data_0Z6
# 
_chem_comp.id                                    0Z6 
_chem_comp.name                                  D-phenylalanyl-N-[(1S)-4-{[amino(iminio)methyl]amino}-1-(chloroacetyl)butyl]-L-phenylalaninamide 
_chem_comp.type                                  peptide-like 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H34 Cl N6 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "FFRCK; PPACK II" 
_chem_comp.pdbx_formal_charge                    1 
_chem_comp.pdbx_initial_date                     2008-07-30 
_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                        502.029 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     0Z6 
_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        1DAN 
_chem_comp.pdbx_subcomponent_list                "DPN PHE 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 
0Z6 N    N1  N  0 1 N N N 34.692 5.147  11.886 4.343  1.993  1.543  N    DPN 1  
0Z6 CA   C1  C  0 1 N N R 34.648 5.692  10.509 3.711  0.724  1.159  CA   DPN 2  
0Z6 C    C2  C  0 1 N N N 33.882 7.017  10.467 2.404  1.004  0.462  C    DPN 3  
0Z6 O    O1  O  0 1 N N N 33.561 7.596  11.514 2.197  2.097  -0.022 O    DPN 4  
0Z6 CB   C3  C  0 1 N N N 36.067 5.886  9.998  4.639  -0.042 0.214  CB   DPN 5  
0Z6 CG   C4  C  0 1 Y N N 36.930 6.703  10.909 5.896  -0.429 0.949  CG   DPN 6  
0Z6 CD1  C5  C  0 1 Y N N 37.767 6.083  11.827 5.960  -1.637 1.619  CD1  DPN 7  
0Z6 CD2  C6  C  0 1 Y N N 36.921 8.095  10.838 6.986  0.421  0.949  CD2  DPN 8  
0Z6 CE1  C7  C  0 1 Y N N 38.584 6.833  12.661 7.114  -1.992 2.294  CE1  DPN 9  
0Z6 CE2  C8  C  0 1 Y N N 37.732 8.857  11.666 8.139  0.065  1.624  CE2  DPN 10 
0Z6 CZ   C9  C  0 1 Y N N 38.566 8.224  12.578 8.202  -1.140 2.298  CZ   DPN 11 
0Z6 N1   N2  N  0 1 N N N 33.600 7.485  9.254  1.466  0.041  0.376  N    PHE 12 
0Z6 CA1  C10 C  0 1 N N S 32.844 8.711  9.042  0.196  0.313  -0.301 CA   PHE 13 
0Z6 C1   C11 C  0 1 N N N 31.413 8.250  8.996  -0.868 -0.610 0.235  C    PHE 14 
0Z6 O1   O3  O  0 1 N N N 31.113 7.220  8.400  -0.592 -1.416 1.098  O    PHE 15 
0Z6 CB1  C12 C  0 1 N N N 33.233 9.375  7.713  0.360  0.083  -1.805 CB   PHE 16 
0Z6 CG1  C13 C  0 1 Y N N 34.615 9.926  7.714  1.334  1.088  -2.364 CG   PHE 17 
0Z6 CD11 C14 C  0 0 Y N N 34.867 11.185 8.251  2.684  0.794  -2.405 CD1  PHE 18 
0Z6 CD21 C15 C  0 0 Y N N 35.680 9.176  7.221  0.876  2.303  -2.840 CD2  PHE 19 
0Z6 CE11 C16 C  0 0 Y N N 36.157 11.688 8.302  3.577  1.716  -2.918 CE1  PHE 20 
0Z6 CE21 C17 C  0 0 Y N N 36.979 9.675  7.269  1.769  3.225  -3.352 CE2  PHE 21 
0Z6 CZ1  C18 C  0 1 Y N N 37.217 10.933 7.811  3.120  2.932  -3.389 CZ   PHE 22 
0Z6 N2   N3  N  0 1 N N N 30.528 9.006  9.623  -2.125 -0.540 -0.244 N    ARG 23 
0Z6 CA2  C19 C  0 1 N N S 29.135 8.626  9.660  -3.159 -1.437 0.277  CA   ARG 24 
0Z6 C2   C20 C  0 1 N N N 28.218 9.452  8.763  -3.105 -2.749 -0.462 C    ARG 25 
0Z6 O2   O5  O  0 1 N N N 27.243 8.710  8.547  -2.490 -2.834 -1.497 O    ARG 26 
0Z6 CB2  C21 C  0 1 N N N 28.659 8.661  11.118 -4.536 -0.798 0.081  CB   ARG 27 
0Z6 CG2  C22 C  0 1 N N N 29.501 7.781  12.032 -4.635 0.471  0.931  CG   ARG 28 
0Z6 CD   C23 C  0 1 N N N 29.146 7.983  13.497 -6.011 1.110  0.735  CD   ARG 29 
0Z6 NE   N4  N  0 1 N N N 29.879 7.023  14.315 -6.105 2.325  1.548  NE   ARG 30 
0Z6 CZ2  C24 C  0 1 N N N 29.800 6.927  15.640 -7.253 3.069  1.535  CZ   ARG 31 
0Z6 NH1  N5  N  0 1 N N N 29.017 7.740  16.333 -8.284 2.690  0.781  NH1  ARG 32 
0Z6 NH2  N6  N  1 1 N N N 30.512 6.002  16.269 -7.339 4.174  2.274  NH2  ARG 33 
0Z6 C3   C25 C  0 1 N N N 28.758 9.912  7.358  -3.819 -3.956 0.091  C1   0QE 34 
0Z6 CL   CL  CL 0 0 N Y N 29.722 11.051 7.338  -3.568 -5.360 -1.011 CL   0QE 35 
0Z6 H    H1  H  0 1 N N N 34.702 4.148  11.849 4.524  2.567  0.733  H    DPN 36 
0Z6 H2   H2  H  0 1 N N N 35.518 5.472  12.347 3.778  2.489  2.218  H2   DPN 37 
0Z6 HA   H3  H  0 1 N N N 34.119 4.977  9.862  3.525  0.126  2.051  HA   DPN 38 
0Z6 HB2  H5  H  0 1 N N N 36.529 4.894  9.889  4.134  -0.941 -0.141 HB2  DPN 39 
0Z6 HB3  H6  H  0 1 N N N 35.996 6.431  9.045  4.895  0.591  -0.636 HB3  DPN 40 
0Z6 HD1  H7  H  0 1 N N N 37.782 5.005  11.893 5.110  -2.303 1.616  HD1  DPN 41 
0Z6 HD2  H8  H  0 1 N N N 36.273 8.587  10.128 6.937  1.362  0.422  HD2  DPN 42 
0Z6 HE1  H9  H  0 1 N N N 39.231 6.341  13.372 7.164  -2.935 2.817  HE1  DPN 43 
0Z6 HE2  H10 H  0 1 N N N 37.715 9.935  11.602 8.991  0.729  1.624  HE2  DPN 44 
0Z6 HZ   H11 H  0 1 N N N 39.202 8.811  13.224 9.103  -1.417 2.825  HZ   DPN 45 
0Z6 H1   H12 H  0 1 N N N 33.920 6.974  8.456  1.631  -0.833 0.763  H    PHE 46 
0Z6 HA1  H14 H  0 1 N N N 33.031 9.459  9.826  -0.097 1.348  -0.122 HA   PHE 47 
0Z6 HB21 H15 H  0 0 N N N 33.165 8.618  6.917  0.738  -0.925 -1.979 HB2  PHE 48 
0Z6 HB31 H16 H  0 0 N N N 32.544 10.217 7.553  -0.605 0.199  -2.298 HB3  PHE 49 
0Z6 HD11 H17 H  0 0 N N N 34.048 11.777 8.632  3.041  -0.157 -2.037 HD1  PHE 50 
0Z6 HD21 H18 H  0 0 N N N 35.497 8.199  6.798  -0.179 2.531  -2.812 HD2  PHE 51 
