data_NAU # _chem_comp.id NAU _chem_comp.name "4,4,6,7,8,9-HEXAHYDROXY-5-METHYLCARBOXAMIDONONANOIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C11 H21 N O9" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2000-07-14 _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 311.286 _chem_comp.one_letter_code ? _chem_comp.three_letter_code NAU _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1F7B _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 NAU C1 C1 C 0 1 N N N 2.024 14.424 6.231 0.225 0.001 5.010 C1 NAU 1 NAU O1A O1A O 0 1 N N N 2.706 13.557 5.656 -0.943 -0.297 4.962 O1A NAU 2 NAU O1B O1B O 0 1 N N N 0.813 14.645 6.022 0.821 0.190 6.198 O1B NAU 3 NAU C2 C2 C 0 1 N N N 2.684 15.154 7.273 1.015 0.162 3.737 C2 NAU 4 NAU C3 C3 C 0 1 N N N 1.832 16.131 8.107 0.107 -0.105 2.536 C3 NAU 5 NAU C4 C4 C 0 1 N N N 1.566 15.604 9.568 0.909 0.058 1.243 C4 NAU 6 NAU C5 C5 C 0 1 N N S 0.129 15.697 10.158 0.001 -0.210 0.042 C5 NAU 7 NAU N2 N2 N 0 1 N N N -0.030 14.448 10.950 -1.179 0.653 0.119 N2 NAU 8 NAU C10 C10 C 0 1 N N N -1.134 13.921 11.548 -2.411 0.108 0.162 C10 NAU 9 NAU C11 C11 C 0 1 N N N -1.000 13.351 12.930 -3.628 0.997 0.169 C11 NAU 10 NAU O10 O10 O 0 1 N N N -2.244 13.890 10.931 -2.540 -1.096 0.194 O10 NAU 11 NAU O6 O6 O 0 1 N N N -0.024 18.143 10.387 1.916 -0.759 -1.326 O6 NAU 12 NAU C6 C6 C 0 1 N N R -0.147 16.911 11.119 0.765 0.083 -1.250 C6 NAU 13 NAU C7 C7 C 0 1 N N S -1.563 16.834 11.781 -0.143 -0.185 -2.452 C7 NAU 14 NAU O7 O7 O 0 1 N N N -2.546 16.641 10.725 -0.553 -1.553 -2.442 O7 NAU 15 NAU C8 C8 C 0 1 N N R -1.924 18.057 12.684 0.620 0.109 -3.744 C8 NAU 16 NAU O8 O8 O 0 1 N N N -0.906 18.316 13.680 1.030 1.478 -3.754 O8 NAU 17 NAU C9 C9 C 0 1 N N N -3.264 17.896 13.438 -0.288 -0.159 -4.946 C9 NAU 18 NAU O9 O9 O 0 1 N N N -3.155 16.822 14.407 0.425 0.115 -6.153 O9 NAU 19 NAU O4A O4A O 0 1 N N N 2.562 16.288 10.349 1.996 -0.870 1.236 O4A NAU 20 NAU O4B O4B O 0 1 N N N 1.921 14.173 9.569 1.420 1.390 1.165 O4B NAU 21 NAU HO1B HO1B H 0 0 N N N 0.292 15.307 6.461 0.314 0.086 7.015 HO1B NAU 22 NAU HC21 1HC2 H 0 0 N N N 3.198 14.438 7.955 1.844 -0.545 3.732 HC21 NAU 23 NAU HC22 2HC2 H 0 0 N N N 3.557 15.699 6.845 1.405 1.179 3.678 HC22 NAU 24 NAU HC31 1HC3 H 0 0 N N N 2.289 17.147 8.124 -0.721 0.602 2.541 HC31 NAU 25 NAU HC32 2HC3 H 0 0 N N N 0.875 16.373 7.587 -0.282 -1.122 2.595 HC32 NAU 26 NAU HC5 HC5 H 0 1 N N N -0.581 15.838 9.310 -0.311 -1.254 0.049 HC5 NAU 27 NAU HN2 HN2 H 0 1 N N N 0.769 13.836 11.114 -1.074 1.617 0.140 HN2 NAU 28 NAU H111 1H11 H 0 0 N N N -1.904 12.919 13.419 -4.527 0.382 0.205 H111 NAU 29 NAU H112 2H11 H 0 0 N N N -0.189 12.585 12.928 -3.597 1.648 1.043 H112 NAU 30 NAU H113 3H11 H 0 0 N N N -0.561 14.126 13.600 -3.640 1.604 -0.735 H113 NAU 31 NAU HO6 HO6 H 0 1 N N N -0.190 18.876 10.967 1.596 -1.671 -1.316 HO6 NAU 32 NAU HC6 HC6 H 0 1 N N N 0.609 16.869 11.937 