1-Deoxy-6-O-Phosphono-1-[(Phosphonomethyl)Amino]-L-Threo-Hexitol

Status : experimental

Chemical Classification

This compound belongs to the class of organic compounds known as monoalkyl phosphates. These are organic compounds containing a phosphate group that is linked to exactly one alkyl chain.

Monoalkyl phosphates

Organic compounds

Organophosphorus compounds

Organic phosphoric acids and derivatives

Phosphate esters

Calculated Property

kind Value Source
logP -2.1 ALOGPS
logS -1.4 ALOGPS
Water Solubility 1.49e+01 g/l ALOGPS
logP -6.1 ChemAxon
IUPAC Name {[(2R,3S,4S,5R)-2,3,4,5-tetrahydroxy-6-[(phosphonomethyl)amino]hexyl]oxy}phosphonic acid ChemAxon
Traditional IUPAC Name [(2R,3S,4S,5R)-2,3,4,5-tetrahydroxy-6-[(phosphonomethyl)amino]hexyl]oxyphosphonic acid ChemAxon
Molecular Weight 355.1734 ChemAxon
Monoisotopic Weight 355.043333479 ChemAxon
SMILES O[C@H](CNCP(O)(O)=O)[C@H](O)[C@@H](O)[C@H](O)COP(O)(O)=O ChemAxon
Molecular Formula C7H19NO11P2 ChemAxon
InChI InChI=1S/C7H19NO11P2/c9-4(1-8-3-20(13,14)15)6(11)7(12)5(10)2-19-21(16,17)18/h4-12H,1-3H2,(H2,13,14,15)(H2,16,17,18)/t4-,5-,6+,7+/m1/s1 ChemAxon
InChIKey InChIKey=YAEYOLVKVWEHNB-JWXFUTCRSA-N ChemAxon
Polar Surface Area (PSA) 217.24 ChemAxon
Refractivity 66.29 ChemAxon
Polarizability 28.42 ChemAxon
Rotatable Bond Count 10 ChemAxon
H Bond Acceptor Count 11 ChemAxon
H Bond Donor Count 9 ChemAxon
pKa (strongest acidic) -0.58 ChemAxon
pKa (strongest basic) 6.77 ChemAxon
Physiological Charge -3 ChemAxon
Number of Rings 0 ChemAxon
Bioavailability 0 ChemAxon
Rule of Five 0 ChemAxon
Ghose Filter 0 ChemAxon
MDDR-Like Rule 0 ChemAxon

Target within organism

  • 2-dehydro-3-deoxyphosphooctonate aldolase : in Aquifex aeolicus (strain VF5)