data_9SP # _chem_comp.id 9SP _chem_comp.name "(2R,3R,4R,5R,6R)-5-acetamido-6-[(1R)-1,3-bis(oxidanyl)propyl]-2,3-bis(fluoranyl)-4-oxidanyl-oxane-2-carboxylic acid" _chem_comp.type D-saccharide _chem_comp.pdbx_type ATOMS _chem_comp.formula "C11 H17 F2 N O7" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ;(2~{R},3~{R},4~{R},5~{R},6~{R})-5-acetamido-6-[(1~{R})-1,3-bis(oxidanyl)propyl]-2,3-bis(fluoranyl)-4-oxidanyl-oxane-2-c arboxylic acid ; _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-06-07 _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 313.252 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 9SP _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 5W2W _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 9SP _pdbx_chem_comp_synonyms.name ;(2~{R},3~{R},4~{R},5~{R},6~{R})-5-acetamido-6-[(1~{R})-1,3-bis(oxidanyl)propyl]-2,3-bis(fluoranyl)-4-oxidanyl-oxane-2-c arboxylic acid ; _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? # # 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 9SP O1B OAC O 0 1 N N N 17.830 32.498 73.393 -1.524 3.034 -1.677 O1B 9SP 1 9SP C1 CAO C 0 1 N N N 16.846 33.260 73.393 -0.438 2.453 -1.145 C1 9SP 2 9SP O1A OAE O 0 1 N N N 16.670 34.106 72.503 0.539 2.258 -1.828 O1A 9SP 3 9SP C2 CAV C 0 1 N N R 15.861 33.148 74.550 -0.435 2.045 0.306 C2 9SP 4 9SP FAJ FAJ F 0 1 N N N 16.273 33.996 75.498 -0.268 3.179 1.109 FAJ 9SP 5 9SP C3 CAS C 0 1 N N R 14.387 33.484 74.181 -1.766 1.369 0.648 C3 9SP 6 9SP FAI FAI F 0 1 N N N 13.737 33.942 75.321 -1.785 1.037 2.007 FAI 9SP 7 9SP C4 CAR C 0 1 N N R 13.590 32.336 73.494 -1.914 0.097 -0.192 C4 9SP 8 9SP O4 OAF O 0 1 N N N 12.175 32.569 73.604 -3.118 -0.580 0.173 O4 9SP 9 9SP O6 OAM O 0 1 N N N 15.942 31.810 75.082 0.637 1.131 0.543 O6 9SP 10 9SP C6 CAU C 0 1 N N R 15.363 30.716 74.321 0.577 -0.056 -0.250 C6 9SP 11 9SP C7 CAQ C 0 1 N N R 15.731 29.460 75.101 1.784 -0.942 0.065 C7 9SP 12 9SP C8 CAP C 0 1 N N N 17.251 29.170 75.059 3.071 -0.140 -0.134 C8 9SP 13 9SP C9 CAK C 0 1 N N N 17.865 28.741 76.382 4.279 -1.059 0.060 C9 9SP 14 9SP O9 OAD O 0 1 N N N 17.058 27.700 76.966 5.482 -0.309 -0.126 O9 9SP 15 9SP O7 OAG O 0 1 N N N 15.201 29.574 76.437 1.705 -1.389 1.421 O7 9SP 16 9SP C5 CAT C 0 1 N N R 13.844 30.956 74.125 -0.713 -0.817 0.069 C5 9SP 17 9SP N5 NAL N 0 1 N N N 13.218 29.966 73.225 -0.805 -2.004 -0.785 N5 9SP 18 9SP C10 CAN C 0 1 N N N 12.188 29.175 73.565 -1.535 -3.065 -0.387 C10 9SP 19 9SP O10 OAB O 0 1 N N N 11.633 29.162 74.655 -2.114 -3.038 0.678 O10 9SP 20 9SP C11 CAA C 0 1 N N N 11.698 28.247 72.500 -1.630 -4.286 -1.266 C11 9SP 21 9SP HO1B H1 H 0 0 N N N 18.373 32.681 72.635 -1.478 3.278 -2.612 HO1B 9SP 22 9SP H32 H2 H 0 1 N N N 14.431 34.308 73.453 -2.588 2.050 0.428 H32 9SP 23 9SP H4 H3 H 0 1 N N N 13.883 32.297 72.434 -1.950 0.360 -1.249 H4 9SP 24 9SP HO4 H4 H 0 1 N Y N 11.963 33.414 73.226 -3.920 -0.058 0.033 HO4 9SP 25 9SP H6 H5 H 0 1 N N N 15.836 30.666 73.329 0.589 0.211 -1.307 H6 9SP 26 9SP H7 H6 H 0 1 N N N 15.232 28.614 74.606 1.786 -1.804 -0.602 H7 9SP 27 9SP H8 H7 H 0 1 N N N 17.424 28.367 74.327 3.089 0.275 -1.142 H8 9SP 28 9SP H8A H8 H 0 1 N N N 17.763 30.085 74.727 3.111 0.670 0.594 H8A 9SP 29 9SP H92 H9 H 0 1 N N N 18.883 28.363 76.209 4.262 -1.474 1.068 H92 9SP 30 9SP H91 H10 H 0 1 N