data_RWJ
# 
_chem_comp.id                                    RWJ 
_chem_comp.name                                  "CYCLOPENTANECARBOXYLIC ACID [1-(BENZOTHIAZOLE-2-CARBONYL)-4-GUANIDINO-BUTYL]-AMIDE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H25 N5 O2 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         RWJ-51084 
_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                        387.499 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     RWJ 
_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        1QCP 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
RWJ C51  C51  C 0 1 N N N 42.578 24.540 50.140 2.971  -0.606 2.852  C51  RWJ 1  
RWJ C52  C52  C 0 1 N N N 42.460 25.990 49.907 3.659  0.614  3.489  C52  RWJ 2  
RWJ C53  C53  C 0 1 N N N 40.983 26.277 49.788 3.276  0.606  4.983  C53  RWJ 3  
RWJ C54  C54  C 0 1 N N N 40.230 24.939 49.982 2.922  -0.873 5.276  C54  RWJ 4  
RWJ C55  C55  C 0 1 N N N 41.272 23.856 50.158 2.194  -1.313 3.981  C55  RWJ 5  
RWJ CP   CP   C 0 1 N N N 43.796 23.801 49.631 2.020  -0.157 1.773  CP   RWJ 6  
RWJ OP   OP   O 0 1 N N N 44.900 24.340 49.602 1.895  1.023  1.527  OP   RWJ 7  
RWJ N    N    N 0 1 N N N 43.602 22.554 49.214 1.307  -1.068 1.081  N    RWJ 8  
RWJ CA   CA   C 0 1 N N S 44.694 21.691 48.743 0.382  -0.632 0.032  CA   RWJ 9  
RWJ CB   CB   C 0 1 N N N 44.667 20.412 49.581 -0.680 0.285  0.640  CB   RWJ 10 
RWJ CG   CG   C 0 1 N N N 45.569 20.312 50.781 -1.454 -0.475 1.718  CG   RWJ 11 
RWJ CD   CD   C 0 1 N N N 45.357 18.944 51.440 -2.518 0.441  2.325  CD   RWJ 12 
RWJ NE   NE   N 0 1 N N N 45.797 18.951 52.832 -3.259 -0.287 3.358  NE   RWJ 13 
RWJ CZ   CZ   C 0 1 N N N 45.873 17.883 53.623 -4.271 0.337  4.047  CZ   RWJ 14 
RWJ NH1  NH1  N 0 1 N N N 45.536 16.680 53.182 -4.572 1.577  3.782  NH1  RWJ 15 
RWJ NH2  NH2  N 0 1 N N N 46.308 18.028 54.868 -4.967 -0.346 5.016  NH2  RWJ 16 
RWJ O    O    O 0 1 N N N 45.472 20.411 46.857 2.142  0.740  -0.734 O    RWJ 17 
RWJ N5   N5   N 0 1 Y N N 43.392 23.109 45.786 -0.364 -0.525 -2.936 N5   RWJ 18 
RWJ C5   C5   C 0 1 Y N N 44.507 22.584 46.394 0.679  0.092  -2.424 C5   RWJ 19 
RWJ S5   S5   S 0 1 Y N N 45.890 23.558 46.155 1.390  0.885  -3.860 S5   RWJ 20 
RWJ C61  C61  C 0 1 Y N N 43.608 24.281 45.128 -0.679 -0.460 -4.232 C61  RWJ 21 
RWJ C62  C62  C 0 1 Y N N 44.970 24.722 45.210 0.194  0.312  -5.041 C62  RWJ 22 
RWJ C63  C63  C 0 1 Y N N 45.360 25.896 44.578 0.004  0.467  -6.394 C63  RWJ 23 
RWJ C64  C64  C 0 1 Y N N 44.436 26.654 43.857 -1.072 -0.145 -7.003 C64  RWJ 24 
RWJ C65  C65  C 0 1 Y N N 43.103 26.243 43.775 -1.946 -0.908 -6.237 C65  RWJ 25 
RWJ C66  C66  C 0 1 Y N N 42.695 25.058 44.411 -1.772 -1.070 -4.901 C66  RWJ 26 
RWJ C    C    C 0 1 N N N 44.471 21.324 47.276 1.144  0.117  -1.029 C    RWJ 27 
RWJ H511 1H51 H 0 0 N N N 42.929 24.470 51.195 3.719  -1.280 2.433  H511 RWJ 28 
RWJ H521 1H52 H 0 0 N N N 42.971 26.607 50.682 4.741  0.531  3.380  H521 RWJ 29 
RWJ H522 2H52 H 0 0 N N N 43.053 26.349 49.034 3.305  1.530  3.017  H522 RWJ 30 
RWJ H531 1H53 H 0 0 N N N 40.638 27.074 50.486 4.120  0.924  5.595  H531 RWJ 31 
RWJ H532 2H53 H 0 0 N N N 40.716 26.791 48.835 2.413  1.247  5.159  H532 RWJ 32 
RWJ H541 1H54 H 0 0 N N N 39.490 24.972 50.816 3.825  -1.463 5.432  H541 RWJ 33 
RWJ H542 2H54 H 0 0 N N N 39.509 24.721 49.159 2.257  -0.947 6.137  H542 RWJ 34 
RWJ H551 1H55 H 0 0 N N N 41.190 23.034 49.408 1.156  -0.981 3.996  H551 RWJ 35 
RWJ H552 2H55 H 0 0 N N N 41.111 23.228 51.065 2.248  -2.395 3.862  H552 RWJ 36 
RWJ H1N  1NH  H 0 1 N N N 42.625 22.262 49.255 1.407  -2.013 1.278  H1N  RWJ 37 
RWJ HA1  1HA  H 0 1 N N N 45.671 22.218 48.841 -0.099 -1.502 -0.411 HA1  RWJ 38 
RWJ HB1  1HB  H 0 1 N N N 43.617 20.213 49.901 -1.369 0.609  -0.140 HB1  RWJ 39 
RWJ HB2  2HB  H 0 1 N N N 44.858 19.539 48.913 -0.198 1.155  1.084  HB2  RWJ 40 
RWJ HG1  1HG  H 0 1 N N N 46.638 20.503 50.528 -0.766 -0.800 2.498  HG1  RWJ 41 
RWJ HG2  2HG  H 0 1 N N N 45.425 21.156 51.494 -1.936 -1.346 1.274  HG2  RWJ 42 
RWJ HD1  1HD  H 0 1 N N N 44.298 18.604 51.347 -3.206 0.766  1.545  HD1  RWJ 43 
RWJ HD2  2HD  H 0 1 N N N 45.849 18.129 50.859 -2.036 1.312  2.770  HD2  RWJ 44 
RWJ HE1  1HE  H 0 1 N N N 45.214 19.632 53.318 -3.035 -1.210 3.556  HE1  RWJ 45 
RWJ HN11 1HN1 H 0 0 N N N 44.604 16.441 53.521 -4.082 2.059  3.098  HN11 RWJ 46 
RWJ HN21 1HN2 H 0 0 N N N 46.366 17.209 55.474 -5.681 0.094  5.502  HN21 RWJ 47 
RWJ HN22 2HN2 H 0 0 N N N 45.741 18.738 55.331 -4.746 -1.270 5.211  HN22 RWJ 48 
RWJ H631 1H63 H 0 0 N N N 46.409 26.228 44.649 0.692  1.064  -6.975 H631 RWJ 49 
RWJ H641 1H64 H 0 0 N N N 44.759 27.579 43.351 -1.234 -0.032 -8.065 H641 RWJ 50 
RWJ H651 1H65 H 0 0 N N N 42.376 26.851 43.210 -2.787 -1.385 -6.719 H651 RWJ 51 
RWJ H661 1H66 H 0 0 N N N 41.642 24.733 44.346 -2.473 -1.671 -4.340 H661 RWJ 52 
# 
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 
RWJ C51 C52  SING N N 1  
RWJ C51 C55  SING N N 2  
RWJ C51 CP   SING N N 3  
RWJ C51 H511 SING N N 4  
RWJ C52 C53  SING N N 5  
RWJ C52 H521 SING N N 6  
RWJ C52 H522 SING N N 7  
RWJ C53 C54  SING N N 8  
RWJ C53 H531 SING N N 9  
RWJ C53 H532 SING N N 10 
RWJ C54 C55  SING N N 11 
RWJ C54 H541 SING N N 12 
RWJ C54 H542 SING N N 13 
RWJ C55 H551 SING N N 14 
RWJ C55 H552 SING N N 15 
RWJ CP  OP   DOUB N N 16 
RWJ CP  N    SING N N 17 
RWJ N   CA   SING N N 18 
RWJ N   H1N  SING N N 19 
RWJ CA  CB   SING N N 20 
RWJ CA  C    SING N N 21 
RWJ CA  HA1  SING N N 22 
RWJ CB  CG   SING N N 23 
RWJ CB  HB1  SING N N 24 
RWJ CB  HB2  SING N N 25 
RWJ CG  CD   SING N N 26 
RWJ CG  HG1  SING N N 27 
RWJ CG  HG2  SING N N 28 
RWJ CD  NE   SING N N 29 
RWJ CD  HD1  SING N N 30 
RWJ CD  HD2  SING N N 31 
RWJ NE  CZ   SING N N 32 
RWJ NE  HE1  SING N N 33 
RWJ CZ  NH1  DOUB N N 34 
RWJ CZ  NH2  SING N N 35 
RWJ NH1 HN11 SING N N 36 
RWJ NH2 HN21 SING N N 37 
RWJ NH2 HN22 SING N N 38 
RWJ O   C    DOUB N N 39 
RWJ N5  C5   DOUB Y N 40 
RWJ N5  C61  SING Y N 41 
RWJ C5  S5   SING Y N 42 
RWJ C5  C    SING N N 43 
RWJ S5  C62  SING Y N 44 
RWJ C61 C62  DOUB Y N 45 
RWJ C61 C66  SING Y N 46 
RWJ C62 C63  SING Y N 47 
RWJ C63 C64  DOUB Y N 48 
RWJ C63 H631 SING N N 49 
RWJ C64 C65  SING Y N 50 
RWJ C64 H641 SING N N 51 
RWJ C65 C66  DOUB Y N 52 
RWJ C65 H651 SING N N 53 
RWJ C66 H661 SING N N 54 
# 
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 
RWJ SMILES           ACDLabs              10.04 O=C(NC(C(=O)c1nc2ccccc2s1)CCCNC(=[N@H])N)C3CCCC3                                                                                                                                          
RWJ InChI            InChI                1.02b InChI=1/C19H25N5O2S/c20-19(21)22-11-5-9-14(23-17(26)12-6-1-2-7-12)16(25)18-24-13-8-3-4-10-15(13)27-18/h3-4,8,10,12,14H,1-2,5-7,9,11H2,(H,23,26)(H4,20,21,22)/t14-/m0/s1/f/h20,22-23H,21H2 
RWJ InChIKey         InChI                1.02b NQABUEUFRXDDFI-NQSRFQQEDJ                                                                                                                                                                 
RWJ SMILES_CANONICAL CACTVS               3.341 NC(=N)NCCC[C@H](NC(=O)C1CCCC1)C(=O)c2sc3ccccc3n2                                                                                                                                          
RWJ SMILES           CACTVS               3.341 NC(=N)NCCC[CH](NC(=O)C1CCCC1)C(=O)c2sc3ccccc3n2                                                                                                                                           
RWJ SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc2c(c1)nc(s2)C(=O)[C@H](CCCNC(=N)N)NC(=O)C3CCCC3                                                                                                                                      
RWJ SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc2c(c1)nc(s2)C(=O)C(CCCNC(=N)N)NC(=O)C3CCCC3                                                                                                                                          
# 
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 
RWJ "SYSTEMATIC NAME" ACDLabs              10.04 N-[(1S)-1-(1,3-benzothiazol-2-ylcarbonyl)-4-carbamimidamidobutyl]cyclopentanecarboxamide      
RWJ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 N-[(2S)-1-(1,3-benzothiazol-2-yl)-5-carbamimidamido-1-oxo-pentan-2-yl]cyclopentanecarboxamide 
# 
