data_LGS # _chem_comp.id LGS _chem_comp.name "(3Z,5S,6R,7S,8R,8aR)-3-(octylimino)hexahydro[1,3]oxazolo[3,4-a]pyridine-5,6,7,8-tetrol" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C15 H28 N2 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-02-24 _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 316.393 _chem_comp.one_letter_code ? _chem_comp.three_letter_code LGS _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 2WBG _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 LGS O4 O4 O 0 1 N N N 0.843 7.545 14.170 4.443 2.319 -1.221 O4 LGS 1 LGS C4 C4 C 0 1 N N R 1.672 6.634 13.470 3.642 1.182 -0.895 C4 LGS 2 LGS C5 C5 C 0 1 N N R 1.002 6.220 12.154 3.066 1.346 0.515 C5 LGS 3 LGS C6 C6 C 0 1 N N N 0.664 7.337 11.168 1.904 2.358 0.511 C6 LGS 4 LGS O6 O6 O 0 1 N N N 1.081 6.821 9.878 0.919 1.703 1.340 O6 LGS 5 LGS C3 C3 C 0 1 N N S 1.835 5.346 14.285 4.507 -0.082 -0.926 C3 LGS 6 LGS O3 O3 O 0 1 N N N 2.314 5.654 15.595 5.119 -0.203 -2.212 O3 LGS 7 LGS C2 C2 C 0 1 N N R 2.874 4.413 13.645 3.656 -1.323 -0.654 C2 LGS 8 LGS O2 O2 O 0 1 N N N 2.833 3.094 14.200 4.477 -2.490 -0.737 O2 LGS 9 LGS C1 C1 C 0 1 N N S 2.713 4.293 12.109 3.038 -1.232 0.750 C1 LGS 10 LGS O1 O1 O 0 1 N N N 4.009 4.337 11.481 2.076 -2.273 0.926 O1 LGS 11 LGS N1 N1 N 0 1 N N N 1.943 5.360 11.423 2.383 0.075 0.853 N1 LGS 12 LGS C7 C7 C 0 1 N N N 1.910 5.742 10.097 1.094 0.369 1.190 C7 LGS 13 LGS N2 N2 N 0 1 N N N 2.546 5.130 9.093 0.156 -0.518 1.348 N2 LGS 14 LGS C8 C8 C 0 1 N N N 2.386 5.346 7.649 -1.199 -0.095 1.710 C8 LGS 15 LGS C9 C9 C 0 1 N N N 3.595 6.068 7.065 -2.161 -0.428 0.568 C9 LGS 16 LGS C10 C10 C 0 1 N N N 3.537 6.131 5.533 -3.575 0.014 0.947 C10 LGS 17 LGS C11 C11 C 0 1 N N N 4.774 6.820 4.910 -4.537 -0.319 -0.196 C11 LGS 18 LGS C12 C12 C 0 1 N N N 4.557 6.819 3.385 -5.952 0.123 0.183 C12 LGS 19 LGS C13 C13 C 0 1 N N N 5.594 7.673 2.625 -6.914 -0.210 -0.959 C13 LGS 20 LGS C14 C14 C 0 1 N N N 6.986 7.020 2.695 -8.328 0.233 -0.580 C14 LGS 21 LGS C15 C15 C 0 1 N N N 7.945 7.677 1.699 -9.290 -0.101 -1.722 C15 LGS 22 LGS H4 H4 H 0 1 N N N 0.657 7.203 15.037 4.840 2.281 -2.102 H4 LGS 23 LGS HA HA H 0 1 N N N 2.639 7.127 13.293 2.828 1.089 -1.614 HA LGS 24 LGS H5 H5 H 0 1 N N N 0.054 5.760 12.469 3.836 1.613 1.239 H5 LGS 25 LGS H3 H3 H 0 1 N N N 0.850 4.858 14.319 5.283 -0.005 -0.164 H3 LGS 26 LGS H61C H61C H 0 0 N N N -0.413 7.562 11.177 2.213 3.305 0.953 H61C LGS 27 LGS H62C H62C H 0 0 N N N 1.167 8.282 11.421 1.523 2.506 -0.499 H62C LGS 28 LGS HB HB H 0 1 N N N 3.261 5.722 15.578 5.683 -0.982 -2.307 HB LGS 29 LGS H2 H2 H 0 1 N N N 3.843 4.882 13.869 2.860 -1.387 -1.396 H2 LGS 30 LGS HC HC H 0 1 N N N 2.824 2.455 13.498 4.003 -3.317 -0.575 HC LGS 31 LGS H81C H81C H 0 0 N N N 2.278 4.371 7.152 -1.513 -0.617 2.614 H81C LGS 32 LGS H82C H82C H 0 0 N N N 1.494 5.968 7.485 -1.207 0.980 1.890 H82C LGS 33 LGS H91C H91C H 0 0 N N N 3.617 7.095 7.459 -1.846 0.094 -0.336 H91C LGS 34 LGS H92C H92C H 0 0 N N N 4.499 5.510 7.351 -2.152 -1.503 0.388 H92C LGS 35 LGS H101 H101 H 0 0 N N N 3.483 5.103 5.146 -3.890 -0.508 1.850 H101 LGS 36 LGS H102 H102 H 0 0 N N N 2.653 6.726 5.259 -3.584 1.089 1.127 H102 LGS 37 LGS H111 H111 H 0 0 N N N 4.869 7.850 5.284 -4.223 0.203 -1.099 H111 LGS 38 LGS H112 H112 H 0 0 N N N 5.699 6.289 5.178 -4.529 -1.394 -0.376 H112 LGS 39 LGS H121 H121 H 0 0 N N N 4.635 5.782 3.026 -6.266 -0.399 1.087 H121 LGS 40 LGS H122 H122 H 0 0 N N N 3.566 7.255 3.193 -5.960 1.199 0.363 H122 LGS 41 LGS H131 H131 H 0 0 N N N 5.288 7.758 1.572 -6.599 0.312 -1.863 H131 LGS 42 LGS H132 H132 H 0 0 N N N 5.644 8.669 3.089 -6.905 -1.285 -1.139 H132 LGS 43 LGS H141 H141 H 0 0 N N N 7.388 7.140 3.712 -8.643 -0.290 0.324 H141 LGS 44 LGS H142 H142 H 0 0 N N N 6.889 5.954 2.442 -8.337 1.308 -0.400 H142 LGS 45 LGS H151 H151 H 0 0 N N N 7.428 7.835 0.741 -8.976 0.421 -2.626 H151 LGS 46 LGS H152 H152 H 0 0 N N N 8.281 8.646 2.098 -9.281 -1.176 -1.903 H152 LGS 47 LGS H153 H153 H 0 0 N N N 8.815 7.023 1.542 -10.298 0.214 -1.453 H153 LGS 48 LGS H154 H154 H 0 0 N N N 2.160 3.348 12.002 3.819 -1.318 1.506 H154 LGS 49 LGS H155 H155 H 0 0 N N N 3.904 4.347 10.537 2.439 -3.165 0.836 H155 LGS 50 # 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 LGS O4 C4 SING N N 1 LGS C4 C5 SING N N 2 LGS C5 C6 SING N N 3 LGS C6 O6 SING N N 4 LGS C4 C3 SING N N 5 LGS C3 O3 SING N N 6 LGS C3 C2 SING N N 7 LGS C2 O2 SING N N 8 LGS C2 C1 SING N N 9 LGS C1 O1 SING N N 10 LGS C5 N1 SING N N 11 LGS C1 N1 SING N N 12 LGS O6 C7 SING N N 13 LGS N1 C7 SING N N 14 LGS C7 N2 DOUB N N 15 LGS N2 C8 SING N N 16 LGS C8 C9 SING N N 17 LGS C9 C10 SING N N 18 LGS C10 C11 SING N N 19 LGS C11 C12 SING N N 20 LGS C12 C13 SING N N 21 LGS C13 C14 SING N N 22 LGS C14 C15 SING N N 23 LGS O4 H4 SING N N 24 LGS C4 HA SING N N 25 LGS C5 H5 SING N N 26 LGS C3 H3 SING N N 27 LGS C6 H61C SING N N 28 LGS C6 H62C SING N N 29 LGS O3 HB SING N N 30 LGS C2 H2 SING N N 31 LGS O2 HC SING N N 32 LGS C8 H81C SING N N 33 LGS C8 H82C SING N N 34 LGS C9 H91C SING N N 35 LGS C9 H92C SING N N 36 LGS C10 H101 SING N N 37 LGS C10 H102 SING N N 38 LGS C11 H111 SING N N 39 LGS C11 H112 SING N N 40 LGS C12 H121 SING N N 41 LGS C12 H122 SING N N 42 LGS C13 H131 SING N N 43 LGS C13 H132 SING N N 44 LGS C14 H141 SING N N 45 LGS C14 H142 SING N N 46 LGS C15 H151 SING N N 47 LGS C15 H152 SING N N 48 LGS C15 H153 SING N N 49 LGS C1 H154 SING N N 50 LGS O1 H155 SING N N 51 # 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 LGS SMILES ACDLabs 10.04 "N(=C1\OCC2N1C(O)C(O)C(O)C2O)\CCCCCCCC" LGS SMILES_CANONICAL CACTVS 3.352 "CCCCCCCCN=C1OC[C@@H]2[C@@H](O)[C@H](O)[C@@H](O)[C@H](O)N12" LGS SMILES CACTVS 3.352 "CCCCCCCCN=C1OC[CH]2[CH](O)[CH](O)[CH](O)[CH](O)N12" LGS SMILES_CANONICAL "OpenEye OEToolkits" 1.6.1 "CCCCCCCC/N=C\1/N2[C@H](CO1)[C@H]([C@@H]([C@H]([C@@H]2O)O)O)O" LGS SMILES "OpenEye OEToolkits" 1.6.1 "CCCCCCCCN=C1N2C(CO1)C(C(C(C2O)O)O)O" LGS InChI InChI 1.03 "InChI=1S/C15H28N2O5/c1-2-3-4-5-6-7-8-16-15-17-10(9-22-15)11(18)12(19)13(20)14(17)21/h10-14,18-21H,2-9H2,1H3/b16-15-/t10-,11-,12+,13-,14+/m1/s1" LGS InChIKey InChI 1.03 QJILQIWQVOAQBB-KRIYVDMXSA-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 LGS "SYSTEMATIC NAME" ACDLabs 10.04 "(3Z,5S,6R,7S,8R,8aR)-3-(octylimino)hexahydro[1,3]oxazolo[3,4-a]pyridine-5,6,7,8-tetrol" LGS "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "(3Z,5S,6R,7S,8R,8aR)-3-octylimino-1,5,6,7,8,8a-hexahydro-[1,3]oxazolo[4,3-f]pyridine-5,6,7,8-tetrol" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site LGS "Create component" 2009-02-24 EBI LGS "Modify descriptor" 2011-06-04 RCSB #