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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL182
CHEMBL182
Compound Name GANCICLOVIR
ChEMBL Synonyms GANCICLOVIR SODIUM | VITRASERT | VIRGAN | CYTOVENE | RS-21592 | BW 759U | ZIRGAN | RS-21592 SODIUM | CYMEVENE | GANCICLOVIR
Max Phase 4 (Approved)
Trade Names CYTOVENE | GANCICLOVIR SODIUM | GANCICLOVIR | CYMEVENE | VITRASERT | ZIRGAN | VIRGAN
Molecular Formula C9H13N5O4

Additional synonyms for CHEMBL182 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES Nc1nc(O)c2ncn(COC(CO)CO)c2n1
Standard InChI InChI=1S/C9H13N5O4/c10-9-12-7-6(8(17)13-9)11-3-14(7)4-18-5(1 ...
Download InChI
Standard InChI Key IRSCQMHQWWYFCW-UHFFFAOYSA-N

Sources

  • British National Formulary
  • DrugMatrix
  • Drugs for Neglected Diseases Initiative (DNDi)
  • 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


CHEMBL182

Molecule Features

CHEMBL182 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: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 DailyMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
HIV InfectionsD015658EFO:0000764HIV infection1ClinicalTrials
Graft vs Host DiseaseD006086EFO:0004599acute graft vs. host disease2ClinicalTrials
LymphomaD008223EFO:0000574lymphoma2ClinicalTrials
MesotheliomaD008654EFO:0000588mesothelioma1ClinicalTrials
Ovarian NeoplasmsD010051EFO:0001075ovarian carcinoma1ClinicalTrials
Diabetes Mellitus, Type 1D003922EFO:0001359type I diabetes mellitus2ClinicalTrials
Cytomegalovirus InfectionsD003586EFO:0001062cytomegalovirus infection3ClinicalTrials
GlioblastomaD005909EFO:0000519glioblastoma multiforme2ClinicalTrials
Carcinoma, HepatocellularD006528EFO:0000182hepatocellular carcinoma2ClinicalTrials
Kidney DiseasesD007674EFO:0003086kidney disease1ClinicalTrials
Virus DiseasesD014777EFO:0000763viral disease4ATC
Brain NeoplasmsD001932EFO:0003833brain neoplasm1ClinicalTrials
Cytomegalovirus RetinitisD017726EFO:1001302Cytomegalovirus Retinitis3ClinicalTrials
NeuroblastomaD009447EFO:0000621neuroblastoma1ClinicalTrials
InfectionD007239EFO:0000544infection3ClinicalTrials
GliomaD005910EFO:0000326central nervous system cancer1ClinicalTrials
MelanomaD008545EFO:0000389cutaneous melanoma1ClinicalTrials

Clinical Data

ClinicalTrials.gov GANCICLOVIR
The Cochrane Collaboration GANCICLOVIR

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 CHEMBL182. 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
CHEMBL2664 Adenosylhomocysteinase Homo sapiens 1.000
CHEMBL2966 Adenosine deaminase Bos taurus 1.000
CHEMBL1293237 Bloom syndrome protein Homo sapiens 1.000
CHEMBL1075323 Endoplasmin Homo sapiens 0.994
CHEMBL1910 Adenosine deaminase Homo sapiens 0.993
CHEMBL3415 Thymidine kinase Human herpesvirus 2 0.990
CHEMBL2499 PI3-kinase p110-alpha subunit Mus musculus 0.968
CHEMBL5720 P2Y purinoceptor 1 Meleagris gallopavo 0.943
CHEMBL251 Adenosine A2a receptor Homo sapiens 0.652
CHEMBL5662 2,3-dihydroxybenzoate-AMP ligase Mycobacterium tuberculosis 0.605
CHEMBL308 Cyclin-dependent kinase 1 Homo sapiens 0.530
CHEMBL318 Adenosine A1 receptor Rattus norvegicus 0.407
CHEMBL4188 Rhodesain Trypanosoma brucei rhodesiense 0.342
CHEMBL5328 Thymidylate synthase Lactobacillus casei 0.327
CHEMBL4956 GABA receptor alpha-2 subunit Homo sapiens 0.270
CHEMBL1997 Equilibrative nucleoside transporter 1 Homo sapiens 0.260



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
CHEMBL2864 6-O-methylguanine-DNA methyltransferase Homo sapiens 1.000
CHEMBL2664 Adenosylhomocysteinase Homo sapiens 1.000
CHEMBL2966 Adenosine deaminase Bos taurus 1.000
CHEMBL1795127 Thymidine kinase Human herpesvirus 1 1.000
CHEMBL3415 Thymidine kinase Human herpesvirus 2 1.000
CHEMBL5720 P2Y purinoceptor 1 Meleagris gallopavo 1.000
CHEMBL1910 Adenosine deaminase Homo sapiens 0.997
CHEMBL1820 Thymidine kinase Human herpesvirus 1 (strain SC16) (HHV-1) (Human herpes simplex virus1) 0.996
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.996
CHEMBL2605 Adenosine A2a receptor Cavia porcellus 0.992
CHEMBL2284 Glyceraldehyde-3-phosphate dehydrogenase liver Homo sapiens 0.992
CHEMBL2870 Methionyl-tRNA synthetase Homo sapiens 0.984
CHEMBL2499 PI3-kinase p110-alpha subunit Mus musculus 0.964
CHEMBL1075323 Endoplasmin Homo sapiens 0.944
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.930
CHEMBL308 Cyclin-dependent kinase 1 Homo sapiens 0.821
CHEMBL3106 Thymidine phosphorylase Homo sapiens 0.812

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
255.2 255.0968 -1.56 5 139.54 ZWITTERION


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
.35 9.82 -2.22 -4.72 2 18 0.5

Structural Alerts

There are 1 structural alerts for CHEMBL182. 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
J05AB06 - ganciclovir

S - SENSORY ORGANS
S01 - OPHTHALMOLOGICALS
S01A - ANTIINFECTIVES
S01AD - Antivirals
S01AD09 - ganciclovir

ChemSpider ChemSpider:IRSCQMHQWWYFCW-UHFFFAOYSA-N
DailyMed ganciclovir ganciclovir sodium
PubChem SID: 11111224 SID: 11111225 SID: 144203711 SID: 170464961 SID: 50106328 SID: 50113251 SID: 56424026 SID: 8139883 SID: 90341439
Wikipedia Ganciclovir

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL182



ACToR 106931-35-5 82410-32-0
BindingDB 85707
Brenda 166475 2899
ChEBI 465284
ChemicalBook CB6203364
DrugBank DB01004
DrugCentral 1277
eMolecules 31410312 538661
EPA CompTox Dashboard DTXSID8041032
FDA SRS P9G3CKZ4P5
Human Metabolome Database HMDB0015139
IBM Patent System 428F4E33F42C7AB2EBA1B712BBEE28FB
LINCS LSM-5382
Mcule MCULE-9512761592
MolPort MolPort-006-167-681 MolPort-002-507-301 MolPort-000-758-398
NIH Clinical Collection SAM002548936
Nikkaji J22.096E
PDBe GA2
PharmGKB PA449733
PubChem 3454
PubChem: Drugs of the Future 12013652
PubChem: Thomson Pharma 16217245 14798783 14749970
Selleck ganciclovir
SureChEMBL SCHEMBL3033
ZINC ZINC000000001505

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