data_06P # _chem_comp.id 06P _chem_comp.name "D-phenylalanyl-N-[(1-methylpyridinium-4-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 2011-03-18 _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 06P _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 3QTV _chem_comp.pdbx_subcomponent_list "DPN PRO NNK" _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 06P N4 N4 N 0 1 N N N 16.324 -15.575 23.122 3.456 -1.921 -0.754 N DPN 1 06P C3 C3 C 0 1 N N R 17.574 -14.836 23.129 3.120 -0.584 -0.249 CA DPN 2 06P C5 C5 C 0 1 N N N 17.334 -13.470 22.535 1.679 -0.561 0.193 C DPN 3 06P O7 O7 O 0 1 N N N 16.402 -12.766 22.920 1.106 -1.600 0.444 O DPN 4 06P C2 C2 C 0 1 N N N 18.067 -14.775 24.581 4.023 -0.245 0.939 CB DPN 5 06P C1 C1 C 0 1 Y N N 19.486 -14.260 24.661 5.452 -0.146 0.471 CG DPN 6 06P C8 C8 C 0 1 Y N N 19.743 -13.094 25.365 5.956 1.066 0.039 CD1 DPN 7 06P C12 C12 C 0 1 Y N N 20.537 -14.934 24.040 6.261 -1.267 0.480 CD2 DPN 8 06P C9 C9 C 0 1 Y N N 21.030 -12.583 25.447 7.267 1.156 -0.390 CE1 DPN 9 06P C11 C11 C 0 1 Y N N 21.830 -14.427 24.134 7.571 -1.178 0.047 CE2 DPN 10 06P C10 C10 C 0 1 Y N N 22.081 -13.255 24.833 8.074 0.034 -0.387 CZ DPN 11 06P N6 N6 N 0 1 N N N 18.155 -13.059 21.574 1.028 0.613 0.310 N PRO 12 06P C13 C13 C 0 1 N N S 17.944 -11.749 20.956 -0.371 0.779 0.729 CA PRO 13 06P C14 C14 C 0 1 N N N 16.554 -11.629 20.389 -1.281 0.042 -0.220 C PRO 14 06P O15 O15 O 0 1 N N N 16.047 -12.566 19.777 -0.813 -0.566 -1.159 O PRO 15 06P C19 C19 C 0 1 N N N 18.973 -11.700 19.831 -0.685 2.290 0.691 CB PRO 16 06P C20 C20 C 0 1 N N N 20.036 -12.723 20.206 0.383 2.841 -0.290 CG PRO 17 06P C21 C21 C 0 1 N N N 19.297 -13.785 21.007 1.604 1.944 0.045 CD PRO 18 06P N16 N16 N 0 1 N N N 15.905 -10.482 20.594 -2.615 0.059 -0.024 N16 NNK 19 06P C17 C17 C 0 1 N N N 14.542 -10.229 20.099 -3.499 -0.657 -0.947 C17 NNK 20 06P C18 C18 C 0 1 Y N N 13.536 -10.459 21.209 -4.930 -0.481 -0.509 C18 NNK 21 06P C22 C22 C 0 1 Y N N 13.203 -9.442 22.100 -5.691 0.579 -0.978 C22 NNK 22 06P C23 C23 C 0 1 Y N N 12.279 -9.697 23.109 -7.000 0.708 -0.555 C23 NNK 23 06P N24 N24 N 1 1 Y N N 11.719 -10.910 23.244 -7.526 -0.161 0.285 N24 NNK 24 06P C25 C25 C 0 1 N N N 10.747 -11.145 24.319 -8.918 0.010 0.711 C25 NNK 25 06P C26 C26 C 0 1 Y N N 12.035 -11.908 22.401 -6.833 -1.181 0.752 C26 NNK 26 06P C27 C27 C 0 1 Y N N 12.946 -11.704 