NAV

3'-Fluoro-3'-deoxythymidine 5'-monophosphate

Identification

Generic Name
3'-Fluoro-3'-deoxythymidine 5'-monophosphate
DrugBank Accession Number
DB03195
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 324.1995
Monoisotopic: 324.052265529
Chemical Formula
C10H14FN2O7P
Synonyms
  • 3'-Deoxy-3'-fluorothymidine monophosphate
  • 3'-Fluoro-3'-deoxythymidine 5'-monophosphate
  • 3'-Fluoro-3'-deoxythymidine 5'-phosphate
  • 5'-Thymidylic acid, 3'-deoxy-3'-fluoro-
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Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UThymidylate kinaseNot AvailableHumans
Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism
Not Available
Route of elimination

Not Available

Half-life

Not Available

Clearance

Not Available

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

Categories

Drug Categories
Not Available
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as pyrimidones. These are compounds that contain a pyrimidine ring, which bears a ketone. Pyrimidine is a 6-membered ring consisting of four carbon atoms and two nitrogen centers at the 1- and 3- ring positions.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Diazines
Sub Class
Pyrimidines and pyrimidine derivatives
Direct Parent
Pyrimidones
Alternative Parents
Monoalkyl phosphates / Hydropyrimidines / Vinylogous amides / Tetrahydrofurans / Heteroaromatic compounds / Ureas / Lactams / Azacyclic compounds / Oxacyclic compounds / Organonitrogen compounds
show 6 more
Substituents
Alkyl fluoride / Alkyl halide / Alkyl phosphate / Aromatic heteromonocyclic compound / Azacycle / Heteroaromatic compound / Hydrocarbon derivative / Hydropyrimidine / Lactam / Monoalkyl phosphate
show 15 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
K6W0IAP44B
CAS number
25520-83-6
InChI Key
GGCAVPJXJISBOA-XLPZGREQSA-N
InChI
InChI=1S/C10H14FN2O7P/c1-5-3-13(10(15)12-9(5)14)8-2-6(11)7(20-8)4-19-21(16,17)18/h3,6-8H,2,4H2,1H3,(H,12,14,15)(H2,16,17,18)/t6-,7+,8+/m0/s1
IUPAC Name
{[(2R,3S,5R)-3-fluoro-5-(5-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)oxolan-2-yl]methoxy}phosphonic acid
SMILES
CC1=CN([C@H]2C[C@H](F)[C@@H](COP(O)(O)=O)O2)C(=O)NC1=O

References

General References
Not Available
PubChem Compound
447405
PubChem Substance
46505533
ChemSpider
394520
ChEMBL
CHEMBL1160619
ZINC
ZINC000006521360
PDBe Ligand
FDM
PDB Entries
1nmx / 1nmy

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility6.05 mg/mLALOGPS
logP-0.81ALOGPS
logP-0.35Chemaxon
logS-1.7ALOGPS
pKa (Strongest Acidic)1.22Chemaxon
pKa (Strongest Basic)-4.2Chemaxon
Physiological Charge-2Chemaxon
Hydrogen Acceptor Count6Chemaxon
Hydrogen Donor Count3Chemaxon
Polar Surface Area125.4 Å2Chemaxon
Rotatable Bond Count4Chemaxon
Refractivity64.59 m3·mol-1Chemaxon
Polarizability26.74 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption-0.6188
Blood Brain Barrier+0.7873
Caco-2 permeable-0.8011
P-glycoprotein substrateNon-substrate0.6551
P-glycoprotein inhibitor INon-inhibitor0.7626
P-glycoprotein inhibitor IINon-inhibitor0.9727
Renal organic cation transporterNon-inhibitor0.891
CYP450 2C9 substrateNon-substrate0.696
CYP450 2D6 substrateNon-substrate0.8442
CYP450 3A4 substrateSubstrate0.5522
CYP450 1A2 substrateNon-inhibitor0.816
CYP450 2C9 inhibitorNon-inhibitor0.8022
CYP450 2D6 inhibitorNon-inhibitor0.8911
CYP450 2C19 inhibitorNon-inhibitor0.7639
CYP450 3A4 inhibitorNon-inhibitor0.7537
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.7579
Ames testNon AMES toxic0.5316
CarcinogenicityNon-carcinogens0.7886
BiodegradationNot ready biodegradable0.9762
Rat acute toxicity2.5397 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9429
hERG inhibition (predictor II)Non-inhibitor0.6902
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSsplash10-002b-9500000000-5c370b6aab6ada73d368
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-004i-0109000000-5128e40a6edccc943919
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-00di-2009000000-a72fb09c152c723f8a2a
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-053r-9300000000-e261015d14035161df48
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-9010000000-56723bb90f29cbe8e9fd
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0059-1920000000-dd45c1976833fdb99f1a
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-9130000000-39d18c01fcd7ebc35d02
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-162.63326
predicted
DeepCCS 1.0 (2019)
[M+H]+165.02916
predicted
DeepCCS 1.0 (2019)
[M+Na]+171.19786
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Thymidylate kinase
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Uridylate kinase activity
Specific Function
Catalyzes the conversion of dTMP to dTDP.
Gene Name
DTYMK
Uniprot ID
P23919
Uniprot Name
Thymidylate kinase
Molecular Weight
23819.105 Da
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. [Article]
  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. [Article]
  3. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]

Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52