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

General Information of Drug (ID: DR4678)
Drug Name
Amdoxovir
Synonyms
Amdoxovir; DAPD; 145514-04-1; DAPD cpd; UNII-54I81H0M9C; (-)-DAPD; beta-D-2,6-Diaminopurine-dioxolane; 54I81H0M9C; [(2R,4R)-4-(2,6-diaminopurin-9-yl)-1,3-dioxolan-2-yl]methanol; (2R-cis)-4-(2,6-Diamino-9H-purin-9-yl)-1,3-dioxolane-2-methanol; (2R,4R)-4-(2,6-Diamino-9H-purin-9-yl)-1,3-dioxolane-2-methanol; (-)-(2R,4R)-2-Amino-(2-(hydroxymethyl)-1,3-dioxolan-4-yl)adenine; 1,3-Dioxolane-2-methanol, 4-(2,6-diamino-9H-purin-9-yl)-, (2R,4R)-; 1,3-Dioxolane-2-methanol, 4-(2,6-diamino-9H-purin-9-yl)-, (2R-cis)-; Amdoxovir [USAN]
Indication Hepatitis B virus infection [ICD11: 1E50-1E51] Phase 2 [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 252.23 Topological Polar Surface Area 134
Heavy Atom Count 18 Rotatable Bond Count 2
Hydrogen Bond Donor Count 3 Hydrogen Bond Acceptor Count 8
Cross-matching ID
PubChem CID
124088
CAS Number
145514-04-1
TTD Drug ID
D06ZWL
Formula
C9H12N6O3
Canonical SMILES
C1[C@@H](O[C@@H](O1)CO)N2C=NC3=C(N=C(N=C32)N)N
InChI
InChI=1S/C9H12N6O3/c10-7-6-8(14-9(11)13-7)15(3-12-6)4-2-17-5(1-16)18-4/h3-5,16H,1-2H2,(H4,10,11,13,14)/t4-,5-/m1/s1
InChIKey
RLAHNGKRJJEIJL-RFZPGFLSSA-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
Beta-D-dioxolane guanosine (DXG) DM016611
135402001
Oxidation - Deamination 1 [3]
DXG-MP DM017377 N. A. Unclear - Unclear 2 [2]
DXG-DP DM017378 N. A. Unclear - Unclear 3 [2]
DXG-triphosphate (DXG-TP) DM017379 N. A. Conjugation - Phosphorylation 4 [2]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR008546 Amdoxovir Beta-D-dioxolane guanosine (DXG) Oxidation - Deamination Unclear [3]
MR008547 Beta-D-dioxolane guanosine (DXG) DXG-MP Unclear - Unclear NT5E ... [2]
MR008548 DXG-MP DXG-DP Unclear - Unclear GUK1 [2]
MR008549 DXG-DP DXG-triphosphate (DXG-TP) Conjugation - Phosphorylation CKB ... [2]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
PDME706
[2]
3-phosphoglycerate Kinase (3-PGK) DMEN772 Homo sapiens Not Available Not Available [2]
Adenosine aminohydrolase (ADA) DME0060 Homo sapiens
ADA_HUMAN
3.5.4.4
[2]
Deoxyguanosine kinase (DGUOK) DMEN770 Homo sapiens
DGUOK_HUMAN
2.7.1.113
[2]
Ecto-5'-nucleotidase (NT5E) DME0111 Homo sapiens
5NTD_HUMAN
3.1.3.5
[2]
Guanylate kinase (GUK1) DMEN721 Homo sapiens
KGUA_HUMAN
2.7.4.8
[2]
Nucleoside diphosphate kinase (NME4) DMEN006 Homo sapiens
NDKM_HUMAN
2.7.4.10
[2]
pyruvate kinase M2 (PKM2) DMEN373 Homo sapiens
KPYM_HUMAN
2.7.1.40
[2]
⏷ Show the Full List of 8  DME(s)
References
1 ClinicalTrials.gov (NCT01738555) A Safety and Efficacy Study of Amdoxovir in HIV-1 Treatment-experienced Subjects. U.S. National Institutes of Health.
2 Anabolism of amdoxovir: phosphorylation of dioxolane guanosine and its 5'-phosphates by mammalian phosphotransferases
3 Lack of pharmacokinetic interaction between amdoxovir and reduced- and standard-dose zidovudine in HIV-1-infected individuals

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