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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL193
CHEMBL193
Compound Name NIFEDIPINE
ChEMBL Synonyms SLOFEDIPINE XL 30 | NIMODREL MR 10 | NIFOPRESS RET | CALCILAT | CALCHAN MR 20 | AFEDITAB CR | ADALAT A.R. | TENSIPINE MR 10 | PROCARDIA | KENTIPINE MR 20 | FORTIPINE LA40 | ANGIOPINE MR 20 | ADIPINE MR 20 | ADALAT LA 60 | ADALAT CC | ANGIOPINE 10 | PROCARDIA XL | NIMODREL MR 20 | HYPOLAR RET 10 | GENALAT 10 RET | VASAD | UNIPINE XL | HYPOLAR RET 20 | CARDILATE MR | ANGIOPINE 5 | ADIPINE XL | ADIPINE MR 10 | ADALAT LA 30 | ADALAT LA 20 | VALNI 20 RET | NIFOPRESS MR | NIFE-WOLFF | GENALAT 20 RET | CALANIF | ANGIOPINE 40 LA | TENSIPINE MR 20 | NIVATEN RET | NIFEDIPRESS MR 10 | NIFEDIPINE | KENTIPINE MR 10 | KENTIPINE | HYPOLAR XL 30 | CORACTEN XL | ANGIOPINE MR 10 | ADALATE LP | NIMODREL XL | NIFENSAR XL | NIFELEASE | NIFEDOTARD 20 MR | NEOZIPINE XL | CORODAY MR | ADANIF XL | ADALAT IC | ADALAT | VALNI XL | SLOFEDIPINE XL 60 | NIFEDIPRESS MR 20 | CORACTEN SR | CALCHAN MR 10 | BAY A 1040 | ADALAT RET
Max Phase 4 (Approved)
Trade Names ANGIOPINE 40 LA | CALANIF | GENALAT 20 RET | NIFE-WOLFF | NIFOPRESS MR | VALNI 20 RET | ADALATE LP | ANGIOPINE MR 10 | CORACTEN XL | HYPOLAR XL 30 | KENTIPINE | KENTIPINE MR 10 | NIFEDIPINE | NIFEDIPRESS MR 10 | NIVATEN RET | TENSIPINE MR 20 | ADALAT IC | ADANIF XL | CORODAY MR | NEOZIPINE XL | NIFEDOTARD 20 MR | NIFELEASE | NIFENSAR XL | NIMODREL XL | ADALAT | ADALAT RET | CALCHAN MR 10 | CORACTEN SR | NIFEDIPRESS MR 20 | SLOFEDIPINE XL 60 | VALNI XL | ADALAT A.R. | AFEDITAB CR | CALCHAN MR 20 | CALCILAT | NIFOPRESS RET | NIMODREL MR 10 | SLOFEDIPINE XL 30 | ADALAT CC | ADALAT LA 60 | ADIPINE MR 20 | ANGIOPINE MR 20 | FORTIPINE LA40 | KENTIPINE MR 20 | PROCARDIA | TENSIPINE MR 10 | ANGIOPINE 10 | GENALAT 10 RET | HYPOLAR RET 10 | NIMODREL MR 20 | PROCARDIA XL | ADALAT LA 20 | ADALAT LA 30 | ADIPINE MR 10 | ADIPINE XL | ANGIOPINE 5 | CARDILATE MR | HYPOLAR RET 20 | UNIPINE XL | VASAD
Molecular Formula C17H18N2O6

Additional synonyms for CHEMBL193 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES COC(=O)C1=C(C)NC(=C(C1c2ccccc2[N+](=O)[O-])C(=O)OC)C
Standard InChI InChI=1S/C17H18N2O6/c1-9-13(16(20)24-3)15(14(10(2)18-9)17(21 ...
Download InChI
Standard InChI Key HYIMSNHJOBLJNT-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • Curated Drug Metabolism Pathways
  • DrugMatrix
  • Open TG-GATEs
  • Orange Book
  • Patent Bioactivity Data
  • 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


CHEMBL193

Molecule Features

CHEMBL193 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:Y 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 FDA

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Coronary Artery DiseaseD003324EFO:0000378coronary artery disease3ClinicalTrials
Adrenal Hyperplasia, CongenitalD000312Orphanet:418Congenital adrenal hyperplasia1ClinicalTrials
Cardiovascular DiseasesD002318EFO:0000319cardiovascular disease4ATC
ATC
Hypertension, PulmonaryD006976EFO:0001361pulmonary hypertension3ClinicalTrials
Substance-Related DisordersD019966EFO:0003890drug dependence1ClinicalTrials
Kidney CalculiD007669EFO:0003845kidney stone3ClinicalTrials
Raynaud DiseaseD011928EFO:1001145Raynaud disease3ClinicalTrials
Fissure in AnoD0054012ClinicalTrials
Myocardial IschemiaD017202EFO:1001375Myocardial Ischemia3ClinicalTrials
ProteinuriaD011507HP:0000093Proteinuria2ClinicalTrials
HypertensionD006973EFO:0000537hypertension3ClinicalTrials
Premature BirthD047928EFO:0003917premature birth3ClinicalTrials
Placenta PreviaD010923EFO:0007442placenta praevia2ClinicalTrials
Renal Insufficiency, ChronicD051436EFO:0003884chronic kidney disease2ClinicalTrials
Pre-EclampsiaD011225EFO:0000668preeclampsia2ClinicalTrials

