data_9TM # _chem_comp.id 9TM _chem_comp.name "(2~{R},3~{R},4~{R},5~{R})-3-acetamido-2-[(1~{R},2~{R})-1,2-bis(oxidanyl)propyl]-5-fluoranyl-4-oxidanyl-2,3,4,5-tetrahydropyran-1-ium-6-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C11 H17 F N O7" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 1 _chem_comp.pdbx_initial_date 2017-06-07 _chem_comp.pdbx_modified_date 2018-02-16 _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 294.254 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 9TM _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 5W2Y _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 9TM O1B O1 O 0 1 N N N 24.197 20.988 64.817 3.298 -2.555 -0.056 O1B 9TM 1 9TM C1 C1 C 0 1 N N N 23.586 19.910 64.672 3.001 -1.385 0.064 C1 9TM 2 9TM O1A O2 O 0 1 N N N 22.398 19.820 65.114 3.961 -0.441 0.036 O1A 9TM 3 9TM C2 C2 C 0 1 N N N 24.240 18.902 64.018 1.574 -0.992 0.235 C2 9TM 4 9TM C3 C3 C 0 1 N N R 23.624 17.545 63.760 0.569 -2.104 0.249 C3 9TM 5 9TM F1 F1 F 0 1 N N N 23.935 16.775 64.843 0.382 -2.577 -1.054 F1 9TM 6 9TM O6 O3 O 1 1 N N N 25.600 19.124 63.545 1.355 0.161 0.351 O6 9TM 7 9TM C6 C4 C 0 1 N N R 26.133 18.280 62.510 0.051 0.738 0.547 C6 9TM 8 9TM C7 C5 C 0 1 N N R 27.664 18.407 62.513 -0.065 2.013 -0.291 C7 9TM 9 9TM C8 C6 C 0 1 N N R 28.063 19.670 61.702 1.108 2.941 0.028 C8 9TM 10 9TM C9 C7 C 0 1 N N N 29.455 20.240 62.017 0.993 4.216 -0.811 C9 9TM 11 9TM O8 O4 O 0 1 N N N 28.015 19.353 60.289 1.084 3.280 1.416 O8 9TM 12 9TM O7 O5 O 0 1 N N N 28.137 18.340 63.879 -0.041 1.674 -1.679 O7 9TM 13 9TM C5 C8 C 0 1 N N R 25.673 16.827 62.616 -1.053 -0.236 0.133 C5 9TM 14 9TM C4 C9 C 0 1 N N R 24.153 16.787 62.554 -0.766 -1.591 0.801 C4 9TM 15 9TM O4 O6 O 0 1 N N N 23.654 15.431 62.554 -1.807 -2.518 0.487 O4 9TM 16 9TM N5 N1 N 0 1 N N N 26.120 16.067 61.443 -2.353 0.270 0.581 N5 9TM 17 9TM C10 C10 C 0 1 N N N 26.791 14.923 61.539 -3.478 -0.103 -0.060 C10 9TM 18 9TM O10 O7 O 0 1 N N N 27.103 14.385 62.592 -3.415 -0.857 -1.007 O10 9TM 19 9TM C11 C11 C 0 1 N N N 27.133 14.302 60.224 -4.816 0.417 0.401 C11 9TM 20 9TM H1 H1 H 0 1 N N N 22.145 20.644 65.513 4.872 -0.744 -0.081 H1 9TM 21 9TM H3 H3 H 0 1 N N N 22.535 17.661 63.657 0.934 -2.914 0.880 H3 9TM 22 9TM H4 H4 H 0 1 N N N 25.780 18.661 61.540 -0.074 0.993 1.600 H4 9TM 23 9TM H5 H5 H 0 1 N N N 28.062 17.538 61.969 -1.002 2.518 -0.057 H5 9TM 24 9TM H6 H6 H 0 1 N N N 27.321 20.453 61.918 2.045 2.436 -0.207 H6 9TM 25 9TM H7 H7 H 0 1 N N N 29.516 20.489 63.087 0.056 4.721 -0.576 H7 9TM 26 9TM H8 H8 H 0 1 N N N 30.222 19.491 61.770 1.829 4.877 -0.584 H8 9TM 27 9TM H9 H9 H 0 1 N N N 29.623 21.148 61.419 1.011 3.957 -1.870 H9 9TM 28 9TM H10 H10 H 0 1 N N N 27.161 18.998 60.072 0.277 3.734 1.696 H10 9TM 29 9TM H11 H11 H 0 1 N N N 27.837 17.532 64.279 0.766 1.220 -1.959 H11 9TM 30 9TM H12 H12 H 0 1 N N N 26.035 16.374 63.551 -1.056 -0.350 -0.951 H12 9TM 31 9TM H13 H13 H 0 1 N N N 23.824 17.304 61.640 -0.698 -1.464 1.882 H13 9TM 32 9TM H14 H14 H 0 1 N N N 22.705 15.442 62.515 -1.685 -3.394 0.878 H14 9TM 33 9TM H15 H15 H 0 1 N N N 25.911 16.425 60.533 -2.404 0.873 1.339 H15 9TM 34 9TM H16 H16 H 0 1 N N N 27.669 13.357 60.393 -4.674 1.076 1.258 H16 9TM 35 9TM H17 H17 H 0 1 N N N 26.209 14.104 59.661 -5.288 0.972 -0.409 H17 9TM 36 9TM H18 H18 H 0 1 N N N 27.772 14.989 59.650 -5.452 -0.420 0.688 H18 9TM 37 # 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 9TM C11 C10 SING N N 1 9TM O8 C8 SING N N 2 9TM N5 C10 SING N N 3 9TM N5 C5 SING N N 4 9TM C10 O10 DOUB N N 5 9TM C8 C9 SING N N 6 9TM C8 C7 SING N N 7 9TM C6 C7 SING N N 8 9TM C6 C5 SING N N 9 9TM C6 O6 SING N N 10 9TM C7 O7 SING N N 11 9TM C4 O4 SING N N 12 9TM C4 C5 SING N N 13 9TM C4 C3 SING N N 14 9TM O6 C2 DOUB N N 15 9TM C3 C2 SING N N 16 9TM C3 F1 SING N N 17 9TM C2 C1 SING N N 18 9TM C1 O1B DOUB N N 19 9TM C1 O1A SING N N 20 9TM O1A H1 SING N N 21 9TM C3 H3 SING N N 22 9TM C6 H4 SING N N 23 9TM C7 H5 SING N N 24 9TM C8 H6 SING N N 25 9TM C9 H7 SING N N 26 9TM C9 H8 SING N N 27 9TM C9 H9 SING N N 28 9TM O8 H10 SING N N 29 9TM O7 H11 SING N N 30 9TM C5 H12 SING N N 31 9TM C4 H13 SING N N 32 9TM O4 H14 SING N N 33 9TM N5 H15 SING N N 34 9TM C11 H16 SING N N 35 9TM C11 H17 SING N N 36 9TM C11 H18 SING N N 37 # 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 9TM SMILES ACDLabs 12.01 "O=C(O)C=1C(F)C(C(C([O+]=1)C(O)C(C)O)NC(=O)C)O" 9TM InChI InChI 1.03 "InChI=1S/C11H16FNO7/c1-3(14)7(16)10-6(13-4(2)15)8(17)5(12)9(20-10)11(18)19/h3,5-8,10,14,16-17H,1-2H3,(H-,13,15,18,19)/p+1/t3-,5-,6-,7-,8+,10-/m1/s1" 9TM InChIKey InChI 1.03 DTEWGJXDNGDFKL-IHBVAVKPSA-O 9TM SMILES_CANONICAL CACTVS 3.385 "C[C@@H](O)[C@@H](O)[C@@H]1[O+]=C([C@H](F)[C@H](O)[C@H]1NC(C)=O)C(O)=O" 9TM SMILES CACTVS 3.385 "C[CH](O)[CH](O)[CH]1[O+]=C([CH](F)[CH](O)[CH]1NC(C)=O)C(O)=O" 9TM SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C[C@H]([C@H]([C@H]1[C@@H]([C@H]([C@H](C(=[O+]1)C(=O)O)F)O)NC(=O)C)O)O" 9TM SMILES "OpenEye OEToolkits" 2.0.6 "CC(C(C1C(C(C(C(=[O+]1)C(=O)O)F)O)NC(=O)C)O)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 9TM "SYSTEMATIC NAME" ACDLabs 12.01 "(2R,3R,4R,5R)-3-(acetylamino)-6-carboxy-2-[(1R,2R)-1,2-dihydroxypropyl]-5-fluoro-4-hydroxy-2,3,4,5-tetrahydropyranium (non-preferred name)" 9TM "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(2~{R},3~{R},4~{R},5~{R})-3-acetamido-2-[(1~{R},2~{R})-1,2-bis(oxidanyl)propyl]-5-fluoranyl-4-oxidanyl-2,3,4,5-tetrahydropyran-1-ium-6-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 9TM "Create component" 2017-06-07 RCSB 9TM "Modify formula" 2017-06-13 RCSB 9TM "Initial release" 2018-02-21 RCSB #