DOFETILIDE

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Trade Names
Synonyms
Status
Molecule Category UNKNOWN
ATC C01BD04
UNII R4Z9X1N2ND
EPA CompTox DTXSID5046433

Structure

InChI Key IXTMWRCNAAVVAI-UHFFFAOYSA-N
Smiles CN(CCOc1ccc(NS(C)(=O)=O)cc1)CCc1ccc(NS(C)(=O)=O)cc1
InChI
InChI=1S/C19H27N3O5S2/c1-22(13-12-16-4-6-17(7-5-16)20-28(2,23)24)14-15-27-19-10-8-18(9-11-19)21-29(3,25)26/h4-11,20-21H,12-15H2,1-3H3

Physicochemical Descriptors

Property Name Value
Molecular Formula C19H27N3O5S2
Molecular Weight 441.58
AlogP 1.98
Hydrogen Bond Acceptor 6.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 11.0
Polar Surface Area 104.81
Molecular species BASE
Aromatic Rings 2.0
Heavy Atoms 29.0

Bioactivity

Mechanism of Action Action Reference
HERG blocker BLOCKER DailyMed Wikipedia
Protein: HERG
Description: Potassium voltage-gated channel subfamily H member 2
Organism : Homo sapiens
Q12809 ENSG00000055118
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Ion channel Voltage-gated ion channel Potassium channels Voltage-gated potassium channel
- 4-44000 - 6-8 80
Ion channel Voltage-gated ion channel Voltage-gated calcium channel
- 26700-60000 - - -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- - - - 1
Assay Description Organism Bioactivity Reference
K+ channel blocking activity in human embryonic kidney cells expressing HERG Kv11.1 Homo sapiens 15.0 nM
Percentage inhibition of specific binding of [3H]dofetilide (UK-68,798) from cardiac myocytes with blockade of delayed rectifier K+ channel Cavia porcellus 92.0 %
Inhibition of human Potassium channel HERG expressed in mammalian cells Homo sapiens 10.0 nM
Inhibition of K+ channel activity in CHO cells expressing HERG Kv11.1 Homo sapiens 10.0 nM
Inhibitory concentration against IKr potassium channel None 30.0 nM
Inhibitory concentration against potassium channel HERG None 10.0 nM
Displacement of [3H]dofetilide from hERG expressed in HEK293 cells by SPA Homo sapiens 6.4 nM
Binding affinity at hERG expressed in HEK293 cells by fluorescence polarization assay Homo sapiens 7.7 nM
Blockade of hERG expressed in HEK293 cells by whole-cell patch clamp method Homo sapiens 9.2 nM
Inhibition of hERG expressed in HEK293 cells at 25 nM by whole-cell patch clamp method Homo sapiens 80.0 %
Inhibition of human ERG channel in HEK293 cells by voltage-clamp method Homo sapiens 48.98 nM
Inhibition of human ERG expressed in CHO cells by whole cell patch clamp technique Homo sapiens 10.0 nM
Inhibition of human ERG in MCF7 cells Homo sapiens 12.3 nM
Inhibition of human liver OATP1B1 expressed in HEK293 Flp-In cells assessed as reduction in E17-betaG uptake at 20 uM by scintillation counting Homo sapiens 1.0 %
Inhibition of human liver OATP1B3 expressed in HEK293 Flp-In cells assessed as reduction in [3H]E17-betaG uptake at 20 uM incubated for 5 mins by scintillation counting Homo sapiens 19.9 %
Inhibition of human liver OATP2B1 expressed in HEK293 Flp-In cells assessed as reduction in [3H]E3S uptake at 20 uM incubated for 5 mins by scintillation counting Homo sapiens 18.1 %
Displacement of [3H]astemizole from human ERG K+ channel expressed in HEK293 cells by scintillation spectrophotometric analysis Homo sapiens 4.1 nM
Inhibition of hERG K channel None 5.0 nM
Inhibition of rapid delayed inward rectifying potassium current (IKr) in Chinese hamster ovary (CHO) K1 cells stably expressing hERG measured using IonWorks Quattro automated patch clamp platform Cricetulus griseus 125.89 nM
Inhibition of rapid delayed inward rectifying potassium current (IKr) in Chinese hamster ovary (CHO) cells stable expressing hERG measured using IonWorks Barracuda automated patch clamp platform Cricetulus griseus 630.96 nM
Inhibition of rapid delayed inward rectifying potassium current (IKr) measured using manual patch clamp assay None 10.0 nM
Inhibition of human ERG Homo sapiens 200.0 nM
Antibacterial activity against Staphylococcus aureus MRSA ATCC 43300 (CO-ADD:GP_020); MIC in CAMBH media, using NBS plates, by OD(600) Staphylococcus aureus subsp. aureus 11.97 %
Antibacterial activity against Escherichia coli ATCC 25922 (CO-ADD:GN_001); MIC in CAMBH media using NBS plates, by OD(600) Escherichia coli 6.72 %
Antibacterial activity against Klebsiella pneumoniae MDR ATCC 70063 (CO-ADD:GN_003); MIC in CAMBH media using NBS plates, by OD(600) Klebsiella pneumoniae 7.49 %
Antibacterial activity against Pseudomonas aeruginosa ATCC 27853 (CO-ADD:GN_042); MIC in CAMBH media using NBS plates, by OD(600) Pseudomonas aeruginosa 16.72 %
Antibacterial activity against Acinetobacter baumannii ATCC 19606 (CO-ADD:GN_034); MIC in CAMBH media using NBS plates, by OD600 Acinetobacter baumannii 28.46 %
Antifungal activity against Candida albicans ATCC 90028 (CO-ADD:FG_001); MIC in YNB media using NBS plates, by OD630 Candida albicans 2.12 %
Antifungal activity against Cryptococcus neoformans H99 ATCC 208821 (CO-ADD:FG_002); MIC in YNB media using NBS plates, by Resazurin OD(600-570) Cryptococcus neoformans -1.31 %
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of Caco-2 cells at 10 uM after 48 hours by high content imaging Homo sapiens -0.65 %
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate Severe acute respiratory syndrome coronavirus 2 -0.24 % SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate Severe acute respiratory syndrome coronavirus 2 -1.93 %
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging Chlorocebus sabaeus -0.15 % Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging Chlorocebus sabaeus 0.15 % Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging Chlorocebus sabaeus -0.15 % Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging Chlorocebus sabaeus 0.15 %
Inhibition of human ERG stably expressed in HEK293 cells Homo sapiens 15.0 nM
Inhibition of human ERG stably expressed in HEK293 cells by whole-cell manual patch clamp method Homo sapiens 13.0 nM

Cross References

Resources Reference
ChEBI 4681
ChEMBL CHEMBL473
DrugBank DB00204
DrugCentral 942
FDA SRS R4Z9X1N2ND
Human Metabolome Database HMDB0014349
Guide to Pharmacology 2604
KEGG C07751
PharmGKB PA449389
PubChem 71329
SureChEMBL SCHEMBL16135
ZINC ZINC000000596731
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