DrugMapper


Trade Names:	DENAVIR
Synonyms:	BRL-39123 Denavir Fenistil NSC-759624 Penciclovir Vectavir
Status:	Approved (1996)
Entry Type:	Small molecule
Molecule Category:	Parent
ATC:	D06BB06
UNII:	359HUE8FJC


InChI Key	JNTOCHDNEULJHD-UHFFFAOYSA-N
Smile	Nc1nc(O)c2ncn(CCC(CO)CO)c2n1
InChI	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)

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C10H15N5O3
Molecular Weight	253.26
AlogP	-0.9
Hydrogen Bond Acceptor	8.0
Hydrogen Bond Donor	4.0
Number of Rotational Bond	5.0
Polar Surface Area	130.31
Molecular species	NEUTRAL
Aromatic Rings	2.0
Heavy Atoms	18.0

Action	Mechanism of Action	Reference
INHIBITOR	Human herpesvirus 1 DNA polymerase inhibitor	DailyMed

Targets	EC50(nM)	IC50(nM)	Kd(nM)	Ki(nM)	Inhibition(%)
Enzyme Transferase	-	11000	-	-	0

Mesh Heading	Maximum Phase	Mesh ID	Reference
Herpes Labialis	4	D006560	ClinicalTrials

Scaffolds

Target Level :

Level 3

Level 4

Level 5

Level 6

Extend network:

Indication

Mechanism of Action

Primary Target

Target Level

Side Effects from Label

Side Effects (PT)

