data_45U
# 
_chem_comp.id                                    45U 
_chem_comp.name                                  (S)-N-(4-carbamimidoylbenzyl)-1-(2-(cyclopentyloxy)ethanoyl)pyrrolidine-2-carboxamide 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H28 N4 O3" 
_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                        372.461 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     45U 
_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        2ZDL 
_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 
45U O32  O32  O 0 1 N N N -27.114 1.250  17.312 2.343  -0.694 0.666  O32  45U 1  
45U C14  C14  C 0 1 N N N -28.289 1.268  16.975 2.758  0.410  0.383  C14  45U 2  
45U C5   C5   C 0 1 N N N -29.201 1.524  18.166 4.204  0.597  0.002  C5   45U 3  
45U O21  O21  O 0 1 N N N -30.210 0.579  18.295 4.876  -0.664 0.048  O21  45U 4  
45U C44  C44  C 0 1 N N N -30.421 -0.513 19.154 6.260  -0.598 -0.299 C44  45U 5  
45U C49  C49  C 0 1 N N N -29.046 -1.222 19.219 6.719  -1.921 -0.944 C49  45U 6  
45U C48  C48  C 0 1 N N N -29.277 -2.699 19.530 8.146  -2.188 -0.434 C48  45U 7  
45U C47  C47  C 0 1 N N N -30.717 -2.998 19.228 8.505  -1.017 0.504  C47  45U 8  
45U C45  C45  C 0 1 N N N -31.239 -1.715 18.513 7.133  -0.474 0.975  C45  45U 9  
45U N1   N1   N 0 1 N N N -28.600 1.076  15.680 1.925  1.469  0.404  N1   45U 10 
45U C1   C1   C 0 1 N N S -27.631 0.537  14.742 0.496  1.428  0.751  C1   45U 11 
45U C2   C2   C 0 1 N N N -28.442 0.419  13.456 -0.050 2.865  0.613  C2   45U 12 
45U C3   C3   C 0 1 N N N -29.810 1.051  13.661 0.968  3.533  -0.349 C3   45U 13 
45U C4   C4   C 0 1 N N N -30.045 1.076  15.160 2.295  2.861  0.091  C4   45U 14 
45U C7   C7   C 0 1 N N N -26.588 1.607  14.567 -0.234 0.506  -0.193 C7   45U 15 
45U O22  O22  O 0 1 N N N -26.765 2.784  14.801 0.374  -0.066 -1.073 O22  45U 16 
45U N23  N23  N 0 1 N N N -25.448 1.195  14.089 -1.561 0.318  -0.058 N23  45U 17 
45U C24  C24  C 0 1 N N N -24.367 2.032  13.562 -2.271 -0.578 -0.975 C24  45U 18 
45U C25  C25  C 0 1 Y N N -23.271 1.866  14.635 -3.733 -0.613 -0.612 C25  45U 19 
45U C26  C26  C 0 1 Y N N -22.006 1.378  14.365 -4.195 -1.546 0.299  C26  45U 20 
45U C27  C27  C 0 1 Y N N -20.968 1.207  15.315 -5.532 -1.583 0.635  C27  45U 21 
45U C28  C28  C 0 1 Y N N -21.035 1.497  16.672 -6.419 -0.677 0.055  C28  45U 22 
45U C21  C21  C 0 1 N N N -19.877 1.289  17.645 -7.856 -0.711 0.412  C21  45U 23 
45U N46  N46  N 0 1 N N N -19.061 0.287  17.318 -8.730 0.186  -0.163 N46  45U 24 
45U N47  N47  N 0 1 N N N -19.714 2.050  18.720 -8.294 -1.588 1.269  N47  45U 25 
45U C29  C29  C 0 1 Y N N -22.287 1.978  16.934 -5.948 0.262  -0.863 C29  45U 26 
45U C30  C30  C 0 1 Y N N -23.358 2.161  15.991 -4.607 0.292  -1.187 C30  45U 27 
45U H5   H5   H 0 1 N N N -28.589 1.501  19.080 4.264  1.004  -1.007 H5   45U 28 
