data_MKH
# 
_chem_comp.id                                    MKH 
_chem_comp.name                                  "1-[3-({(2R)-2-[hydroxy(diphenyl)methyl]pyrrolidin-1-yl}sulfonyl)propyl]pyrimidine-2,4(1H,3H)-dione" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H27 N3 O5 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2010-11-25 
_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                        469.553 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     MKH 
_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        3ARA 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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 
MKH O1   O1   O 0 1 N N N -10.057 -2.883  -10.659 8.071  -1.109 -0.260 O1   MKH 1  
MKH C2   C2   C 0 1 N N N -10.541 -3.930  -10.193 6.928  -0.856 0.073  C2   MKH 2  
MKH N3   N3   N 0 1 N N N -10.616 -4.922  -11.111 6.601  0.382  0.497  N3   MKH 3  
MKH C4   C4   C 0 1 N N N -11.072 -6.154  -10.734 5.336  0.661  0.864  C4   MKH 4  
MKH N5   N5   N 0 1 N N N -11.436 -6.377  -9.372  4.378  -0.283 0.817  N5   MKH 5  
MKH C6   C6   C 0 1 N N N -11.318 -5.396  -8.408  4.669  -1.551 0.393  C6   MKH 6  
MKH C7   C7   C 0 1 N N N -10.859 -4.110  -8.815  5.928  -1.856 0.013  C7   MKH 7  
MKH O8   O8   O 0 1 N N N -11.194 -7.033  -11.627 5.056  1.781  1.245  O8   MKH 8  
MKH C9   C9   C 0 1 N N N -11.890 -7.716  -8.915  3.011  0.051  1.224  C9   MKH 9  
MKH C10  C10  C 0 1 N N N -13.379 -7.658  -8.612  2.225  0.549  0.010  C10  MKH 10 
MKH C11  C11  C 0 1 N N N -14.115 -7.619  -9.962  0.797  0.897  0.435  C11  MKH 11 
MKH S12  S12  S 0 1 N N N -15.779 -7.881  -9.784  -0.135 1.489  -1.005 S12  MKH 12 
MKH N13  N13  N 0 1 N N N -16.529 -7.958  -11.145 -1.592 1.974  -0.384 N13  MKH 13 
MKH C14  C14  C 0 1 N N N -16.444 -9.157  -12.027 -1.858 3.266  0.274  C14  MKH 14 
MKH C15  C15  C 0 1 N N N -17.897 -9.275  -12.594 -3.381 3.492  0.103  C15  MKH 15 
MKH C16  C16  C 0 1 N N N -18.655 -7.989  -12.203 -3.930 2.050  0.264  C16  MKH 16 
MKH C17  C17  C 0 1 N N R -17.585 -7.015  -11.613 -2.835 1.190  -0.402 C17  MKH 17 
MKH O18  O18  O 0 1 N N N -16.078 -9.203  -9.278  0.442  2.682  -1.517 O18  MKH 18 
MKH O19  O19  O 0 1 N N N -16.201 -6.861  -8.867  -0.464 0.407  -1.865 O19  MKH 19 
MKH C20  C20  C 0 1 N N N -17.128 -5.962  -12.651 -2.644 -0.107 0.387  C20  MKH 20 
MKH O21  O21  O 0 1 N N N -16.719 -6.694  -13.824 -1.998 0.182  1.629  O21  MKH 21 
MKH C22  C22  C 0 1 Y N N -18.282 -5.003  -12.975 -3.988 -0.735 0.655  C22  MKH 22 
MKH C23  C23  C 0 1 Y N N -18.426 -4.556  -14.300 -4.181 -1.496 1.792  C23  MKH 23 
MKH C24  C24  C 0 1 Y N N -19.473 -3.652  -14.603 -5.414 -2.072 2.037  C24  MKH 24 
MKH C25  C25  C 0 1 Y N N -20.350 -3.248  -13.582 -6.453 -1.887 1.145  C25  MKH 25 
MKH C26  C26  C 0 1 Y N N -20.193 -3.679  -12.259 -6.260 -1.125 0.007  C26  MKH 26 
MKH C27  C27  C 0 1 Y N N -19.135 -4.548  -11.928 -5.029 -0.545 -0.235 C27  MKH 27 
MKH C28  C28  C 0 1 Y N N -15.952 -5.080  -12.164 -1.794 -1.061 -0.411 C28  MKH 28 
MKH C29  C29  C 0 1 Y N N -14.689 -5.265  -12.778 -0.702 -1.672 0.177  C29  MKH 29 
MKH C30  C30  C 0 1 Y N N -13.642 -4.439  -12.389 0.078  -2.547 -0.556 C30  MKH 30 
