data_GPL # _chem_comp.id GPL _chem_comp.name ;LYSINE GUANOSINE-5'-MONOPHOSPHATE ; _chem_comp.type "L-PEPTIDE LINKING" _chem_comp.pdbx_type ATOMP _chem_comp.formula "C16 H26 N7 O9 P" _chem_comp.mon_nstd_parent_comp_id LYS _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 1999-07-08 _chem_comp.pdbx_modified_date 2011-06-04 _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 491.393 _chem_comp.one_letter_code K _chem_comp.three_letter_code GPL _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag Y _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1CKN _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 GPL P P P 0 1 N N S 26.889 27.319 49.016 -2.195 2.799 -0.642 P GPL 1 GPL O1P O1P O 0 1 N N N 26.415 27.319 47.586 -2.864 1.977 -1.712 O1P GPL 2 GPL O2P O2P O 0 1 N N N 27.341 28.619 49.548 -3.288 3.538 0.307 O2P GPL 3 GPL "O5'" O5* O 0 1 N N N 25.716 26.715 49.959 -1.405 1.865 0.430 "O5'" GPL 4 GPL "C5'" C5* C 0 1 N N N 24.915 25.537 49.665 -0.881 2.428 1.621 "C5'" GPL 5 GPL "C4'" C4* C 0 1 N N R 25.300 24.682 48.485 -0.199 1.333 2.429 "C4'" GPL 6 GPL "O4'" O4* O 0 1 N N N 26.631 24.140 48.410 0.895 0.803 1.646 "O4'" GPL 7 GPL "C3'" C3* C 0 1 N N S 24.421 23.514 48.302 0.409 1.846 3.730 "C3'" GPL 8 GPL "O3'" O3* O 0 1 N N N 23.122 23.892 47.913 0.470 0.769 4.665 "O3'" GPL 9 GPL "C2'" C2* C 0 1 N N R 25.094 22.792 47.204 1.814 2.225 3.303 "C2'" GPL 10 GPL "O2'" O2* O 0 1 N N N 24.766 23.442 45.977 2.731 2.249 4.377 "O2'" GPL 11 GPL "C1'" C1* C 0 1 N N R 26.569 23.045 47.470 2.135 1.120 2.308 "C1'" GPL 12 GPL N9 N9 N 0 1 Y N N 27.294 21.851 47.858 3.143 1.487 1.316 N9 GPL 13 GPL C8 C8 C 0 1 Y N N 28.518 21.447 47.468 3.085 2.565 0.464 C8 GPL 14 GPL N7 N7 N 0 1 Y N N 28.940 20.336 47.988 4.141 2.642 -0.322 N7 GPL 15 GPL C5 C5 C 0 1 Y N N 27.862 19.973 48.816 4.902 1.571 0.044 C5 GPL 16 GPL C6 C6 C 0 1 N N N 27.686 18.815 49.631 6.173 1.152 -0.478 C6 GPL 17 GPL O6 O6 O 0 1 N N N 28.476 17.905 49.815 6.769 1.739 -1.372 O6 GPL 18 GPL N1 N1 N 0 1 N N N 26.457 18.835 50.312 6.621 -0.005 0.173 N1 GPL 19 GPL C2 C2 C 0 1 N N N 25.493 19.829 50.171 5.930 -0.682 1.206 C2 GPL 20 GPL N2 N2 N 0 1 N N N 24.345 19.716 50.871 6.557 -1.796 1.700 N2 GPL 21 GPL N3 N3 N 0 1 N N N 25.682 20.900 49.384 4.766 -0.275 1.665 N3 GPL 22 GPL C4 C4 C 0 1 Y N N 26.883 20.894 48.720 4.316 0.841 1.050 C4 GPL 23 GPL N N N 0 1 N N N 33.321 22.027 48.725 3.498 4.366 -6.005 N GPL 24 GPL CA CA C 0 1 N N S 31.990 22.514 48.399 3.817 5.285 -4.943 CA GPL 25 GPL CB CB C 0 1 N N N 31.703 23.786 49.195 2.599 5.630 -4.083 CB GPL 26 GPL CG CG C 0 1 N N N 30.290 24.327 49.066 1.904 4.420 -3.445 CG GPL 27 GPL CD CD C 0 1 N N N 30.179 25.484 50.045 0.659 4.796 -2.635 CD GPL 28 GPL CE CE C 0 1 N N N 28.742 25.983 50.129 0.004 3.593 -1.953 CE GPL 29 GPL NZ NZ N 0 1 N N N 28.310 26.527 48.868 -1.155 3.981 -1.159 NZ GPL 30 GPL C C C 0 1 N N N 31.967 22.794 46.900 4.881 4.614 -4.097 C GPL 31 GPL O O O 0 1 N N N 32.467 23.833 46.449 5.283 3.467 -4.246 O GPL 32 GPL OXT OXT O 0 1 N Y N ? ? ? 