data_10P
# 
_chem_comp.id                                    10P 
_chem_comp.name                                  "D-phenylalanyl-N-[(1-methylpyridinium-3-yl)methyl]-L-prolinamide" 
_chem_comp.type                                  peptide-like 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H27 N4 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    1 
_chem_comp.pdbx_initial_date                     2011-03-16 
_chem_comp.pdbx_modified_date                    2012-02-24 
_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                        367.465 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     10P 
_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        3QTO 
_chem_comp.pdbx_subcomponent_list                "DPN PRO NNJ" 
_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 
10P N22  N22  N 0 1 N N N 16.245 -16.015 22.905 3.119  -1.714 -1.071 N    DPN 1  
10P C3   C3   C 0 1 N N R 17.527 -15.332 22.968 2.925  -0.416 -0.411 CA   DPN 2  
10P C4   C4   C 0 1 N N N 17.315 -13.946 22.408 1.469  -0.240 -0.067 C    DPN 3  
10P O24  O24  O 0 1 N N N 16.410 -13.245 22.848 0.740  -1.207 0.000  O    DPN 4  
10P C2   C2   C 0 1 N N N 17.981 -15.315 24.432 3.761  -0.366 0.870  CB   DPN 5  
10P C1   C1   C 0 1 Y N N 19.394 -14.795 24.566 5.226  -0.418 0.516  CG   DPN 6  
10P C5   C5   C 0 1 Y N N 19.639 -13.700 25.381 5.924  0.752  0.289  CD1  DPN 7  
10P C9   C9   C 0 1 Y N N 20.443 -15.402 23.878 5.871  -1.637 0.425  CD2  DPN 8  
10P C6   C6   C 0 1 Y N N 20.926 -13.202 25.500 7.267  0.704  -0.035 CE1  DPN 9  
10P C8   C8   C 0 1 Y N N 21.735 -14.907 24.005 7.213  -1.686 0.096  CE2  DPN 10 
10P C7   C7   C 0 1 Y N N 21.976 -13.803 24.814 7.911  -0.515 -0.132 CZ   DPN 11 
10P N23  N23  N 0 1 N N N 18.110 -13.515 21.434 0.976  0.992  0.167  N    PRO 12 
10P C10  C10  C 0 1 N N S 17.905 -12.176 20.858 -0.442 1.320  0.403  CA   PRO 13 
10P C11  C11  C 0 1 N N N 16.502 -12.012 20.325 -1.330 0.461  -0.460 C    PRO 14 
10P O25  O25  O 0 1 N N N 15.974 -12.878 19.625 -0.907 0.008  -1.503 O    PRO 15 
10P C14  C14  C 0 1 N N N 18.937 -12.097 19.740 -0.577 2.809  0.000  CB   PRO 16 
10P C15  C15  C 0 1 N N N 19.988 -13.147 20.081 0.775  3.389  0.491  CG   PRO 17 
10P C16  C16  C 0 1 N N N 19.224 -14.240 20.809 1.763  2.233  0.229  CD   PRO 18 
10P C12  C12  C 0 1 N N N 14.471 -10.600 20.242 -3.456 -0.640 -0.912 C12  NNJ 19 
10P C13  C13  C 0 1 Y N N 13.461 -11.205 21.199 -4.807 -0.782 -0.259 C13  NNJ 20 
10P C17  C17  C 0 1 Y N N 12.804 -10.446 22.160 -5.814 0.124  -0.532 C17  NNJ 21 
10P C18  C18  C 0 1 N N N 11.232 -10.185 24.012 -8.041 0.987  -0.279 C18  NNJ 22 
10P C19  C19  C 0 1 Y N N 11.637 -12.313 22.941 -7.270 -0.971 0.879  C19  NNJ 23 
10P C20  C20  C 0 1 Y N N 12.265 -13.119 22.001 -6.313 -1.917 1.196  C20  NNJ 24 
10P C21  C21  C 0 1 Y N N 13.192 -12.569 21.130 -5.056 -1.826 0.619  C21  NNJ 25 
10P N26  N26  N 0 1 N N N 15.848 -10.903 20.669 -2.593 0.195  -0.073 N26  NNJ 26 
10P N27  N27  N 1 1 Y N N 11.916 -11.001 22.997 -6.999 0.006  0.036  N27  NNJ 27 
10P HN22 HN22 H 0 0 N N N 15.926 -16.040 21.958 2.835  -2.472 -0.469 H    DPN 28 
10P HN2A HN2A H 0 0 N N N 16.348 -16.949 23.246 2.628  -1.748 -1.952 H2   DPN 29 
10P H3   H3   H 0 1 N N N 18.314 -15.830 22.382 3.240  0.384  -1.081 HA   DPN 30 
10P H2   H2   H 0 1 N N N 17.941 -16.341 24.828 3.510  -1.217 1.502  HB2  DPN 31 
10P H2A  H2A  H 0 1 N N N 17.307 -14.662 25.005 3.550  0.560  1.406  HB3  DPN 32 
10P H5   H5   H 0 1 N N N 18.827 -13.236 25.922 5.421  1.705  0.365  HD1  DPN 33 
10P H9   H9   H 0 1 N N N 20.252 -16.257 23.246 5.326  -2.552 0.606  HD2  DPN 34 
10P H6   H6   H 0 1 N N N 21.115 -12.344 26.128 7.813  1.619  -0.213 HE1  DPN 35 
10P H8   H8   H 0 1 N N N 22.550 -15.379 23.476 7.716  -2.638 0.020  HE2  DPN 36 
10P H7   H7   H 0 1 N N N 22.978 -13.412 24.910 8.960  -0.553 -0.386 HZ   DPN 37 
10P H10  H10  H 0 1 N N N 18.025 -11.375 21.602 -0.694 1.187  1.455  HA   PRO 38 
10P H14  H14  H 0 1 N N N 18.474 -12.309 18.765 -0.678 2.915  -1.080 HB2  PRO 39 
10P H14A H14A H 0 0 N N N 19.387 -11.094 19.693 -1.414 3.279  0.517  HB3  PRO 40 
10P H15  H15  H 0 1 N N N 20.466 -13.538 19.171 1.051  4.270  -0.088 HG2  PRO 41 
10P H15A H15A H 0 0 N N N 20.777 -12.723 20.720 0.731  3.624  1.555  HG3  PRO 42 
10P H16  H16  H 0 1 N N N 18.864 -15.014 20.115 2.278  2.393  -0.719 HD2  PRO 43 
10P H16A H16A H 0 0 N N N 19.852 -14.741 21.560 2.487  2.172  1.041  HD3  PRO 44 
10P H12  H12  H 0 1 N N N 14.308 -11.018 19.238 -3.004 -1.625 -1.031 H12  NNJ 45 
10P H12A H12A H 0 0 N N N 14.335 -9.509  20.221 -3.573 -0.174 -1.891 H12A NNJ 46 
10P H17  H17  H 0 1 N N N 13.013 -9.389  22.234 -5.629 0.937  -1.218 H17  NNJ 47 
10P H18  H18  H 0 1 N N N 10.548 -10.820 24.594 -8.616 0.642  -1.139 H18  NNJ 48 
10P H18A H18A H 0 0 N N N 11.978 -9.736  24.685 -8.704 1.101  0.579  H18A NNJ 49 
10P H18B H18B H 0 0 N N N 10.659 -9.388  23.516 -7.579 1.946  -0.511 H18B NNJ 50 
10P H19  H19  H 0 1 N N N 10.923 -12.742 23.628 -8.252 -1.034 1.324  H19  NNJ 51 
10P H20  H20  H 0 1 N N N 12.032 -14.172 21.949 -6.541 -2.714 1.888  H20  NNJ 52 
10P H21  H21  H 0 1 N N N 13.699 -13.191 20.407 -4.289 -2.551 0.847  H21  NNJ 53 
10P HN26 HN26 H 0 0 N N N 16.319 -10.239 21.250 -2.931 0.557  0.761  HN26 NNJ 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 
10P C1  C2   SING N N 1  
10P C1  C5   DOUB Y N 2  
10P C1  C9   SING Y N 3  
10P C2  C3   SING N N 4  
10P C3  C4   SING N N 5  
10P C3  N22  SING N N 6  
10P C4  N23  SING N N 7  
10P C4  O24  DOUB N N 8  
10P C5  C6   SING Y N 9  
10P C6  C7   DOUB Y N 10 
10P C7  C8   SING Y N 11 
10P C8  C9   DOUB Y N 12 
10P C10 C11  SING N N 13 
10P C10 C14  SING N N 14 
10P C10 N23  SING N N 15 
10P C11 O25  DOUB N N 16 
10P C11 N26  SING N N 17 
10P C12 C13  SING N N 18 
10P C12 N26  SING N N 19 
10P C13 C17  DOUB Y N 20 
