data_OEL # _chem_comp.id OEL _chem_comp.name ;(6R)-2,6-anhydro-3,4,5-trideoxy-6-[(2S)-2,3-dihydroxypropanoyl]-3-fluoro-5-[(2-methylpropanoyl)amino]-4-triaza-1,2-dien -2-ium-1-yl-L-gulonic acid ; _chem_comp.type L-saccharide _chem_comp.pdbx_type ATOMS _chem_comp.formula "C13 H20 F N4 O7" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 1 _chem_comp.pdbx_initial_date 2015-01-12 _chem_comp.pdbx_modified_date 2020-07-17 _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 363.319 _chem_comp.one_letter_code ? _chem_comp.three_letter_code OEL _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 4XJR _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 OEL C1 C1 C 0 1 N N N 29.901 -33.318 -7.367 -3.679 -0.758 -0.140 C1 OEL 1 OEL C2 C2 C 0 1 N N R 28.733 -32.832 -6.543 -2.259 -0.722 -0.644 C2 OEL 2 OEL C3 C3 C 0 1 N N S 28.462 -31.368 -6.858 -1.413 -1.726 0.143 C3 OEL 3 OEL F3 F3 F 0 1 N N N 28.169 -31.227 -8.191 -1.900 -3.019 -0.072 F3 OEL 4 OEL C4 C4 C 0 1 N N R 27.299 -30.873 -6.011 0.041 -1.641 -0.333 C4 OEL 5 OEL N4 N4 N 0 1 N N N 26.873 -29.543 -6.405 0.872 -2.544 0.466 N4 OEL 6 OEL C5 C5 C 0 1 N N R 27.692 -30.876 -4.545 0.539 -0.202 -0.164 C5 OEL 7 OEL N5 N5 N 0 1 N N N 26.464 -30.607 -3.792 1.903 -0.092 -0.686 N5 OEL 8 OEL C6 C6 C 0 1 N N R 28.375 -32.188 -4.190 -0.383 0.743 -0.940 C6 OEL 9 OEL O6 O6 O 0 1 N N N 29.117 -32.951 -5.169 -1.724 0.591 -0.469 O6 OEL 10 OEL C7 C7 C 0 1 N N N 28.339 -32.695 -2.959 0.065 2.166 -0.730 C7 OEL 11 OEL O7 O7 O 0 1 N N N 27.682 -32.066 -2.002 0.805 2.690 -1.529 O7 OEL 12 OEL C8 C8 C 0 1 N N S 28.954 -33.994 -2.560 -0.409 2.936 0.475 C8 OEL 13 OEL O8 O8 O 0 1 N N N 28.986 -34.064 -1.135 0.481 4.025 0.725 O8 OEL 14 OEL C9 C9 C 0 1 N N N 28.048 -35.125 -3.048 -1.816 3.477 0.213 C9 OEL 15 OEL O9 O9 O 0 1 N N N 26.826 -35.191 -2.296 -2.310 4.110 1.395 O9 OEL 16 OEL O1A O1A O 0 1 N N N 30.368 -32.599 -8.272 -4.153 0.214 0.399 O1A OEL 17 OEL O1B O1B O 0 1 N N N 30.400 -34.442 -7.130 -4.418 -1.867 -0.296 O1B OEL 18 OEL N41 N41 N 1 1 N N N 27.745 -28.658 -7.027 0.709 -3.655 0.412 N41 OEL 19 OEL N42 N42 N 0 1 N N N 28.454 -27.891 -7.556 0.545 -4.766 0.357 N42 OEL 20 OEL C51 C51 C 0 1 N N N 26.382 -29.708 -2.800 2.955 -0.310 0.128 C51 OEL 21 OEL C52 C52 C 0 1 N N N 25.098 -29.634 -2.021 4.357 -0.081 -0.375 C52 OEL 22 OEL O52 O52 O 0 1 N N N 27.303 -28.979 -2.455 2.773 -0.690 1.266 O52 OEL 23 OEL C53 C53 C 0 1 N N N 25.376 -29.844 -0.529 4.567 1.412 -0.638 C53 OEL 24 OEL C54 C54 C 0 1 N N N 24.460 -28.273 -2.267 5.361 -0.559 0.677 C54 OEL 25 OEL H2 H2 H 0 1 N N N 27.839 -33.435 -6.761 -2.242 -0.983 -1.702 H2 OEL 26 OEL H3 H3 H 0 1 N N N 29.357 -30.784 -6.596 -1.462 -1.489 1.206 H3 OEL 27 OEL H4 H4 H 0 1 N N N 26.459 -31.572 -6.142 0.097 -1.925 -1.384 H4 OEL 28 OEL H5 H5 H 0 1 N N N 28.406 -30.056 -4.375 0.529 0.065 0.892 H5 OEL 29 OEL HN5 HN5 H 0 1 N N N 25.641 -31.123 -4.031 2.050 0.138 -1.617 HN5 OEL 30 OEL H6 H6 H 0 1 N N N 27.459 -32.739 -4.449 -0.341 0.501 -2.002 H6 OEL 31 OEL H8 H8 H 0 1 N N N 29.959 -34.098 -2.995 -0.429 2.276 1.343 H8 OEL 32 OEL HO8 HO8 H 0 1 N N N 28.502 -33.332 -0.771 0.549 4.654 -0.006 HO8 OEL 33 OEL H9 H9 H 0 1 N N N 27.806 -34.955 -4.107 -1.781 4.203 -0.600 H9 OEL 34 OEL H9A H9A H 0 1 N N N 28.583 -36.080 -2.943 -2.476 2.655 -0.062 H9A OEL 35 OEL HO9 HO9 H 0 1 N N N 26.289 -35.902 -2.625 -3.227 4.410 1.327 HO9 OEL 36 OEL HO1B HO1B H 0 0 N N N 31.124 -34.599 -7.724 -5.324 -1.842 0.044 HO1B OEL 37 OEL HN42 HN42 H 0 0 N N N 27.964 -27.071 -7.853 -0.078 -5.195 0.964 HN42 OEL 38 OEL H52 H52 H 0 1 N N N 24.414 -30.421 -2.371 4.507 -0.638 -1.300 H52 OEL 39 OEL H53 H53 H 0 1 N N N 24.431 -29.788 0.032 3.798 1.772 -1.321 H53 OEL 40 OEL H53A H53A H 0 0 N N N 25.835 -30.832 -0.377 4.503 1.959 0.302 H53A OEL 41 OEL H53B H53B H 0 0 N N N 26.062 -29.062 -0.170 5.550 1.567 -1.083 H53B OEL 42 OEL H54 H54 H 0 1 N N N 23.518 -28.202 -1.704 5.211 -1.622 0.864 H54 OEL 43 OEL H54A H54A H 0 0 N N N 25.147 -27.481 -1.934 6.375 -0.394 0.313 H54A OEL 44 OEL H54B H54B H 0 0 N N N 24.255 -28.153 -3.341 5.211 -0.002 1.602 H54B OEL 45 # # 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 OEL O1A C1 DOUB N N 1 OEL C1 O1B SING N N 2 OEL C1 C2 SING N N 3 OEL C3 C2 SING N N 4 OEL C2 O6 SING N N 5 OEL C2 H2 SING N N 6 OEL F3 C3 SING N N 7 OEL C3 C4 SING N N 8 OEL C3 H3 SING N N 9 OEL N4 C4 SING N N 10 OEL C4 C5 SING N N 11 OEL C4 H4 SING N N 12 OEL C5 C6 SING N N 13 OEL C5 N5 SING N N 14 OEL C5 H5 SING N N 15 OEL N5 C51 SING N N 16 OEL N5 HN5 SING N N 17 OEL O6 C6 SING N N 18 OEL C6 C7 SING N N 19 OEL C6 H6 SING N N 20 OEL C7 C8 SING N N 21 OEL C7 O7 DOUB N N 22 OEL C9 C8 SING N N 23 OEL C8 O8 SING N N 24 OEL C8 H8 SING N N 25 