data_A21
# 
_chem_comp.id                                    A21 
_chem_comp.name                                  "(5S)-2-{[(1S)-1-(2-fluorophenyl)ethyl]amino}-5-methyl-5-(trifluoromethyl)-1,3-thiazol-4(5H)-one" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C13 H12 F4 N2 O S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-01-21 
_chem_comp.pdbx_modified_date                    2011-06-04 
_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                        320.306 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A21 
_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        3BZU 
_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 
A21 F3  F3  F 0 1 N N N 6.858  32.898 -1.578 -2.231 -1.688 0.791  F3  A21 1  
A21 C2  C2  C 0 1 N N N 7.406  33.339 -0.468 -3.213 -0.884 0.202  C2  A21 2  
A21 F4  F4  F 0 1 N N N 7.004  32.561 0.511  -3.765 -1.552 -0.896 F4  A21 3  
A21 F1  F1  F 0 1 N N N 8.739  33.342 -0.575 -4.218 -0.616 1.138  F1  A21 4  
A21 C8  C8  C 0 1 N N S 6.914  34.748 -0.203 -2.585 0.431  -0.263 C8  A21 5  
A21 C13 C13 C 0 1 N N N 5.453  34.876 -0.550 -1.479 0.174  -1.267 C13 A21 6  
A21 O2  O2  O 0 1 N N N 4.539  34.322 0.071  -1.655 -0.363 -2.343 O2  A21 7  
A21 N2  N2  N 0 1 N N N 5.282  35.640 -1.611 -0.314 0.595  -0.847 N2  A21 8  
A21 C4  C4  C 0 1 N N N 7.208  35.157 1.235  -3.648 1.360  -0.852 C4  A21 9  
A21 S1  S1  S 0 1 N N N 7.774  35.805 -1.321 -1.692 1.243  1.106  S1  A21 10 
A21 C11 C11 C 0 1 N N N 6.319  36.246 -2.010 -0.161 1.171  0.321  C11 A21 11 
A21 N3  N3  N 0 1 N N N 6.251  37.220 -2.926 1.016  1.636  0.830  N3  A21 12 
A21 C1  C1  C 0 1 N N S 7.426  37.910 -3.407 2.251  1.510  0.052  C1  A21 13 
A21 C3  C3  C 0 1 N N N 7.146  38.472 -4.798 3.265  2.551  0.532  C3  A21 14 
A21 C6  C6  C 0 1 Y N N 7.862  39.025 -2.522 2.824  0.128  0.238  C6  A21 15 
A21 C18 C18 C 0 1 Y N N 9.218  39.294 -2.391 3.640  -0.420 -0.736 C18 A21 16 
A21 F2  F2  F 0 1 N N N 10.114 38.529 -3.041 3.924  0.283  -1.855 F2  A21 17 
A21 C22 C22 C 0 1 Y N N 6.947  39.821 -1.845 2.539  -0.589 1.385  C22 A21 18 
A21 C21 C21 C 0 1 Y N N 7.395  40.861 -1.041 3.064  -1.857 1.556  C21 A21 19 
A21 C9  C9  C 0 1 Y N N 8.759  41.128 -0.916 3.874  -2.408 0.580  C9  A21 20 
A21 C19 C19 C 0 1 Y N N 9.672  40.335 -1.591 4.165  -1.690 -0.564 C19 A21 21 
A21 H4  H4  H 0 1 N N N 7.279  34.258 1.865  -4.400 1.578  -0.094 H4  A21 22 
A21 H4A H4A H 0 1 N N N 8.160  35.707 1.272  -3.180 2.289  -1.176 H4A A21 23 
A21 H4B H4B H 0 1 N N N 6.397  35.801 1.606  -4.123 0.876  -1.705 H4B A21 24 
A21 H1  H1  H 0 1 N N N 8.240  37.170 -3.425 2.034  1.674  -1.004 H1  A21 25 
A21 H3  H3  H 0 1 N N N 7.079  39.569 -4.744 4.184  2.457  -0.047 H3  A21 26 
A21 H3A H3A H 0 1 N N N 7.962  38.188 -5.479 2.851  3.550  0.397  H3A A21 27 
A21 H3B H3B H 0 1 N N N 6.196  38.065 -5.173 3.482  2.387  1.587  H3B A21 28 
A21 H22 H22 H 0 1 N N N 5.888  39.631 -1.944 1.906  -0.160 2.147  H22 A21 29 
