data_RPR
# 
_chem_comp.id                                    RPR 
_chem_comp.name                                  
;3-[(3'-AMINOMETHYL-BIPHENYL-4-CARBONYL)-AMINO]-2-(3-CARBAMIMIDOYL-BENZYL)-BUTYRIC ACID METHYL ESTER
;
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H30 N4 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         RPR128515 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2000-05-22 
_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                        458.552 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     RPR 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1F0U 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
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 
RPR C1   C1   C 0 1 Y N N 12.505 -14.871 23.483 -1.318 -0.050 6.219  C1   RPR 1  
RPR C2   C2   C 0 1 Y N N 12.909 -13.611 23.881 0.062  -0.102 6.031  C2   RPR 2  
RPR C3   C3   C 0 1 Y N N 14.053 -13.515 24.654 0.911  -0.080 7.136  C3   RPR 3  
RPR C4   C4   C 0 1 Y N N 14.769 -14.636 25.046 0.382  -0.014 8.409  C4   RPR 4  
RPR C5   C5   C 0 1 Y N N 14.350 -15.894 24.655 -0.988 0.029  8.589  C5   RPR 5  
RPR C6   C6   C 0 1 Y N N 13.217 -16.013 23.857 -1.836 0.008  7.497  C6   RPR 6  
RPR C7   C7   C 0 1 Y N N 10.085 -11.218 22.983 2.246  -1.058 3.129  C7   RPR 7  
RPR C8   C8   C 0 1 Y N N 10.782 -10.077 22.586 1.676  -0.306 2.099  C8   RPR 8  
RPR C9   C9   C 0 1 Y N N 12.173 -10.112 22.643 0.579  0.517  2.362  C9   RPR 9  
RPR C10  C10  C 0 1 Y N N 12.840 -11.249 23.075 0.053  0.577  3.633  C10  RPR 10 
RPR C11  C11  C 0 1 Y N N 12.155 -12.387 23.459 0.624  -0.173 4.661  C11  RPR 11 
RPR C12  C12  C 0 1 Y N N 10.771 -12.355 23.414 1.723  -0.991 4.400  C12  RPR 12 
RPR C13  C13  C 0 1 N N N 10.060 -8.868  22.145 2.236  -0.377 0.734  C13  RPR 13 
RPR N14  N14  N 0 1 N N N 10.780 -8.000  21.388 1.686  0.348  -0.258 N14  RPR 14 
RPR C15  C15  C 0 1 N N R 10.284 -6.678  21.006 2.241  0.278  -1.612 C15  RPR 15 
RPR C16  C16  C 0 1 N N N 10.787 -6.351  19.594 3.323  1.348  -1.775 C16  RPR 16 
RPR C17  C17  C 0 1 N N R 10.731 -5.635  22.059 1.128  0.518  -2.633 C17  RPR 17 
RPR C18  C18  C 0 1 N N N 10.081 -4.289  21.697 0.063  -0.535 -2.472 C18  RPR 18 
RPR O19  O19  O 0 1 N N N 8.655  -4.363  21.668 -1.228 -0.216 -2.648 O19  RPR 19 
RPR C20  C20  C 0 1 N N N 12.273 -5.516  22.131 1.708  0.445  -4.047 C20  RPR 20 
RPR C21  C21  C 0 1 N N N 12.784 -17.363 23.361 -3.328 0.057  7.702  C21  RPR 21 
RPR N22  N22  N 0 1 N N N 13.285 -17.615 22.006 -3.775 1.456  7.712  N22  RPR 22 
RPR C23  C23  C 0 1 Y N N 12.257 -4.518  24.481 -0.080 -0.211 -5.665 C23  RPR 23 
RPR C24  C24  C 0 1 Y N N 12.860 -3.752  25.486 -1.075 0.111  -6.587 C24  RPR 24 
RPR C25  C25  C 0 1 Y N N 14.061 -3.096  25.217 -1.330 1.448  -6.889 C25  RPR 25 
RPR C26  C26  C 0 1 Y N N 14.629 -3.183  23.956 -0.601 2.444  -6.271 C26  RPR 26 
RPR C27  C27  C 0 1 Y N N 14.018 -3.936  22.964 0.380  2.117  -5.353 C27  RPR 27 
RPR C28  C28  C 0 1 Y N N 12.839 -4.630  23.217 0.637  0.792  -5.049 C28  RPR 28 
RPR C29  C29  C 0 1 N N N 12.242 -3.632  26.817 -1.855 -0.961 -7.246 C29  RPR 29 
RPR N30  N30  N 0 1 N N N 12.949 -3.259  27.879 -2.834 -0.638 -8.161 N30  RPR 30 
RPR N31  N31  N 0 1 N N N 10.935 -3.912  26.963 -1.615 -2.209 -6.962 N31  RPR 31 
RPR O32  O32  O 0 1 N N N 10.679 -3.286  21.443 0.372  -1.667 -2.185 O32  RPR 32 
