General Information of Drug (ID: DM6W8V5)

Drug Name
Lisdexamfetamine
Synonyms NRP104; Lisdexamfetamine (INN); Vyvanse (TN)
Indication
Disease Entry ICD 11 Status REF
Attention deficit hyperactivity disorder 6A05.Z Approved [1]
Binge eating disorder N.A. Approved [2]
Drug Type
Small molecular drug
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 0 Molecular Weight (mw) 263.38
Logarithm of the Partition Coefficient (xlogp) 1.2
Rotatable Bond Count (rotbonds) 8
Hydrogen Bond Donor Count (hbonddonor) 3
Hydrogen Bond Acceptor Count (hbondacc) 3
ADMET Property
Absorption Tmax
The time to maximum plasma concentration (Tmax) is 1-4.4 h []
Clearance
The clearance of drug is 0.7 L/h/kg []
Elimination
After the oral administration of a 70mg dose of radiolabeled lisdexamfetamine dimesylate to six healthy subjects, about 96% of the oral dose radioactivity was recovered in the urine and only 0.3% recovered in the feces []
Half-life
The concentration or amount of drug in body reduced by one-half in 12 hours []
Metabolism
The drug is metabolized to the active metabolite d-amphetamine occurs primarily in the blood through enzymatic cleavage [3]
Vd
Fluid volume that would be required to contain the amount of drug present in the body at the same concentration as in the plasma 0.6 L/kg [4]
Chemical Identifiers
Formula
C15H25N3O
IUPAC Name
(2S)-2,6-diamino-N-[(2S)-1-phenylpropan-2-yl]hexanamide
Canonical SMILES
C[C@@H](CC1=CC=CC=C1)NC(=O)[C@H](CCCCN)N
InChI
InChI=1S/C15H25N3O/c1-12(11-13-7-3-2-4-8-13)18-15(19)14(17)9-5-6-10-16/h2-4,7-8,12,14H,5-6,9-11,16-17H2,1H3,(H,18,19)/t12-,14-/m0/s1
InChIKey
VOBHXZCDAVEXEY-JSGCOSHPSA-N
Cross-matching ID
PubChem CID
11597698
ChEBI ID
CHEBI:135925
CAS Number
608137-32-2
DrugBank ID
DB01255
TTD ID
D00DEF
VARIDT ID
DR00003
INTEDE ID
DR0963
ACDINA ID
D00369
Combinatorial Drugs (CBD) Click to Jump to the Detailed CBD Information of This Drug
Repurposed Drugs (RPD) Click to Jump to the Detailed RPD Information of This Drug

Molecular Interaction Atlas of This Drug


Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
Trace amine-associated receptor-1 (TAAR1) TTIU98M TAAR1_HUMAN Modulator [5]

Drug Transporter (DTP)
DTP Name DTP ID UniProt ID MOA REF
Peptide transporter 1 (SLC15A1) DT9G7XN S15A1_HUMAN Substrate [6]

Drug-Metabolizing Enzyme (DME)
DME Name DME ID UniProt ID MOA REF
Cytochrome P450 2D6 (CYP2D6)
Main DME
DECB0K3 CP2D6_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 Attention deficit hyperactivity disorder
ICD Disease Classification 6A05.Z
Molecule Name Molecule Type Gene Name p-value Fold-Change Z-score
Trace amine-associated receptor-1 (TAAR1) DTT TAAR1 6.12E-01 -0.01 -0.06
Peptide transporter 1 (SLC15A1) DTP PEPT1 6.91E-01 8.30E-03 7.24E-02
Cytochrome P450 2D6 (CYP2D6) DME CYP2D6 5.64E-01 2.36E-02 1.75E-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 Lisdexamfetamine (Comorbidity)
DDI Drug Name DDI Drug ID Severity Mechanism Comorbidity REF
Tromethamine DMOBLGK Moderate as urine pH determines the ionization state of weakly acidic or weakly alkaline drugs. Lisdexamfetamine caused by Tromethamine mediated altered urine pH. Acidosis [5C73] [8]
Ivosidenib DM8S6T7 Major Increased risk of prolong QT interval by the combination of Lisdexamfetamine and Ivosidenib. Acute myeloid leukaemia [2A60] [9]
Midostaurin DMI6E0R Moderate Increased risk of prolong QT interval by the combination of Lisdexamfetamine and Midostaurin. Acute myeloid leukaemia [2A60] [10]
Arn-509 DMT81LZ Moderate Increased risk of prolong QT interval by the combination of Lisdexamfetamine and Arn-509. Acute myeloid leukaemia [2A60] [10]
