TROGLITAZONE

Search structure
Trade Names:
Synonyms:
Status: Approved (1997) Withdrawn (1997)
Entry Type: Small molecule
Molecule Category: UNKNOWN
ATC: A10BG01
UNII: I66ZZ0ZN0E

Structure
InChI Key GXPHKUHSUJUWKP-UHFFFAOYSA-N
Smile Cc1c(C)c2c(c(C)c1O)CCC(C)(COc1ccc(CC3SC(=O)NC3=O)cc1)O2
InChI
InChI=1S/C24H27NO5S/c1-13-14(2)21-18(15(3)20(13)26)9-10-24(4,30-21)12-29-17-7-5-16(6-8-17)11-19-22(27)25-23(28)31-19/h5-8,19,26H,9-12H2,1-4H3,(H,25,27,28)

Physicochemical Descriptors

Property Name Value
Molecular Formula C24H27NO5S
Molecular Weight 441.55
AlogP 4.37
Hydrogen Bond Acceptor 6.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 5.0
Polar Surface Area 84.86
Molecular species NEUTRAL
Aromatic Rings 2.0
Heavy Atoms 31.0

Pharmacology

Action Mechanism of Action Reference
AGONIST Peroxisome proliferator-activated receptor gamma agonist
Primary Target
Peroxisome proliferator-activated receptor-γ
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2C Cytochrome P450 2C19
- - - - 84
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2C Cytochrome P450 2C9
- 4000 - - -
Enzyme Cytochrome P450 Cytochrome P450 family 5 Cytochrome P450 family 5A Cytochrome P450 5A1
- 2966 - - -
Enzyme Hydrolase
- - - - 24.6
Enzyme Kinase Protein Kinase CMGC protein kinase group CMGC protein kinase MAPK family CMGC protein kinase ERK subfamily
- 1238 - - -
Enzyme Lyase
- 970 - - -
Enzyme Oxidoreductase
- 2070-2070 - 10500 -
Enzyme Phosphatase Protein Phosphatase Tyrosine protein phosphatase
- 55000 - - 29
Enzyme Transferase
- - - 20000 18.06
Epigenetic regulator Eraser Histone deacetylase HDAC class IIb
- - - - -6.41-14.49
Ion channel Voltage-gated ion channel Voltage-gated calcium channel
- 800 - - -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Serotonin receptor
- 1312 - 835 -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Nucleotide-like receptor (family A GPCR) Adenosine receptor
- 5208 - 2943 -
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
- - - - 23.4
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
215-2600 300-2600 - 200-3800 96.2
Transcription factor Nuclear receptor Nuclear hormone receptor subfamily 1 Nuclear hormone receptor subfamily 1 group I Nuclear hormone receptor subfamily 1 group I member 2
6900-31600 - - - -
Transcription factor
215-2600 300-2600 - 200-3800 23.4
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- - - - 35
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC22 family of organic cation and anion transporters
- - - - 48.2
Transporter Primary active transporter ATP-binding cassette ABCB subfamily
- 2700-66400 - - -
Transporter Primary active transporter ATP-binding cassette ABCC subfamily
- 31000 - - -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Sarcoma 2 D012509 ClinicalTrials

Related Entries

Scaffolds

Cross References

Resources Reference
CAS NUMBER 97322-87-7
ChEBI 9753
ChEMBL CHEMBL408
DrugBank DB00197
DrugCentral 2767
EPA CompTox DTXSID8023719
FDA SRS I66ZZ0ZN0E
Guide to Pharmacology 2693
KEGG D00395
PDB TDZ
PharmGKB PA451799
PubChem 5591
SureChEMBL SCHEMBL4959
ZINC ZINC00968279
CONTENTS