ChEMBL logo

ChEMBL

spacer
ChEMBL Statistics
  Loading Statistics...
spacer

Compound Report Card

Compound Name and Classification

Compound ID CHEMBL152
CHEMBL152
Compound Name CIDOFOVIR
ChEMBL Synonyms CIDOFOVIR | GS-0504 | VISTIDE
Max Phase 4 (Approved)
Trade Names VISTIDE | CIDOFOVIR
Molecular Formula C8H14N3O6P

Additional synonyms for CHEMBL152 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES NC1=NC(=O)N(C[C@@H](CO)OCP(=O)(O)O)C=C1
Standard InChI InChI=1S/C8H14N3O6P/c9-7-1-2-11(8(13)10-7)3-6(4-12)17-5-18(1 ...
Download InChI
Standard InChI Key VWFCHDSQECPREK-LURJTMIESA-N

Sources

  • British National Formulary
  • 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


CHEMBL152

Molecule Features

CHEMBL152 compound icon
Drug Type:Natural Product-derived Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:N Parenteral:Y Topical:N Black Box:Y Availability Type:Prescription-only

Mechanism of Action

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

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Uterine Cervical DysplasiaD002578EFO:1000910dysplasia of cervix2ClinicalTrials
Uterine Cervical NeoplasmsD002583EFO:0001416cervical adenocarcinoma1ClinicalTrials
Uterine Cervical NeoplasmsD002583EFO:0001061cervical carcinoma1ClinicalTrials
SarcomaD012509EFO:0000691sarcoma2ClinicalTrials
Kidney DiseasesD007674EFO:0003086kidney disease1ClinicalTrials
Anus NeoplasmsD001005EFO:0003835anal neoplasm2ClinicalTrials
Virus DiseasesD014777EFO:0000763viral disease4ATC
WartsD0148602ClinicalTrials
InfectionD007239EFO:0000544infection2ClinicalTrials
Papillomavirus InfectionsD030361EFO:0001668human papilloma virus infection1ClinicalTrials

Clinical Data

ClinicalTrials.gov CIDOFOVIR
The Cochrane Collaboration CIDOFOVIR

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 CHEMBL152. 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
CHEMBL2360 Hypoxanthine-guanine phosphoribosyltransferase Homo sapiens 1.000
CHEMBL4338 Purine nucleoside phosphorylase Homo sapiens 1.000
CHEMBL3975 Fructose-1,6-bisphosphatase Homo sapiens 0.987
CHEMBL5328 Thymidylate synthase Lactobacillus casei 0.971
CHEMBL1782 Farnesyl diphosphate synthase Homo sapiens 0.569
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.511



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL2360 Hypoxanthine-guanine phosphoribosyltransferase Homo sapiens 1.000
CHEMBL3106 Thymidine phosphorylase Homo sapiens 1.000
CHEMBL4338 Purine nucleoside phosphorylase Homo sapiens 1.000
CHEMBL5328 Thymidylate synthase Lactobacillus casei 0.999
CHEMBL4391 Fructose-1,6-bisphosphatase Rattus norvegicus 0.998
CHEMBL2919 Glutamate receptor ionotropic kainate 1 Rattus norvegicus 0.777
CHEMBL3975 Fructose-1,6-bisphosphatase Homo sapiens 0.734
CHEMBL1782 Farnesyl diphosphate synthase Homo sapiens 0.369

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
279.2 279.062 -1.66 6 147.9 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
7 4 0 9 5 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
1.56 4.42 -1.47 -5.41 1 18 0.45

Structural Alerts

There are 3 structural alerts for CHEMBL152. To view alerts please click here.

Compound Cross References

ATC J - ANTIINFECTIVES FOR SYSTEMIC USE
J05 - ANTIVIRALS FOR SYSTEMIC USE
J05A - DIRECT ACTING ANTIVIRALS
J05AB - Nucleosides and nucleotides excl. reverse transcriptase inhibitors
J05AB12 - cidofovir

ChemSpider ChemSpider:VWFCHDSQECPREK-LURJTMIESA-N
DailyMed cidofovir
PubChem SID: 144206546
Wikipedia Cidofovir

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL152



ACToR 113852-37-2
BindingDB 31915
Brenda 63163 36543
ChEBI 3696
ChemicalBook CB5492709
DrugBank DB00369
DrugCentral 639
eMolecules 2729368
EPA CompTox Dashboard DTXSID3043734
FDA SRS 768M1V522C
Human Metabolome Database HMDB0014513
IBM Patent System 69CEED6433621B8A46D90A54CCB6B5EC
Nikkaji J407.193J
PDBe L8P
PharmGKB PA448997
PubChem 60613
PubChem: Drugs of the Future 12014233
PubChem: Thomson Pharma 14972788 14848679
Selleck Cidofovir
SureChEMBL SCHEMBL3948
ZINC ZINC000001530600

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