Details of the Drug

General Information of Drug (ID: DMOMK1V)

Drug Name
Halofantrine
Synonyms
Halfan; Halofantrino; HALOFANTRINE HYDROCHLORIDE; Halofantrine HCl; Halofantrine Hydrochloride [USAN]; Halofantrine [USAN]; Halofantrino [Spanish]; WR 171669; Dl-WR 171669; Halfan (TN); Halofantrine hydrochloride (USAN); WR 171,699; WR-171669; WR-171699; SK&F-102866; WR-171,669; (+-)-Halofantrine hydrochloride; (1)-Halofantrine; 1,3-Dichloro-.alpha.-[2-(dibutylamino)ethyl]-6-(trifluoromethyl)-9-phenanthrene-methanol; 1,3-Dichloro-.alpha.-[2-(dibutylamino)ethyl]-6-(trifluoromethyl)-9-phenathrenemethanol; 1,3-Dichloro-6-trifluoromethyl-9-(3-(dibutylamino)-1-hydroxypropyl)phenanthrene HCl; 1,3-Dichloro-alpha-(2-(dibutylamino)ethyl)-6-(trifluoromethyl)-9-phenanthrenemethanol hydrochloride; 1,3-Dichloro-alpha-(2-(dibutylamino)ethyl)-6-(trifluoromethyl)phenanthren-1-methanol hydrochloride; 1-(1,3-Dichloro-6-trifluoromethyl-9-phenanthryl)-3-(di-n-butylamino)propanol hydrochloride; 1-(1,3-dichloro-6-trifluoromethyl-9-phenanthryl)-3-di(n-butyl)aminopropanol HCl; 3-(Dibutylamino)-1-(1,3-dichloro-6-(trifluoromethyl)phenanthren-9-yl)propan-1-ol hydrochloride; 3-(dibutylamino)-1-[1,3-dichloro-6-(trifluoromethyl)phenanthren-9-yl]propan-1-ol; 3-(dibutylamino)-1-[1,3-dichloro-6-(trifluoromethyl)phenanthren-9-yl]propan-1-ol hydrochloride; 9-(3-(dibutylamino)-1-hydroxypropyl)-1,3-dichloro-6-(trifluoromethyl)phenanthrene hydrochloride; 9-Phenanthrenemethanol, 1,3-dichloro-.alpha.-[2-(dibutylamino)ethyl]-6-(trifluoromethyl)-(1); 9-Phenanthrenemethanol, 1,3-dichloro-alpha-(2-(dibutylamino)ethyl)-6-(trifluoromethyl)-, hydrochloride; 9-Phenanthrenemethanol, 1,3-dichloro-alpha-(2-(dibutylamino)ethyl)-6-(trifluoromethyl)-,hydrochloride
Indication
Disease Entry ICD 11 Status REF
Malaria 1F40-1F45 Approved [1]
Therapeutic Class
Antimalarials
Drug Type
Small molecular drug
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 2 Molecular Weight (mw) 500.4
Logarithm of the Partition Coefficient (xlogp) 8.6
Rotatable Bond Count (rotbonds) 10
Hydrogen Bond Donor Count (hbonddonor) 1
Hydrogen Bond Acceptor Count (hbondacc) 5
ADMET Property
Half-life
The concentration or amount of drug in body reduced by one-half in 6 - 10 days [2]
Metabolism
The drug is metabolized via the hepatic []
MRTD
The Maximum Recommended Therapeutic Dose (MRTD) of drug that ensured maximising efficacy and moderate side effect is 49.95641 micromolar/kg/day [3]
Chemical Identifiers
Formula
C26H30Cl2F3NO
IUPAC Name
3-(dibutylamino)-1-[1,3-dichloro-6-(trifluoromethyl)phenanthren-9-yl]propan-1-ol
Canonical SMILES
CCCCN(CCCC)CCC(C1=C2C=CC(=CC2=C3C=C(C=C(C3=C1)Cl)Cl)C(F)(F)F)O
InChI
InChI=1S/C26H30Cl2F3NO/c1-3-5-10-32(11-6-4-2)12-9-25(33)23-16-22-21(14-18(27)15-24(22)28)20-13-17(26(29,30)31)7-8-19(20)23/h7-8,13-16,25,33H,3-6,9-12H2,1-2H3
InChIKey
FOHHNHSLJDZUGQ-UHFFFAOYSA-N
Cross-matching ID
PubChem CID
37393
ChEBI ID
CHEBI:94392
CAS Number
69756-53-2
DrugBank ID
DB01218
TTD ID
D07MVK
VARIDT ID
DR00770
INTEDE ID
DR0799

Molecular Interaction Atlas of This Drug


Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
Calmodulin (CALM) TTV3NH6 CALM1_HUMAN ; CALM2_HUMAN ; CALM3_HUMAN Modulator [4]

Drug-Metabolizing Enzyme (DME)
DME Name DME ID UniProt ID MOA REF
Cytochrome P450 3A4 (CYP3A4) DE4LYSA CP3A4_HUMAN Substrate [5]
Cytochrome P450 2D6 (CYP2D6) DECB0K3 CP2D6_HUMAN Substrate [6]
Cytochrome P450 3A5 (CYP3A5) DEIBDNY CP3A5_HUMAN Substrate [7]
Cytochrome P450 2C8 (CYP2C8) DES5XRU CP2C8_HUMAN Substrate [7]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

Molecular Expression Atlas of This Drug

The Studied Disease Malaria
ICD Disease Classification 1F40-1F45
Molecule Name Molecule Type Gene Name p-value Fold-Change Z-score
Calmodulin (CALM) DTT CALM 6.44E-01 0.09 0.15
Calmodulin (CALM) DTT CALM 5.89E-01 -3.28E-04 -1.09E-03
Cytochrome P450 2C8 (CYP2C8) DME CYP2C8 1.94E-01 -1.03E-01 -3.08E-01
Cytochrome P450 2C8 (CYP2C8) DME CYP2C8 7.37E-02 9.49E-02 8.07E-01
Cytochrome P450 3A5 (CYP3A5) DME CYP3A5 1.17E-01 -3.87E-02 -2.23E-01
Cytochrome P450 3A5 (CYP3A5) DME CYP3A5 9.74E-01 7.48E-03 1.37E-01
Cytochrome P450 2D6 (CYP2D6) DME CYP2D6 2.59E-01 6.29E-02 3.14E-01
Cytochrome P450 2D6 (CYP2D6) DME CYP2D6 4.84E-01 -8.38E-02 -8.46E-01
Cytochrome P450 3A4 (CYP3A4) DME CYP3A4 4.66E-01 4.25E-02 1.20E-01
Cytochrome P450 3A4 (CYP3A4) DME CYP3A4 4.75E-01 5.15E-02 3.64E-01
Molecular Expression Atlas (MEA) Jump to Detail Molecular Expression Atlas of This Drug

Drug-Drug Interaction (DDI) Information of This Drug

Coadministration of a Drug Treating the Same Disease as Halofantrine
DDI Drug Name DDI Drug ID Severity Mechanism Disease REF
Lumefantrine DM29GAD Major Increased risk of prolong QT interval by the combination of Halofantrine and Lumefantrine. Malaria [1F40-1F45] [8]
Hydroxychloroquine DMSIVND Major Increased risk of prolong QT interval by the combination of Halofantrine and Hydroxychloroquine. Malaria [1F40-1F45] [9]
Coadministration of a Drug Treating the Disease Different from Halofantrine (Comorbidity)
DDI Drug Name DDI Drug ID Severity Mechanism Comorbidity REF
Ivosidenib DM8S6T7 Major Increased risk of prolong QT interval by the combination of Halofantrine and Ivosidenib. Acute myeloid leukaemia [2A60] [10]
Midostaurin DMI6E0R Major Increased risk of prolong QT interval by the combination of Halofantrine and Midostaurin. Acute myeloid leukaemia [2A60] [9]
Arn-509 DMT81LZ Major Increased risk of prolong QT interval by the combination of Halofantrine and Arn-509. Acute myeloid leukaemia [2A60] [9]
Gilteritinib DMTI0ZO Major Increased risk of prolong QT interval by the combination of Halofantrine and Gilteritinib. Acute myeloid leukaemia [2A60] [9]
Oliceridine DM6MDCF Major Increased risk of prolong QT interval by the combination of Halofantrine and Oliceridine. Acute pain [MG31] [10]
Ivabradine DM0L594 Major Increased risk of ventricular arrhythmias by the combination of Halofantrine and Ivabradine. Angina pectoris [BA40] [11]
Dronedarone DMA8FS5 Major Increased risk of prolong QT interval by the combination of Halofantrine and Dronedarone. Angina pectoris [BA40] [12]
Bedaquiline DM3906J Major Increased risk of prolong QT interval by the combination of Halofantrine and Bedaquiline. Antimicrobial drug resistance [MG50-MG52] [9]
Posaconazole DMUL5EW Major Decreased metabolism of Halofantrine caused by Posaconazole mediated inhibition of CYP450 enzyme. Aspergillosis [1F20] [9]
Levalbuterol DM5YBO1 Moderate Increased risk of ventricular arrhythmias by the combination of Halofantrine and Levalbuterol. Asthma [CA23] [13]
Pirbuterol DMI5678 Moderate Increased risk of prolong QT interval by the combination of Halofantrine and Pirbuterol. Asthma [CA23] [13]
Lisdexamfetamine DM6W8V5 Major Increased risk of prolong QT interval by the combination of Halofantrine and Lisdexamfetamine. Attention deficit hyperactivity disorder [6A05] [9]
Dalfopristin DM4LTKV Major Decreased metabolism of Halofantrine caused by Dalfopristin mediated inhibition of CYP450 enzyme. Bacterial infection [1A00-1C4Z] [14]
Retigabine DMGNYIH Major Increased risk of prolong QT interval by the combination of Halofantrine and Retigabine. Behcet disease [4A62] [10]
Pexidartinib DMS2J0Z Moderate Increased metabolism of Halofantrine caused by Pexidartinib mediated induction of CYP450 enzyme. Bone/articular cartilage neoplasm [2F7B] [15]
Eribulin DM1DX4Q Major Increased risk of prolong QT interval by the combination of Halofantrine and Eribulin. Breast cancer [2C60-2C6Y] [9]
Lapatinib DM3BH1Y Major Increased risk of prolong QT interval by the combination of Halofantrine and Lapatinib. Breast cancer [2C60-2C6Y] [9]
Tucatinib DMBESUA Major Decreased metabolism of Halofantrine caused by Tucatinib mediated inhibition of CYP450 enzyme. Breast cancer [2C60-2C6Y] [14]
Bosutinib DMTI8YE Major Increased risk of prolong QT interval by the combination of Halofantrine and Bosutinib. Breast cancer [2C60-2C6Y] [9]
PF-04449913 DMSB068 Major Increased risk of prolong QT interval by the combination of Halofantrine and PF-04449913. Chronic myelomonocytic leukaemia [2A40] [10]
Olodaterol DM62B78 Moderate Increased risk of ventricular arrhythmias by the combination of Halofantrine and Olodaterol. Chronic obstructive pulmonary disease [CA22] [16]
