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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1090
CHEMBL1090
Compound Name VIDARABINE
ChEMBL Synonyms VIDARABINE | VIRA-A | ARA-A | Arabinosyladenine | CI 673
Max Phase 4 (Approved)
Trade Names VIRA-A
Molecular Formula C10H13N5O4

Additional synonyms for CHEMBL1090 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES Nc1ncnc2c1ncn2[C@@H]3O[C@H](CO)[C@@H](O)[C@@H]3O
Standard InChI InChI=1S/C10H13N5O4/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(18)6( ...
Download InChI
Standard InChI Key OIRDTQYFTABQOQ-UHTZMRCNSA-N

Sources

  • British National Formulary
  • 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


CHEMBL1090

Molecule Features

CHEMBL1090 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:Y Black Box:N Availability Type:Discontinued

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
Virus DiseasesD014777EFO:0000763viral disease4ATC

Clinical Data

ClinicalTrials.gov VIDARABINE
The Cochrane Collaboration VIDARABINE

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 CHEMBL1090. 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
CHEMBL226 Adenosine A1 receptor Homo sapiens 1.000
CHEMBL1997 Equilibrative nucleoside transporter 1 Homo sapiens 1.000
CHEMBL4398 Purinergic receptor P2Y2 Homo sapiens 1.000
CHEMBL251 Adenosine A2a receptor Homo sapiens 1.000
CHEMBL2304404 Adenosine A1 receptor Cavia porcellus 1.000
CHEMBL1795117 Histone-lysine N-methyltransferase, H3 lysine-79 specific Homo sapiens 1.000
CHEMBL5662 2,3-dihydroxybenzoate-AMP ligase Mycobacterium tuberculosis 1.000
CHEMBL256 Adenosine A3 receptor Homo sapiens 1.000
CHEMBL3589 Adenosine kinase Homo sapiens 1.000
CHEMBL302 Adenosine A2a receptor Rattus norvegicus 1.000
CHEMBL2966 Adenosine deaminase Bos taurus 1.000
CHEMBL3360 Adenosine A3 receptor Rattus norvegicus 1.000
CHEMBL318 Adenosine A1 receptor Rattus norvegicus 1.000
CHEMBL2664 Adenosylhomocysteinase Homo sapiens 1.000
CHEMBL5720 P2Y purinoceptor 1 Meleagris gallopavo 1.000
CHEMBL1910 Adenosine deaminase Homo sapiens 1.000
CHEMBL6069 Pantothenate synthetase Mycobacterium tuberculosis 1.000
CHEMBL4975 Adenosine A1 receptor Bos taurus 1.000
CHEMBL1293237 Bloom syndrome protein Homo sapiens 1.000
CHEMBL3740 Poly [ADP-ribose] polymerase-1 Mus musculus 1.000



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL226 Adenosine A1 receptor Homo sapiens 1.000
CHEMBL1997 Equilibrative nucleoside transporter 1 Homo sapiens 1.000
CHEMBL1910 Adenosine deaminase Homo sapiens 1.000
CHEMBL3740 Poly [ADP-ribose] polymerase-1 Mus musculus 1.000
CHEMBL2304404 Adenosine A1 receptor Cavia porcellus 1.000
CHEMBL1795117 Histone-lysine N-methyltransferase, H3 lysine-79 specific Homo sapiens 1.000
CHEMBL251 Adenosine A2a receptor Homo sapiens 1.000
CHEMBL256 Adenosine A3 receptor Homo sapiens 1.000
CHEMBL3589 Adenosine kinase Homo sapiens 1.000
CHEMBL302 Adenosine A2a receptor Rattus norvegicus 1.000
CHEMBL2284 Glyceraldehyde-3-phosphate dehydrogenase liver Homo sapiens 1.000
CHEMBL4398 Purinergic receptor P2Y2 Homo sapiens 1.000
CHEMBL2966 Adenosine deaminase Bos taurus 1.000
CHEMBL3360 Adenosine A3 receptor Rattus norvegicus 1.000
CHEMBL318 Adenosine A1 receptor Rattus norvegicus 1.000
CHEMBL2664 Adenosylhomocysteinase Homo sapiens 1.000
CHEMBL2982 Adenosine kinase Toxoplasma gondii 1.000
CHEMBL5720 P2Y purinoceptor 1 Meleagris gallopavo 1.000
CHEMBL5662 2,3-dihydroxybenzoate-AMP ligase Mycobacterium tuberculosis 1.000
CHEMBL255 Adenosine A2b receptor Homo sapiens 1.000

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
267.3 267.0968 -1.98 2 139.54 NEUTRAL


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


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
13.11 3.82 -.76 -.76 2 19 0.49

Structural Alerts

There are 1 structural alerts for CHEMBL1090. To view alerts please click here.

Compound Cross References

ATC S - SENSORY ORGANS
S01 - OPHTHALMOLOGICALS
S01A - ANTIINFECTIVES
S01AD - Antivirals
S01AD06 - vidarabine

J - ANTIINFECTIVES FOR SYSTEMIC USE
J05 - ANTIVIRALS FOR SYSTEMIC USE
J05A - DIRECT ACTING ANTIVIRALS
J05AB - Nucleosides and nucleotides excl. reverse transcriptase inhibitors
J05AB03 - vidarabine

ChemSpider ChemSpider:OIRDTQYFTABQOQ-UHTZMRCNSA-N
PubChem SID: 11112564 SID: 47193870
Wikipedia Vidarabine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1090



BindingDB 50144936
Brenda 43780 33107 158404 32998 63164 43781 105319 165684 12413 92163 138914 96080 31758 69594
ChEBI 45327
ChemicalBook CB4697866
DrugBank DB00194
DrugCentral 2818
eMolecules 534228 474938
EPA CompTox Dashboard DTXSID80873976
FDA SRS 3XQD2MEW34
Guide to Pharmacology 4806
Human Metabolome Database HMDB0014340
IBM Patent System DBC75020DE9BD6C70149D2FD34947E2F
LINCS LSM-5800
Mcule MCULE-4219451083
Metabolights MTBLC45327
MolPort MolPort-003-666-308
NIH Clinical Collection SAM002564191
Nikkaji J3.415K
PDBe RAB
PubChem 21704
PubChem: Thomson Pharma 14848243 14799159
Selleck Vidarabine(Vira-A)
SureChEMBL SCHEMBL110914
ZINC ZINC000000970363

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