1.077 1.127 -1.257 HC6 NAU 33 NAU HC7 HC7 H 0 1 N N N -1.561 15.970 12.485 -1.021 0.457 -2.394 HC7 NAU 34 NAU HO7 HO7 H 0 1 N N N -3.405 16.594 11.126 0.251 -2.087 -2.494 HO7 NAU 35 NAU HC8 HC8 H 0 1 N N N -2.005 18.906 11.966 1.498 -0.533 -3.802 HC8 NAU 36 NAU HO8 HO8 H 0 1 N N N -1.125 19.059 14.229 0.225 2.011 -3.702 HO8 NAU 37 NAU HC91 1HC9 H 0 0 N N N -3.599 18.850 13.905 -0.600 -1.203 -4.938 HC91 NAU 38 NAU HC92 2HC9 H 0 0 N N N -4.122 17.747 12.741 -1.166 0.483 -4.888 HC92 NAU 39 NAU HO9 HO9 H 0 1 N N N -3.978 16.723 14.870 -0.181 -0.066 -6.884 HO9 NAU 40 NAU HO4A HO4A H 0 0 N N N 2.401 15.970 11.229 1.608 -1.754 1.290 HO4A NAU 41 NAU HO4B HO4B H 0 0 N N N 1.760 13.855 10.449 0.656 1.981 1.125 HO4B NAU 42 # 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 NAU C1 O1A DOUB N N 1 NAU C1 O1B SING N N 2 NAU C1 C2 SING N N 3 NAU O1B HO1B SING N N 4 NAU C2 C3 SING N N 5 NAU C2 HC21 SING N N 6 NAU C2 HC22 SING N N 7 NAU C3 C4 SING N N 8 NAU C3 HC31 SING N N 9 NAU C3 HC32 SING N N 10 NAU C4 C5 SING N N 11 NAU C4 O4A SING N N 12 NAU C4 O4B SING N N 13 NAU C5 N2 SING N N 14 NAU C5 C6 SING N N 15 NAU C5 HC5 SING N N 16 NAU N2 C10 SING N N 17 NAU N2 HN2 SING N N 18 NAU C10 C11 SING N N 19 NAU C10 O10 DOUB N N 20 NAU C11 H111 SING N N 21 NAU C11 H112 SING N N 22 NAU C11 H113 SING N N 23 NAU O6 C6 SING N N 24 NAU O6 HO6 SING N N 25 NAU C6 C7 SING N N 26 NAU C6 HC6 SING N N 27 NAU C7 O7 SING N N 28 NAU C7 C8 SING N N 29 NAU C7 HC7 SING N N 30 NAU O7 HO7 SING N N 31 NAU C8 O8 SING N N 32 NAU C8 C9 SING N N 33 NAU C8 HC8 SING N N 34 NAU O8 HO8 SING N N 35 NAU C9 O9 SING N N 36 NAU C9 HC91 SING N N 37 NAU C9 HC92 SING N N 38 NAU O9 HO9 SING N N 39 NAU O4A HO4A SING N N 40 NAU O4B HO4B SING N N 41 # 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 NAU SMILES ACDLabs 10.04 "O=C(NC(C(O)(O)CCC(=O)O)C(O)C(O)C(O)CO)C" NAU SMILES_CANONICAL CACTVS 3.341 "CC(=O)N[C@@H]([C@@H](O)[C@H](O)[C@H](O)CO)C(O)(O)CCC(O)=O" NAU SMILES CACTVS 3.341 "CC(=O)N[CH]([CH](O)[CH](O)[CH](O)CO)C(O)(O)CCC(O)=O" NAU SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC(=O)N[C@@H]([C@H]([C@@H]([C@@H](CO)O)O)O)C(CCC(=O)O)(O)O" NAU SMILES "OpenEye OEToolkits" 1.5.0 "CC(=O)NC(C(C(C(CO)O)O)O)C(CCC(=O)O)(O)O" NAU InChI InChI 1.03 "InChI=1S/C11H21NO9/c1-5(14)12-10(9(19)8(18)6(15)4-13)11(20,21)3-2-7(16)17/h6,8-10,13,15,18-21H,2-4H2,1H3,(H,12,14)(H,16,17)/t6-,8-,9+,10+/m1/s1" NAU InChIKey InChI 1.03 LNLFFPBOMACCNX-PRQTWWFRSA-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 NAU "SYSTEMATIC NAME" ACDLabs 10.04 "(5S,6R,7S,8R)-5-(acetylamino)-4,4,6,7,8,9-hexahydroxynonanoic acid (non-preferred name)" NAU "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(5S,6R,7S,8R)-5-acetamido-4,4,6,7,8,9-hexahydroxy-nonanoic 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 NAU "Create component" 2000-07-14 RCSB NAU "Modify descriptor" 2011-06-04 RCSB #