General Information of Drug (ID: DMPM4SK)

Drug Name
Methamphetamine
Synonyms
METHAMPHETAMINE; Metamfetamine; d-Deoxyephedrine; d-Desoxyephedrine; d-Methamphetamine; d-N-Methylamphetamine; Metamphetamine; L-Methamphetamine; d-Methylamphetamine; Methylamphetamine; d-Phenylisopropylmethylamine; N-Methylamphetamine; (S)-Methamphetamine; Norodin; (+)-Methylamphetamine; d-(S)-Methamphetamine; D-1-Phenyl-2-methylaminopropane; Metamfetaminum; Desyphed; (+)-N-Methylamphetamine; (S)-Methylamphetamine; (+)-(S)-Deoxyephedrine; Methyl-beta-phenylisopropylamine; 1-Phenyl-2-methylaminopropane; (S)-(+)-Deoxyephedrine; Crank; Desohyephedrine; Metamfetamina; Meth; Methamphetaminum; Speed; Stimulex; Crank [Street Name]; Crystal Meth; Crystal Meth [Street Name]; Desyphed hydrochloride; ICE [Street Name]; Metamfetamine [INN];Metamfetaminum [Latin]; Metanfetamina [Spanish]; Methamphetaminum [JP]; Speed [Street Name]; D-Deoxyephedrine; D-Desoxyephedrine; D-Methamphetamine; D-Methylamphetamine; D-Phenylisopropylmethylamine;Desoxyn (TN); Metamfetamina [INN-Spanish]; Metamfetamine (INN); Metamfetamine-m; Metamfetaminum [INN-Latin]; Metanfetamina [INN-Spanish]; Meth (Street Name); Methamphetaminum [INN-Latin]; D-N-Methylamphetamine; D-(S)-Methamphetamine; D-N,alpha-dimethylphenethylamine; Methamphetamine, its salts, isomers, and salts of its isomers; N-Methyl-beta-phenylisopropylamin; N-Methyl-beta-phenylisopropylamin [German]; N-Methyl-beta-phenylisopropylamine; D-1-Phenyl-2-methylaminopropan; D-1-Phenyl-2-methylaminopropan [German]; S-(+)-Methamphetamine; D-N,alpha-Dimethylphenethylamine; N-Methyl-1-phenyl-2-propanamine; Benzeneethanamine, N,alpha-dimethyl-, (S)-(9CI); Benzeneethanamine, N,alpha-dimethyl-, (alphaS)-(9CI); Phenethylamine, N,alpha-dimethyl-, (S)-(+)-(8CI); (+)-(S)-N-alpha-Dimethylphenethylamine; (+)-2-(N-Methylamino)-1-phenylpropane; (+)-N,alpha-Dimethyl-beta-phenylethylamine; (+)-N,alpha-Dimethylphenethylamine; (+)-methamphetamine; (2S)-N-methyl-1-phenylpropan-2-amine; (S)-(+)-Methamphetamine; (S)-(+)-N,alpha,dimethylphenethylamine; (S)-N,alpha-Dimethylbenzeneethanamine; (S)-N,alpha-Dimethylbenzeneethanoamine; (alphaS)-N,alpha-dimethylbenzeneethanamine; 1-Phenyl-2-methylamino-propan; 1-Phenyl-2-methylamino-propan [German]; 2S-(+)-Methamphetamine; Methamfetamine
Indication
Disease Entry ICD 11 Status REF
Attention deficit hyperactivity disorder 6A05.Z Approved [1], [2]
Pain MG30-MG3Z Approved [3]
Therapeutic Class
Central Nervous System Stimulants
Drug Type
Small molecular drug
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 0 Molecular Weight (mw) 149.23
Topological Polar Surface Area (xlogp) 2.1
Rotatable Bond Count (rotbonds) 3
Hydrogen Bond Donor Count (hbonddonor) 1
Hydrogen Bond Acceptor Count (hbondacc) 1
ADMET Property
Bioavailability
67% of drug becomes completely available to its intended biological destination(s) [4]
Clearance
The drug present in the plasma can be removed from the body at the rate of 4.4 mL/min/kg [5]
Elimination
40% of drug is excreted from urine in the unchanged form [6]
Half-life
The concentration or amount of drug in body reduced by one-half in 4 - 5 hours [5]
Metabolism
The drug is metabolized via the hepatic [7]
MRTD
The Maximum Recommended Therapeutic Dose (MRTD) of drug that ensured maximising efficacy and moderate side effect is 1.9228 micromolar/kg/day [8]
Unbound Fraction
The unbound fraction of drug in plasma is 0.85% [5]
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 4.3 L/kg [5]
Water Solubility
The ability of drug to dissolve in water is measured as 1000 mg/mL [6]
Chemical Identifiers
Formula
C10H15N
IUPAC Name
(2S)-N-methyl-1-phenylpropan-2-amine
Canonical SMILES
C[C@@H](CC1=CC=CC=C1)NC
InChI
InChI=1S/C10H15N/c1-9(11-2)8-10-6-4-3-5-7-10/h3-7,9,11H,8H2,1-2H3/t9-/m0/s1
InChIKey
MYWUZJCMWCOHBA-VIFPVBQESA-N
Cross-matching ID
PubChem CID
10836
ChEBI ID
CHEBI:6809
CAS Number
537-46-2
DrugBank ID
DB01577
TTD ID
D0P6UB
VARIDT ID
DR00256
INTEDE ID
DR1036
ACDINA ID
D00207

