data_M99 # _chem_comp.id M99 _chem_comp.name "(R)-3-(2-(3-CYCLOPROPOXY-4-(DIFLUOROMETHOXY)PHENYL)-2-(5-(1,1,1,3,3,3-HEXAFLUORO-2-HYDROXYPROPAN-2-YL)THIAZOL-2-YL)ETHYL)PYRIDINE 1-OXIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H18 F8 N2 O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "2-{2-[(1R)-1-[3-(CYCLOPROPYLOXY)-4-(DIFLUOROMETHOXY)PHENYL]-2-(1-OXIDOPYRIDIN-3-YL)ETHYL]-1,3-THIAZOL-5-YL}-1,1,1,3,3,3-HEXAFLUOROPROPAN-2-OL" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-01-20 _chem_comp.pdbx_modified_date 2021-03-13 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 570.452 _chem_comp.one_letter_code ? _chem_comp.three_letter_code M99 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details "OpenEye/OEToolkits V1.4.2" _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 2FM5 _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.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 M99 F1 F1 F 0 1 N N N 21.573 -1.239 35.907 -2.252 -0.345 3.622 F1 M99 1 M99 F2 F2 F 0 1 N N N 23.672 -1.216 35.130 -2.257 -0.020 1.472 F2 M99 2 M99 C1 C1 C 0 1 N N N 22.740 -1.906 35.830 -1.553 -0.586 2.483 C1 M99 3 M99 O1 O1 O 0 1 N N N 22.508 -3.183 35.262 -0.298 0.071 2.603 O1 M99 4 M99 C12 C12 C 0 1 N N N 23.172 -8.143 33.576 2.912 2.575 4.546 C12 M99 5 M99 C13 C13 C 0 1 N N N 23.482 -7.326 32.311 2.477 2.790 3.127 C13 M99 6 M99 C8 C8 C 0 1 N N N 22.646 -6.712 33.437 3.131 1.494 3.522 C8 M99 7 M99 O2 O2 O 0 1 N N N 22.357 -5.526 34.143 2.277 0.355 3.609 O2 M99 8 M99 C2 C2 C 0 1 Y N N 22.060 -3.234 33.972 0.763 -0.484 1.955 C2 M99 9 M99 C3 C3 C 0 1 Y N N 22.011 -4.466 33.378 2.056 -0.341 2.459 C3 M99 10 M99 C4 C4 C 0 1 Y N N 21.572 -4.606 32.048 3.135 -0.915 1.786 C4 M99 11 M99 C5 C5 C 0 1 Y N N 21.169 -3.483 31.313 2.921 -1.631 0.608 C5 M99 12 M99 C6 C6 C 0 1 Y N N 21.219 -2.234 31.931 1.628 -1.774 0.104 C6 M99 13 M99 C7 C7 C 0 1 Y N N 21.663 -2.101 33.260 0.550 -1.201 0.777 C7 M99 14 M99 C9 C9 C 0 1 N N R 20.654 -3.626 29.877 4.074 -2.243 -0.112 C9 M99 15 M99 C10 C10 C 0 1 Y N N 21.344 -4.756 29.153 4.776 -3.329 0.712 C10 M99 16 M99 C11 C11 C 0 1 Y N N 23.030 -5.858 27.933 6.158 -4.276 2.047 C11 M99 17 M99 N1 N1 N 0 1 Y N N 22.558 -4.648 28.544 5.789 -3.080 1.462 N1 M99 18 M99 S1 S1 S 0 1 Y N N 20.700 -6.276 28.950 4.168 -4.904 0.607 S1 M99 19 M99 C14 C14 C 0 1 Y N N 22.047 -6.842 28.149 5.399 -5.375 1.704 C14 M99 20 M99 C15 C15 C 0 1 N N N 22.171 -8.267 27.661 5.518 -6.779 2.140 C15 M99 21 M99 O3 O3 O 0 1 N N N 21.018 -9.011 28.077 4.464 -7.609 1.578 O3 M99 22 M99 C16 C16 C 0 1 N N N 23.397 -8.957 28.330 5.370 -6.963 3.673 C16 M99 23 M99 F5 F5 F 0 1 N N N 23.497 -10.244 27.901 4.158 -6.523 4.082 F5 M99 24 M99 F6 F6 F 0 1 N N N 23.218 -8.945 29.673 6.308 -6.270 4.352 F6 M99 25 M99 F7 F7 F 0 1 N N N 