data_49U
# 
_chem_comp.id                                    49U 
_chem_comp.name                                  (S)-N-(4-carbamimidoylbenzyl)-1-(3-cyclopentylpropanoyl)pyrrolidine-2-carboxamide 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H30 N4 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-11-29 
_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                        370.489 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     49U 
_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        2ZDN 
_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 
49U O22  O22  O 0 1 N N N -26.263 2.855  14.452 0.480  -0.246 -0.868 O22  49U 1  
49U C7   C7   C 0 1 N N N -26.218 1.649  14.279 -0.173 0.476  -0.145 C7   49U 2  
49U N23  N23  N 0 1 N N N -25.084 1.145  13.896 -1.507 0.308  -0.053 N23  49U 3  
49U C24  C24  C 0 1 N N N -23.887 1.835  13.587 -2.168 -0.748 -0.825 C24  49U 4  
49U C25  C25  C 0 1 Y N N -22.833 1.687  14.612 -3.648 -0.724 -0.545 C25  49U 5  
49U C26  C26  C 0 1 Y N N -21.591 1.231  14.180 -4.165 -1.474 0.497  C26  49U 6  
49U C27  C27  C 0 1 Y N N -20.560 1.073  15.109 -5.519 -1.455 0.758  C27  49U 7  
49U C28  C28  C 0 1 Y N N -20.741 1.360  16.456 -6.368 -0.679 -0.029 C28  49U 8  
49U C9   C9   C 0 1 N N N -19.616 1.183  17.436 -7.823 -0.654 0.247  C9   49U 9  
49U N46  N46  N 0 1 N N N -19.474 2.030  18.445 -8.312 -1.359 1.227  N46  49U 10 
49U N47  N47  N 0 1 N N N -18.765 0.181  17.291 -8.659 0.114  -0.534 N47  49U 11 
49U C29  C29  C 0 1 Y N N -21.987 1.810  16.838 -5.842 0.075  -1.078 C29  49U 12 
49U C30  C30  C 0 1 Y N N -23.026 1.973  15.929 -4.485 0.053  -1.326 C30  49U 13 
49U C1   C1   C 0 1 N N S -27.416 0.793  14.537 0.507  1.558  0.654  C1   49U 14 
49U C2   C2   C 0 1 N N N -28.451 0.952  13.443 -0.020 2.941  0.219  C2   49U 15 
49U C3   C3   C 0 1 N N N -29.848 0.925  14.015 1.253  3.827  0.261  C3   49U 16 
49U C4   C4   C 0 1 N N N -29.615 1.453  15.415 2.342  2.829  -0.207 C4   49U 17 
49U N1   N1   N 0 1 N N N -28.190 1.202  15.702 1.953  1.539  0.391  N1   49U 18 
49U C14  C14  C 0 1 N N N -27.626 1.341  16.897 2.786  0.512  0.654  C14  49U 19 
49U O32  O32  O 0 1 N N N -26.413 1.222  17.033 2.354  -0.507 1.150  O32  49U 20 
49U C5   C5   C 0 1 N N N -28.549 1.647  18.020 4.253  0.631  0.332  C5   49U 21 
49U C21  C21  C 0 1 N N N -28.474 0.634  19.118 4.968  -0.663 0.725  C21  49U 22 
49U C44  C44  C 0 1 N N N -29.164 -0.634 18.610 6.458  -0.543 0.398  C44  49U 23 
49U C49  C49  C 0 1 N N N -29.117 -1.655 19.775 7.210  -1.787 0.903  C49  49U 24 
49U C48  C48  C 0 1 N N N -30.229 -2.677 19.483 7.844  -2.451 -0.337 C48  49U 25 
49U C47  C47  C 0 1 N N N -31.294 -1.902 18.711 7.963  -1.300 -1.366 C47  49U 26 
49U C45  C45  C 0 1 N N N -30.681 -0.541 18.260 6.661  -0.495 -1.130 C45  49U 27 
49U HN23 HN23 H 0 0 N N N -25.053 0.149  13.809 -2.030 0.885  0.525  HN23 49U 28 