Vilanterol DMF5EK1 Moderate Increased risk of ventricular arrhythmias by the combination of Halofantrine and Vilanterol. Chronic obstructive pulmonary disease [CA22] [13]
Indacaterol DMQJHR7 Moderate Increased risk of prolong QT interval by the combination of Halofantrine and Indacaterol. Chronic obstructive pulmonary disease [CA22] [16]
Arformoterol DMYM974 Moderate Increased risk of ventricular arrhythmias by the combination of Halofantrine and Arformoterol. Chronic obstructive pulmonary disease [CA22] [16]
Sevoflurane DMC9O43 Major Increased risk of prolong QT interval by the combination of Halofantrine and Sevoflurane. Corneal disease [9A76-9A78] [9]
Pasireotide DMHM7JS Major Increased risk of prolong QT interval by the combination of Halofantrine and Pasireotide. Cushing syndrome [5A70] [9]
Osilodrostat DMIJC9X Major Increased risk of prolong QT interval by the combination of Halofantrine and Osilodrostat. Cushing syndrome [5A70] [10]
Ivacaftor DMZC1HS Major Decreased metabolism of Halofantrine caused by Ivacaftor mediated inhibition of CYP450 enzyme. Cystic fibrosis [CA25] [9]
Clomipramine DMINRKW Major Increased risk of prolong QT interval by the combination of Halofantrine and Clomipramine. Depression [6A70-6A7Z] [9]
Tetrabenazine DMYWQ0O Major Increased risk of prolong QT interval by the combination of Halofantrine and Tetrabenazine. Dissociative neurological symptom disorder [6B60] [9]
Ingrezza DMVPLNC Major Increased risk of prolong QT interval by the combination of Halofantrine and Ingrezza. Dystonic disorder [8A02] [9]
Solifenacin DMG592Q Major Increased risk of prolong QT interval by the combination of Halofantrine and Solifenacin. Functional bladder disorder [GC50] [9]
Sunitinib DMCBJSR Major Increased risk of prolong QT interval by the combination of Halofantrine and Sunitinib. Gastrointestinal stromal tumour [2B5B] [9]
Fosamprenavir DM4W9B3 Major Decreased metabolism of Halofantrine caused by Fosamprenavir mediated inhibition of CYP450 enzyme. Human immunodeficiency virus disease [1C60-1C62] [9]
Fostemsavir DM50ILT Major Increased risk of prolong QT interval by the combination of Halofantrine and Fostemsavir. Human immunodeficiency virus disease [1C60-1C62] [10]
Cobicistat DM6L4H2 Major Decreased metabolism of Halofantrine caused by Cobicistat mediated inhibition of CYP450 enzyme. Human immunodeficiency virus disease [1C60-1C62] [9]
Saquinavir DMG814N Major Increased risk of prolong QT interval by the combination of Halofantrine and Saquinavir. Human immunodeficiency virus disease [1C60-1C62] [9]
Etravirine DMGV8QU Moderate Increased metabolism of Halofantrine caused by Etravirine mediated induction of CYP450 enzyme. Human immunodeficiency virus disease [1C60-1C62] [17]
Rilpivirine DMJ0QOW Major Increased risk of prolong QT interval by the combination of Halofantrine and Rilpivirine. Human immunodeficiency virus disease [1C60-1C62] [9]
Darunavir DMN3GCH Major Decreased metabolism of Halofantrine caused by Darunavir mediated inhibition of CYP450 enzyme. Human immunodeficiency virus disease [1C60-1C62] [9]
Polyethylene glycol DM4I1JP Major Increased risk of ventricular arrhythmias by the combination of Halofantrine and Polyethylene glycol. Irritable bowel syndrome [DD91] [18]
Crizotinib DM4F29C Major Increased risk of prolong QT interval by the combination of Halofantrine and Crizotinib. Lung cancer [2C25] [9]
Brigatinib DM7W94S Moderate Increased metabolism of Halofantrine caused by Brigatinib mediated induction of CYP450 enzyme. Lung cancer [2C25] [19]
Ceritinib DMB920Z Major Increased risk of prolong QT interval by the combination of Halofantrine and Ceritinib. Lung cancer [2C25] [9]
