General Information of Drug (ID: DM48QOT)

Drug Name
Artemether
Synonyms
Artemetero; Artemether[inn]; Artemetheri; Artemetherum; Artemos; Artenam; Artesaph; Artesian; Artimist; Artmether; Falcidol; Gvither; Malartem; Paluther; Rither; Arteannuin ether; Artemether [INN]; Artemisininelactol methyl ether; Dihydroartemisinin methyl ether; Dihydroquinghaosu methyl ether; SM 224; SM 229; Alpha-Artemether; Alpha-Dihydroartemisinin methyl ether; Artemetero [INN-Spanish]; Artemether (INN); Artemetherum [INN-Latin]; Beta-Artemether; Beta-Dihydroartemisinin methyl ether; Methyl-dihydroartemisinine; O-Methyldihydroartemisinine; SM-224; Beta-Methylether of 11-epi-dihydroartemisinin; Artemether, (3R-(3alpha,5abeta,6beta,8abeta,9alpha,10alpha,12beta,12aR*))-isomer; (3R,5aS,6R,8aS,9R,10S,12R,12aR)-10-methoxy-3,6,9-trimethyldecahydro-3,12-epoxypyrano[4,3-j][1,2]benzodioxepine; (3R,5aS,6R,8aS,9R,10S,12R,12aR)-Decahydro-10-methoxy-3,6,9-trimethyl-3,12-epoxy-12H-pyrano(4,3-j)-1,2-benzodioxepin; (3alpha,5abeta,6beta,8abeta,9alpha,10beta,12beta,12aR*)-isomer of artemether; (3r,5as,6r,8as,9r,10r,12r,12ar)-10-methoxy-3,6,9-trimethyldecahydro-3,12-epoxy[1,2]dioxepino[4,3-i]isochromene; (5aS,6R,8aS,9R,10S,12R,12aR)-10-methoxy-3,6,9-trimethyldecahydro-3,12-epoxy[1,2]dioxepino[4,3-i]isochromene; 10-methoxy-1,5,9-trimethyl-(1R,4S,5R,8S,9R,10S,12R,13R)-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecane; 3,12-Epoxy-12H-pyrano[4,3-j]-1,2-benzodioxepin, decahydro-10-methoxy-3,6,9-tri
Indication
Disease Entry ICD 11 Status REF
Malaria 1F40-1F45 Approved [1]
Drug Type
Small molecular drug
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 0 Molecular Weight (mw) 298.37
Topological Polar Surface Area (xlogp) 3.1
Rotatable Bond Count (rotbonds) 1
Hydrogen Bond Donor Count (hbonddonor) 0
Hydrogen Bond Acceptor Count (hbondacc) 5
ADMET Property
BDDCS Class
Biopharmaceutics Drug Disposition Classification System (BDDCS) Class 2: low solubility and high permeability [2]
Bioavailability
58% of drug becomes completely available to its intended biological destination(s) [3]
Half-life
The concentration or amount of drug in body reduced by one-half in 2.2 +/- 1.9 hours [4]
Metabolism
The drug is metabolized to its active metabolite dihydroartemisinin [5]
MRTD
The Maximum Recommended Therapeutic Dose (MRTD) of drug that ensured maximising efficacy and moderate side effect is 6.7028 micromolar/kg/day [6]
Chemical Identifiers
Formula
C16H26O5
IUPAC Name
(1R,4S,5R,8S,9R,10S,12R,13R)-10-methoxy-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecane
Canonical SMILES
C[C@@H]1CC[C@H]2[C@H]([C@H](O[C@H]3[C@@]24[C@H]1CC[C@](O3)(OO4)C)OC)C
InChI
InChI=1S/C16H26O5/c1-9-5-6-12-10(2)13(17-4)18-14-16(12)11(9)7-8-15(3,19-14)20-21-16/h9-14H,5-8H2,1-4H3/t9-,10-,11+,12+,13+,14-,15-,16-/m1/s1
InChIKey
SXYIRMFQILZOAM-HVNFFKDJSA-N
Cross-matching ID
PubChem CID
68911
ChEBI ID
CHEBI:195280
CAS Number
71963-77-4
DrugBank ID
DB06697
TTD ID
D0M9BW
INTEDE ID
DR0140

