General Information of Drug (ID: DM92S6N)

Drug Name
Levamlodipine
Synonyms Levamlodipine (hypertension); S-amlodipine gentisate; Levamlodipine (hypertension), SK Chemicals; S-amlodipine (hypertension), SK Chemicals
Indication
Disease Entry ICD 11 Status REF
Hypertension BA00-BA04 Phase 4 [1], [2]
Drug Type
Small molecular drug
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 0 Molecular Weight (mw) 408.9
Topological Polar Surface Area (xlogp) 3
Rotatable Bond Count (rotbonds) 10
Hydrogen Bond Donor Count (hbonddonor) 2
Hydrogen Bond Acceptor Count (hbondacc) 7
ADMET Property
Absorption Tmax
The time to maximum plasma concentration (Tmax) is 3-4 h [3]
Bioavailability
The bioavailability of drug is 34% [3]
Clearance
The apparent oral clearance of drug is 6.9 +/- 1.6 mL/min/kg [4]
Elimination
The drug is 60% eliminated in urine with 10% eliminated as the unmetabolized form [5]
Half-life
The concentration or amount of drug in body reduced by one-half in 30 - 50 hours [5]
Metabolism
The drug is metabolized via the liver [5]
Vd
The volume of distribution (Vd) of drug is 21 L/kg [4]
Chemical Identifiers
Formula
C20H25ClN2O5
IUPAC Name
3-O-ethyl 5-O-methyl (4S)-2-(2-aminoethoxymethyl)-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate
Canonical SMILES
CCOC(=O)C1=C(NC(=C([C@@H]1C2=CC=CC=C2Cl)C(=O)OC)C)COCCN
InChI
InChI=1S/C20H25ClN2O5/c1-4-28-20(25)18-15(11-27-10-9-22)23-12(2)16(19(24)26-3)17(18)13-7-5-6-8-14(13)21/h5-8,17,23H,4,9-11,22H2,1-3H3/t17-/m0/s1
InChIKey
HTIQEAQVCYTUBX-KRWDZBQOSA-N
Cross-matching ID
PubChem CID
9822750
ChEBI ID
CHEBI:53796
CAS Number
103129-82-4
DrugBank ID
DB09237
TTD ID
D0I2WV
INTEDE ID
DR0931

Molecular Interaction Atlas of This Drug


Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
Voltage-gated L-type calcium channel (L-CaC) TTXHYV6 NOUNIPROTAC Modulator [6]