OEL O8 HO8 SING N N 26 OEL C9 O9 SING N N 27 OEL C9 H9 SING N N 28 OEL C9 H9A SING N N 29 OEL O9 HO9 SING N N 30 OEL O1B HO1B SING N N 31 OEL N42 N41 DOUB N N 32 OEL N42 HN42 SING N N 33 OEL C51 O52 DOUB N N 34 OEL C51 C52 SING N N 35 OEL C54 C52 SING N N 36 OEL C52 C53 SING N N 37 OEL C52 H52 SING N N 38 OEL C53 H53 SING N N 39 OEL C53 H53A SING N N 40 OEL C53 H53B SING N N 41 OEL C54 H54 SING N N 42 OEL C54 H54A SING N N 43 OEL C54 H54B SING N N 44 OEL N4 N41 DOUB N N 45 # # 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 OEL SMILES ACDLabs 12.01 "FC1C(\N=[N+]=[N@H])C(NC(=O)C(C)C)C(OC1C(=O)O)C(=O)C(O)CO" OEL InChI InChI 1.03 "InChI=1S/C13H19FN4O7/c1-4(2)12(22)16-8-7(17-18-15)6(14)10(13(23)24)25-11(8)9(21)5(20)3-19/h4-8,10-11,15,19-20H,3H2,1-2H3,(H-,16,22,23,24)/p+1/t5-,6-,7-,8+,10-,11+/m0/s1" OEL InChIKey InChI 1.03 UFSBEYSJWUBWLQ-JAYUSQFOSA-O OEL SMILES_CANONICAL CACTVS 3.385 "CC(C)C(=O)N[C@H]1[C@@H](O[C@@H]([C@@H](F)[C@@H]1N=[N+]=N)C(O)=O)C(=O)[C@@H](O)CO" OEL SMILES CACTVS 3.385 "CC(C)C(=O)N[CH]1[CH](O[CH]([CH](F)[CH]1N=[N+]=N)C(O)=O)C(=O)[CH](O)CO" OEL SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC(C)C(=O)N[C@@H]1[C@H]([C@@H]([C@H](OC1C(=O)[C@H](CO)O)C(=O)O)F)N=[N+]=N" OEL SMILES "OpenEye OEToolkits" 1.7.6 "CC(C)C(=O)NC1C(C(C(OC1C(=O)C(CO)O)C(=O)O)F)N=[N+]=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 OEL "SYSTEMATIC NAME" ACDLabs 12.01 ;(6R)-2,6-anhydro-3,4,5-trideoxy-6-[(2S)-2,3-dihydroxypropanoyl]-3-fluoro-5-[(2-methylpropanoyl)amino]-4-triaza-1,2-dien -2-ium-1-yl-L-gulonic acid ; OEL "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 ;azanylidene-[(3R,4R,5S,6R)-2-[(2S)-2,3-bis(oxidanyl)propanoyl]-6-carboxy-5-fluoranyl-3-(2-methylpropanoylamino)oxan-4-y l]imino-azanium ; # # loop_ _pdbx_chem_comp_feature.comp_id _pdbx_chem_comp_feature.type _pdbx_chem_comp_feature.value _pdbx_chem_comp_feature.source _pdbx_chem_comp_feature.support OEL "CARBOHYDRATE ISOMER" L PDB ? OEL "CARBOHYDRATE RING" pyranose PDB ? OEL "CARBOHYDRATE PRIMARY CARBONYL GROUP" ketose PDB ? # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site OEL "Create component" 2015-01-12 RCSB OEL "Initial release" 2015-02-11 RCSB OEL "Other modification" 2020-07-03 RCSB OEL "Modify name" 2020-07-17 RCSB OEL "Modify internal type" 2020-07-17 RCSB OEL "Modify linking type" 2020-07-17 RCSB ##