Molecular Identity
gemcitabine
4-amino-1-[(2R,4R,5R)-3,3-difluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one
PubChem CID: 60750
Gemcitabine is a 2'-deoxycytidine having geminal fluoro substituents in the 2'-position. An inhibitor of ribonucleotide reductase, gemcitabine is used in the treatment of various carcinomas, particularly non-small cell lung cancer, pancreatic cancer, bladder cancer and breast cancer. It has a role as a radiosensitizing agent, an antimetabolite, an antineoplastic agent, a xenobiotic, an immunosuppressive agent, an antiviral drug, a photosensitizing agent, a prodrug, a DNA synthesis inhibitor, an EC 1.17.4.1 (ribonucleoside-diphosphate reductase) inhibitor and an environmental contaminant. It is a pyrimidine 2'-deoxyribonucleoside and an organofluorine compound.
2D Structure
Properties
C9H11F2N3O4
Molecular Formula
263.20
Molecular Weight
g/mol
263.0718
Exact Mass
Da
-1.5
XLogP
Drug-like (Lipinski: < 5)
108
TPSA
Good oral absorption (< 140 A²)
3
H-Bond Donors
6
H-Bond Acceptors
426
Complexity
SMILES
Canonical SMILES
SMILES: Synonyms(20)
gemcitabine95058-81-42'-Deoxy-2',2'-difluorocytidine2',2'-DifluorodeoxycytidinedFdCGemcitabinaGemcitabinumDFdCyd2',2'-difluoro-2'-deoxycytidineLY-1880114-amino-1-[(2R,4R,5R)-3,3-difluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2-dihydropyrimidin-2-oneLY188011B76N6SBZ8R4-Amino-1-[(2R,4R,5R)-3,3-difluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-oneNSC-613327
Data from PubChem (NCBI)
This platform is for informational purposes only and does not constitute medical advice. Always consult a qualified healthcare professional.
Drug Network
Trials and conditions connected to gemcitabine
Loading drug network...