ORLISTAT

Search structure
Trade Names:
Synonyms:
Status: Approved (1999)
Entry Type: Small molecule
Molecule Category: Parent
ATC: A08AB01
UNII: 95M8R751W8

Structure
InChI Key AHLBNYSZXLDEJQ-FWEHEUNISA-N
Smile CCCCCCCCCCC[C@@H](C[C@@H]1OC(=O)[C@H]1CCCCCC)OC(=O)[C@H](CC(C)C)NC=O
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

Physicochemical Descriptors

Property Name Value
Molecular Formula C29H53NO5
Molecular Weight 495.75
AlogP 6.88
Hydrogen Bond Acceptor 5.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 23.0
Polar Surface Area 81.7
Molecular species NEUTRAL
Aromatic Rings 0.0
Heavy Atoms 35.0

Pharmacology

Action Mechanism of Action Reference
INHIBITOR Gastric lipase inhibitor
Primary Target
pancreatic lipase
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Hydrolase
- 4-990 - 9800 55-96
Enzyme Transferase
- 4630-203000 - 280 4.452-37.35
Epigenetic regulator Eraser Histone deacetylase HDAC class IIb
- - - - -5.18--0.25
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Lipid-like ligand receptor (family A GPCR) Cannabinoid receptor
- - - 2500 -
Transcription factor Nuclear receptor Nuclear hormone receptor subfamily 1 Nuclear hormone receptor subfamily 1 group I Nuclear hormone receptor subfamily 1 group I member 2
1600-28200 - - - -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- - - - 84.62

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Infertility 3 D007246 ClinicalTrials
Polycystic Ovary Syndrome 2 D011085 ClinicalTrials
Hyperlipoproteinemia Type I 2 D008072 ClinicalTrials
Metabolic Syndrome 1 D024821 ClinicalTrials

