Cisapride monohydrateProduct ingredient for Cisapride
- Name
- Cisapride monohydrate
- Drug Entry
- Cisapride
In many countries (including Canada) cisapride has been either withdrawn or has had its indications limited due to reports about long QT syndrome due to cisapride, which predisposes to arrhythmias. The FDA issued a warning letter regarding this risk to health care professionals and patients.
- Accession Number
- DBSALT001018
- Structure
- Synonyms
- Not Available
- UNII
- VZV0A4I38W
- CAS Number
- 260779-88-2
- Weight
- Average: 483.97
Monoisotopic: 483.193627 - Chemical Formula
- C23H31ClFN3O5
- InChI Key
- QBYYXIDJOFZORM-LBPAWUGGSA-N
- InChI
- InChI=1S/C23H29ClFN3O4.H2O/c1-30-21-13-19(26)18(24)12-17(21)23(29)27-20-8-10-28(14-22(20)31-2)9-3-11-32-16-6-4-15(25)5-7-16;/h4-7,12-13,20,22H,3,8-11,14,26H2,1-2H3,(H,27,29);1H2/t20-,22+;/m1./s1
- IUPAC Name
- 4-amino-5-chloro-N-[(3S,4R)-1-[3-(4-fluorophenoxy)propyl]-3-methoxypiperidin-4-yl]-2-methoxybenzamide hydrate
- SMILES
- O.CO[C@H]1CN(CCCOC2=CC=C(F)C=C2)CC[C@H]1NC(=O)C1=CC(Cl)=C(N)C=C1OC
- External Links
- ChemSpider
- 5292926
- ChEMBL
- CHEMBL1546244
- Wikipedia
- Cisapride
- Predicted Properties
Property Value Source Water Solubility 0.012 mg/mL ALOGPS logP 2.95 ALOGPS logP 2.49 Chemaxon logS -4.6 ALOGPS pKa (Strongest Acidic) 14.58 Chemaxon pKa (Strongest Basic) 8.24 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 6 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 86.05 Å2 Chemaxon Rotatable Bond Count 9 Chemaxon Refractivity 122.93 m3·mol-1 Chemaxon Polarizability 47.95 Å3 Chemaxon Number of Rings 3 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon