LUBIPROSTONE

Search structure
Trade Names:
Synonyms:
Status: Approved (2006)
Entry Type: Small molecule
Molecule Category: UNKNOWN
ATC: A06AX03
UNII: 7662KG2R6K

Structure
InChI Key WGFOBBZOWHGYQH-MXHNKVEKSA-N
Smile CCCCC(F)(F)[C@@]1(O)CC[C@H]2[C@@H](CC(=O)[C@@H]2CCCCCCC(=O)O)O1
InChI
InChI=1S/C20H32F2O5/c1-2-3-11-19(21,22)20(26)12-10-15-14(16(23)13-17(15)27-20)8-6-4-5-7-9-18(24)25/h14-15,17,26H,2-13H2,1H3,(H,24,25)/t14-,15-,17-,20-/m1/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C20H32F2O5
Molecular Weight 390.47
AlogP 4.31
Hydrogen Bond Acceptor 4.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 11.0
Polar Surface Area 83.83
Molecular species ACID
Aromatic Rings 0.0
Heavy Atoms 27.0

Pharmacology

Action Mechanism of Action Reference
OPENER Chloride channel protein 2 opener DailyMed

Indications

Mesh Heading Maximum Phase Mesh ID Reference
HIV Infections 2 D015658 ClinicalTrials

Related Entries

MCS

Scaffolds

Side Effects from Label

Side effects Relative Frequency (%) Labels
Gastrointestinal disorders Nausea 29.0
Gastrointestinal disorders Nausea 17.0
Gastrointestinal disorders Diarrhoea 12.0
Nervous system disorders Headache 11.0
Gastrointestinal disorders Nausea 11.0
Gastrointestinal disorders Abdominal pain 8.0
Gastrointestinal disorders Diarrhoea 8.0
Gastrointestinal disorders Gastrointestinal pain 8.0
Gastrointestinal disorders Nausea 8.0
Gastrointestinal disorders Diarrhoea 7.0
Gastrointestinal disorders Abdominal distension 6.0
Gastrointestinal disorders Flatulence 6.0
Gastrointestinal disorders Abdominal pain
Gastrointestinal disorders Abdominal pain 5.0
Gastrointestinal disorders Gastrointestinal pain
Gastrointestinal disorders Gastrointestinal pain 5.0
Nervous system disorders Headache
Gastrointestinal disorders Nausea
Gastrointestinal disorders Abdominal pain 4.0
Gastrointestinal disorders Diarrhoea
Gastrointestinal disorders Flatulence 4.0
Gastrointestinal disorders Gastrointestinal pain 4.0
Gastrointestinal disorders Nausea
Gastrointestinal disorders Abdominal discomfort 3.0
Gastrointestinal disorders Abdominal distension 3.0
Gastrointestinal disorders Abdominal pain
Gastrointestinal disorders Abdominal pain 3.0
Cardiac disorders Chest discomfort 3.0
Cardiac disorders Chest pain 3.0
Gastrointestinal disorders Diarrhoea 3.0
Cardiac disorders Dizziness 3.0
Cardiac disorders Dyspnoea 3.0
Gastrointestinal disorders Flatulence
Gastrointestinal disorders Flatulence 3.0
Gastrointestinal disorders Gastrointestinal pain
Gastrointestinal disorders Gastrointestinal pain 3.0
Nervous system disorders Headache 3.0
Gastrointestinal disorders Nausea
General disorders and administration site conditions Oedema 3.0
General disorders and administration site conditions Pain 3.0
Gastrointestinal disorders Vomiting 3.0
Gastrointestinal disorders Abdominal discomfort 2.0
Gastrointestinal disorders Abdominal distension
General disorders and administration site conditions Asthenia 2.0
Cardiac disorders Chest discomfort 2.0
Cardiac disorders Chest pain 2.0
Gastrointestinal disorders Diarrhoea
Gastrointestinal disorders Dyspepsia 2.0
Cardiac disorders Dyspnoea 2.0
General disorders and administration site conditions Fatigue 2.0
Gastrointestinal disorders Flatulence
Nervous system disorders Headache 2.0
General disorders and administration site conditions Pain 2.0
Gastrointestinal disorders Vomiting
Gastrointestinal disorders Abdominal discomfort
Gastrointestinal disorders Abdominal discomfort 1.0
Gastrointestinal disorders Abdominal pain
General disorders and administration site conditions Asthenia
Gastrointestinal disorders Diarrhoea
Cardiac disorders Dizziness
Gastrointestinal disorders Dry mouth
Gastrointestinal disorders Dry mouth 1.0
Gastrointestinal disorders Dyspepsia
General disorders and administration site conditions Fatigue
Gastrointestinal disorders Gastrointestinal pain
Nervous system disorders Headache
General disorders and administration site conditions Oedema
Cardiac disorders Oedema peripheral
Cardiac disorders Oedema peripheral 1.0

Adverse Reactions

SOC By Demographic Distribution
System Organ Classification (SOC)
Relative Frequency (%)
Gastrointestinal disorders
18.18
General disorders and administration site conditions
13.33
Cardiac disorders
10.44
Respiratory, thoracic and mediastinal disorders
9.87
Nervous system disorders
6.93
Metabolism and nutrition disorders
5.14
Vascular disorders
4.69
Investigations
4.57
Injury, poisoning and procedural complications
4.48
Skin and subcutaneous tissue disorders
3.3
Musculoskeletal and connective tissue disorders
3.22
Psychiatric disorders
2.49
Immune system disorders
2.28
Renal and urinary disorders
2.2
Infections and infestations
2.16

Cross References

Resources Reference
CAS NUMBER 136790-76-6
ChEMBL CHEMBL1201134
DrugBank DB01046
DrugCentral 4123
EPA CompTox DTXSID5048639
FDA SRS 7662KG2R6K
Guide to Pharmacology 4242
PubChem 157920
SureChEMBL SCHEMBL217184
ZINC ZINC000004217732
CONTENTS