General Information of Drug (ID: DMLOQ1V)

Drug Name
Tasimelteon
Synonyms
Tasimelteon; 609799-22-6; Hetlioz; VEC-162; BMS-214778; VEC 162; UNII-SHS4PU80D9; BMS 214778; SHS4PU80D9; CHEBI:79042; N-{[(1R,2R)-2-(2,3-dihydro-1-benzofuran-4-yl)cyclopropyl]methyl}propanamide; Tasimelteon [USAN:INN]; tasimelteonum; N-([(1r,2r)-2-(2,3-dihydro-1-benzofuran-4-yl)cyclopropyl]methyl)propanamide; N-[[(1R,2R)-2-(2,3-dihydro-1-benzofuran-4-yl)cyclopropyl]methyl]propanamide; N-(((1R,2R)-2-(2,3-Dihydro-1-benzofuran-4-yl)cyclopropyl)methyl)propanamide; Hetlioz (TN); Tasimelteon (USAN/INN); SCHEMBL3505912; GTPL7393
Indication
Disease Entry ICD 11 Status REF
Insomnia 7A00-7A0Z Approved [1], [2]
Drug Type
Small molecular drug
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 0 Molecular Weight (mw) 245.32
Topological Polar Surface Area (xlogp) 2.2
Rotatable Bond Count (rotbonds) 4
Hydrogen Bond Donor Count (hbonddonor) 1
Hydrogen Bond Acceptor Count (hbondacc) 2
ADMET Property
Clearance
The drug present in the plasma can be removed from the body at the rate of 9.04 mL/min/kg [3]
Half-life
The concentration or amount of drug in body reduced by one-half in 1.3 +/- 0.4 hours [3]
Metabolism
The drug is metabolized via the further oxidation to give a carboxylic acid [4]
Vd
The volume of distribution (Vd) of drug is 56-126 L [5]
Chemical Identifiers
Formula
C15H19NO2
IUPAC Name
N-[[(1R,2R)-2-(2,3-dihydro-1-benzofuran-4-yl)cyclopropyl]methyl]propanamide
Canonical SMILES
CCC(=O)NC[C@@H]1C[C@H]1C2=C3CCOC3=CC=C2
InChI
InChI=1S/C15H19NO2/c1-2-15(17)16-9-10-8-13(10)11-4-3-5-14-12(11)6-7-18-14/h3-5,10,13H,2,6-9H2,1H3,(H,16,17)/t10-,13+/m0/s1
InChIKey
PTOIAAWZLUQTIO-GXFFZTMASA-N
Cross-matching ID
PubChem CID
10220503
ChEBI ID
CHEBI:79042
CAS Number
609799-22-6
DrugBank ID
DB09071
TTD ID
D0Q5MQ
INTEDE ID
DR1532
ACDINA ID
D01461

Molecular Interaction Atlas of This Drug


Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
Melatonin receptor type 1A (MTNR1A) TT0WAIE MTR1A_HUMAN Agonist [1]
Melatonin receptor type 1B (MTNR1B) TT32JK8 MTR1B_HUMAN Agonist [1]

Drug-Metabolizing Enzyme (DME)
DME Name DME ID UniProt ID MOA REF
Cytochrome P450 3A4 (CYP3A4)
Main DME
DE4LYSA CP3A4_HUMAN Substrate [6]
Cytochrome P450 1A2 (CYP1A2)
Main DME
DEJGDUW CP1A2_HUMAN Substrate [6]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