21.373 -5.520 -1.378 0.369 C27 NNK 27 06P HN4 HN4 H 0 1 N N N 15.975 -15.633 22.186 4.398 -1.945 -1.116 H DPN 28 06P HN4A HN4A H 0 0 N N N 16.480 -16.497 23.477 3.326 -2.621 -0.038 H2 DPN 29 06P H3 H3 H 0 1 N N N 18.351 -15.321 22.520 3.269 0.152 -1.040 HA DPN 30 06P H2 H2 H 0 1 N N N 18.032 -15.787 25.011 3.941 -1.027 1.693 HB2 DPN 31 06P H2A H2A H 0 1 N N N 17.412 -14.100 25.150 3.715 0.708 1.369 HB3 DPN 32 06P H8 H8 H 0 1 N N N 18.931 -12.577 25.856 5.325 1.943 0.036 HD1 DPN 33 06P H12 H12 H 0 1 N N N 20.349 -15.844 23.489 5.869 -2.214 0.822 HD2 DPN 34 06P H9 H9 H 0 1 N N N 21.215 -11.666 25.986 7.660 2.104 -0.729 HE1 DPN 35 06P H11 H11 H 0 1 N N N 22.646 -14.951 23.658 8.201 -2.055 0.049 HE2 DPN 36 06P H10 H10 H 0 1 N N N 23.087 -12.867 24.900 9.098 0.105 -0.723 HZ DPN 37 06P H13 H13 H 0 1 N N N 18.053 -10.929 21.681 -0.503 0.397 1.741 HA PRO 38 06P H19 H19 H 0 1 N N N 18.510 -11.954 18.866 -1.689 2.465 0.306 HB2 PRO 39 06P H19A H19A H 0 0 N N N 19.411 -10.695 19.746 -0.566 2.734 1.679 HB3 PRO 40 06P H20 H20 H 0 1 N N N 20.498 -13.158 19.308 0.069 2.708 -1.326 HG2 PRO 41 06P H20A H20A H 0 0 N N N 20.833 -12.260 20.807 0.601 3.889 -0.082 HG3 PRO 42 06P H21 H21 H 0 1 N N N 19.935 -14.211 21.796 2.120 2.318 0.929 HD2 PRO 43 06P H21A H21A H 0 0 N N N 18.967 -14.616 20.366 2.286 1.901 -0.804 HD3 PRO 44 06P HN16 HN16 H 0 0 N N N 16.366 -9.759 21.109 -2.989 0.546 0.727 HN16 NNK 45 06P H17 H17 H 0 1 N N N 14.469 -9.188 19.752 -3.375 -0.257 -1.953 H17 NNK 46 06P H17A H17A H 0 0 N N N 14.326 -10.913 19.265 -3.246 -1.717 -0.943 H17A NNK 47 06P H22 H22 H 0 1 N N N 13.657 -8.466 22.009 -5.265 1.295 -1.666 H22 NNK 48 06P H23 H23 H 0 1 N N N 12.008 -8.907 23.794 -7.599 1.531 -0.916 H23 NNK 49 06P H25 H25 H 0 1 N N N 10.397 -12.187 24.276 -9.575 -0.524 0.024 H25 NNK 50 06P H25A H25A H 0 0 N N N 11.225 -10.959 25.292 -9.042 -0.390 1.717 H25A NNK 51 06P H25B H25B H 0 0 N N N 9.891 -10.465 24.194 -9.171 1.070 0.707 H25B NNK 52 06P H26 H26 H 0 1 N N N 11.576 -12.878 22.524 -7.298 -1.873 1.439 H26 NNK 53 06P H27 H27 H 0 1 N N N 13.195 -12.513 20.702 -4.958 -2.218 0.751 H27 NNK 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 06P C1 C2 SING N N 1 06P C1 C8 DOUB Y N 2 06P C1 C12 SING Y N 3 06P C2 C3 SING N N 4 06P C3 N4 SING N N 5 06P C3 C5 SING N N 6 06P C5 N6 SING N N 7 06P C5 O7 DOUB N N 8 06P N6 C13 SING N N 9 06P