5.319 5.424 -3.097 OXT GPL 33 GPL HOP2 2HOP H 0 0 N N N 27.639 28.619 50.449 -4.238 3.324 0.184 HOP2 GPL 34 GPL "H5'1" 1H5* H 0 0 N N N 24.865 24.896 50.576 -0.165 3.211 1.355 "H5'1" GPL 35 GPL "H5'2" 2H5* H 0 0 N N N 23.847 25.841 49.558 -1.702 2.873 2.192 "H5'2" GPL 36 GPL "H4'" H4* H 0 1 N N N 25.205 25.464 47.696 -0.908 0.517 2.602 "H4'" GPL 37 GPL "H3'" H3* H 0 1 N N N 24.286 22.918 49.234 -0.145 2.663 4.199 "H3'" GPL 38 GPL "HO3'" *HO3 H 0 0 N N N 22.555 23.138 47.795 -0.447 0.539 4.878 "HO3'" GPL 39 GPL "H2'" H2* H 0 1 N N N 24.817 21.713 47.147 1.812 3.206 2.815 "H2'" GPL 40 GPL "HO2'" *HO2 H 0 0 N N N 25.199 22.977 45.270 2.967 1.326 4.577 "HO2'" GPL 41 GPL "H1'" H1* H 0 1 N N N 27.105 23.336 46.536 2.521 0.216 2.791 "H1'" GPL 42 GPL H8 H8 H 0 1 N N N 29.148 22.002 46.753 2.250 3.253 0.465 H8 GPL 43 GPL HN1 HN1 H 0 1 N N N 26.249 18.071 50.956 7.515 -0.390 -0.120 HN1 GPL 44 GPL HN21 1HN2 H 0 0 N N N 23.638 20.444 50.767 6.493 -2.641 1.181 HN21 GPL 45 GPL HN22 2HN2 H 0 0 N N N 24.569 19.609 51.860 7.051 -1.717 2.558 HN22 GPL 46 GPL H 1HN H 0 1 N N N 33.512 21.177 48.193 4.166 4.222 -6.744 H GPL 47 GPL H2 2HN H 0 1 N Y N 33.446 21.890 49.728 2.551 4.041 -6.103 H2 GPL 48 GPL HA HA H 0 1 N N N 31.206 21.764 48.660 4.248 6.169 -5.423 HA GPL 49 GPL HB2 1HB H 0 1 N N N 31.957 23.630 50.269 2.903 6.312 -3.278 HB2 GPL 50 GPL HB3 2HB H 0 1 N N N 32.442 24.578 48.930 1.869 6.183 -4.687 HB3 GPL 51 GPL HG2 1HG H 0 1 N N N 30.017 24.605 48.021 2.626 3.928 -2.780 HG2 GPL 52 GPL HG3 2HG H 0 1 N N N 29.504 23.549 49.211 1.647 3.690 -4.221 HG3 GPL 53 GPL HD2 1HD H 0 1 N N N 30.582 25.215 51.049 -0.078 5.289 -3.281 HD2 GPL 54 GPL HD3 2HD H 0 1 N N N 30.888 26.307 49.794 0.937 5.522 -1.862 HD3 GPL 55 GPL HE2 1HE H 0 1 N N N 28.050 25.186 50.491 -0.303 2.857 -2.704 HE2 GPL 56 GPL HE3 2HE H 0 1 N N N 28.608 26.714 50.959 0.738 3.107 -1.299 HE3 GPL 57 GPL HZ HNZ H 0 1 N N N 29.027 27.120 48.451 -0.845 4.638 -0.444 HZ GPL 58 GPL HXT HXT H 0 1 N Y N -0.014 0.174 -0.933 5.985 5.025 -2.497 HXT GPL 59 # 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 GPL P O1P DOUB N N 1 GPL P O2P SING N N 2 GPL P "O5'" SING N N 3 GPL P NZ SING N N 4 GPL O2P HOP2 SING N N 5 GPL "O5'" "C5'" SING N N 6 GPL "C5'" "C4'" SING N N 7 GPL "C5'" "H5'1" SING N N 8 GPL "C5'" "H5'2" SING N N 9 GPL "C4'" "O4'" SING N N 