data_BYK # _chem_comp.id BYK _chem_comp.name "[(3~{R})-3-carboxy-7-(naphthalen-1-ylmethyl)-5-oxidanylidene-2,3-dihydro-[1,3]thiazolo[3,2-a]pyridin-8-yl]-dimethyl-azanium" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H21 N2 O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 1 _chem_comp.pdbx_initial_date 2017-11-01 _chem_comp.pdbx_modified_date 2018-04-27 _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 381.468 _chem_comp.one_letter_code ? _chem_comp.three_letter_code BYK _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 6EV0 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 BYK O01 O1 O 0 1 N N N 52.967 4.652 45.415 4.518 3.124 0.088 O01 BYK 1 BYK C02 C1 C 0 1 N N N 52.402 3.547 45.483 3.462 2.302 -0.020 C02 BYK 2 BYK O03 O2 O 0 1 N N N 52.865 2.463 45.078 2.548 2.586 -0.757 O03 BYK 3 BYK C04 C2 C 0 1 N N R 51.016 3.474 46.112 3.417 1.023 0.777 C04 BYK 4 BYK C05 C3 C 0 1 N N N 51.073 3.730 47.612 4.593 0.143 0.362 C05 BYK 5 BYK S06 S1 S 0 1 N N N 51.097 2.095 48.402 3.815 -1.385 -0.241 S06 BYK 6 BYK C07 C4 C 0 1 N N N 50.364 1.313 47.011 2.144 -0.873 0.041 C07 BYK 7 BYK C08 C5 C 0 1 N N N 49.786 0.056 46.910 0.972 -1.572 -0.201 C08 BYK 8 BYK N09 N1 N 1 1 N N N 49.745 -0.788 48.066 1.030 -2.861 -0.739 N09 BYK 9 BYK C10 C6 C 0 1 N N N 51.011 -1.435 48.409 0.547 -3.828 0.255 C10 BYK 10 BYK C11 C7 C 0 1 N N N 49.103 -0.203 49.248 0.186 -2.929 -1.939 C11 BYK 11 BYK C12 C8 C 0 1 N N N 49.245 -0.367 45.640 -0.261 -0.999 0.089 C12 BYK 12 BYK C13 C9 C 0 1 N N N 48.627 -1.752 45.588 -1.541 -1.750 -0.170 C13 BYK 13 BYK C14 C10 C 0 1 Y N N 48.076 -2.125 44.215 -2.702 -0.973 0.394 C14 BYK 14 BYK C15 C11 C 0 1 Y N N 46.729 -2.111 43.992 -3.255 -1.336 1.584 C15 BYK 15 BYK C16 C12 C 0 1 Y N N 46.137 -2.444 42.749 -4.328 -0.629 2.122 C16 BYK 16 BYK C17 C13 C 0 1 Y N N 46.939 -2.807 41.688 -4.857 0.444 1.473 C17 BYK 17 BYK C18 C14 C 0 1 Y N N 48.342 -2.841 41.855 -4.313 0.848 0.242 C18 BYK 18 BYK C19 C15 C 0 1 Y N N 49.193 -3.210 40.784 -4.832 1.951 -0.458 C19 BYK 19 BYK C20 C16 C 0 1 Y N N 50.560 -3.238 40.967 -4.280 2.314 -1.648 C20 BYK 20 BYK C21 C17 C 0 1 Y N N 51.127 -2.901 42.216 -3.206 1.607 -2.186 C21 BYK 21 BYK C22 C18 C 0 1 Y N N 50.315 -2.540 43.270 -2.678 0.534 -1.537 C22 BYK 22 BYK C23 C19 C 0 1 Y N N 48.902 -2.500 43.119 -3.217 0.133 -0.303 C23 BYK 23 BYK C24 C20 C 0 1 N N N 49.286 0.438 44.542 -0.284 0.275 0.619 C24 BYK 24 BYK C25 C21 C 0 1 N N N 49.890 1.758 44.641 0.912 0.947 0.849 C25 BYK 25 BYK O26 O3 O 0 1 N N N 49.950 2.520 43.676 0.880 2.073 1.319 O26 BYK 26 BYK N27 N2 N 0 1 N N N 50.415 2.146 45.903 2.122 0.379 0.563 N27 BYK 27 BYK H1 H1 H 0 1 N N N 53.817 4.549 45.003 4.501 3.932 -0.443 H1 BYK 28 BYK H041 H2 H 0 0 N N N 50.378 4.240 45.648 3.516 1.266 1.835 H041 BYK 29 BYK H052 H3 H 0 0 N N N 51.983 4.291 47.869 5.164 0.620 -0.434 H052 BYK 30 BYK H051 H4 H 0 0 N N N 50.188 4.298 47.936 5.233 -0.068 1.219 H051 BYK 31 BYK H102 H5 H 0 0 N N N 50.874 -2.057 49.306 -0.540 -3.895 0.199 H102 BYK 32 BYK H101 H6 H 0 0 N N N 51.338 -2.067 47.571 0.982 -4.807 0.052 H101 BYK 33 BYK H103 H7 H 0 0 N N N 51.773 -0.667 48.608 0.839 -3.501 1.253 H103 BYK 34 BYK H112 H8 H 0 0 N N N 49.124 -0.929 50.074 0.224 -1.974 -2.464 H112 BYK 35 BYK H113 H9 H 0 0 N N N 49.643 0.708 49.546 0.551 -3.719 -2.595 H113 BYK 36 BYK H111 H10 