data_1O9
# 
_chem_comp.id                                    1O9 
_chem_comp.name                                  "(4S,5R)-1-(4-tert-butylbenzoyl)-2-(2-methylpropyl)-4-pyrazin-2-yl-5-(1,3-thiazol-2-yl)-L-proline" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H32 N4 O3 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2013-04-08 
_chem_comp.pdbx_modified_date                    2014-04-18 
_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                        492.633 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     1O9 
_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        4JY0 
_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 
1O9 N1  N1  N 0 1 N N N -26.350 48.481 30.582 -0.585 1.305  0.144  N1  BI 1  
1O9 C2  C2  C 0 1 N N S -26.869 49.524 29.606 -1.928 1.849  0.392  C2  BI 2  
1O9 C3  C3  C 0 1 N N N -25.618 50.396 29.301 -2.945 0.771  -0.038 C3  BI 3  
1O9 C4  C4  C 0 1 N N S -24.698 50.216 30.529 -2.131 -0.099 -1.032 C4  BI 4  
1O9 C5  C5  C 0 1 N N R -24.916 48.727 30.912 -0.720 -0.062 -0.393 C5  BI 5  
1O9 C6  C6  C 0 1 N N N -27.294 48.838 28.261 -2.093 2.157  1.858  C6  BI 6  
1O9 O7  O7  O 0 1 N N N -26.712 47.930 27.698 -3.157 1.969  2.399  O7  BI 7  
1O9 O8  O8  O 0 1 N N N -28.437 49.315 27.710 -1.058 2.641  2.562  O8  BI 8  
1O9 C9  C9  C 0 1 N N N -28.076 50.375 30.195 -2.135 3.119  -0.434 C9  BI 9  
1O9 C10 C10 C 0 1 N N N -27.993 50.870 31.669 -2.093 2.772  -1.923 C10 BI 10 
1O9 C11 C11 C 0 1 N N N -28.989 50.101 32.542 -2.537 3.986  -2.743 C11 BI 11 
1O9 C12 C12 C 0 1 N N N -28.304 52.363 31.772 -0.666 2.386  -2.317 C12 BI 12 
1O9 C13 C13 C 0 1 N N N -27.195 47.417 31.045 0.577  1.950  0.365  C13 BI 13 
1O9 O14 O14 O 0 1 N N N -28.317 47.181 30.591 0.568  3.106  0.742  O14 BI 14 
1O9 C15 C15 C 0 1 Y N N -26.757 46.516 32.122 1.863  1.253  0.148  C15 BI 15 
1O9 C16 C16 C 0 1 Y N N -26.388 45.202 31.765 1.882  -0.117 -0.115 C16 BI 16 
1O9 C17 C17 C 0 1 Y N N -25.970 44.290 32.753 3.085  -0.761 -0.316 C17 BI 17 
1O9 C18 C18 C 0 1 Y N N -25.915 44.657 34.143 4.272  -0.052 -0.258 C18 BI 18 
1O9 C19 C19 C 0 1 Y N N -26.297 46.019 34.474 4.260  1.307  0.003  C19 BI 19 
1O9 C20 C20 C 0 1 Y N N -26.719 46.939 33.476 3.063  1.964  0.200  C20 BI 20 
1O9 C21 C21 C 0 1 Y N N -24.008 47.704 30.218 -0.614 -1.075 0.717  C21 BI 21 
1O9 S22 S22 S 0 1 Y N N -22.551 47.117 30.923 0.285  -2.527 0.636  S22 BI 22 
1O9 C23 C23 C 0 1 Y N N -22.280 46.142 29.538 -0.207 -2.934 2.278  C23 BI 23 
1O9 C24 C24 C 0 1 Y N N -23.304 46.323 28.640 -0.992 -1.950 2.728  C24 BI 24 
1O9 N25 N25 N 0 1 Y N N -24.284 47.207 29.022 -1.185 -0.969 1.870  N25 BI 25 
1O9 C26 C26 C 0 1 Y N N -23.237 50.661 30.403 -2.664 -1.508 -1.080 C26 BI 26 
1O9 N27 N27 N 0 1 Y N N -22.552 50.241 29.265 -2.621 -2.193 -2.209 N27 BI 27 
1O9 C28 C28 C 0 1 Y N N -21.230 50.617 29.129 -3.088 -3.428 -2.251 C28 BI 28 
1O9 C29 C29 C 0 1 Y N N -20.590 51.409 30.093 -3.624 -4.004 -1.112 C29 BI 29 
1O9 N30 N30 N 0 1 Y N N -21.249 51.836 31.229 -3.668 -3.319 0.017  N30 BI 30 
1O9 C31 C31 C 0 1 Y N N -22.569 51.462 31.368 -3.195 -2.085 0.060  C31 BI 31 
1O9 C32 C32 C 0 1 N N N -25.459 43.598 35.206 5.582  -0.762 -0.478 C32 BI 32 
1O9 C33 C33 C 0 1 N N N -24.055 43.042 34.850 5.752  -1.858 0.576  C33 BI 33 
1O9 C34 C34 C 0 1 N N N -26.474 42.425 35.235 5.593  -1.391 -1.873 C34 BI 34 
1O9 C35 C35 C 0 1 N N N -25.364 44.136 36.660 6.732  0.241  -0.362 C35 BI 35 
1O9 H1  H1  H 0 1 N N N -25.116 50.046 28.387 -3.266 0.179  0.819  H1  BI 36 
1O9 H2  H2  H 0 1 N N N -25.902 51.452 29.182 -3.801 1.226  -0.536 H2  BI 37 
1O9 H3  H3  H 0 1 N N N -25.140 50.813 31.340 -2.122 0.348  -2.026 H3  BI 38 
1O9 H4  H4  H 0 1 N N N -24.779 48.630 31.999 0.041  -0.248 -1.151 H4  BI 39 
1O9 H5  H5  H 0 1 N N N -28.627 48.837 26.911 -1.212 2.824  3.499  H5  BI 40 
1O9 H6  H6  H 0 1 N N N -28.184 51.267 29.560 -3.103 3.557  -0.190 H6  BI 41 
1O9 H7  H7  H 0 1 N N N -28.980 49.754 30.112 -1.345 3.835  -0.205 H7  BI 42 
1O9 H8  H8  H 0 1 N N N -26.975 50.689 32.044 -2.763 1.936  -2.121 H8  BI 43 
1O9 H9  H9  H 0 1 N N N -28.921 50.459 33.580 -1.866 4.822  -2.546 H9  BI 44 
1O9 H10 H10 H 0 1 N N N -30.009 50.264 32.164 -2.506 3.739  -3.804 H10 BI 45 
1O9 H11 H11 H 0 1 N N N -28.753 49.027 32.509 -3.553 4.261  -2.463 H11 BI 46 
1O9 H12 H12 H 0 1 N N N -28.237 52.680 32.823 0.026  3.159  -1.981 H12 BI 47 
1O9 H13 H13 H 0 1 N N N -27.579 52.931 31.171 -0.405 1.436  -1.849 H13 BI 48 
1O9 H14 H14 H 0 1 N N N -29.320 52.553 31.396 -0.601 2.287  -3.400 H14 BI 49 
1O9 H15 H15 H 0 1 N N N -26.426 44.895 30.730 0.957  -0.672 -0.160 H15 BI 50 
1O9 H16 H16 H 0 1 N N N -25.684 43.291 32.460 3.101  -1.822 -0.520 H16 BI 51 
1O9 H17 H17 H 0 1 N N N -26.259 46.341 35.504 5.190  1.855  0.047  H17 BI 52 
1O9 H18 H18 H 0 1 N N N -27.006 47.945 33.744 3.055  3.026  0.399  H18 BI 53 
1O9 H19 H19 H 0 1 N N N -21.434 45.486 29.394 0.076  -3.821 2.825  H19 BI 54 
1O9 H20 H20 H 0 1 N N N -23.337 45.803 27.694 -1.425 -1.955 3.717  H20 BI 55 
1O9 H21 H21 H 0 1 N N N -20.676 50.293 28.260 -3.053 -3.988 -3.174 H21 BI 56 
1O9 H22 H22 H 0 1 N N N -19.558 51.691 29.944 -4.007 -5.013 -1.146 H22 BI 57 
1O9 H23 H23 H 0 1 N N N -23.114 51.789 32.241 -3.227 -1.527 0.984  H23 BI 58 
1O9 H24 H24 H 0 1 N N N -23.751 42.302 35.605 4.933  -2.572 0.493  H24 BI 59 
1O9 H25 H25 H 0 1 N N N -24.091 42.563 33.860 6.700  -2.372 0.416  H25 BI 60 
1O9 H26 H26 H 0 1 N N N -23.328 43.867 34.832 5.744  -1.410 1.570  H26 BI 61 
1O9 H27 H27 H 0 1 N N N -26.155 41.682 35.980 5.472  -0.610 -2.624 H27 BI 62 
1O9 H28 H28 H 0 1 N N N -27.470 42.808 35.503 6.541  -1.904 -2.033 H28 BI 63 
1O9 H29 H29 H 0 1 N N N -26.517 41.953 34.242 4.774  -2.105 -1.957 H29 BI 64 
1O9 H30 H30 H 0 1 N N N -25.039 43.327 37.330 6.724  0.688  0.632  H30 BI 65 
1O9 H31 H31 H 0 1 N N N -24.636 44.959 36.699 7.680  -0.273 -0.521 H31 BI 66 
1O9 H32 H32 H 0 1 N N N -26.350 44.503 36.980 6.611  1.021  -1.113 H32 BI 67 
# 
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 
1O9 O7  C6  DOUB N N 1  
1O9 O8  C6  SING N N 2  
1O9 C6  C2  SING N N 3  
1O9 C24 N25 SING Y N 4  
1O9 C24 C23 DOUB Y N 5  
1O9 N25 C21 DOUB Y N 6  
1O9 C28 N27 DOUB Y N 7  
1O9 C28 C29 SING Y N 8  
1O9 N27 C26 SING Y N 9  
1O9 C3  C2  SING N N 10 
1O9 C3  C4  SING N N 11 
1O9 C23 S22 SING Y N 12 
1O9 C2  C9  SING N N 13 
1O9 C2  N1  SING N N 14 
1O9 C29 N30 DOUB Y N 15 
1O9 C9  C10 SING N N 16 
1O9 C21 C5  SING N N 17 
1O9 C21 S22 SING Y N 18 
1O9 C26 C4  SING N N 19 
1O9 C26 C31 DOUB Y N 20 
1O9 C4  C5  SING N N 21 
1O9 N1  C5  SING N N 22 
1O9 N1  C13 SING N N 23 
1O9 O14 C13 DOUB N N 24 
1O9 C13 C15 SING N N 25 
1O9 N30 C31 SING Y N 26 
1O9 C10 C12 SING N N 27 
1O9 C10 C11 SING N N 28 
1O9 C16 C15 DOUB Y N 29 
1O9 C16 C17 SING Y N 30 
1O9 C15 C20 SING Y N 31 
1O9 C17 C18 DOUB Y N 32 
1O9 C20 C19 DOUB Y N 33 
1O9 C18 C19 SING Y N 34 
1O9 C18 C32 SING N N 35 
1O9 C33 C32 SING N N 36 
1O9 C32 C34 SING N N 37 
1O9 C32 C35 SING N N 38 
1O9 C3  H1  SING N N 39 
1O9 C3  H2  SING N N 40 
1O9 C4  H3  SING N N 41 
1O9 C5  H4  SING N N 42 
1O9 O8  H5  SING N N 43 
1O9 C9  H6  SING N N 44 
1O9 C9  H7  SING N N 45 
1O9 C10 H8  SING N N 46 
1O9 C11 H9  SING N N 47 
1O9 C11 H10 SING N N 48 
1O9 C11 H11 SING N N 49 
1O9 C12 H12 SING N N 50 
1O9 C12 H13 SING N N 51 
1O9 C12 H14 SING N N 52 
1O9 C16 H15 SING N N 53 
1O9 C17 H16 SING N N 54 
1O9 C19 H17 SING N N 55 
1O9 C20 H18 SING N N 56 
1O9 C23 H19 SING N N 57 
1O9 C24 H20 SING N N 58 
1O9 C28 H21 SING N N 59 
1O9 C29 H22 SING N N 60 
1O9 C31 H23 SING N N 61 
1O9 C33 H24 SING N N 62 
1O9 C33 H25 SING N N 63 
1O9 C33 H26 SING N N 64 
1O9 C34 H27 SING N N 65 
1O9 C34 H28 SING N N 66 
1O9 C34 H29 SING N N 67 
1O9 C35 H30 SING N N 68 
1O9 C35 H31 SING N N 69 
1O9 C35 H32 SING N N 70 
# 
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 
1O9 SMILES           ACDLabs              12.01 "O=C(O)C4(N(C(=O)c1ccc(cc1)C(C)(C)C)C(c2nccs2)C(c3nccnc3)C4)CC(C)C"                                                                                                                               
1O9 InChI            InChI                1.03  "InChI=1S/C27H32N4O3S/c1-17(2)14-27(25(33)34)15-20(21-16-28-10-11-29-21)22(23-30-12-13-35-23)31(27)24(32)18-6-8-19(9-7-18)26(3,4)5/h6-13,16-17,20,22H,14-15H2,1-5H3,(H,33,34)/t20-,22-,27+/m1/s1" 
1O9 InChIKey         InChI                1.03  ZQOLMKRLEPUUFO-NTOOTBGVSA-N                                                                                                                                                                       
1O9 SMILES_CANONICAL CACTVS               3.370 "CC(C)C[C@]1(C[C@@H]([C@@H](N1C(=O)c2ccc(cc2)C(C)(C)C)c3sccn3)c4cnccn4)C(O)=O"                                                                                                                    
1O9 SMILES           CACTVS               3.370 "CC(C)C[C]1(C[CH]([CH](N1C(=O)c2ccc(cc2)C(C)(C)C)c3sccn3)c4cnccn4)C(O)=O"                                                                                                                         
1O9 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC(C)C[C@]1(C[C@@H]([C@@H](N1C(=O)c2ccc(cc2)C(C)(C)C)c3nccs3)c4cnccn4)C(=O)O"                                                                                                                    
1O9 SMILES           "OpenEye OEToolkits" 1.7.6 "CC(C)CC1(CC(C(N1C(=O)c2ccc(cc2)C(C)(C)C)c3nccs3)c4cnccn4)C(=O)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 
1O9 "SYSTEMATIC NAME" ACDLabs              12.01 "(4S,5R)-1-(4-tert-butylbenzoyl)-2-(2-methylpropyl)-4-pyrazin-2-yl-5-(1,3-thiazol-2-yl)-L-proline"                              
1O9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2S,4S,5R)-1-(4-tert-butylphenyl)carbonyl-2-(2-methylpropyl)-4-pyrazin-2-yl-5-(1,3-thiazol-2-yl)pyrrolidine-2-carboxylic acid" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
1O9 "Create component" 2013-04-08 RCSB 
1O9 "Initial release"  2014-04-23 RCSB 
# 
