VERAPAMIL

Search structure
Synonyms:
Status: Approved (1981)
Entry Type: Small molecule
Molecule Category: Parent
ATC: C08DA01
UNII: CJ0O37KU29

Structure
InChI Key SGTNSNPWRIOYBX-UHFFFAOYSA-N
Smile COc1ccc(CCN(C)CCCC(C#N)(c2ccc(OC)c(OC)c2)C(C)C)cc1OC
InChI
InChI=1S/C27H38N2O4/c1-20(2)27(19-28,22-10-12-24(31-5)26(18-22)33-7)14-8-15-29(3)16-13-21-9-11-23(30-4)25(17-21)32-6/h9-12,17-18,20H,8,13-16H2,1-7H3

Physicochemical Descriptors

Property Name Value
Molecular Formula C27H38N2O4
Molecular Weight 454.61
AlogP 5.09
Hydrogen Bond Acceptor 6.0
Hydrogen Bond Donor 0.0
Number of Rotational Bond 13.0
Polar Surface Area 63.95
Molecular species BASE
Aromatic Rings 2.0
Heavy Atoms 33.0

Pharmacology

Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2B Cytochrome P450 2B6
- - - - 10
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2C Cytochrome P450 2C19
- 21800 - - -
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2C Cytochrome P450 2C8
- - - 17500 -
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2D Cytochrome P450 2D6
- 43300 - - -
Enzyme Cytochrome P450 Cytochrome P450 family 3 Cytochrome P450 family 3A Cytochrome P450 3A4
- 4700-76033 - - 51
Enzyme
- 4700-76033 - 17500 10
Ion channel Voltage-gated ion channel Potassium channels Voltage-gated potassium channel
- 10-3100 - - -
Ion channel Voltage-gated ion channel Voltage-gated calcium channel
- 100-1800 - 1 -
Ion channel Voltage-gated ion channel Voltage-gated sodium channel
- 3300 - - 74
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Acetylcholine receptor
30974 - - - -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Adrenergic receptor
- - 1000 - -
Membrane receptor
30974 1 1000 - -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- 32000-64000 - 52000 40
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC22 family of organic cation and anion transporters
- 6800 - - 86
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC43 family of large neutral amino acid transporters
- - - - 83
Transporter Primary active transporter ATP-binding cassette ABCB subfamily
120-20000 4-65600 - 300-2500 20-129
Transporter Primary active transporter ATP-binding cassette ABCC subfamily
1925-27800 3500-9660 - 13200-13400 50-100
Transporter Primary active transporter ATP-binding cassette ABCG subfamily
900-37300 1193 - - -
Transporter
120-20000 4-65600 - 300-2500 20-129

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Diabetes Mellitus, Type 1 3 D003922 ClinicalTrials
Heart Failure 3 D006333 ClinicalTrials
Bipolar Disorder 3 D001714 ClinicalTrials
Atrial Fibrillation 3 D001281 ClinicalTrials
Severe Acute Respiratory Syndrome 2 D045169 ClinicalTrials
Pain 2 D010146 ClinicalTrials
Epilepsies, Myoclonic 2 D004831 ClinicalTrials
Arrhythmias, Cardiac 2 D001145 ClinicalTrials
Crohn Disease 1 D003424 ClinicalTrials
Hodgkin Disease 1 D006689 ClinicalTrials
Substance-Related Disorders 1 D019966 ClinicalTrials
Respiratory Syncytial Virus Infections 1 D018357 ClinicalTrials
Osteoarthritis, Knee 1 D020370 ClinicalTrials
Diabetes Mellitus, Type 2 1 D003924 ClinicalTrials
Ischemic Stroke 1 D000083242 ClinicalTrials
Hemorrhage 0 D006470 ClinicalTrials

Related Entries

Scaffolds

UNKNOWN

Cross References

Resources Reference
CAS NUMBER 52-53-9
ChEBI 77733
ChEMBL CHEMBL6966
DrugBank DB00661
DrugCentral 2815
EPA CompTox DTXSID9041152
FDA SRS CJ0O37KU29
Human Metabolome Database HMDB0001850
Guide to Pharmacology 2406
KEGG C07188
PharmGKB PA451868
PubChem 2520
SureChEMBL SCHEMBL16742
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