data_BFN # _chem_comp.id BFN _chem_comp.name "5-acetamido-9-(benzoylamino)-3,5,9-trideoxy-3-fluoro-D-erythro-alpha-L-manno-non-2-ulopyranosonic acid" _chem_comp.type "D-saccharide, beta linking" _chem_comp.pdbx_type ATOMS _chem_comp.formula "C18 H23 F N2 O9" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ;5-(acetylamino)-9-(benzoylamino)-3,5,9-trideoxy-3-fluoro-D-erythro-alpha-L-manno-non-2-ulopyranosonic acid; 5-acetamido-9-(benzoylamino)-3,5,9-trideoxy-3-fluoro-D-erythro-alpha-L-manno-non-2-ulosonic acid; 5-acetamido-9-(benzoylamino)-3,5,9-trideoxy-3-fluoro-D-erythro-L-manno-non-2-ulosonic acid; 5-acetamido-9-(benzoylamino)-3,5,9-trideoxy-3-fluoro-D-erythro-manno-non-2-ulosonic acid ; _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2007-11-07 _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 430.382 _chem_comp.one_letter_code ? _chem_comp.three_letter_code BFN _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 3B69 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # # loop_ _pdbx_chem_comp_synonyms.ordinal _pdbx_chem_comp_synonyms.comp_id _pdbx_chem_comp_synonyms.name _pdbx_chem_comp_synonyms.provenance _pdbx_chem_comp_synonyms.type 1 BFN "5-(acetylamino)-9-(benzoylamino)-3,5,9-trideoxy-3-fluoro-D-erythro-alpha-L-manno-non-2-ulopyranosonic acid" PDB ? 2 BFN "5-acetamido-9-(benzoylamino)-3,5,9-trideoxy-3-fluoro-D-erythro-alpha-L-manno-non-2-ulosonic acid" PDB ? 3 BFN "5-acetamido-9-(benzoylamino)-3,5,9-trideoxy-3-fluoro-D-erythro-L-manno-non-2-ulosonic acid" PDB ? 4 BFN "5-acetamido-9-(benzoylamino)-3,5,9-trideoxy-3-fluoro-D-erythro-manno-non-2-ulosonic acid" PDB ? # # 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 BFN O2 O2 O 0 1 N Y N 7.844 -14.325 -6.611 2.531 -2.110 -1.747 O2 BFN 1 BFN C1 C1 C 0 1 N N N 6.179 -15.153 -8.094 2.341 -3.325 0.311 C1 BFN 2 BFN F1 F1 F 0 1 N N N 8.256 -16.835 -9.196 3.954 -1.331 1.508 F1 BFN 3 BFN C2 C2 C 0 1 N N R 7.494 -15.443 -7.365 2.555 -1.976 -0.325 C2 BFN 4 BFN C3 C3 C 0 1 N N R 8.639 -15.838 -8.308 3.910 -1.414 0.112 C3 BFN 5 BFN C4 C4 C 0 1 N N R 9.855 -16.320 -7.513 4.094 -0.018 -0.490 C4 BFN 6 BFN O4 O4 O 0 1 N N N 10.904 -16.723 -8.399 5.324 0.544 -0.028 O4 BFN 7 BFN C5 C5 C 0 1 N N R 9.437 -17.520 -6.662 2.927 0.873 -0.051 C5 BFN 8 BFN N5 N5 N 0 1 N N N 10.574 -18.032 -5.880 3.052 2.190 -0.680 N5 BFN 9 BFN C6 C6 C 0 1 N N R 8.265 -17.124 -5.761 1.609 0.223 -0.481 C6 BFN 10 BFN O6 O6 O 0 1 N N N 7.177 -16.556 -6.513 1.516 -1.085 0.087 O6 BFN 11 BFN C7 C7 C 0 1 N N R 7.736 -18.390 -5.080 0.436 1.076 0.006 C7 BFN 12 BFN O7 O7 O 0 1 N N N 7.486 -19.417 -6.045 0.542 1.268 1.418 O7 BFN 13 BFN C8 C8 C 0 1 N N R 6.444 -18.095 -4.319 -0.880 0.364 -0.315 C8 BFN 14 BFN O8 O8 O 0 1 N N N 6.730 -17.246 -3.206 -0.985 0.172 -1.727 O8 BFN 15 BFN C9 C9 C 0 1 N N N 5.846 -19.424 -3.852 -2.053 1.218 0.172 C9 BFN 16 BFN N9 N9 N 0 1 N N N 5.231 -20.170 -4.750 -3.305 0.485 -0.026 N9 BFN 17 BFN C10 C10 C 0 1 N N N 10.831 -19.327 -5.727 3.821 3.139 -0.110 C10 BFN 18 BFN O10 O10 O 0 1 N N N 10.144 -20.240 -6.197 4.409 2.902 0.924 O10 BFN 19 BFN C11 C11 C 0 1 N N N 12.065 -19.643 -4.883 3.950 4.493 -0.758 C11 BFN 20 BFN C12 C12 C 0 1 N N N 4.068 -20.751 -4.470 -4.478 1.044 0.333 C12 BFN 21 BFN O12 O12 O 0 1 N N N 3.500 -20.668 -3.384 -4.496 2.157 0.821 O12 BFN 22 BFN C13 C13 C 0 1 Y N N 3.461 -21.559 -5.619 -5.742 0.304 0.132 C13 BFN 23 BFN C14 C14 C 0 1 Y N N 2.145 -22.007 -5.535 -6.958 0.881 0.503 C14 BFN 24 BFN C15 C15 C 0 1 Y N N 1.556 -22.650 -6.616 -8.134 0.185 0.312 C15 BFN 25 BFN C16 C16 C 0 1 Y N N 2.282 -22.848 -7.786 -8.110 -1.081 -0.244 C16 BFN 26 BFN C17 C17 C 0 1 Y N N 3.596 -22.404 -7.870 -6.908 -1.658 -0.614 C17 BFN 27 BFN C18 C18 C 0 1 Y N N 4.186 -21.763 -6.785 -5.725 -0.971 -0.434 C18 BFN 28 BFN O1B O1A O 0 1 N N N 5.129 -15.190 -7.416 3.253 -4.296 0.147 O1B BFN 29 BFN O1A O1B O 0 1 N N N 6.200 -14.903 -9.320 1.349 -3.533 0.969 O1A BFN 30 BFN HO2 HO2 H 0 1 N Y N 8.659 -14.494 -6.154 1.699 -2.461 -2.095 HO2 BFN 31 BFN H32 H3 H 0 1 N N N 8.938 -14.939 -8.867 4.707 -2.070 -0.239 H32 BFN 32 BFN H4 H4 H 0 1 N N N 10.198 -15.510 -6.852 4.109 -0.088 -1.577 H4 BFN 33 BFN HO4 HO4 H 0 1 N Y N 11.651 -17.019 -7.892 6.106 0.027 -0.265 HO4 BFN 34 BFN H5 H5 H 0 1 N N N 9.090 -18.313 -7.341 2.942 0.984 1.033 H5 BFN 35 BFN HN5 HN5 H 0 1 N N N 11.184 -17.372 -5.442 2.582 2.378 -1.507 HN5 BFN 36 BFN H6 H6 H 0 1 N N N 8.617 -16.418 -4.994 1.578 0.149 -1.568 H6 BFN 37 BFN H7 H7 H 0 1 N N N 8.491 -18.736 -4.359 0.458 2.044 -0.495 H7 BFN 38 BFN HO7 HO7 H 0 1 N Y N 8.301 -19.857 -6.258 0.529 0.447 1.929 HO7 BFN 39 BFN H8 H8 H 0 1 N N N 5.733 -17.604 -5.000 -0.901 -0.603 0.186 H8 BFN 40 BFN HO8 HO8 H 0 1 N Y N 5.927 -17.062 -2.733 -0.973 0.993 -2.238 HO8 BFN 41 BFN H92 H9 H 0 1 N N N 6.667 -20.024 -3.433 -1.925 1.439 1.232 H92 BFN 42 BFN H91 H9A H 0 1 N N N 5.117 -19.196 -3.060 -2.083 2.149 -0.392 H91 BFN 43 BFN HN9 HN9 H 0 1 N N N 5.644 -20.300 -5.651 -3.291 -0.403 -0.416 HN9 BFN 44 BFN H111 H11 H 0 0 N N N 12.185 -20.733 -4.801 3.354 4.518 -1.671 H111 BFN 45 BFN H113 H11A H 0 0 N N N 12.957 -19.211 -5.361 3.592 5.260 -0.071 H113 BFN 46 BFN H112 H11B H 0 0 N N N 11.942 -19.211 -3.879 4.995 4.682 -1.001 H112 BFN 47 BFN H14 H14 H 0 1 N N N 1.581 -21.854 -4.627 -6.978 1.869 0.938 H14 BFN 48 BFN H15 H15 H 0 1 N N N 0.535 -22.996 -6.548 -9.075 0.631 0.599 H15 BFN 49 BFN H16 H16 H 0 1 N N N 1.825 -23.346 -8.628 -9.033 -1.622 -0.390 H16 BFN 50 BFN H17 H17 H 0 1 N N N 4.160 -22.557 -8.778 -6.896 -2.647 -1.048 H17 BFN 51 BFN H18 H18 H 0 1 N N N 5.209 -21.424 -6.850 -4.788 -1.423 -0.723 H18 BFN 52 BFN HO1B HO1A H 0 0 N N N 4.384 -15.002 -7.975 3.072 -5.145 0.574 HO1B BFN 53 # # 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 BFN C2 O2 SING N N 1 BFN O2 HO2 SING N N 2 BFN O1A C1 DOUB N N 3 BFN C1 O1B SING N N 4 BFN C1 C2 SING N N 5 BFN F1 C3 SING N N 6 BFN C3 C2 SING N N 7 BFN C2 O6 SING N N 8 BFN C3 C4 SING N N 9 BFN C3 H32 SING N N 10 BFN O4 C4 SING