1.0 2016-09-30 23:02:35 UTC 2020-04-22 15:11:40 UTC BMDB0003040 BMDB03040 Arabinosylhypoxanthine C10H12N4O5 268.229 268.080769502 (2S,3S,4S,5R)-2-(6-hydroxy-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol ara-H [H][C@]1(CO)O[C@]([H])(N2C=NC3=C2N=CN=C3O)[C@@]([H])(O)[C@]1([H])O InChI=1S/C10H12N4O5/c15-1-4-6(16)7(17)10(19-4)14-3-13-5-8(14)11-2-12-9(5)18/h2-4,6-7,10,15-17H,1H2,(H,11,12,18)/t4-,6-,7+,10+/m1/s1 UGQMRVRMYYASKQ-KMPDEGCQSA-N belongs to the class of organic compounds known as purine nucleosides. Purine nucleosides are compounds comprising a purine base attached to a ribosyl or deoxyribosyl moiety. Organic compounds Nucleosides, nucleotides, and analogues Purine nucleosides Purine nucleosides 1,2-diols 6-oxopurines Azacyclic compounds Glycosylamines Heteroaromatic compounds Hydrocarbon derivatives Hypoxanthines N-substituted imidazoles Organic oxides Organonitrogen compounds Oxacyclic compounds Oxolanes Pentoses Primary alcohols Pyrimidones Secondary alcohols Vinylogous amides 1,2-diol 6-oxopurine Alcohol Aromatic heteropolycyclic compound Azacycle Azole Glycosyl compound Heteroaromatic compound Hydrocarbon derivative Hypoxanthine Imidazole Imidazopyrimidine Monosaccharide N-glycosyl compound N-substituted imidazole Organic nitrogen compound Organic oxide Organic oxygen compound Organoheterocyclic compound Organonitrogen compound Organooxygen compound Oxacycle Oxolane Pentose monosaccharide Primary alcohol Purine Purine nucleoside Purinone Pyrimidine Pyrimidone Secondary alcohol Vinylogous amide Aromatic heteropolycyclic compounds Solid logp -1.21 ALOGPS logs -0.99 ALOGPS logp -1.6 ChemAxon pka_strongest_acidic 11.61 ChemAxon pka_strongest_basic -0.12 ChemAxon iupac (2S,3S,4S,5R)-2-(6-hydroxy-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol ChemAxon average_mass 268.229 ChemAxon mono_mass 268.080769502 ChemAxon smiles [H][C@]1(CO)O[C@]([H])(N2C=NC3=C2N=CN=C3O)[C@@]([H])(O)[C@]1([H])O ChemAxon formula C10H12N4O5 ChemAxon inchi InChI=1S/C10H12N4O5/c15-1-4-6(16)7(17)10(19-4)14-3-13-5-8(14)11-2-12-9(5)18/h2-4,6-7,10,15-17H,1H2,(H,11,12,18)/t4-,6-,7+,10+/m1/s1 ChemAxon inchikey UGQMRVRMYYASKQ-KMPDEGCQSA-N ChemAxon polar_surface_area 133.75 ChemAxon refractivity 60.48 ChemAxon polarizability 24.46 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 8 ChemAxon donor_count 4 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon number_of_rings 3 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::MsMs 1310440 Specdb::MsMs 1310441 Specdb::MsMs 1310442 Specdb::MsMs 1424929 Specdb::MsMs 1424930 Specdb::MsMs 1424931 27847844 Reist, Elmer J.; Benitez, Allen; Goodman, Leon; Baker, B. R.; Lee, William W. Potential anticancer agents. LXXVI. Synthesis of purine nucleosides of b-D-arabinofuranose. Journal of Organic Chemistry (1962), 27 3274-9.