
CHEMBL4093
EC50 8.33 7.1075 4.7 52
Nuclear receptor subfamily 1 group I member 2
CHEMBL3401
EC50 8.1 7.4367 8.0 9
Oxysterols receptor LXR-beta
CHEMBL4093
IC50 8.05 7.8107 9.0 14
Oxysterols receptor LXR-alpha
CHEMBL2808
IC50 8.05 7.552 9.0 15
Oxysterols receptor LXR-beta
CHEMBL4093
Ki 7.77 7.51 17.0 3
Liver X receptor
CHEMBL3706564
EC50 7.77 7.1333 17.0 3
Sterol regulatory element-binding protein 1
CHEMBL4630818
EC50 7.7 7.7 20.0 1
Unchecked
CHEMBL612545
EC50 7.7 7.0175 20.0 4
Oxysterols receptor LXR-alpha
CHEMBL2808
Ki 7.62 7.62 24.0 1
Nuclear receptor subfamily 1 group I member 2
CHEMBL3401
IC50 7.58 7.4733 26.0 3
Retinoic acid receptor RXR-alpha/oxysterols receptor LXR-beta
CHEMBL3430878
Ki 7.58 7.12 26.0 2
Oxysterols receptor LXR-beta
CHEMBL2417346
EC50 7.57 7.57 27.0 1
Oxysterols receptor LXR-beta
CHEMBL4105785
EC50 7.52 7.52 30.0 1
Retinoic acid receptor RXR-alpha/oxysterols receptor LXR-alpha
CHEMBL3430879
Ki 7.51 7.075 31.0 2
J774.A1
CHEMBL614040
EC50 7.47 7.465 34.0 2
J774
CHEMBL614123
EC50 7.46 7.46 35.0 2
Huh-7
CHEMBL614039
EC50 7.44 7.305 36.0 2
Nuclear receptor ROR-gamma
CHEMBL1741186
Ki 7.29 7.29 51.0 2
Nuclear receptor ROR-gamma
CHEMBL1741186
EC50 7.27 6.738 54.0 5
Nuclear receptor ROR-gamma
CHEMBL1741186
IC50 7.22 6.1068 60.0 19
HepG2
CHEMBL395
EC50 7.21 6.97 61.0 8
Oxysterols receptor LXR-alpha
CHEMBL2808
Kd 7.03 7.03 92.4 1
THP-1
CHEMBL614245
IC50 7.0 7.0 100.0 1
Oxysterols receptor LXR-beta
CHEMBL4093
Kd 6.99 6.99 103.0 1
Nuclear receptor ROR-alpha
CHEMBL5868
Ki 6.88 6.88 132.0 2
Bile acid receptor
CHEMBL2047
EC50 6.3 5.792 500.0 5
Nuclear receptor ROR-alpha
CHEMBL5868
IC50 5.7 5.5567 2000.0 6
PBMC
CHEMBL613107
EC50 5.52 5.52 3000.0 1
Gamma-secretase
CHEMBL2094135
EC50 5.44 5.44 3600.0 1
Gamma-secretase
CHEMBL2094135
IC50 5.35 5.35 4500.0 1
Nuclear receptor ROR-alpha
CHEMBL5868
EC50 5.3 5.3 5000.0 2
Bile acid receptor
CHEMBL2047
IC50 5.28 5.28 5300.0 1
Nuclear receptor ROR-beta
CHEMBL3091268
EC50 5.22 5.22 6000.0 2
Nuclear receptor ROR-beta
CHEMBL3091268
IC50 5.0 5.0 10000.0 1
Liver X receptor
CHEMBL3706564
IC50 4.58 4.58 26000.0 1
Unchecked
CHEMBL612545
IC50 4.0 4.0 100000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 5920.0 ng.hr.mL-1 Rattus norvegicus
AUC 3421.0 ng.hr.mL-1 Mus musculus
AUC 7301.0 ng.hr.mL-1 Canis lupus familiaris
CL 3.0 mL.min-1.g-1 Homo sapiens
CL 5.37 uL.min-1.(10^6cells)-1 Homo sapiens
CL 14.13 uL.min-1.(10^6cells)-1 Rattus norvegicus
T1/2 3.0 hr Mus musculus
T1/2 5.8 hr Canis lupus familiaris
T1/2 0.5 hr Homo sapiens
T1/2 0.5 hr Rattus norvegicus
T1/2 0.5 hr Mus musculus
T1/2 0.5 hr Rattus norvegicus
T1/2 0.5 hr Homo sapiens
T1/2 0.5 hr Rattus norvegicus
T1/2 0.5 hr Homo sapiens
t1/2 - - Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Retinoic acid receptor RXR-alpha/oxysterols receptor LXR-alpha EC50 = 0.098 nM 10.01 Agonist activity at human RXRalpha/LXRalpha expressed in HEK293 cells measured a... 32248003
Retinoic acid receptor RXR-alpha/oxysterols receptor LXR-beta EC50 = 0.108 nM 9.97 Agonist activity at human RXRalpha/LXRbeta expressed in HEK293 cells measured af... 32248003
