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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL184
CHEMBL184
Compound Name ACYCLOVIR
ChEMBL Synonyms Acycloguanosine | ACYCLOVIR | VIRASORB | DUVIMEX | Cyclovir | VIROVIR 400 | HERPETAD | Zovirax | VIROVIR 800 | SOOTHELIP | CYMEX ULTRA | ZOVIRAX | VIRALIEF | SORAWAY | LIPSORE | CLEARSORE | SITAVIG | AVIRAL | ACICLOVIR | ACICLOVIR SODIUM | ACYCLOVIR SODIUM | RANOVIR | LYPSYL | AVERT | BW 248U SODIUM | VIROVIR 200
Max Phase 4 (Approved)
Trade Names ACYCLOVIR | Acycloguanosine | Cyclovir | DUVIMEX | VIRASORB | HERPETAD | VIROVIR 400 | CYMEX ULTRA | SOOTHELIP | VIROVIR 800 | ZOVIRAX | VIRALIEF | CLEARSORE | LIPSORE | SORAWAY | AVIRAL | Aciclovir | SITAVIG | ACYCLOVIR SODIUM | AVERT | LYPSYL | RANOVIR | VIROVIR 200
Molecular Formula C8H11N5O3

Additional synonyms for CHEMBL184 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES Nc1nc(O)c2ncn(COCCO)c2n1
Standard InChI InChI=1S/C8H11N5O3/c9-8-11-6-5(7(15)12-8)10-3-13(6)4-16-2-1- ...
Download InChI
Standard InChI Key MKUXAQIIEYXACX-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • Curated Drug Metabolism Pathways
  • DrugMatrix
  • HeCaToS Compounds
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • TP-search Transporter Database
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL184

Molecule Features

CHEMBL184 compound icon
Drug Type:Natural Product-derived Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:Y Oral:Y Parenteral:Y 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 FDA

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Herpes SimplexD006561EFO:1002022Herpes simplex infection4DailyMed
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FDA
Virus DiseasesD014777EFO:0000763viral disease4ATC
ATC
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NeoplasmsD009369EFO:0000311cancer3ClinicalTrials
Keratitis, HerpeticD016849EFO:0007308Herpes simplex virus keratitis3ClinicalTrials
Herpes GenitalisD006558EFO:0007282genital herpes4DailyMed
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ClinicalTrials
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HIV InfectionsD015658EFO:0000764HIV infection2ClinicalTrials
Prostatic NeoplasmsD011471EFO:0001663prostate carcinoma2ClinicalTrials
Cytomegalovirus InfectionsD003586EFO:0001062cytomegalovirus infection3ClinicalTrials
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Multiple SclerosisD009103EFO:0003885multiple sclerosis3ClinicalTrials
Herpes LabialisD006560EFO:1001347Herpes Labialis3ClinicalTrials
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Carcinoma, Non-Small-Cell LungD002289EFO:0003060non-small cell lung carcinoma2ClinicalTrials
Herpes ZosterD006562EFO:0006510Herpes Zoster4ClinicalTrials
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FDA
LeukemiaD007938EFO:0000565leukemia1ClinicalTrials
Meniere DiseaseD008575EFO:0006862Meniere disease2ClinicalTrials
ChickenpoxD002644EFO:0007204chickenpox4DailyMed
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FDA
InfectionD007239EFO:0000544infection3ClinicalTrials
Kidney DiseasesD007674EFO:0003086kidney disease1ClinicalTrials

Clinical Data

ClinicalTrials.gov ACYCLOVIR
The Cochrane Collaboration ACYCLOVIR

Metabolites for CHEMBL184

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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 CHEMBL184. 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
CHEMBL2966 Adenosine deaminase Bos taurus 0.999
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.987
CHEMBL251 Adenosine A2a receptor Homo sapiens 0.986
CHEMBL3415 Thymidine kinase Human herpesvirus 2 0.956
CHEMBL2664 Adenosylhomocysteinase Homo sapiens 0.952
CHEMBL308 Cyclin-dependent kinase 1 Homo sapiens 0.894
CHEMBL226 Adenosine A1 receptor Homo sapiens 0.647
CHEMBL1997 Equilibrative nucleoside transporter 1 Homo sapiens 0.493