0Z6 HE11 H19 H  0 0 N N N 36.339 12.666 8.723  4.632  1.486  -2.950 HE1  PHE 52 
0Z6 HE21 H20 H  0 0 N N N 37.800 9.086  6.886  1.412  4.173  -3.725 HE2  PHE 53 
0Z6 HZ1  H21 H  0 1 N N N 38.223 11.323 7.851  3.818  3.653  -3.789 HZ   PHE 54 
0Z6 H3   H23 H  0 1 N N N 30.825 9.847  10.075 -2.346 0.105  -0.935 H    ARG 55 
0Z6 HA2  H25 H  0 1 N N N 29.070 7.609  9.246  -2.988 -1.611 1.339  HA   ARG 56 
0Z6 HB22 H26 H  0 0 N N N 28.722 9.698  11.479 -4.671 -0.543 -0.970 HB2  ARG 57 
0Z6 HB32 H27 H  0 0 N N N 27.628 8.278  11.142 -5.310 -1.501 0.387  HB3  ARG 58 
0Z6 HG2  H28 H  0 1 N N N 29.324 6.728  11.768 -4.499 0.215  1.982  HG2  ARG 59 
0Z6 HG3  H29 H  0 1 N N N 30.557 8.056  11.894 -3.860 1.174  0.625  HG3  ARG 60 
0Z6 HD22 H30 H  0 0 N N N 29.416 9.005  13.801 -6.146 1.365  -0.316 HD2  ARG 61 
0Z6 HD3  H31 H  0 1 N N N 28.065 7.831  13.635 -6.785 0.406  1.041  HD3  ARG 62 
0Z6 HE   H32 H  0 1 N N N 30.489 6.387  13.843 -5.354 2.601  2.097  HE   ARG 63 
0Z6 HH11 H33 H  0 0 N N N 29.071 7.539  17.311 -8.221 1.886  0.243  HH11 ARG 64 
0Z6 HH12 H34 H  0 0 N N N 28.449 8.458  15.932 -9.097 3.218  0.772  HH12 ARG 65 
0Z6 HH21 H35 H  0 0 N N N 31.051 5.465  15.620 -6.588 4.450  2.823  HH21 ARG 66 
0Z6 HH22 H36 H  0 0 N N N 30.510 5.861  17.259 -8.152 4.702  2.265  HH22 ARG 67 
0Z6 H11  H38 H  0 1 N N N 29.273 9.048  6.913  -3.421 -4.193 1.078  H    0QE 68 
0Z6 H21  H39 H  0 1 N N N 27.873 10.273 6.813  -4.885 -3.742 0.171  HA   0QE 69 
# 
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 
0Z6 N    CA   SING N N 1  
0Z6 N    H    SING N N 2  
0Z6 N    H2   SING N N 3  
0Z6 CA   C    SING N N 4  
0Z6 CA   CB   SING N N 5  
0Z6 CA   HA   SING N N 6  
0Z6 C    O    DOUB N N 7  
0Z6 CB   CG   SING N N 8  
0Z6 CB   HB2  SING N N 9  
0Z6 CB   HB3  SING N N 10 
0Z6 CG   CD1  DOUB N N 11 
0Z6 CG   CD2  SING Y N 12 
0Z6 CD1  CE1  SING Y N 13 
0Z6 CD1  HD1  SING Y N 14 
0Z6 CD2  CE2  DOUB N N 15 
0Z6 CD2  HD2  SING Y N 16 
0Z6 CE1  CZ   DOUB N N 17 
0Z6 CE1  HE1  SING Y N 18 
0Z6 CE2  CZ   SING N N 19 
0Z6 CE2  HE2  SING Y N 20 
0Z6 CZ   HZ   SING N N 21 
0Z6 N1   CA1  SING N N 22 
0Z6 N1   H1   SING N N 23 
0Z6 CA1  C1   SING N N 24 
0Z6 CA1  CB1  SING N N 25 
0Z6 CA1  HA1  SING N N 26 
0Z6 C1   O1   DOUB N N 27 
0Z6 CB1  CG1  SING N N 28 
0Z6 CB1  HB21 SING N N 29 
0Z6 CB1  HB31 SING N N 30 
0Z6 CG1  CD11 DOUB N N 31 
0Z6 CG1  CD21 SING N N 32 
0Z6 CD11 CE11 SING Y N 33 
0Z6 CD11 HD11 SING Y N 34 
0Z6 CD21 CE21 DOUB Y N 35 
0Z6 CD21 HD21 SING N N 36 
