data_YE3
# 
_chem_comp.id                                    YE3 
_chem_comp.name                                  "(8M)-8-(2-{[2-(fluorosulfonyl)ethyl]amino}phenyl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H15 F N2 O5 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2023-12-01 
_chem_comp.pdbx_modified_date                    2024-09-20 
_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                        390.386 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     YE3 
_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        8V0C 
_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.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 
YE3 C10 C1  C 0 1 Y N N N N N 6.237  -18.162 -31.698 0.637  4.010  -0.742 C10 YE3 1  
YE3 C13 C2  C 0 1 Y N N N N N 3.690  -18.225 -30.566 -1.864 2.890  -1.191 C13 YE3 2  
YE3 C17 C3  C 0 1 N N N N N N 2.210  -14.086 -29.074 -2.681 -0.965 0.613  C17 YE3 3  
YE3 C22 C4  C 0 1 Y N N N N N 7.461  -15.844 -29.476 1.727  2.600  1.863  C22 YE3 4  
YE3 C24 C5  C 0 1 Y N N N N N 8.363  -13.705 -30.173 3.182  0.732  2.247  C24 YE3 5  
YE3 C26 C6  C 0 1 N N N N N N 7.674  -12.690 -32.365 3.331  -1.119 0.573  C26 YE3 6  
YE3 C02 C7  C 0 1 N N N N N N 6.854  -11.777 -34.663 3.358  -2.900 -1.258 C02 YE3 7  
YE3 C04 C8  C 0 1 N N N N N N 6.856  -12.848 -33.570 2.858  -1.625 -0.726 C04 YE3 8  
YE3 C05 C9  C 0 1 N N N N N N 6.102  -13.956 -33.727 1.913  -0.896 -1.421 C05 YE3 9  
YE3 C07 C10 C 0 1 Y N N N N N 6.786  -14.894 -31.586 1.848  0.832  0.221  C07 YE3 10 
YE3 C08 C11 C 0 1 Y N N N N N 6.707  -15.950 -30.647 1.317  2.059  0.651  C08 YE3 11 
YE3 C09 C12 C 0 1 Y N N N N N 5.821  -17.090 -30.882 0.323  2.773  -0.185 C09 YE3 12 
YE3 C11 C13 C 0 1 Y N N N N N 5.405  -19.266 -31.950 -0.294 4.675  -1.515 C11 YE3 13 
YE3 C12 C14 C 0 1 Y N N N N N 4.130  -19.285 -31.376 -1.541 4.116  -1.739 C12 YE3 14 
YE3 C14 C15 C 0 1 Y N N N N N 4.510  -17.108 -30.299 -0.937 2.207  -0.418 C14 YE3 15 
YE3 C16 C16 C 0 1 N N N N N N 2.638  -15.650 -29.095 -2.585 0.386  -0.100 C16 YE3 16 
YE3 C23 C17 C 0 1 Y N N N N N 8.284  -14.739 -29.235 2.655  1.939  2.651  C23 YE3 17 
YE3 C25 C18 C 0 1 Y N N N N N 7.609  -13.778 -31.357 2.780  0.169  1.035  C25 YE3 18 
YE3 F21 F1  F 0 1 N Y N N N N 0.500  -12.664 -30.543 -4.372 -2.970 1.292  F21 YE3 19 
YE3 N06 N1  N 0 1 N N N N N N 6.055  -14.949 -32.750 1.449  0.278  -0.974 N06 YE3 20 
YE3 N15 N2  N 0 1 N N N N N N 4.061  -15.990 -29.454 -1.261 0.969  0.136  N15 YE3 21 
YE3 O01 O1  O 0 1 N N N N N N 7.820  -11.012 -34.719 4.257  -3.618 -0.556 O01 YE3 22 
YE3 O03 O2  O 0 1 N N N N N N 5.847  -11.767 -35.404 2.960  -3.308 -2.332 O03 YE3 23 
YE3 O19 O3  O 0 1 N N N N N N -0.387 -14.596 -29.497 -5.338 -0.829 0.818  O19 YE3 24 
YE3 O20 O4  O 0 1 N N N N N N 0.115  -12.657 -28.205 -4.397 -2.234 -0.988 O20 YE3 25 
YE3 O27 O5  O 0 1 N N N N N N 8.393  -11.717 -32.168 4.142  -1.738 1.238  O27 YE3 26 
YE3 S18 S1  S 0 1 N N N N N N 0.524  -13.549 -29.225 -4.319 -1.686 0.321  S18 YE3 27 
YE3 H1  H1  H 0 1 N N N N N N 7.221  -18.134 -32.141 1.607  4.452  -0.567 H1  YE3 28 
YE3 H2  H2  H 0 1 N N N N N N 2.700  -18.266 -30.137 -2.837 2.458  -1.373 H2  YE3 29 
YE3 H3  H3  H 0 1 N N N N N N 2.756  -13.610 -29.902 -1.914 -1.635 0.225  H3  YE3 30 
YE3 H4  H4  H 0 1 N N N N N N 2.573  -13.684 -28.116 -2.532 -0.822 1.683  H4  YE3 31 
YE3 H5  H5  H 0 1 N N N N N N 7.407  -16.633 -28.740 1.322  3.545  2.191  H5  YE3 32 
YE3 H6  H6  H 0 1 N N N N N N 9.001  -12.853 -29.988 3.906  0.223  2.866  H6  YE3 33 
YE3 H7  H7  H 0 1 N N N N N N 5.522  -14.076 -34.630 1.547  -1.278 -2.362 H7  YE3 34 
YE3 H8  H8  H 0 1 N N N N N N 5.743  -20.081 -32.573 -0.049 5.634  -1.946 H8  YE3 35 
