tenofovir alafenamide

CHEBI:CHEBI_90926

Definition

An L-alanine derivative that is isopropyl L-alaninate in which one of the amino hydrogens is replaced by an (S)-({[(2R)-1-(6-amino-9H-purin-9-yl)propan-2-yl]oxy}methyl)(phenoxy)phosphoryl group. A prodrug for tenofovir, it is used (as the fumarate salt) in combination therapy for the treatment of HIV-1 infection.

Chemical Information

Molecular Formula
C21H29N6O5P
Molecular Mass
476.467
Charge
0
SMILES
N1=CN=C2C(=C1N)N=CN2C[C@H](OC[P@](N[C@H](C(OC(C)C)=O)C)(=O)OC3=CC=CC=C3)C
InChI
InChI=1S/C21H29N6O5P/c1-14(2)31-21(28)16(4)26-33(29,32-17-8-6-5-7-9-17)13-30-15(3)10-27-12-25-18-19(22)23-11-24-20(18)27/h5-9,11-12,14-16H,10,13H2,1-4H3,(H,26,29)(H2,22,23,24)/t15-,16+,33+/m1/s1
InChIKey
LDEKQSIMHVQZJK-CAQYMETFSA-N

Alternative Names

  • GS 7340
  • GS-7340
  • propan-2-yl N-[(S)-({[(2R)-1-(6-amino-9H-purin-9-yl)propan-2-yl]oxy}methyl)(phenoxy)phosphoryl]-L-alaninate
  • TAF
  • tenofovir alafenamide

Drug Classification

Important Medical Information

⚕️ This information is sourced from ChEBI (Chemical Entities of Biological Interest) database and is intended for educational purposes only.

  • Always consult with a healthcare professional before starting, stopping, or modifying any medication.
  • Side effects may vary and this list may not be comprehensive.
  • Drug interactions may occur with other medications.

Additional Identifiers

DRON_00010000
1721603
oboInOwl#hasDbXref
Wikipedia:Tenofovir_alafenamide
core#notation
CHEBI:90926

Additional References

Wikipedia:Tenofovir_alafenamide

🔍 Click on any linked disease name to learn more about the conditions this medication is used to treat, or explore related drug classifications for more information about similar medications.

Additional Attributes

oboInOwl#hasOBONamespace
chebi_ontology
DRON_00010000
1721603
oboInOwl#hasDbXref
Wikipedia:Tenofovir_alafenamide
oboInOwl#id
CHEBI:90926
core#notation
CHEBI:90926
generic_name
tenofovir alafenamide
rxcui
1858267
product_type
HUMAN PRESCRIPTION DRUG
marketing_category
NDA
listing_expiration_date
20251231
route
ORAL
dosage_form
TABLET
active_ingredient_strength
25 mg/1
marketing_start_date
20161110
package_marketing_start_date
20161110
pharm_class
Hepatitis B Virus Nucleoside Analog Reverse Transcriptase Inhibitor [EPC]
active_ingredient_name
TENOFOVIR ALAFENAMIDE FUMARATE
labeler_name
Gilead Sciences, Inc.
manufacturer_name
Gilead Sciences, Inc.
unii
FWF6Q91TZO
brand_name
VEMLIDY
brand_name_base
VEMLIDY
product_ndc
61958-2301
application_number
NDA208464
spl_id
fbf17731-3e68-4c45-8672-619e12c691ac
package_ndc
61958-2301-1
package_description
30 TABLET in 1 BOTTLE, PLASTIC (61958-2301-1)
spl_set_id
72e6b33c-0351-4070-9172-eeaa186c01d2
RO_0000087
http://purl.obolibrary.org/obo/CHEBI_50266
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http://purl.obolibrary.org/obo/CHEBI_90927
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t317693
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t3317680