49U H24  H24  H 0 1 N N N -23.499 1.436  12.638 -1.996 -0.581 -1.888 H24  49U 29 
49U H24A H24A H 0 0 N N N -24.136 2.905  13.531 -1.760 -1.717 -0.538 H24A 49U 30 
49U H26  H26  H 0 1 N N N -21.426 1.002  13.138 -3.506 -2.075 1.106  H26  49U 31 
49U H27  H27  H 0 1 N N N -19.597 0.719  14.771 -5.921 -2.042 1.572  H27  49U 32 
49U HN46 HN46 H 0 0 N N N -20.202 2.714  18.391 -7.723 -1.900 1.776  HN46 49U 33 
49U HN47 HN47 H 0 0 N N N -18.093 0.225  18.030 -8.295 0.639  -1.264 HN47 49U 34 
49U HN4A HN4A H 0 0 N N N -18.790 -0.506 16.564 -9.612 0.130  -0.353 HN4A 49U 35 
49U H29  H29  H 0 1 N N N -22.162 2.044  17.878 -6.495 0.678  -1.692 H29  49U 36 
49U H30  H30  H 0 1 N N N -23.988 2.327  16.268 -4.075 0.640  -2.135 H30  49U 37 
49U H1   H1   H 0 1 N N N -26.982 -0.213 14.637 0.321  1.406  1.717  H1   49U 38 
49U H2   H2   H 0 1 N N N -28.342 0.126  12.724 -0.427 2.899  -0.792 H2   49U 39 
49U H2A  H2A  H 0 1 N N N -28.292 1.921  12.946 -0.768 3.308  0.922  H2A  49U 40 
49U H3   H3   H 0 1 N N N -30.543 1.557  13.443 1.169  4.666  -0.430 H3   49U 41 
49U H3A  H3A  H 0 1 N N N -30.320 -0.068 13.988 1.453  4.176  1.274  H3A  49U 42 
49U H4   H4   H 0 1 N N N -29.840 2.528  15.469 2.348  2.757  -1.294 H4   49U 43 
49U H4A  H4A  H 0 1 N N N -30.269 0.959  16.148 3.322  3.137  0.159  H4A  49U 44 
49U H5   H5   H 0 1 N N N -28.279 2.630  18.434 4.378  0.803  -0.737 H5   49U 45 
49U H5A  H5A  H 0 1 N N N -29.575 1.636  17.623 4.681  1.465  0.887  H5A  49U 46 
49U H21  H21  H 0 1 N N N -27.424 0.422  19.369 4.844  -0.836 1.795  H21  49U 47 
49U H21A H21A H 0 0 N N N -28.966 1.008  20.028 4.540  -1.498 0.170  H21A 49U 48 
49U H44  H44  H 0 1 N N N -28.632 -0.882 17.680 6.870  0.355  0.859  H44  49U 49 
49U H49  H49  H 0 1 N N N -28.136 -2.150 19.819 7.988  -1.492 1.607  H49  49U 50 
49U H49A H49A H 0 0 N N N -29.267 -1.164 20.748 6.515  -2.476 1.381  H49A 49U 51 
49U H48  H48  H 0 1 N N N -30.641 -3.086 20.417 8.830  -2.849 -0.094 H48  49U 52 
49U H48A H48A H 0 0 N N N -29.853 -3.537 18.910 7.198  -3.242 -0.719 H48A 49U 53 
49U H47  H47  H 0 1 N N N -32.167 -1.723 19.356 8.839  -0.686 -1.159 H47  49U 54 
49U H47A H47A H 0 0 N N N -31.619 -2.479 17.833 7.999  -1.692 -2.382 H47A 49U 55 
49U H45  H45  H 0 1 N N N -31.155 0.297  18.792 5.822  -0.968 -1.642 H45  49U 56 
49U H45A H45A H 0 0 N N N -30.841 -0.358 17.187 6.782  0.535  -1.467 H45A 49U 57 
# 
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 
49U C2  C3   SING N N 1  
49U C2  C1   SING N N 2  
49U C24 N23  SING N N 3  
49U C24 C25  SING N N 4  
49U N23 C7   SING N N 5  
49U C3  C4   SING N N 6  
49U C26 C25  DOUB N N 7  
49U C26 C27  SING N N 8  
49U C7  O22  DOUB Y N 9  
49U C7  C1   SING Y N 10 
49U C1  N1   SING Y N 11 
49U C25 C30  SING N N 12 
49U C27 C28  DOUB Y N 13 
49U C4  N1   SING N N 14 
49U N1  C14  SING Y N 15 
49U C30 C29  DOUB N N 16 
49U C28 C29  SING N N 17 
49U C28 C9   SING N N 18 
49U C14 O32  DOUB N N 19 
49U C14 C5   SING N N 20 
