data_98P
# 
_chem_comp.id                                    98P 
_chem_comp.name                                  "D-phenylalanyl-N-[(4-chloro-1-methylpyridinium-3-yl)methyl]-L-prolinamide" 
_chem_comp.type                                  peptide-like 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H26 Cl N4 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    1 
_chem_comp.pdbx_initial_date                     2011-03-18 
_chem_comp.pdbx_modified_date                    2012-03-09 
_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                        401.910 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     98P 
_chem_comp.pdbx_model_coordinates_details        ? 
_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        3QWC 
_chem_comp.pdbx_subcomponent_list                "DPN PRO NNT" 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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 
98P N22  N22  N  0 1 N N N 16.397 -15.347 23.169 3.380  -1.393 -1.415 N    DPN 1  
98P C3   C3   C  0 1 N N R 17.610 -14.552 23.298 3.235  -0.230 -0.531 CA   DPN 2  
98P C4   C4   C  0 1 N N N 17.358 -13.195 22.697 1.783  -0.053 -0.167 C    DPN 3  
98P O26  O26  O  0 1 N N N 16.361 -12.552 23.019 1.012  -0.983 -0.281 O    DPN 4  
98P C2   C2   C  0 1 N N N 18.005 -14.456 24.778 4.056  -0.450 0.742  CB   DPN 5  
98P C1   C1   C  0 1 Y N N 19.432 -13.963 24.900 5.520  -0.503 0.391  CG   DPN 6  
98P C5   C5   C  0 1 Y N N 20.482 -14.706 24.368 6.272  0.656  0.384  CD1  DPN 7  
98P C9   C9   C  0 1 Y N N 19.699 -12.772 25.561 6.113  -1.713 0.083  CD2  DPN 8  
98P C6   C6   C  0 1 Y N N 21.791 -14.242 24.487 7.616  0.607  0.062  CE1  DPN 9  
98P C8   C8   C  0 1 Y N N 21.003 -12.310 25.677 7.456  -1.762 -0.243 CE2  DPN 10 
98P C7   C7   C  0 1 Y N N 22.054 -13.048 25.140 8.208  -0.602 -0.251 CZ   DPN 11 
98P N23  N23  N  0 1 N N N 18.246 -12.742 21.805 1.341  1.137  0.284  N    PRO 12 
98P C10  C10  C  0 1 N N S 18.034 -11.437 21.177 -0.064 1.480  0.569  CA   PRO 13 
98P C11  C11  C  0 1 N N N 16.711 -11.431 20.477 -0.978 0.832  -0.440 C    PRO 14 
98P O27  O27  O  0 1 N N N 16.390 -12.385 19.773 -0.562 0.558  -1.546 O    PRO 15 
98P C14  C14  C  0 1 N N N 19.165 -11.295 20.167 -0.130 3.023  0.443  CB   PRO 16 
98P C15  C15  C  0 1 N N N 20.207 -12.336 20.557 1.240  3.442  1.038  CG   PRO 17 
98P C16  C16  C  0 1 N N N 19.459 -13.413 21.327 2.180  2.309  0.574  CD   PRO 18 
98P C12  C12  C  0 1 N N N 14.597 -10.233 20.069 -3.144 -0.071 -1.094 C12  NNT 19 
98P C13  C13  C  0 1 Y N N 13.611 -11.009 20.921 -4.508 -0.268 -0.484 C13  NNT 20 
98P C17  C17  C  0 1 Y N N 13.433 -12.373 20.749 -5.559 0.553  -0.842 C17  NNT 21 
98P C18  C18  C  0 1 N N N 12.395 -14.491 21.305 -7.845 1.278  -0.719 C18  NNT 22 
98P C19  C19  C  0 1 Y N N 11.835 -12.431 22.453 -6.998 -0.561 0.572  C19  NNT 23 
98P C20  C20  C  0 1 Y N N 11.972 -11.069 22.673 -5.997 -1.424 0.975  C20  NNT 24 
98P C21  C21  C  0 1 Y N N 12.868 -10.369 21.882 -4.725 -1.281 0.440  C21  NNT 25 
98P N24  N24  N  0 1 N N N 15.919 -10.375 20.670 -2.256 0.558  -0.114 N24  NNT 26 