10 GPL "C4'" "C3'" SING N N 11 GPL "C4'" "H4'" SING N N 12 GPL "O4'" "C1'" SING N N 13 GPL "C3'" "O3'" SING N N 14 GPL "C3'" "C2'" SING N N 15 GPL "C3'" "H3'" SING N N 16 GPL "O3'" "HO3'" SING N N 17 GPL "C2'" "O2'" SING N N 18 GPL "C2'" "C1'" SING N N 19 GPL "C2'" "H2'" SING N N 20 GPL "O2'" "HO2'" SING N N 21 GPL "C1'" N9 SING N N 22 GPL "C1'" "H1'" SING N N 23 GPL N9 C8 SING Y N 24 GPL N9 C4 SING Y N 25 GPL C8 N7 DOUB Y N 26 GPL C8 H8 SING N N 27 GPL N7 C5 SING Y N 28 GPL C5 C6 SING N N 29 GPL C5 C4 DOUB Y N 30 GPL C6 O6 DOUB N N 31 GPL C6 N1 SING N N 32 GPL N1 C2 SING N N 33 GPL N1 HN1 SING N N 34 GPL C2 N2 SING N N 35 GPL C2 N3 DOUB N N 36 GPL N2 HN21 SING N N 37 GPL N2 HN22 SING N N 38 GPL N3 C4 SING N N 39 GPL N CA SING N N 40 GPL N H SING N N 41 GPL N H2 SING N N 42 GPL CA CB SING N N 43 GPL CA C SING N N 44 GPL CA HA SING N N 45 GPL CB CG SING N N 46 GPL CB HB2 SING N N 47 GPL CB HB3 SING N N 48 GPL CG CD SING N N 49 GPL CG HG2 SING N N 50 GPL CG HG3 SING N N 51 GPL CD CE SING N N 52 GPL CD HD2 SING N N 53 GPL CD HD3 SING N N 54 GPL CE NZ SING N N 55 GPL CE HE2 SING N N 56 GPL CE HE3 SING N N 57 GPL NZ HZ SING N N 58 GPL C O DOUB N N 59 GPL C OXT SING N N 60 GPL OXT HXT SING N N 61 # 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 GPL SMILES ACDLabs 10.04 "O=C(O)C(N)CCCCNP(=O)(O)OCC3OC(n2cnc1c2N=C(N)NC1=O)C(O)C3O" GPL SMILES_CANONICAL CACTVS 3.341 "N[C@@H](CCCCN[P@@](O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3C(=O)NC(=Nc23)N)C(O)=O" GPL SMILES CACTVS 3.341 "N[CH](CCCCN[P](O)(=O)OC[CH]1O[CH]([CH](O)[CH]1O)n2cnc3C(=O)NC(=Nc23)N)C(O)=O" GPL SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1nc2c(n1[C@H]3[C@@H]([C@@H]([C@H](O3)CO[P@](=O)(NCCCC[C@@H](C(=O)O)N)O)O)O)N=C(NC2=O)N" GPL SMILES "OpenEye OEToolkits" 1.5.0 "c1nc2c(n1C3C(C(C(O3)COP(=O)(NCCCCC(C(=O)O)N)O)O)O)N=C(NC2=O)N" GPL InChI InChI 1.03 "InChI=1S/C16H26N7O9P/c17-7(15(27)28)3-1-2-4-20-33(29,30)31-5-8-10(24)11(25)14(32-8)23-6-19-9-12(23)21-16(18)22-13(9)26/h6-8,10-11,14,24-25H,1-5,17H2,(H,27,28)(H2,20,29,30)(H3,18,21,22,26)/t7-,8+,10+,11+,14+/m0/s1" GPL InChIKey InChI 1.03 FYWIJTNESKGCIU-TWBCTODHSA-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 GPL "SYSTEMATIC NAME" ACDLabs 10.04 "(2S)-2-amino-6-{[(S)-{[(2R,3S,4R,5R)-5-(2-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methoxy}(hydroxy)phosphoryl]amino}hexanoic acid (non-preferred name)" GPL "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-amino-6-[[[(2R,3S,4R,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl]amino]hexanoic 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 GPL "Create component" 1999-07-08 RCSB GPL "Modify descriptor" 2011-06-04 RCSB #