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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1428
CHEMBL1428
Compound Name NIMODIPINE
ChEMBL Synonyms BAY E 9736 | NYMALIZE | NIMODIPINE | NIMOTOP
Max Phase 4 (Approved)
Trade Names NIMODIPINE | NYMALIZE | NIMOTOP
Molecular Formula C21H26N2O7

Additional synonyms for CHEMBL1428 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES COCCOC(=O)C1=C(C)NC(=C(C1c2cccc(c2)[N+](=O)[O-])C(=O)OC(C)C) ...
Download SMILES
Standard InChI InChI=1S/C21H26N2O7/c1-12(2)30-21(25)18-14(4)22-13(3)17(20(2 ...
Download InChI
Standard InChI Key UIAGMCDKSXEBJQ-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • DrugMatrix
  • 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


CHEMBL1428

Molecule Features

CHEMBL1428 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:Y Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Mineralocorticoid receptor antagonist Mineralocorticoid receptor PubMed
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
Cocaine-Related DisordersD019970EFO:0002610cocaine dependence2ClinicalTrials
InfertilityD007246EFO:0000545infertility2ClinicalTrials
StrokeD020521EFO:0000712stroke2ClinicalTrials
Subarachnoid HemorrhageD013345EFO:0000713subarachnoid hemorrhage3ClinicalTrials
Cardiovascular DiseasesD002318EFO:0000319cardiovascular disease4ATC
Intracranial AneurysmD002532EFO:0003870brain aneurysm1ClinicalTrials

Clinical Data

ClinicalTrials.gov NIMODIPINE
The Cochrane Collaboration NIMODIPINE

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 CHEMBL1428. 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
CHEMBL1940 Voltage-gated L-type calcium channel alpha-1C subunit Homo sapiens 1.000
CHEMBL2366456 Voltage-dependent L-type calcium channel subunit alpha-1C Cavia porcellus 1.000
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
CHEMBL3762 Voltage-gated L-type calcium channel alpha-1C subunit Rattus norvegicus 1.000
CHEMBL2331047 Sodium/iodide cotransporter Rattus norvegicus 0.999
CHEMBL3397 Cytochrome P450 2C9 Homo sapiens 0.998
CHEMBL3577 Aldehyde dehydrogenase 1A1 Homo sapiens 0.993
CHEMBL1287622 Lethal(3)malignant brain tumor-like protein 1 Homo sapiens 0.946
CHEMBL2608 Lysosomal alpha-glucosidase Homo sapiens 0.946
CHEMBL2392 DNA polymerase beta Homo sapiens 0.943
CHEMBL3622 Cytochrome P450 2C19 Homo sapiens 0.932
CHEMBL333 Matrix metalloproteinase-2 Homo sapiens 0.927
CHEMBL1075138 Tyrosyl-DNA phosphodiesterase 1 Homo sapiens 0.855
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.780
CHEMBL5514 Huntingtin Homo sapiens 0.738
CHEMBL1293231 Nuclear receptor ROR-gamma Mus musculus 0.682
CHEMBL6110 Thioredoxin glutathione reductase Schistosoma mansoni 0.466
CHEMBL1293224 Microtubule-associated protein tau Homo sapiens 0.401
CHEMBL1293226 Lysine-specific demethylase 4D-like Homo sapiens 0.361



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL1940 Voltage-gated L-type calcium channel alpha-1C subunit Homo sapiens 1.000
CHEMBL2366456 Voltage-dependent L-type calcium channel subunit alpha-1C Cavia porcellus 1.000
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
CHEMBL3762 Voltage-gated L-type calcium channel alpha-1C subunit Rattus norvegicus 1.000
CHEMBL2331047 Sodium/iodide cotransporter Rattus norvegicus 0.985
CHEMBL3577 Aldehyde dehydrogenase 1A1 Homo sapiens 0.934
CHEMBL1741179 Probable DNA dC->dU-editing enzyme APOBEC-3A Homo sapiens 0.804
CHEMBL1293224 Microtubule-associated protein tau Homo sapiens 0.755
CHEMBL3622 Cytochrome P450 2C19 Homo sapiens 0.734
CHEMBL1075138 Tyrosyl-DNA phosphodiesterase 1 Homo sapiens 0.729
CHEMBL4143 Calpain 2 Sus scrofa 0.727
CHEMBL3397 Cytochrome P450 2C9 Homo sapiens 0.725
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.648
CHEMBL5514 Huntingtin Homo sapiens 0.637
CHEMBL1287622 Lethal(3)malignant brain tumor-like protein 1 Homo sapiens 0.632
CHEMBL1293231 Nuclear receptor ROR-gamma Mus musculus 0.584
CHEMBL5162 Neuropeptide S receptor Homo sapiens 0.420
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.408
CHEMBL333 Matrix metalloproteinase-2 Homo sapiens 0.328

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
418.5 418.174 2.97 8 117 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
8 1 0 9 1 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 2.77 4.05 4.04 1 30 0.3

Structural Alerts

There are 9 structural alerts for CHEMBL1428. 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
C08CA06 - nimodipine

ChemSpider ChemSpider:UIAGMCDKSXEBJQ-UHFFFAOYSA-N
DailyMed nimodipine
PubChem SID: 104171194 SID: 124880812 SID: 124880816 SID: 144203753 SID: 170466561 SID: 26747118 SID: 26747119 SID: 26747120 SID: 26751792 SID: 26751793 SID: 50104485 SID: 50104486 SID: 50104487 SID: 85231145 SID: 90340912
Wikipedia Nimodipine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1428



ACToR 66085-59-4
ChEBI 7575
ChemicalBook CB1398087
DrugBank DB00393
DrugCentral 1937
eMolecules 592477
EPA CompTox Dashboard DTXSID5023370
Guide to Pharmacology 2523
Human Metabolome Database HMDB0014537
KEGG Ligand C07267
LINCS LSM-1659
Mcule MCULE-4717687158
MolPort MolPort-001-840-190
PharmGKB PA450633
PubChem 4497
PubChem: Drugs of the Future 12013716
PubChem: Thomson Pharma 14831516
Selleck Nimodipine(Nimotop)
SureChEMBL SCHEMBL34041

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