data_CFX # _chem_comp.id CFX _chem_comp.name CEFOXITIN _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H17 N3 O7 S2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2001-02-16 _chem_comp.pdbx_modified_date 2025-03-27 _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 427.452 _chem_comp.one_letter_code ? _chem_comp.three_letter_code CFX _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 4KOW _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB _chem_comp.pdbx_pcm ? # 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.pdbx_n_terminal_atom_flag _chem_comp_atom.pdbx_backbone_atom_flag _chem_comp_atom.pdbx_c_terminal_atom_flag _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 CFX C4 C1 C 0 1 N N N N N N -12.966 3.663 -9.718 -1.667 -1.933 0.852 C4 CFX 1 CFX O5 O1 O 0 1 N N N N N N -11.843 4.120 -9.544 -2.100 -2.027 1.981 O5 CFX 2 CFX N1 N1 N 0 1 N N N N N N -14.184 4.125 -9.426 -0.449 -1.792 0.348 N1 CFX 3 CFX C2 C2 C 0 1 N N R N N N -14.890 3.011 -10.096 -0.904 -2.200 -1.006 C2 CFX 4 CFX S8 S1 S 0 1 N N N N N N -16.159 2.390 -8.988 -0.232 -0.964 -2.168 S8 CFX 5 CFX C9 C3 C 0 1 N N N N N N -16.964 4.005 -8.887 1.524 -0.972 -1.695 C9 CFX 6 CFX C10 C4 C 0 1 N N N N N N -16.052 5.190 -8.512 1.703 -0.976 -0.212 C10 CFX 7 CFX C11 C5 C 0 1 N N N N N N -14.762 5.215 -8.723 0.837 -1.359 0.713 C11 CFX 8 CFX C15 C6 C 0 1 N N N N N N -16.728 6.332 -7.788 3.034 -0.482 0.293 C15 CFX 9 CFX C12 C7 C 0 1 N N N N N N -13.800 6.188 -8.164 1.224 -1.331 2.135 C12 CFX 10 CFX O13 O2 O 0 1 N N N N N N -13.917 7.367 -8.511 0.476 -1.788 2.978 O13 CFX 11 CFX O14 O3 O 0 1 N N N N N N -12.918 5.794 -7.363 2.407 -0.800 2.501 O14 CFX 12 CFX C3 C8 C 0 1 N N S N N N -13.529 2.323 -10.201 -2.307 -1.936 -0.510 C3 CFX 13 CFX O16 O4 O 0 1 N N N N N N -13.273 1.992 -11.561 -3.215 -3.018 -0.727 O16 CFX 14 CFX C17 C9 C 0 1 N N N N N N -11.922 1.732 -11.864 -4.565 -2.727 -0.360 C17 CFX 15 CFX N18 N2 N 0 1 N N N N N N -13.135 1.270 -9.321 -2.849 -0.636 -0.913 N18 CFX 16 CFX C19 C10 C 0 1 N N N N N N -13.611 0.037 -9.360 -2.225 0.499 -0.540 C19 CFX 17 CFX O21 O5 O 0 1 N N N N N N -14.570 -0.243 -10.046 -1.216 0.444 0.130 O21 CFX 18 CFX C20 C11 C 0 1 N N N N N N -12.930 -0.988 -8.516 -2.782 1.836 -0.955 C20 CFX 19 CFX C23 C12 C 0 1 Y N N N N N -13.674 -1.343 -7.288 -1.906 2.935 -0.413 C23 CFX 20 CFX S24 S2 S 0 1 Y N N N N N -13.069 -2.490 -6.161 -2.104 3.712 1.153 S24 CFX 21 CFX C25 C13 C 0 1 Y N N N N N -14.402 -2.375 -5.150 -0.715 4.747 0.849 C25 CFX 22 CFX C26 C14 C 0 1 Y N N N N N -15.270 -1.544 -5.620 -0.203 4.468 -0.351 C26 CFX 23 CFX C27 C15 C 0 1 Y N N N N N -14.876 -0.933 -6.837 -0.857 3.465 -1.045 C27 CFX 24 CFX O30 O6 O 0 1 N N N N N N -17.787 6.915 -8.679 3.901 -0.189 -0.834 O30 CFX 25 CFX C31 C16 C 0 1 N N N N N N -18.329 8.144 -8.401 5.169 0.167 -0.553 C31 CFX 26 CFX O32 O7 O 0 1 N N N N N N -17.910 9.073 -7.667 5.567 0.142 0.595 O32 CFX 27 CFX N33 N3 N 0 1 N N N N N N -19.450 8.209 -9.125 5.997 0.550 -1.545 N33 CFX 28 CFX H1 H1 H 0 1 N N N N N N -15.332 3.269 -11.070 -0.687 -3.233 -1.281 H1 CFX 29 CFX H2 H2 H 0 1 N N N N N N -17.410 4.221 -9.869 1.999 -1.860 -2.112 H2 CFX 30 CFX H3 H3 H 0 1 N N N N N N -17.759 3.939 -8.129 2.006 -0.086 -2.109 H3 CFX 31 CFX H4 H4 H 0 1 N N N N N N -15.985 7.105 -7.543 2.886 0.422 0.883 H4 CFX 32 CFX H5 H5 H 0 1 N N N N N N -17.189 5.960 -6.861 3.494 -1.250 0.915 H5 CFX 33 CFX H6 H6 H 0 1 N N N N N N -12.386 6.532 -7.089 2.585 -0.737 3.450 H6 CFX 34 