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Details

Stereochemistry ABSOLUTE
Molecular Formula C16H15FN2O2S
Molecular Weight 318.366
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ATRELEUTON

SMILES

C[C@H](C#CC1=CC=C(CC2=CC=C(F)C=C2)S1)N(O)C(N)=O

InChI

InChIKey=MMSNEKOTSJRTRI-LLVKDONJSA-N
InChI=1S/C16H15FN2O2S/c1-11(19(21)16(18)20)2-7-14-8-9-15(22-14)10-12-3-5-13(17)6-4-12/h3-6,8-9,11,21H,10H2,1H3,(H2,18,20)/t11-/m1/s1

HIDE SMILES / InChI

Molecular Formula C16H15FN2O2S
Molecular Weight 318.366
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
Curator's Comment: description was created based on several sources, including: https://www.ncbi.nlm.nih.gov/pubmed/27883201 | https://www.ncbi.nlm.nih.gov/pubmed/25752438

Atreleuton is a potent, orally administered, selective 5-Lipoxygenase inhibitor. Atreleuton had been in phase III clinical trials for the treatment of asthma and phase II clinical trials for the treatment of acute coronary syndrome and atherosclerosis. However, this research has been discontinued.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
23.0 nM [IC50]
Conditions
PubMed

PubMed

TitleDatePubMed
Patents

Sample Use Guides

200 mg once daily
Route of Administration: Oral
In Vitro Use Guide
Inhibition of LTB4 formation in calcium ionophore-stimulated purified human neutrophils from four donors gave a mean IC50 of 23 nM. In the more complex medium of human whole blood, Atreleuton was a selective inhibitor of calcium ionophorestimulated LTB4 formation with an IC50 of 150 nM (95%, cl 100-200). In the same assay an IC50 of 11 uM (95%, cl 8-12) was measured for 12-HETE, 50% inhibition of 15-HETE was observed at the highest dose tested of 100 uM, and an IC50 of 50 uM (95%, cl 37-78) was found for the formation of TXB2.
Substance Class Chemical
Created
by admin
on Sat Dec 16 16:21:30 UTC 2023
Edited
by admin
on Sat Dec 16 16:21:30 UTC 2023
Record UNII
U301T88E1M
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ATRELEUTON
INN   USAN  
INN   USAN  
Official Name English
ABBOTT-85761
Code English
(R)-N-(3-(5-(4-FLUOROBENZYL) THIEN-2-YL)-1-METHYL-2-PROPYN- YL)-N-HYDROXY-UREA
Systematic Name English
A-85761
Code English
ATRELEUTON [USAN]
Common Name English
ABT-761
Code English
atreleuton [INN]
Common Name English
Atreleuton [WHO-DD]
Common Name English
VIA-2291
Code English
A-85761.0
Code English
1-((R)-3-(5-(P-FLUOROBENZYL)-2-THIENYL)-1-METHYL-2-PROPYNYL)-1-HYDROXYUREA
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C1322
Created by admin on Sat Dec 16 16:21:30 UTC 2023 , Edited by admin on Sat Dec 16 16:21:30 UTC 2023
Code System Code Type Description
INN
7667
Created by admin on Sat Dec 16 16:21:30 UTC 2023 , Edited by admin on Sat Dec 16 16:21:30 UTC 2023
PRIMARY
EVMPD
SUB05604MIG
Created by admin on Sat Dec 16 16:21:30 UTC 2023 , Edited by admin on Sat Dec 16 16:21:30 UTC 2023
PRIMARY
CAS
154355-76-7
Created by admin on Sat Dec 16 16:21:30 UTC 2023 , Edited by admin on Sat Dec 16 16:21:30 UTC 2023
PRIMARY
DRUG BANK
DB12758
Created by admin on Sat Dec 16 16:21:30 UTC 2023 , Edited by admin on Sat Dec 16 16:21:30 UTC 2023
PRIMARY
FDA UNII
U301T88E1M
Created by admin on Sat Dec 16 16:21:30 UTC 2023 , Edited by admin on Sat Dec 16 16:21:30 UTC 2023
PRIMARY
PUBCHEM
3086671
Created by admin on Sat Dec 16 16:21:30 UTC 2023 , Edited by admin on Sat Dec 16 16:21:30 UTC 2023
PRIMARY
EPA CompTox
DTXSID10165598
Created by admin on Sat Dec 16 16:21:30 UTC 2023 , Edited by admin on Sat Dec 16 16:21:30 UTC 2023
PRIMARY
SMS_ID
100000086656
Created by admin on Sat Dec 16 16:21:30 UTC 2023 , Edited by admin on Sat Dec 16 16:21:30 UTC 2023
PRIMARY
NCI_THESAURUS
C64176
Created by admin on Sat Dec 16 16:21:30 UTC 2023 , Edited by admin on Sat Dec 16 16:21:30 UTC 2023
PRIMARY
USAN
JJ-03
Created by admin on Sat Dec 16 16:21:30 UTC 2023 , Edited by admin on Sat Dec 16 16:21:30 UTC 2023
PRIMARY
ChEMBL
CHEMBL59356
Created by admin on Sat Dec 16 16:21:30 UTC 2023 , Edited by admin on Sat Dec 16 16:21:30 UTC 2023
PRIMARY
Related Record Type Details
TARGET -> INHIBITOR
Related Record Type Details
ACTIVE MOIETY