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Details

Stereochemistry ABSOLUTE
Molecular Formula C22H32N4O4.H2O
Molecular Weight 434.53
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ELAROFIBAN

SMILES

c1cc(cnc1)[C@]([H])(CC(=O)O)N=C([C@]2([H])CCCN(C2)C(=O)CCC3CCNCC3)O.O

InChI

InChIKey=VHTVZWUXMIOMAD-VOMIJIAVSA-N
InChI=1S/C22H32N4O4.H2O/c27-20(6-5-16-7-10-23-11-8-16)26-12-2-4-18(15-26)22(30)25-19(13-21(28)29)17-3-1-9-24-14-17;/h1,3,9,14,16,18-19,23H,2,4-8,10-13,15H2,(H,25,30)(H,28,29);1H2/t18-,19+;/m1./s1

HIDE SMILES / InChI

Molecular Formula C22H32N4O4
Molecular Weight 416.5147
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Molecular Formula H2O
Molecular Weight 18.0153
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment:: description was created based on several sources, including: https://www.ncbi.nlm.nih.gov/pubmed/17115723 | http://adisinsight.springer.com/drugs/800010575

Elarofiban is a novel nonpeptide glycoprotein IIb/IIIa (GPIIb/IIIa) antagonist. It inhibits thrombin-induced platelet aggregation in human gel-filtered platelets and platelet aggregation in human platelet-rich plasma (PRP) in response to collagen, arachidonic acid, ADP, and SFLLRN-NH(2). Elarofiban had adequate oral pharmacokinetics in dogs and excellent oral pharmacodynamics. Elarofiban has been in phase II clinical trials for the treatment of myocardial infarction and thrombosis. However, this research has been discontinued.

Originator

Curator's Comment:: the subsidiary of Johnson & Johnson

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
19.0 nM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Optimizing Caco-2 cell monolayers to increase throughput in drug intestinal absorption analysis.
2001 Jul-Aug
(18)F-GP1, a Novel PET Tracer Designed for High-Sensitivity, Low-Background Detection of Thrombi.
2017 Jul
Patents

Sample Use Guides

Oral: 3 mg/kg Intravenous: 0.03 mg/kg
Route of Administration: Other
Elarofiban inhibited platelet aggregation in human platelet-rich plasma in response to multiple agonists (collagen, ADP, TRAP-6, arachidonic acid; IC50 = 60-160 nM).
Substance Class Chemical
Created
by admin
on Sat Jun 26 01:41:42 UTC 2021
Edited
by admin
on Sat Jun 26 01:41:42 UTC 2021
Record UNII
6Y891C0JEV
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ELAROFIBAN
USAN  
USAN  
Official Name English
3-PYRIDINEPROPANOIC ACID, .BETA.-(((1-(1-OXO-3-(4-PIPERIDINYL)PROPYL)-3-PIPERIDINYL)CARBONYL)AMINO)-, (S-(R*,S*))-, MONOHYDRATE
Common Name English
RWJ-53308
Code English
(S)-.BETA.-((R)-1-(3-(4-PIPERIDYL)PROPIONYL)NIPECOTAMIDO)-3-PYRIDINEPROPIONIC ACID, MONOHYDRATE
Common Name English
ELAROFIBAN [USAN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C29750
Created by admin on Sat Jun 26 01:41:42 UTC 2021 , Edited by admin on Sat Jun 26 01:41:42 UTC 2021
Code System Code Type Description
PUBCHEM
216231
Created by admin on Sat Jun 26 01:41:42 UTC 2021 , Edited by admin on Sat Jun 26 01:41:42 UTC 2021
PRIMARY
NCI_THESAURUS
C72753
Created by admin on Sat Jun 26 01:41:42 UTC 2021 , Edited by admin on Sat Jun 26 01:41:42 UTC 2021
PRIMARY
FDA UNII
6Y891C0JEV
Created by admin on Sat Jun 26 01:41:42 UTC 2021 , Edited by admin on Sat Jun 26 01:41:42 UTC 2021
PRIMARY
CAS
221005-96-5
Created by admin on Sat Jun 26 01:41:42 UTC 2021 , Edited by admin on Sat Jun 26 01:41:42 UTC 2021
PRIMARY
ChEMBL
CHEMBL87728
Created by admin on Sat Jun 26 01:41:42 UTC 2021 , Edited by admin on Sat Jun 26 01:41:42 UTC 2021
PRIMARY
MESH
C402922
Created by admin on Sat Jun 26 01:41:42 UTC 2021 , Edited by admin on Sat Jun 26 01:41:42 UTC 2021
PRIMARY
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