Molecular Interaction Atlas of This Drug


Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
Sodium pump subunit alpha-1 (ATP1A1) TTWK8D0 AT1A1_HUMAN Binder [1]

Drug-Metabolizing Enzyme (DME)
DME Name DME ID UniProt ID MOA REF
Cytochrome P450 3A4 (CYP3A4) DE4LYSA CP3A4_HUMAN Substrate [7]
Cytochrome P450 2D6 (CYP2D6) DECB0K3 CP2D6_HUMAN Substrate [8]
Cytochrome P450 2C9 (CYP2C9) DE5IED8 CP2C9_HUMAN Substrate [9]
Mephenytoin 4-hydroxylase (CYP2C19) DEGTFWK CP2CJ_HUMAN Substrate [8]
Cytochrome P450 3A5 (CYP3A5) DEIBDNY CP3A5_HUMAN Substrate [10]
Cytochrome P450 2B6 (CYP2B6) DEPKLMQ CP2B6_HUMAN Substrate [11]
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
Sodium pump subunit alpha-1 (ATP1A1) DTT ATP1A1 4.66E-01 1.00E-02 0.06
Sodium pump subunit alpha-1 (ATP1A1) DTT ATP1A1 3.31E-01 -0.03 -0.19
Cytochrome P450 2B6 (CYP2B6) DME CYP2B6 2.10E-02 9.95E-02 3.65E-01
Cytochrome P450 2B6 (CYP2B6) DME CYP2B6 2.07E-03 -2.31E-01 -5.10E-01
Cytochrome P450 3A5 (CYP3A5) DME CYP3A5 6.74E-01 5.99E-02 7.30E-02
Cytochrome P450 3A5 (CYP3A5) DME CYP3A5 3.51E-01 1.59E-01 2.09E-01
Mephenytoin 4-hydroxylase (CYP2C19) DME CYP2C19 4.79E-03 1.32E-01 7.85E-01
Mephenytoin 4-hydroxylase (CYP2C19) DME CYP2C19 1.82E-01 -1.71E-02 -9.86E-02
Cytochrome P450 2D6 (CYP2D6) DME CYP2D6 8.01E-02 6.73E-02 3.36E-01
Cytochrome P450 2D6 (CYP2D6) DME CYP2D6 2.91E-04 1.41E-01 6.14E-01
Cytochrome P450 2C9 (CYP2C9) DME CYP2C9 7.33E-02 5.59E-02 2.99E-01
Cytochrome P450 2C9 (CYP2C9) DME CYP2C9 5.65E-03 -7.28E-02 -1.24E-01
Cytochrome P450 3A4 (CYP3A4) DME CYP3A4 2.13E-01 4.03E-02 2.50E-01
Cytochrome P450 3A4 (CYP3A4) DME CYP3A4 8.21E-02 8.17E-02 4.35E-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 Disease Different from Artemether (Comorbidity)
DDI Drug Name DDI Drug ID Severity Mechanism Comorbidity REF
Arn-509 DMT81LZ Major Increased metabolism of Artemether caused by Arn-509 mediated induction of CYP450 enzyme. Acute myeloid leukaemia [2A60] [68]
Pexidartinib DMS2J0Z Moderate Increased metabolism of Artemether caused by Pexidartinib mediated induction of CYP450 enzyme. Bone/articular cartilage neoplasm [2F7B] [68]
Tucatinib DMBESUA Major Decreased metabolism of Artemether caused by Tucatinib mediated inhibition of CYP450 enzyme. Breast cancer [2C60-2C6Y] [68]
Levonorgestrel DM1DP7T Moderate Increased metabolism of Artemether caused by Levonorgestrel mediated induction of CYP450 enzyme. Contraceptive management [QA21] [69]
Ivacaftor DMZC1HS Moderate Decreased metabolism of Artemether caused by Ivacaftor mediated inhibition of CYP450 enzyme. Cystic fibrosis [CA25] [70]
Stiripentol DMMSDOY Moderate Decreased metabolism of Artemether caused by Stiripentol mediated inhibition of CYP450 enzyme. Epilepsy/seizure [8A61-8A6Z] [71]
