ivabradine   Click here for help

GtoPdb Ligand ID: 2357

Synonyms: Corlanor® | Corlentor® | Procoralan® | S-16257
Approved drug
ivabradine is an approved drug (EMA (2005), FDA (2015))
Compound class: Synthetic organic
Comment: Marketed drugs contain ivabradine hydrochloride (PubChem CID 3045381).
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 0
Rotatable bonds 10
Topological polar surface area 60.47
Molecular weight 468.26
XLogP 2.41
No. Lipinski's rules broken 0
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Canonical SMILES COc1cc2CC(c2cc1OC)CN(CCCN1CCc2c(CC1=O)cc(c(c2)OC)OC)C
Isomeric SMILES COc1cc2C[C@@H](c2cc1OC)CN(CCCN1CCc2c(CC1=O)cc(c(c2)OC)OC)C
InChI InChI=1S/C27H36N2O5/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/t21-/m1/s1
1. Bucchi A, Tognati A, Milanesi R, Baruscotti M, DiFrancesco D. (2006)
Properties of ivabradine-induced block of HCN1 and HCN4 pacemaker channels.
J Physiol (Lond.), 572 (Pt 2): 335-46. [PMID:16484306]
2. DiFrancesco D, Camm JA. (2004)
Heart rate lowering by specific and selective I(f) current inhibition with ivabradine: a new therapeutic perspective in cardiovascular disease.
Drugs, 64 (16): 1757-65. [PMID:15301560]
3. Mar PL, Raj SR. (2020)
Postural Orthostatic Tachycardia Syndrome: Mechanisms and New Therapies.
Annu Rev Med, 71: 235-248. [PMID:31412221]
4. Stieber J, Wieland K, Stöckl G, Ludwig A, Hofmann F. (2006)
Bradycardic and proarrhythmic properties of sinus node inhibitors.
Mol Pharmacol, 69 (4): 1328-37. [PMID:16387796]