Penciclovir (CED0006789)

Record Information

Version

1.0

Creation Date

2016-05-22 05:46:09 UTC

Update Date

2026-05-14 16:25:16 UTC

Accession Number

CHEM019035

Identification

Common Name

Penciclovir

Class

Small Molecule

Description

Penciclovir is an organic compound with the formula C10H15N5O3 and an average molecular weight of 253.26 g/mol. Penciclovir belongs to the purines and purine derivatives, a subclass of imidazopyrimidines within the organic compounds. This compound is recorded as being found in or released from healthcare, pharmaceuticals, and veterinary products, specifically within the categories of antivirals and chemotherapeutics. The recorded route of exposure is topical. Penciclovir interacts with three protein targets: Thymidine kinase (TK), Thymidine kinase, cytosolic (TK1), and the DNA polymerase catalytic subunit, for which it acts as an inducer or inhibitor.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
9-(4-Hydroxy-3-(hydroxymethyl)butyl)guanine	ChEBI
9-(4-Hydroxy-3-hydroxymethylbut-1-yl)-guanine	ChEBI
9-[2-Hydroxy-1-(hydroxymethyl)-ethoxymethyl]guanine	ChEBI
9-[4-Hydroxy-3-(hydroxymethyl)but-1-yl]guanine	ChEBI
PCV	ChEBI
PE2	ChEBI
Penciclovirum	ChEBI
Denavir	Kegg
Novartis brand OF penciclovir	HMDB
Penciclovir visfarm	HMDB
SB-CH Brand OF penciclovir	HMDB
9-(4-Hydroxy-3-hydroxymethylbut-1-yl)guanine	HMDB
Vectavir	HMDB
Visfarm brand OF penciclovir	HMDB
Penciclovir, monosodium salt	HMDB
Penciclovir, monosodium salt, monohydrate	HMDB

Chemical Formula

C₁₀H₁₅N₅O₃

Average Molecular Mass

253.258 g/mol

Monoisotopic Mass

253.117 g/mol

CAS Registry Number

39809-25-1

IUPAC Name

Not Available

Traditional Name

Not Available

SMILES

NC1=NC(=O)C2=C(N1)N(CCC(CO)CO)C=N2

InChI Identifier

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)

InChI Key

JNTOCHDNEULJHD-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hypoxanthines. Hypoxanthines are compounds containing the purine derivative 1H-purin-6(9H)-one. Purine is a bicyclic aromatic compound made up of a pyrimidine ring fused to an imidazole ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Imidazopyrimidines

Sub Class

Purines and purine derivatives

Direct Parent

Hypoxanthines

Alternative Parents

Substituents

6-oxopurine
Hypoxanthine
Aminopyrimidine
Pyrimidone
N-substituted imidazole
Pyrimidine
Azole
Imidazole
Heteroaromatic compound
Vinylogous amide
Azacycle
Primary alcohol
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Amine
Alcohol
Primary amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

2-aminopurines (CHEBI:7956 )
propane-1,3-diols (CHEBI:7956 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Not Available

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-024r-4890000000-ed3881f9b07a40fef086	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-0089-4039000000-39d85efcb22394abeb78	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0udi-0190000000-ed1701b795cb216e6d66	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0udi-0790000000-212e25de28163f343cac	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0udi-0910000000-3a8ca3a0b3701c27b51d	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0kai-0900000000-36122e670b73f1113fff	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-053r-1900000000-bceccffce9861527c0c8	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0api-3900000000-2322dab886ffdf508841	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0udi-0490000000-0e41d127a3f6d343b9d6	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0udi-0920000000-8e58b381a6b3d470746b	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0udi-0900000000-d498bce256e98e4cf88c	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0udi-0900000000-ae0beed2651e1125764f	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0udi-0900000000-19ad8b8788d0275996b5	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0udr-1900000000-5c4ec47a69c82954d428	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0f79-0390000000-2bec5fbdf1e72aa84bde	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0uei-1940000000-6e49677068b47b74940f	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0udi-3900000000-cc1f9ce4e3ed563ded5c	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0zfr-8900000000-326741cdbb592bb9d271	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0f8c-7900000000-295551b253f3f85729c3	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0udi-0900000000-44a1abcea55a53906b2a	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0udi-0980000000-aaaff73f565024ce9cff	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-053r-1900000000-f102e06079e7232ae5be	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0kai-0900000000-6c39e448cb0c15f8191d	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0udi-1900000000-7d0e86398e321ca16e33	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0udi-0940000000-852802620083bb96a96e	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0api-3900000000-c5f48955ed9555f48cd8	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-000i-2900000000-3326e1a1be0b118c585f	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0udi-0890000000-81e305b9e99c4a617242	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0udi-0910000000-e45a42e3a16ed6daa865	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0udi-0790000000-bbf9963f9a1550d57923	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-000i-1900000000-a7b594f7aec401e3231b	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0udi-1900000000-3eee36bb183260c829e6	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0udr-1900000000-78237865da6ca6133a20	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0udi-0190000000-c15f4438c5d6bd156161	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0udi-0900000000-b018fd1a68ed6139da07	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0udi-0490000000-0f7a46da46f05b06f1bb	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0udi-0900000000-cd6e89fff2b0e8cb8b68	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0udi-0920000000-5431c414508ecb30d60f	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-053r-2900000000-e665369e2ca7ca62c07c	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0udi-0900000000-c78056764116ed74d5aa	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0udi-0900000000-25ab06bd542cb766f5df	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0udi-0190000000-ad2e0d30f6908e11bb3f	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0udi-0930000000-f2704719a0d74bcb42fd	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udr-0090000000-b771df12ed0fcbbee1ca	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udr-1980000000-be68269fbcfeb1eda4f2	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udr-4900000000-54f7176cadc1b67a66dc	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udi-0090000000-b42cd4e9561cb4baa03a	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udi-0960000000-012e01c533768b510f86	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4l-4900000000-8dda187de53e2d7eb1fb	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udi-0290000000-8fce856be28c14bbfb9c	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udi-0940000000-d2ecec38b34d83660e5c	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0006-4900000000-d5392b2fadbef08bdc96	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udi-0290000000-f8696c220253f2f04548	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0uki-4290000000-6d4ba6d535ee7c6ba73a	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-11c0-3910000000-1b996fc65a4fc12c8fa9	Not Available	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, D₂O, predicted)	Not Available	Not Available	View Spectrum
1D NMR	¹H NMR Spectrum (1D, D₂O, predicted)	Not Available	Not Available	View Spectrum

