data_44U # _chem_comp.id 44U _chem_comp.name beta-phenyl-D-phenylalanyl-N-propyl-L-prolinamide _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H29 N3 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-06-02 _chem_comp.pdbx_modified_date 2011-06-04 _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 379.495 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 44U _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 3DA9 _chem_comp.pdbx_subcomponent_list ? _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 44U C1 C1 C 0 1 N N N 12.368 -9.612 20.967 8.037 0.642 -1.454 C1 44U 1 44U C2 C2 C 0 1 N N N 13.819 -9.754 21.430 7.032 0.463 -0.314 C2 44U 2 44U C3 C3 C 0 1 N N N 14.608 -10.526 20.369 5.657 0.129 -0.895 C3 44U 3 44U C7 C7 C 0 1 N N S 18.094 -11.915 21.185 2.420 -0.520 1.043 C7 44U 4 44U C9 C9 C 0 1 N N N 19.118 -11.915 20.026 2.843 -1.703 1.939 C9 44U 5 44U C10 C10 C 0 1 N N N 20.243 -12.838 20.576 1.489 -2.371 2.296 C10 44U 6 44U C11 C11 C 0 1 N N N 19.404 -13.910 21.313 0.689 -2.171 0.985 C11 44U 7 44U C13 C13 C 0 1 N N N 17.456 -13.638 22.902 0.369 -0.050 -0.322 C13 44U 8 44U C15 C15 C 0 1 N N R 17.729 -14.970 23.552 -0.981 -0.508 -0.810 C15 44U 9 44U C19 C19 C 0 1 Y N N 18.601 -17.254 25.379 -3.944 -1.849 0.598 C19 44U 10 44U C20 C20 C 0 1 Y N N 18.518 -18.387 26.188 -5.156 -2.381 0.199 C20 44U 11 44U C21 C21 C 0 1 Y N N 17.970 -18.290 27.466 -5.771 -1.918 -0.949 C21 44U 12 44U C22 C22 C 0 1 Y N N 17.522 -17.059 27.936 -5.173 -0.922 -1.699 C22 44U 13 44U C24 C24 C 0 1 Y N N 19.644 -14.198 25.077 -2.181 1.207 0.519 C24 44U 14 44U C27 C27 C 0 1 Y N N 22.242 -13.142 25.225 -2.469 3.920 0.965 C27 44U 15 44U N4 N4 N 0 1 N N N 15.992 -10.664 20.819 4.694 -0.043 0.196 N4 44U 16 44U C5 C5 C 0 1 N N N 16.670 -11.828 20.676 3.410 -0.343 -0.080 C5 44U 17 44U O6 O6 O 0 1 N N N 16.158 -12.816 20.162 3.050 -0.472 -1.231 O6 44U 18 44U N12 N12 N 0 1 N N N 18.250 -13.192 21.908 1.094 -0.841 0.494 N12 44U 19 44U O14 O14 O 0 1 N N N 16.511 -12.981 23.316 0.803 1.030 -0.663 O14 44U 20 44U C17 C17 C 0 1 N N N 18.229 -14.763 25.000 -2.026 -0.273 0.283 C17 44U 21 44U C18 C18 C 0 1 Y N N 18.142 -16.020 25.848 -3.347 -0.854 -0.152 C18 44U 22 44U C23 C23 C 0 1 Y N N 17.613 -15.928 27.125 -3.961 -0.390 -1.300 C23 44U 23 44U C25 C25 C 0 1 Y N N 20.689 -14.747 24.333 -3.382 1.830 0.236 C25 44U 24 44U C26 C26 C 0 1 Y N N 21.976 -14.226 24.404 -3.526 3.187 0.458 C26 44U 25 44U C28 C28 C 0 1 Y N N 21.210 -12.591 25.982 -1.266 3.298 1.242 C28 44U 