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Details

Stereochemistry ACHIRAL
Molecular Formula C34H33N3O5
Molecular Weight 563.6429
Optical Activity UNSPECIFIED
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ELACRIDAR

SMILES

COC1=CC=CC2=C1NC3=C(C=CC=C3C(=O)NC4=CC=C(CCN5CCC6=C(C5)C=C(OC)C(OC)=C6)C=C4)C2=O

InChI

InChIKey=OSFCMRGOZNQUSW-UHFFFAOYSA-N
InChI=1S/C34H33N3O5/c1-40-28-9-5-7-26-32(28)36-31-25(33(26)38)6-4-8-27(31)34(39)35-24-12-10-21(11-13-24)14-16-37-17-15-22-18-29(41-2)30(42-3)19-23(22)20-37/h4-13,18-19H,14-17,20H2,1-3H3,(H,35,39)(H,36,38)

HIDE SMILES / InChI

Molecular Formula C34H33N3O5
Molecular Weight 563.6429
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

Elacridar is an oral bioenhancer that targets multiple drug resistance in tumors. Elacridar is a strong and relatively specific inhibitor of P-gp and BCRP, two main efflux transporters. Development of elacridar is assumed to have been discontinued.

CNS Activity

Originator

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
70.0 nM [IC50]
0.31 µM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
PubMed

PubMed

TitleDatePubMed
Assessing safety and efficacy of directed P-glycoprotein inhibition to improve the pharmacokinetic properties of saquinavir coadministered with ritonavir.
2003 Feb
Differentiation of gut and hepatic first pass metabolism and secretion of saquinavir in ported rabbits.
2004 Jul
Flavonoid structure-activity studies identify 6-prenylchrysin and tectochrysin as potent and specific inhibitors of breast cancer resistance protein ABCG2.
2005 Jun 1
Mechanisms underlying saturable intestinal absorption of metformin.
2008 Aug
Kinetic identification of membrane transporters that assist P-glycoprotein-mediated transport of digoxin and loperamide through a confluent monolayer of MDCKII-hMDR1 cells.
2008 Feb
Multidrug resistance-associated protein 2 is primarily responsible for the biliary excretion of fexofenadine in mice.
2008 Jan
Small P-gp modulating molecules: SAR studies on tetrahydroisoquinoline derivatives.
2008 Jan 1
Effect of the ABCB1 modulators elacridar and tariquidar on the distribution of paclitaxel in nude mice.
2008 May
Development and characterisation of a new model of rat trophoblasts.
2009 Feb
Cross-functioning between the extraneuronal monoamine transporter and multidrug resistance protein 1 in the uptake of adrenaline and export of 5-(glutathion-S-yl)adrenaline in rat cardiomyocytes.
2009 Jan
Substrate-dependent breast cancer resistance protein (Bcrp1/Abcg2)-mediated interactions: consideration of multiple binding sites in in vitro assay design.
2009 Mar
Multiple efflux pumps are involved in the transepithelial transport of colchicine: combined effect of p-glycoprotein and multidrug resistance-associated protein 2 leads to decreased intestinal absorption throughout the entire small intestine.
2009 Oct
Functional characterization of mouse organic anion transporting peptide 1a4 in the uptake and efflux of drugs across the blood-brain barrier.
2010 Jan
In situ intestinal perfusion in knockout mice demonstrates inhibition of intestinal p-glycoprotein by ritonavir causing increased darunavir absorption.
2010 Sep
Role of P-glycoprotein and breast cancer resistance protein-1 in the brain penetration and brain pharmacodynamic activity of the novel phosphatidylinositol 3-kinase inhibitor GDC-0941.
2010 Sep
Oral and inhaled corticosteroids: differences in P-glycoprotein (ABCB1) mediated efflux.
2012 May 1
Early identification of clinically relevant drug interactions with the human bile salt export pump (BSEP/ABCB11).
2013 Dec
Patents

Sample Use Guides

In Vivo Use Guide
The starting daily dose of GF120918 was 50 mg and was to be increased in subsequent cohorts until a steady state plasma level of 100 ng/ml was reached.
Route of Administration: Oral
In Vitro Use Guide
In Caki-1 and ACHN cells, elacridar ( 2.5 μM) significantly inhibits the cell growth. The P-glycoprotein expression is found to be inhibited by 5 uM elacridar in all cell lines (786-O, ACHN, and Caki-1).
Substance Class Chemical
Created
by admin
on Mon Oct 21 23:49:13 UTC 2019
Edited
by admin
on Mon Oct 21 23:49:13 UTC 2019
Record UNII
N488540F94
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ELACRIDAR
INN   WHO-DD  
INN  
Official Name English
ELACRIDAR [INN]
Common Name English
4-ACRIDINECARBOXAMIDE, N-(4-(2-(3,4-DIHYDRO-6,7-DIMETHOXY-2(1H)-ISOQUINOLINYL)ETHYL)PHENYL)-9,10-DIHYDRO-5-METHOXY-9-OXO-
Systematic Name English
LY-335979
Code English
4'-(2-(3,4-DIHYDRO-6,7-DIMETHOXY-2(1H)-ISOQUINOLYL)ETHYL)-5-METHOXY-9-OXO-4-ACRIDANCARBOXANILIDE
Systematic Name English
ELACRIDAR [WHO-DD]
Common Name English
LY335979
Code English
Classification Tree Code System Code
NCI_THESAURUS C1744
Created by admin on Mon Oct 21 23:49:13 UTC 2019 , Edited by admin on Mon Oct 21 23:49:13 UTC 2019
Code System Code Type Description
CAS
143664-11-3
Created by admin on Mon Oct 21 23:49:13 UTC 2019 , Edited by admin on Mon Oct 21 23:49:13 UTC 2019
PRIMARY
INN
7582
Created by admin on Mon Oct 21 23:49:13 UTC 2019 , Edited by admin on Mon Oct 21 23:49:13 UTC 2019
PRIMARY
EVMPD
SUB06475MIG
Created by admin on Mon Oct 21 23:49:13 UTC 2019 , Edited by admin on Mon Oct 21 23:49:13 UTC 2019
PRIMARY
ChEMBL
CHEMBL396298
Created by admin on Mon Oct 21 23:49:13 UTC 2019 , Edited by admin on Mon Oct 21 23:49:13 UTC 2019
PRIMARY
NCI_THESAURUS
C73318
Created by admin on Mon Oct 21 23:49:13 UTC 2019 , Edited by admin on Mon Oct 21 23:49:13 UTC 2019
PRIMARY
PUBCHEM
119373
Created by admin on Mon Oct 21 23:49:13 UTC 2019 , Edited by admin on Mon Oct 21 23:49:13 UTC 2019
PRIMARY
MESH
C083501
Created by admin on Mon Oct 21 23:49:13 UTC 2019 , Edited by admin on Mon Oct 21 23:49:13 UTC 2019
PRIMARY
EPA CompTox
143664-11-3
Created by admin on Mon Oct 21 23:49:13 UTC 2019 , Edited by admin on Mon Oct 21 23:49:13 UTC 2019
PRIMARY
Related Record Type Details
TRANSPORTER -> INHIBITOR
SALT/SOLVATE -> PARENT
TRANSPORTER -> INDUCER
Related Record Type Details
ACTIVE MOIETY