2.02012-10-10 12:21:34 -06002015-06-03 17:26:08 -0600ECMDB23195M2MDB0035851-(5-phosphoribosyl)-5-((5-phosphoribosylamino)methylideneamino)imidazole-4-carboxamide1-(5-phosphoribosyl)-5-((5-phosphoribosylamino)methylideneamino)imidazole-4-carboxamide is an intermediate in the histidine biosynthesis pathway. It is a substrate for the enzyme 1-(5-phosphoribosyl)-5-[(5-phosphoribosylamino)methylideneamino] imidazole-4-carboxamide isomerase which catalyzes the reaction 1-(5-phosphoribosyl)-5-((5-phosphoribosylamino)methylideneamino)imidazole-4-carboxamide = 5-((5-phospho-1-deoxyribulos-1-ylamino)methylideneamino)-1-(5-phosphoribosyl)imidazole-4-carboxamide(2R,3S,4R,5R)-5-(E)-5-carbamoyl-3-(2R,3R,4S,5R)-3,4-dihydroxy-5-(phosphonatooxymethyl)oxolan-2-ylimidazol-4-ylaminomethylideneamino-3,4-dihydroxyoxolan-2-ylmethyl phosphate(2R,3S,4R,5R)-5-(e)-5-Carbamoyl-3-(2R,3R,4S,5R)-3,4-dihydroxy-5-(phosphonatooxymethyl)oxolan-2-ylimidazol-4-ylaminomethylideneamino-3,4-dihydroxyoxolan-2-ylmethyl phosphoric acid(2R,3S,4R,5R)-5-4-carbamoyl-5-(E)-(2R,3R,4S,5R)-3,4-dihydroxy-5-(phosphonatooxymethyl)tetrahydrofuran-2-ylaminomethyleneaminoimidazol-1-yl-3,4-dihydroxy-tetrahydrofuran-2-ylmethyl phosphate(2R,3S,4R,5R)-5-4-Carbamoyl-5-(e)-(2R,3R,4S,5R)-3,4-dihydroxy-5-(phosphonatooxymethyl)tetrahydrofuran-2-ylaminomethyleneaminoimidazol-1-yl-3,4-dihydroxy-tetrahydrofuran-2-ylmethyl phosphoric acid1-(5-phospho-D-ribosyl)-5-(5-phospho-D-ribosylamino)methylideneaminoimidazole-4-carboxamide tetraanionC15H21N5O15P2573.2993573.050938051[(2R,3S,4R,5R)-5-(N'-{4-carbamoyl-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-[(phosphonatooxy)methyl]oxolan-2-yl]-1H-imidazol-5-yl}imidamido)-3,4-dihydroxyoxolan-2-yl]methyl phosphate[(2R,3S,4R,5R)-5-(N'-{5-carbamoyl-3-[(2R,3R,4S,5R)-3,4-dihydroxy-5-[(phosphonatooxy)methyl]oxolan-2-yl]imidazol-4-yl}imidamido)-3,4-dihydroxyoxolan-2-yl]methyl phosphate[H][C@]1(COP([O-])([O-])=O)O[C@@]([H])(NC=NC2=C(N=CN2[C@]2([H])O[C@]([H])(COP([O-])([O-])=O)[C@@]([H])(O)[C@@]2([H])O)C(N)=O)[C@]([H])(O)[C@]1([H])OInChI=1S/C15H25N5O15P2/c16-12(25)7-13(17-3-18-14-10(23)8(21)5(34-14)1-32-36(26,27)28)20(4-19-7)15-11(24)9(22)6(35-15)2-33-37(29,30)31/h3-6,8-11,14-15,21-24H,1-2H2,(H2,16,25)(H,17,18)(H2,26,27,28)(H2,29,30,31)/p-4/t5-,6-,8-,9-,10-,11-,14-,15-/m1/s1QOUSHGMTBIIAHR-KEOHHSTQSA-Jlogp-1.91logs-1.91solubility7.95e+00 g/llogp-5.5pka_strongest_acidic1.21pka_strongest_basic6.75iupac[(2R,3S,4R,5R)-5-(N'-{4-carbamoyl-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-[(phosphonatooxy)methyl]oxolan-2-yl]-1H-imidazol-5-yl}imidamido)-3,4-dihydroxyoxolan-2-yl]methyl phosphateaverage_mass573.2993mono_mass573.050938051smiles[H][C@]1(COP([O-])([O-])=O)O[C@@]([H])(NC=NC2=C(N=CN2[C@]2([H])O[C@]([H])(COP([O-])([O-])=O)[C@@]([H])(O)[C@@]2([H])O)C(N)=O)[C@]([H])(O)[C@]1([H])OformulaC15H21N5O15P2inchiInChI=1S/C15H25N5O15P2/c16-12(25)7-13(17-3-18-14-10(23)8(21)5(34-14)1-32-36(26,27)28)20(4-19-7)15-11(24)9(22)6(35-15)2-33-37(29,30)31/h3-6,8-11,14-15,21-24H,1-2H2,(H2,16,25)(H,17,18)(H2,26,27,28)(H2,29,30,31)/p-4/t5-,6-,8-,9-,10-,11-,14-,15-/m1/s1inchikeyQOUSHGMTBIIAHR-KEOHHSTQSA-Jpolar_surface_area329.52refractivity110.09polarizability47.38rotatable_bond_count10acceptor_count16donor_count6physiological_charge-4formal_charge-4Specdb::NmrOneD312601Specdb::NmrOneD312602Specdb::NmrOneD312603Specdb::NmrOneD312604Specdb::NmrOneD312605Specdb::NmrOneD312606Specdb::NmrOneD312607Specdb::NmrOneD312608Specdb::NmrOneD312609Specdb::NmrOneD312610Specdb::NmrOneD312611Specdb::NmrOneD312612Specdb::NmrOneD312613Specdb::NmrOneD312614Specdb::NmrOneD312615Specdb::NmrOneD312616Specdb::NmrOneD312617Specdb::NmrOneD312618Specdb::NmrOneD312619Specdb::NmrOneD312620Specdb::MsMs27932Specdb::MsMs27933Specdb::MsMs27934Specdb::MsMs34490Specdb::MsMs34491Specdb::MsMs344924526664458435Histidine biosynthesis bifunctional protein hisIEP06989HIS2_ECOLIhisIhttp://ecmdb.ca/proteins/P06989.xml1-(5-phosphoribosyl)-5-[(5-phosphoribosylamino)methylideneamino] imidazole-4-carboxamide isomeraseP10371HIS4_ECOLIhisAhttp://ecmdb.ca/proteins/P10371.xml1-(5-phosphoribosyl)-AMP + Water > 1-(5-phosphoribosyl)-5-((5-phosphoribosylamino)methylideneamino)imidazole-4-carboxamide1-(5-phosphoribosyl)-5-((5-phosphoribosylamino)methylideneamino)imidazole-4-carboxamide > 5-((5-phospho-1-deoxyribulos-1-ylamino)methylideneamino)-1-(5-phosphoribosyl)imidazole-4-carboxamide