orlistat   Click here for help

GtoPdb Ligand ID: 5277

Synonyms: Alli® | tetrahydrolipstatin | THL | Xenical®
Approved drug
orlistat is an approved drug (FDA (1999), EMA (1998))
Compound class: Synthetic organic
Comment: Orlistat is a lipase inhibitor. Lipase enzymes include gastric and pancreatic lipases, diacylglycerol lipase (DAGL) and αβ-hydrolase 12 (ABHD12). It is used as an anti-obesity drug treatment. At least 18 isomeric forms exist in PubChem.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 1
Rotatable bonds 24
Topological polar surface area 81.7
Molecular weight 495.39
XLogP 10.26
No. Lipinski's rules broken 2
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InChI InChI=1S/C29H53NO5/c1-5-7-9-11-12-13-14-15-16-18-24(34-29(33)26(30-22-31)20-23(3)4)21-27-25(28(32)35-27)19-17-10-8-6-2/h22-27H,5-21H2,1-4H3,(H,30,31)/t24-,25-,26-,27-/m0/s1
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1999), EMA (1998))
IUPAC Name Click here for help
(2S)-1-[(2S,3S)-3-hexyl-4-oxooxetan-2-yl]tridecan-2-yl (2S)-2-formamido-4-methylpentanoate
International Nonproprietary Names Click here for help
INN number INN
6318 orlistat
Synonyms Click here for help
Alli® | tetrahydrolipstatin | THL | Xenical®
Database Links Click here for help
CAS Registry No. 96829-58-2 (source: PubChem)
ChEMBL Ligand CHEMBL175247
DrugBank Ligand DB01083
DrugCentral Ligand 1996
GtoPdb PubChem SID 178101960
PubChem CID 3034010
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UniChem Compound Search for chemical match using the InChIKey AHLBNYSZXLDEJQ-FWEHEUNISA-N
UniChem Connectivity Search for chemical match using the InChIKey AHLBNYSZXLDEJQ-FWEHEUNISA-N
Wikipedia Tetrahydrolipstatin

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Orlistat (links to external site)
Cat. No. 3540