data_352
# 
_chem_comp.id                                    352 
_chem_comp.name                                  (5S)-2-{[(1S)-1-(4-fluorophenyl)ethyl]amino}-5-(1-hydroxy-1-methylethyl)-5-methyl-1,3-thiazol-4(5H)-one 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C15 H19 F N2 O2 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-10-24 
_chem_comp.pdbx_modified_date                    2008-11-07 
_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                        310.387 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     352 
_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        3EY4 
_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 
352 C1   C1   C 0 1 N N N 38.408 1.845  157.219 -4.230 -0.351 0.397  C1   352 1  
352 C2   C2   C 0 1 N N N 38.811 2.843  156.088 -3.706 0.028  1.784  C2   352 2  
352 C3   C3   C 0 1 Y N N 40.391 1.245  151.681 3.897  1.257  -0.459 C3   352 3  
352 C4   C4   C 0 1 Y N N 41.221 2.352  151.436 5.201  0.877  -0.710 C4   352 4  
352 C5   C5   C 0 1 Y N N 42.537 2.342  151.899 5.655  -0.361 -0.287 C5   352 5  
352 C6   C6   C 0 1 Y N N 43.036 1.225  152.649 4.801  -1.217 0.387  C6   352 6  
352 C7   C7   C 0 1 Y N N 42.188 0.096  152.868 3.497  -0.836 0.637  C7   352 7  
352 C8   C8   C 0 1 Y N N 40.851 0.095  152.368 3.045  0.401  0.214  C8   352 8  
352 N9   N9   N 0 1 N N N 38.467 -0.777 152.826 0.732  -0.331 0.287  N9   352 9  
352 C10  C10  C 0 1 N N S 39.898 -1.111 152.522 1.622  0.816  0.487  C10  352 10 
352 C11  C11  C 0 1 N N N 38.140 -0.170 154.079 -0.580 -0.129 -0.029 C11  352 11 
352 S12  S12  S 0 1 N N N 39.112 -0.231 155.579 -1.750 -1.364 -0.295 S12  352 12 
352 C13  C13  C 0 1 N N S 37.816 0.501  156.597 -3.109 -0.193 -0.632 C13  352 13 
352 C14  C14  C 0 1 N N N 36.653 0.836  155.593 -2.426 1.151  -0.483 C14  352 14 
352 N15  N15  N 0 1 N N N 36.971 0.474  154.316 -1.161 1.038  -0.174 N15  352 15 
352 O16  O16  O 0 1 N N N 35.598 1.366  155.959 -2.993 2.216  -0.630 O16  352 16 
352 C17  C17  C 0 1 N N N 37.297 -0.564 157.606 -3.648 -0.380 -2.052 C17  352 17 
352 F18  F18  F 0 1 N N N 43.262 3.446  151.581 6.931  -0.733 -0.532 F18  352 18 
352 C19  C19  C 0 1 N N N 39.813 -1.914 151.222 1.502  1.308  1.931  C19  352 19 
352 O20  O20  O 0 1 N N N 37.576 2.465  158.194 -4.677 -1.708 0.411  O20  352 20 
352 C21  C21  C 0 1 N N N 39.711 1.622  158.026 -5.397 0.566  0.025  C21  352 21 
352 H2   H2   H 0 1 N N N 38.906 3.855  156.508 -3.365 1.064  1.773  H2   352 22 
352 H2A  H2A  H 0 1 N N N 39.773 2.535  155.653 -4.505 -0.084 2.517  H2A  352 23 
352 H2B  H2B  H 0 1 N N N 38.038 2.842  155.306 -2.875 -0.625 2.049  H2B  352 24 
352 H3   H3   H 0 1 N N N 39.369 1.272  151.334 3.543  2.224  -0.784 H3   352 25 
352 H4   H4   H 0 1 N N N 40.843 3.205  150.893 5.867  1.546  -1.236 H4   352 26 
352 H6   H6   H 0 1 N N N 44.041 1.238  153.044 5.154  -2.183 0.717  H6   352 27 
352 H7   H7   H 0 1 N N N 42.560 -0.759 153.413 2.830  -1.503 1.162  H7   352 28 
352 HN9  HN9  H 0 1 N N N 37.749 -0.977 152.159 1.075  -1.233 0.378  HN9  352 29 
352 H10  H10  H 0 1 N N N 40.343 -1.654 153.369 1.340  1.618  -0.194 H10  352 30 
352 H17  H17  H 0 1 N N N 37.175 -1.528 157.091 -4.416 0.368  -2.251 H17  352 31 
352 H17A H17A H 0 0 N N N 38.022 -0.676 158.426 -2.834 -0.264 -2.768 H17A 352 32 