24.539 -8.295 28.021 5.476 -8.257 4.057 F7 M99 26 M99 C17 C17 C 0 1 N N N 22.271 -8.284 26.100 6.829 -7.461 1.666 C17 M99 27 M99 F8 F8 F 0 1 N N N 21.190 -7.666 25.575 7.903 -6.801 2.156 F8 M99 28 M99 F9 F9 F 0 1 N N N 22.310 -9.560 25.644 6.952 -7.479 0.318 F9 M99 29 M99 F10 F10 F 0 1 N N N 23.393 -7.637 25.707 6.907 -8.741 2.088 F10 M99 30 M99 C18 C18 C 0 1 N N N 20.799 -2.317 29.084 5.113 -1.224 -0.684 C18 M99 31 M99 C19 C19 C 0 1 Y N N 20.324 -2.410 27.651 4.523 -0.206 -1.634 C19 M99 32 M99 C20 C20 C 0 1 Y N N 20.959 -1.671 26.668 4.470 -0.478 -2.986 C20 M99 33 M99 C21 C21 C 0 1 Y N N 20.531 -1.757 25.345 3.925 0.471 -3.845 C21 M99 34 M99 C22 C22 C 0 1 Y N N 19.256 -3.236 27.306 4.044 0.987 -1.143 C22 M99 35 M99 C23 C23 C 0 1 Y N N 19.471 -2.577 24.993 3.452 1.662 -3.313 C23 M99 36 M99 O4 O4 O -1 1 N N N 17.821 -4.133 25.652 3.048 3.073 -1.494 O4 M99 37 M99 N2 N2 N 1 1 Y N N 18.833 -3.320 25.978 3.524 1.883 -1.993 N2 M99 38 M99 H11 1H1 H 0 1 N N N 23.150 -2.030 36.860 -1.467 -1.670 2.349 H11 M99 39 M99 H121 1H12 H 0 0 N N N 23.782 -8.690 34.332 3.775 3.126 4.899 H121 M99 40 M99 H122 2H12 H 0 0 N N N 22.711 -9.137 33.780 2.141 2.421 5.292 H122 M99 41 M99 H131 1H13 H 0 0 N N N 23.339 -7.481 31.216 1.415 2.783 2.917 H131 M99 42 M99 H132 2H13 H 0 0 N N N 24.411 -7.034 31.768 3.049 3.485 2.523 H132 M99 43 M99 H88 8H8 H 0 1 N N N 21.755 -6.068 33.624 4.153 1.335 3.186 H88 M99 44 M99 H44 4H4 H 0 1 N N N 21.544 -5.603 31.578 4.141 -0.802 2.181 H44 M99 45 M99 H66 6H6 H 0 1 N N N 20.904 -1.342 31.363 1.453 -2.330 -0.813 H66 M99 46 M99 H77 7H7 H 0 1 N N N 21.700 -1.110 33.743 -0.455 -1.316 0.378 H77 M99 47 M99 H99 9H9 H 0 1 N N N 19.568 -3.866 29.949 3.667 -2.755 -1.010 H99 M99 48 M99 H111 11H1 H 0 0 N N N 23.980 -6.006 27.393 7.002 -4.289 2.725 H111 M99 49 M99 H181 1H18 H 0 0 N N N 21.851 -1.949 29.125 5.894 -1.776 -1.225 H181 M99 50 M99 H182 2H18 H 0 0 N N N 20.286 -1.480 29.613 5.638 -0.699 0.124 H182 M99 51 M99 H220 20H2 H 0 0 N N N 21.804 -1.015 26.938 4.845 -1.415 -3.389 H220 M99 52 M99 H221 21H2 H 0 0 N N N 21.039 -1.167 24.564 3.871 0.283 -4.912 H221 M99 53 M99 H222 22H2 H 0 0 N N N 18.744 -3.825 28.086 4.056 1.266 -0.097 H222 M99 54 M99 H223 23H2 H 0 0 N N N 19.140 -2.637 23.943 3.015 2.447 -3.916 H223 M99 55 M99 HO1 HO1 H 0 1 N N N 21.067 -9.176 29.011 4.456 -8.401 2.123 HO1 M99 56 # # 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 M99 F1 C1 SING N N 1 M99 F2 C1 SING N N 2 M99 C1 O1 SING N N 3 M99 C1 H11 SING N N 4 M99 O1 C2 SING N N 5 M99 C12 C13 SING N N 6 M99 C12 C8 SING N N 7 M99 C12 H121 SING N N 8 M99 C12 H122 SING N N 9 M99 C13 C8 SING N N 10 M99 C13 H131 SING N N 11 M99 C13 H132 SING N N 12 M99 C8 O2 SING N N 13 M99 C8 H88 SING N N 14 M99 O2 C3 SING N N 15 M99 C2 C3 DOUB Y N 16 M99 C2 C7 SING Y