Gilteritinib DMTI0ZO Moderate Increased risk of prolong QT interval by the combination of Lisdexamfetamine and Gilteritinib. Acute myeloid leukaemia [2A60] [10]
Oliceridine DM6MDCF Moderate Increased risk of prolong QT interval by the combination of Lisdexamfetamine and Oliceridine. Acute pain [MG31] [10]
Ivabradine DM0L594 Major Increased risk of ventricular arrhythmias by the combination of Lisdexamfetamine and Ivabradine. Angina pectoris [BA40] [10]
Dronedarone DMA8FS5 Major Increased risk of prolong QT interval by the combination of Lisdexamfetamine and Dronedarone. Angina pectoris [BA40] [11]
Bedaquiline DM3906J Major Increased risk of prolong QT interval by the combination of Lisdexamfetamine and Bedaquiline. Antimicrobial drug resistance [MG50-MG52] [12]
Posaconazole DMUL5EW Moderate Increased risk of prolong QT interval by the combination of Lisdexamfetamine and Posaconazole. Aspergillosis [1F20] [10]
Levalbuterol DM5YBO1 Moderate Increased risk of prolong QT interval by the combination of Lisdexamfetamine and Levalbuterol. Asthma [CA23] [13]
Pirbuterol DMI5678 Moderate Increased risk of prolong QT interval by the combination of Lisdexamfetamine and Pirbuterol. Asthma [CA23] [14]
Droxidopa DM5YF4M Moderate Additive hypertensive effects by the combination of Lisdexamfetamine and Droxidopa. Autonomic nervous system disorder [8D87] [15]
Retigabine DMGNYIH Moderate Increased risk of prolong QT interval by the combination of Lisdexamfetamine and Retigabine. Behcet disease [4A62] [10]
Eribulin DM1DX4Q Moderate Increased risk of prolong QT interval by the combination of Lisdexamfetamine and Eribulin. Breast cancer [2C60-2C6Y] [10]
Lapatinib DM3BH1Y Moderate Increased risk of prolong QT interval by the combination of Lisdexamfetamine and Lapatinib. Breast cancer [2C60-2C6Y] [10]
Bosutinib DMTI8YE Moderate Increased risk of prolong QT interval by the combination of Lisdexamfetamine and Bosutinib. Breast cancer [2C60-2C6Y] [10]
PF-04449913 DMSB068 Moderate Increased risk of prolong QT interval by the combination of Lisdexamfetamine and PF-04449913. Chronic myelomonocytic leukaemia [2A40] [16]
Olodaterol DM62B78 Moderate Increased risk of ventricular arrhythmias by the combination of Lisdexamfetamine and Olodaterol. Chronic obstructive pulmonary disease [CA22] [14]
Vilanterol DMF5EK1 Moderate Increased risk of prolong QT interval by the combination of Lisdexamfetamine and Vilanterol. Chronic obstructive pulmonary disease [CA22] [13]
Indacaterol DMQJHR7 Moderate Increased risk of ventricular arrhythmias by the combination of Lisdexamfetamine and Indacaterol. Chronic obstructive pulmonary disease [CA22] [14]
Arformoterol DMYM974 Moderate Increased risk of prolong QT interval by the combination of Lisdexamfetamine and Arformoterol. Chronic obstructive pulmonary disease [CA22] [14]
Probucol DMVZQ2M Moderate Increased risk of prolong QT interval by the combination of Lisdexamfetamine and Probucol. Coronary atherosclerosis [BA80] [10]
Pasireotide DMHM7JS Major Increased risk of prolong QT interval by the combination of Lisdexamfetamine and Pasireotide. Cushing syndrome [5A70] [11]
Osilodrostat DMIJC9X Moderate Increased risk of prolong QT interval by the combination of Lisdexamfetamine and Osilodrostat. Cushing syndrome [5A70] [10]
Esketamine DMVU687 Major Additive hypertensive effects by the combination of Lisdexamfetamine and Esketamine. Depression [6A70-6A7Z] [17]
SODIUM CITRATE DMHPD2Y Moderate as urine pH determines the ionization state of weakly acidic or weakly alkaline drugs. Lisdexamfetamine caused by SODIUM CITRATE mediated altered urine pH. Discovery agent [N.A.] [8]
