Details of the Drug Metabolized by Drug-Metabolizing Enzyme (DME)

General Information of Drug (ID: DR1553)
Drug Name
Tenofovir disoproxil
Synonyms
Tenofovir (Disoproxil); Tenofovir disoproxil; 201341-05-1; 9-((R)-2-((Bis(((isopropoxycarbonyl)oxy)methoxy)phosphinyl)methoxy)propyl)adenine; Bis(POC)PMPA; PMPA prodrug; CHEBI:63717; F4YU4LON7I; UNII-F4YU4LON7I; [[(1R)-2-(6-aminopurin-9-yl)-1-methyl-ethoxy]methyl-(isopropoxycarbonyloxymethoxy)phosphoryl]oxymethyl isopropyl carbonate; tenofovir bis(isopropyloxycarbonyloxymethyl) ester
Indication Human immunodeficiency virus infection [ICD11: 1C60] Phase 4 [1]
Structure
3D MOL is unavailable 2D MOL
Pharmaceutical Properties Molecular Weight 519.4 Topological Polar Surface Area 185
Heavy Atom Count 35 Rotatable Bond Count 17
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 14
Cross-matching ID
PubChem CID
5481350
ChEBI ID
CHEBI:63717
CAS Number
201341-05-1
Formula
C19H30N5O10P
Canonical SMILES
CC(C)OC(=O)OCOP(=O)(COC(C)CN1C=NC2=C(N=CN=C21)N)OCOC(=O)OC(C)C
InChI
1S/C19H30N5O10P/c1-12(2)33-18(25)28-9-31-35(27,32-10-29-19(26)34-13(3)4)11-30-14(5)6-24-8-23-15-16(20)21-7-22-17(15)24/h7-8,12-14H,6,9-11H2,1-5H3,(H2,20,21,22)/t14-/m1/s1
InChIKey
JFVZFKDSXNQEJW-CQSZACIVSA-N
The Metabolic Roadmap of This Drug
The Full List of Drug Metabolites (DM) of This Drug
DM Name DM ID PubChem ID Reaction DM Level REF
Tenofovir Monophosphate DM005768
6320284
Multi-steps Reaction - Diester hydrolysis; phosphorylation 1 [2]
Tenofovir-DP DM000501
5481180
Conjugation - Phosphorylation 2 [2]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR006160 Tenofovir disoproxil Tenofovir Monophosphate Multi-steps Reaction - Diester hydrolysis; phosphorylation AK [2]
MR006161 Tenofovir Monophosphate Tenofovir Diphosphate Conjugation - Phosphorylation NME4 [2]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
adenylate kinase (AK) DMEN288 Homo sapiens Not Available Not Available [2]
Cytochrome P450 3A4 (CYP3A4) DME0001 Homo sapiens
CP3A4_HUMAN
1.14.14.55
[3]
Nucleoside diphosphate kinase (NME4) DMEN006 Homo sapiens
NDKM_HUMAN
2.7.4.10
[2]
References
1 ClinicalTrials.gov (NCT03485534) Evaluate the Efficacy and Safety to Tenofovir Disoproxil in Chronic Hepatitis B Patients.
2 Tenofovir disoproxil fumarate: clinical pharmacology and pharmacokinetics
3 FDA label of Bictegravir, emtricitabine, and tenofovir alafenamide. The 2020 official website of the U.S. Food and Drug Administration.

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