data_C2Q # _chem_comp.id C2Q _chem_comp.name "[(3~{R})-3-carboxy-7-[(4-methylnaphthalen-1-yl)methyl]-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 "C22 H23 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 2017-11-08 _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 395.495 _chem_comp.one_letter_code ? _chem_comp.three_letter_code C2Q _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 6EXK _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 C2Q C01 C1 C 0 1 N N N -12.522 40.194 -13.964 5.841 1.671 -1.197 C01 C2Q 1 C2Q C02 C2 C 0 1 Y N N -11.657 38.993 -13.635 4.654 0.766 -0.994 C02 C2Q 2 C2Q C03 C3 C 0 1 Y N N -12.031 38.130 -12.608 4.143 0.064 -2.043 C03 C2Q 3 C2Q C04 C4 C 0 1 Y N N -11.276 37.022 -12.271 3.045 -0.779 -1.875 C04 C2Q 4 C2Q C05 C5 C 0 1 Y N N -10.108 36.726 -12.946 2.453 -0.924 -0.658 C05 C2Q 5 C2Q C06 C6 C 0 1 N N N -9.317 35.502 -12.548 1.267 -1.841 -0.498 C06 C2Q 6 C2Q C07 C7 C 0 1 N N N -8.064 35.769 -11.759 -0.003 -1.031 -0.541 C07 C2Q 7 C2Q C08 C8 C 0 1 N N N -7.607 37.028 -11.455 0.004 0.271 -0.999 C08 C2Q 8 C2Q C09 C9 C 0 1 N N N -6.391 37.307 -10.691 -1.182 0.997 -1.029 C09 C2Q 9 C2Q O10 O1 O 0 1 N N N -6.011 38.457 -10.436 -1.164 2.148 -1.436 O10 C2Q 10 C2Q N11 N1 N 0 1 N N N -5.625 36.207 -10.228 -2.367 0.456 -0.615 N11 C2Q 11 C2Q C12 C10 C 0 1 N N N -6.101 34.937 -10.546 -2.373 -0.824 -0.165 C12 C2Q 12 C2Q S13 S1 S 0 1 N N N -5.016 33.752 -9.879 -4.012 -1.294 0.309 S13 C2Q 13 C2Q C14 C11 C 0 1 N N N -4.212 34.930 -8.744 -4.797 0.293 -0.100 C14 C2Q 14 C2Q C15 C12 C 0 1 N N R -4.374 36.254 -9.450 -3.650 1.156 -0.619 C15 C2Q 15 C2Q C16 C13 C 0 1 N N N -3.186 36.498 -10.378 -3.536 2.385 0.247 C16 C2Q 16 C2Q O17 O2 O 0 1 N N N -2.059 36.548 -9.870 -4.593 3.197 0.401 O17 C2Q 17 C2Q O18 O3 O 0 1 N N N -3.475 36.626 -11.638 -2.493 2.638 0.801 O18 C2Q 18 C2Q C19 C14 C 0 1 N N N -7.276 34.642 -11.285 -1.211 -1.578 -0.126 C19 C2Q 19 C2Q N20 N2 N 1 1 N N N -7.621 33.348 -11.519 -1.254 -2.897 0.337 N20 C2Q 20 C2Q C21 C15 C 0 1 N N N -7.858 32.581 -10.226 -0.531 -3.768 -0.599 C21 C2Q 21 C2Q C22 C16 C 0 1 N N N -6.708 32.626 -12.507 -0.623 -2.971 1.662 C22 C2Q 22 C2Q C23 C17 C 0 1 Y N N -9.691 37.567 -13.993 2.953 -0.217 0.448 C23 C2Q 23 C2Q C24 C18 C 0 1 Y N N -8.492 37.341 -14.755 2.368 -0.341 1.719 C24 C2Q 24 C2Q C25 C19 C 0 1 Y N N -8.076 38.174 -15.791 2.880 0.361 2.768 C25 C2Q 25 C2Q C26 C20 C 0 1 Y N N -8.845 39.301 -16.133 3.977 1.203 2.600 C26 C2Q 26 C2Q C27 C21 C 0 1 Y N N -10.008 39.555 -15.422 4.569 1.349 1.383 C27 C2Q 27 C2Q C28 C22 C 0 1 Y N N -10.461 38.705 -14.343 4.073 0.636 0.279 C28 C2Q 28 C2Q H013 H1 H 0 0 N N N -13.269 39.912 -14.720 5.495 2.671 -1.459 H013 C2Q 29 C2Q H012 H2 H 0 0 N N N -13.034 40.538 -13.053 6.423 1.719 -0.276 H012 C2Q 30 C2Q H011 H3 H 0 0 N N N -11.890 41.004 -14.357 6.465 1.280 -2.000 H011 C2Q 31 C2Q H031 H4 H 0 0 N N N -12.938 38.332 -12.058 4.594 0.162 -3.019 H031 C2Q 32 C2Q H041 H5 H 0 0 N N N -11.604 36.379 -11.468 2.659 -1.324 -2.723 H041 C2Q 33 C2Q H061 H6 H 0 0 N N N -9.970 34.859 -11.939 1.260 -2.571 -1.307 H061 C2Q 34 C2Q H062 H7 H 0 0 N N N -9.032 34.969 -13.467 1.335 -2.359 0.458 H062 C2Q 35 C2Q H081 H8 H 0 0 N N N -8.185 37.871 -11.804 0.926 0.724 -1.332 H081 C2Q 36 C2Q H141 H9 H 0 0 N N N -4.714 34.941 -7.766 -5.552 0.157 -0.874 H141 C2Q 37 C2Q H142 H10 H 0 0 N N N -3.149 34.683 -8.608 -5.241 0.740 0.790 H142 C2Q 38 C2Q H151 H11 