data_0G6
# 
_chem_comp.id                                    0G6 
_chem_comp.name                                  D-phenylalanyl-N-[(1S)-4-{[amino(iminio)methyl]amino}-1-(chloroacetyl)butyl]-L-prolinamide 
_chem_comp.type                                  peptide-like 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H32 Cl N6 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "PPACK, FPRCK" 
_chem_comp.pdbx_formal_charge                    1 
_chem_comp.pdbx_initial_date                     2008-09-14 
_chem_comp.pdbx_modified_date                    2009-01-12 
_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                        451.970 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     0G6 
_chem_comp.pdbx_model_coordinates_details        "not provided" 
_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        1FXY 
_chem_comp.pdbx_subcomponent_list                "DPN PRO ARG 0QE" 
_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 
0G6 N    N1  N  0 1 N N N 20.518 11.878 12.614 3.856  -0.853 -1.969 N    DPN 1  
0G6 CA   C1  C  0 1 N N R 21.054 11.229 13.842 3.719  -0.459 -0.560 CA   DPN 2  
0G6 C    C2  C  0 1 N N N 20.069 10.210 14.390 2.279  -0.595 -0.138 C    DPN 3  
0G6 O    O1  O  0 1 N N N 19.548 9.376  13.649 1.525  -1.301 -0.774 O    DPN 4  
0G6 CB   C3  C  0 1 N N N 22.373 10.521 13.531 4.593  -1.365 0.310  CB   DPN 5  
0G6 CG   C4  C  0 1 Y N N 23.535 11.449 13.361 6.044  -1.138 -0.028 CG   DPN 6  
0G6 CD1  C5  C  0 1 Y N N 23.903 12.316 14.382 6.769  -0.175 0.650  CD1  DPN 7  
0G6 CD2  C6  C  0 1 Y N N 24.270 11.452 12.179 6.651  -1.895 -1.012 CD2  DPN 8  
0G6 CE1  C7  C  0 1 Y N N 24.987 13.172 14.229 8.100  0.033  0.340  CE1  DPN 9  
0G6 CE2  C8  C  0 1 Y N N 25.356 12.304 12.016 7.982  -1.687 -1.322 CE2  DPN 10 
0G6 CZ   C9  C  0 1 Y N N 25.714 13.165 13.043 8.706  -0.721 -0.648 CZ   DPN 11 
0G6 N1   N2  N  0 1 N N N 19.778 10.281 15.696 1.828  0.068  0.945  N    PRO 12 
0G6 CA1  C10 C  0 1 N N S 18.847 9.328  16.304 0.454  0.025  1.465  CA   PRO 13 
0G6 C1   C11 C  0 1 N N N 17.414 9.453  15.787 -0.508 0.513  0.413  C    PRO 14 
0G6 O1   O3  O  0 1 N N N 16.916 10.551 15.528 -0.093 0.864  -0.671 O    PRO 15 
0G6 CB1  C12 C  0 1 N N N 18.948 9.632  17.798 0.401  0.955  2.696  CB   PRO 16 
0G6 CG1  C13 C  0 1 N N N 19.328 11.074 17.849 1.603  1.908  2.464  CG   PRO 17 
0G6 CD   C14 C  0 1 N N N 20.254 11.279 16.671 2.634  0.951  1.808  CD   PRO 18 
0G6 N2   N3  N  0 1 N N N 16.752 8.307  15.661 -1.829 0.558  0.676  N    ARG 19 
0G6 CA2  C15 C  0 1 N N S 15.380 8.254  15.186 -2.764 1.033  -0.347 CA   ARG 20 
0G6 C2   C16 C  0 1 N N N 14.428 7.868  16.387 -2.848 2.536  -0.293 C    ARG 21 
0G6 O2   O5  O  0 1 N N N 13.100 8.197  15.985 -2.421 3.131  0.668  O    ARG 22 
