data_C8Q # _chem_comp.id C8Q _chem_comp.name "(3~{R})-8-methoxy-7-(naphthalen-1-ylmethyl)-5-oxidanylidene-2,3-dihydro-[1,3]thiazolo[3,2-a]pyridine-3-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H17 N O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-11-20 _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 367.418 _chem_comp.one_letter_code ? _chem_comp.three_letter_code C8Q _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 6EUZ _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 C8Q C11 C1 C 0 1 N N N 61.486 16.721 30.944 0.287 0.543 1.280 C11 C8Q 1 C8Q O01 O1 O 0 1 N N N 59.215 20.111 32.985 -4.590 -2.487 -1.344 O01 C8Q 2 C8Q C02 C2 C 0 1 N N N 58.083 20.079 32.467 -3.481 -1.888 -0.882 C02 C8Q 3 C8Q O03 O2 O 0 1 N N N 57.262 21.009 32.467 -2.395 -2.241 -1.275 O03 C8Q 4 C8Q C04 C3 C 0 1 N N R 57.755 18.733 31.822 -3.592 -0.774 0.127 C04 C8Q 5 C8Q C05 C4 C 0 1 N N N 57.057 17.824 32.803 -4.381 0.376 -0.494 C05 C8Q 6 C8Q S06 S1 S 0 1 N N N 58.334 16.805 33.582 -3.237 1.787 -0.433 S06 C8Q 7 C8Q C07 C5 C 0 1 N N N 59.441 17.067 32.260 -1.895 0.912 0.322 C07 C8Q 8 C8Q C08 C6 C 0 1 N N N 60.657 16.435 32.077 -0.643 1.391 0.686 C08 C8Q 9 C8Q O09 O3 O 0 1 N N N 61.112 15.493 32.962 -0.324 2.696 0.461 O09 C8Q 10 C8Q C10 C7 C 0 1 N N N 61.368 15.912 34.345 -1.324 3.512 -0.152 C10 C8Q 11 C8Q C12 C8 C 0 1 N N N 62.835 16.032 30.734 1.649 1.049 1.680 C12 C8Q 12 C8Q C13 C9 C 0 1 Y N N 62.776 14.647 30.204 2.576 0.989 0.493 C13 C8Q 13 C8Q C14 C10 C 0 1 Y N N 62.880 13.592 31.108 2.732 2.077 -0.309 C14 C8Q 14 C8Q C15 C11 C 0 1 Y N N 62.846 12.257 30.676 3.585 2.041 -1.411 C15 C8Q 15 C8Q C16 C12 C 0 1 Y N N 62.700 11.963 29.336 4.286 0.916 -1.717 C16 C8Q 16 C8Q C17 C13 C 0 1 Y N N 62.599 13.015 28.389 4.151 -0.229 -0.912 C17 C8Q 17 C8Q C18 C14 C 0 1 Y N N 62.458 12.719 27.020 4.863 -1.407 -1.193 C18 C8Q 18 C8Q C19 C15 C 0 1 Y N N 62.363 13.720 26.094 4.715 -2.492 -0.385 C19 C8Q 19 C8Q C20 C16 C 0 1 Y N N 62.403 15.043 26.509 3.866 -2.454 0.719 C20 C8Q 20 C8Q C21 C17 C 0 1 Y N N 62.536 15.366 27.838 3.160 -1.330 1.022 C21 C8Q 21 C8Q C22 C18 C 0 1 Y N N 62.647 14.357 28.837 3.288 -0.190 0.212 C22 C8Q 22 C8Q C23 C19 C 0 1 N N N 60.996 17.668 30.080 -0.071 -0.773 1.499 C23 C8Q 23 C8Q C24 C20 C 0 1 N N N 59.729 18.373 30.226 -1.335 -1.214 1.126 C24 C8Q 24 C8Q O25 O4 O 0 1 N N N 59.328 19.215 29.430 -1.640 -2.381 1.326 O25 C8Q 25 C8Q N26 N1 N 0 1 N N N 58.964 18.025 31.362 -2.247 -0.379 0.544 N26 C8Q 26 C8Q H1 H1 H 0 1 N N N 59.357 20.961 33.384 -4.468 -3.197 -1.990 H1 C8Q 27 C8Q H041 H2 H 0 0 N N N 57.089 18.908 30.965 -4.136 -1.141 0.997 H041 C8Q 28 C8Q H052 H3 H 0 0 N N N 56.534 18.421 33.564 -4.645 0.144 -1.526 H052 C8Q 29 C8Q H051 H4 H 0 0 N N N 56.333 17.185 32.276 -5.275 0.585 0.092 H051 C8Q 30 C8Q H103 H5 H 0 0 N N N 61.726 15.051 34.929 -2.213 3.532 0.478 H103 C8Q 31 C8Q H102 H6 H 0 0 N N N 62.132 16.703 34.353 -0.942 4.525 -0.274 H102 C8Q 32 C8Q H101 H7 H 0 0 N