data_33U # _chem_comp.id 33U _chem_comp.name "beta-phenyl-D-phenylalanyl-N-(4-carbamimidoylbenzyl)-L-prolinamide" _chem_comp.type peptide-like _chem_comp.pdbx_type HETAIN _chem_comp.formula "C28 H31 N5 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-05-12 _chem_comp.pdbx_modified_date 2012-01-05 _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 469.578 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 33U _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 2ZO3 _chem_comp.pdbx_subcomponent_list "00O PRO 00S" _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 33U C37 C37 C 0 1 Y N N 18.596 -17.543 24.992 6.003 1.467 0.999 C37 00O 1 33U C26 C26 C 0 1 Y N N 18.629 -18.739 25.725 7.282 1.914 0.723 C26 00O 2 33U C25 C25 C 0 1 Y N N 18.304 -18.725 27.081 7.902 1.549 -0.458 C25 00O 3 33U C34 C34 C 0 1 Y N N 17.947 -17.543 27.720 7.244 0.736 -1.361 C34 00O 4 33U C23 C23 C 0 1 Y N N 17.915 -16.350 26.988 5.965 0.288 -1.084 C23 00O 5 33U C7 C7 C 0 1 Y N N 18.238 -16.349 25.627 5.345 0.654 0.095 C7 00O 6 33U C8 C8 C 0 1 N N N 18.226 -15.072 24.751 3.951 0.167 0.396 CB 00O 7 33U C9 C9 C 0 1 N N R 17.761 -15.252 23.279 3.013 0.570 -0.743 CA 00O 8 33U C10 C10 C 0 1 N N N 17.723 -13.880 22.621 1.598 0.195 -0.384 C 00O 9 33U O32 O32 O 0 1 N N N 16.808 -13.140 22.993 1.105 -0.816 -0.838 O 00O 10 33U N2 N2 N 0 1 N N N 16.449 -15.968 23.165 3.408 -0.129 -1.973 N 00O 11 33U C1 C1 C 0 1 Y N N 19.629 -14.424 24.807 3.962 -1.334 0.531 C1 00O 12 33U C6 C6 C 0 1 Y N N 20.722 -14.967 24.122 5.071 -2.056 0.131 C6 00O 13 33U C5 C5 C 0 1 Y N N 21.973 -14.333 24.210 5.081 -3.433 0.255 C5 00O 14 33U C4 C4 C 0 1 Y N N 22.154 -13.182 24.961 3.982 -4.088 0.779 C4 00O 15 33U C3 C3 C 0 1 Y N N 21.062 -12.636 25.647 2.874 -3.366 1.180 C3 00O 16 33U C2 C2 C 0 1 Y N N 19.819 -13.266 25.558 2.865 -1.988 1.060 C2 00O 17 33U N1 N1 N 0 1 N N N 18.611 -13.451 21.683 0.880 0.983 0.440 N PRO 18 33U C14 C14 C 0 1 N N S 18.476 -12.108 21.129 -0.504 0.738 0.871 CA PRO 19 33U C15 C15 C 0 1 N N N 17.120 -12.038 20.443 -1.411 0.678 -0.331 C PRO 20 33U O22 O22 O 0 1 N N N 16.752 -13.026 19.823 -0.953 0.825 -1.444 O PRO 21 33U C13 C13 C 0 1 N N N 19.561 -12.108 20.010 -0.914 1.912 1.785 CB PRO 22 33U C12 C12 C 0 1 N N N 20.505 -13.245 20.468 0.065 3.039 1.364 CG PRO 23 33U C11 C11 C 0 1 N N N 19.502 -14.345 20.929 1.356 2.231 1.066 CD PRO 24 33U N23 N23 N 0 1 N N N 16.455 -10.870 20.546 -2.731 0.461 -0.169 N23 00S 25 33U C16 C16 C 0 1 N N N 15.169 -10.806 19.793 -3.614 