PF-06463922 DMKM7EW Moderate Increased metabolism of Halofantrine caused by PF-06463922 mediated induction of CYP450 enzyme. Lung cancer [2C25] [20]
Osimertinib DMRJLAT Major Increased risk of prolong QT interval by the combination of Halofantrine and Osimertinib. Lung cancer [2C25] [9]
Selpercatinib DMZR15V Major Increased risk of prolong QT interval by the combination of Halofantrine and Selpercatinib. Lung cancer [2C25] [10]
Inotuzumab ozogamicin DMAC130 Major Increased risk of prolong QT interval by the combination of Halofantrine and Inotuzumab ozogamicin. Malignant haematopoietic neoplasm [2B33] [9]
Idelalisib DM602WT Major Decreased metabolism of Halofantrine caused by Idelalisib mediated inhibition of CYP450 enzyme. Mature B-cell leukaemia [2A82] [9]
IPI-145 DMWA24P Major Decreased metabolism of Halofantrine caused by IPI-145 mediated inhibition of CYP450 enzyme. Mature B-cell leukaemia [2A82] [14]
Vemurafenib DM62UG5 Major Increased risk of prolong QT interval by the combination of Halofantrine and Vemurafenib. Melanoma [2C30] [9]
LGX818 DMNQXV8 Major Increased risk of prolong QT interval by the combination of Halofantrine and LGX818. Melanoma [2C30] [9]
Dabrafenib DMX6OE3 Moderate Increased metabolism of Halofantrine caused by Dabrafenib mediated induction of CYP450 enzyme. Melanoma [2C30] [11]
Danazol DML8KTN Major Decreased metabolism of Halofantrine caused by Danazol mediated inhibition of CYP450 enzyme. Menstrual cycle bleeding disorder [GA20] [9]
Exjade DMHPRWG Moderate Decreased metabolism of Halofantrine caused by Exjade mediated inhibition of CYP450 enzyme. Mineral absorption/transport disorder [5C64] [21]
Panobinostat DM58WKG Major Increased risk of prolong QT interval by the combination of Halofantrine and Panobinostat. Multiple myeloma [2A83] [9]
Siponimod DM2R86O Major Increased risk of ventricular arrhythmias by the combination of Halofantrine and Siponimod. Multiple sclerosis [8A40] [10]
Fingolimod DM5JVAN Major Increased risk of ventricular arrhythmias by the combination of Halofantrine and Fingolimod. Multiple sclerosis [8A40] [12]
Ozanimod DMT6AM2 Major Increased risk of prolong QT interval by the combination of Halofantrine and Ozanimod. Multiple sclerosis [8A40] [9]
Romidepsin DMT5GNL Major Increased risk of prolong QT interval by the combination of Halofantrine and Romidepsin. Mycosis fungoides [2B01] [10]
Fedratinib DM4ZBK6 Major Decreased metabolism of Halofantrine caused by Fedratinib mediated inhibition of CYP450 enzyme. Myeloproliferative neoplasm [2A20] [9]
Nilotinib DM7HXWT Major Increased risk of prolong QT interval by the combination of Halofantrine and Nilotinib. Myeloproliferative neoplasm [2A20] [9]
Dasatinib DMJV2EK Major Increased risk of prolong QT interval by the combination of Halofantrine and Dasatinib. Myeloproliferative neoplasm [2A20] [9]
Entrectinib DMMPTLH Major Increased risk of prolong QT interval by the combination of Halofantrine and Entrectinib. Non-small cell lung cancer [2C25] [10]
Lofexidine DM1WXA6 Major Increased risk of prolong QT interval by the combination of Halofantrine and Lofexidine. Opioid use disorder [6C43] [9]
Rucaparib DM9PVX8 Major Increased risk of prolong QT interval by the combination of Halofantrine and Rucaparib. Ovarian cancer [2C73] [9]
Triclabendazole DMPWGBR Major Increased risk of prolong QT interval by the combination of Halofantrine and Triclabendazole. Parasitic worm infestation [1F90] [10]
Pimavanserin DMR7IVC Major Increased risk of prolong QT interval by the combination of Halofantrine and Pimavanserin. Parkinsonism [8A00] [9]
Abametapir DM2RX0I Moderate Decreased metabolism of Halofantrine caused by Abametapir mediated inhibition of CYP450 enzyme. Pediculosis [1G00] [22]
