data_50U
# 
_chem_comp.id                                    50U 
_chem_comp.name                                  "(S)-N-(4-carbamimidoylbenzyl)-1-(3-cyclohexylpropanoyl)pyrrolidine-2-carboxamide" 
_chem_comp.type                                  peptide-like 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H32 N4 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-11-28 
_chem_comp.pdbx_modified_date                    2012-01-05 
_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                        384.515 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     50U 
_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        2ZDK 
_chem_comp.pdbx_subcomponent_list                "CXP PRO 00S" 
_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 
50U C44  C44  C 0 1 N N N -29.088 -0.362 18.872 -6.096 -0.608 -0.378 C1   CXP 1  
50U C45  C45  C 0 1 N N N -30.599 -0.364 18.568 -6.296 -0.237 1.093  C2   CXP 2  
50U C46  C46  C 0 1 N N N -31.091 -1.779 18.242 -7.790 -0.074 1.379  C3   CXP 3  
50U C47  C47  C 0 1 N N N -30.615 -2.933 19.127 -8.513 -1.390 1.081  C4   CXP 4  
50U C48  C48  C 0 1 N N N -29.174 -2.844 19.631 -8.313 -1.760 -0.390 C5   CXP 5  
50U C49  C49  C 0 1 N N N -28.773 -1.379 19.977 -6.819 -1.923 -0.676 C6   CXP 6  
50U C43  C43  C 0 1 N N N -28.504 1.049  19.155 -4.602 -0.771 -0.664 C7   CXP 7  
50U C5   C5   C 0 1 N N N -28.515 2.016  17.948 -3.898 0.576  -0.487 C8   CXP 8  
50U C14  C14  C 0 1 N N N -27.711 1.418  16.793 -2.427 0.416  -0.768 C9   CXP 9  
50U O32  O32  O 0 1 N N N -26.533 1.218  17.032 -1.984 -0.669 -1.080 O2   CXP 10 
50U N1   N1   N 0 1 N N N -28.218 1.166  15.629 -1.603 1.478  -0.673 N    PRO 11 
50U C1   C1   C 0 1 N N S -27.360 0.692  14.566 -0.153 1.463  -0.919 CA   PRO 12 
50U C7   C7   C 0 1 N N N -26.258 1.672  14.255 0.516  0.495  0.022  C    PRO 13 
50U O22  O22  O 0 1 N N N -26.449 2.883  14.299 -0.147 -0.127 0.824  O    PRO 14 
50U C2   C2   C 0 1 N N N -28.404 0.679  13.429 0.370  2.892  -0.666 CB   PRO 15 
50U C3   C3   C 0 1 N N N -29.801 0.659  14.061 -0.719 3.502  0.256  CG   PRO 16 
50U C4   C4   C 0 1 N N N -29.664 1.257  15.484 -2.006 2.849  -0.312 CD   PRO 17 
50U N23  N23  N 0 1 N N N -25.172 1.084  13.954 1.852  0.320  -0.029 N23  00S 18 
50U C24  C24  C 0 1 N N N -24.016 1.837  13.533 2.503  -0.621 0.886  C16  00S 19 
50U C25  C25  C 0 1 Y N N -22.891 1.663  14.579 3.987  -0.630 0.626  C17  00S 20 
50U C26  C26  C 0 1 Y N N -23.128 2.008  15.913 4.811  0.247  1.309  C22  00S 21 
50U C27  C27  C 0 1 Y N N -22.106 1.850  16.866 6.171  0.244  1.075  C21  00S 22 
50U C28  C28  C 0 1 Y N N -20.855 1.352  16.484 6.714  -0.645 0.147  C24  00S 23 
50U C21  C21  C 0 1 N N N -19.711 1.155  17.445 8.173  -0.653 -0.108 C27  00S 24 
50U N46  N46  N 0 1 N N N -19.540 1.956  18.433 8.951  0.171  0.534  N35  00S 25 
50U N47  N47  N 0 1 N N N -18.921 0.165  17.241 8.707  -1.532 -1.025 N34  00S 26 
50U C29  C29  C 0 1 Y N N -20.619 1.004  15.134 5.878  -1.526 -0.538 C19  00S 27 
50U C30  C30  C 0 1 Y N N -21.650 1.167  14.196 4.521  -1.518 -0.291 C18  00S 28 
50U H44  H44  H 0 1 N N N -28.569 -0.680 17.955 -6.503 0.182  -1.010 H1   CXP 29 