H 0 0 N N N -4.425 37.063 -8.706 -3.878 1.468 -1.638 H151 C2Q 39 C2Q H1 H12 H 0 1 N N N -1.412 36.698 -10.549 -4.472 3.973 0.966 H1 C2Q 40 C2Q H212 H13 H 0 0 N N N -8.522 33.163 -9.570 0.532 -3.757 -0.359 H212 C2Q 41 C2Q H211 H14 H 0 0 N N N -8.327 31.612 -10.455 -0.912 -4.786 -0.515 H211 C2Q 42 C2Q H213 H15 H 0 0 N N N -6.897 32.412 -9.718 -0.678 -3.408 -1.617 H213 C2Q 43 C2Q H223 H16 H 0 0 N N N -7.055 31.591 -12.639 -1.240 -2.443 2.388 H223 C2Q 44 C2Q H222 H17 H 0 0 N N N -6.732 33.147 -13.476 -0.524 -4.015 1.959 H222 C2Q 45 C2Q H221 H18 H 0 0 N N N -5.679 32.621 -12.119 0.364 -2.510 1.620 H221 C2Q 46 C2Q H241 H19 H 0 0 N N N -7.884 36.482 -14.512 1.517 -0.990 1.864 H241 C2Q 47 C2Q H251 H20 H 0 0 N N N -7.166 37.955 -16.330 2.428 0.263 3.744 H251 C2Q 48 C2Q H261 H21 H 0 0 N N N -8.536 39.956 -16.934 4.363 1.748 3.448 H261 C2Q 49 C2Q H271 H22 H 0 0 N N N -10.598 40.421 -15.684 5.419 2.006 1.268 H271 C2Q 50 C2Q H201 H23 H 0 0 N N N -8.514 33.369 -11.969 -2.214 -3.198 0.405 H201 C2Q 51 # 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 C2Q C26 C25 DOUB Y N 1 C2Q C26 C27 SING Y N 2 C2Q C25 C24 SING Y N 3 C2Q C27 C28 DOUB Y N 4 C2Q C24 C23 DOUB Y N 5 C2Q C28 C23 SING Y N 6 C2Q C28 C02 SING Y N 7 C2Q C23 C05 SING Y N 8 C2Q C01 C02 SING N N 9 C2Q C02 C03 DOUB Y N 10 C2Q C05 C06 SING N N 11 C2Q C05 C04 DOUB Y N 12 C2Q C03 C04 SING Y N 13 C2Q C06 C07 SING N N 14 C2Q C22 N20 SING N N 15 C2Q C07 C08 DOUB N N 16 C2Q C07 C19 SING N N 17 C2Q O18 C16 DOUB N N 18 C2Q N20 C19 SING N N 19 C2Q N20 C21 SING N N 20 C2Q C08 C09 SING N N 21 C2Q C19 C12 DOUB N N 22 C2Q C09 O10 DOUB N N 23 C2Q C09 N11 SING N N 24 C2Q C12 N11 SING N N 25 C2Q C12 S13 SING N N 26 C2Q C16 O17 SING N N 27 C2Q C16 C15 SING N N 28 C2Q N11 C15 SING N N 29 C2Q S13 C14 SING N N 30 C2Q C15 C14 SING N N 31 C2Q C01 H013 SING N N 32 C2Q C01 H012 SING N N 33 C2Q C01 H011 SING N N 34 C2Q C03 H031 SING N N 35 C2Q C04 H041 SING N N 36 C2Q C06 H061 SING N N 37 C2Q C06 H062 SING N N 38 C2Q C08 H081 SING N N 39 C2Q C14 H141 SING N N 40 C2Q C14 H142 SING N N 41 C2Q C15 H151 SING N N 42 C2Q O17 H1 SING N N 43 C2Q C21 H212 SING N N 44 C2Q C21 H211 SING N N 45 C2Q C21 H213 SING N N 46 C2Q C22 H223 SING N N 47 C2Q C22 H222 SING N N 48 C2Q C22 H221 SING N N 49 C2Q C24 H241 SING N N 50 C2Q C25 H251 SING N N 51 C2Q C26 H261 SING N N 52 C2Q C27 H271 SING N N 53 C2Q N20 H201 SING N N 54 # 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 C2Q InChI InChI 1.03 "InChI=1S/C22H22N2O3S/c1-13-8-9-14(17-7-5-4-6-16(13)17)10-15-11-19(25)24-18(22(26)27)12-28-21(24)20(15)23(2)3/h4-9,11,18H,10,12H2,1-3H3,(H,26,27)/p+1/t18-/m0/s1" C2Q InChIKey InChI 1.03 JKRFTQGEDGJQEE-SFHVURJKSA-O C2Q SMILES_CANONICAL CACTVS 3.385 "C[NH+](C)C1=C2SC[C@H](N2C(=O)C=C1Cc3ccc(C)c4ccccc34)C(O)=O" C2Q SMILES CACTVS 3.385 "C[NH+](C)C1=C2SC[CH](N2C(=O)C=C1Cc3ccc(C)c4ccccc34)C(O)=O" C2Q SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cc1ccc(c2c1cccc2)CC3=CC(=O)N4[C@@H](CSC4=C3[NH+](C)C)C(=O)O" C2Q SMILES "OpenEye OEToolkits" 2.0.6 "Cc1ccc(c2c1cccc2)CC3=CC(=O)N4C(CSC4=C3[NH+](C)C)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 C2Q "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "[(3~{R})-3-carboxy-7-[(4-methylnaphthalen-1-yl)methyl]-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 C2Q "Create component" 2017-11-08 EBI C2Q "Other modification" 2017-11-08 EBI C2Q "Initial release" 2018-05-02 RCSB #