data_99P
# 
_chem_comp.id                                    99P 
_chem_comp.name                                  "D-phenylalanyl-N-(pyridin-3-ylmethyl)-L-prolinamide" 
_chem_comp.type                                  peptide-like 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H24 N4 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2010-10-19 
_chem_comp.pdbx_modified_date                    2012-09-12 
_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                        352.430 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     99P 
_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        3P17 
_chem_comp.pdbx_subcomponent_list                "DPN PRO 0YC" 
_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 
99P N4  N4  N 0 1 N N N 16.385 -15.301 23.082 3.054  1.919  0.766  N   DPN 1  
99P C3  C3  C 0 1 N N R 17.699 -14.578 23.154 2.727  0.582  0.255  CA  DPN 2  
99P C5  C5  C 0 1 N N N 17.473 -13.179 22.557 1.292  0.557  -0.205 C   DPN 3  
99P O7  O7  O 0 1 N N N 16.557 -12.468 23.001 0.719  1.594  -0.461 O   DPN 4  
99P C2  C2  C 0 1 N N N 18.178 -14.505 24.615 3.646  0.247  -0.922 CB  DPN 5  
99P C1  C1  C 0 1 Y N N 19.611 -13.994 24.683 5.069  0.151  -0.437 CG  DPN 6  
99P C8  C8  C 0 1 Y N N 20.671 -14.666 24.063 5.872  1.276  -0.423 CD1 DPN 7  
99P C12 C12 C 0 1 Y N N 19.878 -12.810 25.390 5.571  -1.061 0.000  CD2 DPN 8  
99P C9  C9  C 0 1 Y N N 21.958 -14.160 24.154 7.178  1.188  0.022  CE1 DPN 9  
99P C11 C11 C 0 1 Y N N 21.162 -12.304 25.482 6.876  -1.149 0.445  CE2 DPN 10 
99P C10 C10 C 0 1 Y N N 22.209 -12.981 24.860 7.681  -0.025 0.454  CZ  DPN 11 
99P N6  N6  N 0 1 N N N 18.339 -12.783 21.565 0.646  -0.619 -0.331 N   PRO 12 
99P C13 C13 C 0 1 N N S 18.205 -11.432 20.992 -0.748 -0.788 -0.767 CA  PRO 13 
99P C14 C14 C 0 1 N N N 16.746 -11.311 20.468 -1.671 -0.051 0.169  C   PRO 14 
99P O15 O15 O 0 1 N N N 16.260 -12.193 19.720 -1.216 0.559  1.113  O   PRO 15 
99P C19 C19 C 0 1 N N N 19.194 -11.420 19.806 -1.059 -2.299 -0.735 CB  PRO 16 
99P C20 C20 C 0 1 N N N 20.239 -12.402 20.272 -0.002 -2.850 0.259  CG  PRO 17 
99P C21 C21 C 0 1 N N N 19.457 -13.536 20.949 1.221  -1.949 -0.060 CD  PRO 18 
99P N16 N16 N 0 1 N N N 16.087 -10.143 20.716 -3.002 -0.071 -0.043 N16 0YC 19 
99P C17 C17 C 0 1 N N N 14.761 -9.876  20.181 -3.899 0.645  0.867  C17 0YC 20 
99P C18 C18 C 0 1 Y N N 13.718 -10.435 21.091 -5.325 0.466  0.411  C18 0YC 21 
99P C22 C22 C 0 1 Y N N 12.934 -9.622  21.887 -5.891 1.357  -0.481 C22 0YC 22 
99P N23 N23 N 0 1 Y N N 11.973 -10.082 22.730 -7.137 1.206  -0.885 N23 0YC 23 
99P C24 C24 C 0 1 Y N N 11.779 -11.419 22.785 -7.889 0.210  -0.459 C24 0YC 24 
99P C25 C25 C 0 1 Y N N 12.517 -12.299 22.025 -7.391 -0.719 0.434  C25 0YC 25 
99P C26 C26 C 0 1 Y N N 13.490 -11.794 21.177 -6.082 -0.597 0.877  C26 0YC 26 
99P H4  H4  H 0 1 N N N 16.488 -16.220 23.462 3.991  1.945  1.140  H   DPN 27 
99P H5  H5  H 0 1 N N N 15.699 -14.798 23.608 2.932  2.620  0.050  H2  DPN 28 
99P H3  H3  H 0 1 N N N 18.450 -15.112 22.553 2.868  -0.154 1.047  HA  DPN 29 
99P H1  H1  H 0 1 N N N 17.523 -13.822 25.177 3.345  -0.707 -1.357 HB2 DPN 30 
99P H2  H2  H 0 1 N N N 18.130 -15.509 25.062 3.571  1.030  -1.676 HB3 DPN 31 
99P H7  H7  H 0 1 N N N 20.486 -15.578 23.514 5.479  2.224  -0.761 HD1 DPN 32 
99P H11 H11 H 0 1 N N N 19.066 -12.285 25.871 4.942  -1.939 -0.006 HD2 DPN 33 
99P H8  H8  H 0 1 N N N 22.774 -14.681 23.675 7.805  2.067  0.032  HE1 DPN 34 
99P H10 H10 H 0 1 N N N 21.351 -11.393 26.031 7.268  -2.096 0.787  HE2 DPN 35 
99P H9  H9  H 0 1 N N N 23.215 -12.594 24.924 8.701  -0.093 0.801  HZ  DPN 36 
99P H12 H12 H 0 1 N N N 18.437 -10.639 21.719 -0.868 -0.407 -1.782 HA  PRO 37 
99P H16 H16 H 0 1 N N N 19.624 -10.419 19.652 -2.068 -2.475 -0.361 HB2 PRO 38 
99P H17 H17 H 0 1 N N N 18.711 -11.758 18.877 -0.929 -2.744 -1.722 HB3 PRO 39 
99P H18 H18 H 0 1 N N N 20.814 -12.787 19.417 -0.329 -2.719 1.290  HG2 PRO 40 
99P H19 H19 H 0 1 N N N 20.924 -11.925 20.989 0.221  -3.896 0.051  HG3 PRO 41 
99P H20 H20 H 0 1 N N N 19.093 -14.270 20.215 1.750  -2.325 -0.936 HD2 PRO 42 
