General Information of the Compound
Compound ID
CP0202195
Compound Name
FLUTICASONE FUROATE
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Synonyms
(6alpha,11beta,16alpha,17alpha)-6,9-Difluoro-17-(((fluoromethyl)thio)carbonyl)-11-hydroxy-16-methyl-3-oxoandrosta-1,4-dien-17-yl-2-furancarboxylate
6alpha,9-Difluoro-17-(((fluoromethyl)sulfanyl)carbonyl)-11beta-hydroxy-16alpha-methyl-3-oxoandrosta-1,4-dien-17alpha-yl furan-2-carboxylate
Allermist
Avamys
Fluticasone furoate
Fluticasone furoate (JAN/USAN/INN)
GW 685698X
GW-685698
GW-685698X
GW6
GW685698X
Veramyst
Veramyst (TN)
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Structure
Formula
C27H29F3O6S
Molecular Weight
538.584
Canonical SMILES
C[C@@H]1C[C@H]2[C@@H]3C[C@H](F)C4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O)C[C@]2(C)[C@@]1(OC(=O)c1ccco1)C(=O)SCF
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InChI
InChI=1S/C27H29F3O6S/c1-14-9-16-17-11-19(29)18-10-15(31)6-7-24(18,2)26(17,30)21(32)12-25(16,3)27(14,23(34)37-13-28)36-22(33)20-5-4-8-35-20/h4-8,10,14,16-17,19,21,32H,9,11-13H2,1-3H3/t14-,16+,17+,19+,21+,24+,25+,26+,27+/m1/s1
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InChIKey
XTULMSXFIHGYFS-VLSRWLAYSA-N
CAS
397864-44-7
Physicochemical Property
logP
4.9268
Rotatable Bonds
4
Heavy Atom Count
37
Polar Areas
93.81
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
7
Complexity
37

"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: 9854489
SID: 24714804
ChEMBL ID
CHEMBL1676
DrugBank ID
DB08906
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: PT00967, Glucocorticoid receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000026 CHO-K1 Cricetulus griseus (Chinese hamster)  1
1
EC50 = 0.4 nM
   TI
   LI
   LO
   TS
CL000229 SW1353 Homo sapiens (Human)  1
1
EC50 = 0.49 nM
   TI
   LI
   LO
   TS
CL000068 A-549 Homo sapiens (Human)  1
1
IC50 = 0.03981 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 0.8 nM
Protein ID: PT01154, Mineralocorticoid receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000026 CHO-K1 Cricetulus griseus (Chinese hamster)  1
1
EC50 > 3000 nM
   TI
   LI
   LO
   TS
CL000023 BTI-Tn-5B1-4 Trichoplusia ni (Cabbage looper)  1
1
IC50 = 166 nM
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( GW685698X )
Drug Name GW685698X
Company GSK
Indication
Asthma
Approved
Target(s)
Glucocorticoid receptor (NR3C1)
Agonist