Toxicity Profile

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Toxicity Values

Toxicity Value	Unit	Value Range	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Reference
2562.0	Log mg/kg	[1400:4600]	Rat	LD50	oral	predicted	Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
307	Chemotherapeutics	Healthcare, pharmaceuticals & veterinary products	Not Available
351	Antivirals	Healthcare, pharmaceuticals & veterinary products	Not Available

Pathways

3 pathways

Penciclovir Action Pathway

Famciclovir Action Pathway

Penciclovir Drug Metabolism Action Pathway

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Inosine-adenosine-guanosine-nucleoside hydrolase	O15727	Trypanosoma brucei brucei	Predicted (SEA)	17.5161
Click to view 3D structure	Adenosine receptor A2a	P29274	Humans	Predicted (SEA)	1043.65
Click to view 3D structure	Trifunctional purine biosynthetic protein adenosine-3	P22102	Humans	Predicted (SEA)	36.8227
Click to view 3D structure	Bifunctional purine biosynthesis protein ATIC	P31939	Humans	Predicted (SEA)	32.3853
Click to view 3D structure	Adenosine receptor A1	P25099	Rattus norvegicus	Predicted (SEA)	956.923
Click to view 3D structure	Dihydrofolate synthase/folylpolyglutamate synthase	P08192	Escherichia coli (strain K12)	Predicted (SEA)	24.2111
Click to view 3D structure	Adenosine receptor A2a	P46616	Cavia porcellus	Predicted (SEA)	106.809
Click to view 3D structure	Queuine tRNA-ribosyltransferase catalytic subunit 1	Q9BXR0	Humans	Predicted (SEA)	44.6855
Click to view 3D structure	Adenosylhomocysteinase	P23526	Humans	Predicted (SEA)	64.6149
Click to view 3D structure	Adenosine receptor A2a	P30543	Rattus norvegicus	Predicted (SEA)	1176.07
Click to view 3D structure	2-amino-4-hydroxy-6-hydroxymethyldihydropteridin e pyrophosphokinase	X5EH84	Staphylococcus aureus	Predicted (SEA)	9.6533
Click to view 3D structure	Proton-coupled folate transporter	Q96NT5	Humans	Predicted (SEA)	50.4463
Click to view 3D structure	Dihydrofolate reductase	P00374	Humans	Predicted (SEA)	723.609
Click to view 3D structure	Folate receptor alpha	P15328	Humans	Predicted (SEA)	56.1293
Click to view 3D structure	Reduced folate transporter	P41440	Humans	Predicted (SEA)	53.0932
Click to view 3D structure	Adenosine receptor A1	P28190	Bos taurus	Predicted (SEA)	531.243
Click to view 3D structure	Serine/threonine protein kinase UL97	P16788	HHV-5	Predicted (SEA)	0.544945
Click to view 3D structure	Hypoxanthine-guanine phosphoribosyltransferase	P00492	Humans	Predicted (SEA)	1.32344
Click to view 3D structure	Xanthine-guanine phosphoribosyltransferase	P0A9M5	Escherichia coli (strain K12)	Predicted (SEA)	1.40129
Click to view 3D structure	Cyclic di-GMP phosphodiesterase RocR	Q9HX69	Pseudomonas aeruginosa (strain ATCC 15692 / PAO1 / 1C / PRS 101 / LMG12228)	Predicted (SEA)	6.07224
Click to view 3D structure	Purine nucleoside phosphorylase	P00491	Humans	Predicted (SEA)	4.67095
Click to view 3D structure	Hypoxanthine-guanine phosphoribosyltransferase	P9WHQ9	Mycobacterium tuberculosis (strain ATCC 25618 / H37Rv)	Predicted (SEA)	3.97031
Click to view 3D structure	Xanthine dehydrogenase	O54050	Rhodobacter capsulatus	Predicted (SEA)	0.778492
Click to view 3D structure	Hypoxanthine-guanine-xanthine phosphoribosyltransferase	P20035	Plasmodium falciparum (isolate FCR-3 / Gambia)	Predicted (SEA)	4.98235
Click to view 3D structure	Inosine-uridine preferring nucleoside hydrolase	Q27546	Crithidia fasciculata	Predicted (SEA)	17.5161