H 0 0 N N N 48.060 0.051 49.010 -0.842 -3.144 -1.649 H111 BYK 37 BYK H131 H11 H 0 0 N N N 47.803 -1.793 46.316 -1.677 -1.878 -1.244 H131 BYK 38 BYK H132 H12 H 0 0 N N N 49.397 -2.487 45.865 -1.491 -2.728 0.309 H132 BYK 39 BYK H151 H13 H 0 0 N N N 46.079 -1.831 44.808 -2.855 -2.184 2.120 H151 BYK 40 BYK H161 H14 H 0 0 N N N 45.064 -2.414 42.633 -4.748 -0.938 3.068 H161 BYK 41 BYK H171 H15 H 0 0 N N N 46.498 -3.064 40.736 -5.692 0.979 1.899 H171 BYK 42 BYK H191 H16 H 0 0 N N N 48.771 -3.469 39.824 -5.665 2.508 -0.054 H191 BYK 43 BYK H201 H17 H 0 0 N N N 51.203 -3.521 40.147 -4.680 3.162 -2.184 H201 BYK 44 BYK H211 H18 H 0 0 N N N 52.199 -2.926 42.346 -2.786 1.915 -3.132 H211 BYK 45 BYK H221 H19 H 0 0 N N N 50.757 -2.285 44.222 -1.846 -0.005 -1.966 H221 BYK 46 BYK H241 H20 H 0 0 N N N 48.873 0.099 43.604 -1.226 0.747 0.855 H241 BYK 47 BYK H091 H21 H 0 0 N N N 49.143 -1.543 47.807 1.984 -3.079 -0.985 H091 BYK 48 # 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 BYK C19 C20 DOUB Y N 1 BYK C19 C18 SING Y N 2 BYK C20 C21 SING Y N 3 BYK C17 C18 DOUB Y N 4 BYK C17 C16 SING Y N 5 BYK C18 C23 SING Y N 6 BYK C21 C22 DOUB Y N 7 BYK C16 C15 DOUB Y N 8 BYK C23 C22 SING Y N 9 BYK C23 C14 DOUB Y N 10 BYK O26 C25 DOUB N N 11 BYK C15 C14 SING Y N 12 BYK C14 C13 SING N N 13 BYK C24 C25 SING N N 14 BYK C24 C12 DOUB N N 15 BYK C25 N27 SING N N 16 BYK O03 C02 DOUB N N 17 BYK O01 C02 SING N N 18 BYK C02 C04 SING N N 19 BYK C13 C12 SING N N 20 BYK C12 C08 SING N N 21 BYK N27 C04 SING N N 22 BYK N27 C07 SING N N 23 BYK C04 C05 SING N N 24 BYK C08 C07 DOUB N N 25 BYK C08 N09 SING N N 26 BYK C07 S06 SING N N 27 BYK C05 S06 SING N N 28 BYK N09 C10 SING N N 29 BYK N09 C11 SING N N 30 BYK O01 H1 SING N N 31 BYK C04 H041 SING N N 32 BYK C05 H052 SING N N 33 BYK C05 H051 SING N N 34 BYK C10 H102 SING N N 35 BYK C10 H101 SING N N 36 BYK C10 H103 SING N N 37 BYK C11 H112 SING N N 38 BYK C11 H113 SING N N 39 BYK C11 H111 SING N N 40 BYK C13 H131 SING N N 41 BYK C13 H132 SING N N 42 BYK C15 H151 SING N N 43 BYK C16 H161 SING N N 44 BYK C17 H171 SING N N 45 BYK C19 H191 SING N N 46 BYK C20 H201 SING N N 47 BYK C21 H211 SING N N 48 BYK C22 H221 SING N N 49 BYK C24 H241 SING N N 50 BYK N09 H091 SING N N 51 # 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 BYK InChI InChI 1.03 "InChI=1S/C21H20N2O3S/c1-22(2)19-15(10-14-8-5-7-13-6-3-4-9-16(13)14)11-18(24)23-17(21(25)26)12-27-20(19)23/h3-9,11,17H,10,12H2,1-2H3,(H,25,26)/p+1/t17-/m0/s1" BYK InChIKey InChI 1.03 BCEJXMPUFHXHBT-KRWDZBQOSA-O BYK SMILES_CANONICAL CACTVS 3.385 "C[NH+](C)C1=C2SC[C@H](N2C(=O)C=C1Cc3cccc4ccccc34)C(O)=O" BYK SMILES CACTVS 3.385 "C[NH+](C)C1=C2SC[CH](N2C(=O)C=C1Cc3cccc4ccccc34)C(O)=O" BYK SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C[NH+](C)C1=C2N([C@@H](CS2)C(=O)O)C(=O)C=C1Cc3cccc4c3cccc4" BYK SMILES "OpenEye OEToolkits" 2.0.6 "C[NH+](C)C1=C2N(C(CS2)C(=O)O)C(=O)C=C1Cc3cccc4c3cccc4" # 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 BYK "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "[(3~{R})-3-carboxy-7-(naphthalen-1-ylmethyl)-5-oxidanylidene-2,3-dihydro-[1,3]thiazolo[3,2-a]pyridin-8-yl]-dimethyl-azanium" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site BYK "Create component" 2017-11-01 EBI BYK "Modify charge" 2017-11-29 EBI BYK "Initial release" 2018-05-02 RCSB #