General Information of the Compound
Compound ID
CP0084497
Compound Name
CHEBI:31625
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Synonyms
(6S,8S,9R,10S,11S,13S,14S,17R)-17-acetyl-9-fluoro-11,17-dihydroxy-6,10,13-trimethyl-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-3-one
11beta,17alpha-Dihydroxy-9-fluoro-6-methyl-1,4-pregnadiene-3,20-dione
9-Fluoro-11,17-dihydroxy-6-methylpregna-1,4-diene-3,20-dione
9-Fluoro-11-beta,17-dihydroxy-6-alpha-methylpregna-1,4-diene-3,20-dione
9-Fluoro-11beta,17-dihydroxy-6alpha-methylpregna-1,4-diene-3,20-dione
Alcon Brand of Fluorometholone
Allergan Brand 1 of Fluorometholone
Allergan Brand 2 of Fluorometholone
Allergan Brand 3 of Fluorometholone
Component of Neo-Oxylone
Cortilet
Cortisdin
Delmeson
Efflumidex
F0414
FML
FML (TN)
FML Forte
FML Liquifilm
FML S.O.P
FML-S Liquifilm
Flarex (TN)
Fluaton
Flucon
Flucon, Isopto
Flumetholon
Fluor Op
Fluor-Op
Fluor-op (TN)
Fluormetholon
Fluormetholone
Fluormetholonum
Fluoro Ophtal
Fluoro-Ophtal
Fluoromethalone
Fluorometholone
Fluorometholone (JP15/USP/INN)
Fluorometholone [INN:BAN:JAN]
Fluorometholonum
Fluorometholonum [INN-Latin]
Fluorometolona
Fluorometolona [INN-Spanish]
Fluorometolone
Fluorometolone [DCIT]
Fluoropos
Fml (TN)
Isdin Brand of Fluorometholone
Isopto Flucon
Loticort
Neo-Oxylone
Novartis Brand of Fluorometholone
Oxylone
Oxylone (TN)
PMS Fluorometholone
PMS-Fluorometholone
Pharm Allergan Brand of Fluorometholone
Pharm-Allergan Brand of Fluorometholone
Pharmascience Brand of Fluorometholone
Pregna-1,4-diene-3,20-dione, 9-fluoro-11.beta.,17
Pregna-1,4-diene-3,20-dione, 9-fluoro-11beta,17-dihydroxy-6alpha-methyl-(8CI)
Trilcin
U 8614
Ursapharm Brand of Fluorometholone
Ursnon
Winzer Brand of Fluorometholone
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Structure
Formula
C22H29FO4
Molecular Weight
376.468
Canonical SMILES
C[C@H]1C[C@H]2[C@@H]3CC[C@](O)(C(C)=O)[C@@]3(C)C[C@H](O)[C@]2(F)[C@@]2(C)C=CC(=O)C=C12
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InChI
InChI=1S/C22H29FO4/c1-12-9-17-15-6-8-21(27,13(2)24)20(15,4)11-18(26)22(17,23)19(3)7-5-14(25)10-16(12)19/h5,7,10,12,15,17-18,26-27H,6,8-9,11H2,1-4H3/t12-,15-,17-,18-,19-,20-,21-,22-/m0/s1
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InChIKey
FAOZLTXFLGPHNG-KNAQIMQKSA-N
CAS
426-13-1
Physicochemical Property
logP
2.9233
Rotatable Bonds
1
Heavy Atom Count
27
Polar Areas
74.6
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
4
Complexity
27

"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: 9878
SID: 14804353
ChEMBL ID
CHEMBL1200600
DrugBank ID
DB00324
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
CL000162 HeLa S3 Homo sapiens (Human)  2
1
IC50 = 3.471 nM
   TI
   LI
   LO
   TS
2
Ki = 1.578 nM
   TI
   LI
   LO
   TS
Protein ID: PT04880, Nuclear receptor subfamily 1 group I member 2
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000063 Hep-G2 Homo sapiens (Human)  1
1
EC50 = 400 nM
   TI
   LI
   LO
   TS
Protein ID: PT01552, Nuclear receptor subfamily 1 group I member 2
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000514 DPX2 Homo sapiens (Human)  2
1
EC50 = 3200 nM
   TI
   LI
   LO
   TS
2
EC50 = 12600 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 EC50 = 1300 nM
Clinical Information about the Compound
Drug 1 ( Fluorometholone )
Drug Name Fluorometholone
Company Alcon Laboratories
Indication
Chronic obstructive pulmonary disease
Approved
Target(s)
Glucocorticoid receptor (NR3C1)
Binder