26 44U C29 C29 C 0 1 Y N N 19.922 -13.117 25.912 -1.124 1.941 1.026 C29 44U 27 44U N30 N30 N 0 1 N N N 16.494 -15.764 23.478 -1.350 0.252 -2.012 N30 44U 28 44U H1 H1 H 0 1 N N N 11.704 -9.578 21.844 9.017 0.879 -1.040 H1 44U 29 44U H1A H1A H 0 1 N N N 12.257 -8.684 20.387 8.101 -0.281 -2.031 H1A 44U 30 44U H1B H1B H 0 1 N N N 12.099 -10.472 20.337 7.710 1.455 -2.102 H1B 44U 31 44U H2 H2 H 0 1 N N N 14.262 -8.757 21.567 7.359 -0.350 0.334 H2 44U 32 44U H2A H2A H 0 1 N N N 13.852 -10.297 22.386 6.969 1.385 0.263 H2A 44U 33 44U H3 H3 H 0 1 N N N 14.163 -11.522 20.228 5.329 0.942 -1.544 H3 44U 34 44U H3A H3A H 0 1 N N N 14.579 -9.983 19.413 5.720 -0.794 -1.472 H3A 44U 35 44U H7 H7 H 0 1 N N N 18.280 -11.042 21.828 2.365 0.393 1.635 H7 44U 36 44U H9 H9 H 0 1 N N N 18.684 -12.307 19.094 3.481 -2.394 1.389 H9 44U 37 44U H9A H9A H 0 1 N N N 19.471 -10.909 19.755 3.345 -1.345 2.838 H9A 44U 38 44U H10 H10 H 0 1 N N N 20.864 -13.267 19.776 1.622 -3.430 2.515 H10 44U 39 44U H10A H10A H 0 0 N N N 20.979 -12.324 21.212 1.008 -1.858 3.129 H10A 44U 40 44U H11 H11 H 0 1 N N N 19.059 -14.682 20.610 0.952 -2.940 0.259 H11 44U 41 44U H11A H11A H 0 0 N N N 19.998 -14.422 22.084 -0.382 -2.190 1.188 H11A 44U 42 44U H15 H15 H 0 1 N N N 18.528 -15.517 23.031 -0.939 -1.570 -1.051 H15 44U 43 44U H19 H19 H 0 1 N N N 19.021 -17.330 24.387 -3.467 -2.208 1.497 H19 44U 44 44U H20 H20 H 0 1 N N N 18.878 -19.338 25.825 -5.623 -3.160 0.785 H20 44U 45 44U H21 H21 H 0 1 N N N 17.893 -19.168 28.090 -6.717 -2.334 -1.261 H21 44U 46 44U H22 H22 H 0 1 N N N 17.104 -16.980 28.929 -5.653 -0.560 -2.596 H22 44U 47 44U H27 H27 H 0 1 N N N 23.238 -12.729 25.278 -2.580 4.981 1.134 H27 44U 48 44U HN4 HN4 H 0 1 N N N 16.449 -9.881 21.242 4.982 0.060 1.117 HN4 44U 49 44U H17 H17 H 0 1 N N N 17.537 -14.015 25.415 -1.702 -0.757 1.204 H17 44U 50 44U H23 H23 H 0 1 N N N 17.269 -14.974 27.495 -3.494 0.388 -1.886 H23 44U 51 44U H25 H25 H 0 1 N N N 20.494 -15.593 23.690 -4.207 1.257 -0.160 H25 44U 52 44U H26 H26 H 0 1 N N N 22.769 -14.667 23.819 -4.464 3.674 0.236 H26 44U 53 44U H28 H28 H 0 1 N N N 21.410 -11.749 26.628 -0.438 3.873 1.629 H28 44U 54 44U H29 H29 H 0 1 N N N 19.133 -12.684 26.509 -0.187 1.453 1.252 H29 44U 55 44U HN30 HN30 H 0 0 N N N 16.157 -15.944 24.402 -2.118 -0.189 -2.497 HN30 44U 56 44U HN3A HN3A H 0 0 N N N 15.802 -15.257 22.964 -1.571 1.209 -1.781 HN3A 44U 57 # 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 44U C1 C2 SING N N 1 44U C1 H1 SING N N 2 44U C1 H1A SING