Tetrabenazine DMYWQ0O Moderate Increased risk of prolong QT interval by the combination of Lisdexamfetamine and Tetrabenazine. Dissociative neurological symptom disorder [6B60] [11]
Deutetrabenazine DMUPFLI Moderate Increased risk of prolong QT interval by the combination of Lisdexamfetamine and Deutetrabenazine. Dystonic disorder [8A02] [10]
Ingrezza DMVPLNC Moderate Increased risk of prolong QT interval by the combination of Lisdexamfetamine and Ingrezza. Dystonic disorder [8A02] [10]
Solifenacin DMG592Q Moderate Increased risk of prolong QT interval by the combination of Lisdexamfetamine and Solifenacin. Functional bladder disorder [GC50] [10]
Sunitinib DMCBJSR Moderate Increased risk of prolong QT interval by the combination of Lisdexamfetamine and Sunitinib. Gastrointestinal stromal tumour [2B5B] [10]
Lopinavir DMITQS0 Moderate Increased risk of prolong QT interval by the combination of Lisdexamfetamine and Lopinavir. Human immunodeficiency virus disease [1C60-1C62] [11]
Rilpivirine DMJ0QOW Moderate Increased risk of prolong QT interval by the combination of Lisdexamfetamine and Rilpivirine. Human immunodeficiency virus disease [1C60-1C62] [10]
Sodium acetate anhydrous DMH21E0 Moderate as urine pH determines the ionization state of weakly acidic or weakly alkaline drugs. Lisdexamfetamine caused by Sodium acetate anhydrous mediated altered urine pH. Hypo-osmolality/hyponatraemia [5C72] [8]
Polyethylene glycol DM4I1JP Moderate Increased risk of lowers seizure threshold by the combination of Lisdexamfetamine and Polyethylene glycol. Irritable bowel syndrome [DD91] [11]
Phenolphthalein DM5SICT Moderate Increased risk of ventricular arrhythmias by the combination of Lisdexamfetamine and Phenolphthalein. Irritable bowel syndrome [DD91] [11]
R0-93877 DMM4U9G Moderate Increased risk of prolong QT interval by the combination of Lisdexamfetamine and R0-93877. Irritable bowel syndrome [DD91] [10]
Ceritinib DMB920Z Major Increased risk of prolong QT interval by the combination of Lisdexamfetamine and Ceritinib. Lung cancer [2C25] [11]
Osimertinib DMRJLAT Major Increased risk of prolong QT interval by the combination of Lisdexamfetamine and Osimertinib. Lung cancer [2C25] [18]
Selpercatinib DMZR15V Major Increased risk of prolong QT interval by the combination of Lisdexamfetamine and Selpercatinib. Lung cancer [2C25] [10]
Lumefantrine DM29GAD Major Increased risk of prolong QT interval by the combination of Lisdexamfetamine and Lumefantrine. Malaria [1F40-1F45] [17]
Hydroxychloroquine DMSIVND Major Increased risk of prolong QT interval by the combination of Lisdexamfetamine and Hydroxychloroquine. Malaria [1F40-1F45] [19]
Inotuzumab ozogamicin DMAC130 Moderate Increased risk of prolong QT interval by the combination of Lisdexamfetamine and Inotuzumab ozogamicin. Malignant haematopoietic neoplasm [2B33] [10]
Vemurafenib DM62UG5 Major Increased risk of prolong QT interval by the combination of Lisdexamfetamine and Vemurafenib. Melanoma [2C30] [11]
LGX818 DMNQXV8 Moderate Increased risk of prolong QT interval by the combination of Lisdexamfetamine and LGX818. Melanoma [2C30] [20]
Panobinostat DM58WKG Major Increased risk of prolong QT interval by the combination of Lisdexamfetamine and Panobinostat. Multiple myeloma [2A83] [21]
Siponimod DM2R86O Major Increased risk of ventricular arrhythmias by the combination of Lisdexamfetamine and Siponimod. Multiple sclerosis [8A40] [17]
Fingolimod DM5JVAN Major Increased risk of ventricular arrhythmias by the combination of Lisdexamfetamine and Fingolimod. Multiple sclerosis [8A40] [11]