YE3 H9  H9  H 0 1 N N N N N N 3.476  -20.125 -31.558 -2.264 4.642  -2.344 H9  YE3 36 
YE3 H10 H10 H 0 1 N N N N N N 1.987  -16.157 -29.822 -2.734 0.243  -1.170 H10 YE3 37 
YE3 H11 H11 H 0 1 N N N N N N 2.449  -16.054 -28.090 -3.351 1.057  0.288  H11 YE3 38 
YE3 H12 H12 H 0 1 N N N N N N 8.860  -14.684 -28.323 2.968  2.374  3.589  H12 YE3 39 
YE3 H13 H13 H 0 1 N N N N N N 5.461  -15.739 -32.903 0.804  0.759  -1.515 H13 YE3 40 
YE3 H14 H14 H 0 1 N N N N N N 4.524  -16.125 -28.578 -0.611 0.494  0.676  H14 YE3 41 
YE3 H15 H15 H 0 1 N N N N N N 7.692  -10.391 -35.427 4.556  -4.451 -0.946 H15 YE3 42 
# 
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 
YE3 O03 C02 DOUB N N 1  
YE3 O01 C02 SING N N 2  
YE3 C02 C04 SING N N 3  
YE3 C05 C04 DOUB N N 4  
YE3 C05 N06 SING N N 5  
YE3 C04 C26 SING N N 6  
YE3 N06 C07 SING N N 7  
YE3 C26 O27 DOUB N N 8  
YE3 C26 C25 SING N N 9  
YE3 C11 C10 DOUB Y N 10 
YE3 C11 C12 SING Y N 11 
YE3 C10 C09 SING Y N 12 
YE3 C07 C25 DOUB Y N 13 
YE3 C07 C08 SING Y N 14 
YE3 C12 C13 DOUB Y N 15 
YE3 C25 C24 SING Y N 16 
YE3 C09 C08 SING N N 17 
YE3 C09 C14 DOUB Y N 18 
YE3 C08 C22 DOUB Y N 19 
YE3 C13 C14 SING Y N 20 
YE3 F21 S18 SING N N 21 
YE3 C14 N15 SING N N 22 
YE3 C24 C23 DOUB Y N 23 
YE3 O19 S18 DOUB N N 24 
YE3 C22 C23 SING Y N 25 
YE3 N15 C16 SING N N 26 
YE3 S18 C17 SING N N 27 
YE3 S18 O20 DOUB N N 28 
YE3 C16 C17 SING N N 29 
YE3 C10 H1  SING N N 30 
YE3 C13 H2  SING N N 31 
YE3 C17 H3  SING N N 32 
YE3 C17 H4  SING N N 33 
YE3 C22 H5  SING N N 34 
YE3 C24 H6  SING N N 35 
YE3 C05 H7  SING N N 36 
YE3 C11 H8  SING N N 37 
YE3 C12 H9  SING N N 38 
YE3 C16 H10 SING N N 39 
YE3 C16 H11 SING N N 40 
YE3 C23 H12 SING N N 41 
YE3 N06 H13 SING N N 42 
YE3 N15 H14 SING N N 43 
YE3 O01 H15 SING N N 44 
# 
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 
YE3 SMILES           ACDLabs              12.01 "FS(=O)(=O)CCNc1ccccc1c1cccc2c1NC=C(C2=O)C(=O)O"                                                                                               
YE3 InChI            InChI                1.06  "InChI=1S/C18H15FN2O5S/c19-27(25,26)9-8-20-15-7-2-1-4-11(15)12-5-3-6-13-16(12)21-10-14(17(13)22)18(23)24/h1-7,10,20H,8-9H2,(H,21,22)(H,23,24)" 
YE3 InChIKey         InChI                1.06  GBGLBZXZHJILEF-UHFFFAOYSA-N                                                                                                                    
YE3 SMILES_CANONICAL CACTVS               3.385 "OC(=O)C1=CNc2c(cccc2c3ccccc3NCC[S](F)(=O)=O)C1=O"                                                                                             
YE3 SMILES           CACTVS               3.385 "OC(=O)C1=CNc2c(cccc2c3ccccc3NCC[S](F)(=O)=O)C1=O"                                                                                             
YE3 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1ccc(c(c1)c2cccc3c2NC=C(C3=O)C(=O)O)NCCS(=O)(=O)F"                                                                                           
YE3 SMILES           "OpenEye OEToolkits" 2.0.7 "c1ccc(c(c1)c2cccc3c2NC=C(C3=O)C(=O)O)NCCS(=O)(=O)F"                                                                                           
# 
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 
YE3 "SYSTEMATIC NAME" ACDLabs              12.01 "(8M)-8-(2-{[2-(fluorosulfonyl)ethyl]amino}phenyl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid" 
YE3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "8-[2-(2-fluorosulfonylethylamino)phenyl]-4-oxidanylidene-1~{H}-quinoline-3-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 
YE3 "Create component" 2023-12-01 RCSB 
YE3 "Initial release"  2024-09-25 RCSB 
# 
