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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1404
CHEMBL1404
Compound Name RANOLAZINE
ChEMBL Synonyms RANOLAZINE HYDROCHLORIDE | RS-43285 | CVT-303 | RANOLAZINE | RANEXA | RS-43285-003
Max Phase 4 (Approved)
Trade Names RANEXA | RANOLAZINE
Molecular Formula C24H33N3O4

Additional synonyms for CHEMBL1404 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES COc1ccccc1OCC(O)CN2CCN(CC(=O)Nc3c(C)cccc3C)CC2
Standard InChI InChI=1S/C24H33N3O4/c1-18-7-6-8-19(2)24(18)25-23(29)16-27-13 ...
Download InChI
Standard InChI Key XKLMZUWKNUAPSZ-UHFFFAOYSA-N

Sources

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

Alternate Forms of Compound in ChEMBL


CHEMBL1404

Molecule Features

CHEMBL1404 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Racemic Mixture Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:N Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Sodium channel protein type IV alpha subunit blocker Sodium channel protein type IV alpha subunit PubMed
Sodium channel protein type V alpha subunit blocker Sodium channel protein type V alpha subunit PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Angina PectorisD000787EFO:0003913angina pectoris4DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
Cardiomyopathy, DilatedD002311EFO:0000407dilated cardiomyopathy2ClinicalTrials
Diabetes Mellitus, Type 2D003924EFO:0001360type II diabetes mellitus3ClinicalTrials
Atrial FibrillationD001281EFO:0000275atrial fibrillation3ClinicalTrials
Angina, StableD060050EFO:0003913angina pectoris3ClinicalTrials
Myocardial IschemiaD017202EFO:1001375Myocardial Ischemia3ClinicalTrials
Myotonic DisordersD020967Orphanet:684Paramyotonia congenita of Von Eulenburg2ClinicalTrials
Acute Coronary SyndromeD054058EFO:0005672acute coronary syndrome2ClinicalTrials
Long QT SyndromeD008133HP:0001657prolonged QT interval2ClinicalTrials
Coronary Artery DiseaseD003324EFO:0000378coronary artery disease3ClinicalTrials
Heart Failure, DiastolicD054144EFO:1000899diastolic heart failure2ClinicalTrials
Vascular DiseasesD014652EFO:0004264vascular disease2ClinicalTrials
Cardiovascular DiseasesD002318EFO:0000319cardiovascular disease4ATC
Hypertension, PulmonaryD006976EFO:0001361pulmonary hypertension1ClinicalTrials
Irritable Bowel SyndromeD043183EFO:0000555irritable bowel syndrome2ClinicalTrials

Clinical Data

ClinicalTrials.gov RANOLAZINE
The Cochrane Collaboration RANOLAZINE

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 CHEMBL1404. 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
CHEMBL4302 P-glycoprotein 1 Homo sapiens 1.000
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.997
CHEMBL219 Dopamine D4 receptor Homo sapiens 0.973
CHEMBL1287622 Lethal(3)malignant brain tumor-like protein 1 Homo sapiens 0.932
CHEMBL289 Cytochrome P450 2D6 Homo sapiens 0.905
CHEMBL214 Serotonin 1a (5-HT1a) receptor Homo sapiens 0.866
CHEMBL5514 Huntingtin Homo sapiens 0.840
CHEMBL210 Beta-2 adrenergic receptor Homo sapiens 0.786
CHEMBL4096 Cellular tumor antigen p53 Homo sapiens 0.705
CHEMBL2608 Lysosomal alpha-glucosidase Homo sapiens 0.479
CHEMBL1293299 Histone-lysine N-methyltransferase MLL Homo sapiens 0.433
CHEMBL2413 C-C chemokine receptor type 1 Homo sapiens 0.432
CHEMBL2392 DNA polymerase beta Homo sapiens 0.401
CHEMBL1293231 Nuclear receptor ROR-gamma Mus musculus 0.327



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL4302 P-glycoprotein 1 Homo sapiens 1.000
CHEMBL4632 Palmitoyl-CoA oxidase Rattus norvegicus 1.000
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.991
CHEMBL219 Dopamine D4 receptor Homo sapiens 0.893
CHEMBL289 Cytochrome P450 2D6 Homo sapiens 0.600
CHEMBL2608 Lysosomal alpha-glucosidase Homo sapiens 0.596
CHEMBL214 Serotonin 1a (5-HT1a) receptor Homo sapiens 0.322
CHEMBL5514 Huntingtin Homo sapiens 0.295
CHEMBL1287622 Lethal(3)malignant brain tumor-like protein 1 Homo sapiens 0.262
CHEMBL1293299 Histone-lysine N-methyltransferase MLL Homo sapiens 0.251
CHEMBL4096 Cellular tumor antigen p53 Homo sapiens 0.206

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
427.6 427.2471 2.31 9 74.27 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
6 2 0 7 2 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 6.54 1.31 1.28 2 31 0.64

Structural Alerts

There are no structural alerts for CHEMBL1404

Compound Cross References

ATC C - CARDIOVASCULAR SYSTEM
C01 - CARDIAC THERAPY
C01E - OTHER CARDIAC PREPARATIONS
C01EB - Other cardiac preparations
C01EB18 - ranolazine

ChemSpider ChemSpider:XKLMZUWKNUAPSZ-UHFFFAOYSA-N
DailyMed ranolazine
PubChem SID: 104171232 SID: 170465435 SID: 174006299 SID: 26749060 SID: 26749061 SID: 50107515 SID: 56463697 SID: 90340842
Wikipedia Ranolazine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1404



ACToR 142387-99-3 95635-55-5
Brenda 143790
ChEBI 87690
ChemicalBook CB5195172
DrugBank DB00243
DrugCentral 2359
eMolecules 902392
EPA CompTox Dashboard DTXSID3045196
Guide to Pharmacology 7291
Human Metabolome Database HMDB0014388
IBM Patent System 0159C6E1C0547EF720B957894D080537
LINCS LSM-1952
Mcule MCULE-8182023610
MolPort MolPort-003-666-653
Nikkaji J3.066.456F
PharmGKB PA164746007
PubChem 56959
PubChem: Drugs of the Future 12013498
PubChem: Thomson Pharma 14856376
Selleck Ranolazine(Ranexa)
SureChEMBL SCHEMBL124665

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