Molecular Interaction Atlas of This Drug


Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
Adrenergic receptor alpha-1B (ADRA1B) TTBRKXS ADA1B_HUMAN Antagonist [9]
Dopamine D2 receptor (D2R) TTEX248 DRD2_HUMAN Agonist [3]

Drug Transporter (DTP)
DTP Name DTP ID UniProt ID MOA REF
Vesicular amine transporter 2 (SLC18A2) DTT7VPB VMAT2_HUMAN Substrate [10]

Drug-Metabolizing Enzyme (DME)
DME Name DME ID UniProt ID MOA REF
Cytochrome P450 2D6 (CYP2D6)
Main DME
DECB0K3 CP2D6_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 Attention deficit hyperactivity disorder
ICD Disease Classification 6A05.Z
Molecule Name Molecule Type Gene Name p-value Fold-Change Z-score
Dopamine D2 receptor (D2R) DTT DRD2 2.50E-02 -0.08 -0.49
Vesicular amine transporter 2 (SLC18A2) DTP VMAT2 2.69E-02 -4.44E-02 -1.12E-01
Cytochrome P450 2D6 (CYP2D6) DME CYP2D6 7.30E-01 -1.91E-02 -1.41E-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 Methamphetamine (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. Methamphetamine caused by Tromethamine mediated altered urine pH. Acidosis [5C73] [44]
Methylene blue DMJAPE7 Major Increased risk of hyperpyrexia by the combination of Methamphetamine and Methylene blue. Acquired methaemoglobinaemia [3A93] [45]
Dronedarone DMA8FS5 Moderate Decreased metabolism of Methamphetamine caused by Dronedarone mediated inhibition of CYP450 enzyme. Angina pectoris [BA40] [46]
Droxidopa DM5YF4M Moderate Additive hypertensive effects by the combination of Methamphetamine and Droxidopa. Autonomic nervous system disorder [8D87] [47]
Esketamine DMVU687 Major Additive hypertensive effects by the combination of Methamphetamine and Esketamine. Depression [6A70-6A7Z] [48]
SODIUM CITRATE DMHPD2Y Moderate as urine pH determines the ionization state of weakly acidic or weakly alkaline drugs. Methamphetamine caused by SODIUM CITRATE mediated altered urine pH. Discovery agent [N.A.] [44]
Mirabegron DMS1GYT Moderate Decreased metabolism of Methamphetamine caused by Mirabegron mediated inhibition of CYP450 enzyme. Functional bladder disorder [GC50] [49]
Cobicistat DM6L4H2 Moderate Decreased metabolism of Methamphetamine caused by Cobicistat mediated inhibition of CYP450 enzyme. Human immunodeficiency virus disease [1C60-1C62] [50]
Sodium acetate anhydrous DMH21E0 Moderate as urine pH determines the ionization state of weakly acidic or weakly alkaline drugs. Methamphetamine caused by Sodium acetate anhydrous mediated altered urine pH. Hypo-osmolality/hyponatraemia [5C72] [44]
Givosiran DM5PFIJ Moderate Decreased metabolism of Methamphetamine caused by Givosiran mediated inhibition of CYP450 enzyme. Inborn porphyrin/heme metabolism error [5C58] [51]
