2.0 2012-10-10 12:13:04 -0600 2015-06-03 17:25:45 -0600 ECMDB23026 M2MDB003416 2-(Formamido)-N(1)-(5-phospho-D-ribosyl)acetamidine 2-(Formamido)-N1-(5-phospho-D-ribosyl)acetamidine is an intermediate in purine metabolism. The enzyme phosphoribosylformylglycinamidine synthase [EC:6.3.5.3] catalyzes the production of this metabolite from N2-formyl-N1-(5-phospho-D-ribosyl)glycinamide. (2R,3S,4R)-5-(Z)-(1-amino-2-formamidoethylidene)amino-3,4-dihydroxyoxolan-2-ylmethyl dihydrogen phosphate (2R,3S,4R)-5-(Z)-(1-amino-2-Formamidoethylidene)amino-3,4-dihydroxyoxolan-2-ylmethyl dihydrogen phosphoric acid 1-(5'-Phosphoribosyl)-N-formylglycinamidine 1-deoxy-1-[2-(formamido)acetimidamido]-D-ribofuranose 5-(dihydrogen phosphate) 1-Deoxy-1-[2-(formamido)acetimidamido]-D-ribofuranose 5-(dihydrogen phosphoric acid) 2-(formamido)-N(1)-(5'-phosphoribosyl)acetamidine 2-(Formamido)-N1-(5'-phosphoribosyl)acetamidine 2-(Formamido)-N1-(5-phospho-D-ribosyl)acetamidine 5'-phosphoribosyl-<i>N</i>-formyl glycineamidine 5'-Phosphoribosyl-n-formyl glycineamidine 5'-Phosphoribosyl-N-formylglycinamidine 5'-Phosphoribosylformylglycinamidine FGAM N-(2-Formamidoethanimidoyl)-5-O-phosphono-D-ribofuranosylamine N-[2-(formamido)ethanimidoyl]-5-O-phosphono-D-ribofuranosylamine [(2R,3S,4R,5R)-5-[(1-amino-2-formamido-Ethylidene)amino]-3,4-dihydroxy-oxolan-2-yl]methoxyphosphonate [(2R,3S,4R,5R)-5-[(1-amino-2-formamido-ethylidene)amino]-3,4-dihydroxy-oxolan-2-yl]methoxyphosphonic acid C8H16N3O8P 313.2017 313.067501015 {[(2R,3S,4R)-3,4-dihydroxy-5-(2-formamidoethanimidamido)oxolan-2-yl]methoxy}phosphonic acid FGAM 6157-85-3 O[C@H]1[C@@H](O)C(NC(=N)CNC=O)O[C@@H]1COP(O)(O)=O InChI=1S/C8H16N3O8P/c9-5(1-10-3-12)11-8-7(14)6(13)4(19-8)2-18-20(15,16)17/h3-4,6-8,13-14H,1-2H2,(H2,9,11)(H,10,12)(H2,15,16,17)/t4-,6-,7-,8?/m1/s1 PMCOGCVKOAOZQM-ZRTZXPPTSA-N Solid Cytoplasm logp -2.58 ALOGPS logs -1.56 ALOGPS solubility 8.65e+00 g/l ALOGPS logp -4.1 ChemAxon pka_strongest_acidic 1.23 ChemAxon pka_strongest_basic 7.38 ChemAxon iupac {[(2R,3S,4R)-3,4-dihydroxy-5-(2-formamidoethanimidamido)oxolan-2-yl]methoxy}phosphonic acid ChemAxon average_mass 313.2017 ChemAxon mono_mass 313.067501015 ChemAxon smiles O[C@H]1[C@@H](O)C(NC(=N)CNC=O)O[C@@H]1COP(O)(O)=O ChemAxon formula C8H16N3O8P ChemAxon inchi InChI=1S/C8H16N3O8P/c9-5(1-10-3-12)11-8-7(14)6(13)4(19-8)2-18-20(15,16)17/h3-4,6-8,13-14H,1-2H2,(H2,9,11)(H,10,12)(H2,15,16,17)/t4-,6-,7-,8?/m1/s1 ChemAxon inchikey PMCOGCVKOAOZQM-ZRTZXPPTSA-N ChemAxon polar_surface_area 181.43 ChemAxon refractivity 72.72 ChemAxon polarizability 26.41 ChemAxon rotatable_bond_count 6 ChemAxon acceptor_count 9 ChemAxon donor_count 7 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 3411 Specdb::NmrOneD 315741 Specdb::NmrOneD 315742 Specdb::NmrOneD 315743 Specdb::NmrOneD 315744 Specdb::NmrOneD 315745 Specdb::NmrOneD 315746 Specdb::NmrOneD 315747 Specdb::NmrOneD 315748 Specdb::NmrOneD 315749 Specdb::NmrOneD 315750 Specdb::NmrOneD 315751 Specdb::NmrOneD 315752 Specdb::NmrOneD 315753 Specdb::NmrOneD 315754 Specdb::NmrOneD 315755 Specdb::NmrOneD 315756 Specdb::NmrOneD 315757 Specdb::NmrOneD 315758 Specdb::NmrOneD 315759 Specdb::NmrOneD 315760 Specdb::MsMs 29309 Specdb::MsMs 29310 Specdb::MsMs 29311 Specdb::MsMs 35867 Specdb::MsMs 35868 Specdb::MsMs 35869 HMDB06211 22833657 C04640 18413 5-PHOSPHORIBOSYL-N-FORMYLGLYCINEAMIDINE FDB023837 Phosphoribosylformylglycinamidine cyclo-ligase P08178 PUR5_ECOLI purM http://ecmdb.ca/proteins/P08178.xml Phosphoribosylformylglycinamidine synthase P15254 PUR4_ECOLI purL http://ecmdb.ca/proteins/P15254.xml Adenosine triphosphate + 5'-phosphoribosyl-N-formylglycinamide + L-Glutamine + Water > ADP + Inorganic phosphate + 2-(Formamido)-N(1)-(5-phospho-D-ribosyl)acetamidine + L-Glutamate Adenosine triphosphate + 2-(Formamido)-N(1)-(5-phospho-D-ribosyl)acetamidine > ADP + Inorganic phosphate + 5-Aminoimidazole ribonucleotide