MKH C31  C31  C 0 1 Y N N -13.837 -3.520  -11.348 -0.234 -2.811 -1.876 C31  MKH 31 
MKH C32  C32  C 0 1 Y N N -15.059 -3.288  -10.695 -1.326 -2.200 -2.464 C32  MKH 32 
MKH C33  C33  C 0 1 Y N N -16.137 -4.103  -11.133 -2.109 -1.329 -1.730 C33  MKH 33 
MKH HN3  HN3  H 0 1 N N N -10.340 -4.755  -12.057 7.279  1.074  0.537  HN3  MKH 34 
MKH H6   H6   H 0 1 N N N -11.566 -5.597  -7.376  3.894  -2.302 0.358  H6   MKH 35 
MKH H7   H7   H 0 1 N N N -10.756 -3.302  -8.106  6.170  -2.852 -0.328 H7   MKH 36 
MKH H9   H9   H 0 1 N N N -11.702 -8.459  -9.704  2.526  -0.837 1.631  H9   MKH 37 
MKH H9A  H9A  H 0 1 N N N -11.339 -8.003  -8.007  3.038  0.831  1.985  H9A  MKH 38 
MKH H10  H10  H 0 1 N N N -13.685 -8.544  -8.037  2.709  1.437  -0.397 H10  MKH 39 
MKH H10A H10A H 0 0 N N N -13.613 -6.758  -8.024  2.197  -0.231 -0.751 H10A MKH 40 
MKH H11  H11  H 0 1 N N N -13.961 -6.630  -10.418 0.312  0.010  0.841  H11  MKH 41 
MKH H11A H11A H 0 0 N N N -13.702 -8.406  -10.610 0.824  1.678  1.195  H11A MKH 42 
MKH H14  H14  H 0 1 N N N -15.703 -9.021  -12.829 -1.598 3.214  1.332  H14  MKH 43 
MKH H14A H14A H 0 0 N N N -16.151 -10.056 -11.465 -1.298 4.063  -0.216 H14A MKH 44 
MKH H15  H15  H 0 1 N N N -17.869 -9.379  -13.689 -3.769 4.147  0.883  H15  MKH 45 
MKH H15A H15A H 0 0 N N N -18.400 -10.155 -12.167 -3.608 3.889  -0.886 H15A MKH 46 
MKH H16  H16  H 0 1 N N N -19.140 -7.543  -13.084 -4.038 1.794  1.318  H16  MKH 47 
MKH H16A H16A H 0 0 N N N -19.431 -8.210  -11.455 -4.878 1.938  -0.261 H16A MKH 48 
MKH H17  H17  H 0 1 N N N -17.941 -6.373  -10.794 -3.115 0.962  -1.431 H17  MKH 49 
MKH HO21 HO21 H 0 0 N N N -16.428 -6.085  -14.493 -1.126 0.589  1.533  HO21 MKH 50 
MKH H23  H23  H 0 1 N N N -17.751 -4.895  -15.072 -3.369 -1.641 2.490  H23  MKH 51 
MKH H24  H24  H 0 1 N N N -19.596 -3.277  -15.608 -5.564 -2.667 2.926  H24  MKH 52 
MKH H25  H25  H 0 1 N N N -21.168 -2.586  -13.825 -7.416 -2.338 1.336  H25  MKH 53 
MKH H26  H26  H 0 1 N N N -20.880 -3.346  -11.495 -7.072 -0.980 -0.690 H26  MKH 54 
MKH H27  H27  H 0 1 N N N -18.974 -4.861  -10.907 -4.879 0.053  -1.122 H27  MKH 55 
MKH H29  H29  H 0 1 N N N -14.544 -6.028  -13.529 -0.459 -1.466 1.209  H29  MKH 56 
MKH H30  H30  H 0 1 N N N -12.685 -4.504  -12.885 0.931  -3.024 -0.097 H30  MKH 57 
MKH H31  H31  H 0 1 N N N -12.982 -2.946  -11.023 0.376  -3.494 -2.449 H31  MKH 58 
MKH H32  H32  H 0 1 N N N -15.171 -2.546  -9.918  -1.569 -2.407 -3.496 H32  MKH 59 
MKH H33  H33  H 0 1 N N N -17.111 -3.984  -10.682 -2.964 -0.855 -2.188 H33  MKH 60 
# 
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 
MKH O1  C2   DOUB N N 1  
MKH C2  N3   SING N N 2  
MKH C2  C7   SING N N 3  
MKH N3  C4   SING N N 4  
MKH C4  N5   SING N N 5  
MKH C4  O8   DOUB N N 6  
MKH N5  C6   SING N N 7  
MKH N5  C9   SING N N 8  
MKH C6  C7   DOUB N N 9  
MKH C9  C10  SING N N 10 
MKH C10 C11  SING N N 11 
MKH C11 S12  SING N N 12 
MKH S12 N13  SING N N 13 
MKH S12 O18  DOUB N N 14 
MKH S12 O19  DOUB N N 15 
MKH N13 C14  SING N N 16 
MKH N13 C17  SING N N 17 
MKH C14 C15  SING N N 18 
MKH C15 C16  SING N N 19 
MKH C16 C17  SING N N 20 
MKH C17 C20  SING N N 21 
MKH C20 O21  SING N N 22 
MKH C20 C22  SING N N 23 