CFX H7 H7 H 0 1 N N N N N N -11.826 1.487 -12.932 -4.608 -2.479 0.700 H7 CFX 35 CFX H8 H8 H 0 1 N N N N N N -11.317 2.622 -11.636 -4.926 -1.882 -0.946 H8 CFX 36 CFX H9 H9 H 0 1 N N N N N N -11.568 0.884 -11.260 -5.191 -3.598 -0.555 H9 CFX 37 CFX H10 H10 H 0 1 N N N N N N -12.449 1.480 -8.624 -3.656 -0.592 -1.449 H10 CFX 38 CFX H11 H11 H 0 1 N N N N N N -12.798 -1.900 -9.117 -2.810 1.896 -2.043 H11 CFX 39 CFX H12 H12 H 0 1 N N N N N N -11.945 -0.596 -8.223 -3.792 1.948 -0.559 H12 CFX 40 CFX H13 H13 H 0 1 N N N N N N -14.519 -2.924 -4.227 -0.335 5.494 1.529 H13 CFX 41 CFX H14 H14 H 0 1 N N N N N N -16.210 -1.333 -5.131 0.659 4.983 -0.749 H14 CFX 42 CFX H15 H15 H 0 1 N N N N N N -15.483 -0.206 -7.355 -0.544 3.138 -2.026 H15 CFX 43 CFX H16 H16 H 0 1 N N N N N N -20.013 9.035 -9.102 5.660 0.640 -2.450 H16 CFX 44 CFX H17 H17 H 0 1 N N N N N N -19.726 7.431 -9.689 6.929 0.737 -1.354 H17 CFX 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 CFX C17 O16 SING N N 1 CFX O16 C3 SING N N 2 CFX C3 C2 SING N N 3 CFX C3 C4 SING N N 4 CFX C3 N18 SING N N 5 CFX C2 N1 SING N N 6 CFX C2 S8 SING N N 7 CFX O21 C19 DOUB N N 8 CFX C4 O5 DOUB N N 9 CFX C4 N1 SING N N 10 CFX N1 C11 SING N N 11 CFX C19 N18 SING N N 12 CFX C19 C20 SING N N 13 CFX N33 C31 SING N N 14 CFX S8 C9 SING N N 15 CFX C9 C10 SING N N 16 CFX C11 C10 DOUB N N 17 CFX C11 C12 SING N N 18 CFX O30 C31 SING N N 19 CFX O30 C15 SING N N 20 CFX C20 C23 SING N N 21 CFX C10 C15 SING N N 22 CFX O13 C12 DOUB N N 23 CFX C31 O32 DOUB N N 24 CFX C12 O14 SING N N 25 CFX C23 C27 DOUB Y N 26 CFX C23 S24 SING Y N 27 CFX C27 C26 SING Y N 28 CFX S24 C25 SING Y N 29 CFX C26 C25 DOUB Y N 30 CFX C2 H1 SING N N 31 CFX C9 H2 SING N N 32 CFX C9 H3 SING N N 33 CFX C15 H4 SING N N 34 CFX C15 H5 SING N N 35 CFX O14 H6 SING N N 36 CFX C17 H7 SING N N 37 CFX C17 H8 SING N N 38 CFX C17 H9 SING N N 39 CFX N18 H10 SING N N 40 CFX C20 H11 SING N N 41 CFX C20 H12 SING N N 42 CFX C25 H13 SING N N 43 CFX C26 H14 SING N N 44 CFX C27 H15 SING N N 45 CFX N33 H16 SING N N 46 CFX N33 H17 SING N N 47 # 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 CFX SMILES ACDLabs 14.52 "O=C(O)C=1N2C(=O)C(NC(=O)Cc3cccs3)(OC)C2SCC=1COC(N)=O" CFX InChI InChI 1.06 "InChI=1S/C16H17N3O7S2/c1-25-16(18-10(20)5-9-3-2-4-27-9)13(23)19-11(12(21)22)8(6-26-15(17)24)7-28-14(16)19/h2-4,14H,5-7H2,1H3,(H2,17,24)(H,18,20)(H,21,22)/t14-,16+/m1/s1" CFX InChIKey InChI 1.06 WZOZEZRFJCJXNZ-ZBFHGGJFSA-N CFX SMILES_CANONICAL CACTVS 3.385 "CO[C@]1(NC(=O)Cc2sccc2)[C@H]3SCC(=C(N3C1=O)C(O)=O)COC(N)=O" CFX SMILES CACTVS 3.385 "CO[C]1(NC(=O)Cc2sccc2)[CH]3SCC(=C(N3C1=O)C(O)=O)COC(N)=O" CFX SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "CO[C@@]1([C@@H]2N(C1=O)C(=C(CS2)COC(=O)N)C(=O)O)NC(=O)Cc3cccs3" CFX SMILES "OpenEye OEToolkits" 3.1.0.0 "COC1(C2N(C1=O)C(=C(CS2)COC(=O)N)C(=O)O)NC(=O)Cc3cccs3" # 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 CFX "SYSTEMATIC NAME" ACDLabs 14.52 "(1S,6R,7S)-3-[(carbamoyloxy)methyl]-7-methoxy-8-oxo-7-[2-(thiophen-2-yl)acetamido]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid" CFX "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "(6~{R},7~{S})-3-(aminocarbonyloxymethyl)-7-methoxy-8-oxidanylidene-7-(2-thiophen-2-ylethanoylamino)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-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 CFX "Create component" 2001-02-16 PDBJ CFX "Modify descriptor" 2011-06-04 RCSB CFX "Other modification" 2025-03-27 RCSB #