ChEMBL logo

ChEMBL

spacer
ChEMBL Statistics
  Loading Statistics...
spacer

Compound Report Card

Compound Name and Classification

Compound ID CHEMBL471737
CHEMBL471737
Compound Name IVABRADINE
ChEMBL Synonyms AMG 998 | IVABRADINE | Corlanor | Procoralan | IVABRADINE HYDROCHLORIDE | S 16257 | CORLANOR | PROCORALAN
Max Phase 4 (Approved)
Trade Names Procoralan | Corlanor | CORLANOR | PROCORALAN
Molecular Formula C27H36N2O5

Additional synonyms for CHEMBL471737 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES COc1cc2CCN(CCCN(C)C[C@H]3Cc4cc(OC)c(OC)cc34)C(=O)Cc2cc1OC
Standard InChI InChI=1S/C27H36N2O5/c1-28(17-21-11-20-14-25(33-4)26(34-5)16- ...
Download InChI
Standard InChI Key ACRHBAYQBXXRTO-OAQYLSRUSA-N

Sources

  • British National Formulary
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL471737

Molecule Features

CHEMBL471737 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:Y Chirality:Single Stereoisomer Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:N Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4 blocker Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4 DailyMed PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Multiple Organ FailureD009102EFO:1001373Multiple Organ Failure2ClinicalTrials
AgingD000375GO:0007568aging3ClinicalTrials
Hypotension, OrthostaticD007024EFO:0005252orthostatic hypotension3ClinicalTrials
Diabetic NephropathiesD003928EFO:0000401diabetic nephropathy3ClinicalTrials
Heart FailureD006333EFO:0000373congestive heart failure4DailyMed
ClinicalTrials
Heart FailureD006333EFO:0003144heart failure4ClinicalTrials
DailyMed
LymphomaD008223EFO:0000574lymphoma2ClinicalTrials
Mitral Valve StenosisD008946EFO:0007372mitral valve stenosis3ClinicalTrials
Angina, StableD060050EFO:0003913angina pectoris3ClinicalTrials
Cardiovascular DiseasesD002318EFO:0000319cardiovascular disease4ATC
Coronary Artery DiseaseD003324EFO:0000378coronary artery disease3ClinicalTrials
Heart Failure, DiastolicD054144EFO:1000899diastolic heart failure2ClinicalTrials
Heart Failure, SystolicD054143EFO:1001207systolic heart failure2ClinicalTrials

Clinical Data

ClinicalTrials.gov IVABRADINE
The Cochrane Collaboration IVABRADINE

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL471737. A 1uM and 10 uM cut-off have been applied to ChEMBL bioactivity data used to generate the respective models and the yellow coloured rows correspond to genuine predictions, i.e. targets not included in the original training set for this compound.


1uM


ChEMBL_ID Target Name Organism Score
CHEMBL1850 Dopamine D5 receptor Homo sapiens 1.000
CHEMBL3198 Acetylcholinesterase Mus musculus 1.000
CHEMBL220 Acetylcholinesterase Homo sapiens 1.000
CHEMBL319 Alpha-1a adrenergic receptor Rattus norvegicus 1.000
CHEMBL3199 Acetylcholinesterase Rattus norvegicus 0.999
CHEMBL1942 Alpha-2b adrenergic receptor Homo sapiens 0.999
CHEMBL1916 Alpha-2c adrenergic receptor Homo sapiens 0.998
CHEMBL315 Alpha-1b adrenergic receptor Rattus norvegicus 0.995
CHEMBL1867 Alpha-2a adrenergic receptor Homo sapiens 0.995
CHEMBL2490 Serotonin 2a (5-HT2a) receptor Sus scrofa 0.991
CHEMBL1833 Serotonin 2b (5-HT2b) receptor Homo sapiens 0.987
CHEMBL2056 Dopamine D1 receptor Homo sapiens 0.967
CHEMBL326 Alpha-1d adrenergic receptor Rattus norvegicus 0.953
CHEMBL3403 Butyrylcholinesterase Rattus norvegicus 0.920
CHEMBL4078 Acetylcholinesterase Electrophorus electricus 0.916
CHEMBL3762 Voltage-gated L-type calcium channel alpha-1C subunit Rattus norvegicus 0.896
CHEMBL339 Dopamine D2 receptor Rattus norvegicus 0.857
CHEMBL3602 Sigma opioid receptor Rattus norvegicus 0.780
CHEMBL273 Serotonin 1a (5-HT1a) receptor Rattus norvegicus 0.676
CHEMBL265 Dopamine D1 receptor Rattus norvegicus 0.555



