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

General Information of Drug (ID: DR1554)
Drug Name
Tenofovir disoproxil fumarate
Prodrug Info Tenofovir disoproxil fumarate is the prodrug of Tenofovir(TFV)
Synonyms
Tenofovir DF; Tenofovir Disoproxil Fumarate [USAN]; Tenofovir disoproxil fumarate, 98%; Tenofovir (Disoproxil Fumarate); UNII-OTT9J7900I; Viread; tenofovir-disoproxil-fumarate; 202138-50-9; 9-((R)-2-((Bis(((isopropoxycarbonyl)oxy)methoxy)phosphinyl)methoxy)propyl)adenine, fumarate; 9-((R)-2-((bis(((isopropoxycarbonyl)oxy)methoxy)phosphinyl)methoxy)propyl)adenine fumarate; C19H30N5O10P.C4H4O4; CHEBI:63718; GS 4331-05; GS-4331-05; HSDB 7165; OTT9J7900I
Indication Viral hepatitis [ICD11: 1E51] Approved [1]
Structure
3D MOL is unavailable 2D MOL
Pharmaceutical Properties Molecular Weight 635.5 Topological Polar Surface Area 260
Heavy Atom Count 43 Rotatable Bond Count 19
Hydrogen Bond Donor Count 3 Hydrogen Bond Acceptor Count 18
Cross-matching ID
PubChem CID
6398764
ChEBI ID
CHEBI:63718
CAS Number
202138-50-9
TTD Drug ID
D0R3FP
Formula
C23H34N5O14P
Canonical SMILES
CC(C)OC(=O)OCOP(=O)(COC(C)CN1C=NC2=C(N=CN=C21)N)OCOC(=O)OC(C)C.C(=CC(=O)O)C(=O)O
InChI
1S/C19H30N5O10P.C4H4O4/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;5-3(6)1-2-4(7)8/h7-8,12-14H,6,9-11H2,1-5H3,(H2,20,21,22);1-2H,(H,5,6)(H,7,8)/b;2-1+/t14-;/m1./s1
InChIKey
VCMJCVGFSROFHV-WZGZYPNHSA-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(TFV) DM000500
464205
Hydrolysis - Hydrolyzation 1 [2]
Tenofovir-DP DM000501
5481180
Other reaction - Phosphorylation 2 [2]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR003118 Tenofovir disoproxil fumarate Tenofovir Hydrolysis - Hydrolyzation CTSA ... [2]
MR003117 Tenofovir Tenofovir diphosphate Other reaction - Phosphorylation Unclear [2]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Carboxylesterase 1 (CES1) DME0054 Homo sapiens
EST1_HUMAN
3.1.1.1
[2]
Cytochrome P450 3A4 (CYP3A4) DME0001 Homo sapiens
CP3A4_HUMAN
1.14.14.55
[3]
References
1 Tenofovir Disoproxil Fumarate was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 Bictegravir/Emtricitabine/Tenofovir Alafenamide: a review in HIV-1 infection. Drugs. 2018 Nov;78(17):1817-1828.
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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