IVABRADINE

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Search structure


Trade Names	CORLANOR
Synonyms	Corlanor Ivabradine Procoralan S-16257
Status
Molecule Category	Free-form
ATC	C01EB17
UNII	3H48L0LPZQ
EPA CompTox	DTXSID2048240


Active Pharmaceutical Ingredients Bioactive chemicals	Exact Similarity SubStructure	Threshold (%) >= 70

Structure


InChI Key	ACRHBAYQBXXRTO-OAQYLSRUSA-N
Smiles	COc1cc2c(cc1OC)CC(=O)N(CCCN(C)C[C@H]1Cc3cc(OC)c(OC)cc31)CC2
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

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C27H36N2O5
Molecular Weight	468.59
AlogP	3.31
Hydrogen Bond Acceptor	6.0
Hydrogen Bond Donor	0.0
Number of Rotational Bond	10.0
Polar Surface Area	60.47
Molecular species	BASE
Aromatic Rings	2.0
Heavy Atoms	34.0

Bioactivity

Mechanism of Action	Action	Reference
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4 blocker	BLOCKER	DailyMed PubMed


Protein: Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4 Description: Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4 Organism : Homo sapiens Q9Y3Q4 ENSG00000138622

Targets	EC50(nM)	IC50(nM)	Kd(nM)	Ki(nM)	Inhibition(%)
Ion channel Voltage-gated ion channel Cyclic nucleotide-regulated channel	4280	-	-	-	47

Assay Description	Organism	Bioactivity	Reference
Blockade of mouse HCN1 expressed in HEK293 cells at 5 uM at -120 f-current amplitude by patch-clamp electrophysiological assay relative to control	Mus musculus	47.0 %
Blockade of human HCN4 expressed in HEK293 cells at 5 uM at -120 f-current amplitude by patch-clamp electrophysiological assay relative to control	Homo sapiens	49.0 %
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate	Severe acute respiratory syndrome coronavirus 2	6.78 %
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging	Chlorocebus sabaeus	-0.07 %		Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging	Chlorocebus sabaeus	-0.07 %

Related Entries

Cross References

Resources	Reference
ChEBI	85966
ChEMBL	CHEMBL471737
DrugBank	DB09083
DrugCentral	3312
FDA SRS	3H48L0LPZQ
Guide to Pharmacology	2357
PharmGKB	PA166123415
PubChem	132999
SureChEMBL	SCHEMBL23472
ZINC	ZINC000003805768

CONTENTS

PREMIER has received funding from the Innovative Medicines Initiative 2 Joint Undertaking (JU) under grant agreement No 875508. The JU receives support from the EU’s Horizon 2020 research and innovation programme and the European Federation of Pharmaceutical Industries and Associations (EFPIA). The views reflect only the authors’ perspective and the JU is not responsible for any use that may be made of the information this manuscript contains.

Elements of the website have been developed under projects PREMIER and the Biocenter Finland Drug Discovery and Chemical Biology network. CSC-IT is thanked for providing computational resources. Content of the website is provided without guarantee for correctness. Data has been collected and integrated from multiple public sources, for the largest: FDA, HUGO Gene Nomenclature Committee, ChEMBL, IUPHAR/BPS guide to pharmacology, Reactome, UniProt, and Ensembl. Credit is given to Ensembl for collecting species images (provided under public domain licences such as Wikimedia and NHGRI).