data_10U
# 
_chem_comp.id                                    10U 
_chem_comp.name                                  (S)-N-(4-carbamimidoylbenzyl)-1-(2-(cyclopentylamino)ethanoyl)pyrrolidine-2-carboxamide 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H29 N5 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         (2S)-1-[cyclopentylamino)acetyl-N-{4-[amino(imino)methyl]benzyl}pyrrolidine-2-carboxamide 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-12-04 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        371.477 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     10U 
_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        3BIU 
_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 
10U N1   N1   N 0 1 N N N 19.174 -13.110 21.309 1.938  1.558  0.345  N1   10U 1  
10U C14  C14  C 0 1 N N N 18.576 -13.982 22.158 2.790  0.536  0.559  C14  10U 2  
10U O32  O32  O 0 1 N N N 17.614 -13.526 22.770 2.385  -0.502 1.037  O32  10U 3  
10U C15  C15  C 0 1 N N N 19.437 -15.099 22.705 4.247  0.684  0.203  C15  10U 4  
10U C5   C5   C 0 1 N N N 20.612 -13.120 20.969 2.294  2.869  -0.227 C5   10U 5  
10U C4   C4   C 0 1 N N N 20.634 -12.420 19.584 1.204  3.839  0.294  C4   10U 6  
10U C3   C3   C 0 1 N N N 19.556 -11.337 19.765 -0.058 2.937  0.259  C3   10U 7  
10U C2   C2   C 0 1 N N S 18.615 -11.826 20.878 0.497  1.548  0.639  C2   10U 8  
10U C7   C7   C 0 1 N N N 17.198 -11.989 20.349 -0.191 0.481  -0.174 C7   10U 9  
10U N23  N23  N 0 1 N N N 16.332 -10.954 20.482 -1.523 0.306  -0.067 N23  10U 10 
10U C24  C24  C 0 1 N N N 15.028 -10.956 19.819 -2.192 -0.730 -0.858 C24  10U 11 
10U C25  C25  C 0 1 Y N N 13.965 -10.920 20.897 -3.668 -0.718 -0.556 C25  10U 12 
10U C30  C30  C 0 1 Y N N 13.450 -12.090 21.418 -4.167 -1.497 0.473  C30  10U 13 
10U C29  C29  C 0 1 Y N N 12.479 -12.052 22.401 -5.518 -1.490 0.754  C29  10U 14 
10U C28  C28  C 0 1 Y N N 12.010 -10.829 22.876 -6.381 -0.696 -0.001 C28  10U 15 
10U C31  C31  C 0 1 N N N 10.901 -10.776 23.860 -7.831 -0.683 0.296  C31  10U 16 
10U N49  N49  N 0 1 N N N 10.516 -11.851 24.999 -8.304 -1.415 1.264  N49  10U 17 
10U N48  N48  N 0 1 N N N 10.462 -9.459  24.444 -8.681 0.103  -0.451 N48  10U 18 
10U C27  C27  C 0 1 Y N N 12.535 -9.653  22.342 -5.871 0.088  -1.036 C27  10U 19 
10U C26  C26  C 0 1 Y N N 13.501 -9.706  21.366 -4.518 0.077  -1.304 C26  10U 20 
10U O22  O22  O 0 1 N N N 16.787 -13.126 20.155 0.454  -0.220 -0.925 O22  10U 21 
10U N16  N16  N 0 1 N N N 19.073 -15.246 24.100 4.959  -0.558 0.530  N16  10U 22 
10U C17  C17  C 0 1 N N N 19.813 -14.062 24.577 6.386  -0.451 0.196  C17  10U 23 
10U C21  C21  C 0 1 N N N 21.322 -14.120 24.240 6.618  -0.867 -1.271 C21  10U 24 
10U C20  C20  C 0 1 N N N 21.886 -12.993 25.131 7.973  -1.616 -1.244 C20  10U 25 
10U C19  C19  C 0 1 N N N 21.126 -13.158 26.466 7.906  -2.396 0.093  C19  10U 26 
10U C18  C18  C 0 1 N N N 19.806 -13.903 26.129 7.205  -1.423 1.063  C18  10U 27 