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL2360 Hypoxanthine-guanine phosphoribosyltransferase Homo sapiens 1.000
CHEMBL4338 Purine nucleoside phosphorylase Homo sapiens 1.000
CHEMBL2935 Purine nucleoside phosphorylase Bos taurus 1.000
CHEMBL2966 Adenosine deaminase Bos taurus 1.000
CHEMBL2864 6-O-methylguanine-DNA methyltransferase Homo sapiens 1.000
CHEMBL3415 Thymidine kinase Human herpesvirus 2 1.000
CHEMBL1795127 Thymidine kinase Human herpesvirus 1 0.999
CHEMBL1820 Thymidine kinase Human herpesvirus 1 (strain SC16) (HHV-1) (Human herpes simplex virus1) 0.993
CHEMBL251 Adenosine A2a receptor Homo sapiens 0.982
CHEMBL308 Cyclin-dependent kinase 1 Homo sapiens 0.979
CHEMBL2664 Adenosylhomocysteinase Homo sapiens 0.954
CHEMBL226 Adenosine A1 receptor Homo sapiens 0.890
CHEMBL1929 Xanthine dehydrogenase Homo sapiens 0.859
CHEMBL5720 P2Y purinoceptor 1 Meleagris gallopavo 0.859
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.722
CHEMBL2605 Adenosine A2a receptor Cavia porcellus 0.374
CHEMBL247 Human immunodeficiency virus type 1 reverse transcriptase Human immunodeficiency virus 1 0.335
CHEMBL1997 Equilibrative nucleoside transporter 1 Homo sapiens 0.270

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
225.2 225.0862 -0.92 4 119.31 ZWITTERION


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
8 3 0 8 4 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
.37 9.84 -2.18 -4.68 2 16 0.58

Structural Alerts

There are 2 structural alerts for CHEMBL184. 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
D06BB53 - aciclovir, combinations

D - DERMATOLOGICALS
D06 - ANTIBIOTICS AND CHEMOTHERAPEUTICS FOR DERMATOLOGICAL USE
D06B - CHEMOTHERAPEUTICS FOR TOPICAL USE
D06BB - Antivirals
D06BB03 - aciclovir

J - ANTIINFECTIVES FOR SYSTEMIC USE
J05 - ANTIVIRALS FOR SYSTEMIC USE
J05A - DIRECT ACTING ANTIVIRALS
J05AB - Nucleosides and nucleotides excl. reverse transcriptase inhibitors
J05AB01 - aciclovir

S - SENSORY ORGANS
S01 - OPHTHALMOLOGICALS
S01A - ANTIINFECTIVES
S01AD - Antivirals
S01AD03 - aciclovir

ChemSpider ChemSpider:MKUXAQIIEYXACX-UHFFFAOYSA-N
DailyMed acyclovir acyclovir sodium
PubChem SID: 11110742 SID: 11110743 SID: 124879196 SID: 144203626 SID: 170464640 SID: 174007373 SID: 26747423 SID: 50104033 SID: 50105759 SID: 50112892 SID: 855732 SID: 90341314
Wikipedia Aciclovir

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL184



ACToR 59277-89-3
BindingDB 50021776 50103518
Brenda 4406 154360 153377 166474 173055 3062 17698
ChEBI 2453
ChemicalBook CB7126677
DrugBank DB00787
DrugCentral 85
eMolecules 901331 768732 29702921
EPA CompTox Dashboard DTXSID1022556
FDA SRS X4HES1O11F
Guide to Pharmacology 4829
Human Metabolome Database HMDB0014925
IBM Patent System 91856539AFA389E8087EC1AC7634B173
KEGG Ligand C06810
LINCS LSM-5459
Mcule MCULE-2703274259
MolPort MolPort-000-768-994 MolPort-001-889-834 MolPort-003-940-063
NIH Clinical Collection SAM002589967
Nikkaji J11.247J
NMRShiftDB 20025956
PDBe AC2
PharmGKB PA448045
PubChem 2022
PubChem: Drugs of the Future 12013356
PubChem: Thomson Pharma 15220533 14773677 15172245
Selleck Acyclovir(Aciclovir)
SureChEMBL SCHEMBL3175
ZINC ZINC000001530555

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