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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL23
CHEMBL23
Compound Name DILTIAZEM
ChEMBL Synonyms TIAMATE | MK-793 | ZEMRET 300 XL | ZEMRET 180 XL | UARD 240XL | TILDIEM LA 200 | TAZTIA XT | SLOZEM 180 | OPTIL XL 300 | OPTIL XL 240 | OPTIL SR 90 | ANGIOZEM CR 120 | UARD 180XL | TILDIEM RET 90 | TILDIEM RET 120 | DILT-CD | DILCARDIA SR | ANGITIL XL 240 | ZEMTARD 300 XL | ZEMTARD 180 XL | DILZEM XL 180 | CARDIZEM LA | BRITIAZIM | Diltzac | TILDIEM LA 300 | SLOZEM 240 | SLOZEM | OPTIL SR 180 | HORIZEM SR 120 | DILZEM XL 240 | DILZEM SR 60 | DILTZAC | CARTIA XT | CALCICARD CR | CALAZEM | ANGITIL SR 120 | ADIZEM-SR | ADIZEM-60 | Dilt-CD | ZEMRET 240 XL | TIAMEX | RETALZEM 60 | KENZEM SR | CARDIZEM SR | ANOHEAL | ANGITIL SR 90 | ANGIOZEM 60 | ADIZEM-XL | Tiazac | Diltiazem | Cardizem | TILDIEM | SLOZEM 120 | OPTIL SR 120 | DILTIAZEM HYDROCHLORIDE | DILACOR XR | DILACOR | CARDIZEM CD | CARDIZEM | ANGITIL SR 180 | ANGIOZEM CR 90 | Tiamate | DILTIAZEM MALATE | ZEMTARD 240 XL | ZEMTARD 120 XL | UARD 120XL | TIAZAC | RG 83606 | DILZEM SR 90 | DILCARDIA XL | CALCICARD | ANGITIL XL 300 | ZILDIL SR | VIAZEM XL | UARD 300XL | OPTIL | KENTIAZEM | HORIZEM SR 90 | HORIZEM SR 60 | DISOGRAM SR | DILZEM XL 120 | DILZEM SR 120 | BI-CARZEM XL | BI-CARZEM SR
Max Phase 4 (Approved)
Trade Names ANGIOZEM CR 120 | OPTIL SR 90 | OPTIL XL 240 | OPTIL XL 300 | SLOZEM 180 | TAZTIA XT | TILDIEM LA 200 | UARD 240XL | ZEMRET 180 XL | ZEMRET 300 XL | ANGITIL SR 120 | CALAZEM | CALCICARD CR | CARTIA XT | DILTZAC | DILZEM SR 60 | DILZEM XL 240 | HORIZEM SR 120 | OPTIL SR 180 | SLOZEM | SLOZEM 240 | TILDIEM LA 300 | TIAMATE | BRITIAZIM | CARDIZEM LA | DILZEM XL 180 | ZEMTARD 180 XL | ZEMTARD 300 XL | ANGITIL XL 240 | DILCARDIA SR | DILT-CD | TILDIEM RET 120 | TILDIEM RET 90 | UARD 180XL | ADIZEM-XL | ANGIOZEM 60 | ANGITIL SR 90 | ANOHEAL | CARDIZEM SR | KENZEM SR | RETALZEM 60 | TIAMEX | ZEMRET 240 XL | ADIZEM-60 | ADIZEM-SR | BI-CARZEM SR | BI-CARZEM XL | DILZEM SR 120 | DILZEM XL 120 | DISOGRAM SR | HORIZEM SR 60 | HORIZEM SR 90 | KENTIAZEM | OPTIL | UARD 300XL | VIAZEM XL | ZILDIL SR | ANGITIL XL 300 | CALCICARD | DILCARDIA XL | DILZEM SR 90 | TIAZAC | UARD 120XL | ZEMTARD 120 XL | ZEMTARD 240 XL | ANGIOZEM CR 90 | ANGITIL SR 180 | CARDIZEM | CARDIZEM CD | DILACOR | DILACOR XR | DILTIAZEM HYDROCHLORIDE | OPTIL SR 120 | SLOZEM 120 | TILDIEM
Molecular Formula C22H26N2O4S

Additional synonyms for CHEMBL23 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES COc1ccc(cc1)[C@@H]2Sc3ccccc3N(CCN(C)C)C(=O)[C@@H]2OC(=O)C
Standard InChI InChI=1S/C22H26N2O4S/c1-15(25)28-20-21(16-9-11-17(27-4)12-10 ...
Download InChI
Standard InChI Key HSUGRBWQSSZJOP-RTWAWAEBSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • DrugMatrix
  • Gene Expression Atlas Compounds
  • Open TG-GATEs
  • 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


