Chemical Information
Antiviral agent ID	DrugRepV_6971
Antiviral agent name	(1S,2R,3S)-9-[2,3-Dihydroxy-4-hydroxymethyl-4-cyclopenten-1-yl]guanine
IUPAC Name	2-amino-9-(3,4,5-trihydroxycyclopent-2-en-1-yl)-6,9-dihydro-1H-purin-6-one
SMILES (canonical)	NC1=NC2=C(N=CN2C2C=C(O)C(O)C2O)C(=O)N1
Molecular Formula	C10H11N5O4
Molecular Weight (g/mol)	265.229
InChl	InChI=1/C10H11N5O4/c11-10-13-8-5(9(19)14-10)12-2-15(8)3-1-4(16)7(18)6(3)17/h1-3,6-7,16-18H,(H3,11,13,14,19)
Structural Information
Clinical Information
Biological Information
Secondary Indication	Human immunodeficiency virus (HIV) 1 NA
Secondary Indication (Approaches)	Experimental
Secondary Indication (Methods)	In-vitro
Secondary Indication (Mode of viral infection)	Adsorption
Secondary Indication (Mode of drug delivery)	Culture
Secondary Indication (Drug concentration)	>100 μM
Secondary Indication (Change)	Decrease
Secondary Indication (Type of Inhibition)	EC50 [ 50 % ]
Secondary Indication (Cytotoxicity)	>100 μM
Reference	Song GY, Paul V, Choo H, Morrey J, Sidwell RW, Schinazi RF, Chu CK..Enantiomeric synthesis of D- and L-cyclopentenyl nucleosides and their antiviral activity against HI.J Med Chem. 2001 Nov 8;44(23):3985-93. PMID:11689085
Comment	Among the synthesized D-(-)-nucleosides, adenine (1, neplanocin A), cytosine (55, CPE-C), and 5-fluorocytosine (56) analogues exhibited moderate to potent anti-HIV activity with significant cytotoxicity in PBM, Vero, and CEM cells. Also, cytosine and 5-fluorocytosine analogues exhibited the most potent anti-West Nile virus activity. Among L-(+)-nucleosides, only the cytosine analogue exhibited weak anti- HIV activity.