data_283
# 
_chem_comp.id                                    283 
_chem_comp.name                                  (3S)-1-{[4-(BUT-2-YN-1-YLOXY)PHENYL]SULFONYL}PYRROLIDINE-3-THIOL 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C14 H17 N O3 S2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-02-09 
_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                        311.420 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     283 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "Corina V3.40" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        ? 
_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 
283 C    C    C 0 1 Y N N 46.085 28.479 2.526  1.793  0.143  -1.525 C    283 1  
283 C1   C1   C 0 1 Y N N 45.114 28.815 1.537  0.494  0.606  -1.444 C1   283 2  
283 C2   C2   C 0 1 Y N N 43.368 28.517 3.175  0.825  1.145  0.867  C2   283 3  
283 C3   C3   C 0 1 Y N N 44.311 28.183 4.144  2.124  0.683  0.792  C3   283 4  
283 C4   C4   C 0 1 Y N N 45.666 28.162 3.839  2.612  0.180  -0.406 C4   283 5  
283 O    O    O 0 1 N N N 46.472 27.817 4.923  3.890  -0.275 -0.483 O    283 6  
283 C5   C5   C 0 1 N N N 47.914 27.774 4.760  4.676  -0.206 0.709  C5   283 7  
283 C6   C6   C 0 1 N N N 48.585 23.967 3.039  8.441  -1.696 -0.042 C6   283 8  
283 C7   C7   C 0 1 N N N 48.412 25.301 3.690  7.095  -1.164 0.227  C7   283 9  
283 C8   C8   C 0 1 N N N 48.269 26.364 4.192  6.022  -0.739 0.440  C8   283 10 
283 C9   C9   C 0 1 Y N N 43.753 28.833 1.884  0.010  1.107  -0.250 C9   283 11 
283 O1   O1   O 0 1 N N N 42.995 28.767 -0.494 -1.682 2.611  0.937  O1   283 12 
283 O2   O2   O 0 1 N N N 41.153 28.787 1.199  -2.027 2.049  -1.474 O2   283 13 
283 S    S    S 0 1 N N N 42.465 29.265 0.761  -1.647 1.698  -0.150 S    283 14 
283 C10  C10  C 0 1 N N N 40.884 31.586 0.411  -2.928 0.020  1.662  C10  283 15 
283 N    N    N 0 1 N N N 42.224 31.016 0.755  -2.599 0.415  0.285  N    283 16 
283 C11  C11  C 0 1 N N N 42.491 31.626 2.095  -3.259 -0.520 -0.645 C11  283 17 
283 C12  C12  C 0 1 N N S 41.200 31.432 2.888  -4.460 -1.090 0.151  C12  283 18 
283 S1   S1   S 0 1 N N N 41.158 31.976 4.586  -4.948 -2.717 -0.485 S1   283 19 
283 C13  C13  C 0 1 N N N 40.290 31.901 1.762  -3.860 -1.207 1.577  C13  283 20 
283 H    H    H 0 1 N N N 47.135 28.467 2.274  2.169  -0.252 -2.457 H    283 21 
283 H1   H1   H 0 1 N N N 45.422 29.054 0.530  -0.144 0.577  -2.315 H1   283 22 
283 H2   H2   H 0 1 N N N 42.320 28.530 3.435  0.444  1.536  1.799  H2   283 23 
283 H3   H3   H 0 1 N N N 43.985 27.938 5.144  2.760  0.712  1.664  H3   283 24 
283 H51  1H5  H 0 1 N N N 48.243 28.559 4.063  4.754  0.831  1.033  H51  283 25 
283 H52  2H5  H 0 1 N N N 48.421 27.947 5.721  4.201  -0.797 1.492  H52  283 26 
283 H61  1H6  H 0 1 N N N 48.628 24.094 1.947  9.041  -1.643 0.867  H61  283 27 
283 H62  2H6  H 0 1 N N N 49.520 23.506 3.391  8.363  -2.734 -0.366 H62  283 28 
283 H63  3H6  H 0 1 N N N 47.735 23.319 3.300  8.916  -1.105 -0.825 H63  283 29 
283 H101 1H10 H 0 0 N N N 40.974 32.487 -0.213 -2.017 -0.243 2.200  H101 283 30 
283 H102 2H10 H 0 0 N N N 40.263 30.898 -0.182 -3.438 0.838  2.171  H102 283 31 
283 H111 1H11 H 0 0 N N N 43.336 31.127 2.592  -3.609 0.010  -1.531 H111 283 32 
283 H112 2H11 H 0 0 N N N 42.766 32.688 2.014  -2.576 -1.321 -0.927 H112 283 33 
283 H12  H12  H 0 1 N N N 40.904 30.453 3.294  -5.302 -0.398 0.137  H12  283 34 
283 HS1  HS1  H 0 1 N N N 41.148 30.941 5.373  -5.982 -3.054 0.307  HS1  283 35 
283 H131 1H13 H 0 0 N N N 40.153 32.989 1.845  -3.292 -2.131 1.682  H131 283 36 
283 H132 2H13 H 0 0 N N N 39.327 31.376 1.850  -4.645 -1.148 2.331  H132 283 37 
# 
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 
283 C   C1   SING Y N 1  
283 C   C4   DOUB Y N 2  
283 C   H    SING N N 3  
283 C1  C9   DOUB Y N 4  
283 C1  H1   SING N N 5  
283 C2  C9   SING Y N 6  
283 C2  C3   DOUB Y N 7  
283 C2  H2   SING N N 8  
283 C3  C4   SING Y N 9  
283 C3  H3   SING N N 10 
283 C4  O    SING N N 11 
283 O   C5   SING N N 12 
283 C5  C8   SING N N 13 
283 C5  H51  SING N N 14 
283 C5  H52  SING N N 15 
283 C6  C7   SING N N 16 
283 C6  H61  SING N N 17 
283 C6  H62  SING N N 18 
283 C6  H63  SING N N 19 
283 C7  C8   TRIP N N 20 
283 C9  S    SING N N 21 
283 O1  S    DOUB N N 22 
283 O2  S    DOUB N N 23 
283 S   N    SING N N 24 
283 C10 N    SING N N 25 
283 C10 C13  SING N N 26 
283 C10 H101 SING N N 27 
283 C10 H102 SING N N 28 
283 N   C11  SING N N 29 
283 C11 C12  SING N N 30 
283 C11 H111 SING N N 31 
283 C11 H112 SING N N 32 
283 C12 C13  SING N N 33 
283 C12 S1   SING N N 34 
283 C12 H12  SING N N 35 
283 S1  HS1  SING N N 36 
283 C13 H131 SING N N 37 
283 C13 H132 SING N N 38 
# 
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 
283 SMILES           ACDLabs              10.04 O=S(=O)(c1ccc(OCC#CC)cc1)N2CCC(S)C2                                                                             
283 InChI            InChI                1.02b InChI=1/C14H17NO3S2/c1-2-3-10-18-12-4-6-14(7-5-12)20(16,17)15-9-8-13(19)11-15/h4-7,13,19H,8-11H2,1H3/t13-/m0/s1 
283 InChIKey         InChI                1.02b BLIQFUCBRCDFAI-ZDUSSCGKBH                                                                                       
283 SMILES_CANONICAL CACTVS               3.341 CC#CCOc1ccc(cc1)[S](=O)(=O)N2CC[C@H](S)C2                                                                       
283 SMILES           CACTVS               3.341 CC#CCOc1ccc(cc1)[S](=O)(=O)N2CC[CH](S)C2                                                                        
283 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC#CCOc1ccc(cc1)S(=O)(=O)[N@]2CC[C@@H](C2)S                                                                     
283 SMILES           "OpenEye OEToolkits" 1.5.0 CC#CCOc1ccc(cc1)S(=O)(=O)N2CCC(C2)S                                                                             
# 
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 
283 "SYSTEMATIC NAME" ACDLabs              10.04 (3S)-1-{[4-(but-2-yn-1-yloxy)phenyl]sulfonyl}pyrrolidine-3-thiol 
283 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (1S,3S)-1-(4-but-2-ynoxyphenyl)sulfonylpyrrolidine-3-thiol       
# 
