PE2

9-(4-HYDROXY-3-(HYDROXYMETHYL)BUT-1-YL)GUANINE

Created:	1999-07-08
Last modified:	2011-06-04

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1 entries where PE2 is found as a standalone ligand

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Chemical Details
Formal Charge	0
Atom Count	33
Chiral Atom Count	0
Bond Count	34
Aromatic Bond Count	5

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Chemical Component Summary
Name	9-(4-HYDROXY-3-(HYDROXYMETHYL)BUT-1-YL)GUANINE
Systematic Name (OpenEye OEToolkits)	2-amino-9-[4-hydroxy-3-(hydroxymethyl)butyl]-1H-purin-6-one
Formula	C₁₀ H₁₅ N₅ O₃
Molecular Weight	253.258
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	O=C1c2ncn(c2N=C(N1)N)CCC(CO)CO
SMILES	CACTVS	3.341	NC1=Nc2n(CCC(CO)CO)cnc2C(=O)N1
SMILES	OpenEye OEToolkits	1.5.0	c1nc2c(n1CCC(CO)CO)N=C(NC2=O)N
Canonical SMILES	CACTVS	3.341	NC1=Nc2n(CCC(CO)CO)cnc2C(=O)N1
Canonical SMILES	OpenEye OEToolkits	1.5.0	c1nc2c(n1CCC(CO)CO)N=C(NC2=O)N
InChI	InChI	1.03	InChI=1S/C10H15N5O3/c11-10-13-8-7(9(18)14-10)12-5-15(8)2-1-6(3-16)4-17/h5-6,16-17H,1-4H2,(H3,11,13,14,18)
InChIKey	InChI	1.03	JNTOCHDNEULJHD-UHFFFAOYSA-N

Drug Info: DrugBank

DrugBank ID	DB00299
Name	Penciclovir
Groups	approved
Description	Penciclovir is a synthetic acyclic guanine derivative with antiviral activity used for the treatment of various herpes simplex virus (HSV) infections. Displaying low toxicity and good selectivity, penciclovir is a nucleoside analogue.
Synonyms	PCV 9-(4-hydroxy-3-hydroxymethylbut-1-yl)-guanine Penciclovir sodium 9-[2-hydroxy-1-(hydroxymethyl)-ethoxymethyl]guanine 9-[4-hydroxy-3-(hydroxymethyl)but-1-yl]guanine Penciclovir Penciclovirum PE2 9-(4-hydroxy-3-(hydroxymethyl)butyl)guanine
Brand Names	Penciclovir Denavir
Indication	Used to treat recurrent cold sores on the lips and face from various herpesvirus invections.
Categories	Anti-Infective Agents Antiinfectives for Systemic Use Antiviral Agents Antivirals for Systemic Use Cytochrome P-450 CYP1A2 Substrates Cytochrome P-450 Substrates Dermatologicals Direct Acting Antivirals Herpesvirus Nucleoside Analog DNA Polymerase Inhibitor Heterocyclic Compounds, Fused-Ring Nucleic Acid Synthesis Inhibitors Nucleosides and Nucleotides Excl. Reverse Transcriptase Inhibitors Purines Purinones Reverse Transcriptase Inhibitors
ATC-Code	D06BB06 J05AB13
CAS number	39809-25-1

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
DNA polymerase catalytic subunit	MFSGGGGPLSPGGKSAARAASGFFAPAGPRGASRGPPPCLRQNFYNPYLA...	unknown	inhibitor
Thymidine kinase	MASYPCHQHASAFDQAARSRGHSNRRTALRPRRQQEATEVRLEQKMPTLL...	unknown	inducer

Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682