General Information of the Compound
Compound ID
CP0681546
Compound Name
ROSIGLITAZONE MALEATE
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Synonyms
(+-)-5-(p-(2-(Methyl-2-pyridylamino)ethoxy)benzyl)-2,4-thiazolidinedione maleate (1:1)
(+-)-5-[[4-2-(methyl]-2-pyridinylamino)ethoxy]phenyl]methyl]-2,4-thiazolidinedione,(Z)-2-butenedioate (1:1)
2,4-Thiazolidinedione, 5-((4-(2-(methyl-2-pyridinylamino)ethoxy)phenyl)methyl)-, (2Z)-2-butenedioate (1:1)
2,4-Thiazolidinedione, 5-[[4-[2-(methyl-2-pyridinylamino) ethoxy]phenyl]methyl]-, (2Z)-2-butenedioate (1:1)
2,4-Thiazolidinedione,5-((4-(2-(methyl-2-pyridinylamino)ethoxy)phenyl)methyl)-,(2Z)-2-butenedioate
5-[[4-[2-[methyl(pyridin-2-yl)amino]ethoxy]phenyl]methyl]-1,3-thiazolidine-2,4-dione
5-{[4-({2-[methyl(pyridin-2-yl)amino]ethyl}oxy)phenyl]methyl}-1,3-thiazolidine-2,4-dione (2Z)-but-2-enedioate
Avandia
Avandia (TN)
Avandiaadministration for 6-12 weeks
BRL 49653-C
BRL 49653C
BRL-49653C
Nyracta
Rosiglitazone Maleate [USAN]
Rosiglitazone XR
Rosiglitazone maleate
Rosiglitazone maleate (JAN/USAN)
SB-206846
SB-210232
Venvia
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Structure
Formula
C22H23N3O7S
Molecular Weight
473.507
Canonical SMILES
CN(CCOc1ccc(CC2SC(=O)NC2=O)cc1)c1ccccn1.O=C(O)/C=C\C(=O)O
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InChI
InChI=1S/C18H19N3O3S.C4H4O4/c1-21(16-4-2-3-9-19-16)10-11-24-14-7-5-13(6-8-14)12-15-17(22)20-18(23)25-15;5-3(6)1-2-4(7)8/h2-9,15H,10-12H2,1H3,(H,20,22,23);1-2H,(H,5,6)(H,7,8)/b;2-1-
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InChIKey
SUFUKZSWUHZXAV-BTJKTKAUSA-N
CAS
155141-29-0
Physicochemical Property
logP
2.2027
Rotatable Bonds
9
Heavy Atom Count
33
Polar Areas
146.13
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
8
Complexity
33

"RO5" indicates the cutoff set by lipinski's rule of five:

(1) Molecular weight less than 500 Dalton;

(2) xlogp less than 5;

(3) No more than 5 hbonddonor (Hydrogen Bond Donor Count);

(4) No more than 10 hbondacc (Hydrogen Bond Acceptor Count);

(5) No more than 10 rotbonds (Rotatable Bond Count).

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PubChem ID
CID: 25058199
SID: 14932160
ChEMBL ID
CHEMBL843
Map of Molecular Bioactivity Related to the Compound
Map of Molecular Bioactivity Related to the Compound

Compound
Cell Line
Protein

Bioactivity Value:

<= 0.1 μM
> 0.1 μM and <= 10 μM
> 10 μM
Imprecise Activity
Table of Molecular Bioactivities Related to the Compound
Protein ID: PT00915, Peroxisome proliferator-activated receptor gamma
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000063 Hep-G2 Homo sapiens (Human)  1
1
EC50 = 730 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 Ki = 14 nM
2 Ki = 136 nM
Clinical Information about the Compound
Drug 1 ( Rosiglitazone XR )
Drug Name Rosiglitazone XR
Company GSK
Indication
Type-2 diabetes
Approved
Alzheimer disease
Phase 3
Target(s)
Peroxisome proliferator-activated receptor gamma (PPAR-gamma)
Agonist