0G6 CB2  C17 C  0 1 N N N 15.288 7.248  14.038 -4.149 0.435  -0.089 CB   ARG 23 
0G6 CG2  C18 C  0 1 N N N 16.004 7.709  12.786 -4.090 -1.084 -0.267 CG   ARG 24 
0G6 CD3  C19 C  0 1 N N N 16.131 6.600  11.759 -5.474 -1.682 -0.009 CD   ARG 25 
0G6 NE   N4  N  0 1 N N N 16.808 7.063  10.547 -5.418 -3.136 -0.179 NE   ARG 26 
0G6 CZ1  C20 C  0 1 N N N 17.047 6.303  9.480  -6.544 -3.890 0.002  CZ   ARG 27 
0G6 NH1  N5  N  0 1 N N N 16.667 5.031  9.456  -7.693 -3.302 0.333  NH1  ARG 28 
0G6 NH2  N6  N  1 1 N N N 17.675 6.818  8.433  -6.493 -5.212 -0.153 NH2  ARG 29 
0G6 C3   C21 C  0 1 N N N 14.725 8.566  17.783 -3.465 3.298  -1.437 C1   0QE 30 
0G6 CL   CL  CL 0 0 N N N 15.741 7.944  18.694 -3.419 5.064  -1.077 CL   0QE 31 
0G6 H    H1  H  0 1 N N N 20.398 12.857 12.779 4.801  -0.709 -2.294 H    DPN 32 
0G6 H2   H2  H  0 1 N Y N 21.160 11.744 11.859 3.568  -1.810 -2.106 H2   DPN 33 
0G6 HA   H3  H  0 1 N N N 21.218 12.015 14.594 4.036  0.577  -0.440 HA   DPN 34 
0G6 HB2  H5  H  0 1 N N N 22.600 9.842  14.366 4.424  -1.131 1.361  HB2  DPN 35 
0G6 HB3  H6  H  0 1 N N N 22.238 9.996  12.574 4.335  -2.407 0.123  HB3  DPN 36 
0G6 HD1  H7  H  0 1 N N N 23.341 12.325 15.304 6.296  0.414  1.421  HD1  DPN 37 
0G6 HD2  H8  H  0 1 N N N 23.993 10.783 11.378 6.086  -2.650 -1.538 HD2  DPN 38 
0G6 HE1  H9  H  0 1 N N N 25.265 13.842 15.030 8.667  0.785  0.869  HE1  DPN 39 
0G6 HE2  H10 H  0 1 N N N 25.918 12.296 11.094 8.457  -2.279 -2.090 HE2  DPN 40 
0G6 HZ   H11 H  0 1 N N N 26.557 13.830 12.922 9.746  -0.558 -0.890 HZ   DPN 41 
0G6 HA1  H13 H  0 1 N N N 19.110 8.290  16.054 0.199  -0.994 1.757  HA   PRO 42 
0G6 HB21 H14 H  0 0 N N N 17.990 9.452  18.308 -0.535 1.513  2.717  HB2  PRO 43 
0G6 HB31 H15 H  0 0 N N N 19.677 8.987  18.310 0.532  0.385  3.616  HB3  PRO 44 
0G6 HG2  H16 H  0 1 N N N 18.440 11.718 17.768 1.334  2.719  1.788  HG2  PRO 45 
0G6 HG3  H17 H  0 1 N N N 19.811 11.338 18.801 1.981  2.298  3.409  HG3  PRO 46 
0G6 HD21 H18 H  0 0 N N N 21.305 11.109 16.946 3.151  0.367  2.570  HD2  PRO 47 
0G6 HD3  H19 H  0 1 N N N 20.232 12.307 16.280 3.349  1.516  1.211  HD3  PRO 48 
0G6 H1   H21 H  0 1 N N N 17.214 7.453  15.901 -2.161 0.277  1.543  H    ARG 49 
0G6 HA2  H23 H  0 1 N N N 15.061 9.235  14.805 -2.413 0.724  -1.332 HA   ARG 50 
0G6 HB22 H24 H  0 0 N N N 15.745 6.304  14.369 -4.462 0.669  0.928  HB2  ARG 51 
0G6 HB32 H25 H  0 0 N N N 14.224 7.131  13.786 -4.864 0.856  -0.796 HB3  ARG 52 
0G6 HG21 H26 H  0 0 N N N 15.433 8.536  12.340 -3.776 -1.318 -1.284 HG2  ARG 53 
0G6 HG31 H27 H  0 0 N N N 17.018 8.025  13.072 -3.375 -1.505 0.440  HG3  ARG 54 
0G6 HD22 H28 H  0 0 N N N 16.714 5.777  12.197 -5.787 -1.447 1.008  HD2  ARG 55 
0G6 HD31 H29 H  0 0 N N N 15.119 6.267  11.484 -6.189 -1.260 -0.716 HD3  ARG 56 