RPR O33  O33  O 0 1 N N N 8.892  -8.652  22.435 3.194  -1.090 0.506  O33  RPR 33 
RPR C34  C34  C 0 1 N N N 7.904  -3.253  21.165 -2.254 -1.231 -2.492 C34  RPR 34 
RPR H11  1H1  H 0 1 N N N 11.601 -14.966 22.857 -1.981 -0.067 5.366  H11  RPR 35 
RPR H31  1H3  H 0 1 N N N 14.404 -12.517 24.966 1.982  -0.116 6.996  H31  RPR 36 
RPR H41  1H4  H 0 1 N N N 15.672 -14.526 25.669 1.039  0.002  9.265  H41  RPR 37 
RPR H51  1H5  H 0 1 N N N 14.910 -16.788 24.974 -1.398 0.081  9.587  H51  RPR 38 
RPR H71  1H7  H 0 1 N N N 8.982  -11.221 22.955 3.097  -1.692 2.927  H71  RPR 39 
RPR H91  1H9  H 0 1 N N N 12.755 -9.225  22.341 0.137  1.099  1.567  H91  RPR 40 
RPR H101 1H10 H 0 0 N N N 13.942 -11.248 23.114 -0.797 1.211  3.836  H101 RPR 41 
RPR H121 1H12 H 0 0 N N N 10.206 -13.249 23.726 2.164  -1.573 5.197  H121 RPR 42 
RPR H141 1H14 H 0 0 N N N 11.698 -8.342  21.104 0.921  0.917  -0.077 H141 RPR 43 
RPR H151 1H15 H 0 0 N N N 9.169  -6.658  20.981 2.678  -0.707 -1.775 H151 RPR 44 
RPR H161 1H16 H 0 0 N N N 10.408 -5.343  19.302 2.887  2.333  -1.612 H161 RPR 45 
RPR H162 2H16 H 0 0 N N N 11.895 -6.431  19.507 4.116  1.177  -1.048 H162 RPR 46 
RPR H163 3H16 H 0 0 N N N 10.516 -7.138  18.852 3.736  1.296  -2.783 H163 RPR 47 
RPR H171 1H17 H 0 0 N N N 10.399 -5.959  23.072 0.692  1.503  -2.470 H171 RPR 48 
RPR H201 1H20 H 0 0 N N N 12.722 -6.533  22.207 2.534  1.151  -4.138 H201 RPR 49 
RPR H202 2H20 H 0 0 N N N 12.668 -5.191  21.140 2.071  -0.564 -4.239 H202 RPR 50 
RPR H211 1H21 H 0 0 N N N 13.082 -18.173 24.065 -3.824 -0.476 6.891  H211 RPR 51 
RPR H212 2H21 H 0 0 N N N 11.677 -17.485 23.418 -3.580 -0.411 8.653  H212 RPR 52 
RPR H221 1H22 H 0 0 N N N 12.991 -18.531 21.669 -4.775 1.440  7.851  H221 RPR 53 
RPR H222 2H22 H 0 0 N N N 14.297 -17.503 21.953 -3.375 1.882  8.534  H222 RPR 54 
RPR H231 1H23 H 0 0 N N N 11.308 -5.041  24.688 0.121  -1.245 -5.427 H231 RPR 55 
RPR H251 1H25 H 0 0 N N N 14.562 -2.507  26.003 -2.097 1.705  -7.605 H251 RPR 56 
RPR H261 1H26 H 0 0 N N N 15.571 -2.650  23.741 -0.797 3.480  -6.504 H261 RPR 57 
RPR H271 1H27 H 0 0 N N N 14.475 -3.983  21.961 0.948  2.899  -4.871 H271 RPR 58 
RPR H301 1H30 H 0 0 N N N 12.520 -3.175  28.801 -3.344 -1.341 -8.593 H301 RPR 59 
RPR H302 2H30 H 0 0 N N N 13.398 -2.370  27.660 -3.012 0.290  -8.372 H302 RPR 60 
RPR H311 1H31 H 0 0 N N N 10.255 -3.159  26.852 -2.125 -2.911 -7.394 H311 RPR 61 
RPR H341 1H34 H 0 0 N N N 6.790  -3.310  21.142 -3.234 -0.788 -2.672 H341 RPR 62 
RPR H342 2H34 H 0 0 N N N 8.202  -2.337  21.726 -2.082 -2.034 -3.209 H342 RPR 63 
RPR H343 3H34 H 0 0 N N N 8.269  -3.010  20.139 -2.218 -1.633 -1.480 H343 RPR 64 
# 
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 
RPR C1  C2   DOUB Y N 1  
RPR C1  C6   SING Y N 2  
RPR C1  H11  SING N N 3  
RPR C2  C3   SING Y N 4  
RPR C2  C11  SING N N 5  
RPR C3  C4   DOUB Y N 6  
RPR C3  H31  SING N N 7  
RPR C4  C5   SING Y N 8  
RPR C4  H41  SING N N 9  
RPR C5  C6   DOUB Y N 10 
RPR C5  H51  SING N N 11 
RPR C6  C21  SING N N 12 
RPR C7  C8   DOUB Y N 13 
RPR C7  C12  SING Y N 14 
RPR C7  H71  SING N N 15 
RPR C8  C9   SING Y N 16 
RPR C8  C13  SING N N 17 
RPR C9  C10  DOUB Y N 18 
RPR C9  H91  SING N N 19 
RPR C10 C11  SING Y N 20 
RPR C10 H101 SING N N 21 
RPR C11 C12  DOUB Y N 22 
RPR C12 H121 SING N N 23 
