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

General Information of Drug (ID: DR5457)
Drug Name
Adefovir
Synonyms
((2-(6-Amino-9H-purin-9-yl)ethoxy)methyl)phosphonic acid; 2-(6-aminopurin-9-yl)ethoxymethylphosphonic acid; 9-(2-(Phosphonomethoxy)ethyl)adenine; 9-(2-Phosphonylmethoxyethyl)adenine; ADEFOVIR; GS 0393; GS 393; GS-0393; N-(2-Phophonomethoxyethyl-2,6-diaminopurine); N-(2-Phosphonylmethoxyethyl)adenine; PMEA; {[2-(6-Amino-9h-Purin-9-Yl)ethoxy]methyl}phosphonic Acid
Indication Hepatitis B virus infection [ICD11: 1E50-1E51] Approved [1]
Herpes simplex virus infection [ICD11: ICD11: 1F00] Approved [2]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 273.189 Topological Polar Surface Area 136
Heavy Atom Count 18 Rotatable Bond Count 5
Hydrogen Bond Donor Count 3 Hydrogen Bond Acceptor Count 8
Cross-matching ID
PubChem CID
60172
ChEBI ID
CHEBI:2469
CAS Number
106941-25-7
Formula
C12H14Cl2N2
Canonical SMILES
C1=NC2=C(C(=N1)N)N=CN2CCOCP(=O)(O)O
InChI
InChI=1S/C8H12N5O4P/c9-7-6-8(11-3-10-7)13(4-12-6)1-2-17-5-18(14,15)16/h3-4H,1-2,5H2,(H2,9,10,11)(H2,14,15,16)
InChIKey
FIKAKWIAUPDISJ-UHFFFAOYSA-L
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
Adefovir Dipivoxil DM002542
60871
Unclear - Unclear 1 [3]
Cyclic prodrug of Adefovir 3 DM002540 N. A. Unclear - Unclear 1 [3]
Adefovir Diphosphate DM000856
447863
Unclear - Unclear 2 [3]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR011014 Adefovir Cyclic prodrug of Adefovir 3 Unclear - Unclear CYP3A4 [3]
MR011016 Adefovir Adefovir Dipivoxil Unclear - Unclear Unclear [3]
MR011017 Adefovir Dipivoxil Adefovir diphosphate Unclear - Unclear Unclear [3]
MR011015 Cyclic prodrug of Adefovir 3 Adefovir Diphosphate Unclear - Unclear Unclear [3]
References
1 Adefovir was approved by FDA. The official website of the U.S. Food and Drug Administration. (2019)
2 Adefovir was approved by FDA. The official website of the U.S. Food and Drug Administration. (2019)
3 Pradefovir: a prodrug that targets adefovir to the liver for the treatment of hepatitis B J Med Chem. 2008 Feb 14;51(3):666-76. doi: 10.1021/jm7012216.

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