U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS
This repository is under review for potential modification in compliance with Administration directives.

Details

Stereochemistry ACHIRAL
Molecular Formula C36H38F4N4O2S
Molecular Weight 666.771
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DARAPLADIB

SMILES

CCN(CC)CCN(CC1=CC=C(C=C1)C2=CC=C(C=C2)C(F)(F)F)C(=O)CN3C4=C(CCC4)C(=O)N=C3SCC5=CC=C(F)C=C5

InChI

InChIKey=WDPFJWLDPVQCAJ-UHFFFAOYSA-N
InChI=1S/C36H38F4N4O2S/c1-3-42(4-2)20-21-43(22-25-8-12-27(13-9-25)28-14-16-29(17-15-28)36(38,39)40)33(45)23-44-32-7-5-6-31(32)34(46)41-35(44)47-24-26-10-18-30(37)19-11-26/h8-19H,3-7,20-24H2,1-2H3

HIDE SMILES / InChI

Molecular Formula C36H38F4N4O2S
Molecular Weight 666.771
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

Darapladib (SB-435495), as reversible inhibitors of lipoprotein-associated phospholipase A(2) (Lp-PLA(2) has been developed and studies for the potential treatment of atherosclerosis. In November 2013, GSK announced that the drug had failed to meet Phase III endpoints in a trial of 16,000 patients with acute coronary syndrome.

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
0.25 nM [IC50]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Cmax

ValueDoseCo-administeredAnalytePopulation
17.9 ng/mL
160 mg single, oral
DARAPLADIB plasma
Homo sapiens
34.4 ng/mL
160 mg 1 times / day multiple, oral
DARAPLADIB plasma
Homo sapiens

AUC

ValueDoseCo-administeredAnalytePopulation
645 ng × h/mL
160 mg single, oral
DARAPLADIB plasma
Homo sapiens
519 ng × h/mL
160 mg 1 times / day multiple, oral
DARAPLADIB plasma
Homo sapiens

T1/2

ValueDoseCo-administeredAnalytePopulation
39.2 h
160 mg single, oral
DARAPLADIB plasma
Homo sapiens
116 h
160 mg 1 times / day multiple, oral
DARAPLADIB plasma
Homo sapiens

Doses

PubMed

Sample Use Guides

In Vivo Use Guide
Single daily oral tablet
Route of Administration: Oral
In Vitro Use Guide
Unknown
Substance Class Chemical
Record UNII
UI1U1MYH09
Record Status Validated (UNII)
Record Version