352 H17B H17B H 0 0 N N N 36.328 -0.241 158.014 -4.078 -1.377 -2.150 H17B 352 33 
352 H19  H19  H 0 1 N N N 39.793 -1.224 150.365 2.164  2.161  2.080  H19  352 34 
352 H19A H19A H 0 0 N N N 40.689 -2.574 151.141 0.473  1.608  2.129  H19A 352 35 
352 H19B H19B H 0 0 N N N 38.896 -2.521 151.226 1.784  0.505  2.613  H19B 352 36 
352 HO20 HO20 H 0 0 N N N 38.072 2.603  158.992 -5.389 -1.881 1.043  HO20 352 37 
352 H21  H21  H 0 1 N N N 40.566 1.569  157.336 -5.056 1.602  0.014  H21  352 38 
352 H21A H21A H 0 0 N N N 39.856 2.458  158.726 -5.770 0.296  -0.963 H21A 352 39 
352 H21B H21B H 0 0 N N N 39.636 0.680  158.590 -6.195 0.454  0.758  H21B 352 40 
# 
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 
352 C1  C2   SING N N 1  
352 C1  C13  SING N N 2  
352 C1  O20  SING N N 3  
352 C1  C21  SING N N 4  
352 C3  C4   DOUB N N 5  
352 C3  C8   SING N N 6  
352 C4  C5   SING N N 7  
352 C5  C6   DOUB Y N 8  
352 C5  F18  SING Y N 9  
352 C6  C7   SING N N 10 
352 C7  C8   DOUB Y N 11 
352 C8  C10  SING N N 12 
352 N9  C10  SING Y N 13 
352 N9  C11  SING N N 14 
352 C10 C19  SING Y N 15 
352 C11 S12  SING N N 16 
352 C11 N15  DOUB Y N 17 
352 S12 C13  SING N N 18 
352 C13 C14  SING N N 19 
352 C13 C17  SING N N 20 
352 C14 N15  SING N N 21 
352 C14 O16  DOUB N N 22 
352 C2  H2   SING N N 23 
352 C2  H2A  SING N N 24 
352 C2  H2B  SING N N 25 
352 C3  H3   SING N N 26 
352 C4  H4   SING N N 27 
352 C6  H6   SING N N 28 
352 C7  H7   SING N N 29 
352 N9  HN9  SING N N 30 
352 C10 H10  SING N N 31 
352 C17 H17  SING N N 32 
352 C17 H17A SING N N 33 
352 C17 H17B SING N N 34 
352 C19 H19  SING N N 35 
352 C19 H19A SING N N 36 
352 C19 H19B SING N N 37 
352 O20 HO20 SING N N 38 
352 C21 H21  SING N N 39 
352 C21 H21A SING N N 40 
352 C21 H21B SING N N 41 
# 
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 
352 SMILES           ACDLabs              10.04 O=C1N=C(SC1(C)C(O)(C)C)NC(c2ccc(F)cc2)C                                                                                            
352 InChI            InChI                1.02b InChI=1/C15H19FN2O2S/c1-9(10-5-7-11(16)8-6-10)17-13-18-12(19)15(4,21-13)14(2,3)20/h5-9,20H,1-4H3,(H,17,18,19)/t9-,15+/m0/s1/f/h17H 
352 InChIKey         InChI                1.02b HYVZYASDRIAOPU-FPTWEGCWDF                                                                                                          
352 SMILES_CANONICAL CACTVS               3.341 C[C@H](NC1=NC(=O)[C@@](C)(S1)C(C)(C)O)c2ccc(F)cc2                                                                                  
352 SMILES           CACTVS               3.341 C[CH](NC1=NC(=O)[C](C)(S1)C(C)(C)O)c2ccc(F)cc2                                                                                     
352 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@@H](c1ccc(cc1)F)NC2=NC(=O)[C@](S2)(C)C(C)(C)O                                                                                  
352 SMILES           "OpenEye OEToolkits" 1.5.0 CC(c1ccc(cc1)F)NC2=NC(=O)C(S2)(C)C(C)(C)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 
352 "SYSTEMATIC NAME" ACDLabs              10.04 (5S)-2-{[(1S)-1-(4-fluorophenyl)ethyl]amino}-5-(1-hydroxy-1-methylethyl)-5-methyl-1,3-thiazol-4(5H)-one 
352 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (5S)-2-[[(1S)-1-(4-fluorophenyl)ethyl]amino]-5-(2-hydroxypropan-2-yl)-5-methyl-1,3-thiazol-4-one        
# 