Drug-Drug Interaction (DDI) Information of This Drug

Coadministration of a Drug Treating the Disease Different from Tasimelteon (Comorbidity)
DDI Drug Name DDI Drug ID Severity Mechanism Comorbidity REF
Ivosidenib DM8S6T7 Moderate Increased metabolism of Tasimelteon caused by Ivosidenib mediated induction of CYP450 enzyme. Acute myeloid leukaemia [2A60] [42]
Arn-509 DMT81LZ Major Increased metabolism of Tasimelteon caused by Arn-509 mediated induction of CYP450 enzyme. Acute myeloid leukaemia [2A60] [42]
Oliceridine DM6MDCF Major Additive CNS depression effects by the combination of Tasimelteon and Oliceridine. Acute pain [MG31] [43]
Pexidartinib DMS2J0Z Moderate Increased metabolism of Tasimelteon caused by Pexidartinib mediated induction of CYP450 enzyme. Bone/articular cartilage neoplasm [2F7B] [42]
Tucatinib DMBESUA Moderate Decreased metabolism of Tasimelteon caused by Tucatinib mediated inhibition of CYP450 enzyme. Breast cancer [2C60-2C6Y] [42]
Osilodrostat DMIJC9X Moderate Decreased metabolism of Tasimelteon caused by Osilodrostat mediated inhibition of CYP450 enzyme. Cushing syndrome [5A70] [42]
Lumacaftor DMCLWDJ Major Increased metabolism of Tasimelteon caused by Lumacaftor mediated induction of CYP450 enzyme. Cystic fibrosis [CA25] [44]
MK-8228 DMOB58Q Moderate Decreased metabolism of Tasimelteon caused by MK-8228 mediated inhibition of CYP450 enzyme. Cytomegaloviral disease [1D82] [42]
Esketamine DMVU687 Moderate Additive CNS depression effects by the combination of Tasimelteon and Esketamine. Depression [6A70-6A7Z] [45]
Stiripentol DMMSDOY Moderate Decreased metabolism of Tasimelteon caused by Stiripentol mediated inhibition of CYP450 enzyme. Epilepsy/seizure [8A61-8A6Z] [42]
Eslicarbazepine DMZREFQ Moderate Increased metabolism of Tasimelteon caused by Eslicarbazepine mediated induction of CYP450 enzyme. Epilepsy/seizure [8A61-8A6Z] [42]
Tazemetostat DMWP1BH Moderate Increased metabolism of Tasimelteon caused by Tazemetostat mediated induction of CYP450 enzyme. Follicular lymphoma [2A80] [42]
Givosiran DM5PFIJ Moderate Decreased metabolism of Tasimelteon caused by Givosiran mediated inhibition of CYP450 enzyme. Inborn porphyrin/heme metabolism error [5C58] [42]
Berotralstat DMWA2DZ Moderate Decreased metabolism of Tasimelteon caused by Berotralstat mediated inhibition of CYP450 enzyme. Innate/adaptive immunodeficiency [4A00] [42]
PF-06463922 DMKM7EW Moderate Increased metabolism of Tasimelteon caused by PF-06463922 mediated induction of CYP450 enzyme. Lung cancer [2C25] [42]
Osimertinib DMRJLAT Moderate Increased metabolism of Tasimelteon caused by Osimertinib mediated induction of CYP450 enzyme. Lung cancer [2C25] [42]
Capmatinib DMYCXKL Moderate Decreased metabolism of Tasimelteon caused by Capmatinib mediated inhibition of CYP450 enzyme. Lung cancer [2C25] [42]
Selpercatinib DMZR15V Moderate Decreased metabolism of Tasimelteon caused by Selpercatinib mediated inhibition of CYP450 enzyme. Lung cancer [2C25] [42]
IPI-145 DMWA24P Moderate Decreased metabolism of Tasimelteon caused by IPI-145 mediated inhibition of CYP450 enzyme. Mature B-cell leukaemia [2A82] [42]
Allopregnanolone DMNLHAC Moderate Additive CNS depression effects by the combination of Tasimelteon and Allopregnanolone. Mental/behavioural/neurodevelopmental disorder [6E20-6E8Z] [46]
Lasmiditan DMXLVDT Moderate Additive CNS depression effects by the combination of Tasimelteon and Lasmiditan. Migraine [8A80] [47]
Fedratinib DM4ZBK6 Moderate Decreased metabolism of Tasimelteon caused by Fedratinib mediated inhibition of CYP450 enzyme. Myeloproliferative neoplasm [2A20] [42]
Rucaparib DM9PVX8 Moderate Decreased metabolism of Tasimelteon caused by Rucaparib mediated inhibition of CYP450 enzyme. Ovarian cancer [2C73] [42]
Abametapir DM2RX0I Moderate Decreased metabolism of Tasimelteon caused by Abametapir mediated inhibition of CYP450 enzyme. Pediculosis [1G00] [48]
Lefamulin DME6G97 Moderate Decreased metabolism of Tasimelteon caused by Lefamulin mediated inhibition of CYP450 enzyme. Pneumonia [CA40] [49]
Voxelotor DMCS6M5 Moderate Decreased metabolism of Tasimelteon caused by Voxelotor mediated inhibition of CYP450 enzyme. Sickle-cell disorder [3A51] [42]
Telotristat ethyl DMDIYFZ Moderate Increased metabolism of Tasimelteon caused by Telotristat ethyl mediated induction of CYP450 enzyme. Small intestine developmental anomaly [DA90] [50]
Larotrectinib DM26CQR Moderate Decreased metabolism of Tasimelteon caused by Larotrectinib mediated inhibition of CYP450 enzyme. Solid tumour/cancer [2A00-2F9Z] [45]
LEE011 DMMX75K Moderate Decreased metabolism of Tasimelteon caused by LEE011 mediated inhibition of CYP450 enzyme. Solid tumour/cancer [2A00-2F9Z] [42]
Fostamatinib DM6AUHV Moderate Decreased metabolism of Tasimelteon caused by Fostamatinib mediated inhibition of CYP450 enzyme. Thrombocytopenia [3B64] [51]
Elagolix DMB2C0E Moderate Increased metabolism of Tasimelteon caused by Elagolix mediated induction of CYP450 enzyme. Uterine fibroid [2E86] [42]
⏷ Show the Full List of 31 DDI Information of This Drug