THP-1 EC50 = 3.0 nM 8.52 Stimulation of [3H]cholesterol efflux in human THP1 foam cells loaded with ac-LD... 18973288
THP-1 EC50 = 3.0 nM 8.52 Stimulation of [3H]cholesterol efflux in human THP1 foam cells loaded with ac-LD... 19962892
THP-1 EC50 = 3.0 nM 8.52 Stimulation of [3H]cholesterol efflux in human THP1 foam cells loaded with ac-LD... 19962892
Oxysterols receptor LXR-alpha EC50 = 3.2 nM 8.49 Agonist activity at LXRalpha by TR-FRET assay 21218783
Oxysterols receptor LXR-beta EC50 = 4.7 nM 8.33 Agonist activity at LXRbeta by TR-FRET assay 21218783
Oxysterols receptor LXR-alpha EC50 = 6.0 nM 8.22 Agonist activity at human LXRalpha expressed in HEK293 cells co-expressing CMX-b... 29398545
Oxysterols receptor LXR-beta EC50 = 8.0 nM 8.1 Agonist activity at LXRbeta ligand binding domain by FRET based SRC1 recruitment... 19264481
Nuclear receptor subfamily 1 group I member 2 EC50 = 8.0 nM 8.1 Transactivation of PXR in human HepG2 cells by receptor transactivation assay 29233651
Oxysterols receptor LXR-beta IC50 = 9.0 nM 8.05 Binding affinity to human recombinant LXRbeta ligand binding domain 20350005
Oxysterols receptor LXR-alpha IC50 = 9.0 nM 8.05 Displacement of [3H]T0901317 from human recombinant LXRalpha LBD 20005711
Oxysterols receptor LXR-alpha IC50 = 9.0 nM 8.05 Displacement of [3H]T0901317 from human recombinant LXRalpha-LBD 19932617
Oxysterols receptor LXR-beta IC50 = 9.0 nM 8.05 Displacement of [3H]TO901317 from human recombinant LXRbeta expressed in Escheri... 19962892
Oxysterols receptor LXR-alpha IC50 = 9.0 nM 8.05 Displacement of [3H]T0901317 from human recombinant LXRalpha LBD 20006495
Oxysterols receptor LXR-beta IC50 = 9.0 nM 8.05 Displacement of [3H]T0901317 from human recombinant LXRbeta ligand binding domai... 19853462
Oxysterols receptor LXR-beta IC50 = 9.0 nM 8.05 Displacement of [3H]TO901317 from human recombinant LXRbeta expressed in Escheri... 18973288
Oxysterols receptor LXR-beta IC50 = 9.0 nM 8.05 Binding affinity at human LXRbeta 18023179
Oxysterols receptor LXR-beta IC50 = 9.0 nM 8.05 Displacement of [3H]T0901317 from LXRbeta ligand binding domain 20382019
Oxysterols receptor LXR-beta IC50 = 10.0 nM 8.0 Displacement of [3H]T-0901317 from human LXR beta receptor 17034119

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL5303300 U2OS 304
- 10.6019/CHEMBL5303300 HEK-293T 304
- 10.6019/CHEMBL5303300 Fibroblast 304
20350005 10.1021/jm100034x Oxysterols receptor LXR-beta 19
20350005 10.1021/jm100034x Oxysterols receptor LXR-alpha 15
18324758 10.1021/jm7011326 THP-1 14
25677664 10.1016/j.bmcl.2015.01.047 Hamster 11
- 10.6019/CHEMBL4689842 HEK-293T 10
- 10.6019/CHEMBL4689842 Fibroblast 10
25998501 10.1016/j.bmcl.2015.04.080 Hamster 9
- 10.6019/CHEMBL5058564 HEK-293T 9
24480357 10.1016/j.ejmech.2014.01.003 Liver X receptor 8
- 10.6019/CHEMBL4689842 U2OS 8
28741954 10.1021/acs.jmedchem.7b00091 Unchecked 8
22873709 10.1021/jm3002394 Oxysterols receptor LXR-alpha 8
- 10.6019/CHEMBL5058564 U2OS 7
- 10.6019/CHEMBL5058564 Fibroblast 7
27283790 10.1016/j.bmc.2016.05.048 Mus musculus 7
27011007 10.1021/acs.jmedchem.6b00176 Rhesus monkey 6
22579484 10.1016/j.bmcl.2012.04.071 HepG2 6

Data from ChEMBL 36 via Core Engine