10U H15  H15  H 0 1 N N N 19.251 -16.034 22.157 4.342  0.888  -0.863 H15  10U 28 
10U H15A H15A H 0 0 N N N 20.507 -14.869 22.594 4.678  1.509  0.771  H15A 10U 29 
10U H5   H5   H 0 1 N N N 21.014 -14.143 20.918 3.278  3.181  0.123  H5   10U 30 
10U H5A  H5A  H 0 1 N N N 21.241 -12.620 21.720 2.276  2.826  -1.316 H5A  10U 31 
10U H4   H4   H 0 1 N N N 20.392 -13.113 18.765 1.426  4.161  1.312  H4   10U 32 
10U H4A  H4A  H 0 1 N N N 21.620 -12.022 19.304 1.090  4.696  -0.369 H4A  10U 33 
10U H3   H3   H 0 1 N N N 20.019 -10.380 20.048 -0.793 3.274  0.990  H3   10U 34 
10U H3A  H3A  H 0 1 N N N 19.004 -11.172 18.828 -0.489 2.915  -0.742 H3A  10U 35 
10U H2   H2   H 0 1 N N N 18.548 -11.112 21.712 0.342  1.364  1.702  H2   10U 36 
10U HN23 HN23 H 0 0 N N N 16.591 -10.171 21.047 -2.039 0.867  0.533  HN23 10U 37 
10U H24  H24  H 0 1 N N N 14.935 -10.075 19.167 -2.036 -0.535 -1.919 H24  10U 38 
10U H24A H24A H 0 0 N N N 14.914 -11.855 19.196 -1.777 -1.705 -0.603 H24A 10U 39 
10U H30  H30  H 0 1 N N N 13.808 -13.042 21.055 -3.498 -2.112 1.056  H30  10U 40 
10U H29  H29  H 0 1 N N N 12.083 -12.973 22.802 -5.907 -2.099 1.557  H29  10U 41 
10U HN49 HN49 H 0 0 N N N 10.883 -12.742 24.731 -7.706 -1.969 1.790  HN49 10U 42 
10U HN48 HN48 H 0 0 N N N 9.712  -9.660  25.074 -8.329 0.648  -1.172 HN48 10U 43 
10U HN4A HN4A H 0 0 N N N 10.846 -8.558  24.241 -9.631 0.111  -0.257 HN4A 10U 44 
10U H27  H27  H 0 1 N N N 12.181 -8.696  22.697 -6.535 0.705  -1.625 H27  10U 45 
10U H26  H26  H 0 1 N N N 13.902 -8.789  20.961 -4.122 0.686  -2.103 H26  10U 46 
10U HN16 HN16 H 0 0 N N N 18.089 -15.213 24.273 4.832  -0.804 1.500  HN16 10U 47 
10U H17  H17  H 0 1 N N N 19.289 -13.238 24.070 6.730  0.571  0.354  H17  10U 48 
10U H21  H21  H 0 1 N N N 21.763 -15.099 24.480 5.822  -1.530 -1.610 H21  10U 49 
10U H21A H21A H 0 0 N N N 21.542 -13.991 23.170 6.681  0.013  -1.912 H21A 10U 50 
10U H20  H20  H 0 1 N N N 22.972 -13.099 25.272 8.053  -2.301 -2.088 H20  10U 51 
10U H20A H20A H 0 0 N N N 21.748 -11.996 24.688 8.804  -0.911 -1.238 H20A 10U 52 
10U H19  H19  H 0 1 N N N 21.725 -13.740 27.181 7.318  -3.306 -0.026 H19  10U 53 
10U H19A H19A H 0 0 N N N 20.924 -12.182 26.932 8.909  -2.634 0.446  H19A 10U 54 
10U H18  H18  H 0 1 N N N 18.932 -13.324 26.461 7.947  -0.873 1.641  H18  10U 55 
10U H18A H18A H 0 0 N N N 19.742 -14.875 26.640 6.544  -1.975 1.732  H18A 10U 56 
# 
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 
10U C4  C3   SING N N 1  
10U C4  C5   SING N N 2  
10U C3  C2   SING N N 3  
10U C24 N23  SING N N 4  
10U C24 C25  SING N N 5  
10U O22 C7   DOUB N N 6  
10U C7  N23  SING N N 7  
10U C7  C2   SING N N 8  
10U C2  N1   SING N N 9  
10U C25 C26  DOUB N N 10 
10U C25 C30  SING N N 11 
10U C5  N1   SING N N 12 
10U N1  C14  SING N N 13 
10U C26 C27  SING N N 14 
10U C30 C29  DOUB N N 15 
10U C14 C15  SING N N 16 
10U C14 O32  DOUB N N 17 
10U C27 C28  DOUB N N 18 
10U C29 C28  SING N N 19 