N 17 M99 C3 C4 SING Y N 18 M99 C4 C5 DOUB Y N 19 M99 C4 H44 SING N N 20 M99 C5 C6 SING Y N 21 M99 C5 C9 SING N N 22 M99 C6 C7 DOUB Y N 23 M99 C6 H66 SING N N 24 M99 C7 H77 SING N N 25 M99 C9 C10 SING N N 26 M99 C9 C18 SING N N 27 M99 C9 H99 SING N N 28 M99 C10 N1 DOUB Y N 29 M99 C10 S1 SING Y N 30 M99 C11 N1 SING Y N 31 M99 C11 C14 DOUB Y N 32 M99 C11 H111 SING N N 33 M99 S1 C14 SING Y N 34 M99 C14 C15 SING N N 35 M99 C15 O3 SING N N 36 M99 C15 C16 SING N N 37 M99 C15 C17 SING N N 38 M99 C16 F5 SING N N 39 M99 C16 F6 SING N N 40 M99 C16 F7 SING N N 41 M99 C17 F8 SING N N 42 M99 C17 F9 SING N N 43 M99 C17 F10 SING N N 44 M99 C18 C19 SING N N 45 M99 C18 H181 SING N N 46 M99 C18 H182 SING N N 47 M99 C19 C20 DOUB Y N 48 M99 C19 C22 SING Y N 49 M99 C20 C21 SING Y N 50 M99 C20 H220 SING N N 51 M99 C21 C23 DOUB Y N 52 M99 C21 H221 SING N N 53 M99 C22 N2 DOUB Y N 54 M99 C22 H222 SING N N 55 M99 C23 N2 SING Y N 56 M99 C23 H223 SING N N 57 M99 O4 N2 SING N N 58 M99 HO1 O3 SING N N 59 # # 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 M99 SMILES ACDLabs 10.04 "FC(F)Oc2ccc(cc2OC1CC1)C(c3ncc(s3)C(O)(C(F)(F)F)C(F)(F)F)Cc4c[n+]([O-])ccc4" M99 SMILES_CANONICAL CACTVS 3.341 "OC(c1sc(nc1)[C@H](Cc2ccc[n+]([O-])c2)c3ccc(OC(F)F)c(OC4CC4)c3)(C(F)(F)F)C(F)(F)F" M99 SMILES CACTVS 3.341 "OC(c1sc(nc1)[CH](Cc2ccc[n+]([O-])c2)c3ccc(OC(F)F)c(OC4CC4)c3)(C(F)(F)F)C(F)(F)F" M99 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(c[n+](c1)[O-])C[C@H](c2ccc(c(c2)OC3CC3)OC(F)F)c4ncc(s4)C(C(F)(F)F)(C(F)(F)F)O" M99 SMILES "OpenEye OEToolkits" 1.5.0 "c1cc(c[n+](c1)[O-])CC(c2ccc(c(c2)OC3CC3)OC(F)F)c4ncc(s4)C(C(F)(F)F)(C(F)(F)F)O" M99 InChI InChI 1.03 "InChI=1S/C23H18F8N2O4S/c24-20(25)37-16-6-3-13(9-17(16)36-14-4-5-14)15(8-12-2-1-7-33(35)11-12)19-32-10-18(38-19)21(34,22(26,27)28)23(29,30)31/h1-3,6-7,9-11,14-15,20,34H,4-5,8H2/t15-/m1/s1" M99 InChIKey InChI 1.03 SPOLCPORTSDTGD-OAHLLOKOSA-N # # 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 M99 "SYSTEMATIC NAME" ACDLabs 10.04 "2-{2-[(1R)-1-[3-(cyclopropyloxy)-4-(difluoromethoxy)phenyl]-2-(1-oxidopyridin-3-yl)ethyl]-1,3-thiazol-5-yl}-1,1,1,3,3,3-hexafluoropropan-2-ol" M99 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[2-[(1R)-1-[3-cyclopropyloxy-4-(difluoromethoxy)phenyl]-2-(1-oxidopyridin-1-ium-3-yl)ethyl]-1,3-thiazol-5-yl]-1,1,1,3,3,3-hexafluoro-propan-2-ol" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site M99 "Create component" 2006-01-20 RCSB M99 "Modify descriptor" 2011-06-04 RCSB M99 "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id M99 _pdbx_chem_comp_synonyms.name "2-{2-[(1R)-1-[3-(CYCLOPROPYLOXY)-4-(DIFLUOROMETHOXY)PHENYL]-2-(1-OXIDOPYRIDIN-3-YL)ETHYL]-1,3-THIAZOL-5-YL}-1,1,1,3,3,3-HEXAFLUOROPROPAN-2-OL" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##