data_R56
# 
_chem_comp.id                                    R56 
_chem_comp.name                                  "5-OXO-6-PHENYLMETHANESULFONYLAMINO-HEXAHYDRO-THIAZOLO[3,2-A]PYRIDINE-3-CARBOXYLIC ACID (3-GUANIDINO-PROPYL)-AMIDE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H28 N6 O4 S2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_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                        468.593 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     R56 
_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        1BHX 
_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 
R56 C1   C1   C 0 1 Y N N 22.169 -14.592 25.720 -2.420 0.052  -8.703 C1   R56 1  
R56 C3   C3   C 0 1 Y N N 22.145 -15.940 25.379 -3.081 0.413  -7.544 C3   R56 2  
R56 C5   C5   C 0 1 Y N N 20.971 -16.703 25.629 -2.367 0.636  -6.381 C5   R56 3  
R56 C7   C7   C 0 1 Y N N 19.839 -16.096 26.206 -0.992 0.497  -6.378 C7   R56 4  
R56 C8   C8   C 0 1 Y N N 19.879 -14.754 26.550 -0.330 0.141  -7.538 C8   R56 5  
R56 C10  C10  C 0 1 Y N N 21.025 -14.002 26.310 -1.045 -0.085 -8.700 C10  R56 6  
R56 C12  C12  C 0 1 N N N 18.567 -16.922 26.487 -0.213 0.740  -5.111 C12  R56 7  
R56 S15  S15  S 0 1 N N N 17.843 -17.394 24.850 -0.068 -0.812 -4.183 S15  R56 8  
R56 O16  O16  O 0 1 N N N 18.881 -18.123 24.036 0.798  -1.731 -4.833 O16  R56 9  
R56 O17  O17  O 0 1 N N N 16.590 -17.997 25.066 -1.316 -1.211 -3.633 O17  R56 10 
R56 N18  N18  N 0 1 N N N 17.652 -15.855 24.186 0.800  -0.371 -2.844 N18  R56 11 
R56 C20  C20  C 0 1 N N R 18.055 -15.582 22.804 0.275  0.649  -1.934 C20  R56 12 
R56 C22  C22  C 0 1 N N N 17.348 -14.345 22.310 0.096  0.052  -0.567 C22  R56 13 
R56 O23  O23  O 0 1 N N N 16.354 -13.915 22.914 -0.947 -0.500 -0.293 O23  R56 14 
R56 N24  N24  N 0 1 N N N 17.848 -13.772 21.187 1.075  0.123  0.376  N24  R56 15 
R56 C25  C25  C 0 1 N N S 19.009 -14.336 20.548 2.255  1.009  0.270  C25  R56 16 
R56 C27  C27  C 0 1 N N N 20.106 -14.608 21.547 2.541  1.373  -1.177 C27  R56 17 
R56 C30  C30  C 0 1 N N N 19.596 -15.416 22.758 1.254  1.821  -1.869 C30  R56 18 
R56 S33  S33  S 0 1 N N N 19.577 -13.030 19.526 3.568  -0.131 0.884  S33  R56 19 
R56 C34  C34  C 0 1 N N N 17.910 -12.366 19.287 2.513  -1.067 2.074  C34  R56 20 
R56 C37  C37  C 0 1 N N R 17.224 -12.562 20.598 1.094  -0.676 1.604  C37  R56 21 
R56 C39  C39  C 0 1 N N N 15.682 -12.739 20.379 0.426  0.111  2.701  C39  R56 22 
R56 O40  O40  O 0 1 N N N 15.227 -13.784 19.928 0.032  1.238  2.485  O40  R56 23 
R56 N41  N41  N 0 1 N N N 14.894 -11.653 20.671 0.266  -0.434 3.923  N41  R56 24 
R56 C43  C43  C 0 1 N N N 13.460 -11.779 20.481 -0.383 0.331  4.989  C43  R56 25 
R56 C46  C46  C 0 1 N N N 12.747 -10.602 21.115 -0.437 -0.513 6.264  C46  R56 26 
R56 C49  C49  C 0 1 N N N 12.860 -10.724 22.616 -1.116 0.287  7.377  C49  R56 27 
R56 N52  N52  N 0 1 N N N 12.062 -11.866 23.111 -1.168 -0.521 8.598  N52  R56 28 
R56 C54  C54  C 0 1 N N N 11.195 -11.710 24.088 -1.738 -0.007 9.739  C54  R56 29 
R56 N55  N55  N 0 1 N N N 11.032 -10.556 24.639 -1.787 -0.766 10.884 N55  R56 30 
