Vernakalant hydrochlorideProduct ingredient for Vernakalant
- Name
- Vernakalant hydrochloride
- Drug Entry
- Vernakalant
Vernakalant was developed by Cardiome Pharma as as an antiarrhythmic drug intended for rapid conversion of atrial fibrillation to sinus rhythm. It acts as an atypical class III antiarrhythmic drug that potentiates its effect in higher heart rates. Intravenous formulation was approved in Europe in September 2010 as Brinavess and in Canada in April 2017. It is an investigational drug under regulatory review by FDA.
- Accession Number
- DBSALT002376
- Structure
Structure for Vernakalant hydrochloride (DBSALT002376)
- Synonyms
- Vernakalant HCl
- External IDs
- RSD-1235 / RSD1235
- UNII
- 7G4J1ZD9UQ
- CAS Number
- 748810-28-8
- Weight
- Average: 385.925
Monoisotopic: 385.201986224 - Chemical Formula
- C20H32ClNO4
- InChI Key
- JMHYCBFEEFHTMK-IIUXMCBISA-N
- InChI
- InChI=1S/C20H31NO4.ClH/c1-23-19-8-7-15(13-20(19)24-2)10-12-25-18-6-4-3-5-17(18)21-11-9-16(22)14-21;/h7-8,13,16-18,22H,3-6,9-12,14H2,1-2H3;1H/t16-,17-,18-;/m1./s1
- IUPAC Name
- (3R)-1-[(1R,2R)-2-[2-(3,4-dimethoxyphenyl)ethoxy]cyclohexyl]pyrrolidin-3-ol hydrochloride
- SMILES
- Cl.COC1=C(OC)C=C(CCO[C@@H]2CCCC[C@H]2N2CC[C@@H](O)C2)C=C1
- External Links
- ChemSpider
- 8105679
- ChEMBL
- CHEMBL2107383
- Wikipedia
- Vernakalant
- Predicted Properties
Property Value Source Water Solubility 0.156 mg/mL ALOGPS logP 2.74 ALOGPS logP 2.51 Chemaxon logS -3.4 ALOGPS pKa (Strongest Acidic) 14.85 Chemaxon pKa (Strongest Basic) 9.65 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 5 Chemaxon Hydrogen Donor Count 1 Chemaxon Polar Surface Area 51.16 Å2 Chemaxon Rotatable Bond Count 7 Chemaxon Refractivity 98.27 m3·mol-1 Chemaxon Polarizability 39.62 Å3 Chemaxon Number of Rings 3 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon