etomoxir   Click here for help

GtoPdb Ligand ID: 9089

Synonyms: rac-etomoxir ethyl ester
Compound class: Synthetic organic
Comment: Etomoxir is an irreversible inhibitor of mitochondrial carnitine palmitoyltransferase 1 (CPT1). It is one of the most widely used chemical probes for studying mitochondrial fatty acid β-oxidation.
We show the (R) enantiomer, which is the active form responsible for fatty acid oxidation.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 0
Rotatable bonds 11
Topological polar surface area 48.06
Molecular weight 326.13
XLogP 4.08
No. Lipinski's rules broken 1
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Canonical SMILES CCOC(=O)C1(CCCCCCOc2ccc(cc2)Cl)OC1
Isomeric SMILES CCOC(=O)[C@]1(CCCCCCOc2ccc(cc2)Cl)OC1
InChI InChI=1S/C17H23ClO4/c1-2-20-16(19)17(13-22-17)11-5-3-4-6-12-21-15-9-7-14(18)8-10-15/h7-10H,2-6,11-13H2,1H3/t17-/m1/s1
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
ethyl (2R)-2-[6-(4-chlorophenoxy)hexyl]oxirane-2-carboxylate
International Nonproprietary Names Click here for help
INN number INN
5553 etomoxir
Synonyms Click here for help
rac-etomoxir ethyl ester
Database Links Click here for help
ChEMBL Ligand CHEMBL1531556
GtoPdb PubChem SID 315661174
PubChem CID 123823
Search Google for chemical match using the InChIKey DZLOHEOHWICNIL-QGZVFWFLSA-N
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UniChem Compound Search for chemical match using the InChIKey DZLOHEOHWICNIL-QGZVFWFLSA-N
UniChem Connectivity Search for chemical match using the InChIKey DZLOHEOHWICNIL-QGZVFWFLSA-N
Wikipedia Etomoxir