N N 60.438 16.296 34.790 -1.580 3.100 -1.129 H101 C8Q 33 C8Q H122 H8 H 0 0 N N N 63.353 16.001 31.704 1.567 2.080 2.024 H122 C8Q 34 C8Q H121 H9 H 0 0 N N N 63.418 16.640 30.027 2.046 0.428 2.483 H121 C8Q 35 C8Q H141 H10 H 0 0 N N N 62.989 13.805 32.161 2.187 2.983 -0.088 H141 C8Q 36 C8Q H151 H11 H 0 0 N N N 62.935 11.457 31.396 3.690 2.918 -2.031 H151 C8Q 37 C8Q H161 H12 H 0 0 N N N 62.663 10.935 29.008 4.943 0.902 -2.574 H161 C8Q 38 C8Q H181 H13 H 0 0 N N N 62.424 11.689 26.698 5.524 -1.451 -2.046 H181 C8Q 39 C8Q H191 H14 H 0 0 N N N 62.257 13.482 25.046 5.263 -3.397 -0.603 H191 C8Q 40 C8Q H201 H15 H 0 0 N N N 62.328 15.832 25.776 3.766 -3.330 1.344 H201 C8Q 41 C8Q H211 H16 H 0 0 N N N 62.557 16.405 28.131 2.506 -1.315 1.881 H211 C8Q 42 C8Q H231 H17 H 0 0 N N N 61.601 17.911 29.219 0.628 -1.456 1.958 H231 C8Q 43 # 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 C8Q C19 C20 DOUB Y N 1 C8Q C19 C18 SING Y N 2 C8Q C20 C21 SING Y N 3 C8Q C18 C17 DOUB Y N 4 C8Q C21 C22 DOUB Y N 5 C8Q C17 C22 SING Y N 6 C8Q C17 C16 SING Y N 7 C8Q C22 C13 SING Y N 8 C8Q C16 C15 DOUB Y N 9 C8Q O25 C24 DOUB N N 10 C8Q C23 C24 SING N N 11 C8Q C23 C11 DOUB N N 12 C8Q C13 C12 SING N N 13 C8Q C13 C14 DOUB Y N 14 C8Q C24 N26 SING N N 15 C8Q C15 C14 SING Y N 16 C8Q C12 C11 SING N N 17 C8Q C11 C08 SING N N 18 C8Q N26 C04 SING N N 19 C8Q N26 C07 SING N N 20 C8Q C04 C02 SING N N 21 C8Q C04 C05 SING N N 22 C8Q C08 C07 DOUB N N 23 C8Q C08 O09 SING N N 24 C8Q C07 S06 SING N N 25 C8Q C02 O03 DOUB N N 26 C8Q C02 O01 SING N N 27 C8Q C05 S06 SING N N 28 C8Q O09 C10 SING N N 29 C8Q O01 H1 SING N N 30 C8Q C04 H041 SING N N 31 C8Q C05 H052 SING N N 32 C8Q C05 H051 SING N N 33 C8Q C10 H103 SING N N 34 C8Q C10 H102 SING N N 35 C8Q C10 H101 SING N N 36 C8Q C12 H122 SING N N 37 C8Q C12 H121 SING N N 38 C8Q C14 H141 SING N N 39 C8Q C15 H151 SING N N 40 C8Q C16 H161 SING N N 41 C8Q C18 H181 SING N N 42 C8Q C19 H191 SING N N 43 C8Q C20 H201 SING N N 44 C8Q C21 H211 SING N N 45 C8Q C23 H231 SING N N 46 # 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 C8Q InChI InChI 1.03 "InChI=1S/C20H17NO4S/c1-25-18-14(9-13-7-4-6-12-5-2-3-8-15(12)13)10-17(22)21-16(20(23)24)11-26-19(18)21/h2-8,10,16H,9,11H2,1H3,(H,23,24)/t16-/m0/s1" C8Q InChIKey InChI 1.03 PPMCZEBJGJNUJF-INIZCTEOSA-N C8Q SMILES_CANONICAL CACTVS 3.385 "COC1=C2SC[C@H](N2C(=O)C=C1Cc3cccc4ccccc34)C(O)=O" C8Q SMILES CACTVS 3.385 "COC1=C2SC[CH](N2C(=O)C=C1Cc3cccc4ccccc34)C(O)=O" C8Q SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "COC1=C2N([C@@H](CS2)C(=O)O)C(=O)C=C1Cc3cccc4c3cccc4" C8Q SMILES "OpenEye OEToolkits" 2.0.6 "COC1=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 C8Q "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(3~{R})-8-methoxy-7-(naphthalen-1-ylmethyl)-5-oxidanylidene-2,3-dihydro-[1,3]thiazolo[3,2-a]pyridine-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 C8Q "Create component" 2017-11-20 EBI C8Q "Initial release" 2018-05-02 RCSB #