Lodenosine

Lodenosine

IUPAC name [(2S,4S,5R)-5-(6-Aminopurin-9-yl)-4-fluorooxolan-2-yl]methanol
Identifiers
CAS number	110143-10-7^N
PubChem	72180
ChemSpider	65151^Y
KEGG	D04759^Y
ChEMBL	CHEMBL501916^Y
Jmol-3D images	Image 1
SMILES F[C@H]3C[C@H](O[C@H]3n2cnc1c(ncnc12)N)CO
InChI InChI=1S/C10H12FN5O2/c11-6-1-5(2-17)18-10(6)16-4-15-7-8(12)13-3-14-9(7)16/h3-6,10,17H,1-2H2,(H2,12,13,14)/t5-,6-,10+/m0/s1^Y Key: KBEMFSMODRNJHE-JFWOZONXSA-N^Y InChI=1/C10H12FN5O2/c11-6-1-5(2-17)18-10(6)16-4-15-7-8(12)13-3-14-9(7)16/h3-6,10,17H,1-2H2,(H2,12,13,14)/t5-,6-,10+/m0/s1 Key: KBEMFSMODRNJHE-JFWOZONXBK
Properties
Molecular formula	C₁₀H₁₂FN₅O₂
Molar mass	253.23 g/mol
N (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Lodenosine is a failed experimental agent for the treatment of HIV.

Entry/fusion inhibitors
(Discovery & development)

gp41 (Enfuvirtide) • CCR5 (Maraviroc, Vicriviroc^†, Cenicriviroc^†, PRO 140^†) • CD4 (Ibalizumab^†)

Nucleoside & Nucleotide (NRTI)	Nucleoside analogues/NARTIs: Abacavir (ABC)°^# • Emtricitabine (FTC)°^# • Lamivudine (3TC)°^# • Didanosine (ddI)^# • Zidovudine (AZT)^# • Apricitabine^† • Stampidine^† • Elvucitabine^† • Racivir^† • Amdoxovir^†• Stavudine (d4T)^# • Zalcitabine (ddC)^◊ • Festinavir^† Nucleotide analogues/NtRTIs: Tenofovir°^# • GS 7340

Non-Nucleoside (NNRTI) (Discovery & development)	(1^st generation) Efavirenz°^# • Nevirapine^# • Loviride^◊ • Delavirdine^◊ • (2^nd generation) diarylpyrimidines (Etravirine, Rilpivirine) • Lersivirine^†

Raltegravir • Elvitegravir^† • Dolutegravir^† • Globoidnan A (experimental) • MK-2048^† • BI 224436^†

Protease Inhibitors (PI)
(Discovery and development)

1^st generation	Fosamprenavir° • Lopinavir°^# • Nelfinavir^# • Ritonavir^# • Saquinavir^# • Amprenavir^◊ • Indinavir^◊^#

2^nd generation	Atazanavir° • Darunavir • Tipranavir

Experimental agents

Uncoating inhibitors	TRIM5alpha (gene)

Transcription inhibitors	Tat antagonists

Translation inhibitors	Trichosanthin

Other	Abzyme • Calanolide A • Ceragenin • Cyanovirin-N • Diarylpyrimidines • Epigallocatechin gallate (EGCG) • Foscarnet • Griffithsin • Hydroxycarbamide • Miltefosine • Portmanteau inhibitors • Seliciclib^† • Synergistic enhancers • Tre recombinase • Zinc finger protein transcription factor • KP-1461^† • Cobicistat^†

Failed agents	Dexelvucitabine • Capravirine • Emivirine • Lodenosine • Atevirdine • Brecanavir • Aplaviroc

^#WHO-EM. ^‡Withdrawn from market. Clinical trials: ^†Phase III. ^§Never to phase III °DHHS preferred first-line agent. ^◊Formerly or rarely used agent.

virs(prot)/clss

cutn/syst (hppv/hiva, infl/zost/zoon)/epon

drugJ(dnaa, rnaa, rtva, vacc)