General Information of the Compound
Compound ID
CP0063297
Compound Name
(R)-5-Fluoro-1-((4S,5R)-4-hydroxy-5-methylphosphate-tetrahydro-furan-2-yl)-1H-pyrimidine-2,4-dione
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Synonyms
134-46-3
5'-Uridylic acid, 2'-deoxy-5-fluoro-
5'-Uridylic acid,2'-deoxy-5-fluoro-, homopolymer
5-FLUORO-2-DEOXYURIDINE MONOPHOSPHATE (FDUMP)
5-Fluoro-2'-Deoxyuridine-5'-Monophosphate
5-fluoro-2'-deoxyuridine-5'-monophosphate
5-fluorodeoxyuridine monophosphate
5FdUMP
7CJ707H131
88410-68-8
AC1L1RES
CHEBI:2129
CHEMBL886
DB03761
F-dUMP
FLUORODEOXYURIDYLATE
FdUMP
Poly(5'-FU)
Poly(5-fluoro-2'-deoxyuridylic acid)
Poly(dF5U)
UFP
UNII-7CJ707H131
[(2R,3S,5R)-5-(5-fluoro-2,4-dioxo-pyrimidin-1-yl)-3-hydroxy-tetrahydrofuran-2-yl]methyl dihydrogen phosphate
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Structure
Formula
C9H12FN2O8P
Molecular Weight
326.173
Canonical SMILES
O[C@H]1C[C@@H](O[C@@H]1COP(O)(O)=O)n1cc(F)c(=O)[nH]c1=O
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InChI
InChI=1S/C9H12FN2O8P/c10-4-2-12(9(15)11-8(4)14)7-1-5(13)6(20-7)3-19-21(16,17)18/h2,5-7,13H,1,3H2,(H,11,14,15)(H2,16,17,18)/t5-,6+,7+/m0/s1
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InChIKey
HFEKDTCAMMOLQP-RRKCRQDMSA-N
CAS
134-46-3
13932-36-0
144923-92-2
18453-22-0
35225-15-1
4660-71-3
88410-68-8
Physicochemical Property
logP
-1.5666
Rotatable Bonds
4
Heavy Atom Count
21
Polar Areas
151.08
Hydrogen Bond Donor Count
4
Hydrogen Bond Acceptor Count
7
Complexity
21

"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: 8642
SID: 15347489
ChEMBL ID
CHEMBL886
DrugBank ID
DB03761
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: PT01883, Thymidylate synthase
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000266 L1210 Mus musculus (Mouse)  2
1
Ki = 20 nM
   TI
   LI
   LO
   TS
2
Ki = 30 nM
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( 5-Fluoro-2'-Deoxyuridine-5'-Monophosphate )
Drug Name 5-Fluoro-2'-Deoxyuridine-5'-Monophosphate