N6 C21 SING N N 10 06P C8 C9 SING Y N 11 06P C9 C10 DOUB Y N 12 06P C10 C11 SING Y N 13 06P C11 C12 DOUB Y N 14 06P C13 C14 SING N N 15 06P C13 C19 SING N N 16 06P C14 O15 DOUB N N 17 06P C14 N16 SING N N 18 06P N16 C17 SING N N 19 06P C17 C18 SING N N 20 06P C18 C22 DOUB Y N 21 06P C18 C27 SING Y N 22 06P C19 C20 SING N N 23 06P C20 C21 SING N N 24 06P C22 C23 SING Y N 25 06P C23 N24 DOUB Y N 26 06P N24 C25 SING N N 27 06P N24 C26 SING Y N 28 06P C26 C27 DOUB Y N 29 06P C2 H2 SING N N 30 06P C2 H2A SING N N 31 06P C3 H3 SING N N 32 06P N4 HN4 SING N N 33 06P N4 HN4A SING N N 34 06P C8 H8 SING N N 35 06P C9 H9 SING N N 36 06P C10 H10 SING N N 37 06P C11 H11 SING N N 38 06P C12 H12 SING N N 39 06P C13 H13 SING N N 40 06P N16 HN16 SING N N 41 06P C17 H17 SING N N 42 06P C17 H17A SING N N 43 06P C19 H19 SING N N 44 06P C19 H19A SING N N 45 06P C20 H20 SING N N 46 06P C20 H20A SING N N 47 06P C21 H21 SING N N 48 06P C21 H21A SING N N 49 06P C22 H22 SING N N 50 06P C23 H23 SING N N 51 06P C25 H25 SING N N 52 06P C25 H25A SING N N 53 06P C25 H25B SING N N 54 06P C26 H26 SING N N 55 06P C27 H27 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 06P SMILES ACDLabs 12.01 "O=C(NCc1cc[n+](cc1)C)C3N(C(=O)C(N)Cc2ccccc2)CCC3" 06P SMILES_CANONICAL CACTVS 3.370 "C[n+]1ccc(CNC(=O)[C@@H]2CCCN2C(=O)[C@H](N)Cc3ccccc3)cc1" 06P SMILES CACTVS 3.370 "C[n+]1ccc(CNC(=O)[CH]2CCCN2C(=O)[CH](N)Cc3ccccc3)cc1" 06P SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "C[n+]1ccc(cc1)CNC(=O)[C@@H]2CCCN2C(=O)[C@@H](Cc3ccccc3)N" 06P SMILES "OpenEye OEToolkits" 1.7.0 "C[n+]1ccc(cc1)CNC(=O)C2CCCN2C(=O)C(Cc3ccccc3)N" 06P InChI InChI 1.03 "InChI=1S/C21H26N4O2/c1-24-12-9-17(10-13-24)15-23-20(26)19-8-5-11-25(19)21(27)18(22)14-16-6-3-2-4-7-16/h2-4,6-7,9-10,12-13,18-19H,5,8,11,14-15,22H2,1H3/p+1/t18-,19+/m1/s1" 06P InChIKey InChI 1.03 XPNLMZJVXKGMFM-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 06P "SYSTEMATIC NAME" ACDLabs 12.01 "D-phenylalanyl-N-[(1-methylpyridinium-4-yl)methyl]-L-prolinamide" 06P "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "(2S)-1-[(2R)-2-azanyl-3-phenyl-propanoyl]-N-[(1-methylpyridin-1-ium-4-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 06P "Create component" 2011-03-18 PDBJ 06P "Other modification" 2011-03-21 PDBJ 06P "Modify aromatic_flag" 2011-06-04 RCSB 06P "Modify descriptor" 2011-06-04 RCSB #