data_1EG # _chem_comp.id 1EG _chem_comp.name "5'-O-(L-alpha-glutamylsulfamoyl)guanosine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C15 H21 N7 O10 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-01-03 _chem_comp.pdbx_modified_date 2013-12-20 _chem_comp.pdbx_ambiguous_flag N _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 491.433 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1EG _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 4IIX _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # loop_ _chem_comp_atom.comp_id _chem_comp_atom.atom_id _chem_comp_atom.alt_atom_id _chem_comp_atom.type_symbol _chem_comp_atom.charge _chem_comp_atom.pdbx_align _chem_comp_atom.pdbx_aromatic_flag _chem_comp_atom.pdbx_leaving_atom_flag _chem_comp_atom.pdbx_stereo_config _chem_comp_atom.model_Cartn_x _chem_comp_atom.model_Cartn_y _chem_comp_atom.model_Cartn_z _chem_comp_atom.pdbx_model_Cartn_x_ideal _chem_comp_atom.pdbx_model_Cartn_y_ideal _chem_comp_atom.pdbx_model_Cartn_z_ideal _chem_comp_atom.pdbx_component_atom_id _chem_comp_atom.pdbx_component_comp_id _chem_comp_atom.pdbx_ordinal 1EG O6 O6 O 0 1 N N N -1.247 8.137 29.787 4.825 -4.423 0.164 O6 XCX 1 1EG C6 C6 C 0 1 N N N -0.452 7.791 28.885 4.980 -3.212 0.185 C6 XCX 2 1EG N1 N1 N 0 1 N N N 0.409 8.656 28.333 6.211 -2.680 0.240 N1 XCX 3 1EG C2 C2 C 0 1 N N N 1.271 8.309 27.356 6.393 -1.377 0.264 C2 XCX 4 1EG N2 N2 N 0 1 N N N 2.104 9.252 26.866 7.672 -0.892 0.320 N2 XCX 5 1EG N3 N3 N 0 1 N N N 1.349 7.056 26.845 5.360 -0.494 0.235 N3 XCX 6 1EG C5 C5 C 0 1 Y N N -0.439 6.404 28.380 3.826 -2.308 0.146 C5 XCX 7 1EG C4 C4 C 0 1 Y N N 0.530 6.097 27.319 4.065 -0.940 0.179 C4 XCX 8 1EG N7 N7 N 0 1 Y N N -1.110 5.269 28.646 2.486 -2.484 0.086 N7 XCX 9 1EG C8 C8 C 0 1 Y N N -0.619 4.316 27.819 1.903 -1.319 0.075 C8 XCX 10 1EG N9 N9 N 0 1 Y N N 0.362 4.819 27.046 2.845 -0.336 0.139 N9 XCX 11 1EG "C1'" "C1'" C 0 1 N N R 1.103 4.070 26.026 2.593 1.107 0.148 "C1'" XCX 12 1EG "O4'" "O4'" O 0 1 N N N 0.273 2.969 25.680 1.231 1.382 0.540 "O4'" XCX 13 1EG "C2'" "C2'" C 0 1 N N R 2.415 3.549 26.572 2.680 1.685 -1.287 "C2'" XCX 14 1EG "O2'" "O2'" O 0 1 N N N 3.454 3.840 25.638 4.028 2.023 -1.620 "O2'" XCX 15 1EG "C3'" "C3'" C 0 1 N N S 2.244 2.054 26.581 1.802 2.956 -1.179 "C3'" XCX 16 1EG "O3'" "O3'" O 0 1 N N N 3.403 1.521 25.941 2.618 4.111 -0.972 "O3'" XCX 17 1EG "C4'" "C4'" C 0 1 N N R 1.044 1.778 25.693 0.910 2.695 0.051 "C4'" XCX 18 1EG "C5'" "C5'" C 0 1 N N N 0.173 0.615 26.153 -0.564 2.753 -0.354 "C5'" XCX 19 1EG "O5'" "O5'" O 0 1 N N N -0.334 0.827 27.472 -1.383 2.610 0.808 "O5'" XCX 20 1EG SBG SBG S 0 1 N N N -0.848 -0.410 28.221 -2.878 2.654 0.521 SBG XCX 21 1EG OAF OAF O 0 1 N N N -1.468 -1.231 27.205 -3.527 2.700 1.784 OAF XCX 22 1EG OAG OAG O 0 1 N N N -1.750 0.025 29.255 -3.064 3.639 -0.486 OAG XCX 23 1EG NAQ NAQ N 0 1 N N N 0.420 -1.084 28.793 -3.288 1.202 -0.162 NAQ XCX 24 1EG C C C 0 1 N N N 0.488 -2.266 29.436 -3.182 0.066 0.554 C XCX 25 1EG O O O 0 1 N N N -0.438 -3.036 29.656 -2.786 0.106 1.700 O XCX 26 1EG CA CA C 0 1 N N S 1.860 -2.683 29.880 -3.556 -1.255 -0.068 CA XCX 27 1EG N N N 0 1 N N N 2.797 -1.581 29.738 -2.927 -2.347 0.688 N XCX 28 1EG CB CB C 0 1 N N N 1.796 -3.185 31.321 -5.076 -1.422 -0.036 CB XCX 29 1EG CG CG C 0 1 N N N 2.754 -4.354 31.523 -5.464 -2.703 -0.777 CG XCX 30 1EG CD CD C 0 1 N N N 4.155 -3.850 31.786 -6.962 -2.867 -0.746 CD XCX 31 1EG OE1 OE1 O 0 1 N N N 4.491 -2.737 31.331 -7.649 -2.044 -0.187 OE1 XCX 32 1EG OE2 OE2 O 0 1 N N N 4.921 -4.566 32.452 -7.534 -3.927 -1.338 OE2 XCX 33 1EG H1 H1 H 0 1 N N N 2.073 10.184 27.228 8.423 -1.506 0.341 H1 XCX 34 1EG H2 H2 H 0 1 N N N 2.752 9.019 26.141 7.828 0.065 0.338 H2 XCX 35 1EG H3 H3 H 0 1 N N N 2.008 6.845 26.123 5.541 0.458 0.258 H3 XCX 36 1EG H4 H4 H 0 1 N N N -0.966 3.294 27.784 0.836 -1.158 0.030 H4 XCX 37 1EG H5 H5 H 0 1 N N N 1.295 4.707 25.150 3.295 1.614 0.809 H5 XCX 38 1EG H6 H6 H 0 1 N N N 2.620 3.942 27.579 2.264 0.987 -2.014 H6 XCX 39 1EG H7 H7 H 0 1 N N N 4.282 3.516 25.973 4.133 2.389 -2.509 H7 XCX 40 1EG H8 H8 H 0 1 N N N 2.095 1.665 27.599 1.192 3.076 -2.074 H8 XCX 41 1EG H9 H9 H 0 1 N N N 4.167 1.684 26.482 3.239 4.288 -1.692 H9 XCX 42 1EG H10 H10 H 0 1 N N N 1.406 1.559 24.678 1.112 3.438 0.822 H10 XCX 43 1EG H11 H11 H 0 1 N N N -0.673 0.506 25.459 -0.773 3.712 -0.829 H11 XCX 44 1EG H12 H12 H 0 1 N N N 0.774 -0.306 26.145 -0.781 1.946 -1.054 H12 XCX 45 1EG H15 H15 H 0 1 N N N 1.281 -0.590 28.673 -3.605 1.170 -1.079 H15 XCX 46 1EG H16 H16 H 0 1 N N N 2.191 -3.517 29.244 -3.209 -1.281 -1.101 H16 XCX 47 1EG H17 H17 H 0 1 N N N 3.705 -1.874 30.037 -1.921 -2.296 0.627 H17 XCX 48 1EG H18 H18 H 0 1 N N N 2.837 -1.299 28.779 -3.233 -2.345 1.649 H18 XCX 49 1EG H20 H20 H 0 1 N N N 2.074 -2.367 32.002 -5.413 -1.485 0.999 H20 XCX 50 1EG H21 H21 H 0 1 N N N 0.771 -3.515 31.544 -5.546 -0.565 -0.519 H21 XCX 51 1EG H22 H22 H 0 1 N N N 2.418 -4.954 32.382 -5.128 -2.639 -1.812 H22 XCX 52 1EG H23 H23 H 0 1 N N N 2.758 -4.979 30.618 -4.995 -3.559 -0.294 H23 XCX 53 1EG H24 H24 H 0 1 N N N 5.761 -4.132 32.544 -8.498 -3.990 -1.291 H24 XCX 54 # loop_ _chem_comp_bond.comp_id _chem_comp_bond.atom_id_1 _chem_comp_bond.atom_id_2 _chem_comp_bond.value_order _chem_comp_bond.pdbx_aromatic_flag _chem_comp_bond.pdbx_stereo_config _chem_comp_bond.pdbx_ordinal 1EG "O2'" "C2'" SING N N 1 1EG "O4'" "C4'" SING N N 2 1EG "O4'" "C1'" SING N N 3 1EG "C4'" "C5'" SING N N 4 1EG "C4'" "C3'" SING N N 5 1EG "O3'" "C3'" SING N N 6 1EG "C1'" "C2'" SING N N 7 1EG "C1'" N9 SING N N 8 1EG "C5'" "O5'" SING N N 9 1EG "C2'" "C3'" SING N N 10 1EG N3 C4 SING N N 11 1EG N3 C2 SING N N 12 1EG N2 C2 SING N N 13 1EG N9 C4 SING Y N 14 1EG N9 C8 SING Y N 15 1EG OAF SBG DOUB N N 16 1EG C4 C5 DOUB Y N 17 1EG C2 N1 DOUB N N 18 1EG "O5'" SBG SING N N 19 1EG C8 N7 DOUB Y N 20 1EG SBG OAG DOUB N N 21 1EG N1 C6 SING N N 22 1EG C5 N7 SING Y N 23 1EG C5 C6 SING N N 24 1EG NAQ C SING N N 25 1EG C6 O6 DOUB N N 26 1EG C O DOUB N N 27 1EG C CA SING N N 28 1EG N CA SING N N 29 1EG CA CB SING N N 30 1EG CB CG SING N N 31 1EG OE1 CD DOUB N N 32 1EG CG CD SING N N 33 1EG CD OE2 SING N N 34 1EG SBG NAQ SING N N 35 1EG N2 H1 SING N N 36 1EG N2 H2 SING N N 37 1EG N3 H3 SING N N 38 1EG C8 H4 SING N N 39 1EG "C1'" H5 SING N N 40 1EG "C2'" H6 SING N N 41 1EG "O2'" H7 SING N N 42 1EG "C3'" H8 SING N N 43 1EG "O3'" H9 SING N N 44 1EG "C4'" H10 SING N N 45 1EG "C5'" H11 SING N N 46 1EG "C5'" H12 SING N N 47 1EG NAQ H15 SING N N 48 1EG CA H16 SING N N 49 1EG N H17 SING N N 50 1EG N H18 SING N N 51 1EG CB H20 SING N N 52 1EG CB H21 SING N N 53 1EG CG H22 SING N N 54 1EG CG H23 SING N N 55 1EG OE2 H24 SING N N 56 # loop_ _pdbx_chem_comp_descriptor.comp_id _pdbx_chem_comp_descriptor.type _pdbx_chem_comp_descriptor.program _pdbx_chem_comp_descriptor.program_version _pdbx_chem_comp_descriptor.descriptor 1EG SMILES ACDLabs 12.01 "O=C(O)CCC(N)C(=O)NS(=O)(=O)OCC3OC(n1cnc2c1NC(=NC2=O)N)C(O)C3O" 1EG InChI InChI 1.03 "InChI=1S/C15H21N7O10S/c16-5(1-2-7(23)24)12(27)21-33(29,30)31-3-6-9(25)10(26)14(32-6)22-4-18-8-11(22)19-15(17)20-13(8)28/h4-6,9-10,14,25-26H,1-3,16H2,(H,21,27)(H,23,24)(H3,17,19,20,28)/t5-,6+,9+,10+,14+/m0/s1" 1EG InChIKey InChI 1.03 OSXZSDHEDNMZPJ-UFIIOMENSA-N 1EG SMILES_CANONICAL CACTVS 3.370 "N[C@@H](CCC(O)=O)C(=O)N[S](=O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3C(=O)N=C(N)Nc23" 1EG SMILES CACTVS 3.370 "N[CH](CCC(O)=O)C(=O)N[S](=O)(=O)OC[CH]1O[CH]([CH](O)[CH]1O)n2cnc3C(=O)N=C(N)Nc23" 1EG SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1nc2c(n1[C@H]3[C@@H]([C@@H]([C@H](O3)COS(=O)(=O)NC(=O)[C@H](CCC(=O)O)N)O)O)NC(=NC2=O)N" 1EG SMILES "OpenEye OEToolkits" 1.7.6 "c1nc2c(n1C3C(C(C(O3)COS(=O)(=O)NC(=O)C(CCC(=O)O)N)O)O)NC(=NC2=O)N" # loop_ _pdbx_chem_comp_identifier.comp_id _pdbx_chem_comp_identifier.type _pdbx_chem_comp_identifier.program _pdbx_chem_comp_identifier.program_version _pdbx_chem_comp_identifier.identifier 1EG "SYSTEMATIC NAME" ACDLabs 12.01 "5'-O-(L-alpha-glutamylsulfamoyl)guanosine" 1EG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(4S)-4-azanyl-5-[[(2R,3S,4R,5R)-5-(2-azanyl-6-oxidanylidene-3H-purin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methoxysulfonylamino]-5-oxidanylidene-pentanoic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 1EG "Create component" 2013-01-03 RCSB 1EG "Initial release" 2013-12-25 RCSB #