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

General Information of Drug (ID: DR1771)
Drug Name
Adefovir dipivoxil
Prodrug Info Adefovir dipivoxil is the prodrug of Adefovir
Synonyms
Adefovir dipivoxil (USAN); Adefovir dipivoxil [USAN]; Adefovir dipivoxyl; Adefovir pivoxil; Adefovirdipivoxl; Hepsera; Preveon; U6Q8Z01514; bis-POM PMEA; (((2-(6-Amino-9H-purin-9-yl)ethoxy)methyl)phosphinylidene)bis(oxymethylene) 2,2-dimethylpropanoate; 142340-99-6; ADEFOVIR DIPIVOXIL; Adefovir Dipivoxil (Preveon, Hepsera); C20H32N5O8P; GS 0840; GS 840; GS-0840; GS-840; MFCD00869897; NCGC00164624-01; UNII-U6Q8Z01514; [2-(6-aminopurin-9-yl)ethoxymethyl-(2,2-dimethylpropanoyloxymethoxy)phosphoryl]oxymethyl 2,2-dimethylpropanoate
Indication Viral hepatitis [ICD11: 1E51] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 501.5 Topological Polar Surface Area 167
Heavy Atom Count 34 Rotatable Bond Count 15
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 12
Cross-matching ID
PubChem CID
60871
PubChem SID
612309 ; 7848718 ; 8187107 ; 11528768 ; 12014790 ; 14908863 ; 26758046 ; 43118206 ; 46507520 ; 49830940 ; 57314164 ; 71824987 ; 74485826 ; 87244050 ; 87245424 ; 92712536 ; 103240599 ; 104253333 ; 104321855 ; 109692937 ; 118048871 ; 119525323 ; 124757452 ; 125164256 ; 125340236 ; 126592990 ; 126630083 ; 126656634 ; 126665844 ; 129613204 ; 131298815 ; 134222429 ; 134337388 ; 134338819 ; 134340371 ; 135018282 ; 135565514 ; 135692243 ; 135727110 ; 136345656 ; 136368131 ; 136946538 ; 136949103 ; 137006009 ; 142181502 ; 143493341 ; 144115540 ; 144180310 ; 144205796 ; 152242352
CAS Number
142340-99-6
TTD Drug ID
D0ML1F
Formula
C20H32N5O8P
Canonical SMILES
CC(C)(C)C(=O)OCOP(=O)(COCCN1C=NC2=C(N=CN=C21)N)OCOC(=O)C(C)(C)C
InChI
1S/C20H32N5O8P/c1-19(2,3)17(26)30-11-32-34(28,33-12-31-18(27)20(4,5)6)13-29-8-7-25-10-24-14-15(21)22-9-23-16(14)25/h9-10H,7-8,11-13H2,1-6H3,(H2,21,22,23)
InChIKey
WOZSCQDILHKSGG-UHFFFAOYSA-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
Adefovir DM000854
60172
Unclear 1 [2]
Adefovir monophosphate DM000855
10428128
Other reaction - Phosphorylation 2 [2]
Adefovir Diphosphate DM000856
447863
Other reaction - Phosphorylation 3 [2]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR000064 Adefovir dipivoxil Adefovir Unclear Unclear [2]
MR000062 Adefovir Adefovir monophosphate Other reaction - Phosphorylation AK1 ... [2]
MR000063 Adefovir monophosphate Adefovir Diphosphate Other reaction - Phosphorylation NME1 ... [2]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Adenylate kinase isoenzyme 1 (AK1) DMEN001 Homo sapiens
KAD1_HUMAN
3.6.1.5
[2]
ATP-AMP transphosphorylase 2 (AK2) DME0441 Homo sapiens
KAD2_HUMAN
2.7.4.3
[2]
Nucleoside diphosphate kinase A (NME1) DMEN002 Homo sapiens
NDKA_HUMAN
2.7.1.30
[3]
Nucleoside diphosphate kinase B (NME2) DMEN024 Homo sapiens
NDKB_HUMAN
1.1.1.105
[3]
References
1 Adefovir Dipivoxil was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 Effective metabolism and long intracellular half life of the anti-hepatitis B agent adefovir in hepatic cells Biochem Pharmacol. 2004 Nov 1;68(9):1825-31. doi: 10.1016/j.bcp.2004.07.010.
3 Liquid oral suspension adefovir dipivoxil (GS-02-526): an update on treatments for hepatitis B infection. Expert Rev Anti Infect Ther. 2014 Aug;12(8):919-28. doi: 10.1586/14787210.2014.928588.

If you find any error in data or bug in web service, please kindly report it to Dr. Yin and Dr. Li.