2′-deoxy-N-(naphthalen-1-ylmethyl)guanosine 5′-(dihydrogen phosphate)

Status : experimental

Chemical Classification

This compound belongs to the class of organic compounds known as purine ribonucleoside monophosphates. These are nucleotides consisting of a purine base linked to a ribose to which one monophosphate group is attached.

Purine ribonucleoside monophosphates

Organic compounds

Nucleosides, nucleotides, and analogues

Purine nucleotides

Purine ribonucleotides

Calculated Property

kind Value Source
logP 0.31 ALOGPS
logS -3 ALOGPS
Water Solubility 4.78e-01 g/l ALOGPS
logP 0.98 ChemAxon
IUPAC Name {[(2R,3S,5R)-3-hydroxy-5-{2-[(naphthalen-1-ylmethyl)amino]-6-oxo-6,9-dihydro-1H-purin-9-yl}oxolan-2-yl]methoxy}phosphonic acid ChemAxon
Traditional IUPAC Name [(2R,3S,5R)-3-hydroxy-5-{2-[(naphthalen-1-ylmethyl)amino]-6-oxo-1H-purin-9-yl}oxolan-2-yl]methoxyphosphonic acid ChemAxon
Molecular Weight 487.4024 ChemAxon
Monoisotopic Weight 487.125684595 ChemAxon
SMILES [H][C@]1(O)C[C@@]([H])(O[C@]1([H])COP(O)(O)=O)N1C=NC2=C1N=C(NCC1=CC=CC3=C1C=CC=C3)NC2=O ChemAxon
Molecular Formula C21H22N5O7P ChemAxon
InChI InChI=1S/C21H22N5O7P/c27-15-8-17(33-16(15)10-32-34(29,30)31)26-11-23-18-19(26)24-21(25-20(18)28)22-9-13-6-3-5-12-4-1-2-7-14(12)13/h1-7,11,15-17,27H,8-10H2,(H2,29,30,31)(H2,22,24,25,28)/t15-,16+,17+/m0/s1 ChemAxon
InChIKey InChIKey=COMPKRGNHXOXMN-GVDBMIGSSA-N ChemAxon
Polar Surface Area (PSA) 167.53 ChemAxon
Refractivity 119.82 ChemAxon
Polarizability 47.48 ChemAxon
Rotatable Bond Count 7 ChemAxon
H Bond Acceptor Count 9 ChemAxon
H Bond Donor Count 5 ChemAxon
pKa (strongest acidic) 1.12 ChemAxon
pKa (strongest basic) 1.9 ChemAxon
Physiological Charge -2 ChemAxon
Number of Rings 5 ChemAxon
Bioavailability 1 ChemAxon
Rule of Five 1 ChemAxon
Ghose Filter 0 ChemAxon
MDDR-Like Rule 1 ChemAxon

Target within organism

  • DNA polymerase kappa : in Human