Ozanimod DMT6AM2 Moderate Increased risk of hyperpyrexia by the combination of Lisdexamfetamine and Ozanimod. Multiple sclerosis [8A40] [22]
Romidepsin DMT5GNL Moderate Increased risk of prolong QT interval by the combination of Lisdexamfetamine and Romidepsin. Mycosis fungoides [2B01] [10]
Vorinostat DMWMPD4 Moderate Increased risk of prolong QT interval by the combination of Lisdexamfetamine and Vorinostat. Mycosis fungoides [2B01] [10]
Nilotinib DM7HXWT Major Increased risk of prolong QT interval by the combination of Lisdexamfetamine and Nilotinib. Myeloproliferative neoplasm [2A20] [11]
Entrectinib DMMPTLH Moderate Increased risk of prolong QT interval by the combination of Lisdexamfetamine and Entrectinib. Non-small cell lung cancer [2C25] [17]
Lofexidine DM1WXA6 Moderate Increased risk of prolong QT interval by the combination of Lisdexamfetamine and Lofexidine. Opioid use disorder [6C43] [11]
Rucaparib DM9PVX8 Moderate Increased risk of prolong QT interval by the combination of Lisdexamfetamine and Rucaparib. Ovarian cancer [2C73] [10]
Triclabendazole DMPWGBR Moderate Increased risk of prolong QT interval by the combination of Lisdexamfetamine and Triclabendazole. Parasitic worm infestation [1F90] [10]
Safinamide DM0YWJC Major Additive hypertensive effects by the combination of Lisdexamfetamine and Safinamide. Parkinsonism [8A00] [22]
Rasagiline DM3WKQ4 Moderate Additive hypertensive effects by the combination of Lisdexamfetamine and Rasagiline. Parkinsonism [8A00] [22]
Pimavanserin DMR7IVC Moderate Increased risk of prolong QT interval by the combination of Lisdexamfetamine and Pimavanserin. Parkinsonism [8A00] [23]
Macimorelin DMQYJIR Major Increased risk of prolong QT interval by the combination of Lisdexamfetamine and Macimorelin. Pituitary gland disorder [5A60-5A61] [24]
Lefamulin DME6G97 Major Increased risk of prolong QT interval by the combination of Lisdexamfetamine and Lefamulin. Pneumonia [CA40] [25]
Degarelix DM3O8QY Moderate Increased risk of prolong QT interval by the combination of Lisdexamfetamine and Degarelix. Prostate cancer [2C82] [10]
ABIRATERONE DM8V75C Moderate Increased risk of prolong QT interval by the combination of Lisdexamfetamine and ABIRATERONE. Prostate cancer [2C82] [10]
Enzalutamide DMGL19D Moderate Increased risk of prolong QT interval by the combination of Lisdexamfetamine and Enzalutamide. Prostate cancer [2C82] [10]
Relugolix DMK7IWL Moderate Increased risk of prolong QT interval by the combination of Lisdexamfetamine and Relugolix. Prostate cancer [2C82] [10]
Levomepromazine DMIKFEL Moderate Antagonize the effect of Lisdexamfetamine when combined with Levomepromazine. Psychotic disorder [6A20-6A25] [26]
Iloperidone DM6AUFY Major Increased risk of prolong QT interval by the combination of Lisdexamfetamine and Iloperidone. Schizophrenia [6A20] [11]
Amisulpride DMSJVAM Major Increased risk of prolong QT interval by the combination of Lisdexamfetamine and Amisulpride. Schizophrenia [6A20] [27]
Asenapine DMSQZE2 Moderate Increased risk of prolong QT interval by the combination of Lisdexamfetamine and Asenapine. Schizophrenia [6A20] [11]
LEE011 DMMX75K Major Increased risk of prolong QT interval by the combination of Lisdexamfetamine and LEE011. Solid tumour/cancer [2A00-2F9Z] [11]
Vandetanib DMRICNP Major Increased risk of prolong QT interval by the combination of Lisdexamfetamine and Vandetanib. Solid tumour/cancer [2A00-2F9Z] [11]
Triptorelin DMTK4LS Moderate Increased risk of prolong QT interval by the combination of Lisdexamfetamine and Triptorelin. Solid tumour/cancer [2A00-2F9Z] [10]
