data_6LA # _chem_comp.id 6LA _chem_comp.name "methyl 2-(acetylamino)-4,6-O-[(1S)-1-carboxyethylidene]-2-deoxy-beta-D-mannopyranoside" _chem_comp.type D-saccharide _chem_comp.pdbx_type HETAIN _chem_comp.formula "C12 H19 N O8" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-04-28 _chem_comp.pdbx_modified_date 2018-08-10 _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 305.281 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 6LA _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 5JKX _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 6LA C8 C1 C 0 1 N N N 17.418 -18.280 -0.650 -3.353 2.429 1.633 C8 6LA 1 6LA C7 C2 C 0 1 N N N 17.635 -16.826 -1.151 -3.180 1.452 0.499 C7 6LA 2 6LA O7 O1 O 0 1 N N N 18.216 -16.131 -0.309 -4.154 0.989 -0.058 O7 6LA 3 6LA N2 N1 N 0 1 N N N 17.249 -16.365 -2.538 -1.944 1.091 0.103 N2 6LA 4 6LA C2 C3 C 0 1 N N S 17.480 -14.860 -2.850 -1.775 0.141 -1.000 C2 6LA 5 6LA C3 C4 C 0 1 N N R 18.424 -14.414 -3.985 -0.408 0.361 -1.659 C3 6LA 6 6LA O3 O2 O 0 1 N N N 19.696 -14.949 -3.864 -0.291 1.721 -2.081 O3 6LA 7 6LA C4 C5 C 0 1 N N S 17.750 -14.877 -5.230 0.680 0.047 -0.632 C4 6LA 8 6LA O4 O3 O 0 1 N N N 18.514 -14.607 -6.493 1.982 0.183 -1.201 O4 6LA 9 6LA CAB C6 C 0 1 N N S 17.836 -15.029 -7.558 3.033 -0.133 -0.281 CAB 6LA 10 6LA CAK C7 C 0 1 N N N 18.688 -14.704 -8.750 4.383 -0.007 -0.990 CAK 6LA 11 6LA CAL C8 C 0 1 N N N 17.732 -16.488 -7.438 2.986 0.827 0.879 CAL 6LA 12 6LA OAN O4 O 0 1 N N N 16.664 -16.956 -7.855 2.089 1.633 0.961 OAN 6LA 13 6LA OAM O5 O 0 1 N N N 18.710 -17.113 -6.936 3.941 0.788 1.822 OAM 6LA 14 6LA O6 O6 O 0 1 N N N 16.541 -14.426 -7.683 2.877 -1.468 0.202 O6 6LA 15 6LA C6 C9 C 0 1 N N N 15.617 -14.547 -6.574 1.618 -1.724 0.838 C6 6LA 16 6LA C5 C10 C 0 1 N N R 16.447 -14.070 -5.345 0.503 -1.401 -0.157 C5 6LA 17 6LA O5 O7 O 0 1 N N N 15.703 -14.333 -4.200 -0.782 -1.536 0.447 O5 6LA 18 6LA C1 C11 C 0 1 N N R 16.186 -14.057 -3.007 -1.862 -1.287 -0.459 C1 6LA 19 6LA O1 O8 O 0 1 N N N 15.035 -14.712 -2.430 -3.104 -1.460 0.226 O1 6LA 20 6LA CAU C12 C 0 1 N N N 13.898 -13.813 -2.280 -3.345 -2.799 0.664 CAU 6LA 21 6LA H1 H1 H 0 1 N N N 17.833 -18.385 0.363 -3.408 1.885 2.576 H1 6LA 22 6LA H2 H2 H 0 1 N N N 16.341 -18.504 -0.630 -2.505 3.112 1.656 H2 6LA 23 6LA H3 H3 H 0 1 N N N 17.925 -18.981 -1.329 -4.273 2.996 1.487 H3 6LA 24 6LA H4 H4 H 0 1 N N N 16.867 -16.993 -3.216 -1.165 1.460 0.548 H4 6LA 25 6LA H5 H5 H 0 1 N N N 17.943 -14.461 -1.936 -2.562 0.298 -1.737 H5 6LA 26 6LA H6 H6 H 0 1 N N N 18.467 -13.315 -3.988 -0.305 -0.300 -2.519 H6 6LA 27 6LA H7 H7 H 0 1 N N N 20.097 -14.635 -3.062 -0.962 1.992 -2.722 H7 6LA 28 6LA H8 H8 H 0 1 N N N 17.513 -15.949 -5.156 0.583 0.722 0.218 H8 6LA 29 6LA H9 H9 H 0 1 N N N 19.675 -15.175 -8.635 5.184 -0.242 -0.290 H9 6LA 30 6LA H10 H10 H 0 1 N N N 18.204 -15.085 -9.661 4.418 -0.701 -1.830 H10 6LA 31 6LA H11 H11 H 0 1 N N N 18.809 -13.613 -8.828 4.507 1.012 -1.356 H11 6LA 32 6LA H12 H12 H 0 1 N N N 18.515 -18.043 -6.916 3.869 1.424 2.547 H12 6LA 33 6LA H13 H13 H 0 1 N N N 14.737 -13.905 -6.725 1.560 -2.773 1.127 H13 6LA 34 6LA H14 H14 H 0 1 N N N 15.292 -15.590 -6.447 1.517 -1.093 1.720 H14 6LA 35 6LA H15 H15 H 0 1 N N N 16.679 -13.000 -5.450 0.572 -2.074 -1.012 H15 6LA 36 6LA H16 H16 H 0 1 N N N 16.296 -12.996 -2.738 -1.807 -1.992 -1.289 H16 6LA 37 6LA H17 H17 H 0 1 N N N 13.053 -14.361 -1.838 -2.555 -3.105 1.349 H17 6LA 38 6LA H18 H18 H 0 1 N N N 14.177 -12.976 -1.622 -4.307 -2.846 1.174 H18 6LA 39 6LA H19 H19 H 0 1 N N N 13.607 -13.423 -3.266 -3.357 -3.466 -0.198 H19 6LA 40 # 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 6LA CAK CAB SING N N 1 6LA OAN CAL DOUB N N 2 6LA O6 CAB SING N N 3 6LA O6 C6 SING N N 4 6LA CAB CAL SING N N 5 6LA CAB O4 SING N N 6 6LA CAL OAM SING N N 7 6LA C6 C5 SING N N 8 6LA O4 C4 SING N N 9 6LA C5 C4 SING N N 10 6LA C5 O5 SING N N 11 6LA C4 C3 SING N N 12 6LA O5 C1 SING N N 13 6LA C3 O3 SING N N 14 6LA C3 C2 SING N N 15 6LA C1 C2 SING N N 16 6LA C1 O1 SING N N 17 6LA C2 N2 SING N N 18 6LA N2 C7 SING N N 19 6LA O1 CAU SING N N 20 6LA C7 C8 SING N N 21 6LA C7 O7 DOUB N N 22 6LA C8 H1 SING N N 23 6LA C8 H2 SING N N 24 6LA C8 H3 SING N N 25 6LA N2 H4 SING N N 26 6LA C2 H5 SING N N 27 6LA C3 H6 SING N N 28 6LA O3 H7 SING N N 29 6LA C4 H8 SING N N 30 6LA CAK H9 SING N N 31 6LA CAK H10 SING N N 32 6LA CAK H11 SING N N 33 6LA OAM H12 SING N N 34 6LA C6 H13 SING N N 35 6LA C6 H14 SING N N 36 6LA C5 H15 SING N N 37 6LA C1 H16 SING N N 38 6LA CAU H17 SING N N 39 6LA CAU H18 SING N N 40 6LA CAU H19 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 6LA SMILES ACDLabs 12.01 "CC(=O)NC2C(O)C1OC(C(O)=O)(C)OCC1OC2OC" 6LA InChI InChI 1.03 "InChI=1S/C12H19NO8/c1-5(14)13-7-8(15)9-6(20-10(7)18-3)4-19-12(2,21-9)11(16)17/h6-10,15H,4H2,1-3H3,(H,13,14)(H,16,17)/t6-,7+,8-,9-,10-,12+/m1/s1" 6LA InChIKey InChI 1.03 KCXDWSUMIHDAQQ-KFRVFMFJSA-N 6LA SMILES_CANONICAL CACTVS 3.385 "CO[C@@H]1O[C@@H]2CO[C@@](C)(O[C@H]2[C@H](O)[C@@H]1NC(C)=O)C(O)=O" 6LA SMILES CACTVS 3.385 "CO[CH]1O[CH]2CO[C](C)(O[CH]2[CH](O)[CH]1NC(C)=O)C(O)=O" 6LA SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "CC(=O)N[C@H]1[C@H]([C@H]2[C@@H](CO[C@](O2)(C)C(=O)O)O[C@H]1OC)O" 6LA SMILES "OpenEye OEToolkits" 2.0.4 "CC(=O)NC1C(C2C(COC(O2)(C)C(=O)O)OC1OC)O" # 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 6LA "SYSTEMATIC NAME" ACDLabs 12.01 "methyl 2-(acetylamino)-4,6-O-[(1S)-1-carboxyethylidene]-2-deoxy-beta-D-mannopyranoside" 6LA "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "(2~{S},4~{a}~{R},6~{R},7~{S},8~{R},8~{a}~{S})-7-acetamido-6-methoxy-2-methyl-8-oxidanyl-4,4~{a},6,7,8,8~{a}-hexahydropyrano[3,2-d][1,3]dioxine-2-carboxylic 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 6LA "Create component" 2016-04-28 RCSB 6LA "Initial release" 2018-08-15 RCSB #