General Information of the Compound
Compound ID
CP0039118
Compound Name
2-{2-methyl-4-[({4-methyl-2-[4-(trifluoromethyl)phenyl]-1,3-thiazol-5-yl}methyl)sulfanyl]phenoxy}acetic acid
    Show/Hide
Synonyms
2-(2-Methyl-4-(((4-methyl-2-(4-(trifluoromethyl)phenyl)thiazol-5-yl)methyl)thio)phenoxy)acetic acid
2-(2-methyl-4-((4-methyl-2-(4-(trifluoromethyl)phenyl)thiazol-5-yl)methylthio)phenoxy)acetic acid
2-(4-((2-(4-(Trifluoromethyl)phenyl)-4-methylthiazol-5-yl)methylthio)-2-methylphenoxy)acetic acid
317318-70-0
7I2HA1NU22
CHEMBL38943
Endurobol
GSK-516
GW 1516
GW 501516
GW-1516
GW-501516
GW-516
GW1516
GW501516
UNII-7I2HA1NU22
    Show/Hide
Structure
Formula
C21H18F3NO3S2
Molecular Weight
453.507
Canonical SMILES
Cc1nc(sc1CSc1ccc(OCC(O)=O)c(C)c1)-c1ccc(cc1)C(F)(F)F
    Show/Hide
InChI
InChI=1S/C21H18F3NO3S2/c1-12-9-16(7-8-17(12)28-10-19(26)27)29-11-18-13(2)25-20(30-18)14-3-5-15(6-4-14)21(22,23)24/h3-9H,10-11H2,1-2H3,(H,26,27)
    Show/Hide
InChIKey
YDBLKRPLXZNVNB-UHFFFAOYSA-N
CAS
317318-70-0
Physicochemical Property
logP
6.20144
Rotatable Bonds
7
Heavy Atom Count
30
Polar Areas
59.42
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
5
Complexity
30

"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).

    Show/Hide
Click to Show/Hide the External Link(s) of This Compound
PubChem ID
CID: 9803963
SID: 14760044
ChEMBL ID
CHEMBL38943
DrugBank ID
DB05416
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: PT00910, Peroxisome proliferator-activated receptor alpha
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000044 CV-1 Chlorocebus aethiops (Green monkey)  4
1
EC50 = 229 nM
   TI
   LI
   LO
   TS
2
EC50 = 400 nM
   TI
   LI
   LO
   TS
3
EC50 = 990 nM
   TI
   LI
   LO
   TS
4
EC50 = 1888 nM
   TI
   LI
   LO
   TS
CL000006 HEK293 Homo sapiens (Human)  2
1
EC50 = 1000 nM
   TI
   LI
   LO
   TS
2
EC50 = 3900 nM
   TI
   LI
   LO
   TS
CL000063 Hep-G2 Homo sapiens (Human)  1
1
EC50 = 1100 nM
   TI
   LI
   LO
   TS
CL000011 CHO Cricetulus griseus (Chinese hamster)  1
1
EC50 = 2200 nM
   TI
   LI
   LO
   TS
CL000053 COS-7 Chlorocebus aethiops (Green monkey)  1
1
EC50 = 10000 nM
   TI
   LI
   LO
   TS
CL000017 HeLa Homo sapiens (Human)  1
1
EC50 > 10000 nM
   TI
   LI
   LO
   TS
CL000109 COS-1 Chlorocebus aethiops (Green monkey)  1
1
EC50 > 1000 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 EC50 = 1100 nM
2 IC50 = 463 nM
3 IC50 = 1995.26 nM
Protein ID: PT00909, Peroxisome proliferator-activated receptor delta
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  7
1
EC50 = 0.18 nM
   TI
   LI
   LO
   TS
2
EC50 = 1.8 nM
   TI
   LI
   LO
   TS
3
EC50 = 2 nM
   TI
   LI
   LO
   TS
4
EC50 = 4.4 nM