Side effects	Relative Frequency (%)	Labels
Nervous system disorders Headache
Nervous system disorders Headache	39.3
Nervous system disorders Headache	22.7
Nervous system disorders Headache
Nervous system disorders Headache	13.5
Gastrointestinal disorders Nausea	12.5
Gastrointestinal disorders Nausea
Gastrointestinal disorders Diarrhoea
Gastrointestinal disorders Nausea
Gastrointestinal disorders Diarrhoea	9.0
Nervous system disorders Headache	8.5
Gastrointestinal disorders Abdominal pain
Gastrointestinal disorders Abdominal pain	7.9
Gastrointestinal disorders Gastrointestinal pain
Gastrointestinal disorders Gastrointestinal pain	7.9
Gastrointestinal disorders Diarrhoea	7.7
Reproductive system and breast disorders Dysmenorrhoea	7.6
Gastrointestinal disorders Nausea	7.2
Nervous system disorders Headache
Reproductive system and breast disorders Dysmenorrhoea
Nervous system disorders Headache
Gastrointestinal disorders Diarrhoea	4.9
General disorders and administration site conditions Asthenia	4.8
Gastrointestinal disorders Diarrhoea
General disorders and administration site conditions Fatigue	4.8
Gastrointestinal disorders Flatulence	4.8
Gastrointestinal disorders Vomiting	4.8
General disorders and administration site conditions Asthenia	4.4
General disorders and administration site conditions Fatigue	4.4
Gastrointestinal disorders Nausea
Skin and subcutaneous tissue disorders Pruritus	3.7
Gastrointestinal disorders Nausea
Gastrointestinal disorders Abdominal pain
General disorders and administration site conditions Asthenia
General disorders and administration site conditions Fatigue
Gastrointestinal disorders Gastrointestinal pain
Gastrointestinal disorders Vomiting
Skin and subcutaneous tissue disorders Dermatitis	3.3
Skin and subcutaneous tissue disorders Rash	3.3
General disorders and administration site conditions Asthenia
General disorders and administration site conditions Fatigue
Blood and lymphatic system disorders Neutropenia	3.2
Nervous system disorders Migraine	3.1
Gastrointestinal disorders Vomiting	3.1
Skin and subcutaneous tissue disorders Pruritus
Nervous system disorders Paraesthesia	2.6
Gastrointestinal disorders Nausea	2.5
Gastrointestinal disorders Nausea	2.2
Skin and subcutaneous tissue disorders Pruritus	2.2
General disorders and administration site conditions Application site reaction
Reproductive system and breast disorders Dysmenorrhoea	1.8
General disorders and administration site conditions Asthenia	1.6
Skin and subcutaneous tissue disorders Dermatitis
Gastrointestinal disorders Diarrhoea	1.6
General disorders and administration site conditions Fatigue	1.6
Gastrointestinal disorders Flatulence
Skin and subcutaneous tissue disorders Rash
Gastrointestinal disorders Vomiting
Gastrointestinal disorders Flatulence	1.5
Blood and lymphatic system disorders Neutropenia
Nervous system disorders Hypoaesthesia
General disorders and administration site conditions Application site reaction	1.3
Blood and lymphatic system disorders Leukopenia	1.3
Gastrointestinal disorders Abdominal pain
Gastrointestinal disorders Diarrhoea
Gastrointestinal disorders Gastrointestinal pain
Gastrointestinal disorders Vomiting	1.2
Gastrointestinal disorders Abdominal pain	1.1
Gastrointestinal disorders Gastrointestinal pain	1.1
Nervous system disorders Hypoaesthesia	0.9
Blood and lymphatic system disorders Leukopenia
Nervous system disorders Paraesthesia	0.9
Gastrointestinal disorders Diarrhoea
Skin and subcutaneous tissue disorders Dermatitis
Reproductive system and breast disorders Dysmenorrhoea
Gastrointestinal disorders Flatulence
Nervous system disorders Migraine
Nervous system disorders Migraine	0.7
Skin and subcutaneous tissue disorders Rash
Gastrointestinal disorders Vomiting	0.7
General disorders and administration site conditions Asthenia	0.6
Reproductive system and breast disorders Dysmenorrhoea
General disorders and administration site conditions Fatigue	0.6
Gastrointestinal disorders Flatulence	0.6
Nervous system disorders Migraine
Nervous system disorders Migraine	0.6
Skin and subcutaneous tissue disorders Pruritus
Gastrointestinal disorders Vomiting
Gastrointestinal disorders Abdominal pain
General disorders and administration site conditions Asthenia
Skin and subcutaneous tissue disorders Dermatitis	0.4
Reproductive system and breast disorders Dysmenorrhoea
Reproductive system and breast disorders Dysmenorrhoea	0.4
General disorders and administration site conditions Fatigue
Gastrointestinal disorders Gastrointestinal pain
Skin and subcutaneous tissue disorders Rash	0.4
Gastrointestinal disorders Dysgeusia
Skin and subcutaneous tissue disorders Pruritus
Gastrointestinal disorders Abdominal pain	0.2
Gastrointestinal disorders Dysgeusia	0.2
Gastrointestinal disorders Flatulence	0.2
Gastrointestinal disorders Gastrointestinal pain	0.2
Nervous system disorders Migraine	0.2
Blood and lymphatic system disorders Anaemia	0.1
Skin and subcutaneous tissue disorders Dermatitis
Skin and subcutaneous tissue disorders Dermatitis	0.1
Immune system disorders Hypersensitivity
General disorders and administration site conditions Pain
Skin and subcutaneous tissue disorders Rash
Skin and subcutaneous tissue disorders Rash	0.1

Adverse Reactions

SOC By Demographic Distribution

System Organ Classification (SOC)

	Relative Frequency (%)
General disorders and administration site conditions	33.88
Injury, poisoning and procedural complications	18.18
Skin and subcutaneous tissue disorders	14.88
Product issues	6.61
Nervous system disorders	5.79
Musculoskeletal and connective tissue disorders	4.96
Gastrointestinal disorders	4.13
Immune system disorders	3.31
Infections and infestations	3.31
Vascular disorders	2.48

Cross References

Resources	Reference
CAS NUMBER	39809-25-1
ChEBI	7956
ChEMBL	CHEMBL1540
DrugBank	DB00299
DrugCentral	2079
EPA CompTox	DTXSID9046491
FDA SRS	359HUE8FJC
Human Metabolome Database	HMDB0014444
KEGG	C07417
PDB	PE2
PharmGKB	PA450839
PubChem	135398748
SureChEMBL	SCHEMBL3494
ZINC	ZINC000000001899

PENCICLOVIR

Structure

Physicochemical Descriptors

Pharmacology

Indications

Related Entries

Scaffolds

Side Effects from Label

Adverse Reactions

Cross References


Active Pharmaceutical Ingredients (APIs) Scaffolds	Exact Similarity SubStructure	Threshold (%) >= 70