49U N47 C9   SING N N 21 
49U C9  N46  DOUB N N 22 
49U C5  C21  SING Y N 23 
49U C45 C44  SING N N 24 
49U C45 C47  SING N N 25 
49U C44 C21  SING N N 26 
49U C44 C49  SING N N 27 
49U C47 C48  SING N N 28 
49U C48 C49  SING N N 29 
49U N23 HN23 SING N N 30 
49U C24 H24  SING N N 31 
49U C24 H24A SING N N 32 
49U C26 H26  SING N N 33 
49U C27 H27  SING N N 34 
49U N46 HN46 SING N N 35 
49U N47 HN47 SING N N 36 
49U N47 HN4A SING N N 37 
49U C29 H29  SING N N 38 
49U C30 H30  SING N N 39 
49U C1  H1   SING N N 40 
49U C2  H2   SING N N 41 
49U C2  H2A  SING N N 42 
49U C3  H3   SING N N 43 
49U C3  H3A  SING N N 44 
49U C4  H4   SING N N 45 
49U C4  H4A  SING N N 46 
49U C5  H5   SING N N 47 
49U C5  H5A  SING N N 48 
49U C21 H21  SING N N 49 
49U C21 H21A SING N N 50 
49U C44 H44  SING N N 51 
49U C49 H49  SING N N 52 
49U C49 H49A SING N N 53 
49U C48 H48  SING N N 54 
49U C48 H48A SING N N 55 
49U C47 H47  SING N N 56 
49U C47 H47A SING N N 57 
49U C45 H45  SING N N 58 
49U C45 H45A SING N N 59 
# 
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 
49U SMILES           ACDLabs              10.04 O=C(NCc1ccc(C(=[N@H])N)cc1)C3N(C(=O)CCC2CCCC2)CCC3                                                                                                                                         
49U InChI            InChI                1.02b InChI=1/C21H30N4O2/c22-20(23)17-10-7-16(8-11-17)14-24-21(27)18-6-3-13-25(18)19(26)12-9-15-4-1-2-5-15/h7-8,10-11,15,18H,1-6,9,12-14H2,(H3,22,23)(H,24,27)/t18-/m0/s1/f/h22,24H,23H2/b22-20+ 
49U InChIKey         InChI                1.02b BNCHHUFGEOJCNH-SMQPHIRKDL                                                                                                                                                                  
49U SMILES_CANONICAL CACTVS               3.341 NC(=N)c1ccc(CNC(=O)[C@@H]2CCCN2C(=O)CCC3CCCC3)cc1                                                                                                                                          
49U SMILES           CACTVS               3.341 NC(=N)c1ccc(CNC(=O)[CH]2CCCN2C(=O)CCC3CCCC3)cc1                                                                                                                                            
49U SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 [H]/N=C(\c1ccc(cc1)CNC(=O)[C@@H]2CCCN2C(=O)CCC3CCCC3)/N                                                                                                                                    
49U SMILES           "OpenEye OEToolkits" 1.5.0 [H]N=C(c1ccc(cc1)CNC(=O)C2CCCN2C(=O)CCC3CCCC3)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 
49U "SYSTEMATIC NAME" ACDLabs              10.04 N-(4-carbamimidoylbenzyl)-1-(3-cyclopentylpropanoyl)-L-prolinamide                         
49U "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2S)-N-[(4-carbamimidoylphenyl)methyl]-1-(3-cyclopentylpropanoyl)pyrrolidine-2-carboxamide 
# 