   TI
   LI
   LO
   TS
5
EC50 = 5.9 nM
   TI
   LI
   LO
   TS
6
EC50 = 7.9 nM
   TI
   LI
   LO
   TS
7
EC50 = 85 nM
   TI
   LI
   LO
   TS
CL000044 CV-1 Chlorocebus aethiops (Green monkey)  7
1
EC50 = 1 nM
   TI
   LI
   LO
   TS
2
EC50 = 1.2 nM
   TI
   LI
   LO
   TS
3
EC50 = 1.7 nM
   TI
   LI
   LO
   TS
4
EC50 = 2 nM
   TI
   LI
   LO
   TS
5
EC50 = 2.5 nM
   TI
   LI
   LO
   TS
6
EC50 = 3.162 nM
   TI
   LI
   LO
   TS
7
IC50 = 125.89 nM
   TI
   LI
   LO
   TS
CL000053 COS-7 Chlorocebus aethiops (Green monkey)  2
1
EC50 = 1 nM
   TI
   LI
   LO
   TS
2
EC50 = 1050 nM
   TI
   LI
   LO
   TS
CL000063 Hep-G2 Homo sapiens (Human)  2
1
EC50 = 1.2 nM
   TI
   LI
   LO
   TS
2
EC50 = 4 nM
   TI
   LI
   LO
   TS
CL000109 COS-1 Chlorocebus aethiops (Green monkey)  1
1
EC50 = 2.9 nM
   TI
   LI
   LO
   TS
CL000025 HEK-293T Homo sapiens (Human)  1
1
EC50 = 5 nM
   TI
   LI
   LO
   TS
CL000017 HeLa Homo sapiens (Human)  1
1
EC50 = 8 nM
   TI
   LI
   LO
   TS
CL000011 CHO Cricetulus griseus (Chinese hamster)  1
1
EC50 = 9.5 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 EC50 = 0.5 nM
2 EC50 = 1 nM
3 EC50 = 1.4 nM
4 EC50 = 6 nM
5 EC50 = 24 nM
6 EC50 = 700 nM
7 IC50 = 1 nM
8 IC50 = 2.6 nM
9 IC50 = 5.012 nM
10 Ki = 0.048 nM
11 Ki = 0.82 nM
12 Ki = 1 nM
13 Ki = 6.08 nM
14 Ki = 80 nM
Protein ID: PT03063, Peroxisome proliferator-activated receptor delta
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
EC50 = 54 nM
   TI
   LI
   LO
   TS
CL000011 CHO Cricetulus griseus (Chinese hamster)  1
1
EC50 = 76 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 EC50 = 20 nM
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 = 800 nM
   TI
   LI
   LO
   TS
CL000109 COS-1 Chlorocebus aethiops (Green monkey)  1
1
EC50 = 912 nM
   TI
   LI
   LO
   TS
CL000044 CV-1 Chlorocebus aethiops (Green monkey)  4
1
EC50 = 4100 nM
   TI
   LI
   LO
   TS
2
EC50 = 8900 nM
   TI
   LI
   LO
   TS
3
EC50 > 1200 nM
   TI
   LI
   LO
   TS
4
EC50 > 1500 nM
   TI
   LI
   LO
   TS
CL000011 CHO Cricetulus griseus (Chinese hamster)  1
1
EC50 = 4400 nM
   TI
   LI
   LO
   TS
CL000006 HEK293 Homo sapiens (Human)  2
1
EC50 = 8600 nM
   TI
   LI
   LO
   TS
2
EC50 > 10000 nM
   TI
   LI
   LO
   TS
CL000053 COS-7 Chlorocebus aethiops (Green monkey)  1
1
EC50 = 10000 nM
   TI
   LI
   LO
   TS
CL000017 HeLa Homo sapiens (Human)  1
1
EC50 > 10000 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 EC50 = 850 nM
2 IC50 = 6309.57 nM
Clinical Information about the Compound
Drug 1 ( GW-501516 )
Drug Name GW-501516
Indication
Type-1 diabetes
Discontinued in Phase 4
Target(s)
Peroxisome proliferator-activated receptor delta (PPARD)
Modulator