98P N25  N25  N  1 1 Y N N 12.562 -13.048 21.509 -6.756 0.387  -0.313 N25  NNT 27 
98P CL28 CL28 CL 0 0 N N N 13.096 -8.621  22.122 -3.436 -2.342 0.915  CL28 NNT 28 
98P HN22 HN22 H  0 0 N N N 16.140 -15.409 22.205 4.335  -1.495 -1.725 H    DPN 29 
98P HN2A HN2A H  0 0 N N N 16.560 -16.265 23.530 3.056  -2.235 -0.962 H2   DPN 30 
98P H3   H3   H  0 1 N N N 18.447 -15.023 22.761 3.592  0.664  -1.043 HA   DPN 31 
98P H2   H2   H  0 1 N N N 17.922 -15.450 25.242 3.759  -1.390 1.207  HB2  DPN 32 
98P H2A  H2A  H  0 1 N N N 17.332 -13.752 25.290 3.878  0.372  1.436  HB3  DPN 33 
98P H5   H5   H  0 1 N N N 20.283 -15.640 23.864 5.810  1.601  0.629  HD1  DPN 34 
98P H9   H9   H  0 1 N N N 18.887 -12.201 25.988 5.527  -2.620 0.092  HD2  DPN 35 
98P H6   H6   H  0 1 N N N 22.605 -14.816 24.068 8.203  1.514  0.056  HE1  DPN 36 
98P H8   H8   H  0 1 N N N 21.202 -11.378 26.184 7.918  -2.707 -0.489 HE2  DPN 37 
98P H7   H7   H  0 1 N N N 23.069 -12.692 25.232 9.257  -0.640 -0.503 HZ   DPN 38 
98P H10  H10  H  0 1 N N N 18.030 -10.613 21.905 -0.335 1.170  1.578  HA   PRO 39 
98P H14  H14  H  0 1 N N N 18.799 -11.476 19.146 -0.212 3.326  -0.600 HB2  PRO 40 
98P H14A H14A H  0 0 N N N 19.594 -10.283 20.205 -0.952 3.428  1.033  HB3  PRO 41 
98P H15  H15  H  0 1 N N N 20.684 -12.761 19.662 1.561  4.400  0.630  HG2  PRO 42 
98P H15A H15A H  0 0 N N N 20.990 -11.884 21.184 1.193  3.482  2.126  HG3  PRO 43 
98P H16  H16  H  0 1 N N N 19.212 -14.267 20.679 2.713  2.615  -0.326 HD2  PRO 44 
98P H16A H16A H  0 0 N N N 20.061 -13.793 22.166 2.891  2.069  1.365  HD3  PRO 45 
98P H12  H12  H  0 1 N N N 14.605 -10.633 19.044 -2.734 -1.038 -1.388 H12  NNT 46 
98P H12A H12A H  0 0 N N N 14.311 -9.171  20.036 -3.227 0.569  -1.972 H12A NNT 47 
98P H17  H17  H  0 1 N N N 14.002 -12.896 19.995 -5.399 1.341  -1.564 H17  NNT 48 
98P H18  H18  H  0 1 N N N 11.645 -14.877 22.011 -8.361 0.852  -1.579 H18  NNT 49 
98P H18A H18A H  0 0 N N N 12.059 -14.679 20.275 -8.548 1.392  0.106  H18A NNT 50 
98P H18B H18B H  0 0 N N N 13.356 -14.999 21.476 -7.437 2.253  -0.986 H18B NNT 51 
98P H19  H19  H  0 1 N N N 11.136 -13.001 23.047 -7.991 -0.666 0.983  H19  NNT 52 
98P H20  H20  H  0 1 N N N 11.397 -10.569 23.438 -6.202 -2.198 1.700  H20  NNT 53 
98P HN24 HN24 H  0 0 N N N 16.250 -9.639  21.260 -2.589 0.778  0.771  HN24 NNT 54 
# 
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 
98P C1  C2   SING N N 1  
98P C1  C5   DOUB Y N 2  
98P C1  C9   SING Y N 3  
98P C2  C3   SING N N 4  
98P C3  C4   SING N N 5  
98P C3  N22  SING N N 6  
98P C4  N23  SING N N 7  
98P C4  O26  DOUB N N 8  
98P C5  C6   SING Y N 9  
98P C6  C7   DOUB Y N 10 
98P C7  C8   SING Y N 11 
98P C8  C9   DOUB Y N 12 
98P C10 C11  SING N N 13 
98P C10 C14  SING N N 14 
98P C10 N23  SING N N 15 
98P C11 N24  SING N N 16 
98P C11 O27  DOUB N N 17 
98P C12 C13  SING N N 18 
98P C12 N24  SING N N 19 
98P C13 C17  DOUB Y N 20 
98P C13 C21  SING Y N 21 
98P C14 C15  SING N N 22 
98P C15 C16  SING N N 23 
98P C16 N23  SING N N 24 
98P C17 N25  SING Y N 25 