CHEMBL23

Molecule Features

CHEMBL23 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:Y Parenteral:Y 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
Angina PectorisD000787EFO:0003913angina pectoris4DailyMed
Coronary Artery DiseaseD003324EFO:0000378coronary artery disease3ClinicalTrials
Influenza, HumanD007251EFO:0001669influenza infection2ClinicalTrials
Substance-Related DisordersD019966EFO:0003890drug dependence1ClinicalTrials
Venous ThrombosisD020246HP:0004936Venous thrombosis1ClinicalTrials
Cardiovascular DiseasesD002318EFO:0000319cardiovascular disease4ATC
HypertensionD006973EFO:0000537hypertension1ClinicalTrials
ClinicalTrials
Metabolic SyndromeD024821EFO:0000195metabolic syndrome1ClinicalTrials
Fissure in AnoD0054013ClinicalTrials
HIV InfectionsD015658EFO:0000764HIV infection1ClinicalTrials
AtherosclerosisD050197EFO:0003914atherosclerosis1ClinicalTrials
Cardiomyopathy, HypertrophicD002312EFO:0000538hypertrophic cardiomyopathy2ClinicalTrials
Heart FailureD006333EFO:0003144heart failure3ClinicalTrials
ClinicalTrials
Myocardial IschemiaD017202EFO:1001375Myocardial Ischemia3ClinicalTrials
ConstipationD003248HP:0002019constipation1ClinicalTrials
ClinicalTrials
Reperfusion InjuryD015427EFO:0002687ischemia reperfusion injury3ClinicalTrials
Atrial FibrillationD001281EFO:0000275atrial fibrillation3ClinicalTrials
ClinicalTrials
Skin DiseasesD012871EFO:0000701skin disease1ClinicalTrials
Angina, StableD060050EFO:0003913angina pectoris4DailyMed

Clinical Data

ClinicalTrials.gov DILTIAZEM
The Cochrane Collaboration DILTIAZEM

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 CHEMBL23. 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
CHEMBL3762 Voltage-gated L-type calcium channel alpha-1C subunit Rattus norvegicus 1.000
CHEMBL2366456 Voltage-dependent L-type calcium channel subunit alpha-1C Cavia porcellus 0.990
CHEMBL1963 Thyroid stimulating hormone receptor Homo sapiens 0.984
CHEMBL2367 Peptide deformylase Staphylococcus aureus subsp. aureus Mu50 0.981
CHEMBL289 Cytochrome P450 2D6 Homo sapiens 0.971
CHEMBL1821 Muscarinic acetylcholine receptor M4 Homo sapiens 0.954
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.930
CHEMBL231 Histamine H1 receptor Homo sapiens 0.784
CHEMBL2392 DNA polymerase beta Homo sapiens 0.564
CHEMBL3577 Aldehyde dehydrogenase 1A1 Homo sapiens 0.548
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.462
CHEMBL5514 Huntingtin Homo sapiens 0.364
CHEMBL4552 Peripheral-type benzodiazepine receptor Rattus norvegicus 0.323



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL3805 Voltage-gated L-type calcium channel alpha-1S subunit Homo sapiens 1.000
CHEMBL3762 Voltage-gated L-type calcium channel alpha-1C subunit Rattus norvegicus 1.000
CHEMBL2366456 Voltage-dependent L-type calcium channel subunit alpha-1C Cavia porcellus 1.000
CHEMBL276 Muscarinic acetylcholine receptor M1 Rattus norvegicus 0.967
CHEMBL2367 Peptide deformylase Staphylococcus aureus subsp. aureus Mu50 0.904
CHEMBL289 Cytochrome P450 2D6 Homo sapiens 0.815
CHEMBL340 Cytochrome P450 3A4 Homo sapiens 0.752
CHEMBL2428 Myosin light chain kinase, smooth muscle Homo sapiens 0.741
CHEMBL1963 Thyroid stimulating hormone receptor Homo sapiens 0.615
CHEMBL3577 Aldehyde dehydrogenase 1A1 Homo sapiens 0.417
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.350
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.301
CHEMBL4302 P-glycoprotein 1 Homo sapiens 0.300
CHEMBL1741179 Probable DNA dC->dU-editing enzyme APOBEC-3A Homo sapiens 0.281
CHEMBL1821 Muscarinic acetylcholine receptor M4 Homo sapiens 0.279

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
414.5 414.1613 3.37 6 59.08 BASE


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


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 8.94 4.73 3.36 2 29 0.68

Structural Alerts

There are 1 structural alerts for CHEMBL23. To view alerts please click here.

Compound Cross References

ATC C - CARDIOVASCULAR SYSTEM
C05 - VASOPROTECTIVES
C05A - AGENTS FOR TREATMENT OF HEMORRHOIDS AND ANAL FISSURES FOR TOPICAL USE
C05AE - Muscle relaxants
C05AE03 - diltiazem

C - CARDIOVASCULAR SYSTEM
C08 - CALCIUM CHANNEL BLOCKERS
C08D - SELECTIVE CALCIUM CHANNEL BLOCKERS WITH DIRECT CARDIAC EFFECTS
C08DB - Benzothiazepine derivatives
C08DB01 - diltiazem

ChemSpider ChemSpider:HSUGRBWQSSZJOP-RTWAWAEBSA-N
DailyMed diltiazem hydrochloride
PubChem SID: 11113366 SID: 144204449 SID: 170464699 SID: 26751609 SID: 26751610 SID: 50104266 SID: 50104267 SID: 50104268 SID: 50104269 SID: 90341257
Wikipedia Diltiazem

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL23



ACToR 42399-41-7 144604-00-2
Atlas diltiazem
BindingDB 50004704
Brenda 133916 134730 30986
ChEBI 101278
DrugBank DB00343
DrugCentral 897
eMolecules 30152312
EPA CompTox Dashboard DTXSID9022940
FDA SRS EE92BBP03H
Guide to Pharmacology 2298
Human Metabolome Database HMDB0014487
IBM Patent System 97B927348215CB296B485767D0A42F4E
KEGG Ligand C06958
LINCS LSM-2523
Mcule MCULE-9931403933
Nikkaji J16.566B
PharmGKB PA449334
PubChem 39186
PubChem: Thomson Pharma 14929056 14904463
SureChEMBL SCHEMBL17776
ZINC ZINC000000621893

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