data_46U
# 
_chem_comp.id                                    46U 
_chem_comp.name                                  (S)-N-(4-carbamimidoylbenzyl)-1-(2-(cyclohexyloxy)ethanoyl)pyrrolidine-2-carboxamide 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H30 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                        386.488 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     46U 
_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        2ZDM 
_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 
46U O32  O32  O 0 1 N N N -26.663 1.152  17.146 2.012  -0.637 0.739  O32  46U 1  
46U C14  C14  C 0 1 N N N -27.821 1.210  16.765 2.427  0.456  0.415  C14  46U 2  
46U C5   C5   C 0 1 N N N -28.779 1.675  17.873 3.876  0.631  0.042  C5   46U 3  
46U O21  O21  O 0 1 N N N -29.547 0.756  18.600 4.551  -0.624 0.148  O21  46U 4  
46U C44  C44  C 0 1 N N N -29.323 -0.609 18.721 5.939  -0.568 -0.186 C44  46U 5  
46U C49  C49  C 0 1 N N N -30.590 -1.447 18.764 6.380  -1.915 -0.763 C49  46U 6  
46U C48  C48  C 0 1 N N N -30.437 -2.930 18.992 7.866  -1.855 -1.120 C48  46U 7  
46U C47  C47  C 0 1 N N N -29.792 -2.994 20.318 8.681  -1.548 0.138  C47  46U 8  
46U C46  C46  C 0 1 N N N -28.484 -2.266 20.364 8.240  -0.202 0.715  C46  46U 9  
46U C45  C45  C 0 1 N N N -28.689 -0.830 20.027 6.754  -0.262 1.072  C45  46U 10 
46U N1   N1   N 0 1 N N N -28.221 0.945  15.578 1.590  1.512  0.383  N1   46U 11 
46U C1   C1   C 0 1 N N S -27.195 0.507  14.636 0.158  1.481  0.715  C1   46U 12 
46U C2   C2   C 0 1 N N N -27.816 0.281  13.254 -0.390 2.909  0.512  C2   46U 13 
46U C3   C3   C 0 1 N N N -29.225 0.826  13.431 0.637  3.540  -0.466 C3   46U 14 
46U C4   C4   C 0 1 N N N -29.564 0.842  14.921 1.961  2.891  0.016  C4   46U 15 
46U C7   C7   C 0 1 N N N -26.080 1.508  14.332 -0.559 0.522  -0.200 C7   46U 16 
46U O22  O22  O 0 1 N N N -26.229 2.727  14.425 0.059  -0.082 -1.050 O22  46U 17 
46U N23  N23  N 0 1 N N N -24.847 1.086  13.949 -1.888 0.336  -0.072 N23  46U 18 
46U C24  C24  C 0 1 N N N -23.684 1.944  13.663 -2.585 -0.596 -0.961 C24  46U 19 
46U C25  C25  C 0 1 Y N N -22.575 1.754  14.685 -4.051 -0.621 -0.613 C25  46U 20 
46U C26  C26  C 0 1 Y N N -21.352 1.248  14.239 -4.921 0.259  -1.233 C26  46U 21 
46U C27  C27  C 0 1 Y N N -20.319 1.063  15.151 -6.264 0.242  -0.918 C27  46U 22 
46U C28  C28  C 0 1 Y N N -20.469 1.368  16.497 -6.745 -0.665 0.026  C28  46U 23 
46U C21  C21  C 0 1 N N N -19.328 1.153  17.444 -8.186 -0.689 0.368  C21  46U 24 
46U N46  N46  N 0 1 N N N -18.504 0.150  17.214 -9.007 0.138  -0.213 N46  46U 25 
46U N47  N47  N 0 1 N N N -19.132 1.936  18.491 -8.658 -1.586 1.301  N47  46U 26 
46U C29  C29  C 0 1 Y N N -21.654 1.863  16.954 -5.864 -1.550 0.646  C29  46U 27 
46U C30  C30  C 0 1 Y N N -22.700 2.054  16.050 -4.523 -1.527 0.319  C30  46U 28 
46U H5   H5   H 0 1 N N N -28.151 2.191  18.614 3.947  0.997  -0.982 H5   46U 29 