Berotralstat DMWA2DZ Moderate Decreased metabolism of Methamphetamine caused by Berotralstat mediated inhibition of CYP450 enzyme. Innate/adaptive immunodeficiency [4A00] [52]
Polyethylene glycol DM4I1JP Moderate Increased risk of lowers seizure threshold by the combination of Methamphetamine and Polyethylene glycol. Irritable bowel syndrome [DD91] [53]
Glycerol phenylbutyrate DMDGRQO Moderate Decreased metabolism of Methamphetamine caused by Glycerol phenylbutyrate mediated inhibition of CYP450 enzyme. Liver disease [DB90-DB9Z] [54]
Dacomitinib DMOH8VY Moderate Decreased metabolism of Methamphetamine caused by Dacomitinib mediated inhibition of CYP450 enzyme. Lung cancer [2C25] [55]
Vemurafenib DM62UG5 Moderate Decreased metabolism of Methamphetamine caused by Vemurafenib mediated inhibition of CYP450 enzyme. Melanoma [2C30] [56]
Panobinostat DM58WKG Moderate Decreased metabolism of Methamphetamine caused by Panobinostat mediated inhibition of CYP450 enzyme. Multiple myeloma [2A83] [57]
Ozanimod DMT6AM2 Moderate Increased risk of hyperpyrexia by the combination of Methamphetamine and Ozanimod. Multiple sclerosis [8A40] [58]
Fedratinib DM4ZBK6 Moderate Decreased metabolism of Methamphetamine caused by Fedratinib mediated inhibition of CYP450 enzyme. Myeloproliferative neoplasm [2A20] [59]
Nilotinib DM7HXWT Moderate Decreased metabolism of Methamphetamine caused by Nilotinib mediated inhibition of CYP450 enzyme. Myeloproliferative neoplasm [2A20] [60]
Rolapitant DM8XP26 Moderate Decreased metabolism of Methamphetamine caused by Rolapitant mediated inhibition of CYP450 enzyme. Nausea/vomiting [MD90] [61]
Safinamide DM0YWJC Moderate Decreased metabolism of Methamphetamine caused by Safinamide mediated inhibition of non-CYP450 enzyme. Parkinsonism [8A00] [62]
ABIRATERONE DM8V75C Moderate Decreased metabolism of Methamphetamine caused by ABIRATERONE mediated inhibition of CYP450 enzyme. Prostate cancer [2C82] [61]
⏷ Show the Full List of 22 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
Aminobenzoate sodium E00435 517441 Lubricant
Stearic acid E00079 5281 Emulsifying agent; Solubilizing agent; Viscosity-controlling agent; lubricant
Beta-D-lactose E00099 6134 Diluent; Dry powder inhaler carrier; Lyophilization aid
Talc E00520 16211421 Anticaking agent; Diluent; Glidant; lubricant
Pharmaceutical Formulation
Formulation Name Drug Dosage Dosage Form Route
Methamphetamine 5 mg tablet 5 mg Oral Tablet Oral
Jump to Detail Pharmaceutical Formulation Page of This Drug

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