2′-deoxyuridylic acid

Synonyms :
dUMP

Status : experimental

Chemical Classification

This compound belongs to the class of organic compounds known as pyrimidine deoxyribonucleotides. These are pyrimidine nucleotides where the purine moiety is linked to a ribose lacking a hydroxyl group at one or more positions.

Pyrimidine deoxyribonucleotides

Organic compounds

Nucleosides, nucleotides, and analogues

Pyrimidine nucleotides

Pyrimidine deoxyribonucleotides

Chemical Name

dUMP

Calculated Property

kind Value Source
logP -1.4 ALOGPS
logS -1.6 ALOGPS
Water Solubility 7.97e+00 g/l ALOGPS
logP -1.6 ChemAxon
IUPAC Name {[(2R,3S,5R)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methoxy}phosphonic acid ChemAxon
Traditional IUPAC Name 2′-deoxyuridylic acid ChemAxon
Molecular Weight 308.1819 ChemAxon
Monoisotopic Weight 308.040951914 ChemAxon
SMILES O[C@H]1C[C@@H](O[C@@H]1COP(O)(O)=O)N1C=CC(=O)NC1=O ChemAxon
Molecular Formula C9H13N2O8P ChemAxon
InChI InChI=1S/C9H13N2O8P/c12-5-3-8(11-2-1-7(13)10-9(11)14)19-6(5)4-18-20(15,16)17/h1-2,5-6,8,12H,3-4H2,(H,10,13,14)(H2,15,16,17)/t5-,6+,8+/m0/s1 ChemAxon
InChIKey InChIKey=JSRLJPSBLDHEIO-SHYZEUOFSA-N ChemAxon
Polar Surface Area (PSA) 145.63 ChemAxon
Refractivity 61.93 ChemAxon
Polarizability 25.86 ChemAxon
Rotatable Bond Count 4 ChemAxon
H Bond Acceptor Count 7 ChemAxon
H Bond Donor Count 4 ChemAxon
pKa (strongest acidic) 1.23 ChemAxon
pKa (strongest basic) -3.2 ChemAxon
Physiological Charge -2 ChemAxon
Number of Rings 2 ChemAxon
Bioavailability 1 ChemAxon
Rule of Five 1 ChemAxon
Ghose Filter 0 ChemAxon
MDDR-Like Rule 0 ChemAxon

Target within organism

  • Thymidylate synthase : in Pneumocystis carinii
  • Deoxyuridine 5′-triphosphate nucleotidohydrolase : in Escherichia coli (strain K12)
  • Thymidylate synthase : in Lactobacillus casei
  • Thymidylate synthase : in Escherichia coli (strain K12)
  • Thymidylate synthase : in Human
  • Thymidylate synthase ThyX : in Thermotoga maritima (strain ATCC 43589 / MSB8 / DSM 3109 / JCM 10099)
  • Pol polyprotein : in FIV
  • Deoxyuridine 5′-triphosphate nucleotidohydrolase : in Mycobacterium tuberculosis