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Details

Stereochemistry ABSOLUTE
Molecular Formula C25H31NO4S
Molecular Weight 441.583
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of S-5751

SMILES

CC1(C)[C@@H]2C[C@H]1[C@H](NC(=O)C3=CSC4=C3C=C(O)C=C4)[C@@H](C\C=C/CCCC(O)=O)C2

InChI

InChIKey=ZXBHFWFKSIYJEK-MFJOXFORSA-N
InChI=1S/C25H31NO4S/c1-25(2)16-11-15(7-5-3-4-6-8-22(28)29)23(20(25)12-16)26-24(30)19-14-31-21-10-9-17(27)13-18(19)21/h3,5,9-10,13-16,20,23,27H,4,6-8,11-12H2,1-2H3,(H,26,30)(H,28,29)/b5-3-/t15-,16-,20-,23+/m0/s1

HIDE SMILES / InChI

Description
Curator's Comment: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/21596028

S-5751, an orally active prostanoid DP receptor antagonist, had potent anti-inflammatory effects in guinea pig and sheep asthma models. S-5751 had been in phase II clinical trials by Shionogi for the treatment of bronchial asthma. However, this study was discontinued in 2006.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
0.9 nM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Overview

Overview

CYP3A4CYP2C9CYP2D6hERG



OverviewOther

Other InhibitorOther SubstrateOther Inducer

Drug as perpetrator​Drug as victim

Drug as victim

TargetModalityActivityMetaboliteClinical evidence
no
PubMed

PubMed

TitleDatePubMed
Patents

Patents

Sample Use Guides

Rats: S-5751 and pinagladin were orally administered to BN rats three times a day at a maximum dose of 100 mg/kg
Route of Administration: Oral
S-5751 inhibited PGD(2)-induced cAMP production in platelet-rich plasma with an IC(50) value of 0.12 uM..
Name Type Language
S-5751
Common Name English
(5Z)-7-((1R,2R,3S,5S)-2-(((5-HYDROXY-1-BENZOTHIEN-3-YL)CARBONYL)AMINO)-6,6-DIMETHYLBICYCLO(3.1.1)HEPT-3-YL)HEPT-5-ENOIC ACID
Systematic Name English
5-HEPTENOIC ACID, 7-((1R,2R,3S,5S)-2-(((5-HYDROXYBENZO(B)THIEN-3-YL)CARBONYL)AMINO)-6,6-DIMETHYLBICYCLO(3.1.1)HEPT-3-YL)-, (5Z)-
Common Name English
Code System Code Type Description
FDA UNII
GA0E7U1R52
Created by admin on Fri Dec 15 15:34:37 GMT 2023 , Edited by admin on Fri Dec 15 15:34:37 GMT 2023
PRIMARY
CAS
209268-36-0
Created by admin on Fri Dec 15 15:34:37 GMT 2023 , Edited by admin on Fri Dec 15 15:34:37 GMT 2023
PRIMARY
PUBCHEM
9867949
Created by admin on Fri Dec 15 15:34:37 GMT 2023 , Edited by admin on Fri Dec 15 15:34:37 GMT 2023
PRIMARY