icosapent   Click here for help

GtoPdb Ligand ID: 7441

Synonyms: AMR-101 | icosapentate | Vascepa®
Approved drug
icosapent is an approved drug (FDA (2012))
Compound class: Synthetic organic
Comment: Icosapent is a synthetic ethyl ester derivative of the omega-3 fatty acid eicosapentaenoic acid (EPA). It is de-esterified during absorption to active EPA that is absorbed in the small intestine.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 0
Rotatable bonds 15
Topological polar surface area 26.3
Molecular weight 330.26
XLogP 8.77
No. Lipinski's rules broken 2
SMILES / InChI / InChIKey
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Canonical SMILES CCC=CCC=CCC=CCC=CCC=CCCCC(=O)OCC
Isomeric SMILES CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC
InChI InChI=1S/C22H34O2/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24-4-2/h5-6,8-9,11-12,14-15,17-18H,3-4,7,10,13,16,19-21H2,1-2H3/b6-5-,9-8-,12-11-,15-14-,18-17-
InChI Key SSQPWTVBQMWLSZ-AAQCHOMXSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2012))
IUPAC Name Click here for help
ethyl (5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenoate
International Nonproprietary Names Click here for help
INN number INN
6328 icosapent
Synonyms Click here for help
AMR-101 | icosapentate | Vascepa®
Database Links Click here for help
CAS Registry No. 86227-47-6
ChEMBL Ligand CHEMBL2095209
DrugBank Ligand DB08887
DrugCentral Ligand 1413
GtoPdb PubChem SID 178104013
PubChem CID 9831415
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Wikipedia Ethyl eicosapentaenoic acid