Fostemsavir tromethamineProduct ingredient for Fostemsavir
- Name
- Fostemsavir tromethamine
- Drug Entry
- Fostemsavir
Fostemsavir is the phosphonooxymethyl prodrug of temsavir, a novel HIV-1 attachment inhibitor.5 It binds to and inhibits the activity of gp120, a subunit within the HIV-1 gp160 envelope glycoprotein that facilitates the attachment of HIV-1 to host cell CD4 receptors - in doing so, temsavir prevents the first step in the HIV-1 viral lifecycle.5 The discovery of gp120 as a potential target of interest in the treatment of HIV-1 infection is relatively recent, and was born out of a desire to find alternative target proteins (i.e. mechanistically orthogonal therapies) for the treatment of HIV-1 patients with resistant infections.3 Fostemavir is the first attachment inhibitor to receive FDA approval, granted in July 2020 for use in combination with other antiretrovirals in highly treatment-experienced patients with multidrug-resistant HIV-1 infection whom are failing their current therapy.5,7 Targeting gp120 subunits is a new and novel therapeutic approach to HIV-1 infection, and the addition of attachment inhibitors, like temsavir, to the armament of therapies targeted against HIV-1 fills a necessary niche for therapeutic options in patients left with few, if any, viable treatments.
- Accession Number
- DBSALT002794
- Structure
- Synonyms
- Fostemsavir trometamol / Fostemsavir tromethamine
- External IDs
- BMS-663068-03 / GSK-3684934A / GSK3684934A
- UNII
- 2X513P36U0
- CAS Number
- 864953-39-9
- Weight
- Average: 704.634
Monoisotopic: 704.231941041 - Chemical Formula
- C29H37N8O11P
- InChI Key
- RRGJSMBMTOKHTE-UHFFFAOYSA-N
- InChI
- InChI=1S/C25H26N7O8P.C4H11NO3/c1-16-27-14-32(28-16)23-21-20(19(39-2)12-26-23)18(13-31(21)15-40-41(36,37)38)22(33)25(35)30-10-8-29(9-11-30)24(34)17-6-4-3-5-7-17;5-4(1-6,2-7)3-8/h3-7,12-14H,8-11,15H2,1-2H3,(H2,36,37,38);6-8H,1-3,5H2
- IUPAC Name
- ({3-[2-(4-benzoylpiperazin-1-yl)-2-oxoacetyl]-4-methoxy-7-(3-methyl-1H-1,2,4-triazol-1-yl)-1H-pyrrolo[2,3-c]pyridin-1-yl}methoxy)phosphonic acid; 2-amino-2-(hydroxymethyl)propane-1,3-diol
- SMILES
- NC(CO)(CO)CO.COC1=CN=C(N2C=NC(C)=N2)C2=C1C(=CN2COP(O)(O)=O)C(=O)C(=O)N1CCN(CC1)C(=O)C1=CC=CC=C1
- External Links
- ChemSpider
- 28637754
- ChEMBL
- CHEMBL3301598
- Wikipedia
- Fostemsavir
- Predicted Properties
Property Value Source Water Solubility 0.431 mg/mL ALOGPS logP 0.64 ALOGPS logP -0.13 Chemaxon logS -3.1 ALOGPS pKa (Strongest Acidic) 1.75 Chemaxon pKa (Strongest Basic) 0.97 Chemaxon Physiological Charge -2 Chemaxon Hydrogen Acceptor Count 10 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 182.21 Å2 Chemaxon Rotatable Bond Count 11 Chemaxon Refractivity 145.6 m3·mol-1 Chemaxon Polarizability 55.12 Å3 Chemaxon Number of Rings 5 Chemaxon Bioavailability 0 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon