data_4CP
# 
_chem_comp.id                                    4CP 
_chem_comp.name                                  2-[2-(4-CHLORO-PHENYLSULFANYL)-ACETYLAMINO]-3-(4-GUANIDINO-PHENYL)-PROPIONAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H20 Cl N5 O2 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-07-04 
_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                        405.902 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     4CP 
_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        2BVR 
_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 
4CP C1   C1   C  0 1 Y N N 16.454 -9.539  12.224 -6.065 -1.447 -0.318 C1   4CP 1  
4CP C2   C2   C  0 1 Y N N 15.444 -9.571  13.240 -6.132 -1.016 0.996  C2   4CP 2  
4CP C3   C3   C  0 1 Y N N 15.438 -10.626 14.212 -5.088 -0.296 1.542  C3   4CP 3  
4CP C4   C4   C  0 1 Y N N 16.446 -11.651 14.166 -3.969 -0.003 0.771  C4   4CP 4  
4CP C5   C5   C  0 1 Y N N 17.456 -11.611 13.140 -3.908 -0.432 -0.549 C5   4CP 5  
4CP C6   C6   C  0 1 Y N N 17.460 -10.559 12.172 -4.952 -1.156 -1.088 C6   4CP 6  
4CP CL7  CL7  CL 0 0 N N N 16.464 -8.281  11.066 -7.379 -2.352 -1.001 CL7  4CP 7  
4CP S8   S8   S  0 1 N N N 16.405 -12.920 15.370 -2.635 0.916  1.464  S8   4CP 8  
4CP C9   C9   C  0 1 N N N 16.694 -14.587 14.700 -1.519 0.976  0.036  C9   4CP 9  
4CP C10  C10  C  0 1 N N N 15.389 -15.274 14.320 -0.271 1.737  0.406  C10  4CP 10 
4CP O11  O11  O  0 1 N N N 15.454 -16.401 13.854 -0.148 2.194  1.522  O11  4CP 11 
4CP N12  N12  N  0 1 N N N 14.132 -14.673 14.483 0.707  1.910  -0.505 N12  4CP 12 
4CP C13  C13  C  0 1 N N S 12.806 -15.277 14.135 1.920  2.650  -0.146 C13  4CP 13 
4CP C14  C14  C  0 1 N N N 12.113 -15.749 15.440 3.075  2.201  -1.043 C14  4CP 14 
4CP C15  C15  C  0 1 Y N N 12.831 -16.814 16.283 3.394  0.754  -0.765 C15  4CP 15 
4CP C16  C16  C  0 1 Y N N 13.470 -16.411 17.510 2.756  -0.242 -1.481 C16  4CP 16 
4CP C17  C17  C  0 1 Y N N 14.149 -17.379 18.329 3.046  -1.569 -1.229 C17  4CP 17 
4CP C18  C18  C  0 1 Y N N 14.201 -18.779 17.937 3.979  -1.901 -0.256 C18  4CP 18 
4CP C19  C19  C  0 1 Y N N 13.558 -19.168 16.702 4.614  -0.898 0.465  C19  4CP 19 
4CP C20  C20  C  0 1 Y N N 12.876 -18.197 15.882 4.323  0.427  0.205  C20  4CP 20 
4CP N21  N21  N  0 1 N N N 14.864 -19.829 18.702 4.274  -3.244 0.002  N21  4CP 21 
4CP C22  C22  C  0 1 N N N 15.574 -19.796 19.936 5.546  -3.608 0.381  C22  4CP 22 
4CP N23  N23  N  0 1 N N N 15.752 -18.703 20.630 6.502  -2.722 0.394  N23  4CP 23 
4CP N24  N24  N  0 1 N N N 16.099 -20.980 20.420 5.809  -4.908 0.746  N24  4CP 24 
4CP C25  C25  C  0 1 N N N 11.932 -14.232 13.428 1.682  4.126  -0.334 C25  4CP 25 
4CP O26  O26  O  0 1 N N N 12.302 -13.067 13.384 0.605  4.521  -0.729 O26  4CP 26 
4CP N27  N27  N  0 1 N N N 10.726 -14.568 12.821 2.665  5.007  -0.063 N27  4CP 27 
4CP H2   H2   H  0 1 N N N 14.687 -8.801  13.274 -7.001 -1.245 1.594  H2   4CP 28 
4CP H3   H3   H  0 1 N N N 14.677 -10.651 14.978 -5.140 0.038  2.567  H3   4CP 29 
4CP H5   H5   H  0 1 N N N 18.214 -12.379 13.102 -3.040 -0.205 -1.151 H5   4CP 30 
4CP H6   H6   H  0 1 N N N 18.219 -10.533 11.404 -4.903 -1.494 -2.113 H6   4CP 31 
4CP H9C1 1H9C H  0 0 N N N 17.187 -15.190 15.477 -2.017 1.476  -0.794 H9C1 4CP 32 
4CP H9C2 2H9C H  0 0 N N N 17.324 -14.503 13.802 -1.251 -0.039 -0.259 H9C2 4CP 33 
4CP H12  H12  H  0 1 N N N 14.120 -13.751 14.869 0.608  1.545  -1.398 H12  4CP 34 
4CP H13  H13  H  0 1 N N N 12.950 -16.134 13.461 2.170  2.452  0.896  H13  4CP 35 
4CP H141 1H14 H  0 0 N N N 11.181 -16.230 15.108 3.954  2.813  -0.837 H141 4CP 36 
4CP H142 2H14 H  0 0 N N N 11.998 -14.861 16.079 2.789  2.316  -2.088 H142 4CP 37 
4CP H16  H16  H  0 1 N N N 13.439 -15.376 17.817 2.031  0.017  -2.238 H16  4CP 38 
4CP H17  H17  H  0 1 N N N 14.626 -17.063 19.245 2.547  -2.347 -1.789 H17  4CP 39 
4CP H19  H19  H  0 1 N N N 13.589 -20.201 16.389 5.340  -1.154 1.223  H19  4CP 40 