45U H5A  H5A  H 0 1 N N N -29.683 2.500  18.008 4.678  1.286  0.701  H5A  45U 29 
45U H44  H44  H 0 1 N N N -30.906 -0.108 20.055 6.445  0.239  -0.973 H44  45U 30 
45U H49  H49  H 0 1 N N N -28.529 -1.121 18.254 6.057  -2.733 -0.643 H49  45U 31 
45U H49A H49A H 0 0 N N N -28.423 -0.765 20.002 6.723  -1.826 -2.030 H49A 45U 32 
45U H48  H48  H 0 1 N N N -28.620 -3.326 18.909 8.177  -3.129 0.116  H48  45U 33 
45U H48A H48A H 0 0 N N N -29.048 -2.915 20.584 8.842  -2.222 -1.272 H48A 45U 34 
45U H47  H47  H 0 1 N N N -31.283 -3.198 20.150 9.086  -1.373 1.355  H47  45U 35 
45U H47A H47A H 0 0 N N N -30.834 -3.898 18.607 9.055  -0.248 -0.038 H47A 45U 36 
45U H45  H45  H 0 1 N N N -32.319 -1.586 18.679 7.215  0.567  1.287  H45  45U 37 
45U H45A H45A H 0 0 N N N -31.097 -1.769 17.424 6.730  -1.088 1.780  H45A 45U 38 
45U H1   H1   H 0 1 N N N -27.155 -0.409 15.038 0.373  1.081  1.776  H1   45U 39 
45U H2   H2   H 0 1 N N N -28.564 -0.643 13.195 -1.047 2.855  0.173  H2   45U 40 
45U H2A  H2A  H 0 1 N N N -27.916 0.938  12.641 -0.058 3.371  1.578  H2A  45U 41 
45U H3   H3   H 0 1 N N N -29.830 2.071  13.250 0.734  3.301  -1.388 H3   45U 42 
45U H3A  H3A  H 0 1 N N N -30.595 0.480  13.143 1.007  4.610  -0.190 H3A  45U 43 
45U H4   H4   H 0 1 N N N -30.607 1.965  15.482 2.699  3.359  0.972  H4   45U 44 
45U H4A  H4A  H 0 1 N N N -30.659 0.244  15.534 3.020  2.882  -0.724 H4A  45U 45 
45U HN23 HN23 H 0 0 N N N -25.295 0.207  14.081 -2.047 0.776  0.646  HN23 45U 46 
45U H24  H24  H 0 1 N N N -24.028 1.691  12.572 -2.158 -0.215 -1.997 H24  45U 47 
45U H24A H24A H 0 0 N N N -24.664 3.078  13.397 -1.853 -1.582 -0.898 H24A 45U 48 
45U H26  H26  H 0 1 N N N -21.790 1.104  13.343 -3.507 -2.247 0.747  H26  45U 49 
45U H27  H27  H 0 1 N N N -20.032 0.812  14.948 -5.892 -2.312 1.346  H27  45U 50 
45U HN46 HN46 H 0 0 N N N -18.348 0.244  18.018 -8.405 0.839  -0.802 HN46 45U 51 
45U HN4A HN4A H 0 0 N N N -19.146 -0.311 16.521 -9.672 0.163  0.070  HN4A 45U 52 
45U HN47 HN47 H 0 0 N N N -20.458 2.718  18.727 -7.678 -2.219 1.674  HN47 45U 53 
45U H29  H29  H 0 1 N N N -22.495 2.250  17.958 -6.630 0.966  -1.316 H29  45U 54 
45U H30  H30  H 0 1 N N N -24.293 2.554  16.362 -4.240 1.022  -1.894 H30  45U 55 
# 
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 
45U C2  C3   SING N N 1  
45U C2  C1   SING N N 2  
45U C24 N23  SING N N 3  
45U C24 C25  SING N N 4  
45U C3  C4   SING N N 5  
45U N23 C7   SING N N 6  
45U C26 C25  DOUB N N 7  
45U C26 C27  SING N N 8  
45U C7  C1   SING N N 9  
45U C7  O22  DOUB N N 10 
45U C25 C30  SING N N 11 
45U C1  N1   SING N N 12 
45U C4  N1   SING N N 13 
45U C27 C28  DOUB N N 14 
45U N1  C14  SING N N 15 
45U C30 C29  DOUB N N 16 
45U C28 C29  SING N N 17 
45U C28 C21  SING N N 18 
45U C14 O32  DOUB N N 19 
45U C14 C5   SING N N 20 
45U N46 C21  SING N N 21 