0G6 HE   H30 H  0 1 N N N 17.112 8.015  10.518 -4.581 -3.563 -0.421 HE   ARG 57 
0G6 HH11 H31 H  0 0 N N N 16.919 4.602  8.589  -7.730 -2.339 0.446  HH11 ARG 58 
0G6 HH12 H32 H  0 0 N N N 16.193 4.566  10.204 -8.492 -3.837 0.461  HH12 ARG 59 
0G6 HH21 H33 H  0 0 N N N 17.901 7.779  8.592  -7.292 -5.746 -0.025 HH21 ARG 60 
0G6 HH22 H34 H  0 0 N N N 17.893 6.314  7.597  -5.656 -5.640 -0.394 HH22 ARG 61 
0G6 H11  H36 H  0 1 N N N 15.087 9.580  17.556 -2.904 3.099  -2.351 H    0QE 62 
0G6 H21  H37 H  0 1 N N N 13.777 8.488  18.336 -4.499 2.981  -1.569 HA   0QE 63 
# 
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 
0G6 N   CA   SING N N 1  
0G6 N   H    SING N N 2  
0G6 N   H2   SING N N 3  
0G6 CA  C    SING N N 4  
0G6 CA  CB   SING N N 5  
0G6 CA  HA   SING N N 6  
0G6 C   O    DOUB N N 7  
0G6 CB  CG   SING N N 8  
0G6 CB  HB2  SING N N 9  
0G6 CB  HB3  SING N N 10 
0G6 CG  CD1  DOUB N N 11 
0G6 CG  CD2  SING Y N 12 
0G6 CD1 CE1  SING Y N 13 
0G6 CD1 HD1  SING Y N 14 
0G6 CD2 CE2  DOUB N N 15 
0G6 CD2 HD2  SING Y N 16 
0G6 CE1 CZ   DOUB N N 17 
0G6 CE1 HE1  SING Y N 18 
0G6 CE2 CZ   SING N N 19 
0G6 CE2 HE2  SING Y N 20 
0G6 CZ  HZ   SING N N 21 
0G6 N1  CA1  SING N N 22 
0G6 N1  CD   SING N N 23 
0G6 CA1 C1   SING N N 24 
0G6 CA1 CB1  SING N N 25 
0G6 CA1 HA1  SING N N 26 
0G6 C1  O1   DOUB N N 27 
0G6 CB1 CG1  SING N N 28 
0G6 CB1 HB21 SING N N 29 
0G6 CB1 HB31 SING N N 30 
0G6 CG1 CD   SING N N 31 
0G6 CG1 HG2  SING N N 32 
0G6 CG1 HG3  SING N N 33 
0G6 CD  HD21 SING N N 34 
0G6 CD  HD3  SING N N 35 
0G6 N2  CA2  SING N N 36 
0G6 N2  H1   SING N N 37 
0G6 CA2 C2   SING N N 38 
0G6 CA2 CB2  SING N N 39 
0G6 CA2 HA2  SING N N 40 
0G6 C2  O2   DOUB N N 41 
0G6 CB2 CG2  SING N N 42 
0G6 CB2 HB22 SING N N 43 
0G6 CB2 HB32 SING N N 44 
0G6 CG2 CD3  SING N N 45 
0G6 CG2 HG21 SING N N 46 
0G6 CG2 HG31 SING N N 47 
0G6 CD3 NE   SING N N 48 
0G6 CD3 HD22 SING N N 49 
0G6 CD3 HD31 SING N N 50 
0G6 NE  CZ1  SING N N 51 
0G6 NE  HE   SING N N 52 
0G6 CZ1 NH1  SING N N 53 
0G6 CZ1 NH2  DOUB N N 54 
0G6 NH1 HH11 SING N N 55 
0G6 NH1 HH12 SING N N 56 
0G6 NH2 HH21 SING N N 57 
0G6 NH2 HH22 SING N N 58 
0G6 C3  H11  SING N N 59 
0G6 C3  H21  SING N N 60 
0G6 C   N1   SING N N 61 
0G6 C1  N2   SING N N 62 
0G6 C2  C3   SING N N 63 
0G6 CL  C3   SING N N 64 
# 
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 
0G6 SMILES           ACDLabs              10.04 O=C(NC(C(=O)CCl)CCCNC(=[NH2+])\N)C2N(C(=O)C(N)Cc1ccccc1)CCC2 
0G6 InChI            InChI                1.02b 
InChI=1/C21H31ClN6O3/c22-13-18(29)16(8-4-10-26-21(24)25)27-19(30)17-9-5-11-28(17)20(31)15(23)12-14-6-2-1-3-7-14/h1-3,6-7,15-17H,4-5,8-13,23H2,(H,27,30)(H4,24,25,26)/p+1/t15-,16+,17+/m1/s1/fC21H32ClN6O3/h26-27H,24-25H2/q+1 