N N 3 44U C1 H1B SING N N 4 44U C2 C3 SING N N 5 44U C2 H2 SING N N 6 44U C2 H2A SING N N 7 44U C3 N4 SING N N 8 44U C3 H3 SING N N 9 44U C3 H3A SING N N 10 44U C9 C7 SING N N 11 44U C5 C7 SING N N 12 44U C7 N12 SING N N 13 44U C7 H7 SING N N 14 44U C9 C10 SING N N 15 44U C9 H9 SING N N 16 44U C9 H9A SING N N 17 44U C10 C11 SING N N 18 44U C10 H10 SING N N 19 44U C10 H10A SING N N 20 44U C11 N12 SING N N 21 44U C11 H11 SING N N 22 44U C11 H11A SING N N 23 44U N12 C13 SING N N 24 44U C13 O14 DOUB N N 25 44U C13 C15 SING N N 26 44U N30 C15 SING N N 27 44U C15 C17 SING N N 28 44U C15 H15 SING N N 29 44U C19 C18 DOUB Y N 30 44U C19 C20 SING Y N 31 44U C19 H19 SING N N 32 44U C20 C21 DOUB Y N 33 44U C20 H20 SING N N 34 44U C21 C22 SING Y N 35 44U C21 H21 SING N N 36 44U C23 C22 DOUB Y N 37 44U C22 H22 SING N N 38 44U C25 C24 DOUB Y N 39 44U C17 C24 SING N N 40 44U C24 C29 SING Y N 41 44U C26 C27 DOUB Y N 42 44U C27 C28 SING Y N 43 44U C27 H27 SING N N 44 44U C5 N4 SING N N 45 44U N4 HN4 SING N N 46 44U O6 C5 DOUB N N 47 44U C17 C18 SING N N 48 44U C17 H17 SING N N 49 44U C18 C23 SING Y N 50 44U C23 H23 SING N N 51 44U C25 C26 SING Y N 52 44U C25 H25 SING N N 53 44U C26 H26 SING N N 54 44U C29 C28 DOUB Y N 55 44U C28 H28 SING N N 56 44U C29 H29 SING N N 57 44U N30 HN30 SING N N 58 44U N30 HN3A SING N N 59 # 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 44U SMILES ACDLabs 10.04 "O=C(NCCC)C3N(C(=O)C(N)C(c1ccccc1)c2ccccc2)CCC3" 44U SMILES_CANONICAL CACTVS 3.341 "CCCNC(=O)[C@@H]1CCCN1C(=O)[C@H](N)C(c2ccccc2)c3ccccc3" 44U SMILES CACTVS 3.341 "CCCNC(=O)[CH]1CCCN1C(=O)[CH](N)C(c2ccccc2)c3ccccc3" 44U SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CCCNC(=O)[C@@H]1CCCN1C(=O)[C@@H](C(c2ccccc2)c3ccccc3)N" 44U SMILES "OpenEye OEToolkits" 1.5.0 "CCCNC(=O)C1CCCN1C(=O)C(C(c2ccccc2)c3ccccc3)N" 44U InChI InChI 1.03 "InChI=1S/C23H29N3O2/c1-2-15-25-22(27)19-14-9-16-26(19)23(28)21(24)20(17-10-5-3-6-11-17)18-12-7-4-8-13-18/h3-8,10-13,19-21H,2,9,14-16,24H2,1H3,(H,25,27)/t19-,21+/m0/s1" 44U InChIKey InChI 1.03 HZKKJPDVZGOOPU-PZJWPPBQSA-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 44U "SYSTEMATIC NAME" ACDLabs 10.04 beta-phenyl-D-phenylalanyl-N-propyl-L-prolinamide 44U "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-1-[(2R)-2-amino-3,3-diphenyl-propanoyl]-N-propyl-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 44U "Create component" 2008-06-02 RCSB 44U "Modify aromatic_flag" 2011-06-04 RCSB 44U "Modify descriptor" 2011-06-04 RCSB #