MKH C20 C28  SING N N 24 
MKH C22 C23  DOUB Y N 25 
MKH C22 C27  SING Y N 26 
MKH C23 C24  SING Y N 27 
MKH C24 C25  DOUB Y N 28 
MKH C25 C26  SING Y N 29 
MKH C26 C27  DOUB Y N 30 
MKH C28 C29  DOUB Y N 31 
MKH C28 C33  SING Y N 32 
MKH C29 C30  SING Y N 33 
MKH C30 C31  DOUB Y N 34 
MKH C31 C32  SING Y N 35 
MKH C32 C33  DOUB Y N 36 
MKH N3  HN3  SING N N 37 
MKH C6  H6   SING N N 38 
MKH C7  H7   SING N N 39 
MKH C9  H9   SING N N 40 
MKH C9  H9A  SING N N 41 
MKH C10 H10  SING N N 42 
MKH C10 H10A SING N N 43 
MKH C11 H11  SING N N 44 
MKH C11 H11A SING N N 45 
MKH C14 H14  SING N N 46 
MKH C14 H14A SING N N 47 
MKH C15 H15  SING N N 48 
MKH C15 H15A SING N N 49 
MKH C16 H16  SING N N 50 
MKH C16 H16A SING N N 51 
MKH C17 H17  SING N N 52 
MKH O21 HO21 SING N N 53 
MKH C23 H23  SING N N 54 
MKH C24 H24  SING N N 55 
MKH C25 H25  SING N N 56 
MKH C26 H26  SING N N 57 
MKH C27 H27  SING N N 58 
MKH C29 H29  SING N N 59 
MKH C30 H30  SING N N 60 
MKH C31 H31  SING N N 61 
MKH C32 H32  SING N N 62 
MKH C33 H33  SING N N 63 
# 
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 
MKH SMILES           ACDLabs              12.01 "O=S(=O)(N3C(C(O)(c1ccccc1)c2ccccc2)CCC3)CCCN4C=CC(=O)NC4=O"                                                                                                                                   
MKH SMILES_CANONICAL CACTVS               3.370 "OC([C@H]1CCCN1[S](=O)(=O)CCCN2C=CC(=O)NC2=O)(c3ccccc3)c4ccccc4"                                                                                                                               
MKH SMILES           CACTVS               3.370 "OC([CH]1CCCN1[S](=O)(=O)CCCN2C=CC(=O)NC2=O)(c3ccccc3)c4ccccc4"                                                                                                                                
MKH SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1ccc(cc1)C(c2ccccc2)([C@H]3CCCN3S(=O)(=O)CCCN4C=CC(=O)NC4=O)O"                                                                                                                               
MKH SMILES           "OpenEye OEToolkits" 1.7.0 "c1ccc(cc1)C(c2ccccc2)(C3CCCN3S(=O)(=O)CCCN4C=CC(=O)NC4=O)O"                                                                                                                                   
MKH InChI            InChI                1.03  "InChI=1S/C24H27N3O5S/c28-22-14-17-26(23(29)25-22)15-8-18-33(31,32)27-16-7-13-21(27)24(30,19-9-3-1-4-10-19)20-11-5-2-6-12-20/h1-6,9-12,14,17,21,30H,7-8,13,15-16,18H2,(H,25,28,29)/t21-/m1/s1" 
MKH InChIKey         InChI                1.03  NBGXNYZRJDHHHU-OAQYLSRUSA-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 
MKH "SYSTEMATIC NAME" ACDLabs              12.01 "1-[3-({(2R)-2-[hydroxy(diphenyl)methyl]pyrrolidin-1-yl}sulfonyl)propyl]pyrimidine-2,4(1H,3H)-dione" 
MKH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "1-[3-[(2R)-2-[hydroxy(diphenyl)methyl]pyrrolidin-1-yl]sulfonylpropyl]pyrimidine-2,4-dione"          
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
MKH "Create component"     2010-11-25 PDBJ 
MKH "Modify aromatic_flag" 2011-06-04 RCSB 
MKH "Modify descriptor"    2011-06-04 RCSB 
# 