Drug Inactive Ingredient(s) (DIG) and Formulation(s) of This Drug

DIG
DIG Name DIG ID PubChem CID Functional Classification
Erythrosine sodium anhydrous E00324 27872 Colorant
FD&C blue no. 1 E00263 19700 Colorant
Mannitol E00103 6251 Diluent; Flavoring agent; Lyophilization aid; Plasticizing agent; Tonicity agent
Sodium benzoate E00432 517055 Antimicrobial preservative; lubricant
Sucralose E00370 71485 Flavoring agent
Sunset yellow FCF E00255 17730 Colorant
Ascorbic acid E00579 54670067 Acidulant; Antioxidant
Beta-D-lactose E00099 6134 Diluent; Dry powder inhaler carrier; Lyophilization aid
Carmellose sodium E00625 Not Available Disintegrant
Gelatin E00630 Not Available Other agent
Magnesium stearate E00208 11177 lubricant
Polysorbate 80 E00665 Not Available Dispersing agent; Emollient; Emulsifying agent; Plasticizing agent; Solubilizing agent; Surfactant; Suspending agent
Saccharose E00091 5988 Binding agent; Coating agent; Cryoprotectant; Diluent; Flavoring agent; Suspending agent; Viscosity-controlling agent
Sodium chloride E00077 5234 Diluent; Tonicity agent
Titanium dioxide E00322 26042 Coating agent; Colorant; Opacifying agent
Water E00035 962 Solvent
Hydrophobic colloidal silica E00285 24261 Anticaking agent; Emulsion stabilizing agent; Glidant; Suspending agent; Viscosity-controlling agent
Cellulose microcrystalline E00698 Not Available Adsorbent; Suspending agent; Diluent
⏷ Show the Full List of 18 Pharmaceutical Excipients of This Drug
Pharmaceutical Formulation
Formulation Name Drug Dosage Dosage Form Route
Tasimelteon 20mg capsule 20mg Capsule Oral
Tasimelteon 4mg/ml suspension 4mg/ml Suspension Oral
Jump to Detail Pharmaceutical Formulation Page of This Drug

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