50U H45  H45  H 0 1 N N N -30.791 0.289  17.704 -5.889 -1.027 1.725  H21  CXP 30 
50U H45A H45A H 0 0 N N N -31.142 0.009  19.449 -5.781 0.700  1.305  H22  CXP 31 
50U H46  H46  H 0 1 N N N -32.188 -1.756 18.317 -8.197 0.715  0.747  H31  CXP 32 
50U H46A H46A H 0 0 N N N -30.750 -2.004 17.221 -7.933 0.190  2.427  H32  CXP 33 
50U H47  H47  H 0 1 N N N -31.270 -2.960 20.010 -9.577 -1.273 1.285  H41  CXP 34 
50U H47A H47A H 0 0 N N N -30.698 -3.856 18.534 -8.106 -2.179 1.713  H42  CXP 35 
50U H48  H48  H 0 1 N N N -29.078 -3.460 20.538 -8.720 -0.970 -1.022 H51  CXP 36 
50U H48A H48A H 0 0 N N N -28.501 -3.218 18.845 -8.828 -2.697 -0.602 H52  CXP 37 
50U H49  H49  H 0 1 N N N -27.688 -1.359 20.156 -6.676 -2.187 -1.724 H61  CXP 38 
50U H49A H49A H 0 0 N N N -29.327 -1.081 20.879 -6.412 -2.712 -0.044 H62  CXP 39 
50U H43  H43  H 0 1 N N N -27.458 0.920  19.470 -4.464 -1.121 -1.687 H71  CXP 40 
50U H43A H43A H 0 0 N N N -29.107 1.506  19.954 -4.176 -1.497 0.029  H72  CXP 41 
50U H5   H5   H 0 1 N N N -28.066 2.975  18.246 -4.036 0.926  0.536  H81  CXP 42 
50U H5A  H5A  H 0 1 N N N -29.553 2.180  17.622 -4.324 1.303  -1.179 H82  CXP 43 
50U H1   H1   H 0 1 N N N -26.835 -0.253 14.769 0.045  1.173  -1.952 HA   PRO 44 
50U H2   H2   H 0 1 N N N -28.264 -0.214 12.802 1.334  2.863  -0.158 HB2  PRO 45 
50U H2A  H2A  H 0 1 N N N -28.289 1.577  12.805 0.441  3.451  -1.600 HB3  PRO 46 
50U H3   H3   H 0 1 N N N -30.500 1.260  13.460 -0.556 3.215  1.295  HG2  PRO 47 
50U H3A  H3A  H 0 1 N N N -30.180 -0.372 14.115 -0.755 4.587  0.153  HG3  PRO 48 
50U H4   H4   H 0 1 N N N -30.042 2.287  15.558 -2.351 3.393  -1.191 HD2  PRO 49 
50U H4A  H4A  H 0 1 N N N -30.212 0.686  16.248 -2.786 2.823  0.449  HD3  PRO 50 
50U HN23 HN23 H 0 0 N N N -25.118 0.087  14.010 2.382  0.817  -0.671 HN23 00S 51 
50U H24  H24  H 0 1 N N N -23.671 1.468  12.556 2.316  -0.315 1.915  H16  00S 52 
50U H24A H24A H 0 0 N N N -24.280 2.902  13.448 2.100  -1.621 0.725  H16A 00S 53 
50U H26  H26  H 0 1 N N N -24.092 2.394  16.210 4.389  0.934  2.027  H22  00S 54 
50U H27  H27  H 0 1 N N N -22.287 2.114  17.897 6.813  0.929  1.608  H21  00S 55 
50U HN46 HN46 H 0 0 N N N -18.745 1.705  18.985 9.906  0.166  0.366  HN35 00S 56 
50U HN47 HN47 H 0 0 N N N -18.151 0.004  17.859 8.127  -2.146 -1.503 HN34 00S 57 
50U HN4A HN4A H 0 0 N N N -19.075 -0.446 16.464 9.662  -1.538 -1.192 HN3A 00S 58 
50U H29  H29  H 0 1 N N N -19.658 0.618  14.829 6.293  -2.217 -1.257 H19  00S 59 
50U H30  H30  H 0 1 N N N -21.477 0.904  13.163 3.873  -2.202 -0.818 H18  00S 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 
50U C2  C3   SING N N 1  
50U C2  C1   SING N N 2  
50U C24 N23  SING N N 3  
50U C24 C25  SING N N 4  
50U N23 C7   SING N N 5  
50U C3  C4   SING N N 6  
50U C30 C25  DOUB Y N 7  
50U C30 C29  SING Y N 8  
50U C7  O22  DOUB N N 9  
50U C7  C1   SING N N 10 
50U C1  N1   SING N N 11 
50U C25 C26  SING Y N 12 
50U C29 C28  DOUB Y N 13 
50U C4  N1   SING N N 14 
50U N1  C14  SING N N 15 
50U C26 C27  DOUB Y N 16 
50U C28 C27  SING Y N 17 
50U C28 C21  SING N N 18 
50U C14 O32  DOUB N N 19 
50U C14 C5   SING N N 20 
50U N47 C21  SING N N 21 
50U C21 N46  DOUB N N 22 