N N 17.905 29.602 77.065 4.240 -1.869 -0.667 H91 9SP 31 9SP HO9 H11 H 0 1 N N N 17.439 27.430 77.793 6.290 -0.829 -0.017 HO9 9SP 32 9SP HO7 H12 H 0 1 N Y N 15.424 28.796 76.934 1.699 -0.673 2.071 HO7 9SP 33 9SP H5 H13 H 0 1 N N N 13.353 30.921 75.109 -0.707 -1.120 1.116 H5 9SP 34 9SP HN5 H14 H 0 1 N N N 13.587 29.879 72.299 -0.342 -2.026 -1.637 HN5 9SP 35 9SP H111 H15 H 0 0 N N N 10.856 27.655 72.888 -1.048 -4.126 -2.174 H111 9SP 36 9SP H113 H16 H 0 0 N N N 11.365 28.831 71.629 -1.238 -5.150 -0.730 H113 9SP 37 9SP H112 H17 H 0 0 N N N 12.513 27.572 72.199 -2.673 -4.464 -1.528 H112 9SP 38 # # 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 9SP C11 C10 SING N N 1 9SP O1A C1 DOUB N N 2 9SP N5 C10 SING N N 3 9SP N5 C5 SING N N 4 9SP O1B C1 SING N N 5 9SP C1 C2 SING N N 6 9SP C4 O4 SING N N 7 9SP C4 C5 SING N N 8 9SP C4 C3 SING N N 9 9SP C10 O10 DOUB N N 10 9SP C5 C6 SING N N 11 9SP C3 C2 SING N N 12 9SP C3 FAI SING N N 13 9SP C6 O6 SING N N 14 9SP C6 C7 SING N N 15 9SP C2 O6 SING N N 16 9SP C2 FAJ SING N N 17 9SP C8 C7 SING N N 18 9SP C8 C9 SING N N 19 9SP C7 O7 SING N N 20 9SP C9 O9 SING N N 21 9SP O1B HO1B SING N N 22 9SP C3 H32 SING N N 23 9SP C4 H4 SING N N 24 9SP O4 HO4 SING N N 25 9SP C6 H6 SING N N 26 9SP C7 H7 SING N N 27 9SP C8 H8 SING N N 28 9SP C8 H8A SING N N 29 9SP C9 H92 SING N N 30 9SP C9 H91 SING N N 31 9SP O9 HO9 SING N N 32 9SP O7 HO7 SING N N 33 9SP C5 H5 SING N N 34 9SP N5 HN5 SING N N 35 9SP C11 H111 SING N N 36 9SP C11 H113 SING N N 37 9SP C11 H112 SING N N 38 # # 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 9SP SMILES ACDLabs 12.01 "OC(C1(OC(C(O)CCO)C(C(C1F)O)NC(=O)C)F)=O" 9SP InChI InChI 1.03 "InChI=1S/C11H17F2NO7/c1-4(16)14-6-7(18)9(12)11(13,10(19)20)21-8(6)5(17)2-3-15/h5-9,15,17-18H,2-3H2,1H3,(H,14,16)(H,19,20)/t5-,6-,7-,8+,9-,11-/m1/s1" 9SP InChIKey InChI 1.03 SVILRGMXTMNWJP-XYLHZXCYSA-N 9SP SMILES_CANONICAL CACTVS 3.385 "CC(=O)N[C@@H]1[C@@H](O)[C@@H](F)[C@@](F)(O[C@H]1[C@H](O)CCO)C(O)=O" 9SP SMILES CACTVS 3.385 "CC(=O)N[CH]1[CH](O)[CH](F)[C](F)(O[CH]1[CH](O)CCO)C(O)=O" 9SP SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CC(=O)N[C@@H]1[C@H]([C@H]([C@@](O[C@H]1[C@@H](CCO)O)(C(=O)O)F)F)O" 9SP SMILES "OpenEye OEToolkits" 2.0.6 "CC(=O)NC1C(C(C(OC1C(CCO)O)(C(=O)O)F)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 9SP "SYSTEMATIC NAME" ACDLabs 12.01 ;(2R,3R,4R,5R,6R)-5-(acetylamino)-6-[(1R)-1,3-dihydroxypropyl]-2,3-difluoro-4-hydroxytetrahydro-2H-pyran-2-carboxylic acid (non-preferred name) ; 9SP "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 ;(2~{R},3~{R},4~{R},5~{R},6~{R})-5-acetamido-6-[(1~{R})-1,3-bis(oxidanyl)propyl]-2,3-bis(fluoranyl)-4-oxidanyl-oxane-2-c arboxylic 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 9SP "CARBOHYDRATE ISOMER" D PDB ? 9SP "CARBOHYDRATE RING" pyranose PDB ? 9SP "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 9SP "Create component" 2017-06-07 RCSB 9SP "Initial release" 2018-02-21 RCSB 9SP "Other modification" 2020-07-03 RCSB 9SP "Modify name" 2020-07-17 RCSB 9SP "Modify synonyms" 2020-07-17 RCSB 9SP "Modify internal type" 2020-07-17 RCSB 9SP "Modify linking type" 2020-07-17 RCSB 9SP "Modify atom id" 2020-07-17 RCSB 9SP "Modify component atom id" 2020-07-17 RCSB 9SP "Modify leaving atom flag" 2020-07-17 RCSB ##