0Z6 CE11 CZ1  DOUB Y N 37 
0Z6 CE11 HE11 SING N N 38 
0Z6 CE21 CZ1  SING Y N 39 
0Z6 CE21 HE21 SING N N 40 
0Z6 CZ1  HZ1  SING Y N 41 
0Z6 N2   CA2  SING N N 42 
0Z6 N2   H3   SING N N 43 
0Z6 CA2  C2   SING N N 44 
0Z6 CA2  CB2  SING N N 45 
0Z6 CA2  HA2  SING N N 46 
0Z6 C2   O2   DOUB N N 47 
0Z6 CB2  CG2  SING N N 48 
0Z6 CB2  HB22 SING N N 49 
0Z6 CB2  HB32 SING N N 50 
0Z6 CG2  CD   SING N N 51 
0Z6 CG2  HG2  SING N N 52 
0Z6 CG2  HG3  SING N N 53 
0Z6 CD   NE   SING N N 54 
0Z6 CD   HD22 SING N N 55 
0Z6 CD   HD3  SING N N 56 
0Z6 NE   CZ2  SING N N 57 
0Z6 NE   HE   SING N N 58 
0Z6 CZ2  NH1  SING N N 59 
0Z6 CZ2  NH2  DOUB N N 60 
0Z6 NH1  HH11 SING N N 61 
0Z6 NH1  HH12 SING N N 62 
0Z6 NH2  HH21 SING N N 63 
0Z6 NH2  HH22 SING N N 64 
0Z6 C3   H11  SING N N 65 
0Z6 C3   H21  SING N N 66 
0Z6 C    N1   SING N N 67 
0Z6 C1   N2   SING N N 68 
0Z6 C2   C3   SING N N 69 
0Z6 C3   CL   SING N N 70 
# 
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 
0Z6 SMILES           ACDLabs              10.04 ClCC(=O)C(NC(=O)C(NC(=O)C(N)Cc1ccccc1)Cc2ccccc2)CCCNC(=[NH2+])\N 
0Z6 InChI            InChI                1.02b 
InChI=1/C25H33ClN6O3/c26-16-22(33)20(12-7-13-30-25(28)29)31-24(35)21(15-18-10-5-2-6-11-18)32-23(34)19(27)14-17-8-3-1-4-9-17/h1-6,8-11,19-21H,7,12-16,27H2,(H,31,35)(H,32,34)(H4,28,29,30)/p+1/t19-,20+,21+/m1/s1/fC25H34ClN6O3/h30-32H,28-29H2/q+1 
0Z6 InChIKey         InChI                1.02b PJFSUJMJVYGASC-JDMAEIACDY 
0Z6 SMILES_CANONICAL CACTVS               3.341 N[C@H](Cc1ccccc1)C(=O)N[C@@H](Cc2ccccc2)C(=O)N[C@@H](CCCNC(N)=[NH2+])C(=O)CCl 
0Z6 SMILES           CACTVS               3.341 N[CH](Cc1ccccc1)C(=O)N[CH](Cc2ccccc2)C(=O)N[CH](CCCNC(N)=[NH2+])C(=O)CCl 
0Z6 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)C[C@H](C(=O)N[C@@H](Cc2ccccc2)C(=O)N[C@@H](CCCNC(=[NH2+])N)C(=O)CCl)N 
0Z6 SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)CC(C(=O)NC(Cc2ccccc2)C(=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 
0Z6 "SYSTEMATIC NAME" ACDLabs              10.04 D-phenylalanyl-N-[(1S)-4-{[amino(iminio)methyl]amino}-1-(chloroacetyl)butyl]-L-phenylalaninamide                                           
0Z6 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 [amino-[[(4S)-4-[[(2S)-2-[[(2R)-2-amino-3-phenyl-propanoyl]amino]-3-phenyl-propanoyl]amino]-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 
0Z6 CAS     "CAS REGISTRY #"   74392-49-7                        
0Z6 PUBCHEM "ENZYME INHIBITED" "mammalian glandular kallikreins" 
# 