50U C5  C43  SING N N 23 
50U C46 C45  SING N N 24 
50U C46 C47  SING N N 25 
50U C45 C44  SING N N 26 
50U C44 C43  SING N N 27 
50U C44 C49  SING N N 28 
50U C47 C48  SING N N 29 
50U C48 C49  SING N N 30 
50U C1  H1   SING N N 31 
50U N23 HN23 SING N N 32 
50U C24 H24  SING N N 33 
50U C24 H24A SING N N 34 
50U C26 H26  SING N N 35 
50U C27 H27  SING N N 36 
50U N46 HN46 SING N N 37 
50U N47 HN47 SING N N 38 
50U N47 HN4A SING N N 39 
50U C29 H29  SING N N 40 
50U C30 H30  SING N N 41 
50U C2  H2   SING N N 42 
50U C2  H2A  SING N N 43 
50U C3  H3   SING N N 44 
50U C3  H3A  SING N N 45 
50U C4  H4   SING N N 46 
50U C4  H4A  SING N N 47 
50U C5  H5   SING N N 48 
50U C5  H5A  SING N N 49 
50U C43 H43  SING N N 50 
50U C43 H43A SING N N 51 
50U C44 H44  SING N N 52 
50U C49 H49  SING N N 53 
50U C49 H49A SING N N 54 
50U C48 H48  SING N N 55 
50U C48 H48A SING N N 56 
50U C47 H47  SING N N 57 
50U C47 H47A SING N N 58 
50U C46 H46  SING N N 59 
50U C46 H46A SING N N 60 
50U C45 H45  SING N N 61 
50U C45 H45A SING N N 62 
# 
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 
50U SMILES           ACDLabs              12.01 "O=C(NCc1ccc(C(=[N@H])N)cc1)C3N(C(=O)CCC2CCCCC2)CCC3"                                                                                                                      
50U InChI            InChI                1.03  "InChI=1S/C22H32N4O2/c23-21(24)18-11-8-17(9-12-18)15-25-22(28)19-7-4-14-26(19)20(27)13-10-16-5-2-1-3-6-16/h8-9,11-12,16,19H,1-7,10,13-15H2,(H3,23,24)(H,25,28)/t19-/m0/s1" 
50U InChIKey         InChI                1.03  DOTBZTLJSXFKCP-IBGZPJMESA-N                                                                                                                                                
50U SMILES_CANONICAL CACTVS               3.385 "NC(=N)c1ccc(CNC(=O)[C@@H]2CCCN2C(=O)CCC3CCCCC3)cc1"                                                                                                                       
50U SMILES           CACTVS               3.385 "NC(=N)c1ccc(CNC(=O)[CH]2CCCN2C(=O)CCC3CCCCC3)cc1"                                                                                                                         
50U SMILES_CANONICAL "OpenEye OEToolkits" 1.7.5 "[H]/N=C(/c1ccc(cc1)CNC(=O)[C@@H]2CCCN2C(=O)CCC3CCCCC3)\N"                                                                                                                 
50U SMILES           "OpenEye OEToolkits" 1.7.5 "c1cc(ccc1CNC(=O)C2CCCN2C(=O)CCC3CCCCC3)C(=N)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 
50U "SYSTEMATIC NAME" ACDLabs              12.01 "N-(4-carbamimidoylbenzyl)-1-(3-cyclohexylpropanoyl)-L-prolinamide"                         
50U "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "(2S)-N-[(4-carbamimidoylphenyl)methyl]-1-(3-cyclohexylpropanoyl)pyrrolidine-2-carboxamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
50U "Create component"         2007-11-28 PDBJ 
50U "Modify subcomponent list" 2011-02-24 RCSB 
50U "Modify aromatic_flag"     2011-06-04 RCSB 
50U "Modify descriptor"        2011-06-04 RCSB 
50U "Modify descriptor"        2012-01-05 RCSB 
# 