RPR C13 N14  SING N N 24 
RPR C13 O33  DOUB N N 25 
RPR N14 C15  SING N N 26 
RPR N14 H141 SING N N 27 
RPR C15 C16  SING N N 28 
RPR C15 C17  SING N N 29 
RPR C15 H151 SING N N 30 
RPR C16 H161 SING N N 31 
RPR C16 H162 SING N N 32 
RPR C16 H163 SING N N 33 
RPR C17 C18  SING N N 34 
RPR C17 C20  SING N N 35 
RPR C17 H171 SING N N 36 
RPR C18 O19  SING N N 37 
RPR C18 O32  DOUB N N 38 
RPR O19 C34  SING N N 39 
RPR C20 C28  SING N N 40 
RPR C20 H201 SING N N 41 
RPR C20 H202 SING N N 42 
RPR C21 N22  SING N N 43 
RPR C21 H211 SING N N 44 
RPR C21 H212 SING N N 45 
RPR N22 H221 SING N N 46 
RPR N22 H222 SING N N 47 
RPR C23 C24  DOUB Y N 48 
RPR C23 C28  SING Y N 49 
RPR C23 H231 SING N N 50 
RPR C24 C25  SING Y N 51 
RPR C24 C29  SING N N 52 
RPR C25 C26  DOUB Y N 53 
RPR C25 H251 SING N N 54 
RPR C26 C27  SING Y N 55 
RPR C26 H261 SING N N 56 
RPR C27 C28  DOUB Y N 57 
RPR C27 H271 SING N N 58 
RPR C29 N30  SING N N 59 
RPR C29 N31  DOUB N N 60 
RPR N30 H301 SING N N 61 
RPR N30 H302 SING N N 62 
RPR N31 H311 SING N N 63 
RPR C34 H341 SING N N 64 
RPR C34 H342 SING N N 65 
RPR C34 H343 SING N N 66 
# 
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 
RPR SMILES           ACDLabs              10.04 O=C(OC)C(Cc1cc(C(=[N@H])N)ccc1)C(NC(=O)c3ccc(c2cccc(c2)CN)cc3)C                                                                                                                                           
RPR InChI            InChI                1.02b InChI=1/C27H30N4O3/c1-17(24(27(33)34-2)15-18-5-3-8-23(13-18)25(29)30)31-26(32)21-11-9-20(10-12-21)22-7-4-6-19(14-22)16-28/h3-14,17,24H,15-16,28H2,1-2H3,(H3,29,30)(H,31,32)/t17-,24-/m1/s1/f/h29,31H,30H2 
RPR InChIKey         InChI                1.02b XFKVLKLCLYJKNF-XSGFYFGTDH                                                                                                                                                                                 
RPR SMILES_CANONICAL CACTVS               3.341 COC(=O)[C@H](Cc1cccc(c1)C(N)=N)[C@@H](C)NC(=O)c2ccc(cc2)c3cccc(CN)c3                                                                                                                                      
RPR SMILES           CACTVS               3.341 COC(=O)[CH](Cc1cccc(c1)C(N)=N)[CH](C)NC(=O)c2ccc(cc2)c3cccc(CN)c3                                                                                                                                         
RPR SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@H]([C@@H](Cc1cccc(c1)C(=N)N)C(=O)OC)NC(=O)c2ccc(cc2)c3cccc(c3)CN                                                                                                                                      
RPR SMILES           "OpenEye OEToolkits" 1.5.0 CC(C(Cc1cccc(c1)C(=N)N)C(=O)OC)NC(=O)c2ccc(cc2)c3cccc(c3)CN                                                                                                                                               
# 
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 
RPR "SYSTEMATIC NAME" ACDLabs              10.04 
;methyl (2R,3R)-3-({[3'-(aminomethyl)biphenyl-4-yl]carbonyl}amino)-2-(3-carbamimidoylbenzyl)butanoate
;
RPR "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "methyl (2R,3R)-3-[[4-[3-(aminomethyl)phenyl]phenyl]carbonylamino]-2-[(3-carbamimidoylphenyl)methyl]butanoate" 
# 
