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                    2008-10-14 
_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 InChI            InChI                1.02b InChI=1/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                1.02b SPOLCPORTSDTGD-OAHLLOKOBN                                                                                                                                                                 
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                                                                                                            
# 
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 
# 
