2′-Monophosphoadenosine-5′-Diphosphoribose

Status : experimental

Chemical Classification

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

Purine nucleotide sugars

Organic compounds

Nucleosides, nucleotides, and analogues

Purine nucleotides

Purine nucleotide sugars

Calculated Property

kind Value Source
logP -1.3 ALOGPS
logS -2.1 ALOGPS
Water Solubility 5.84e+00 g/l ALOGPS
logP -7.7 ChemAxon
IUPAC Name 6-amino-9-[(2R,3R,4S,5S)-4-hydroxy-5-({[hydroxy({[hydroxy({[(2R,3S,4S,5S)-3,4,5-trihydroxyoxolan-2-yl]methoxy})phosphoryl]oxy})phosphoryl]oxy}methyl)-3-(phosphonooxy)oxolan-2-yl]-9H-purin-3-ium ChemAxon
Traditional IUPAC Name 6-amino-9-[(2R,3R,4S,5S)-4-hydroxy-5-({[hydroxy({hydroxy[(2R,3S,4S,5S)-3,4,5-trihydroxyoxolan-2-yl]methoxyphosphoryl}oxy)phosphoryl]oxy}methyl)-3-(phosphonooxy)oxolan-2-yl]purin-3-ium ChemAxon
Molecular Weight 640.3036 ChemAxon
Monoisotopic Weight 640.045828935 ChemAxon
SMILES NC1=NC=[NH+]C2=C1N=CN2[C@@H]1O[C@@H](CO[P@](O)(=O)O[P@@](O)(=O)OC[C@H]2O[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@H]1OP(O)(O)=O ChemAxon
Molecular Formula C15H25N5O17P3 ChemAxon
InChI InChI=1S/C15H24N5O17P3/c16-12-7-13(18-3-17-12)20(4-19-7)14-11(36-38(25,26)27)9(22)6(34-14)2-33-40(30,31)37-39(28,29)32-1-5-8(21)10(23)15(24)35-5/h3-6,8-11,14-15,21-24H,1-2H2,(H,28,29)(H,30,31)(H2,16,17,18)(H2,25,26,27)/p+1/t5-,6+,8-,9+,10+,11-,14-,15+/m1/s1 ChemAxon
InChIKey InChIKey=ICNHOLCERMYLRZ-FJUXWURESA-O ChemAxon
Polar Surface Area (PSA) 339.3 ChemAxon
Refractivity 121.69 ChemAxon
Polarizability 51 ChemAxon
Rotatable Bond Count 11 ChemAxon
H Bond Acceptor Count 16 ChemAxon
H Bond Donor Count 10 ChemAxon
pKa (strongest acidic) 0.66 ChemAxon
pKa (strongest basic) 4.92 ChemAxon
Physiological Charge -4 ChemAxon
Number of Rings 4 ChemAxon
Bioavailability 0 ChemAxon
Rule of Five 0 ChemAxon
Ghose Filter 0 ChemAxon
MDDR-Like Rule 1 ChemAxon