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Identification
Name5-Fluoro-2'-Deoxyuridine-5'-Monophosphate
Accession NumberDB03761  (EXPT03176)
Typesmall molecule
Groupsexperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
SaltsNot Available
Brand namesNot Available
Brand mixturesNot Available
CategoriesNot Available
CAS numberNot Available
WeightAverage: 326.1723
Monoisotopic: 326.031530087
Chemical FormulaC9H12FN2O8P
InChI KeyInChIKey=HFEKDTCAMMOLQP-DSYKOEDSSA-N
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-/m1/s1
IUPAC Name
{[(2S,3R,5R)-5-(5-fluoro-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methoxy}phosphonic acid
SMILES
O[C@@H]1C[C@@H](O[C@H]1COP(O)(O)=O)N1C=C(F)C(=O)NC1=O
Mass SpecNot Available
Taxonomy
KingdomOrganic Compounds
SuperclassOrganooxygen Compounds
ClassCarbohydrates and Carbohydrate Conjugates
SubclassGlycosyl Compounds
Direct parentPyrimidine 2'-deoxyribonucleoside Monophosphates
Alternative parentsPentoses; Halopyrimidines; Pyrimidones; Aryl Fluorides; Hydropyrimidines; Organic Phosphoric Acids; Organophosphate Esters; Tetrahydrofurans; Oxolanes; Secondary Alcohols; Polyamines; Ethers; Organofluorides
Substituentspentose monosaccharide; pyrimidone; halopyrimidine; hydropyrimidine; organic phosphate; monosaccharide; phosphoric acid ester; aryl halide; pyrimidine; aryl fluoride; tetrahydrofuran; oxolane; secondary alcohol; ether; polyamine; amine; alcohol; organofluoride; organonitrogen compound; organohalogen
Classification descriptionThis compound belongs to the pyrimidine 2'-deoxyribonucleoside monophosphates. These are pyrimidine nucleotides with a monophosphate group linked to the ribose moiety lacking an hydroxyl group at position 2.
Pharmacology
IndicationNot Available
PharmacodynamicsNot Available
Mechanism of actionNot Available
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
Metabolism
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
PathwaysNot Available
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
ADMET
Predicted ADMET features
Property Value Probability
Human Intestinal Absorption - 0.6958
Blood Brain Barrier + 0.8148
Caco-2 permeable - 0.8028
P-glycoprotein substrate Non-substrate 0.6785
P-glycoprotein inhibitor I Non-inhibitor 0.7377
P-glycoprotein inhibitor II Non-inhibitor 0.9518
Renal organic cation transporter Non-inhibitor 0.9041
CYP450 2C9 substrate Non-substrate 0.7653
CYP450 2D6 substrate Non-substrate 0.8386
CYP450 3A4 substrate Substrate 0.5186
CYP450 1A2 substrate Non-inhibitor 0.8049
CYP450 2C9 substrate Non-inhibitor 0.8183
CYP450 2D6 substrate Non-inhibitor 0.889
CYP450 2C19 substrate Non-inhibitor 0.7844
CYP450 3A4 substrate Non-inhibitor 0.7365
CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.8032
Ames test AMES toxic 0.5231
Carcinogenicity Non-carcinogens 0.7826
Biodegradation Not ready biodegradable 0.9638
Rat acute toxicity 2.5320 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.9584
hERG inhibition (predictor II) Non-inhibitor 0.7017
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
water solubility5.06e+00 g/lALOGPS
logP-1.3ALOGPS
logP-1.4ChemAxon
logS-1.8ALOGPS
pKa (strongest acidic)1.23ChemAxon
pKa (strongest basic)-3.2ChemAxon
physiological charge-2ChemAxon
hydrogen acceptor count7ChemAxon
hydrogen donor count4ChemAxon
polar surface area145.63ChemAxon
rotatable bond count4ChemAxon
refractivity62.13ChemAxon
polarizability25.69ChemAxon
number of rings2ChemAxon
bioavailability1ChemAxon
rule of fiveYesChemAxon
Ghose filterNoChemAxon
Veber's ruleNoChemAxon
MDDR-like ruleNoChemAxon
Spectra
SpectraNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
External Links
ResourceLink
PubChem Compound46936787
PubChem Substance46508904
HETUFP
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

1. Thymidylate synthase 1

Kind: protein

Organism: Bacillus subtilis (strain 168)

Pharmacological action: unknown

Components

Name UniProt ID Details
Thymidylate synthase 1 P0CI79 Details

References:

  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. Pubmed
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. Pubmed

2. Thymidylate synthase

Kind: protein

Organism: Escherichia coli (strain K12)

Pharmacological action: unknown

Components

Name UniProt ID Details
Thymidylate synthase P0A884 Details

References:

  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. Pubmed
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. Pubmed

3. Thymidylate synthase

Kind: protein

Organism: Lactobacillus casei

Pharmacological action: unknown

Components

Name UniProt ID Details
Thymidylate synthase P00469 Details

References:

  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. Pubmed
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. Pubmed

4. Thymidylate synthase ThyX

Kind: protein

Organism: Thermotoga maritima (strain ATCC 43589 / MSB8 / DSM 3109 / JCM 10099)

Pharmacological action: unknown

Components

Name UniProt ID Details
Thymidylate synthase ThyX Q9WYT0 Details

References:

  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. Pubmed
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. Pubmed

Comments
Drug created on June 13, 2005 07:24 / Updated on September 16, 2013 17:22