Ivabradine hydrochloride (CHEM019349)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-22 06:02:32 UTC
Update Date2016-11-09 01:15:58 UTC
Accession NumberCHEM019349
Identification
Common NameIvabradine hydrochloride
ClassSmall Molecule
DescriptionA hydrochloride obtained by combining ivabradine with one molar equivalent of hydrochloric acid. Used to treat patients with angina who have intolerance to beta blockers and/or heart failure.
Contaminant Sources
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
CorlanorChEBI
IvabradineChEBI
Ivabradine monohydrochlorideChEBI
ProcoralanChEBI
Ivabrandine hydrochlorideKegg
CorlentorKegg
CoralanKegg
7,8-Dimethoxy-3-(3-(((4,5-dimethoxybenzocyclobutan-1-yl)methyl)methylamino)propyl)-1,3,4,5-tetrahydro-2H-benzazepin-2-oneMeSH
Chemical FormulaC27H37ClN2O5
Average Molecular Mass505.050 g/mol
Monoisotopic Mass504.239 g/mol
CAS Registry Number148849-67-6
IUPAC Name3-[3-({[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]methyl}(methyl)amino)propyl]-7,8-dimethoxy-2,3,4,5-tetrahydro-1H-3-benzazepin-2-one hydrochloride
Traditional Nameivabradine hydrochloride
SMILESCl.[H][C@]1(CN(C)CCCN2CCC3=CC(OC)=C(OC)C=C3CC2=O)CC2=CC(OC)=C(OC)C=C12
InChI IdentifierInChI=1S/C27H36N2O5.ClH/c1-28(17-21-11-20-14-25(33-4)26(34-5)16-22(20)21)8-6-9-29-10-7-18-12-23(31-2)24(32-3)13-19(18)15-27(29)30;/h12-14,16,21H,6-11,15,17H2,1-5H3;1H/t21-;/m1./s1
InChI KeyHLUKNZUABFFNQS-ZMBIFBSDSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as benzazepines. These are organic compounds containing a benzene ring fused to an azepine ring (unsaturated seven-membered heterocycle with one nitrogen atom replacing a carbon atom).
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassBenzazepines
Sub ClassNot Available
Direct ParentBenzazepines
Alternative Parents
Substituents
  • Benzazepine
  • Anisole
  • Alkyl aryl ether
  • Azepine
  • Aralkylamine
  • Benzenoid
  • Tertiary carboxylic acid amide
  • Amino acid or derivatives
  • Carboxamide group
  • Tertiary aliphatic amine
  • Tertiary amine
  • Lactam
  • Azacycle
  • Carboxylic acid derivative
  • Ether
  • Organic nitrogen compound
  • Organonitrogen compound
  • Organooxygen compound
  • Hydrochloride
  • Carbonyl group
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Amine
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.02 g/LALOGPS
logP3.17ALOGPS
logP2.72ChemAxon
logS-4.4ALOGPS
pKa (Strongest Basic)9.37ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area60.47 ŲChemAxon
Rotatable Bond Count10ChemAxon
Refractivity133.51 m³·mol⁻¹ChemAxon
Polarizability54.34 ųChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0000090000-a2e5771fbf6b119ecdb5Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-0000090000-a2e5771fbf6b119ecdb5Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-0000090000-a2e5771fbf6b119ecdb5Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0000090000-b859a3611ccbf8a9ba58Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0000090000-b859a3611ccbf8a9ba58Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0udi-0000090000-b859a3611ccbf8a9ba58Spectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDDBSALT001237
HMDB IDNot Available
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkIvabradine
Chemspider IDNot Available
ChEBI ID85969
PubChem Compound ID3045381
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=25158669
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=25179314
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=25240447
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=25346368
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=25350985
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=25636072
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=25656911
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=25687888
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=25700807
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=25706659
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=25733317
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=25801408
13. https://www.ncbi.nlm.nih.gov/pubmed/?term=25809454
14. https://www.ncbi.nlm.nih.gov/pubmed/?term=25839989
15. https://www.ncbi.nlm.nih.gov/pubmed/?term=25911606
16. https://www.ncbi.nlm.nih.gov/pubmed/?term=25926678
17. https://www.ncbi.nlm.nih.gov/pubmed/?term=25953938
18. https://www.ncbi.nlm.nih.gov/pubmed/?term=25968495
19. https://www.ncbi.nlm.nih.gov/pubmed/?term=25982136
20. https://www.ncbi.nlm.nih.gov/pubmed/?term=25986146