gemcitabine

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Ligands
gemcitabine

Ligand id: 4793

Name: gemcitabine

Structure and Physico-chemical Properties

2D Structure

Calculated Physico-chemical Properties
Hydrogen bond acceptors	7
Hydrogen bond donors	4
Rotatable bonds	2
Topological polar surface area	108.05
Molecular weight	264.08
XLogP	-0.77
No. Lipinski's rules broken	0

Molecular properties generated using the CDK

Classification
Compound class	Synthetic organic
Approved drug?	Yes (source: FDA (1996))

IUPAC Name
4-amino-1-[(2R,4R,5R)-3,3-difluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2-dihydropyrimidin-2-one

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®

Synonyms

gemcitabine hydrochloride

Gemzar®

Database Links
CAS Registry No.	95058-81-4
ChEMBL Ligand	CHEMBL888
DrugBank Ligand	DB00441
PubChem CID	60750
RCSB PDB Ligand	GEO
Search Google for chemical match using the InChIKey	SDUQYLNIPVEERB-QPPQHZFASA-N
Search Google for chemicals with the same backbone	SDUQYLNIPVEERB
Search PubMed clinical trials	gemcitabine
Search PubMed titles	gemcitabine
Search PubMed titles/abstracts	gemcitabine
Wikipedia	Gemcitabine

Comments
Gemcitabine is a nucleoside analogue chemotherapeutic. Chemically, the hydrogen atoms on the 2' carbon of deoxycytidine are replaced by fluorine atoms.

Comments

Gemcitabine is a nucleoside analogue chemotherapeutic. Chemically, the hydrogen atoms on the 2' carbon of deoxycytidine are replaced by fluorine atoms.