98P C18 N25  SING N N 26 
98P C19 C20  SING Y N 27 
98P C19 N25  DOUB Y N 28 
98P C20 C21  DOUB Y N 29 
98P C21 CL28 SING N N 30 
98P C2  H2   SING N N 31 
98P C2  H2A  SING N N 32 
98P C3  H3   SING N N 33 
98P C5  H5   SING N N 34 
98P C6  H6   SING N N 35 
98P C7  H7   SING N N 36 
98P C8  H8   SING N N 37 
98P C9  H9   SING N N 38 
98P C10 H10  SING N N 39 
98P C12 H12  SING N N 40 
98P C12 H12A SING N N 41 
98P C14 H14  SING N N 42 
98P C14 H14A SING N N 43 
98P C15 H15  SING N N 44 
98P C15 H15A SING N N 45 
98P C16 H16  SING N N 46 
98P C16 H16A SING N N 47 
98P C17 H17  SING N N 48 
98P C18 H18  SING N N 49 
98P C18 H18A SING N N 50 
98P C18 H18B SING N N 51 
98P C19 H19  SING N N 52 
98P C20 H20  SING N N 53 
98P N22 HN22 SING N N 54 
98P N22 HN2A SING N N 55 
98P N24 HN24 SING N N 56 
# 
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 
98P SMILES           ACDLabs              12.01 "O=C(NCc1c(Cl)cc[n+](c1)C)C3N(C(=O)C(N)Cc2ccccc2)CCC3"                                                                                                                        
98P SMILES_CANONICAL CACTVS               3.370 "C[n+]1ccc(Cl)c(CNC(=O)[C@@H]2CCCN2C(=O)[C@H](N)Cc3ccccc3)c1"                                                                                                                 
98P SMILES           CACTVS               3.370 "C[n+]1ccc(Cl)c(CNC(=O)[CH]2CCCN2C(=O)[CH](N)Cc3ccccc3)c1"                                                                                                                    
98P SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "C[n+]1ccc(c(c1)CNC(=O)[C@@H]2CCCN2C(=O)[C@@H](Cc3ccccc3)N)Cl"                                                                                                                
98P SMILES           "OpenEye OEToolkits" 1.7.0 "C[n+]1ccc(c(c1)CNC(=O)C2CCCN2C(=O)C(Cc3ccccc3)N)Cl"                                                                                                                          
98P InChI            InChI                1.03  "InChI=1S/C21H25ClN4O2/c1-25-11-9-17(22)16(14-25)13-24-20(27)19-8-5-10-26(19)21(28)18(23)12-15-6-3-2-4-7-15/h2-4,6-7,9,11,14,18-19H,5,8,10,12-13,23H2,1H3/p+1/t18-,19+/m1/s1" 
98P InChIKey         InChI                1.03  FZBNWDIVSYUHIW-MOPGFXCFSA-O                                                                                                                                                   
# 
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 
98P "SYSTEMATIC NAME" ACDLabs              12.01 "D-phenylalanyl-N-[(4-chloro-1-methylpyridinium-3-yl)methyl]-L-prolinamide"                                           
98P "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "(2S)-1-[(2R)-2-azanyl-3-phenyl-propanoyl]-N-[(4-chloro-1-methyl-pyridin-1-ium-3-yl)methyl]pyrrolidine-2-carboxamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
98P "Create component"     2011-03-18 PDBJ 
98P "Modify linking type"  2011-03-18 PDBJ 
98P "Modify aromatic_flag" 2011-06-04 RCSB 
98P "Modify descriptor"    2011-06-04 RCSB 
# 