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL220 Acetylcholinesterase Homo sapiens 1.000
CHEMBL3403 Butyrylcholinesterase Rattus norvegicus 1.000
CHEMBL1850 Dopamine D5 receptor Homo sapiens 1.000
CHEMBL319 Alpha-1a adrenergic receptor Rattus norvegicus 1.000
CHEMBL3198 Acetylcholinesterase Mus musculus 1.000
CHEMBL2056 Dopamine D1 receptor Homo sapiens 1.000
CHEMBL265 Dopamine D1 receptor Rattus norvegicus 0.999
CHEMBL1942 Alpha-2b adrenergic receptor Homo sapiens 0.999
CHEMBL3199 Acetylcholinesterase Rattus norvegicus 0.999
CHEMBL315 Alpha-1b adrenergic receptor Rattus norvegicus 0.999
CHEMBL4078 Acetylcholinesterase Electrophorus electricus 0.998
CHEMBL1867 Alpha-2a adrenergic receptor Homo sapiens 0.998
CHEMBL326 Alpha-1d adrenergic receptor Rattus norvegicus 0.997
CHEMBL1916 Alpha-2c adrenergic receptor Homo sapiens 0.996
CHEMBL5763 Cholinesterase Equus caballus 0.992
CHEMBL3467 P-glycoprotein 1 Mus musculus 0.986
CHEMBL3762 Voltage-gated L-type calcium channel alpha-1C subunit Rattus norvegicus 0.984
CHEMBL339 Dopamine D2 receptor Rattus norvegicus 0.972
CHEMBL4892 Alpha-1a adrenergic receptor Bos taurus 0.971
CHEMBL3602 Sigma opioid receptor Rattus norvegicus 0.955

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
468.6 468.2624 3.31 10 60.47 BASE


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
6 0 0 7 0 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 8.77 4.59 3.32 2 34 0.53

Structural Alerts

There are 1 structural alerts for CHEMBL471737. To view alerts please click here.

Compound Cross References

ATC C - CARDIOVASCULAR SYSTEM
C01 - CARDIAC THERAPY
C01E - OTHER CARDIAC PREPARATIONS
C01EB - Other cardiac preparations
C01EB17 - ivabradine

ChemSpider ChemSpider:ACRHBAYQBXXRTO-OAQYLSRUSA-N
DailyMed ivabradine hydrochloride
PubChem SID: 50125937
Wikipedia Ivabradine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL471737



ACToR 148870-61-5 149470-58-6 155974-00-8
BindingDB 50326992
ChEBI 85966
ChemicalBook CB41178988
DrugBank DB09083
DrugCentral 3312
EPA CompTox Dashboard DTXSID2048240
FDA SRS 3H48L0LPZQ
Guide to Pharmacology 2357
IBM Patent System 03E350C246175A63B6AC7C620E523D11
MolPort MolPort-003-986-484
Nikkaji J582.018I
PharmGKB PA166123415
PubChem 132999
PubChem: Thomson Pharma 14858507 14809487
SureChEMBL SCHEMBL23472
ZINC ZINC000003805768

UniChem REST Service Call:
https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/ACRHBAYQBXXRTO-OAQYLSRUSA-N spacer
spacer