General Information of the Compound
Compound ID
CP0057024
Compound Name
med.21724, Compound Gemcitabine
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Synonyms
DDFC
DFdC
DFdCyd
Folfugem
GEO
Gamcitabine
GemLip
Gemcel
Gemcin
Gemcitabina
Gemcitabina [INN-Spanish]
Gemcitabine
Gemcitabine (USAN/INN)
Gemcitabine HCl
Gemcitabine hydrochloride
Gemcitabine stereoisomer
Gemcitabinum
Gemcitabinum [INN-Latin]
Gemtro
Gemzar
Gemzar (TN)
Gemzar (hydrochloride)
Inno-D07001
LY 188011
LY-188011
LY188011
Zefei
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Structure
Formula
C9H11F2N3O4
Molecular Weight
263.2
Canonical SMILES
Nc1ccn([C@@H]2O[C@H](CO)[C@@H](O)C2(F)F)c(=O)n1
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InChI
InChI=1S/C9H11F2N3O4/c10-9(11)6(16)4(3-15)18-7(9)14-2-1-5(12)13-8(14)17/h1-2,4,6-7,15-16H,3H2,(H2,12,13,17)/t4-,6-,7-/m1/s1
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InChIKey
SDUQYLNIPVEERB-QPPQHZFASA-N
CAS
95058-81-4
Physicochemical Property
logP
-1.2886
Rotatable Bonds
2
Heavy Atom Count
18
Polar Areas
110.6
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
7
Complexity
18

"RO5" indicates the cutoff set by lipinski's rule of five:

(1) Molecular weight less than 500 Dalton;

(2) xlogp less than 5;

(3) No more than 5 hbonddonor (Hydrogen Bond Donor Count);

(4) No more than 10 hbondacc (Hydrogen Bond Acceptor Count);

(5) No more than 10 rotbonds (Rotatable Bond Count).

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PubChem ID
CID: 60750
SID: 15221618
ChEMBL ID
CHEMBL888
DrugBank ID
DB00441
Map of Molecular Bioactivity Related to the Compound
Map of Molecular Bioactivity Related to the Compound

Compound
Cell Line
Protein

Bioactivity Value:

<= 0.1 μM
> 0.1 μM and <= 10 μM
> 10 μM
Imprecise Activity
Table of Molecular Bioactivities Related to the Compound
Protein ID: PT01831, Deoxycytidine kinase
 Protein Info 
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000063 Hep-G2
 Cell Line Info 
Homo sapiens (Human)  1
1
Km = 1400 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
Protein ID: PT04241, Equilibrative nucleoside transporter 1
 Protein Info 
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000448 BxPC-3
 Cell Line Info 
Homo sapiens (Human)  1
1
IC50 = 190 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( Gemcitabine )
Drug Name Gemcitabine
Company Eli Lilly
Indication
Solid tumour/cancer
Approved
Target(s)
Ribonucleoside-diphosphate reductase M2 (RRM2)
 Target Info 
Modulator
Drug 2 ( Gemcitabine )
Drug Name Gemcitabine
Company Eli Lilly
Indication
Non-small-cell lung cancer
Approved
Severe acute respiratory syndrome (SARS)
Preclinical
Middle East Respiratory Syndrome (MERS)
Preclinical