FARGLITAZAR

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Synonyms
Status
Molecule Category UNKNOWN
UNII 3433GY7132
EPA CompTox DTXSID1047310

Structure

InChI Key ZZCHHVUQYRMYLW-HKBQPEDESA-N
Smiles Cc1oc(-c2ccccc2)nc1CCOc1ccc(C[C@H](Nc2ccccc2C(=O)c2ccccc2)C(=O)O)cc1
InChI
InChI=1S/C34H30N2O5/c1-23-29(36-33(41-23)26-12-6-3-7-13-26)20-21-40-27-18-16-24(17-19-27)22-31(34(38)39)35-30-15-9-8-14-28(30)32(37)25-10-4-2-5-11-25/h2-19,31,35H,20-22H2,1H3,(H,38,39)/t31-/m0/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C34H30N2O5
Molecular Weight 546.62
AlogP 6.61
Hydrogen Bond Acceptor 6.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 12.0
Polar Surface Area 101.66
Molecular species ACID
Aromatic Rings 5.0
Heavy Atoms 41.0

Bioactivity

Mechanism of Action Action Reference
Peroxisome proliferator-activated receptor gamma agonist AGONIST PubMed
Protein: Peroxisome proliferator-activated receptor gamma
Description: Peroxisome proliferator-activated receptor gamma
Organism : Homo sapiens
P37231 ENSG00000132170
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
122-457 1217-2870 - 490-490 -
Transcription factor Nuclear receptor Nuclear hormone receptor subfamily 1 Nuclear hormone receptor subfamily 1 group C Nuclear hormone receptor subfamily 1 group C member 2
- - - 1200 -
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
0-6 25-217 - 1-1 -
Assay Description Organism Bioactivity Reference
Agonist activity for Human PPAR alpha receptor in transcriptional activation assay Homo sapiens 450.0 nM
Agonist activity for Human PPAR gamma receptor in transcriptional activation assay Homo sapiens 0.34 nM
Agonist activity for murine PPAR gamma receptor in transcriptional activation assay Mus musculus 0.35 nM
Maximal reporter activity against human Peroxisome proliferator activated receptor alpha Gal4 chimeric in transiently transfected CV-1 cells by functional assay. None 450.0 nM
Binding affinity to human Peroxisome proliferator activated receptor alpha using scintillation proximity assay None 490.0 nM
Compound was tested functionally in vitro for inducing 50% of the maximum alkaline phosphatase activity (Transactivation) against human Peroxisome proliferator activated receptor alpha using transfection assay in CV-1 cells None 457.09 nM
In vitro transactivation of Peroxisome proliferator activated receptor alpha. None 457.09 nM
Tested in vitro for inhibiting the 50% binding of Peroxisome proliferator activated receptor alpha None 489.78 nM
Maximal reporter activity against human Peroxisome proliferator activated receptor gamma Gal4 chimeric in transiently transfected CV-1 cells by functional assay. None 0.34 nM
Binding affinity to human Peroxisome proliferator activated receptor gamma using scintillation proximity assay None 1.1 nM
-log concentration required to induce 50% maximum lipogenic activity against Peroxisome proliferator activated receptor gamma Homo sapiens 1.479 nM
Ability to promote differentiation of C3H10T1/2 stem cells to adipocytes using lipogenesis assay mediated through activation of Peroxisome proliferator activated receptor gamma None 1.479 nM
Ability to promote differentiation of C3H10T1/2 stem cells to adipocytes using lipogenesis assay mediated through activation of Peroxisome proliferator activated receptor gamma None 1.479 nM
in vitro agonist activity against peroxisome proliferator activated receptor-gamma (PPAR-gamma), using alkaline phosphatase activity transactivator assay None 0.3388 nM
Activation of peroxisome proliferator activated receptor gamma measured by induction of 50% of maximum alkaline phosphatase activity, transfection assay in CV-1 cells None 0.3388 nM
Tested functionally in vitro for inducing 50% of the maximum alkaline phosphate activity (Transactivation) against Peroxisome proliferator activated receptor gamma None 0.3388 nM
Inhibition by 50% of in vitro binding to Peroxisome proliferator activated receptor gamma None 1.148 nM
Binding affinity against peroxisome proliferator activated receptor gamma (PPAR-gamma) None 1.148 nM
In vitro binding to peroxisome proliferator activated receptor gamma (PPAR gamma) using [3H]-BRL 49653 as radioligand in scintillation proximity assay (SPA) None 1.148 nM
Compound was tested functionally in vitro for inducing 50% of the maximum alkaline phosphatase activity (Transactivation) against murine Peroxisome proliferator activated receptor gamma using transfection assay in CV-1 cells None 0.3548 nM
Displacement of tritium labeled ligand from human PPARalpha by SPA assay Homo sapiens 345.0 nM
Displacement of tritium labeled ligand from human PPARgamma by SPA assay Homo sapiens 25.0 nM Displacement of tritium labeled ligand from human PPARgamma by SPA assay Homo sapiens 5.0 nM
Displacement of fluorescein labeled ligand from PPARgamma receptor by fluorescence polarization assay Homo sapiens 217.0 nM
Agonist activity at PPARgamma receptor expressed in HEK293 cells by GAL4 transactivation assay Homo sapiens 0.6 nM
Agonist activity at PPARalpha receptor expressed in HEK293 cells by GAL4 transactivation assay Homo sapiens 321.0 nM
Transactivation of PPARgamma assessed as induction of alkaline phosphatase activity None 0.3388 nM
Partial agonist activity at human PPARgamma LBD assessed as activation of CBP1-453 by HTRF assay Homo sapiens 5.0 nM
Partial agonist activity at human PPARgamma LBD assessed as activation of PGC1 by HTRF assay Homo sapiens 4.0 nM
Partial agonist activity at human PPARgamma LBD assessed as activation of Src-1 by HTRF assay Homo sapiens 6.0 nM
Partial agonist activity at human PPARgamma LBD assessed as activation of PBP by HTRF assay Homo sapiens 3.0 nM
Transactivation of Homo sapiens (human) PPARalpha assessed as luciferase activity by reporter gene assay Homo sapiens 457.09 nM
Transactivation of Homo sapiens (human) PPARgamma assessed as luciferase activity by reporter gene assay Homo sapiens 0.3388 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 122.0 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 1.4 nM

Cross References

Resources Reference
ChEMBL CHEMBL107367
FDA SRS 3433GY7132
Guide to Pharmacology 2672
PDB 570
PubChem 170364
SureChEMBL SCHEMBL501024
ZINC ZINC000049639808
CONTENTS