Gemcitabine

DB00441
Approved Indication

Gemcitabine is indicated for the treatment of advanced ovarian cancer that has relapsed at least 6 months after completion of platinum-based therapy; metastatic ovarian cancer; inoperable, locally advanced (Stage IIIA or IIIB), or metastatic (Stage IV) non-small cell lung cancer; and locally advance

3 Targets
0 Resistance Mutations
0 References
3D Structure No structure available
No co-crystal structure available
Mechanism of Action

Gemcitabine inhibits thymidylate synthetase, leading to inhibition of DNA synthesis and cell death. Gemcitabine is a prodrug so activity occurs as a result of intracellular conversion to two active metabolites, gemcitabine diphosphate and gemcitabine triphosphate by deoxycitidine kinase. Gemcitabine diphosphate also inhibits ribonucleotide reductase, the enzyme responsible for catalyzing synthesis of deoxynucleoside triphosphates required for DNA synthesis. Finally, Gemcitabine triphosphate (diflurorodeoxycytidine triphosphate) competes with endogenous deoxynucleoside triphosphates for incorporation into DNA.

Details
DrugBank ID DB00441 ↗
Approval Date 1996-05-15
Molecular Weight 263.1981 g/mol
Drug Class Other
ATC Codes L01BC05
Synonyms 2',2'-Difluorodeoxycytidine, Gemcitabin, Gemcitabina
SMILES
NC1=NC(=O)N(C=C1)[C@@H]1O[C@H](CO)[C@@H](O)C1(F)F
ADMET Profile
Computing properties…