10U C15 N16  SING N N 20 
10U C28 C31  SING N N 21 
10U C31 N48  SING N N 22 
10U C31 N49  DOUB N N 23 
10U N16 C17  SING N N 24 
10U C21 C17  SING N N 25 
10U C21 C20  SING Y N 26 
10U C17 C18  SING Y N 27 
10U C20 C19  SING Y N 28 
10U C18 C19  SING N N 29 
10U C15 H15  SING Y N 30 
10U C15 H15A SING N N 31 
10U C5  H5   SING N N 32 
10U C5  H5A  SING N N 33 
10U C4  H4   SING N N 34 
10U C4  H4A  SING N N 35 
10U C3  H3   SING N N 36 
10U C3  H3A  SING N N 37 
10U C2  H2   SING Y N 38 
10U N23 HN23 SING N N 39 
10U C24 H24  SING Y N 40 
10U C24 H24A SING N N 41 
10U C30 H30  SING N N 42 
10U C29 H29  SING N N 43 
10U N49 HN49 SING N N 44 
10U N48 HN48 SING N N 45 
10U N48 HN4A SING N N 46 
10U C27 H27  SING N N 47 
10U C26 H26  SING N N 48 
10U N16 HN16 SING N N 49 
10U C17 H17  SING N N 50 
10U C21 H21  SING N N 51 
10U C21 H21A SING N N 52 
10U C20 H20  SING N N 53 
10U C20 H20A SING N N 54 
10U C19 H19  SING N N 55 
10U C19 H19A SING N N 56 
10U C18 H18  SING N N 57 
10U C18 H18A SING N N 58 
# 
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 
10U SMILES           ACDLabs              10.04 O=C(NCc1ccc(C(=[N@H])N)cc1)C3N(C(=O)CNC2CCCC2)CCC3                                                                                                                                     
10U InChI            InChI                1.02b InChI=1/C20H29N5O2/c21-19(22)15-9-7-14(8-10-15)12-24-20(27)17-6-3-11-25(17)18(26)13-23-16-4-1-2-5-16/h7-10,16-17,23H,1-6,11-13H2,(H3,21,22)(H,24,27)/t17-/m0/s1/f/h21,24H,22H2/b21-19+ 
10U InChIKey         InChI                1.02b WXYKSWZWRHMJTE-ZRMXFHKMDP                                                                                                                                                              
10U SMILES_CANONICAL CACTVS               3.341 NC(=N)c1ccc(CNC(=O)[C@@H]2CCCN2C(=O)CNC3CCCC3)cc1                                                                                                                                      
10U SMILES           CACTVS               3.341 NC(=N)c1ccc(CNC(=O)[CH]2CCCN2C(=O)CNC3CCCC3)cc1                                                                                                                                        
10U SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(ccc1CNC(=O)[C@@H]2CCCN2C(=O)CNC3CCCC3)C(=N)N                                                                                                                                      
10U SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(ccc1CNC(=O)C2CCCN2C(=O)CNC3CCCC3)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 
10U "SYSTEMATIC NAME" ACDLabs              10.04 N-cyclopentylglycyl-N-(4-carbamimidoylbenzyl)-L-prolinamide                                      
10U "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2S)-N-[(4-carbamimidoylphenyl)methyl]-1-[2-(cyclopentylamino)ethanoyl]pyrrolidine-2-carboxamide 
# 