R56 N58  N58  N 0 1 N N N 10.507 -12.725 24.524 -2.231 1.198  9.735  N58  R56 31 
R56 H1   H1   H 0 1 N N N 23.079 -14.000 25.525 -2.979 -0.122 -9.611 H1   R56 32 
R56 H3   H3   H 0 1 N N N 23.038 -16.394 24.919 -4.156 0.521  -7.546 H3   R56 33 
R56 H5   H5   H 0 1 N N N 20.938 -17.775 25.373 -2.883 0.918  -5.476 H5   R56 34 
R56 H8   H8   H 0 1 N N N 18.996 -14.283 27.015 0.744  0.033  -7.536 H8   R56 35 
R56 H10  H10  H 0 1 N N N 21.026 -12.934 26.588 -0.529 -0.368 -9.605 H10  R56 36 
R56 H121 1H12 H 0 0 N N N 18.754 -17.798 27.149 -0.731 1.480  -4.502 H121 R56 37 
R56 H122 2H12 H 0 0 N N N 17.841 -16.393 27.148 0.781  1.108  -5.361 H122 R56 38 
R56 HNI  HNI  H 0 1 N N N 18.123 -15.185 24.793 1.656  -0.790 -2.662 HNI  R56 39 
R56 H20  H20  H 0 1 N N N 17.769 -16.427 22.135 -0.687 1.003  -2.303 H20  R56 40 
R56 H25  H25  H 0 1 N N N 18.764 -15.290 20.026 2.158  1.895  0.897  H25  R56 41 
R56 H271 1H27 H 0 0 N N N 20.977 -15.108 21.064 3.270  2.183  -1.209 H271 R56 42 
R56 H272 2H27 H 0 0 N N N 20.602 -13.663 21.870 2.946  0.504  -1.695 H272 R56 43 
R56 H301 1H30 H 0 0 N N N 19.969 -14.971 23.709 0.805  2.639  -1.306 H301 R56 44 
R56 H302 2H30 H 0 0 N N N 20.097 -16.410 22.803 1.484  2.159  -2.879 H302 R56 45 
R56 H341 1H34 H 0 0 N N N 17.891 -11.313 18.920 2.691  -0.737 3.097  H341 R56 46 
R56 H342 2H34 H 0 0 N N N 17.366 -12.811 18.421 2.674  -2.141 1.977  H342 R56 47 
R56 H37  H37  H 0 1 N N N 17.337 -11.686 21.279 0.521  -1.587 1.435  H37  R56 48 
R56 HN   HN   H 0 1 N N N 15.346 -10.803 21.008 0.581  -1.335 4.096  HN   R56 49 
R56 H431 1H43 H 0 0 N N N 13.190 -11.901 19.406 -1.396 0.593  4.683  H431 R56 50 
R56 H432 2H43 H 0 0 N N N 13.072 -12.754 20.858 0.185  1.241  5.180  H432 R56 51 
R56 H461 1H46 H 0 0 N N N 13.119 -9.621  20.736 0.575  -0.774 6.570  H461 R56 52 
R56 H462 2H46 H 0 0 N N N 11.690 -10.506 20.772 -1.006 -1.423 6.072  H462 R56 53 
R56 H491 1H49 H 0 0 N N N 13.923 -10.789 22.945 -2.129 0.549  7.071  H491 R56 54 
R56 H492 2H49 H 0 0 N N N 12.583 -9.773  23.129 -0.547 1.197  7.568  H492 R56 55 
R56 HN2  HN2  H 0 1 N N N 12.705 -12.612 23.373 -0.801 -1.419 8.600  HN2  R56 56 
R56 HN51 1HN5 H 0 0 N N N 10.359 -10.435 25.396 -2.188 -0.404 11.689 HN51 R56 57 
R56 HN52 2HN5 H 0 0 N N N 10.814 -9.879  23.907 -1.423 -1.666 10.886 HN52 R56 58 
R56 HN8  HN8  H 0 1 N N N 9.548  -12.655 24.182 -2.196 1.734  8.927  HN8  R56 59 
# 
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 
R56 C1  C3   DOUB Y N 1  
R56 C1  C10  SING Y N 2  
R56 C1  H1   SING N N 3  
R56 C3  C5   SING Y N 4  
R56 C3  H3   SING N N 5  
R56 C5  C7   DOUB Y N 6  
R56 C5  H5   SING N N 7  
R56 C7  C8   SING Y N 8  
R56 C7  C12  SING N N 9  
R56 C8  C10  DOUB Y N 10 
R56 C8  H8   SING N N 11 
R56 C10 H10  SING N N 12 
R56 C12 S15  SING N N 13 
R56 C12 H121 SING N N 14 
R56 C12 H122 SING N N 15 
R56 S15 O16  DOUB N N 16 
R56 S15 O17  DOUB N N 17 
R56 S15 N18  SING N N 18 
R56 N18 C20  SING N N 19 
R56 N18 HNI  SING N N 20 
R56 C20 C22  SING N N 21 
R56 C20 C30  SING N N 22 
R56 C20 H20  SING N N 23 
R56 C22 O23  DOUB N N 24 