10P C13 C21  SING Y N 21 
10P C14 C15  SING N N 22 
10P C15 C16  SING N N 23 
10P C16 N23  SING N N 24 
10P C17 N27  SING Y N 25 
10P C18 N27  SING N N 26 
10P C19 C20  SING Y N 27 
10P C19 N27  DOUB Y N 28 
10P C20 C21  DOUB Y N 29 
10P C2  H2   SING N N 30 
10P C2  H2A  SING N N 31 
10P C3  H3   SING N N 32 
10P C5  H5   SING N N 33 
10P C6  H6   SING N N 34 
10P C7  H7   SING N N 35 
10P C8  H8   SING N N 36 
10P C9  H9   SING N N 37 
10P C10 H10  SING N N 38 
10P C12 H12  SING N N 39 
10P C12 H12A SING N N 40 
10P C14 H14  SING N N 41 
10P C14 H14A SING N N 42 
10P C15 H15  SING N N 43 
10P C15 H15A SING N N 44 
10P C16 H16  SING N N 45 
10P C16 H16A SING N N 46 
10P C17 H17  SING N N 47 
10P C18 H18  SING N N 48 
10P C18 H18A SING N N 49 
10P C18 H18B SING N N 50 
10P C19 H19  SING N N 51 
10P C20 H20  SING N N 52 
10P C21 H21  SING N N 53 
10P N22 HN22 SING N N 54 
10P N22 HN2A SING N N 55 
10P N26 HN26 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 
10P SMILES           ACDLabs              12.01 "O=C(NCc1ccc[n+](c1)C)C3N(C(=O)C(N)Cc2ccccc2)CCC3"                                                                                                                   
10P SMILES_CANONICAL CACTVS               3.370 "C[n+]1cccc(CNC(=O)[C@@H]2CCCN2C(=O)[C@H](N)Cc3ccccc3)c1"                                                                                                            
10P SMILES           CACTVS               3.370 "C[n+]1cccc(CNC(=O)[CH]2CCCN2C(=O)[CH](N)Cc3ccccc3)c1"                                                                                                               
10P SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "C[n+]1cccc(c1)CNC(=O)[C@@H]2CCCN2C(=O)[C@@H](Cc3ccccc3)N"                                                                                                           
10P SMILES           "OpenEye OEToolkits" 1.7.0 "C[n+]1cccc(c1)CNC(=O)C2CCCN2C(=O)C(Cc3ccccc3)N"                                                                                                                     
10P InChI            InChI                1.03  "InChI=1S/C21H26N4O2/c1-24-11-5-9-17(15-24)14-23-20(26)19-10-6-12-25(19)21(27)18(22)13-16-7-3-2-4-8-16/h2-5,7-9,11,15,18-19H,6,10,12-14,22H2,1H3/p+1/t18-,19+/m1/s1" 
10P InChIKey         InChI                1.03  RQARGWNLRRMMGY-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 
10P "SYSTEMATIC NAME" ACDLabs              12.01 "D-phenylalanyl-N-[(1-methylpyridinium-3-yl)methyl]-L-prolinamide"                                          
10P "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "(2S)-1-[(2R)-2-azanyl-3-phenyl-propanoyl]-N-[(1-methylpyridin-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 
10P "Create component"     2011-03-16 PDBJ 
10P "Other modification"   2011-03-21 PDBJ 
10P "Modify aromatic_flag" 2011-06-04 RCSB 
10P "Modify descriptor"    2011-06-04 RCSB 
# 
