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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1463
CHEMBL1463
Compound Name FLUCYTOSINE
ChEMBL Synonyms ANCOBON | FLUCYTOSINE | ALCOBON | Flourocytosine | Ancoban | ANCOTIL | RO 2-9915 | Fluorocytosine
Max Phase 4 (Approved)
Trade Names Flourocytosine | ALCOBON | Ancoban | FLUCYTOSINE | Fluorocytosine | ANCOBON | ANCOTIL
Molecular Formula C4H4FN3O

Additional synonyms for CHEMBL1463 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES NC1=C(F)C=NC(=O)N1
Standard InChI InChI=1S/C4H4FN3O/c5-2-1-7-4(9)8-3(2)6/h1H,(H3,6,7,8,9)
Standard InChI Key XRECTZIEBJDKEO-UHFFFAOYSA-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


CHEMBL1463

Molecule Features

CHEMBL1463 compound icon
Drug Type:Natural Product-derived Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:Y Oral:Y Parenteral:N Topical:N Black Box:Y Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Thymidylate synthase inhibitor Thymidylate synthase DailyMed
Thymidylate synthase inhibitor Thymidylate synthase DailyMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
GliosarcomaD018316EFO:1001465gliosarcoma1ClinicalTrials
InfectionD007239EFO:0000544infection2ClinicalTrials
Intracranial HypertensionD019586EFO:1000992intracranial hypertension2ClinicalTrials
Meningitis, CryptococcalD016919EFO:0007228cryptococcal meningitis2ClinicalTrials
OligodendrogliomaD009837EFO:0002501anaplastic oligodendroglioma1ClinicalTrials
GlioblastomaD005909EFO:0000519glioblastoma multiforme1ClinicalTrials
AstrocytomaD001254EFO:0002499anaplastic astrocytoma1ClinicalTrials
NeoplasmsD009369EFO:0000311cancer1ClinicalTrials
Carcinoma, HepatocellularD006528EFO:0000182hepatocellular carcinoma1ClinicalTrials

Clinical Data

ClinicalTrials.gov FLUCYTOSINE
The Cochrane Collaboration FLUCYTOSINE

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
129.1 129.0338 -0.51 0 71.77 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
3 2 0 4 3 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
7.12 2.9 -1.4 -1.85 1 9 0.5

Structural Alerts

There are no structural alerts for CHEMBL1463

Compound Cross References

ATC D - DERMATOLOGICALS
D01 - ANTIFUNGALS FOR DERMATOLOGICAL USE
D01A - ANTIFUNGALS FOR TOPICAL USE
D01AE - Other antifungals for topical use
D01AE21 - flucytosine

J - ANTIINFECTIVES FOR SYSTEMIC USE
J02 - ANTIMYCOTICS FOR SYSTEMIC USE
J02A - ANTIMYCOTICS FOR SYSTEMIC USE
J02AX - Other antimycotics for systemic use
J02AX01 - flucytosine

ChemSpider ChemSpider:XRECTZIEBJDKEO-UHFFFAOYSA-N
DailyMed flucytosine
PubChem SID: 11112505 SID: 144204066 SID: 170465407 SID: 174006933 SID: 405592 SID: 56424024 SID: 8139861
Wikipedia Flucytosine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1463



ACToR 2022-85-7
Brenda 1252
ChEBI 5100
ChemicalBook CB6744939
DrugBank DB01099
DrugCentral 1188
eMolecules 511893 538448 736052 914155
EPA CompTox Dashboard DTXSID3023059
FDA SRS D83282DT06
Human Metabolome Database HMDB0015231
IBM Patent System 5078F4A6DE1EEFAC218F36B237690184
LINCS LSM-5878
Mcule MCULE-7094058995
MolPort MolPort-000-155-561 MolPort-002-317-353 MolPort-001-774-493
NIH Clinical Collection SAM001246753
Nikkaji J3.695A
PDBe 1LD
PharmGKB PA449654
PubChem 3366
PubChem: Thomson Pharma 163444972 15194483 14747633
Selleck Flucytosine(Ancobon)
SureChEMBL SCHEMBL24063
ZINC ZINC000000896546

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