Eslicarbazepine DMZREFQ Moderate Increased metabolism of Artemether caused by Eslicarbazepine mediated induction of CYP450 enzyme. Epilepsy/seizure [8A61-8A6Z] [68]
Tazemetostat DMWP1BH Moderate Increased metabolism of Artemether caused by Tazemetostat mediated induction of CYP450 enzyme. Follicular lymphoma [2A80] [72]
Boceprevir DMBSHMF Major Decreased metabolism of Artemether caused by Boceprevir mediated inhibition of CYP450 enzyme. Hepatitis virus infection [1E50-1E51] [68]
Cobicistat DM6L4H2 Major Decreased metabolism of Artemether caused by Cobicistat mediated inhibition of CYP450 enzyme. Human immunodeficiency virus disease [1C60-1C62] [68]
Lesinurad DMUR64T Moderate Increased metabolism of Artemether caused by Lesinurad mediated induction of CYP450 enzyme. Inborn purine/pyrimidine/nucleotide metabolism error [5C55] [68]
Brigatinib DM7W94S Moderate Increased metabolism of Artemether caused by Brigatinib mediated induction of CYP450 enzyme. Lung cancer [2C25] [73]
Ceritinib DMB920Z Major Decreased metabolism of Artemether caused by Ceritinib mediated inhibition of CYP450 enzyme. Lung cancer [2C25] [68]
PF-06463922 DMKM7EW Moderate Increased metabolism of Artemether caused by PF-06463922 mediated induction of CYP450 enzyme. Lung cancer [2C25] [68]
Idelalisib DM602WT Major Decreased metabolism of Artemether caused by Idelalisib mediated inhibition of CYP450 enzyme. Mature B-cell leukaemia [2A82] [68]
IPI-145 DMWA24P Moderate Decreased metabolism of Artemether caused by IPI-145 mediated inhibition of CYP450 enzyme. Mature B-cell leukaemia [2A82] [74]
Fedratinib DM4ZBK6 Moderate Decreased metabolism of Artemether caused by Fedratinib mediated inhibition of CYP450 enzyme. Myeloproliferative neoplasm [2A20] [75]
Abametapir DM2RX0I Moderate Decreased metabolism of Artemether caused by Abametapir mediated inhibition of CYP450 enzyme. Pediculosis [1G00] [76]
Enzalutamide DMGL19D Major Increased metabolism of Artemether caused by Enzalutamide mediated induction of CYP450 enzyme. Prostate cancer [2C82] [68]
Voxelotor DMCS6M5 Moderate Decreased metabolism of Artemether caused by Voxelotor mediated inhibition of CYP450 enzyme. Sickle-cell disorder [3A51] [75]
Telotristat ethyl DMDIYFZ Moderate Increased metabolism of Artemether caused by Telotristat ethyl mediated induction of CYP450 enzyme. Small intestine developmental anomaly [DA90] [77]
Larotrectinib DM26CQR Moderate Decreased metabolism of Artemether caused by Larotrectinib mediated inhibition of CYP450 enzyme. Solid tumour/cancer [2A00-2F9Z] [68]
Elagolix DMB2C0E Moderate Increased metabolism of Artemether caused by Elagolix mediated induction of CYP450 enzyme. Uterine fibroid [2E86] [68]
⏷ Show the Full List of 23 DDI Information of This Drug

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