4CP H20  H20  H  0 1 N N N 12.398 -18.508 14.965 4.819  1.207  0.762  H20  4CP 41 
4CP H21  H21  H  0 1 N N N 14.810 -20.736 18.284 3.583  -3.919 -0.086 H21  4CP 42 
4CP H23  H23  H  0 1 N N N 16.274 -18.899 21.460 7.398  -2.978 0.661  H23  4CP 43 
4CP H241 1H24 H  0 0 N N N 16.613 -21.070 21.273 5.084  -5.547 0.822  H241 4CP 44 
4CP H242 2H24 H  0 0 N N N 15.891 -21.733 19.796 6.721  -5.186 0.924  H242 4CP 45 
4CP H271 1H27 H  0 0 N N N 10.121 -13.929 12.345 3.526  4.691  0.253  H271 4CP 46 
4CP H272 2H27 H  0 0 N N N 10.557 -15.547 12.934 2.512  5.957  -0.184 H272 4CP 47 
# 
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 
4CP C1  C2   DOUB Y N 1  
4CP C1  C6   SING Y N 2  
4CP C1  CL7  SING N N 3  
4CP C2  C3   SING Y N 4  
4CP C2  H2   SING N N 5  
4CP C3  C4   DOUB Y N 6  
4CP C3  H3   SING N N 7  
4CP C4  C5   SING Y N 8  
4CP C4  S8   SING N N 9  
4CP C5  C6   DOUB Y N 10 
4CP C5  H5   SING N N 11 
4CP C6  H6   SING N N 12 
4CP S8  C9   SING N N 13 
4CP C9  C10  SING N N 14 
4CP C9  H9C1 SING N N 15 
4CP C9  H9C2 SING N N 16 
4CP C10 O11  DOUB N N 17 
4CP C10 N12  SING N N 18 
4CP N12 C13  SING N N 19 
4CP N12 H12  SING N N 20 
4CP C13 C14  SING N N 21 
4CP C13 C25  SING N N 22 
4CP C13 H13  SING N N 23 
4CP C14 C15  SING N N 24 
4CP C14 H141 SING N N 25 
4CP C14 H142 SING N N 26 
4CP C15 C16  DOUB Y N 27 
4CP C15 C20  SING Y N 28 
4CP C16 C17  SING Y N 29 
4CP C16 H16  SING N N 30 
4CP C17 C18  DOUB Y N 31 
4CP C17 H17  SING N N 32 
4CP C18 C19  SING Y N 33 
4CP C18 N21  SING N N 34 
4CP C19 C20  DOUB Y N 35 
4CP C19 H19  SING N N 36 
4CP C20 H20  SING N N 37 
4CP N21 C22  SING N N 38 
4CP N21 H21  SING N N 39 
4CP C22 N23  DOUB N N 40 
4CP C22 N24  SING N N 41 
4CP N23 H23  SING N N 42 
4CP N24 H241 SING N N 43 
4CP N24 H242 SING N N 44 
4CP C25 O26  DOUB N N 45 
4CP C25 N27  SING N N 46 
4CP N27 H271 SING N N 47 
4CP N27 H272 SING N N 48 
# 
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 
4CP SMILES           ACDLabs              10.04 Clc2ccc(SCC(=O)NC(C(=O)N)Cc1ccc(NC(=[N@H])N)cc1)cc2                                                                                                                                           
4CP InChI            InChI                1.02b InChI=1/C18H20ClN5O2S/c19-12-3-7-14(8-4-12)27-10-16(25)24-15(17(20)26)9-11-1-5-13(6-2-11)23-18(21)22/h1-8,15H,9-10H2,(H2,20,26)(H,24,25)(H4,21,22,23)/t15-/m0/s1/f/h21,23-24H,20,22H2/b21-18+ 
4CP InChIKey         InChI                1.02b IEEYGOJDTRVYGR-WVTVKLJIDD                                                                                                                                                                     
4CP SMILES_CANONICAL CACTVS               3.341 NC(=N)Nc1ccc(C[C@H](NC(=O)CSc2ccc(Cl)cc2)C(N)=O)cc1                                                                                                                                           
4CP SMILES           CACTVS               3.341 NC(=N)Nc1ccc(C[CH](NC(=O)CSc2ccc(Cl)cc2)C(N)=O)cc1                                                                                                                                            
4CP SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 [H]/N=C(\N)/Nc1ccc(cc1)C[C@@H](C(=O)N)NC(=O)CSc2ccc(cc2)Cl                                                                                                                                    
4CP SMILES           "OpenEye OEToolkits" 1.5.0 [H]N=C(N)Nc1ccc(cc1)CC(C(=O)N)NC(=O)CSc2ccc(cc2)Cl                                                                                                                                            
# 
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 
4CP "SYSTEMATIC NAME" ACDLabs              10.04 4-carbamimidamido-Nalpha-{[(4-chlorophenyl)sulfanyl]acetyl}-L-phenylalaninamide         
4CP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2S)-3-(4-carbamimidamidophenyl)-2-[2-(4-chlorophenyl)sulfanylethanoylamino]propanamide 
# 