Side Effects from Label

Side effects Relative Frequency (%) Labels
Infections and infestations Influenza 39.7
Infections and infestations Upper respiratory tract infection 38.1
Infections and infestations Influenza
Infections and infestations Upper respiratory tract infection
Nervous system disorders Headache 30.6
Nervous system disorders Headache
Infections and infestations Upper respiratory tract infection 26.1
Infections and infestations Upper respiratory tract infection
Gastrointestinal disorders Abdominal pain 25.5
General disorders and administration site conditions Discomfort 25.5
Gastrointestinal disorders Gastrointestinal pain 25.5
Gastrointestinal disorders Flatulence 23.9
Gastrointestinal disorders Abdominal pain
General disorders and administration site conditions Discomfort
Gastrointestinal disorders Gastrointestinal pain
Musculoskeletal and connective tissue disorders Back pain 13.9
Musculoskeletal and connective tissue disorders Back pain
General disorders and administration site conditions Pain 10.8
General disorders and administration site conditions Pain
Endocrine disorders Menstruation irregular 9.8
Gastrointestinal disorders Nausea 8.1
Infections and infestations Lower respiratory tract infection 7.8
Faecal incontinence 7.7
Endocrine disorders Menstruation irregular
Infections and infestations Urinary tract infection 7.5
Gastrointestinal disorders Nausea
Infections and infestations Urinary tract infection
General disorders and administration site conditions Asthenia 7.2
General disorders and administration site conditions Fatigue 7.2
Infections and infestations Lower respiratory tract infection
General disorders and administration site conditions Asthenia
General disorders and administration site conditions Fatigue
Infections and infestations Urinary tract infection 5.9
Musculoskeletal and connective tissue disorders Arthritis 5.4
Gastrointestinal disorders Dysentery 5.3
General disorders and administration site conditions Discomfort 5.2
Cardiac disorders Dizziness 5.2
Gastrointestinal disorders Proctalgia 5.2
Cardiac disorders Dizziness
Musculoskeletal and connective tissue disorders Arthritis
Infections and infestations Urinary tract infection
Psychiatric disorders Anxiety 4.7
Gastrointestinal disorders Dysentery
Skin and subcutaneous tissue disorders Dermatitis 4.3
Infections and infestations Ear infection 4.3
Skin and subcutaneous tissue disorders Rash 4.3
Gastrointestinal disorders Tooth disorder 4.3
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 4.2
Musculoskeletal and connective tissue disorders Myalgia 4.2
Gastrointestinal disorders Gingival disorder 4.1
Skin and subcutaneous tissue disorders Dermatitis
General disorders and administration site conditions Discomfort
Gastrointestinal disorders Proctalgia
Skin and subcutaneous tissue disorders Rash
Psychiatric disorders Sleep disorder 3.9
Infections and infestations Vaginal infection 3.8
Vaginal inflammation 3.8
Gastrointestinal disorders Vomiting 3.8
Gastrointestinal disorders Nausea 3.6
Infections and infestations Vaginal infection
Vaginal inflammation
Gastrointestinal disorders Vomiting
Psychiatric disorders Depression 3.4
Infections and infestations Ear infection
General disorders and administration site conditions Discomfort 3.3
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort
Musculoskeletal and connective tissue disorders Myalgia
Gastrointestinal disorders Proctalgia 3.3
Psychiatric disorders Sleep disorder
General disorders and administration site conditions Asthenia 3.1
General disorders and administration site conditions Fatigue 3.1
Gastrointestinal disorders Tooth disorder
Psychiatric disorders Anxiety
Infections and infestations Ear infection 2.9
Gastrointestinal disorders Gingival disorder
Gastrointestinal disorders Tooth disorder 2.9
Psychiatric disorders Anxiety 2.8
Local swelling 2.8
Cardiac disorders Oedema peripheral 2.8
Gastrointestinal disorders Nausea
Infections and infestations Vaginal infection 2.6
Vaginal inflammation 2.6
Psychiatric disorders Depression
Infections and infestations Ear infection
Musculoskeletal and connective tissue disorders Arthropathy 2.3
Musculoskeletal and connective tissue disorders Osteoarthritis 2.3
Gastrointestinal disorders Tooth disorder
Musculoskeletal and connective tissue disorders Arthropathy
Musculoskeletal and connective tissue disorders Osteoarthritis
Psychiatric disorders Anxiety
Skin and subcutaneous tissue disorders Dry skin 2.1
Gastrointestinal disorders Flatulence 2.1
Gastrointestinal disorders Gingival disorder 2.0
Injury, poisoning and procedural complications Tendonitis 2.0
General disorders and administration site conditions Discomfort
Local swelling
Cardiac disorders Oedema peripheral
Gastrointestinal disorders Proctalgia
Injury, poisoning and procedural complications Tendonitis
Infections and infestations Vaginal infection
Vaginal inflammation
Faecal incontinence 1.8
General disorders and administration site conditions Asthenia
General disorders and administration site conditions Fatigue
Gastrointestinal disorders Gingival disorder
Skin and subcutaneous tissue disorders Dry skin
Gastrointestinal disorders Flatulence
Faecal incontinence
Faecal incontinence
Gastrointestinal disorders Flatulence

Adverse Reactions

SOC By Demographic Distribution
System Organ Classification (SOC)
Relative Frequency (%)
Gastrointestinal disorders
30.68
General disorders and administration site conditions
27.06
Injury, poisoning and procedural complications
8.12
Product issues
5.01
Nervous system disorders
4.32
Investigations
3.85
Skin and subcutaneous tissue disorders
2.85
Vascular disorders
2.02

Cross References

Resources Reference
CAS NUMBER 96829-58-2
ChEBI 94686
ChEMBL CHEMBL175247
DrugBank DB01083
DrugCentral 1996
EPA CompTox DTXSID8023395
FDA SRS 95M8R751W8
Human Metabolome Database HMDB0015215
Guide to Pharmacology 5277
KEGG D04028
PharmGKB PA164776864
PubChem 3034010
SureChEMBL SCHEMBL16408
ZINC ZINC000008214635
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