1.0 2011-09-21 00:26:56 UTC 2015-07-21 06:57:36 UTC FDB023250 5-Aminoimidazole Because of its ability to mimic a low energy status of the cell, the cell-permeable nucleoside 5-aminoimidazole-4-carboxamide (AICA) riboside was proposed as an antineoplastic agent switching off major energy-consuming processes associated with the malignant phenotype (lipid production, DNA synthesis, cell proliferation, cell migration, etc.). Key to the antineoplastic action of AICA riboside is its conversion to ZMP, an AMP mimetic that at high concentrations activates the AMP-activated protein kinase (AMPK). (PMID: 16985054) [HMDB] 4-Aminoimidazole Aminoimidazole C3H5N3 83.0919 83.048347175 1H-imidazol-5-amine 5-aminoimidazole 4919-03-3 NC1=CN=CN1 InChI=1S/C3H5N3/c4-3-1-5-2-6-3/h1-2H,4H2,(H,5,6) QRZMXADUXZADTF-UHFFFAOYSA-N belongs to the class of organic compounds known as aminoimidazoles. These are organic compounds containing an amino group linked to an imidazole ring. Aminoimidazoles Organic compounds Organoheterocyclic compounds Azoles Imidazoles Aromatic heteromonocyclic compounds Azacyclic compounds Heteroaromatic compounds Hydrocarbon derivatives Organopnictogen compounds Primary amines Amine Aminoimidazole Aromatic heteromonocyclic compound Azacycle Heteroaromatic compound Hydrocarbon derivative Organic nitrogen compound Organonitrogen compound Organopnictogen compound Primary amine a small molecule aminoimidazole Solid logp -1.08 ALOGPS logs 0.58 ALOGPS solubility 3.19e+02 g/l ALOGPS logp -0.88 ChemAxon pka_strongest_acidic 13.84 ChemAxon pka_strongest_basic 8.36 ChemAxon iupac 1H-imidazol-5-amine ChemAxon average_mass 83.0919 ChemAxon mono_mass 83.048347175 ChemAxon smiles NC1=CN=CN1 ChemAxon formula C3H5N3 ChemAxon inchi InChI=1S/C3H5N3/c4-3-1-5-2-6-3/h1-2H,4H2,(H,5,6) ChemAxon inchikey QRZMXADUXZADTF-UHFFFAOYSA-N ChemAxon polar_surface_area 54.7 ChemAxon refractivity 22.97 ChemAxon polarizability 7.97 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 2 ChemAxon donor_count 2 ChemAxon physiological_charge 1 ChemAxon formal_charge 0 ChemAxon Specdb::MsIr 2079 Specdb::MsIr 2080 Specdb::MsIr 2081 Specdb::CMs 19531 Specdb::CMs 168532 Specdb::MsMs 309445 Specdb::MsMs 309446 Specdb::MsMs 309447 Specdb::MsMs 353872 Specdb::MsMs 353873 Specdb::MsMs 353874 Specdb::MsMs 2270982 Specdb::MsMs 2270983 Specdb::MsMs 2270984 Specdb::MsMs 3068548 Specdb::MsMs 3068549 Specdb::MsMs 3068550 Specdb::NmrOneD 149700 Specdb::NmrOneD 149701 Specdb::NmrOneD 149702 Specdb::NmrOneD 149703 Specdb::NmrOneD 149704 Specdb::NmrOneD 149705 Specdb::NmrOneD 149706 Specdb::NmrOneD 149707 Specdb::NmrOneD 149708 Specdb::NmrOneD 149709 Specdb::NmrOneD 149710 Specdb::NmrOneD 149711 Specdb::NmrOneD 149712 Specdb::NmrOneD 149713 Specdb::NmrOneD 149714 Specdb::NmrOneD 149715 Specdb::NmrOneD 149716 Specdb::NmrOneD 149717 Specdb::NmrOneD 149718 Specdb::NmrOneD 149719 HMDB03929 16607 #<Reference:0x000055ce319af0b0> #<Reference:0x000055ce319aeef8> Anatidae Type 1 specific Anatidae 8830 Beefalo Type 1 specific Bos taurus X Bison bison 297284 Bison Type 1 specific Bison bison 9901 Buffalo Type 1 specific Bubalus bubalis 89462 Cattle (Beef, Veal) Type 1 specific Bos taurus 9913 Chicken Type 1 specific Gallus gallus 9031 Columbidae (Dove, Pigeon) Type 1 specific Columbidae 8930 Deer Type 1 specific Cervidae 9850 Domestic goat Type 1 specific Capra aegagrus hircus 9925 Domestic pig Type 1 specific Sus scrofa domestica 9825 Elk Type 1 specific Cervus canadensis 1574408 Emu Type 1 specific Dromaius novaehollandiae 8790 European rabbit Type 1 specific Oryctolagus 9984 Greylag goose Type 1 specific Anser anser 8843 Guinea hen Type 1 specific Numida meleagris 8996 Horse Type 1 specific Equus caballus 9796 Mallard duck Type 1 specific Anas platyrhynchos 8839 Mountain hare Type 1 specific Lepus timidus 62621 Mule deer Type 1 specific Odocoileus 9871 Ostrich Type 1 specific Struthio camelus 8801 Pheasant Type 1 specific Phasianus colchicus 9054 Quail Type 1 specific Phasianidae 9005 Rabbit Type 1 specific Leporidae 9979 Rock ptarmigan Type 1 specific Lagopus muta 64668 Sheep (Mutton, Lamb) Type 1 specific Ovis aries 9940 Squab Type 1 specific Columba 8931 Turkey Type 1 specific Meleagris gallopavo 9103 Velvet duck Type 1 specific Melanitta fusca 371864 Wild boar Type 1 specific Sus scrofa 9823