R56 C22 N24  SING N N 25 
R56 N24 C25  SING N N 26 
R56 N24 C37  SING N N 27 
R56 C25 C27  SING N N 28 
R56 C25 S33  SING N N 29 
R56 C25 H25  SING N N 30 
R56 C27 C30  SING N N 31 
R56 C27 H271 SING N N 32 
R56 C27 H272 SING N N 33 
R56 C30 H301 SING N N 34 
R56 C30 H302 SING N N 35 
R56 S33 C34  SING N N 36 
R56 C34 C37  SING N N 37 
R56 C34 H341 SING N N 38 
R56 C34 H342 SING N N 39 
R56 C37 C39  SING N N 40 
R56 C37 H37  SING N N 41 
R56 C39 O40  DOUB N N 42 
R56 C39 N41  SING N N 43 
R56 N41 C43  SING N N 44 
R56 N41 HN   SING N N 45 
R56 C43 C46  SING N N 46 
R56 C43 H431 SING N N 47 
R56 C43 H432 SING N N 48 
R56 C46 C49  SING N N 49 
R56 C46 H461 SING N N 50 
R56 C46 H462 SING N N 51 
R56 C49 N52  SING N N 52 
R56 C49 H491 SING N N 53 
R56 C49 H492 SING N N 54 
R56 N52 C54  SING N N 55 
R56 N52 HN2  SING N N 56 
R56 C54 N55  SING N N 57 
R56 C54 N58  DOUB N N 58 
R56 N55 HN51 SING N N 59 
R56 N55 HN52 SING N N 60 
R56 N58 HN8  SING N N 61 
# 
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 
R56 SMILES           ACDLabs              10.04 O=S(=O)(NC2C(=O)N1C(SCC1C(=O)NCCCNC(=[N@H])N)CC2)Cc3ccccc3                                                                                                                                                 
R56 InChI            InChI                1.02b InChI=1/C19H28N6O4S2/c20-19(21)23-10-4-9-22-17(26)15-11-30-16-8-7-14(18(27)25(15)16)24-31(28,29)12-13-5-2-1-3-6-13/h1-3,5-6,14-16,24H,4,7-12H2,(H,22,26)(H4,20,21,23)/t14-,15+,16+/m1/s1/f/h20,22-23H,21H2 
R56 InChIKey         InChI                1.02b SOIIHESTBYNJRH-FWQHSYCFDU                                                                                                                                                                                  
R56 SMILES_CANONICAL CACTVS               3.341 NC(=N)NCCCNC(=O)[C@@H]1CS[C@H]2CC[C@@H](N[S](=O)(=O)Cc3ccccc3)C(=O)N12                                                                                                                                     
R56 SMILES           CACTVS               3.341 NC(=N)NCCCNC(=O)[CH]1CS[CH]2CC[CH](N[S](=O)(=O)Cc3ccccc3)C(=O)N12                                                                                                                                          
R56 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)CS(=O)(=O)N[C@@H]2CC[C@H]3N(C2=O)[C@@H](CS3)C(=O)NCCCNC(=N)N                                                                                                                                     
R56 SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)CS(=O)(=O)NC2CCC3N(C2=O)C(CS3)C(=O)NCCCNC(=N)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 
R56 "SYSTEMATIC NAME" ACDLabs              10.04 (3R,6R,8aS)-6-[(benzylsulfonyl)amino]-N-(3-carbamimidamidopropyl)-5-oxohexahydro-5H-[1,3]thiazolo[3,2-a]pyridine-3-carboxamide                
R56 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (3R,6R,8aS)-N-(3-carbamimidamidopropyl)-5-oxo-6-(phenylmethylsulfonylamino)-2,3,6,7,8,8a-hexahydro-[1,3]thiazolo[2,3-f]pyridine-3-carboxamide 
# 
