General Information of the Compound
Compound ID
CP0019558
Compound Name
(+-)-1-(1-Benzo[b]thien-2-ylethyl)-1-hydroxyurea
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Synonyms
(+-)-1-(1-Benzo(b)thien-2-ylethyl)-1-hydroxyurea
(+-)-1-(1-Benzo[b]thien-2-ylethyl)-1-hydroxyurea
(+/-)-1-(1-Benzo[b]thien-2-ylethyl)-1-hydroxyurea
1-[1-(1-benzothien-2-yl)ethyl]-1-hydroxyurea
1-[1-(1-benzothiophen-2-yl)ethyl]-1-hydroxyurea
A 64077
A-64077
ABBOTT-64077
ABT-077
Abbot 64077
Abbott 64077
Abbott brand of zileuton
CTI-02
Leutrol
N-(1-Benzo(b)thien-2-ylethyl)-N-hydroxyurea
N-[1-(benzo[b]thiophen-2-yl)ethyl]-N-hydroxyurea
ZYFLO (TN)
ZYFLO, Zileuton
Zileuton
Zileuton (USP/INN)
Zileuton [USAN:INN:BAN]
Zileutonum
Zileutonum [INN-Latin]
Ziluton
Zyflo
Zyflo (TN)
Zyflo CR
Zyflo Filmtab
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Structure
Formula
C11H12N2O2S
Molecular Weight
236.296
Canonical SMILES
CC(N(O)C(N)=O)c1cc2ccccc2s1
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InChI
InChI=1S/C11H12N2O2S/c1-7(13(15)11(12)14)10-6-8-4-2-3-5-9(8)16-10/h2-7,15H,1H3,(H2,12,14)
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InChIKey
MWLSOWXNZPKENC-UHFFFAOYSA-N
CAS
111406-87-2
133305-01-8
154003-29-9
Physicochemical Property
logP
2.7322
Rotatable Bonds
2
Heavy Atom Count
16
Polar Areas
66.56
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
3
Complexity
16

"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: 60490
SID: 12014274
ChEMBL ID
CHEMBL93
DrugBank ID
DB00744
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: PT01743, Polyunsaturated fatty acid 5-lipoxygenase
 Protein Info 
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000194 RBL-1
 Cell Line Info 
Rattus norvegicus (Rat)  4
1
IC50 = 140 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
2
IC50 = 370 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
3
IC50 = 600 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
4
IC50 = 3200 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
CL000278 RBL-2H3
 Cell Line Info 
Rattus norvegicus (Rat)  2
1
IC50 = 804 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
2
IC50 = 1250 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 830 nM
2 IC50 = 3200 nM
Protein ID: PT01242, Polyunsaturated fatty acid 5-lipoxygenase
 Protein Info 
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000831 PMNL
 Cell Line Info 
Homo sapiens (Human)  3
1
IC50 = 521 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
2
IC50 = 2310 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
3
IC50 = 2500 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 100 nM
2 IC50 = 150 nM
3 IC50 = 300 nM
4 IC50 = 350 nM
5 IC50 = 410 nM
6 IC50 = 500 nM
7 IC50 = 518 nM
8 IC50 = 540 nM
9 IC50 = 560 nM
10 IC50 = 590 nM
11 IC50 = 600 nM
12 IC50 = 660 nM
13 IC50 = 800 nM
14 IC50 = 1000 nM
15 IC50 = 1100 nM
16 IC50 = 1700 nM
17 IC50 = 1800 nM
18 IC50 = 2000 nM
19 IC50 = 2200 nM
20 IC50 = 3000 nM
21 IC50 = 3300 nM
22 IC50 = 3500 nM
23 IC50 = 3700 nM
24 IC50 = 5300 nM
25 IC50 = 6300 nM
Clinical Information about the Compound
Drug 1 ( Zileuton )
Drug Name Zileuton
Company Cornerstone Therapeutics Inc
Indication
Asthma
Approved
Target(s)
Arachidonate 5-lipoxygenase (5-LOX)
 Target Info 
Inhibitor