99P H21 H21 H 0 1 N N N 20.066 -14.048 21.709 1.891  -1.902 0.798  HD3 PRO 43 
99P H13 H13 H 0 1 N N N 16.529 -9.448  21.283 -3.366 -0.559 -0.799 H13 0YC 44 
99P H14 H14 H 0 1 N N N 14.618 -8.789  20.088 -3.787 0.247  1.875  H14 0YC 45 
99P H15 H15 H 0 1 N N N 14.668 -10.344 19.190 -3.648 1.706  0.865  H15 0YC 46 
99P H22 H22 H 0 1 N N N 13.095 -8.555  21.836 -5.306 2.186  -0.852 H22 0YC 47 
99P H23 H23 H 0 1 N N N 11.020 -11.810 23.447 -8.906 0.120  -0.812 H23 0YC 48 
99P H24 H24 H 0 1 N N N 12.341 -13.363 22.089 -8.011 -1.533 0.780  H24 0YC 49 
99P H25 H25 H 0 1 N N N 14.077 -12.472 20.576 -5.665 -1.311 1.572  H25 0YC 50 
# 
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 
99P O15 C14 DOUB N N 1  
99P C19 C20 SING N N 2  
99P C19 C13 SING N N 3  
99P C17 N16 SING N N 4  
99P C17 C18 SING N N 5  
99P C20 C21 SING N N 6  
99P C14 N16 SING N N 7  
99P C14 C13 SING N N 8  
99P C21 N6  SING N N 9  
99P C13 N6  SING N N 10 
99P C18 C26 DOUB Y N 11 
99P C18 C22 SING Y N 12 
99P C26 C25 SING Y N 13 
99P N6  C5  SING N N 14 
99P C22 N23 DOUB Y N 15 
99P C25 C24 DOUB Y N 16 
99P C5  O7  DOUB N N 17 
99P C5  C3  SING N N 18 
99P N23 C24 SING Y N 19 
99P N4  C3  SING N N 20 
99P C3  C2  SING N N 21 
99P C8  C9  DOUB Y N 22 
99P C8  C1  SING Y N 23 
99P C9  C10 SING Y N 24 
99P C2  C1  SING N N 25 
99P C1  C12 DOUB Y N 26 
99P C10 C11 DOUB Y N 27 
99P C12 C11 SING Y N 28 
99P C2  H1  SING N N 29 
99P C2  H2  SING N N 30 
99P C3  H3  SING N N 31 
99P N4  H4  SING N N 32 
99P N4  H5  SING N N 33 
99P C8  H7  SING N N 34 
99P C9  H8  SING N N 35 
99P C10 H9  SING N N 36 
99P C11 H10 SING N N 37 
99P C12 H11 SING N N 38 
99P C13 H12 SING N N 39 
99P N16 H13 SING N N 40 
99P C17 H14 SING N N 41 
99P C17 H15 SING N N 42 
99P C19 H16 SING N N 43 
99P C19 H17 SING N N 44 
99P C20 H18 SING N N 45 
99P C20 H19 SING N N 46 
99P C21 H20 SING N N 47 
99P C21 H21 SING N N 48 
99P C22 H22 SING N N 49 
99P C24 H23 SING N N 50 
99P C25 H24 SING N N 51 
99P C26 H25 SING N N 52 
# 
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 
99P SMILES           ACDLabs              12.01 "O=C(NCc1cccnc1)C3N(C(=O)C(N)Cc2ccccc2)CCC3"                                                                                                                          
99P InChI            InChI                1.03  "InChI=1S/C20H24N4O2/c21-17(12-15-6-2-1-3-7-15)20(26)24-11-5-9-18(24)19(25)23-14-16-8-4-10-22-13-16/h1-4,6-8,10,13,17-18H,5,9,11-12,14,21H2,(H,23,25)/t17-,18+/m1/s1" 
99P InChIKey         InChI                1.03  KNPSDIKTQZBRCN-MSOLQXFVSA-N                                                                                                                                           
99P SMILES_CANONICAL CACTVS               3.370 "N[C@H](Cc1ccccc1)C(=O)N2CCC[C@H]2C(=O)NCc3cccnc3"                                                                                                                    
99P SMILES           CACTVS               3.370 "N[CH](Cc1ccccc1)C(=O)N2CCC[CH]2C(=O)NCc3cccnc3"                                                                                                                      
99P SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)C[C@H](C(=O)N2CCC[C@H]2C(=O)NCc3cccnc3)N"                                                                                                                  
99P SMILES           "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)CC(C(=O)N2CCCC2C(=O)NCc3cccnc3)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 
99P "SYSTEMATIC NAME" ACDLabs              12.01 "D-phenylalanyl-N-(pyridin-3-ylmethyl)-L-prolinamide"                                       
99P "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2S)-1-[(2R)-2-azanyl-3-phenyl-propanoyl]-N-(pyridin-3-ylmethyl)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 
99P "Create component"         2010-10-19 PDBJ 
99P "Modify aromatic_flag"     2011-06-04 RCSB 
99P "Modify descriptor"        2011-06-04 RCSB 
99P "Modify subcomponent list" 2012-09-12 RCSB 
# 