45U C21 N47  DOUB N N 22 
45U C5  O21  SING N N 23 
45U O21 C44  SING N N 24 
45U C45 C44  SING N N 25 
45U C45 C47  SING N N 26 
45U C44 C49  SING N N 27 
45U C49 C48  SING N N 28 
45U C47 C48  SING N N 29 
45U C5  H5   SING N N 30 
45U C5  H5A  SING N N 31 
45U C44 H44  SING N N 32 
45U C49 H49  SING N N 33 
45U C49 H49A SING N N 34 
45U C48 H48  SING N N 35 
45U C48 H48A SING N N 36 
45U C47 H47  SING N N 37 
45U C47 H47A SING N N 38 
45U C45 H45  SING N N 39 
45U C45 H45A SING N N 40 
45U C1  H1   SING N N 41 
45U C2  H2   SING Y N 42 
45U C2  H2A  SING Y N 43 
45U C3  H3   SING Y N 44 
45U C3  H3A  SING N N 45 
45U C4  H4   SING Y N 46 
45U C4  H4A  SING N N 47 
45U N23 HN23 SING Y N 48 
45U C24 H24  SING N N 49 
45U C24 H24A SING N N 50 
45U C26 H26  SING N N 51 
45U C27 H27  SING N N 52 
45U N46 HN46 SING N N 53 
45U N46 HN4A SING N N 54 
45U N47 HN47 SING N N 55 
45U C29 H29  SING Y N 56 
45U C30 H30  SING N N 57 
# 
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 
45U SMILES           ACDLabs              10.04 O=C(NCc1ccc(C(=[N@H])N)cc1)C3N(C(=O)COC2CCCC2)CCC3                                                                                                                                  
45U InChI            InChI                1.02b InChI=1/C20H28N4O3/c21-19(22)15-9-7-14(8-10-15)12-23-20(26)17-6-3-11-24(17)18(25)13-27-16-4-1-2-5-16/h7-10,16-17H,1-6,11-13H2,(H3,21,22)(H,23,26)/t17-/m0/s1/f/h21,23H,22H2/b21-19+ 
45U InChIKey         InChI                1.02b ZWXWAYUCJVQHOR-LUZLBXFBDV                                                                                                                                                           
45U SMILES_CANONICAL CACTVS               3.341 NC(=N)c1ccc(CNC(=O)[C@@H]2CCCN2C(=O)COC3CCCC3)cc1                                                                                                                                   
45U SMILES           CACTVS               3.341 NC(=N)c1ccc(CNC(=O)[CH]2CCCN2C(=O)COC3CCCC3)cc1                                                                                                                                     
45U SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 [H]/N=C(\c1ccc(cc1)CNC(=O)[C@@H]2CCCN2C(=O)COC3CCCC3)/N                                                                                                                             
45U SMILES           "OpenEye OEToolkits" 1.5.0 [H]N=C(c1ccc(cc1)CNC(=O)C2CCCN2C(=O)COC3CCCC3)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 
45U "SYSTEMATIC NAME" ACDLabs              10.04 N-(4-carbamimidoylbenzyl)-1-[(cyclopentyloxy)acetyl]-L-prolinamide                           
45U "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2S)-N-[(4-carbamimidoylphenyl)methyl]-1-(2-cyclopentyloxyethanoyl)pyrrolidine-2-carboxamide 
# 
