Chemical Information
Antiviral agent ID	DrugRepV_5254
Antiviral agent name	beta-D-cyclopentenyl cytosine
IUPAC Name	4-amino-1-[(1R,4R,5S)-4,5-dihydroxy-3-(hydroxymethyl)cyclopent-2-en-1-yl]pyrimidin-2-one
SMILES (canonical)	C1=CN(C(=O)N=C1N)C2C=C(C(C2O)O)CO
SMILES (isomeric)	C1=CN(C(=O)N=C1N)[C@@H]2C=C([C@H]([C@H]2O)O)CO
Molecular Formula	C10H13N3O4
Molecular Weight (g/mol)	239.231
InChl	InChI=1S/C10H13N3O4/c11-7-1-2-13(10(17)12-7)6-3-5(4-14)8(15)9(6)16/h1-3,6,8-9,14-16H,4H2,(H2,11,12,17)/t6-,8-,9+/m1/s1
Structural Information
Clinical Information
Biological Information
Primary Indication (Drug target/Mode of Action)	Ubiquitin-associated and SH3 domain-containing protein B
Secondary Indication	Variola virus (VARV) Major 7124
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)	0.08 μg/mL
Secondary Indication (Change)	Decrease
Secondary Indication (Type of Inhibition)	EC50 [ 50 % ]
Reference	Jin YH, Liu P, Wang J, Das U, Baker R, Huggins J, Chu CK..Practical synthesis of D- and l-2-cyclopentenone and their utility for the synthesis of carbocyclic.J Org Chem. 2003 Nov 14;68(23):9012-8. Erratum in: J Org Chem. 2005 Jan 7;70(1):394. PMID:14604375
Comment	Preliminary antiviral activity against orthopox viruses (smallpox, monkeypox, and cowpox virus) of the synthesized nucleosides are described.