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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1648
CHEMBL1648
Compound Name ISRADIPINE
ChEMBL Synonyms PRESCAL | ISRODIPINE | DYNACIRC CR | ISRADIPINE | PN 200-110 | DYNACIRC
Max Phase 4 (Approved)
Trade Names DYNACIRC | DYNACIRC CR | ISRADIPINE | PRESCAL
Molecular Formula C19H21N3O5

Additional synonyms for CHEMBL1648 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES COC(=O)C1=C(C)NC(=C(C1c2cccc3nonc23)C(=O)OC(C)C)C
Standard InChI InChI=1S/C19H21N3O5/c1-9(2)26-19(24)15-11(4)20-10(3)14(18(23 ...
Download InChI
Standard InChI Key HMJIYCCIJYRONP-UHFFFAOYSA-N

Sources

  • British National Formulary
  • MMV Pathogen Box
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • TP-search Transporter Database
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL1648

Molecule Features

CHEMBL1648 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
Voltage-gated L-type calcium channel blocker Voltage-gated L-type calcium channel DailyMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Cardiovascular DiseasesD002318EFO:0000319cardiovascular disease4ATC
HypertensionD006973EFO:0000537hypertension2ClinicalTrials
Tobacco Use DisorderD014029EFO:0003768nicotine dependence0ClinicalTrials
Parkinson DiseaseD010300EFO:0002508Parkinson's disease3ClinicalTrials
Substance-Related DisordersD019966EFO:0003890drug dependence1ClinicalTrials
Opioid-Related DisordersD009293EFO:0005611opioid dependence1ClinicalTrials
Bipolar DisorderD001714EFO:0000289bipolar disorder2ClinicalTrials

Clinical Data

ClinicalTrials.gov ISRADIPINE
The Cochrane Collaboration ISRADIPINE

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 CHEMBL1648. 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
CHEMBL4132 Voltage-gated L-type calcium channel alpha-1D subunit Rattus norvegicus 1.000
CHEMBL2830 Voltage-gated L-type calcium channel alpha-1C subunit Oryctolagus cuniculus 1.000
CHEMBL2366456 Voltage-dependent L-type calcium channel subunit alpha-1C Cavia porcellus 1.000
CHEMBL1940 Voltage-gated L-type calcium channel alpha-1C subunit Homo sapiens 1.000
CHEMBL3762 Voltage-gated L-type calcium channel alpha-1C subunit Rattus norvegicus 0.988
CHEMBL1963 Thyroid stimulating hormone receptor Homo sapiens 0.936
CHEMBL2608 Lysosomal alpha-glucosidase Homo sapiens 0.828
CHEMBL6110 Thioredoxin glutathione reductase Schistosoma mansoni 0.757
CHEMBL3397 Cytochrome P450 2C9 Homo sapiens 0.716
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.681
CHEMBL2392 DNA polymerase beta Homo sapiens 0.581
CHEMBL1994 Mineralocorticoid receptor Homo sapiens 0.530
CHEMBL1293224 Microtubule-associated protein tau Homo sapiens 0.230



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL4132 Voltage-gated L-type calcium channel alpha-1D subunit Rattus norvegicus 1.000
CHEMBL2366456 Voltage-dependent L-type calcium channel subunit alpha-1C Cavia porcellus 1.000
CHEMBL2830 Voltage-gated L-type calcium channel alpha-1C subunit Oryctolagus cuniculus 1.000
CHEMBL1940 Voltage-gated L-type calcium channel alpha-1C subunit Homo sapiens 1.000
CHEMBL3762 Voltage-gated L-type calcium channel alpha-1C subunit Rattus norvegicus 0.895
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.672
CHEMBL1293226 Lysine-specific demethylase 4D-like Homo sapiens 0.635
CHEMBL1963 Thyroid stimulating hormone receptor Homo sapiens 0.633
CHEMBL3397 Cytochrome P450 2C9 Homo sapiens 0.604
CHEMBL2608 Lysosomal alpha-glucosidase Homo sapiens 0.488
CHEMBL6110 Thioredoxin glutathione reductase Schistosoma mansoni 0.341
CHEMBL5514 Huntingtin Homo sapiens 0.298
CHEMBL4159 Endoplasmic reticulum-associated amyloid beta-peptide-binding protein Homo sapiens 0.288
CHEMBL1994 Mineralocorticoid receptor Homo sapiens 0.283
CHEMBL3622 Cytochrome P450 2C19 Homo sapiens 0.279
CHEMBL2392 DNA polymerase beta Homo sapiens 0.253
CHEMBL1075138 Tyrosyl-DNA phosphodiesterase 1 Homo sapiens 0.230
CHEMBL5162 Neuropeptide S receptor Homo sapiens 0.217
CHEMBL1293224 Microtubule-associated protein tau Homo sapiens 0.206

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
371.4 371.1481 2.58 4 103.55 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
8 1 0 8 1 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 2.56 3.73 3.73 2 27 0.82

Structural Alerts

There are 2 structural alerts for CHEMBL1648. To view alerts please click here.

Compound Cross References

ATC C - CARDIOVASCULAR SYSTEM
C08 - CALCIUM CHANNEL BLOCKERS
C08C - SELECTIVE CALCIUM CHANNEL BLOCKERS WITH MAINLY VASCULAR EFFECTS
C08CA - Dihydropyridine derivatives
C08CA03 - isradipine

ChemSpider ChemSpider:HMJIYCCIJYRONP-UHFFFAOYSA-N
DailyMed isradipine
PubChem SID: 144204241 SID: 170465070
Wikipedia Isradipine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1648



ACToR 88977-22-4 75695-93-1
BindingDB 50436176
Brenda 196830
ChEBI 6073
ChemicalBook CB2268682
DrugBank DB00270
DrugCentral 1511
eMolecules 901996
EPA CompTox Dashboard DTXSID4023179
Guide to Pharmacology 4488
Human Metabolome Database HMDB0014415
LINCS LSM-1897
MolPort MolPort-003-848-292
Nikkaji J356.393F J33.142B J356.392H
PharmGKB PA450131
PubChem 3784
PubChem: Drugs of the Future 12013580
PubChem: Thomson Pharma 14804055
Selleck Isradipine(Dynacirc)
SureChEMBL SCHEMBL34555

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