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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1540
CHEMBL1540
Compound Name PENCICLOVIR
ChEMBL Synonyms BRL-39123-D | BRL-39123 | PENCICLOVIR SODIUM | FENISTIL | PENCICLOVIR | VECTAVIR | DENAVIR
Max Phase 4 (Approved)
Trade Names FENISTIL | VECTAVIR | DENAVIR
Molecular Formula C10H15N5O3

Additional synonyms for CHEMBL1540 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES Nc1nc(O)c2ncn(CCC(CO)CO)c2n1
Standard InChI InChI=1S/C10H15N5O3/c11-10-13-8-7(9(18)14-10)12-5-15(8)2-1-6 ...
Download InChI
Standard InChI Key JNTOCHDNEULJHD-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • Clinical Candidates
  • Curated Drug Pharmacokinetic Data
  • DrugMatrix
  • Drugs for Neglected Diseases Initiative (DNDi)
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL1540

Molecule Features

CHEMBL1540 compound icon
Drug Type:Natural Product-derived Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:N Parenteral:N Topical:Y Black Box:N Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Human herpesvirus 1 DNA polymerase inhibitor Human herpesvirus 1 DNA polymerase DailyMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Virus DiseasesD014777EFO:0000763viral disease4ATC
ATC
Herpes LabialisD006560EFO:1001347Herpes Labialis4ClinicalTrials
DailyMed

Clinical Data

ClinicalTrials.gov PENCICLOVIR
The Cochrane Collaboration PENCICLOVIR

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL1540. A 1uM and 10 uM cut-off have been applied to ChEMBL bioactivity data used to generate the respective models and the yellow coloured rows correspond to genuine predictions, i.e. targets not included in the original training set for this compound.


1uM


ChEMBL_ID Target Name Organism Score
CHEMBL4338 Purine nucleoside phosphorylase Homo sapiens 1.000
CHEMBL2360 Hypoxanthine-guanine phosphoribosyltransferase Homo sapiens 1.000
CHEMBL2935 Purine nucleoside phosphorylase Bos taurus 1.000
CHEMBL2864 6-O-methylguanine-DNA methyltransferase Homo sapiens 1.000
CHEMBL3415 Thymidine kinase Human herpesvirus 2 0.997
CHEMBL2966 Adenosine deaminase Bos taurus 0.996
CHEMBL2664 Adenosylhomocysteinase Homo sapiens 0.995
CHEMBL1910 Adenosine deaminase Homo sapiens 0.994
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.992
CHEMBL251 Adenosine A2a receptor Homo sapiens 0.959
CHEMBL308 Cyclin-dependent kinase 1 Homo sapiens 0.872
CHEMBL226 Adenosine A1 receptor Homo sapiens 0.870
CHEMBL302 Adenosine A2a receptor Rattus norvegicus 0.870
CHEMBL256 Adenosine A3 receptor Homo sapiens 0.461
CHEMBL318 Adenosine A1 receptor Rattus norvegicus 0.410
CHEMBL4188 Rhodesain Trypanosoma brucei rhodesiense 0.300



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL4338 Purine nucleoside phosphorylase Homo sapiens 1.000
CHEMBL2360 Hypoxanthine-guanine phosphoribosyltransferase Homo sapiens 1.000
CHEMBL2935 Purine nucleoside phosphorylase Bos taurus 1.000
CHEMBL3415 Thymidine kinase Human herpesvirus 2 1.000
CHEMBL1795127 Thymidine kinase Human herpesvirus 1 1.000
CHEMBL2864 6-O-methylguanine-DNA methyltransferase Homo sapiens 1.000
CHEMBL2966 Adenosine deaminase Bos taurus 1.000
CHEMBL1910 Adenosine deaminase Homo sapiens 0.999
CHEMBL1820 Thymidine kinase Human herpesvirus 1 (strain SC16) (HHV-1) (Human herpes simplex virus1) 0.999
CHEMBL2664 Adenosylhomocysteinase Homo sapiens 0.991
CHEMBL251 Adenosine A2a receptor Homo sapiens 0.989
CHEMBL5720 P2Y purinoceptor 1 Meleagris gallopavo 0.983
CHEMBL226 Adenosine A1 receptor Homo sapiens 0.981
CHEMBL308 Cyclin-dependent kinase 1 Homo sapiens 0.958
CHEMBL2605 Adenosine A2a receptor Cavia porcellus 0.902
CHEMBL302 Adenosine A2a receptor Rattus norvegicus 0.878
CHEMBL318 Adenosine A1 receptor Rattus norvegicus 0.739
CHEMBL256 Adenosine A3 receptor Homo sapiens 0.690
CHEMBL4188 Rhodesain Trypanosoma brucei rhodesiense 0.471
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.367

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
253.3 253.1175 -0.9 5 130.31 ZWITTERION


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
8 4 0 8 5 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
.54 10.27 -2.48 -4.98 2 18 0.54

Structural Alerts

There are 1 structural alerts for CHEMBL1540. To view alerts please click here.

Compound Cross References

ATC D - DERMATOLOGICALS
D06 - ANTIBIOTICS AND CHEMOTHERAPEUTICS FOR DERMATOLOGICAL USE
D06B - CHEMOTHERAPEUTICS FOR TOPICAL USE
D06BB - Antivirals
D06BB06 - penciclovir

J - ANTIINFECTIVES FOR SYSTEMIC USE
J05 - ANTIVIRALS FOR SYSTEMIC USE
J05A - DIRECT ACTING ANTIVIRALS
J05AB - Nucleosides and nucleotides excl. reverse transcriptase inhibitors
J05AB13 - penciclovir

ChemSpider ChemSpider:JNTOCHDNEULJHD-UHFFFAOYSA-N
DailyMed penciclovir
PubChem SID: 144205801 SID: 170464955
Wikipedia Penciclovir

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1540



ACToR 39809-25-1
BindingDB 50210804
ChEBI 7956
ChemicalBook CB7731886
DrugBank DB00299
DrugCentral 2079
eMolecules 32456333 902282
EPA CompTox Dashboard DTXSID9046491
FDA SRS 359HUE8FJC
Human Metabolome Database HMDB0014444
IBM Patent System 21E96032946DA2444EDCBBEC69B25E89
KEGG Ligand C07417
LINCS LSM-5587
MolPort MolPort-006-167-513 MolPort-003-849-798
NIH Clinical Collection SAM001246580
Nikkaji J228.035C
PDBe PE2
PharmGKB PA450839
PubChem 4725
PubChem: Drugs of the Future 12013576
PubChem: Thomson Pharma 14774399 15122289
Selleck penciclovir
SureChEMBL SCHEMBL19236307 SCHEMBL3494
ZINC ZINC000000001899

UniChem REST Service Call:
https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/JNTOCHDNEULJHD-UHFFFAOYSA-N spacer
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