A21 H21 H21 H 0 1 N N N 6.680  41.470 -0.507 2.841  -2.416 2.452  H21 A21 30 
A21 H9  H9  H 0 1 N N N 9.100  41.946 -0.298 4.284  -3.398 0.715  H9  A21 31 
A21 H19 H19 H 0 1 N N N 10.731 40.525 -1.496 4.801  -2.119 -1.324 H19 A21 32 
A21 H12 H12 H 0 1 N N N 5.356  37.479 -3.290 1.036  2.050  1.707  H12 A21 33 
# 
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 
A21 F3  C2  SING N N 1  
A21 C2  F4  SING N N 2  
A21 C2  F1  SING N N 3  
A21 C2  C8  SING N N 4  
A21 C8  C13 SING N N 5  
A21 C8  C4  SING N N 6  
A21 C8  S1  SING N N 7  
A21 C13 O2  DOUB N N 8  
A21 C13 N2  SING N N 9  
A21 N2  C11 DOUB N N 10 
A21 C4  H4  SING N N 11 
A21 C4  H4A SING N N 12 
A21 C4  H4B SING N N 13 
A21 S1  C11 SING N N 14 
A21 C11 N3  SING N N 15 
A21 N3  C1  SING N N 16 
A21 C1  C3  SING N N 17 
A21 C1  C6  SING N N 18 
A21 C1  H1  SING N N 19 
A21 C3  H3  SING N N 20 
A21 C3  H3A SING N N 21 
A21 C3  H3B SING N N 22 
A21 C6  C18 DOUB Y N 23 
A21 C6  C22 SING Y N 24 
A21 C18 F2  SING N N 25 
A21 C18 C19 SING Y N 26 
A21 C22 C21 DOUB Y N 27 
A21 C22 H22 SING N N 28 
A21 C21 C9  SING Y N 29 
A21 C21 H21 SING N N 30 
A21 C9  C19 DOUB Y N 31 
A21 C9  H9  SING N N 32 
A21 C19 H19 SING N N 33 
A21 N3  H12 SING N N 34 
# 
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 
A21 SMILES           ACDLabs              10.04 "O=C1N=C(SC1(C)C(F)(F)F)NC(c2ccccc2F)C"                                                                                    
A21 SMILES_CANONICAL CACTVS               3.341 "C[C@H](NC1=NC(=O)[C@](C)(S1)C(F)(F)F)c2ccccc2F"                                                                           
A21 SMILES           CACTVS               3.341 "C[CH](NC1=NC(=O)[C](C)(S1)C(F)(F)F)c2ccccc2F"                                                                             
A21 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@@H](c1ccccc1F)NC2=NC(=O)[C@@](S2)(C)C(F)(F)F"                                                                         
A21 SMILES           "OpenEye OEToolkits" 1.5.0 "CC(c1ccccc1F)NC2=NC(=O)C(S2)(C)C(F)(F)F"                                                                                  
A21 InChI            InChI                1.03  "InChI=1S/C13H12F4N2OS/c1-7(8-5-3-4-6-9(8)14)18-11-19-10(20)12(2,21-11)13(15,16)17/h3-7H,1-2H3,(H,18,19,20)/t7-,12-/m0/s1" 
A21 InChIKey         InChI                1.03  KNHNFKZUNFPPQE-MADCSZMMSA-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 
A21 "SYSTEMATIC NAME" ACDLabs              10.04 "(5S)-2-{[(1S)-1-(2-fluorophenyl)ethyl]amino}-5-methyl-5-(trifluoromethyl)-1,3-thiazol-4(5H)-one" 
A21 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(5S)-2-[[(1S)-1-(2-fluorophenyl)ethyl]amino]-5-methyl-5-(trifluoromethyl)-1,3-thiazol-4-one"     
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A21 "Create component"     2008-01-21 RCSB 
A21 "Modify aromatic_flag" 2011-06-04 RCSB 
A21 "Modify descriptor"    2011-06-04 RCSB 
# 
