GtoPdb is requesting financial support from commercial users. Please see our sustainability page for more information.

tenofovir alafenamide   Click here for help

GtoPdb Ligand ID: 14054

Synonyms: GS-7340 | GS7340 | Vemlidy®
Approved drug
tenofovir alafenamide is an approved drug
Compound class: Synthetic organic
Comment: Tenofovir alafenamide is a tenofovir prodrug.
2D Structure
Click here for help

2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

✖
Click here for structure editor
Physico-chemical Properties
Click here for help

Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/). All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

✖
Hydrogen bond acceptors 11
Hydrogen bond donors 2
Rotatable bonds 12
Topological polar surface area 150.01
Molecular weight 476.47
XLogP 0.6
No. Lipinski's rules broken 2

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
SMILES / InChI / InChIKey
Click here for help

SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

✖
Canonical SMILES CC(C)OC(=O)[C@H](C)N[P@](=O)(CO[C@H](C)CN1C=NC2=C1N=CN=C2N)OC3=CC=CC=C3
Isomeric SMILES C[C@H](CN1C=NC2=C(N=CN=C21)N)OC[P@@](=O)(N[C@@H](C)C(=O)OC(C)C)OC3=CC=CC=C3
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
InChI Key LDEKQSIMHVQZJK-CAQYMETFSA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes. US FDA (2016)  |  EU EMA (2017)
IUPAC Name Click here for help
propan-2-yl (2S)-2-[[[(2R)-1-(6-aminopurin-9-yl)propan-2-yl]oxymethyl-phenoxyphosphoryl]amino]propanoate
International Nonproprietary Names Click here for help
INN number INN
9980 tenofovir alafenamide
Synonyms Click here for help
GS-7340 | GS7340 | Vemlidy®
Database Links Click here for help
CAS Registry No. 379270-37-8 (source: PubChem)
ChEBI CHEBI:90926
ChEMBL Ligand CHEMBL2107825
DrugBank Ligand DB09299
GtoPdb PubChem SID 518520681
PubChem CID 9574768
Search Google for chemical match using the InChIKey LDEKQSIMHVQZJK-CAQYMETFSA-N
Search Google for chemicals with the same backbone LDEKQSIMHVQZJK
Search PubMed clinical trials tenofovir alafenamide
Search PubMed titles tenofovir alafenamide
Search PubMed titles/abstracts tenofovir alafenamide
UniChem Compound Search for chemical match using the InChIKey LDEKQSIMHVQZJK-CAQYMETFSA-N
UniChem Connectivity Search for chemical match using the InChIKey LDEKQSIMHVQZJK-CAQYMETFSA-N