gemcitabine

Ligand id: 4793

Name: gemcitabine

Structure and Physico-chemical Properties

2D Structure
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Calculated Physico-chemical Properties
Hydrogen bond acceptors 6
Hydrogen bond donors 3
Rotatable bonds 2
Topological polar surface area 110.6
Molecular weight 263.07
XLogP 0.14
No. Lipinski's rules broken 0

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (1996))
WHO Essential Medicine WHO Model List of Essential Medicines (21st List, 2019). Access PDF version.
IUPAC Name
4-amino-1-[(2R,4R,5R)-3,3-difluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2-dihydropyrimidin-2-one
International Nonproprietary Names
INN number INN
6515 gemcitabine
Synonyms
gemcitabine hydrochloride | Gemzar®
Comments
Gemcitabine is a nucleoside analogue chemotherapeutic. Chemically, the hydrogen atoms on the 2' carbon of deoxycytidine are replaced by fluorine atoms.
Database Links
CAS Registry No. 95058-81-4
ChEMBL Ligand CHEMBL888
DrugBank Ligand DB00441
GtoPdb PubChem SID 178101495
PubChem CID 60750
RCSB PDB Ligand GEO
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Wikipedia Gemcitabine