Clinical Data

ClinicalTrials.gov NIFEDIPINE
The Cochrane Collaboration NIFEDIPINE

Metabolites for CHEMBL193

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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 CHEMBL193. 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
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
CHEMBL3762 Voltage-gated L-type calcium channel alpha-1C subunit Rattus norvegicus 1.000
CHEMBL232 Alpha-1b adrenergic receptor Homo sapiens 1.000
CHEMBL229 Alpha-1a adrenergic receptor Homo sapiens 1.000
CHEMBL223 Alpha-1d adrenergic receptor Homo sapiens 1.000
CHEMBL3577 Aldehyde dehydrogenase 1A1 Homo sapiens 1.000
CHEMBL2608 Lysosomal alpha-glucosidase Homo sapiens 0.997
CHEMBL6110 Thioredoxin glutathione reductase Schistosoma mansoni 0.996
CHEMBL2392 DNA polymerase beta Homo sapiens 0.995
CHEMBL1287622 Lethal(3)malignant brain tumor-like protein 1 Homo sapiens 0.995
CHEMBL5514 Huntingtin Homo sapiens 0.994
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.994
CHEMBL1293226 Lysine-specific demethylase 4D-like Homo sapiens 0.985
CHEMBL1293231 Nuclear receptor ROR-gamma Mus musculus 0.985
CHEMBL330 Glutamate (NMDA) receptor subunit zeta 1 Rattus norvegicus 0.973
CHEMBL1075138 Tyrosyl-DNA phosphodiesterase 1 Homo sapiens 0.964
CHEMBL1293224 Microtubule-associated protein tau Homo sapiens 0.912



10uM


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
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
CHEMBL3762 Voltage-gated L-type calcium channel alpha-1C subunit Rattus norvegicus 1.000
CHEMBL232 Alpha-1b adrenergic receptor Homo sapiens 1.000
CHEMBL3577 Aldehyde dehydrogenase 1A1 Homo sapiens 0.999
CHEMBL223 Alpha-1d adrenergic receptor Homo sapiens 0.998
CHEMBL1075138 Tyrosyl-DNA phosphodiesterase 1 Homo sapiens 0.995
CHEMBL1293224 Microtubule-associated protein tau Homo sapiens 0.992
CHEMBL229 Alpha-1a adrenergic receptor Homo sapiens 0.991
CHEMBL6110 Thioredoxin glutathione reductase Schistosoma mansoni 0.986
CHEMBL2608 Lysosomal alpha-glucosidase Homo sapiens 0.986
CHEMBL5514 Huntingtin Homo sapiens 0.986
CHEMBL1287622 Lethal(3)malignant brain tumor-like protein 1 Homo sapiens 0.977
CHEMBL1293231 Nuclear receptor ROR-gamma Mus musculus 0.977
CHEMBL330 Glutamate (NMDA) receptor subunit zeta 1 Rattus norvegicus 0.968
CHEMBL2392 DNA polymerase beta Homo sapiens 0.950
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.941
CHEMBL3622 Cytochrome P450 2C19 Homo sapiens 0.914

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
346.3 346.1165 2.18 4 107.77 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
7 1 0 8 1 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 2.69 3.58 3.58 1 25 0.51

Structural Alerts

There are 6 structural alerts for CHEMBL193. 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
C08CA05 - nifedipine

C - CARDIOVASCULAR SYSTEM
C08 - CALCIUM CHANNEL BLOCKERS
C08C - SELECTIVE CALCIUM CHANNEL BLOCKERS WITH MAINLY VASCULAR EFFECTS
C08CA - Dihydropyridine derivatives
C08CA55 - nifedipine, combinations

ChemSpider ChemSpider:HYIMSNHJOBLJNT-UHFFFAOYSA-N
DailyMed nifedipine
PubChem SID: 104171202 SID: 11111548 SID: 11111549 SID: 11113899 SID: 124880908 SID: 124880909 SID: 124880910 SID: 124880913 SID: 144203763 SID: 144207502 SID: 170465006 SID: 17388858 SID: 26747150 SID: 26747151 SID: 26752059 SID: 26752060 SID: 50100293 SID: 50104712 SID: 50104713 SID: 50104714 SID: 85231157 SID: 90341123
Wikipedia Nifedipine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL193



ACToR 21829-25-4 101539-70-2
Atlas nifedipine
BindingDB 50101817
Brenda 125893 127074 132142 3738
ChEBI 7565
DrugBank DB01115
DrugCentral 1922
eMolecules 715726
EPA CompTox Dashboard DTXSID2025715
FDA SRS I9ZF7L6G2L
Guide to Pharmacology 2514
Human Metabolome Database HMDB0015247
KEGG Ligand C07266
LINCS LSM-4176
Mcule MCULE-7336870265
Metabolights MTBLC7565
MolPort MolPort-000-787-707
PharmGKB PA450631
PubChem 4485
PubChem: Drugs of the Future 12014071
PubChem: Thomson Pharma 14875984
Recon nifedipine
Selleck Nifedipine(Adalat)
SureChEMBL SCHEMBL3968
ZINC ZINC000085205448

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