data_42O # _chem_comp.id 42O _chem_comp.name "(3~{R})-8-cyclopropyl-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 "C22 H19 N O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-01-22 _chem_comp.pdbx_modified_date 2016-03-11 _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 377.456 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 42O _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 5F1R _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 42O O01 O1 O 0 1 N N N 9.131 4.655 15.828 -3.937 1.670 1.206 O01 42O 1 42O C02 C1 C 0 1 N N N 8.722 5.604 16.553 -4.275 1.564 0.051 C02 42O 2 42O C04 C2 C 0 1 N N R 7.213 5.647 16.757 -3.360 0.896 -0.943 C04 42O 3 42O C05 C3 C 0 1 N N N 6.896 6.219 18.134 -4.061 -0.336 -1.508 C05 42O 4 42O C07 C4 C 0 1 N N N 6.421 3.714 17.986 -1.733 -0.729 -0.260 C07 42O 5 42O C08 C5 C 0 1 N N N 5.909 2.435 18.091 -0.554 -1.139 0.342 C08 42O 6 42O C09 C6 C 0 1 N N N 5.633 1.805 19.473 -0.182 -2.599 0.346 C09 42O 7 42O C10 C7 C 0 1 N N N 6.136 0.435 19.895 -0.190 -3.327 1.692 C10 42O 8 42O C11 C8 C 0 1 N N N 6.676 1.683 20.571 -1.288 -3.608 0.663 C11 42O 9 42O C12 C9 C 0 1 N N N 5.642 1.709 16.865 0.289 -0.210 0.942 C12 42O 10 42O C13 C10 C 0 1 N N N 5.083 0.310 16.965 1.574 -0.645 1.599 C13 42O 11 42O C14 C11 C 0 1 Y N N 4.236 0.003 15.714 2.665 -0.724 0.563 C14 42O 12 42O C15 C12 C 0 1 Y N N 2.881 0.216 15.735 2.946 -1.908 -0.047 C15 42O 13 42O C16 C13 C 0 1 Y N N 2.097 -0.058 14.607 3.951 -2.000 -1.007 C16 42O 14 42O C17 C14 C 0 1 Y N N 2.682 -0.553 13.440 4.682 -0.909 -1.363 C17 42O 15 42O C18 C15 C 0 1 Y N N 4.076 -0.780 13.398 4.422 0.331 -0.756 C18 42O 16 42O C19 C16 C 0 1 Y N N 4.689 -1.280 12.231 5.156 1.480 -1.097 C19 42O 17 42O C20 C17 C 0 1 Y N N 6.066 -1.497 12.208 4.876 2.664 -0.488 C20 42O 18 42O C21 C18 C 0 1 Y N N 6.841 -1.221 13.337 3.870 2.756 0.473 C21 42O 19 42O O03 O2 O 0 1 N N N 9.525 6.438 17.056 -5.468 2.035 -0.345 O03 42O 20 42O S06 S1 S 0 1 N N N 6.835 4.815 19.276 -2.955 -1.713 -1.081 S06 42O 21 42O C22 C19 C 0 1 Y N N 6.249 -0.727 14.499 3.139 1.665 0.829 C22 42O 22 42O C23 C20 C 0 1 Y N N 4.856 -0.498 14.546 3.395 0.426 0.217 C23 42O 23 42O C24 C21 C 0 1 N N N 5.892 2.282 15.675 -0.080 1.119 0.921 C24 42O 24 42O C25 C22 C 0 1 N N N 6.415 3.589 15.532 -1.271 1.494 0.308 C25 42O 25 42O O26 O3 O 0 1 N N N 6.652 4.135 14.467 -1.588 2.674 0.295 O26 42O 26 42O N27 N1 N 0 1 N N N 6.667 4.279 16.724 -2.096 0.577 -0.281 N27 42O 27 42O H041 H1 H 0 0 N N N 6.748 6.268 15.978 -3.161 1.592 -1.759 H041 42O 28 42O H052 H2 H 0 0 N N N 7.682 6.925 18.442 -5.035 -0.470 -1.037 H052 42O 29 42O H051 H3 H 0 0 N N N 5.925 6.736 18.116 -4.167 -0.253 -2.589 H051 42O 30 42O H091 H4 H 0 0 N N N 4.627 2.034 19.854 0.575 -2.894 -0.381 H091 42O 31 42O H101 H5 H 0 0 N N N 5.474 -0.247 20.448 0.561 -4.100 1.850 H101 42O 32 42O H102 H6 H 0 0 N N N 6.780 -0.147 19.219 -0.464 -2.749 2.574 H102 42O 33 42O H112 H7 H 0 0 N N N 7.711 2.005 20.385 -2.283 -3.216 0.869 H112 42O 34 42O H111 H8 H 0 0 N N N 6.405 1.905 21.614 -1.258 -4.567 0.145 H111 42O 35 42O H131 H9 H 0 0 N N