General Information of the Compound
Compound ID
CP0014938
Compound Name
(5-fluorouracil)5-Fluoro-1H-pyrimidine-2,4-dione
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Synonyms
Adrucil
1-fluoro-1h-pyrimidine-2,4-dione
2,4(1H,3H)-Pyrimidinedione, 5-fluoro-
2,4-Dihydroxy-5-fluoropyrimidine
2,4-Dioxo-5-fluoropryimidine
2,4-Dioxo-5-fluoropyrimidine
5 FU Lederle
5 FU medac
5 Fluorouracil
5 Fluorouracil biosyn
5 HU Hexal
5-FU
5-FU (TN)
5-FU Lederle
5-FU medac
5-Faracil
5-Fluor-2,4(1H,3H)-pyrimidindion
5-Fluor-2,4(1H,3H)-pyrimidindion [Czech]
5-Fluor-2,4-dihydroxypyrimidin
5-Fluor-2,4-dihydroxypyrimidin [Czech]
5-Fluor-2,4-pyrimidindiol
5-Fluor-2,4-pyrimidindiol [Czech]
5-Fluoracil
5-Fluoracil [German]
5-Fluoracyl
5-Fluoro-2,4(1H,3H)-pyrimidinedione
5-Fluoro-2,4-pyrimidinedione
5-Fluoropyrimidin-2,4-diol
5-Fluoropyrimidine-2,4-dione
5-Fluorouracil
5-Fluorouracil-biosyn
5-Fluoruracil
5-Fluoruracil [German]
5-Ftouracyl
5-HU Hexal
5-fluoro uracil
5-fluoro-1H-pyrimidine-2,4-dione
5-fluoropyrimidine-2,4(1H,3H)-dione
51-21-8
5FU
Adrucil
Adrucil (TN)
Allergan Brand of Fluorouracil
Arumel
Biosyn Brand of Fluorouracil
CSP Brand of Fluorouracil
Carac
Carac (TN)
Carzonal
Cinco FU
Dakota Brand of Fluorouracil
Dakota, Fluorouracile
Dermatech Brand of Fluorouracil
Dermik Brandof Fluorouracil
Effluderm
Effluderm (free base)
Efudex
Efudex (TN)
Efudix
Efurix
F 6627
F0151
Ferrer Brand of Fluorouracil
Fluoro Uracile ICN
Fluoro-Uracile ICN
Fluoro-uracile
Fluoro-uracilo
Fluoroblastin
Fluoroplex
Fluoroplex (TN)
Fluorouracil
Fluorouracil (JP15/USP/INN)
Fluorouracil GRY
Fluorouracil Mononitrate
Fluorouracil Monopotassium Salt
Fluorouracil Monosodium Salt
Fluorouracil Potassium Salt
Fluorouracil Teva Brand
Fluorouracil [USAN:INN:BAN:JAN]
Fluorouracil-GRY
Fluorouracile
Fluorouracile Dakota
Fluorouracile [DCIT]
Fluorouracilo
Fluorouracilo Ferrer Far
Fluorouracilo [INN-Spanish]
Fluorouracilum
Fluorouracilum [INN-Latin]
Fluoruracil
Fluracedyl
Fluracil
Fluracilum
Fluri
Fluril
Fluro Uracil
Fluroblastin
Flurodex
Ftoruracil
Gry Brand of Fluorouracil
Haemato Brand of Fluorouracil
Haemato fu
Haemato-fu
Hexal Brand of Fluorouracil
ICN Brand of Fluorouracil
IN1335
Inhibits thymilidate synthetase
Kecimeton
Medac Brand of Fluorouracil
Neocorp Brand of Fluorouracil
Neofluor
Onkofluor
Onkoworks Brand of Fluorouracil
Phthoruracil
Phtoruracil
Queroplex
Ribofluor
Ribosepharm Brand of Fluorouracil
Riemser Brand of Fluorouracil
Ro 2-9757
Ro-2-9757
Roche Brand of Fluorouracil
Tetratogen
Teva Brand of Fluorouracil
Timazin
U 8953
U-8953
URF
Ulup
fluorouracil
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Structure
Formula
C4H3FN2O2
Molecular Weight
130.078
Canonical SMILES
Fc1c[nH]c(=O)[nH]c1=O
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InChI
InChI=1S/C4H3FN2O2/c5-2-1-6-4(9)7-3(2)8/h1H,(H2,6,7,8,9)
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InChIKey
GHASVSINZRGABV-UHFFFAOYSA-N
CAS
1004-03-1
4921-97-5
51-21-8
79108-01-3
Physicochemical Property
logP
-0.7977
Rotatable Bonds
0
Heavy Atom Count
9
Polar Areas
65.72
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
2
Complexity
9

"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: 3385
SID: 15218968
ChEMBL ID
CHEMBL185
DrugBank ID
DB00544
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: 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 ~ 2310.9 nM
   TI
   LI
   LO
   TS
Protein ID: PT01065, Serine/threonine-protein kinase mTOR
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL001056 MEF-1 [Mouse fibroblast] Mus musculus (Mouse)  1
1
Potency = 23280.9 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)  6
1
IC50 = 20 nM
   TI
   LI
   LO
   TS
2
IC50 = 60 nM
   TI
   LI
   LO
   TS
3
IC50 = 220 nM
   TI
   LI
   LO
   TS
4
IC50 = 600 nM
   TI
   LI
   LO
   TS
5
IC50 = 7000 nM
   TI
   LI
   LO
   TS
6
IC50 >= 10000 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 = 1000 nM
   TI
   LI
   LO
   TS
2
IC50 = 1500 nM
   TI
   LI
   LO
   TS
CL000266 L1210 Mus musculus (Mouse)  1
1
IC50 = 1300 nM
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( Fluorouracil )
Drug Name Fluorouracil
Company Hoffmann-La Roche pharmaceutical company
Indication
Solid tumour/cancer
Approved
Tumour
Investigative
Colorectal cancer
Investigative
Target(s)
Dihydrothymine dehydrogenase (DPYD)
Inhibitor
TERT messenger RNA (TERT mRNA)
-
Thymidylate synthase messenger RNA (TYMS mRNA)
-