data_12U
# 
_chem_comp.id                                    12U 
_chem_comp.name                                  N-cycloheptylglycyl-N-(4-carbamimidoylbenzyl)-L-prolinamide 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H33 N5 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         (2S)-N-[(4-carbamimidoylphenyl)methyl]-1-[2-(cycloheptylamino)ethanoyl]pyrrolidine-2-carboxamide 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-01-15 
_chem_comp.pdbx_modified_date                    2009-01-09 
_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                        399.530 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     12U 
_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        2ZFS 
_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 
12U O22  O22  O 0 1 N N N 26.679 -2.894 14.824 0.286  0.902  1.622  O22  12U 1  
12U C7   C7   C 0 1 N N N 26.610 -1.709 14.500 0.838  1.227  0.592  C7   12U 2  
12U N23  N23  N 0 1 N N N 25.470 -1.326 14.011 2.092  0.804  0.338  N23  12U 3  
12U C24  C24  C 0 1 N N N 24.347 -2.135 13.657 2.789  -0.047 1.306  C24  12U 4  
12U C25  C25  C 0 1 Y N N 23.252 -2.012 14.709 4.164  -0.377 0.787  C25  12U 5  
12U C26  C26  C 0 1 Y N N 22.030 -1.431 14.326 5.232  0.449  1.092  C26  12U 6  
12U C27  C27  C 0 1 Y N N 20.913 -1.238 15.166 6.494  0.153  0.619  C27  12U 7  
12U C28  C28  C 0 1 Y N N 20.965 -1.634 16.479 6.692  -0.982 -0.168 C28  12U 8  
12U C9   C9   C 0 1 N N N 19.840 -1.482 17.486 8.044  -1.306 -0.678 C9   12U 9  
12U N10  N10  N 0 1 N N N 19.016 -0.467 17.291 9.051  -0.530 -0.392 N10  12U 10 
12U N11  N11  N 0 1 N N N 19.682 -2.311 18.507 8.237  -2.427 -1.455 N11  12U 11 
12U C29  C29  C 0 1 Y N N 22.186 -2.211 16.855 5.612  -1.810 -0.472 C29  12U 12 
12U C30  C30  C 0 1 Y N N 23.309 -2.408 16.024 4.356  -1.506 0.011  C30  12U 13 
12U C1   C1   C 0 1 N N S 27.744 -0.794 14.631 0.119  2.097  -0.407 C1   12U 14 
12U C2   C2   C 0 1 N N N 28.343 -0.620 13.231 0.312  3.593  -0.054 C2   12U 15 
12U C3   C3   C 0 1 N N N 29.659 -1.335 13.278 -0.931 4.234  -0.728 C3   12U 16 
12U C4   C4   C 0 1 N N N 29.993 -1.317 14.763 -2.021 3.159  -0.535 C4   12U 17 
12U N1   N1   N 0 1 N N N 28.702 -1.040 15.427 -1.336 1.875  -0.327 N1   12U 18 
12U C14  C14  C 0 1 N N N 28.633 -1.033 16.723 -1.939 0.691  -0.102 C14  12U 19 
12U O32  O32  O 0 1 N N N 27.526 -0.784 17.209 -1.271 -0.293 0.137  O32  12U 20 
12U C5   C5   C 0 1 N N N 29.783 -1.245 17.673 -3.441 0.589  -0.148 C5   12U 21 
12U N21  N21  N 0 1 N N N 29.533 -0.500 18.937 -3.847 -0.795 0.128  N21  12U 22 
12U C49  C49  C 0 1 N N N 29.854 0.944  18.928 -5.310 -0.932 0.092  C49  12U 23 
12U C48  C48  C 0 1 N N N 31.279 1.199  19.294 -5.739 -2.135 0.957  C48  12U 24 
12U C47  C47  C 0 1 N N N 31.391 1.280  20.799 -7.141 -2.069 1.342  C47  12U 25 
12U C46  C46  C 0 1 N N N 31.225 2.648  21.389 -8.087 -2.099 0.125  C46  12U 26 
12U C52  C52  C 0 1 N N N 29.908 3.221  21.143 -8.138 -0.720 -0.475 C52  12U 27 
12U C51  C51  C 0 1 N N N 29.417 2.777  19.842 -7.129 -0.539 -1.625 C51  12U 28 
12U C50  C50  C 0 1 N N N 28.769 1.496  19.565 -5.759 -1.177 -1.323 C50  12U 29 
12U HN23 HN23 H 0 0 N N N 25.365 -0.342 13.864 2.534  1.064  -0.486 HN23 12U 30 
12U H24  H24  H 0 1 N N N 23.954 -1.802 12.685 2.875  0.480  2.256  H24  12U 31 
12U H24A H24A H 0 0 N N N 24.668 -3.185 13.596 2.225  -0.968 1.451  H24A 12U 32 
12U H26  H26  H 0 1 N N N 21.939 -1.104 13.301 5.077  1.327  1.702  H26  12U 33 
12U H27  H27  H 0 1 N N N 20.017 -0.779 14.776 7.326  0.798  0.858  H27  12U 34 
12U HN10 HN10 H 0 0 N N N 18.331 -0.486 18.019 9.936  -0.743 -0.726 HN10 12U 35 
12U HN11 HN11 H 0 0 N N N 20.410 -2.995 18.460 7.487  -3.004 -1.668 HN11 12U 36 
12U HN1A HN1A H 0 0 N N N 18.963 -2.262 19.200 9.122  -2.639 -1.789 HN1A 12U 37 
12U H29  H29  H 0 1 N N N 22.276 -2.536 17.881 5.760  -2.690 -1.081 H29  12U 38 
12U H30  H30  H 0 1 N N N 24.205 -2.866 16.417 3.519  -2.149 -0.220 H30  12U 39 
12U H1   H1   H 0 1 N N N 27.282 0.087  15.100 0.481  1.895  -1.415 H1   12U 40 
12U H2   H2   H 0 1 N N N 27.685 -1.056 12.465 0.294  3.746  1.025  H2   12U 41 
12U H2A  H2A  H 0 1 N N N 28.462 0.441  12.964 1.234  3.981  -0.487 H2A  12U 42 
12U H3   H3   H 0 1 N N N 29.582 -2.361 12.888 -1.208 5.160  -0.223 H3   12U 43 
12U H3A  H3A  H 0 1 N N N 30.432 -0.865 12.653 -0.746 4.412  -1.787 H3A  12U 44 
12U H4   H4   H 0 1 N N N 30.409 -2.282 15.089 -2.630 3.400  0.336  H4   12U 45 
12U H4A  H4A  H 0 1 N N N 30.758 -0.566 15.009 -2.649 3.105  -1.425 H4A  12U 46 
12U H5   H5   H 0 1 N N N 29.881 -2.318 17.895 -3.873 1.251  0.602  H5   12U 47 
12U H5A  H5A  H 0 1 N N N 30.711 -0.877 17.210 -3.795 0.881  -1.137 H5A  12U 48 
12U HN21 HN21 H 0 0 N N N 28.558 -0.584 19.142 -3.408 -1.436 -0.515 HN21 12U 49 
12U H49  H49  H 0 1 N N N 29.924 1.484  17.972 -5.772 -0.023 0.474  H49  12U 50 
12U H48  H48  H 0 1 N N N 31.910 0.379  18.920 -5.571 -3.053 0.394  H48  12U 51 
12U H48A H48A H 0 0 N N N 31.616 2.145  18.844 -5.126 -2.159 1.858  H48A 12U 52 
12U H47  H47  H 0 1 N N N 30.604 0.640  21.224 -7.370 -2.916 1.988  H47  12U 53 
12U H47A H47A H 0 0 N N N 32.416 0.965  21.045 -7.311 -1.147 1.899  H47A 12U 54 
12U H46  H46  H 0 1 N N N 31.372 2.575  22.477 -7.711 -2.806 -0.614 H46  12U 55 
12U H46A H46A H 0 0 N N N 31.966 3.306  20.910 -9.086 -2.396 0.445  H46A 12U 56 
12U H52  H52  H 0 1 N N N 29.213 2.891  21.929 -9.143 -0.537 -0.856 H52  12U 57 
12U H52A H52A H 0 0 N N N 29.979 4.319  21.152 -7.920 0.012  0.303  H52A 12U 58 
12U H51  H51  H 0 1 N N N 28.665 3.529  19.563 -7.538 -0.996 -2.526 H51  12U 59 
12U H51A H51A H 0 0 N N N 30.367 2.643  19.304 -6.989 0.526  -1.806 H51A 12U 60 
12U H50  H50  H 0 1 N N N 27.863 1.567  18.946 -5.018 -0.760 -2.006 H50  12U 61 
12U H50A H50A H 0 0 N N N 28.351 0.945  20.421 -5.826 -2.252 -1.492 H50A 12U 62 
# 
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 
12U O22 C7   DOUB N N 1  
12U C7  N23  SING N N 2  
12U C7  C1   SING N N 3  
12U N23 C24  SING N N 4  
12U C24 C25  SING N N 5  
12U C25 C26  DOUB N N 6  
12U C25 C30  SING N N 7  
12U C26 C27  SING N N 8  
12U C27 C28  DOUB Y N 9  
12U C28 C9   SING Y N 10 
12U C28 C29  SING Y N 11 
12U C9  N10  DOUB N N 12 
12U C9  N11  SING Y N 13 
12U C29 C30  DOUB N N 14 
12U C1  C2   SING N N 15 
12U C1  N1   SING Y N 16 
12U C2  C3   SING N N 17 
