Cmp-2-Keto-3-Deoxy-Octulosonic Acid

Status : experimental

Chemical Classification

This compound belongs to the class of organic compounds known as pyrimidine nucleotide sugars. These are pyrimidine nucleotides bound to a saccharide derivative through the terminal phosphate group.

Pyrimidine nucleotide sugars

Organic compounds

Nucleosides, nucleotides, and analogues

Pyrimidine nucleotides

Pyrimidine nucleotide sugars

Calculated Property

kind Value Source
logP -2.8 ALOGPS
logS -1 ALOGPS
Water Solubility 4.96e+01 g/l ALOGPS
logP -4.9 ChemAxon
IUPAC Name (2R,4R,5S,6R)-2-[({[(2S,3R,4R,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]-6-[(1S)-1,2-dihydroxyethyl]-4,5-dihydroxyoxane-2-carboxylic acid ChemAxon
Traditional IUPAC Name (2R,4R,5S,6R)-2-({[(2S,3R,4R,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy)-6-[(1S)-1,2-dihydroxyethyl]-4,5-dihydroxyoxane-2-carboxylic acid ChemAxon
Molecular Weight 543.3732 ChemAxon
Monoisotopic Weight 543.110153689 ChemAxon
SMILES NC1=NC(=O)N(C=C1)[C@@H]1O[C@@H](CO[P@](O)(=O)O[C@]2(C[C@@H](O)[C@H](O)[C@H](O2)[C@@H](O)CO)C(O)=O)[C@H](O)[C@H]1O ChemAxon
Molecular Formula C17H26N3O15P ChemAxon
InChI InChI=1S/C17H26N3O15P/c18-9-1-2-20(16(29)19-9)14-12(26)11(25)8(33-14)5-32-36(30,31)35-17(15(27)28)3-6(22)10(24)13(34-17)7(23)4-21/h1-2,6-8,10-14,21-26H,3-5H2,(H,27,28)(H,30,31)(H2,18,19,29)/t6-,7+,8+,10+,11+,12-,13-,14-,17-/m1/s1 ChemAxon
InChIKey InChIKey=YWWJKULNWGRYAS-QBDUXVKASA-N ChemAxon
Polar Surface Area (PSA) 291.59 ChemAxon
Refractivity 108.36 ChemAxon
Polarizability 46.76 ChemAxon
Rotatable Bond Count 9 ChemAxon
H Bond Acceptor Count 15 ChemAxon
H Bond Donor Count 9 ChemAxon
pKa (strongest acidic) 1.47 ChemAxon
pKa (strongest basic) -0.77 ChemAxon
Physiological Charge -2 ChemAxon
Number of Rings 3 ChemAxon
Bioavailability 0 ChemAxon
Rule of Five 0 ChemAxon
Ghose Filter 0 ChemAxon
MDDR-Like Rule 1 ChemAxon

Target within organism

  • 3-deoxy-manno-octulosonate cytidylyltransferase : in Haemophilus influenzae (strain ATCC 51907 / DSM 11121 / KW20 / Rd)
  • 3-deoxy-manno-octulosonate cytidylyltransferase : in Escherichia coli