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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL175247
CHEMBL175247
Compound Name ORLISTAT
ChEMBL Synonyms BEACITA | ORLIPASTAT | ORLISTAT | ALLI | XENICAL | TETRAHYDROLIPSTATIN | Ro-18-0647-002 | RO 18-0647/002 | LIPSTATIN
Max Phase 4 (Approved)
Trade Names BEACITA | ALLI | XENICAL
Molecular Formula C29H53NO5

Additional synonyms for CHEMBL175247 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CCCCCCCCCCC[C@@H](C[C@@H]1OC(=O)[C@H]1CCCCCC)OC(=O)[C@H](CC( ...
Download SMILES
Standard InChI InChI=1S/C29H53NO5/c1-5-7-9-11-12-13-14-15-16-18-24(34-29(33 ...
Download InChI
Standard InChI Key AHLBNYSZXLDEJQ-FWEHEUNISA-N

Sources

  • BindingDB Database
  • British National Formulary
  • Curated Drug Pharmacokinetic Data
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL175247

Molecule Features

CHEMBL175247 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:N First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:N Availability Type:Over-The-Counter

Mechanism of Action

Mechanism of Action ChEMBL Target References
Gastric lipase inhibitor Gastric lipase DailyMed
Pancreatic lipase inhibitor Pancreatic lipase DailyMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
InfertilityD007246EFO:0000545infertility3ClinicalTrials
ObesityD009765EFO:0001073obesity4ATC
ClinicalTrials
Hyperlipoproteinemia Type ID008072Orphanet:411Hyperlipoproteinemia type 12ClinicalTrials
Metabolic SyndromeD024821EFO:0000195metabolic syndrome1ClinicalTrials
Polycystic Ovary SyndromeD011085EFO:0000660polycystic ovary syndrome2ClinicalTrials

Clinical Data

ClinicalTrials.gov ORLISTAT
The Cochrane Collaboration ORLISTAT

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
495.8 495.3924 6.88 23 81.7 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
5 1 1 6 1 1


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- - 7 7 0 35 0.09

Structural Alerts

There are 19 structural alerts for CHEMBL175247. To view alerts please click here.

Compound Cross References

ATC A - ALIMENTARY TRACT AND METABOLISM
A08 - ANTIOBESITY PREPARATIONS, EXCL. DIET PRODUCTS
A08A - ANTIOBESITY PREPARATIONS, EXCL. DIET PRODUCTS
A08AB - Peripherally acting antiobesity products
A08AB01 - orlistat

ChemSpider ChemSpider:AHLBNYSZXLDEJQ-FWEHEUNISA-N
DailyMed orlistat
PubChem SID: 26719846 SID: 29217614 SID: 49681644 SID: 93576635
Wikipedia Orlistat

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL175247



ACToR 111397-16-1
BindingDB 24567
Brenda 17882
ChEBI 94686
ChemicalBook CB2431985
DrugBank DB01083
DrugCentral 1996
eMolecules 593023
EPA CompTox Dashboard DTXSID8023395
FDA SRS 95M8R751W8
Guide to Pharmacology 5277
Human Metabolome Database HMDB0015215
IBM Patent System 14B13E0B99D64226D3DD663A81711D92
LINCS LSM-5724
Metabolights MTBLC94686
MolPort MolPort-005-938-035
NIH Clinical Collection SAM001246637
Nikkaji J391.912I
PharmGKB PA164776864
PubChem 3034010
PubChem: Drugs of the Future 12013644
PubChem: Thomson Pharma 14933128 14810727
Selleck Orlistat(Alli)
SureChEMBL SCHEMBL16408
ZINC ZINC000008214635

UniChem REST Service Call:
https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/AHLBNYSZXLDEJQ-FWEHEUNISA-N spacer
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