1.0 2016-10-03 18:21:29 UTC 2020-04-22 15:45:31 UTC BMDB0011596 BMDB11596 Queuosine C17H23N5O7 409.399 409.159748101 (2S,3R,4S,5R)-2-[5-({[(1S,4S,5R)-4,5-dihydroxycyclopent-2-en-1-yl]amino}methyl)-4-hydroxy-2-imino-1H,2H,7H-pyrrolo[2,3-d]pyrimidin-7-yl]-5-(hydroxymethyl)oxolane-3,4-diol (2S,3R,4S,5R)-2-[5-({[(1S,4S,5R)-4,5-dihydroxycyclopent-2-en-1-yl]amino}methyl)-4-hydroxy-2-imino-1H-pyrrolo[2,3-d]pyrimidin-7-yl]-5-(hydroxymethyl)oxolane-3,4-diol [H][C@]1(O)C=C[C@]([H])(NCC2=CN(C3=C2C(O)=NC(=N)N3)[C@@]2([H])O[C@]([H])(CO)[C@@]([H])(O)[C@@]2([H])O)[C@@]1([H])O InChI=1S/C17H23N5O7/c18-17-20-14-10(15(28)21-17)6(3-19-7-1-2-8(24)11(7)25)4-22(14)16-13(27)12(26)9(5-23)29-16/h1-2,4,7-9,11-13,16,19,23-27H,3,5H2,(H3,18,20,21,28)/t7-,8-,9+,11+,12+,13+,16-/m0/s1 QQXQGKSPIMGUIZ-OUWIPKMASA-N belongs to the class of organic compounds known as pyrrolopyrimidine nucleosides and nucleotides. These are nucleoside derivatives containing a ribose derivative which is n-glycosylated to a pyrrolopyrimidine. Also called deazapurine nucleosides, they are analogs of purine nucleosides with the N atom of the purine being replaced by a C atom at position 7. Organic compounds Nucleosides, nucleotides, and analogues Pyrrolopyrimidine nucleosides and nucleotides Pyrrolopyrimidine nucleosides and nucleotides Aralkylamines Azacyclic compounds Dialkylamines Glycosylamines Heteroaromatic compounds Hydrocarbon derivatives Hydroxypyrimidines Organopnictogen compounds Oxacyclic compounds Pentoses Primary alcohols Pyrrolo[2,3-d]pyrimidines Secondary alcohols Substituted pyrroles Tetrahydrofurans Alcohol Amine Aralkylamine Aromatic heteropolycyclic compound Azacycle Glycosyl compound Heteroaromatic compound Hydrocarbon derivative Hydroxypyrimidine Monosaccharide N-glycosyl compound Organic nitrogen compound Organic oxygen compound Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Oxacycle Pentose monosaccharide Primary alcohol Pyrimidine Pyrrole Pyrrolo[2,3-d]pyrimidine Pyrrolopyrimidine Pyrrolopyrimidine ribonucleoside Secondary alcohol Secondary aliphatic amine Secondary amine Substituted pyrrole Tetrahydrofuran Aromatic heteropolycyclic compounds Solid logp -2.00 ALOGPS logs -1.79 ALOGPS logp -3.1 ChemAxon pka_strongest_acidic 6.96 ChemAxon pka_strongest_basic 7.7 ChemAxon iupac (2S,3R,4S,5R)-2-[5-({[(1S,4S,5R)-4,5-dihydroxycyclopent-2-en-1-yl]amino}methyl)-4-hydroxy-2-imino-1H,2H,7H-pyrrolo[2,3-d]pyrimidin-7-yl]-5-(hydroxymethyl)oxolane-3,4-diol ChemAxon average_mass 409.399 ChemAxon mono_mass 409.159748101 ChemAxon smiles [H][C@]1(O)C=C[C@]([H])(NCC2=CN(C3=C2C(O)=NC(=N)N3)[C@@]2([H])O[C@]([H])(CO)[C@@]([H])(O)[C@@]2([H])O)[C@@]1([H])O ChemAxon formula C17H23N5O7 ChemAxon inchi InChI=1S/C17H23N5O7/c18-17-20-14-10(15(28)21-17)6(3-19-7-1-2-8(24)11(7)25)4-22(14)16-13(27)12(26)9(5-23)29-16/h1-2,4,7-9,11-13,16,19,23-27H,3,5H2,(H3,18,20,21,28)/t7-,8-,9+,11+,12+,13+,16-/m0/s1 ChemAxon inchikey QQXQGKSPIMGUIZ-OUWIPKMASA-N ChemAxon polar_surface_area 195.81 ChemAxon refractivity 110.57 ChemAxon polarizability 40.06 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 11 ChemAxon donor_count 9 ChemAxon physiological_charge 1 ChemAxon formal_charge 0 ChemAxon number_of_rings 4 ChemAxon bioavailability 0 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::MsMs 1290442 Specdb::MsMs 1290443 Specdb::MsMs 1290444 Specdb::MsMs 1405159 Specdb::MsMs 1405160 Specdb::MsMs 1405161 Queuosine