0G6 InChIKey         InChI                1.02b KWPACVJPAFGBEQ-ZCMGNTFEDS 
0G6 SMILES_CANONICAL CACTVS               3.341 N[C@H](Cc1ccccc1)C(=O)N2CCC[C@H]2C(=O)N[C@@H](CCCNC(N)=[NH2+])C(=O)CCl 
0G6 SMILES           CACTVS               3.341 N[CH](Cc1ccccc1)C(=O)N2CCC[CH]2C(=O)N[CH](CCCNC(N)=[NH2+])C(=O)CCl 
0G6 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)C[C@H](C(=O)N2CCC[C@H]2C(=O)N[C@@H](CCCNC(=[NH2+])N)C(=O)CCl)N 
0G6 SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)CC(C(=O)N2CCCC2C(=O)NC(CCCNC(=[NH2+])N)C(=O)CCl)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 
0G6 "SYSTEMATIC NAME" ACDLabs              10.04 D-phenylalanyl-N-[(1S)-4-{[amino(iminio)methyl]amino}-1-(chloroacetyl)butyl]-L-prolinamide                                              
0G6 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 [amino-[[(4S)-4-[[(2S)-1-[(2R)-2-amino-3-phenyl-propanoyl]pyrrolidin-2-yl]carbonylamino]-6-chloro-5-oxo-hexyl]amino]methylidene]azanium 
# 
loop_
_pdbx_chem_comp_feature.comp_id 
_pdbx_chem_comp_feature.source 
_pdbx_chem_comp_feature.type 
_pdbx_chem_comp_feature.value 
0G6 REGISTRY# CAS                71142-71-7                                                                                                                                                                 
0G6 ID        ChemSpider         4470699                                                                                                                                                                    
0G6 LINK      ChemIDplus         http://chem.sis.nlm.nih.gov/chemidplus/ProxyServlet?objectHandle=DBMaint&actionHandle=default&nextPage=jsp/chemidheavy/ResultScreen.jsp&ROW_NUM=0&TXTSUPERLISTID=071142717 
0G6 PDB_2HPQ  "ENZYME INHIBITED" alpha-Trombin                                                                                                                                                              
0G6 PDB_2PGQ  FUNCTION           "Inhibits active site of Thrombin"                                                                                                                                         
0G6 LINK      MESH               http://www.nlm.nih.gov/cgi/mesh/2008/MB_cgi?mode=&term=phenylalanyl-prolyl-arginine+methyl+chloride                                                                        
0G6 ID        PUBCHEM            5311176                                                                                                                                                                    
0G6 LINK      Lookchem           http://www.lookchem.com/cas-711/71142-71-7.html                                                                                                                            
# 
