General Information of the Compound
Compound ID
CP0077456
Compound Name
1-(beta-D-2-deoxy-erythro-pentofuranosyl)-5-fluorouracil
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Synonyms
Sterile fudr (TN)
2'-Deoxy-5-fluorouridine
5 Fluorodeoxyuridine
5-FdUrd
5-Fluoro-2'-deoxyuridine
5-Fluoro-2-deoxyuridine
5-Fluoro-2-desoxyuridine
5-Fluorodeoxyuridine
5-Fluorouracil deoxyriboside
5-fluoro-1-((2r,4s,5r)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidine-2,4(1h,3h)-dione
50-91-9
5FdU
Deoxyfluorouridine
FDUR
FUDR
FdUrd
Floxiridina
Floxiridina [INN-Spanish]
Floxuridin
Floxuridine
Floxuridine/5-fluorouracil
Floxuridinum
Floxuridinum [INN-Latin]
Fluorodeoxyuridine
Fluoruridine deoxyribose
beta-5-Fluoro-2'-deoxyuridine
floxuridine
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Structure
Formula
C9H11FN2O5
Molecular Weight
246.194
Canonical SMILES
OC[C@H]1O[C@H](C[C@@H]1O)n1cc(F)c(=O)[nH]c1=O
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InChI
InChI=1S/C9H11FN2O5/c10-4-2-12(9(16)11-8(4)15)7-1-5(14)6(3-13)17-7/h2,5-7,13-14H,1,3H2,(H,11,15,16)/t5-,6+,7+/m0/s1
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InChIKey
ODKNJVUHOIMIIZ-RRKCRQDMSA-N
CAS
50-91-9
Physicochemical Property
logP
-1.6836
Rotatable Bonds
2
Heavy Atom Count
17
Polar Areas
104.55
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
6
Complexity
17

"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: 5790
SID: 14749704
ChEMBL ID
CHEMBL917
DrugBank ID
DB00322
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: PT06109, Geminin
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000015 SW480 Homo sapiens (Human)  1
1
Potency ~ 73.1 nM
   TI
   LI
   LO
   TS
Protein ID: PT02997, Isocitrate dehydrogenase [NADP] cytoplasmic
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000156 HT-1080 Homo sapiens (Human)  1
1
Potency ~ 461.1 nM
   TI
   LI
   LO
   TS
Protein ID: PT01883, Thymidylate synthase
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000266 L1210 Mus musculus (Mouse)  3
1
IC50 = 0.4 nM
   TI
   LI
   LO
   TS
2
IC50 = 0.6 nM
   TI
   LI
   LO
   TS
3
IC50 = 0.7 nM
   TI
   LI
   LO
   TS
Cell Viability or Cytotoxicity Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000017 HeLa Homo sapiens (Human)  2
1
IC50 = 21 nM
   TI
   LI
   LO
   TS
2
IC50 = 8500 nM
   TI
   LI
   LO
   TS
CL000108 CCRF-CEM Homo sapiens (Human)  1
1
IC50 = 2 nM
   TI
   LI
   LO
   TS
CL000266 L1210 Mus musculus (Mouse)  4
1
IC50 = 0.63 nM
   TI
   LI
   LO
   TS
2
IC50 = 2.3 nM
   TI
   LI
   LO
   TS
3
IC50 = 12 nM
   TI
   LI
   LO
   TS
4
IC50 = 23 nM
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( Floxuridine )
Drug Name Floxuridine
Company Heidelberger
Indication
Colorectal cancer
Approved
Solid tumour/cancer
Approved