46U H5A  H5A  H 0 1 N N N -29.537 2.249  17.320 4.341  1.350  0.717  H5A  46U 30 
46U H44  H44  H 0 1 N N N -28.728 -0.906 17.844 6.104  0.215  -0.926 H44  46U 31 
46U H49  H49  H 0 1 N N N -31.202 -1.058 19.591 6.215  -2.699 -0.024 H49  46U 32 
46U H49A H49A H 0 0 N N N -31.026 -1.357 17.758 5.799  -2.134 -1.660 H49A 46U 33 
46U H48  H48  H 0 1 N N N -31.409 -3.445 18.986 8.180  -2.815 -1.531 H48  46U 34 
46U H48A H48A H 0 0 N N N -29.855 -3.431 18.204 8.031  -1.072 -1.860 H48A 46U 35 
46U H47  H47  H 0 1 N N N -30.469 -2.537 21.055 8.516  -2.332 0.877  H47  46U 36 
46U H47A H47A H 0 0 N N N -29.591 -4.053 20.540 9.740  -1.506 -0.117 H47A 46U 37 
46U H46  H46  H 0 1 N N N -28.059 -2.345 21.376 8.821  0.017  1.611  H46  46U 38 
46U H46A H46A H 0 0 N N N -27.795 -2.714 19.633 8.405  0.582  -0.025 H46A 46U 39 
46U H45  H45  H 0 1 N N N -27.704 -0.340 20.014 6.440  0.698  1.483  H45  46U 40 
46U H45A H45A H 0 0 N N N -29.367 -0.415 20.788 6.589  -1.045 1.812  H45A 46U 41 
46U H1   H1   H 0 1 N N N -26.779 -0.380 15.137 0.025  1.177  1.753  H1   46U 42 
46U H2   H2   H 0 1 N N N -27.266 0.816  12.466 -1.383 2.881  0.063  H2   46U 43 
46U H2A  H2A  H 0 1 N N N -27.794 -0.771 12.934 -0.408 3.454  1.456  H2A  46U 44 
46U H3   H3   H 0 1 N N N -29.281 1.848  13.027 0.415  3.264  -1.497 H3   46U 45 
46U H3A  H3A  H 0 1 N N N -29.942 0.189  12.892 0.671  4.623  -0.351 H3A  46U 46 
46U H4   H4   H 0 1 N N N -30.095 -0.072 15.225 2.353  3.422  0.883  H4   46U 47 
46U H4A  H4A  H 0 1 N N N -30.240 1.664  15.198 2.695  2.885  -0.790 H4A  46U 48 
46U HN23 HN23 H 0 0 N N N -24.716 0.099  13.852 -2.382 0.819  0.608  HN23 46U 49 
46U H24  H24  H 0 1 N N N -23.293 1.687  12.667 -2.463 -0.274 -1.995 H24  46U 50 
46U H24A H24A H 0 0 N N N -24.013 2.993  13.706 -2.167 -1.596 -0.841 H24A 46U 51 
46U H26  H26  H 0 1 N N N -21.210 1.003  13.197 -4.548 0.961  -1.963 H26  46U 52 
46U H27  H27  H 0 1 N N N -19.375 0.672  14.803 -6.942 0.930  -1.401 H27  46U 53 
46U HN46 HN46 H 0 0 N N N -17.806 0.145  17.930 -9.950 0.123  0.010  HN46 46U 54 
46U HN47 HN47 H 0 0 N N N -19.849 2.633  18.502 -8.046 -2.203 1.734  HN47 46U 55 
46U HN4A HN4A H 0 0 N N N -18.393 1.846  19.158 -9.601 -1.602 1.525  HN4A 46U 56 
46U H29  H29  H 0 1 N N N -21.781 2.104  17.999 -6.230 -2.254 1.378  H29  46U 57 
46U H30  H30  H 0 1 N N N -23.638 2.446  16.414 -3.840 -2.214 0.796  H30  46U 58 
# 
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 
46U O32 C14  DOUB N N 1  
46U C14 C5   SING N N 2  
46U C14 N1   SING N N 3  
46U C5  O21  SING N N 4  
46U O21 C44  SING N N 5  
46U C44 C49  SING N N 6  
46U C44 C45  SING N N 7  
46U C49 C48  SING N N 8  
46U C48 C47  SING N N 9  
46U C47 C46  SING N N 10 
46U C46 C45  SING N N 11 
46U N1  C1   SING N N 12 
46U N1  C4   SING N N 13 
46U C1  C2   SING N N 14 
46U C1  C7   SING N N 15 
46U C2  C3   SING N N 16 
46U C3  C4   SING N N 17 
46U C7  O22  DOUB N N 18 
46U C7  N23  SING N N 19 
46U N23 C24  SING N N 20 