N N 11 BFN C4 C5 SING N N 12 BFN C4 H4 SING N N 13 BFN O4 HO4 SING N N 14 BFN C5 N5 SING N N 15 BFN C5 C6 SING N N 16 BFN C5 H5 SING N N 17 BFN N5 C10 SING N N 18 BFN N5 HN5 SING N N 19 BFN O6 C6 SING N N 20 BFN C6 C7 SING N N 21 BFN C6 H6 SING N N 22 BFN O7 C7 SING N N 23 BFN C7 C8 SING N N 24 BFN C7 H7 SING N N 25 BFN O7 HO7 SING N N 26 BFN C8 C9 SING N N 27 BFN C8 O8 SING N N 28 BFN C8 H8 SING N N 29 BFN O8 HO8 SING N N 30 BFN N9 C9 SING N N 31 BFN C9 H92 SING N N 32 BFN C9 H91 SING N N 33 BFN N9 C12 SING N N 34 BFN N9 HN9 SING N N 35 BFN O10 C10 DOUB N N 36 BFN C10 C11 SING N N 37 BFN C11 H111 SING N N 38 BFN C11 H113 SING N N 39 BFN C11 H112 SING N N 40 BFN C13 C12 SING N N 41 BFN C12 O12 DOUB N N 42 BFN C18 C13 DOUB Y N 43 BFN C13 C14 SING Y N 44 BFN C15 C14 DOUB Y N 45 BFN C14 H14 SING N N 46 BFN C16 C15 SING Y N 47 BFN C15 H15 SING N N 48 BFN C17 C16 DOUB Y N 49 BFN C16 H16 SING N N 50 BFN C17 C18 SING Y N 51 BFN C17 H17 SING N N 52 BFN C18 H18 SING N N 53 BFN O1B HO1B SING N N 54 # # 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 BFN SMILES ACDLabs 12.01 "O=C(c1ccccc1)NCC(O)C(O)C2OC(O)(C(=O)O)C(F)C(O)C2NC(=O)C" BFN InChI InChI 1.03 "InChI=1S/C18H23FN2O9/c1-8(22)21-11-13(25)15(19)18(29,17(27)28)30-14(11)12(24)10(23)7-20-16(26)9-5-3-2-4-6-9/h2-6,10-15,23-25,29H,7H2,1H3,(H,20,26)(H,21,22)(H,27,28)/t10-,11-,12-,13-,14-,15-,18+/m1/s1" BFN InChIKey InChI 1.03 MROQLLHLBMWCPR-LQUZZVICSA-N BFN SMILES_CANONICAL CACTVS 3.370 "CC(=O)N[C@@H]1[C@@H](O)[C@@H](F)[C@](O)(O[C@H]1[C@H](O)[C@H](O)CNC(=O)c2ccccc2)C(O)=O" BFN SMILES CACTVS 3.370 "CC(=O)N[CH]1[CH](O)[CH](F)[C](O)(O[CH]1[CH](O)[CH](O)CNC(=O)c2ccccc2)C(O)=O" BFN SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC(=O)N[C@@H]1[C@H]([C@H]([C@](O[C@H]1[C@@H]([C@@H](CNC(=O)c2ccccc2)O)O)(C(=O)O)O)F)O" BFN SMILES "OpenEye OEToolkits" 1.7.6 "CC(=O)NC1C(C(C(OC1C(C(CNC(=O)c2ccccc2)O)O)(C(=O)O)O)F)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 BFN "SYSTEMATIC NAME" ACDLabs 12.01 "5-(acetylamino)-9-(benzoylamino)-3,5,9-trideoxy-3-fluoro-D-erythro-alpha-L-manno-non-2-ulopyranosonic acid" BFN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 ;(2R,3R,4R,5R,6R)-5-acetamido-6-[(1R,2R)-3-benzamido-1,2-bis(oxidanyl)propyl]-3-fluoranyl-2,4-bis(oxidanyl)oxane-2-carbo xylic acid ; # # 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 BFN "CARBOHYDRATE ISOMER" D PDB ? BFN "CARBOHYDRATE RING" pyranose PDB ? BFN "CARBOHYDRATE ANOMER" beta PDB ? BFN "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 BFN "Create component" 2007-11-07 RCSB BFN "Modify aromatic_flag" 2011-06-04 RCSB BFN "Other modification" 2012-12-21 RCSB BFN "Other modification" 2020-07-03 RCSB BFN "Modify name" 2020-07-17 RCSB BFN "Modify synonyms" 2020-07-17 RCSB BFN "Modify internal type" 2020-07-17 RCSB BFN "Modify linking type" 2020-07-17 RCSB BFN "Modify atom id" 2020-07-17 RCSB BFN "Modify component atom id" 2020-07-17 RCSB BFN "Modify leaving atom flag" 2020-07-17 RCSB ##