MURAGLITAZAR

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Synonyms
Status
Molecule Category UNKNOWN
UNII W1MKM70WQI
EPA CompTox DTXSID9057719

Structure

InChI Key IRLWJILLXJGJTD-UHFFFAOYSA-N
Smiles COc1ccc(OC(=O)N(CC(=O)O)Cc2ccc(OCCc3nc(-c4ccccc4)oc3C)cc2)cc1
InChI
InChI=1S/C29H28N2O7/c1-20-26(30-28(37-20)22-6-4-3-5-7-22)16-17-36-24-10-8-21(9-11-24)18-31(19-27(32)33)29(34)38-25-14-12-23(35-2)13-15-25/h3-15H,16-19H2,1-2H3,(H,32,33)

Physicochemical Descriptors

Property Name Value
Molecular Formula C29H28N2O7
Molecular Weight 516.55
AlogP 5.37
Hydrogen Bond Acceptor 7.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 11.0
Polar Surface Area 111.33
Molecular species ACID
Aromatic Rings 4.0
Heavy Atoms 38.0

Bioactivity

Mechanism of Action Action Reference
Peroxisome proliferator-activated receptor alpha agonist AGONIST PubMed PubMed Wikipedia
Protein: Peroxisome proliferator-activated receptor gamma
Description: Peroxisome proliferator-activated receptor gamma
Organism : Homo sapiens
P37231 ENSG00000132170
Protein: Peroxisome proliferator-activated receptor alpha
Description: Peroxisome proliferator-activated receptor alpha
Organism : Homo sapiens
Q07869 ENSG00000186951
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Transcription factor Nuclear receptor Nuclear hormone receptor subfamily 1 Nuclear hormone receptor subfamily 1 group C Nuclear hormone receptor subfamily 1 group C member 1
40-4110 190-250 - - -
Transcription factor Nuclear receptor Nuclear hormone receptor subfamily 1 Nuclear hormone receptor subfamily 1 group C Nuclear hormone receptor subfamily 1 group C member 3
3-1410 120-250 - - -
Assay Description Organism Bioactivity Reference
Effective concentration against human Peroxisome proliferator activated receptor alpha Homo sapiens 320.0 nM
Effective concentration against human Peroxisome proliferator activated receptor gamma Homo sapiens 110.0 nM
Effective concentration against human peroxisome proliferator activated receptor alpha in Gal4 transactivation assay Homo sapiens 240.0 nM
Effective concentration against human peroxisome proliferator activated receptor gamma in Gal4 transactivation assay Homo sapiens 120.0 nM
Inhibition of human Peroxisome proliferator activated receptor alpha Homo sapiens 250.0 nM
Inhibition of human Peroxisome proliferator activated receptor gamma Homo sapiens 190.0 nM
Binding affinity at human PPARalpha by fluorescence polarization Homo sapiens 190.0 nM
Binding affinity at human PPARalpha by fluorescence polarization Homo sapiens 250.0 nM
Agonist activity at human PPARgamma expressed in HEK293 cells assessed as luciferase activity by GAL4 transactivation assay Homo sapiens 40.0 nM
Agonist activity at human PPARalpha transactivation expressed in human HePG2 cells Homo sapiens 150.0 nM
Agonist activity at human PPARgamma transactivation expressed in human HePG2 cells Homo sapiens 90.0 nM
Agonist activity at human PPARgamma expressed in african green monkey CV-1 co-transfected with GAL4 by by dual-glo luciferase reporter gene assay Homo sapiens 153.0 nM
Antihyperglycemic effect in db/db mouse assessed as inhibition of blood glucose at 3 mg/kg, po after 4 days Mus musculus 53.0 %
Antihyperglycemic effect in db/db mouse assessed as inhibition of blood glucose at 3 mg/kg, po after 7 days Mus musculus 67.0 %
Antihyperglycemic effect in db/db mouse assessed as inhibition of blood glucose at 3 mg/kg, po after 11 days Mus musculus 68.0 %
Binding affinity to PPARgamma by fluorescence polarization assay None 35.0 nM
Agonist activity at GAL4-fused PPARgamma assessed as transcriptional activity by cell based assay None 100.0 nM
Agonist activity at GAL4-fused PPARalpha assessed as transcriptional activity by cell based assay None 300.0 nM
Agonist activity at GAL4 tagged human PPARgamma ligand binding domain expressed in HEK293 cells by luciferase reporter gene assay Homo sapiens 35.0 nM
Transactivation of human Gal4-fused PPARalpha LBD expressed in African green monkey COS7 cells after 24 hrs by luciferase reporter gene assay Homo sapiens 595.0 nM
Transactivation of human Gal4-fused PPARgamma LBD expressed in African green monkey COS7 cells after 24 hrs by luciferase reporter gene assay Homo sapiens 3.0 nM
Competitive displacement of fluorescently labelled PPAR tracer ligand from GST-tagged human PPARgamma ligand binding domain after 1 hr in dark by TR-FRET competitive binding assay Homo sapiens 120.0 nM

Cross References

Resources Reference
ChEMBL CHEMBL186179
DrugBank DB06510
FDA SRS W1MKM70WQI
PubChem 206044
SureChEMBL SCHEMBL676469
ZINC ZINC000049650290
CONTENTS