Drug-Metabolizing Enzyme (DME)
DME Name DME ID UniProt ID MOA REF
Cytochrome P450 3A4 (CYP3A4)
Main DME
DE4LYSA CP3A4_HUMAN Substrate [7]
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 Levamlodipine (Comorbidity)
DDI Drug Name DDI Drug ID Severity Mechanism Comorbidity REF
Ivosidenib DM8S6T7 Moderate Increased metabolism of Levamlodipine caused by Ivosidenib mediated induction of CYP450 enzyme. Acute myeloid leukaemia [2A60] [26]
Arn-509 DMT81LZ Major Increased metabolism of Levamlodipine caused by Arn-509 mediated induction of CYP450 enzyme. Acute myeloid leukaemia [2A60] [27]
Gilteritinib DMWQ4MZ Moderate Decreased metabolism of Levamlodipine caused by Gilteritinib mediated inhibition of CYP450 enzyme. Acute myeloid leukaemia [2A60] [28]
Emapalumab DMZG5WL Moderate Altered metabolism of Levamlodipine due to Emapalumab alters the formation of CYP450 enzymes. Adaptive immunity immunodeficiency [4A01] [28]
Troleandomycin DMUZNIG Moderate Decreased metabolism of Levamlodipine caused by Troleandomycin mediated inhibition of CYP450 enzyme. Bacterial infection [1A00-1C4Z] [29]
Erdafitinib DMI782S Moderate Increased metabolism of Levamlodipine caused by Erdafitinib mediated induction of CYP450 enzyme. Bladder cancer [2C94] [30]
Tucatinib DMBESUA Moderate Decreased metabolism of Levamlodipine caused by Tucatinib mediated inhibition of CYP450 enzyme. Breast cancer [2C60-2C6Y] [29]
PF-04449913 DMSB068 Moderate Decreased metabolism of Levamlodipine caused by PF-04449913 mediated inhibition of CYP450 enzyme. Chronic myelomonocytic leukaemia [2A40] [31]
Osilodrostat DMIJC9X Moderate Decreased metabolism of Levamlodipine caused by Osilodrostat mediated inhibition of CYP450 enzyme. Cushing syndrome [5A70] [28]
Lumacaftor DMCLWDJ Major Increased metabolism of Levamlodipine caused by Lumacaftor mediated induction of CYP450 enzyme. Cystic fibrosis [CA25] [27]
MK-8228 DMOB58Q Moderate Decreased metabolism of Levamlodipine caused by MK-8228 mediated inhibition of CYP450 enzyme. Cytomegaloviral disease [1D82] [29]
Polatuzumab vedotin DMF6Y0L Moderate Decreased metabolism of Levamlodipine caused by Polatuzumab vedotin mediated inhibition of CYP450 enzyme. Diffuse large B-cell lymphoma [2A81] [32]
Tazemetostat DMWP1BH Moderate Increased metabolism of Levamlodipine caused by Tazemetostat mediated induction of CYP450 enzyme. Follicular lymphoma [2A80] [33]
Ripretinib DM958QB Moderate Decreased metabolism of Levamlodipine caused by Ripretinib mediated inhibition of CYP450 enzyme. Gastrointestinal stromal tumour [2B5B] [34]
Avapritinib DMK2GZX Moderate Decreased metabolism of Levamlodipine caused by Avapritinib mediated inhibition of CYP450 enzyme. Gastrointestinal stromal tumour [2B5B] [28]
Levobetaxolol DMSREPX Moderate Increased risk of cardiac depression by the combination of Levamlodipine and Levobetaxolol. Glaucoma [9C61] [35]
MK-1439 DM215WE Minor Decreased metabolism of Levamlodipine caused by MK-1439 mediated inhibition of CYP450 enzyme. Human immunodeficiency virus disease [1C60-1C62] [36]
Lesinurad DMUR64T Moderate Increased metabolism of Levamlodipine caused by Lesinurad mediated induction of CYP450 enzyme. Inborn purine/pyrimidine/nucleotide metabolism error [5C55] [37]
PF-06463922 DMKM7EW Moderate Decreased metabolism of Levamlodipine caused by PF-06463922 mediated inhibition of CYP450 enzyme. Lung cancer [2C25] [38]
IPI-145 DMWA24P Moderate Decreased metabolism of Levamlodipine caused by IPI-145 mediated inhibition of CYP450 enzyme. Mature B-cell leukaemia [2A82] [39]
LGX818 DMNQXV8 Moderate Increased metabolism of Levamlodipine caused by LGX818 mediated induction of CYP450 enzyme. Melanoma [2C30] [40]
Ubrogepant DM749I3 Moderate Decreased metabolism of Levamlodipine caused by Ubrogepant mediated inhibition of CYP450 enzyme. Migraine [8A80] [41]
Siponimod DM2R86O Major Increased risk of atrioventricular block by the combination of Levamlodipine and Siponimod. Multiple sclerosis [8A40] [34]
Ozanimod DMT6AM2 Moderate Increased risk of atrioventricular block by the combination of Levamlodipine and Ozanimod. Multiple sclerosis [8A40] [42]
Fedratinib DM4ZBK6 Moderate Decreased metabolism of Levamlodipine caused by Fedratinib mediated inhibition of CYP450 enzyme. Myeloproliferative neoplasm [2A20] [29]
Rucaparib DM9PVX8 Moderate Decreased metabolism of Levamlodipine caused by Rucaparib mediated inhibition of CYP450 enzyme. Ovarian cancer [2C73] [43]
Darolutamide DMV7YFT Minor Decreased metabolism of Levamlodipine caused by Darolutamide mediated inhibition of CYP450 enzyme. Prostate cancer [2C82] [44]
Ixekizumab DMXW92T Moderate Altered metabolism of Levamlodipine due to Ixekizumab alters the formation of CYP450 enzymes. Psoriasis [EA90] [28]
Sarilumab DMOGNXY Moderate Altered metabolism of Levamlodipine due to Sarilumab alters the formation of CYP450 enzymes. Rheumatoid arthritis [FA20] [28]
Voxelotor DMCS6M5 Moderate Decreased metabolism of Levamlodipine caused by Voxelotor mediated inhibition of CYP450 enzyme. Sickle-cell disorder [3A51] [29]
Telotristat ethyl DMDIYFZ Moderate Increased metabolism of Levamlodipine caused by Telotristat ethyl mediated induction of CYP450 enzyme. Small intestine developmental anomaly [DA90] [28]
Larotrectinib DM26CQR Moderate Decreased metabolism of Levamlodipine caused by Larotrectinib mediated inhibition of CYP450 enzyme. Solid tumour/cancer [2A00-2F9Z] [34]
LEE011 DMMX75K Moderate Decreased metabolism of Levamlodipine caused by LEE011 mediated inhibition of CYP450 enzyme. Solid tumour/cancer [2A00-2F9Z] [29]
Fostamatinib DM6AUHV Moderate Decreased metabolism of Levamlodipine caused by Fostamatinib mediated inhibition of CYP450 enzyme. Thrombocytopenia [3B64] [45]
⏷ Show the Full List of 34 DDI Information of This Drug

References

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38 Product Information. Lorbrena (lorlatinib). Pfizer U.S. Pharmaceuticals Group, New York, NY.
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