General Information of the Compound
Compound ID
CP0041383
Compound Name
(3,5-dibromo-4-hydroxyphenyl)(2-ethyl-1-benzofuran-3-yl)methanone
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Synonyms
(2-Ethyl-3-benzofuranyl)-(3,5-dibrom-4-hydroxyphenyl)keton
(3,5-Dibromo-4-hydroxyphenyl)(2-ethyl-1-benzofuran-3-yl)methanone
(3,5-dibromo-4-hydroxyphenyl)-(2-ethyl-1-benzofuran-3-yl)methanone
2-Ethyl-3-(3,5-dibrom-4-hydroxybenzoyl)benzofuran
3, 5-Dibromo-4-hydroxyphenyl-2-ethyl-3-benzofuranyl ketone
3,5-Dibromo-4-hydroxyphenyl-2-ethyl-3-benzofuranyl ketone
3-(3,5-Dibromo-4-hydroxybenzoyl)-2-ethylbenzofuran
3-[3,5-DIBROMO-4-HYDROXYBENZOYL]-2-ETHYLBENZOFURAN
AL, Benzbromaron
Acifugan
Aliud Brand of Benzbromarone
Azubromaron
Benzbromaron
Benzbromaron AL
Benzbromaron ratiopharm
Benzbromaron-ratiopharm
Benzbromarone
Benzbromarone (JP15/USAN/INN)
Benzbromarone Aliud Brand
Benzbromarone Heumann Brand
Benzbromarone Sanfer Brand
Benzbromarone [USAN:INN:BAN]
Benzbromarone ratiopharm Brand
Benzbromaronratiopharm
Benzbromaronum
Benzbromaronum [INN-Latin]
Benzobromarona
Benzobromarona [INN-Spanish]
Besuric
Desuric
Exurate
Harolan
Heumann Brand of Benzbromarone
Hipurik
KETONE, 3,5-DIBROMO-4-HYDROXYPHENYL 2-ETHYL-3-BENZOFURANYL
Ketone, 3,5-dibromo-4-hydroxyphenyl 2-ethyl-3-benzofuranyl
L 2214
L 2214-Labaz
L-2214
L2214
MJ 10061
Methanone, (3
Minuric
NCI85433
Narcaricin
Normurat
PMID27414413-Compound-Figure6right
Ratiopharm Brand of Benzbromarone
Sanfer Brand of Benzbromarone
Sanofi Winthrop Brand of Benzbromarone
Uricovac
Urinorm
Uroleap
Uroleap (TN)
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Structure
Formula
C17H12Br2O3
Molecular Weight
424.088
Canonical SMILES
CCc1oc2ccccc2c1C(=O)c1cc(Br)c(O)c(Br)c1
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InChI
InChI=1S/C17H12Br2O3/c1-2-13-15(10-5-3-4-6-14(10)22-13)16(20)9-7-11(18)17(21)12(19)8-9/h3-8,21H,2H2,1H3
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InChIKey
WHQCHUCQKNIQEC-UHFFFAOYSA-N
CAS
3562-84-3
Physicochemical Property
logP
5.4568
Rotatable Bonds
3
Heavy Atom Count
22
Polar Areas
50.44
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
3
Complexity
22

"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: 2333
SID: 15329540
ChEMBL ID
CHEMBL388590
DrugBank ID
DB12319
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: PT03217, ATP-binding cassette sub-family C member 2
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000013 Sf9 Spodoptera frugiperda (Fall armyworm)  1
1
IC50 = 41600 nM
   TI
   LI
   LO
   TS
Protein ID: PT05334, ATP-binding cassette sub-family C member 4
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000013 Sf9 Spodoptera frugiperda (Fall armyworm)  1
1
IC50 = 17000 nM
   TI
   LI
   LO
   TS
Protein ID: PT01286, Bile acid receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000063 Hep-G2 Homo sapiens (Human)  1
1
EC50 = 24500 nM
   TI
   LI
   LO
   TS
Protein ID: PT04542, Bile salt export pump
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000013 Sf9 Spodoptera frugiperda (Fall armyworm)  1
1
IC50 = 17500 nM
   TI
   LI
   LO
   TS
Protein ID: PT00905, Cytochrome P450 2C9
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000023 BTI-Tn-5B1-4 Trichoplusia ni (Cabbage looper)  1
1
IC50 = 16 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 41 nM
2 Ki = 19 nM
Protein ID: PT03073, Solute carrier family 22 member 12
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000025 HEK-293T Homo sapiens (Human)  1
1
IC50 = 120 nM
   TI
   LI
   LO
   TS
CL000006 HEK293 Homo sapiens (Human)  1
1
IC50 = 750 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 22 nM
2 IC50 = 220 nM
Clinical Information about the Compound
Drug 1 ( PMID27414413-Compound-Figure6right )
Drug Name PMID27414413-Compound-Figure6right
Company J-PHARMA CO., LTD. WEMPE, Michael, F. ENDOU, Hitoshi
Target(s)
Urate anion exchanger 1 (URAT1)
Inhibitor
Drug 2 ( Benzbromarone )
Drug Name Benzbromarone
Company Labaz Laboratories
Indication
Gout
Approved
Target(s)
Multidrug resistance-associated protein 1 (ABCC1)
Stimulator
Calcium-dependent chloride channel anoctamin (ANO)
Antagonist