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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL6966
CHEMBL6966
Compound Name VERAPAMIL
ChEMBL Synonyms Verelan pm | CP-16,533-1 | Tarka | Covera-HS | [11C]-Verapamil | CALAN SR | Calan | CALAN | D-365 | VERAPAMIL HYDROCHLORIDE | Isoptin sr | VERELAN | ISOPTIN | IPROVERATRIL | Verelan | VERAPAMIL | CP-16533-1 | Covera-hs | COVERA | Isoptin
Max Phase 4 (Approved)
Trade Names CALAN SR | Calan | Covera-hs | Isoptin | Verelan pm | Verelan | Isoptin sr | Verapamil hydrochloride
Molecular Formula C27H38N2O4

Additional synonyms for CHEMBL6966 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES COc1ccc(CCN(C)CCCC(C#N)(C(C)C)c2ccc(OC)c(OC)c2)cc1OC
Standard InChI InChI=1S/C27H38N2O4/c1-20(2)27(19-28,22-10-12-24(31-5)26(18- ...
Download InChI
Standard InChI Key SGTNSNPWRIOYBX-UHFFFAOYSA-N

Alternate Forms of Compound in ChEMBL


CHEMBL6966

Molecule Features

CHEMBL6966 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:N First In Class:N Chirality:Racemic Mixture 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 FDA ISBN

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication
ATRIAL FIBRILLATIOND001281EFO:0000275ATRIAL FIBRILLATION4
BIPOLAR DISORDERD001714EFO:0000289BIPOLAR DISORDER3
CARDIOVASCULAR DISEASESD002318EFO:0000319CARDIOVASCULAR DISEASE4
DIABETES MELLITUS, TYPE 1D003922EFO:0001359TYPE I DIABETES MELLITUS2
EPILEPSIES, MYOCLONICD004831Orphanet:33069DRAVET SYNDROME2
EPILEPSYD004827EFO:0000474EPILEPSY2
HEART DISEASESD006331EFO:0003777HEART DISEASE4
KELOIDD007627EFO:0004212KELOID4
KIDNEY CALCULID007669EFO:0003845KIDNEY STONE4
MARFAN SYNDROMED008382Orphanet:558MARFAN SYNDROME4
MYOCARDIAL INFARCTIOND009203EFO:0000612MYOCARDIAL INFARCTION4
OSTEOARTHRITIS, KNEED020370EFO:0004616OSTEOARTHRITIS, KNEE1
PAIND010146EFO:0003843PAIN2

Clinical Data

Number of clinical trials registered at clinicaltrials.gov
Number of reviews at The Cochrane Collaboration
Number of entries at British National Formulary

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 CHEMBL6966. 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
CHEMBL4931 3-beta-hydroxysteroid-delta(8),delta(7)-isomerase Homo sapiens 0.995
CHEMBL315 Alpha-1b adrenergic receptor Rattus norvegicus 0.653
CHEMBL240 HERG Homo sapiens 0.387
CHEMBL3602 Sigma opioid receptor Rattus norvegicus 0.296

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL4302 P-glycoprotein 1 Homo sapiens 1.000
CHEMBL4931 3-beta-hydroxysteroid-delta(8),delta(7)-isomerase Homo sapiens 0.998
CHEMBL4497 NADH-ubiquinone oxidoreductase chain 1 Bos taurus 0.989
CHEMBL3004 Multidrug resistance-associated protein 1 Homo sapiens 0.979
CHEMBL3467 P-glycoprotein 1 Mus musculus 0.970
CHEMBL1940 Voltage-gated L-type calcium channel alpha-1C subunit Homo sapiens 0.955
CHEMBL315 Alpha-1b adrenergic receptor Rattus norvegicus 0.840
CHEMBL3602 Sigma opioid receptor Rattus norvegicus 0.378
CHEMBL240 HERG Homo sapiens 0.252
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.210

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
454.6 454.2832 5.53 13 63.95 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
6 0 1 6 0 1


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
8.37 7.19 1.14 .89 2 33 0.4

Structural Alerts

There are 1 structural alerts for CHEMBL6966. To view alerts please click here.

Compound Cross References

ATC C - CARDIOVASCULAR SYSTEM
C08 - CALCIUM CHANNEL BLOCKERS
C08D - SELECTIVE CALCIUM CHANNEL BLOCKERS WITH DIRECT CARDIAC EFFECTS
C08DA - Phenylalkylamine derivatives
C08DA51 - verapamil, combinations

C - CARDIOVASCULAR SYSTEM
C08 - CALCIUM CHANNEL BLOCKERS
C08D - SELECTIVE CALCIUM CHANNEL BLOCKERS WITH DIRECT CARDIAC EFFECTS
C08DA - Phenylalkylamine derivatives
C08DA01 - verapamil

ChemSpider ChemSpider:SGTNSNPWRIOYBX-UHFFFAOYSA-N
DailyMed verapamil hydrochloride
PubChem SID: 104171262 SID: 124881789 SID: 124881790 SID: 124881792 SID: 124881795 SID: 144203851 SID: 170464904 SID: 174316170 SID: 26751825 SID: 50104518 SID: 50104519 SID: 50104520 SID: 90340771
Wikipedia Verapamil

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL6966



ACToR 56949-77-0 52-53-9
BindingDB 81939
ChEBI 77733
DrugBank DB00661
DrugCentral 2815
eMolecules 1934651
EPA CompTox Dashboard DTXSID9041152
Guide to Pharmacology 2406
Human Metabolome Database HMDB01850
IBM Patent System 4FD3228AD4EDCBF4B53E2FF2B391E864
KEGG Ligand C07188
LINCS LSM-1298
Mcule MCULE-3016077278
Nikkaji J4.132G J332.327G
PubChem 2520
PubChem: Thomson Pharma 14784349
SureChEMBL SCHEMBL16742

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