N 4.453 0.231 17.863 1.852 0.078 2.365 H131 42O 36 42O H132 H10 H 0 0 N N N 5.911 -0.411 17.033 1.435 -1.624 2.056 H132 42O 37 42O H151 H11 H 0 0 N N N 2.414 0.599 16.630 2.380 -2.790 0.218 H151 42O 38 42O H161 H12 H 0 0 N N N 1.031 0.115 14.640 4.153 -2.952 -1.475 H161 42O 39 42O H171 H13 H 0 0 N N N 2.072 -0.761 12.573 5.459 -0.996 -2.109 H171 42O 40 42O H191 H14 H 0 0 N N N 4.093 -1.495 11.356 5.938 1.423 -1.839 H191 42O 41 42O H201 H15 H 0 0 N N N 6.535 -1.880 11.314 5.441 3.545 -0.752 H201 42O 42 42O H211 H16 H 0 0 N N N 7.907 -1.392 13.310 3.668 3.708 0.942 H211 42O 43 42O H1 H17 H 0 1 N N N 10.413 6.219 16.797 -6.021 2.451 0.329 H1 42O 44 42O H221 H18 H 0 0 N N N 6.858 -0.519 15.366 2.363 1.751 1.576 H221 42O 45 42O H241 H19 H 0 0 N N N 5.683 1.715 14.780 0.553 1.865 1.379 H241 42O 46 # 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 42O C20 C19 DOUB Y N 1 42O C20 C21 SING Y N 2 42O C19 C18 SING Y N 3 42O C21 C22 DOUB Y N 4 42O C18 C17 DOUB Y N 5 42O C18 C23 SING Y N 6 42O C17 C16 SING Y N 7 42O O26 C25 DOUB N N 8 42O C22 C23 SING Y N 9 42O C23 C14 DOUB Y N 10 42O C16 C15 DOUB Y N 11 42O C25 C24 SING N N 12 42O C25 N27 SING N N 13 42O C24 C12 DOUB N N 14 42O C14 C15 SING Y N 15 42O C14 C13 SING N N 16 42O O01 C02 DOUB N N 17 42O C02 C04 SING N N 18 42O C02 O03 SING N N 19 42O N27 C04 SING N N 20 42O N27 C07 SING N N 21 42O C04 C05 SING N N 22 42O C12 C13 SING N N 23 42O C12 C08 SING N N 24 42O C07 C08 DOUB N N 25 42O C07 S06 SING N N 26 42O C08 C09 SING N N 27 42O C05 S06 SING N N 28 42O C09 C10 SING N N 29 42O C09 C11 SING N N 30 42O C10 C11 SING N N 31 42O C04 H041 SING N N 32 42O C05 H052 SING N N 33 42O C05 H051 SING N N 34 42O C09 H091 SING N N 35 42O C10 H101 SING N N 36 42O C10 H102 SING N N 37 42O C11 H112 SING N N 38 42O C11 H111 SING N N 39 42O C13 H131 SING N N 40 42O C13 H132 SING N N 41 42O C15 H151 SING N N 42 42O C16 H161 SING N N 43 42O C17 H171 SING N N 44 42O C19 H191 SING N N 45 42O C20 H201 SING N N 46 42O C21 H211 SING N N 47 42O O03 H1 SING N N 48 42O C22 H221 SING N N 49 42O C24 H241 SING N N 50 # 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 42O InChI InChI 1.03 "InChI=1S/C22H19NO3S/c24-19-11-16(10-15-6-3-5-13-4-1-2-7-17(13)15)20(14-8-9-14)21-23(19)18(12-27-21)22(25)26/h1-7,11,14,18H,8-10,12H2,(H,25,26)/t18-/m0/s1" 42O InChIKey InChI 1.03 BMDMKWJIRFLEEY-SFHVURJKSA-N 42O SMILES_CANONICAL CACTVS 3.385 "OC(=O)[C@@H]1CSC2=C(C3CC3)C(=CC(=O)N12)Cc4cccc5ccccc45" 42O SMILES CACTVS 3.385 "OC(=O)[CH]1CSC2=C(C3CC3)C(=CC(=O)N12)Cc4cccc5ccccc45" 42O SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "c1ccc2c(c1)cccc2CC3=CC(=O)N4[C@@H](CSC4=C3C5CC5)C(=O)O" 42O SMILES "OpenEye OEToolkits" 2.0.4 "c1ccc2c(c1)cccc2CC3=CC(=O)N4C(CSC4=C3C5CC5)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 42O "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "(3~{R})-8-cyclopropyl-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 42O "Create component" 2015-01-22 EBI 42O "Other modification" 2015-01-23 EBI 42O "Other modification" 2015-12-03 EBI 42O "Initial release" 2016-03-16 RCSB #