12U C3  C4   SING N N 18 
12U C4  N1   SING N N 19 
12U N1  C14  SING N N 20 
12U C14 O32  DOUB N N 21 
12U C14 C5   SING Y N 22 
12U C5  N21  SING N N 23 
12U N21 C49  SING N N 24 
12U C49 C48  SING N N 25 
12U C49 C50  SING N N 26 
12U C48 C47  SING N N 27 
12U C47 C46  SING N N 28 
12U C46 C52  SING N N 29 
12U C52 C51  SING N N 30 
12U C51 C50  SING N N 31 
12U N23 HN23 SING N N 32 
12U C24 H24  SING N N 33 
12U C24 H24A SING N N 34 
12U C26 H26  SING N N 35 
12U C27 H27  SING N N 36 
12U N10 HN10 SING N N 37 
12U N11 HN11 SING N N 38 
12U N11 HN1A SING N N 39 
12U C29 H29  SING N N 40 
12U C30 H30  SING N N 41 
12U C1  H1   SING N N 42 
12U C2  H2   SING N N 43 
12U C2  H2A  SING N N 44 
12U C3  H3   SING N N 45 
12U C3  H3A  SING N N 46 
12U C4  H4   SING N N 47 
12U C4  H4A  SING N N 48 
12U C5  H5   SING N N 49 
12U C5  H5A  SING N N 50 
12U N21 HN21 SING N N 51 
12U C49 H49  SING N N 52 
12U C48 H48  SING N N 53 
12U C48 H48A SING N N 54 
12U C47 H47  SING N N 55 
12U C47 H47A SING N N 56 
12U C46 H46  SING N N 57 
12U C46 H46A SING N N 58 
12U C52 H52  SING N N 59 
12U C52 H52A SING N N 60 
12U C51 H51  SING N N 61 
12U C51 H51A SING N N 62 
12U C50 H50  SING N N 63 
12U C50 H50A SING N N 64 
# 
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 
12U SMILES           ACDLabs              10.04 O=C(NCc1ccc(C(=[N@H])N)cc1)C3N(C(=O)CNC2CCCCCC2)CCC3                                                                                                                                         
12U InChI            InChI                1.02b InChI=1/C22H33N5O2/c23-21(24)17-11-9-16(10-12-17)14-26-22(29)19-8-5-13-27(19)20(28)15-25-18-6-3-1-2-4-7-18/h9-12,18-19,25H,1-8,13-15H2,(H3,23,24)(H,26,29)/t19-/m0/s1/f/h23,26H,24H2/b23-21- 
12U InChIKey         InChI                1.02b BYTJPDBCLWUEBU-ZCHCCVDADU                                                                                                                                                                    
12U SMILES_CANONICAL CACTVS               3.341 NC(=N)c1ccc(CNC(=O)[C@@H]2CCCN2C(=O)CNC3CCCCCC3)cc1                                                                                                                                          
12U SMILES           CACTVS               3.341 NC(=N)c1ccc(CNC(=O)[CH]2CCCN2C(=O)CNC3CCCCCC3)cc1                                                                                                                                            
12U SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 [H]/N=C(/c1ccc(cc1)CNC(=O)[C@@H]2CCCN2C(=O)CNC3CCCCCC3)\N                                                                                                                                    
12U SMILES           "OpenEye OEToolkits" 1.5.0 [H]N=C(c1ccc(cc1)CNC(=O)C2CCCN2C(=O)CNC3CCCCCC3)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 
12U "SYSTEMATIC NAME" ACDLabs              10.04 N-cycloheptylglycyl-N-(4-carbamimidoylbenzyl)-L-prolinamide                                      
12U "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2S)-N-[(4-carbamimidoylphenyl)methyl]-1-[2-(cycloheptylamino)ethanoyl]pyrrolidine-2-carboxamide 
# 