46U C24 C25  SING N N 21 
46U C25 C26  DOUB N N 22 
46U C25 C30  SING N N 23 
46U C26 C27  SING N N 24 
46U C27 C28  DOUB N N 25 
46U C28 C21  SING N N 26 
46U C28 C29  SING N N 27 
46U C21 N46  DOUB N N 28 
46U C21 N47  SING N N 29 
46U C29 C30  DOUB N N 30 
46U C5  H5   SING N N 31 
46U C5  H5A  SING N N 32 
46U C44 H44  SING N N 33 
46U C49 H49  SING N N 34 
46U C49 H49A SING N N 35 
46U C48 H48  SING N N 36 
46U C48 H48A SING N N 37 
46U C47 H47  SING N N 38 
46U C47 H47A SING N N 39 
46U C46 H46  SING N N 40 
46U C46 H46A SING N N 41 
46U C45 H45  SING N N 42 
46U C45 H45A SING N N 43 
46U C1  H1   SING N N 44 
46U C2  H2   SING Y N 45 
46U C2  H2A  SING Y N 46 
46U C3  H3   SING Y N 47 
46U C3  H3A  SING N N 48 
46U C4  H4   SING Y N 49 
46U C4  H4A  SING N N 50 
46U N23 HN23 SING N N 51 
46U C24 H24  SING Y N 52 
46U C24 H24A SING N N 53 
46U C26 H26  SING N N 54 
46U C27 H27  SING N N 55 
46U N46 HN46 SING N N 56 
46U N47 HN47 SING N N 57 
46U N47 HN4A SING Y N 58 
46U C29 H29  SING N N 59 
46U C30 H30  SING N N 60 
# 
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 
46U SMILES           ACDLabs              10.04 O=C(NCc1ccc(C(=[N@H])N)cc1)C3N(C(=O)COC2CCCCC2)CCC3                                                                                                                                    
46U InChI            InChI                1.02b InChI=1/C21H30N4O3/c22-20(23)16-10-8-15(9-11-16)13-24-21(27)18-7-4-12-25(18)19(26)14-28-17-5-2-1-3-6-17/h8-11,17-18H,1-7,12-14H2,(H3,22,23)(H,24,27)/t18-/m0/s1/f/h22,24H,23H2/b22-20- 
46U InChIKey         InChI                1.02b IWPMQJKXKKKSEY-XKWZWBRDDG                                                                                                                                                              
46U SMILES_CANONICAL CACTVS               3.341 NC(=N)c1ccc(CNC(=O)[C@@H]2CCCN2C(=O)COC3CCCCC3)cc1                                                                                                                                     
46U SMILES           CACTVS               3.341 NC(=N)c1ccc(CNC(=O)[CH]2CCCN2C(=O)COC3CCCCC3)cc1                                                                                                                                       
46U SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 [H]/N=C(/c1ccc(cc1)CNC(=O)[C@@H]2CCCN2C(=O)COC3CCCCC3)\N                                                                                                                               
46U SMILES           "OpenEye OEToolkits" 1.5.0 [H]N=C(c1ccc(cc1)CNC(=O)C2CCCN2C(=O)COC3CCCCC3)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 
46U "SYSTEMATIC NAME" ACDLabs              10.04 N-(4-carbamimidoylbenzyl)-1-[(cyclohexyloxy)acetyl]-L-prolinamide                           
46U "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2S)-N-[(4-carbamimidoylphenyl)methyl]-1-(2-cyclohexyloxyethanoyl)pyrrolidine-2-carboxamide 
# 