Pitolisant DM8RFNJ Moderate Increased risk of prolong QT interval by the combination of Lisdexamfetamine and Pitolisant. Somnolence [MG42] [10]
Telavancin DM58VQX Moderate Increased risk of prolong QT interval by the combination of Lisdexamfetamine and Telavancin. Staphylococcal/streptococcal disease [1B5Y] [10]
Lenvatinib DMB1IU4 Moderate Increased risk of prolong QT interval by the combination of Lisdexamfetamine and Lenvatinib. Thyroid cancer [2D10] [10]
Cabozantinib DMIYDT4 Major Increased risk of prolong QT interval by the combination of Lisdexamfetamine and Cabozantinib. Thyroid cancer [2D10] [10]
⏷ Show the Full List of 77 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
Allura red AC dye E00338 33258 Colorant
D&C red no. 28 E00491 6097185 Colorant
FD&C blue no. 1 E00263 19700 Colorant
Mannitol E00103 6251 Diluent; Flavoring agent; Lyophilization aid; Plasticizing agent; Tonicity agent
Quinoline yellow WS E00309 24671 Colorant
Sucralose E00370 71485 Flavoring agent
Sunset yellow FCF E00255 17730 Colorant
Carmellose sodium E00625 Not Available Disintegrant
FD&C red no. 3 E00629 Not Available Colorant
Ferric hydroxide oxide yellow E00539 23320441 Colorant
Ferrosoferric oxide E00231 14789 Colorant
Magnesium stearate E00208 11177 lubricant
Silicon dioxide E00670 Not Available Anticaking agent; Opacifying agent; Viscosity-controlling agent
Titanium dioxide E00322 26042 Coating agent; Colorant; Opacifying agent
⏷ Show the Full List of 14 Pharmaceutical Excipients of This Drug
Pharmaceutical Formulation
Formulation Name Drug Dosage Dosage Form Route
Lisdexamfetamine 30 mg capsule 30 mg Oral Capsule Oral
Lisdexamfetamine 40 mg capsule 40 mg Oral Capsule Oral
Lisdexamfetamine 70 mg capsule 70 mg Oral Capsule Oral
Lisdexamfetamine 10 mg capsule 10 mg Oral Capsule Oral
Lisdexamfetamine 20 mg capsule 20 mg Oral Capsule Oral
Lisdexamfetamine 10 mg tablet 10 mg Chewable Tablet Oral
Lisdexamfetamine 20 mg tablet 20 mg Chewable Tablet Oral
Lisdexamfetamine 30 mg tablet 30 mg Chewable Tablet Oral
Lisdexamfetamine 40 mg tablet 40 mg Chewable Tablet Oral
Lisdexamfetamine 50 mg tablet 50 mg Chewable Tablet Oral
Lisdexamfetamine 60 mg tablet 60 mg Chewable Tablet Oral
Lisdexamfetamine 50 mg capsule 50 mg Oral Capsule Oral
Lisdexamfetamine 60 mg capsule 60 mg Oral Capsule Oral
Jump to Detail Pharmaceutical Formulation Page of This Drug

References

1 URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Ligand id: 7213).
2 Lisdexamfetamine FDA Label
3 Kanamori T, Iwata YT, Segawa H, Yamamuro T, Kuwayama K, Tsujikawa K, Inoue H: Metabolism of Butyrylfentanyl in Fresh Human Hepatocytes: Chemical Synthesis of Authentic Metabolite Standards for Definitive Identification. Biol Pharm Bull. 2019;42(4):623-630. doi: 10.1248/bpb.b18-00765.
4 Trend Analysis of a Database of Intravenous Pharmacokinetic Parameters in Humans for 1352 Drug Compounds
5 2007 FDA drug approvals: a year of flux. Nat Rev Drug Discov. 2008 Feb;7(2):107-9.
6 Absorption of lisdexamfetamine dimesylate and its enzymatic conversion to d-amphetamine. Neuropsychiatr Dis Treat. 2010 Jun 24;6:317-27.
7 Preclinical pharmacokinetics, pharmacology and toxicology of lisdexamfetamine: a novel d-amphetamine pro-drug. Neuropharmacology. 2014 Dec;87:41-50.
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24 Product Information. Macrilen (macimorelin). Aeterna Zentaris, Charleston, SC.
25 Product Information. Xenleta (lefamulin). Nabriva Therapeutics US, Inc., King of Prussia, PA.
26 Achor MB, Extein I "Diet aids, mania, and affective illness" Am J Psychiatry 138 (1981): 392. [PMID: 7468847]
27 Product Information. Barhemsys (amisulpride). Acacia Pharma, Inc, Indianapolis, IN.