Macimorelin DMQYJIR Major Increased risk of prolong QT interval by the combination of Halofantrine and Macimorelin. Pituitary gland disorder [5A60-5A61] [23]
Lefamulin DME6G97 Major Increased risk of prolong QT interval by the combination of Halofantrine and Lefamulin. Pneumonia [CA40] [10]
Lonafarnib DMGM2Z6 Major Decreased metabolism of Halofantrine caused by Lonafarnib mediated inhibition of CYP450 enzyme. Premature ageing appearance [LD2B] [14]
Degarelix DM3O8QY Major Increased risk of prolong QT interval by the combination of Halofantrine and Degarelix. Prostate cancer [2C82] [9]
ABIRATERONE DM8V75C Major Increased risk of prolong QT interval by the combination of Halofantrine and ABIRATERONE. Prostate cancer [2C82] [9]
Enzalutamide DMGL19D Major Increased risk of prolong QT interval by the combination of Halofantrine and Enzalutamide. Prostate cancer [2C82] [9]
Temsirolimus DMS104F Moderate Increased plasma concentrations of Halofantrine and Temsirolimus due to competitive inhibition of the same metabolic pathway. Renal cell carcinoma [2C90] [24]
Quetiapine DM1N62C Major Increased risk of prolong QT interval by the combination of Halofantrine and Quetiapine. Schizophrenia [6A20] [9]
Aripiprazole DM3NUMH Moderate Decreased metabolism of Halofantrine caused by Aripiprazole mediated inhibition of CYP450 enzyme. Schizophrenia [6A20] [10]
Iloperidone DM6AUFY Major Increased risk of prolong QT interval by the combination of Halofantrine and Iloperidone. Schizophrenia [6A20] [9]
Paliperidone DM7NPJS Major Increased risk of prolong QT interval by the combination of Halofantrine and Paliperidone. Schizophrenia [6A20] [9]
Amisulpride DMSJVAM Major Increased risk of prolong QT interval by the combination of Halofantrine and Amisulpride. Schizophrenia [6A20] [9]
Asenapine DMSQZE2 Major Increased risk of prolong QT interval by the combination of Halofantrine and Asenapine. Schizophrenia [6A20] [9]
Voxelotor DMCS6M5 Major Decreased metabolism of Halofantrine caused by Voxelotor mediated inhibition of CYP450 enzyme. Sickle-cell disorder [3A51] [14]
Telotristat ethyl DMDIYFZ Moderate Increased metabolism of Halofantrine caused by Telotristat ethyl mediated induction of CYP450 enzyme. Small intestine developmental anomaly [DA90] [11]
Larotrectinib DM26CQR Major Decreased metabolism of Halofantrine caused by Larotrectinib mediated inhibition of CYP450 enzyme. Solid tumour/cancer [2A00-2F9Z] [14]
Armodafinil DMGB035 Minor Increased metabolism of Halofantrine caused by Armodafinil mediated induction of CYP450 enzyme. Solid tumour/cancer [2A00-2F9Z] [25]
LEE011 DMMX75K Major Increased risk of prolong QT interval by the combination of Halofantrine and LEE011. Solid tumour/cancer [2A00-2F9Z] [9]
Vandetanib DMRICNP Major Increased risk of prolong QT interval by the combination of Halofantrine and Vandetanib. Solid tumour/cancer [2A00-2F9Z] [9]
Triptorelin DMTK4LS Major Increased risk of prolong QT interval by the combination of Halofantrine and Triptorelin. Solid tumour/cancer [2A00-2F9Z] [9]
Pitolisant DM8RFNJ Major Increased risk of prolong QT interval by the combination of Halofantrine and Pitolisant. Somnolence [MG42] [9]
Telavancin DM58VQX Major Increased risk of prolong QT interval by the combination of Halofantrine and Telavancin. Staphylococcal/streptococcal disease [1B5Y] [9]
Fostamatinib DM6AUHV Moderate Decreased metabolism of Halofantrine caused by Fostamatinib mediated inhibition of CYP450 enzyme. Thrombocytopenia [3B64] [26]
Lenvatinib DMB1IU4 Major Increased risk of prolong QT interval by the combination of Halofantrine and Lenvatinib. Thyroid cancer [2D10] [9]
⏷ Show the Full List of 93 DDI Information of This Drug

References

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