ChEMBL logo

ChEMBL

spacer
ChEMBL Statistics
  Loading Statistics...
spacer

Compound Report Card

Compound Name and Classification

Compound ID CHEMBL788
CHEMBL788
Compound Name IDOXURIDINE
ChEMBL Synonyms OPHTHALMADINE | IDOXURIDINE | STOXIL | IDU | ALLERGAN 211 | HERPLEX | SK&F 14287 | IDOX | KERECID | 5IUDR | DENDRID | Allergan-211
Max Phase 4 (Approved)
Trade Names DENDRID | OPHTHALMADINE | STOXIL | HERPLEX | IDOX | KERECID
Molecular Formula C9H11IN2O5

Additional synonyms for CHEMBL788 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES OC[C@H]1O[C@H](C[C@@H]1O)N2C=C(I)C(=O)NC2=O
Standard InChI InChI=1S/C9H11IN2O5/c10-4-2-12(9(16)11-8(4)15)7-1-5(14)6(3-1 ...
Download InChI
Standard InChI Key XQFRJNBWHJMXHO-RRKCRQDMSA-N

Sources

  • British National Formulary
  • DrugMatrix
  • 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


CHEMBL788

Molecule Features

CHEMBL788 compound icon
Drug Type:Natural Product-derived Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:N Parenteral:N Topical:Y Black Box:N Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
DNA inhibitor DNA DailyMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Virus DiseasesD014777EFO:0000763viral disease4ATC
ATC
LeukemiaD007938EFO:0000565leukemia2ClinicalTrials

Clinical Data

ClinicalTrials.gov IDOXURIDINE
The Cochrane Collaboration IDOXURIDINE

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 CHEMBL788. 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
CHEMBL1820 Thymidine kinase Human herpesvirus 1 (strain SC16) (HHV-1) (Human herpes simplex virus1) 1.000
CHEMBL3415 Thymidine kinase Human herpesvirus 2 1.000
CHEMBL5328 Thymidylate synthase Lactobacillus casei 1.000
CHEMBL4714 Pyrimidinergic receptor P2Y6 Homo sapiens 1.000
CHEMBL4398 Purinergic receptor P2Y2 Homo sapiens 1.000
CHEMBL2123 Pyrimidinergic receptor P2Y4 Homo sapiens 1.000
CHEMBL2361 Thymidylate kinase Mycobacterium tuberculosis 1.000
CHEMBL1293237 Bloom syndrome protein Homo sapiens 1.000
CHEMBL318 Adenosine A1 receptor Rattus norvegicus 1.000
CHEMBL2366516 Reverse transcriptase Human immunodeficiency virus 1 0.996
CHEMBL247 Human immunodeficiency virus type 1 reverse transcriptase Human immunodeficiency virus 1 0.996
CHEMBL2304404 Adenosine A1 receptor Cavia porcellus 0.992
CHEMBL2966 Adenosine deaminase Bos taurus 0.885
CHEMBL4837 Adhesin protein fimH Escherichia coli K-12 0.848
CHEMBL5921 Bifunctional protein NCOAT Homo sapiens 0.847
CHEMBL3589 Adenosine kinase Homo sapiens 0.830
CHEMBL1781 DNA topoisomerase I Homo sapiens 0.477
CHEMBL4016 Glutamate receptor ionotropic, AMPA 2 Homo sapiens 0.447
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.304
CHEMBL4338 Purine nucleoside phosphorylase Homo sapiens 0.212



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL4714 Pyrimidinergic receptor P2Y6 Homo sapiens 1.000
CHEMBL1795127 Thymidine kinase Human herpesvirus 1 1.000
CHEMBL4580 Thymidine kinase, mitochondrial Homo sapiens 1.000
CHEMBL5328 Thymidylate synthase Lactobacillus casei 1.000
CHEMBL3415 Thymidine kinase Human herpesvirus 2 1.000
CHEMBL2361 Thymidylate kinase Mycobacterium tuberculosis 1.000
CHEMBL1820 Thymidine kinase Human herpesvirus 1 (strain SC16) (HHV-1) (Human herpes simplex virus1) 1.000
CHEMBL2883 Thymidine kinase, cytosolic Homo sapiens 1.000
CHEMBL4518 Purinergic receptor P2Y14 Homo sapiens 1.000
CHEMBL4398 Purinergic receptor P2Y2 Homo sapiens 1.000
CHEMBL2123 Pyrimidinergic receptor P2Y4 Homo sapiens 1.000
CHEMBL3106 Thymidine phosphorylase Homo sapiens 1.000
CHEMBL2366516 Reverse transcriptase Human immunodeficiency virus 1 1.000
CHEMBL1828 DNA polymerase alpha subunit Homo sapiens 1.000
CHEMBL4696 Glycogen phosphorylase, muscle form Oryctolagus cuniculus 1.000
CHEMBL318 Adenosine A1 receptor Rattus norvegicus 1.000
CHEMBL247 Human immunodeficiency virus type 1 reverse transcriptase Human immunodeficiency virus 1 1.000
CHEMBL3589 Adenosine kinase Homo sapiens 0.999
CHEMBL5921 Bifunctional protein NCOAT Homo sapiens 0.988
CHEMBL2966 Adenosine deaminase Bos taurus 0.981

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
354.1 353.9713 -1.22 2 104.55 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
6 3 0 7 3 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
7.94 - -.59 -.71 1 17 0.58

Structural Alerts

There are 4 structural alerts for CHEMBL788. 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
J05AB02 - idoxuridine

D - DERMATOLOGICALS
D06 - ANTIBIOTICS AND CHEMOTHERAPEUTICS FOR DERMATOLOGICAL USE
D06B - CHEMOTHERAPEUTICS FOR TOPICAL USE
D06BB - Antivirals
D06BB01 - idoxuridine

S - SENSORY ORGANS
S01 - OPHTHALMOLOGICALS
S01A - ANTIINFECTIVES
S01AD - Antivirals
S01AD01 - idoxuridine

ChemSpider ChemSpider:XQFRJNBWHJMXHO-RRKCRQDMSA-N
DailyMed idoxuridine
PubChem SID: 144203875 SID: 170465014 SID: 56463655
Wikipedia Idoxuridine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL788



ACToR 1336-77-2
BindingDB 50370388
Brenda 77911 50780 8023 44264
ChEBI 147675
DrugBank DB00249
DrugCentral 1417
eMolecules 711449
EPA CompTox Dashboard DTXSID2045238
FDA SRS LGP81V5245
Human Metabolome Database HMDB0014394
IBM Patent System 536043C018934A003E315CE2B3FC1AEF
LINCS LSM-5836
Mcule MCULE-5585466189
MolPort MolPort-001-792-514
Nikkaji J4.490C
PDBe ID2
PharmGKB PA164781019
PubChem 5905
PubChem: Drugs of the Future 12014017
PubChem: Thomson Pharma 14925572 14778689
Selleck idoxuridine
SureChEMBL SCHEMBL3683
ZINC ZINC000003834173

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