0.403 -1.337 C16 00S 26 33U C17 C17 C 0 1 Y N N 14.059 -10.676 20.837 -5.029 0.151 -0.885 C17 00S 27 33U C22 C22 C 0 1 Y N N 13.616 -11.818 21.486 -5.490 -1.146 -0.754 C22 00S 28 33U C21 C21 C 0 1 Y N N 12.614 -11.793 22.446 -6.785 -1.383 -0.341 C21 00S 29 33U C24 C24 C 0 1 Y N N 12.015 -10.571 22.785 -7.630 -0.311 -0.056 C24 00S 30 33U C27 C27 C 0 1 N N N 10.922 -10.560 23.839 -9.021 -0.558 0.388 C27 00S 31 33U N35 N35 N 0 1 N N N 10.239 -11.689 24.131 -9.458 -1.779 0.513 N35 00S 32 33U N34 N34 N 0 1 N N N 10.644 -9.483 24.453 -9.853 0.503 0.669 N34 00S 33 33U C19 C19 C 0 1 Y N N 12.449 -9.415 22.144 -7.160 0.995 -0.190 C19 00S 34 33U C18 C18 C 0 1 Y N N 13.464 -9.454 21.173 -5.861 1.219 -0.599 C18 00S 35 33U H37 H37 H 0 1 N N N 18.846 -17.544 23.941 5.521 1.749 1.923 H37 00O 36 33U H26 H26 H 0 1 N N N 18.904 -19.665 25.242 7.796 2.550 1.428 H26 00O 37 33U H25 H25 H 0 1 N N N 18.330 -19.647 27.643 8.900 1.899 -0.674 H25 00O 38 33U H34 H34 H 0 1 N N N 17.697 -17.545 28.771 7.728 0.450 -2.283 H34 00O 39 33U H23 H23 H 0 1 N N N 17.640 -15.427 27.476 5.451 -0.347 -1.791 H23 00O 40 33U H8 H8 H 0 1 N N N 17.454 -14.419 25.184 3.604 0.613 1.328 HB1 00O 41 33U H9 H9 H 0 1 N N N 18.480 -15.898 22.754 3.075 1.646 -0.901 HA 00O 42 33U HN2 HN2 H 0 1 N N N 16.199 -16.056 22.201 4.192 0.329 -2.413 H 00O 43 33U HN2A HN2A H 0 0 N N N 16.529 -16.878 23.572 3.613 -1.100 -1.788 H2 00O 44 33U H6 H6 H 0 1 N N N 20.605 -15.864 23.532 5.929 -1.544 -0.278 H6 00O 45 33U H5 H5 H 0 1 N N N 22.815 -14.753 23.679 5.947 -3.997 -0.058 H5 00O 46 33U H4 H4 H 0 1 N N N 23.125 -12.712 25.016 3.990 -5.163 0.875 H4 00O 47 33U H3 H3 H 0 1 N N N 21.180 -11.739 26.237 2.015 -3.877 1.589 H3 00O 48 33U H2 H2 H 0 1 N N N 18.979 -12.842 26.088 2.001 -1.424 1.377 H2A 00O 49 33U H14 H14 H 0 1 N N N 18.572 -11.294 21.863 -0.559 -0.199 1.424 HA PRO 50 33U H13 H13 H 0 1 N N N 19.129 -12.307 19.018 -1.946 2.207 1.593 HB2 PRO 51 33U H13A H13A H 0 0 N N N 20.083 -11.142 19.943 -0.775 1.651 2.834 HB3 PRO 52 33U H12 H12 H 0 1 N N N 21.152 -13.596 19.651 -0.292 3.555 0.472 HG2 PRO 53 33U H12A H12A H 0 0 N N N 21.167 -12.925 21.286 0.227 3.742 2.181 HG3 PRO 54 33U H11 H11 H 0 1 N N N 19.957 -15.141 21.536 1.892 2.018 1.990 HD2 PRO 55 33U H11A H11A H 0 0 N N N 19.009 -14.877 20.102 1.995 2.779 0.373 HD3 PRO 56 33U HN23 HN23 H 0 0 N N N 16.799 -10.103 21.087 -3.098 0.343 0.722 HN23 00S 57 33U H16 H16 H 0 1 N N N 15.163 -9.939 19.115 -3.567 1.350 -1.875 H16 00S 58 33U H16A H16A H 0 0 N N N 15.028 -11.718 19.194 -3.293 -0.405 -1.994 H16A 00S 59 33U H22 H22 H 0 1 N N N 14.069 -12.766 21.234 -4.835 -1.976 -0.975 H22 00S 60 33U H21 H21 H 0 1 N N N 12.298 -12.707 22.928 -7.144 -2.397 -0.239 H21 00S 61 33U HN35 HN35 H 0 0 N N N 9.551 -11.538 24.841 -10.368 -1.941 0.804 HN35 00S 62 33U HN34 HN34 H 0 0 N N N 9.924 -9.475 25.147 -9.528 1.413 0.576 HN34 00S 63 33U HN3A HN3A H 0 0 N N N 11.145 -8.644 24.242 -10.764 0.341 0.960 HN3A 00S 64 33U H19 H19 H 0 1 N N N 11.996 -8.468 22.398 -7.810 1.829 0.029 H19 00S 65 33U H18 H18 H 0 1 N N N 13.784 -8.544 20.687 -5.494 2.230 -0.698 H18 00S 66 # 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 33U C37 C7 DOUB Y N 1 33U C37 C26 SING Y N 2 33U C37 H37 SING N N 3 33U C26 C25 DOUB Y N 4 33U C26 H26 SING N N 5 33U C25 C34 SING Y N 6 33U C25 H25 SING N N 7 33U C23 C34 DOUB Y N 8 33U C34 H34 SING N N 9 33U C7 C23 SING Y N 10 33U C23 H23 SING N N 11 33U C8 C7 SING N N 12 33U C9 C8 SING N N 13 33U C8 C1 SING N N 14 33U C8 H8 SING N N 15 33U C10 C9 SING N N 16 33U N2 C9 SING N N 17 33U C9 H9 SING N N 18 33U N1 C10 SING N N 19 33U C10 O32 DOUB N N 20 33U C11 N1 SING N N 21 33U C14 N1 SING N N 22 33U C13 C14 SING N N 23 33U C15 C14 SING N N 24 33U C14 H14 SING N N 25 33U O22 C15 DOUB N N 26 33U C15 N23 SING N N 27 33U C16 N23 SING N N 28 33U N23 HN23 SING N N 29 33U C16 C17 SING N N 30 33U C16 H16 SING N N 31 33U C16 H16A SING N N 32 33U C17 C18 DOUB Y N 33 33U C17 C22 SING Y N 34 33U C22 C21 DOUB Y N 35 33U C22 H22 SING N N 36 33U C21 C24 SING Y N 37 33U C21 H21 SING N N 38 33U C19 C24 DOUB Y N 39 33U C24 C27 SING N N 40 33U C27 N35 DOUB N N 41 33U C27 N34 SING N N 42 33U N35 HN35 SING N N 43 33U N34 HN34 SING N N 44 33U N34 HN3A SING N N 45 33U C18 C19 SING Y N 46 33U C19 H19 SING N N 47 33U C18 H18 SING N N 48 33U C13 C12 SING N N 49 33U C13 H13 SING N N 50 33U C13 H13A SING N N 51 33U C12 C11 SING N N 52 33U C12 H12 SING N N 53 33U C12 H12A SING N N 54 33U C11 H11 SING N N 55 33U C11 H11A SING N N 56 33U N2 HN2 SING N N 57 33U N2 HN2A SING N N 58 33U C6 C1 DOUB Y N 59 33U C1 C2 SING Y N 60 33U C6 C5 SING Y N 61 33U C6 H6 SING N N 62 33U C5 C4 DOUB Y N 63 33U C5 H5 SING N N 64 33U C4 C3 SING Y N 65 33U C4 H4 SING N N 66 33U C2 C3 DOUB Y N 67 33U C3 H3 SING N N 68 33U C2 H2 SING N N 69 # 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 33U SMILES ACDLabs 12.01 "O=C(NCc1ccc(C(=[N@H])N)cc1)C4N(C(=O)C(N)C(c2ccccc2)c3ccccc3)CCC4" 33U InChI InChI 1.03 "InChI=1S/C28H31N5O2/c29-25(24(20-8-3-1-4-9-20)21-10-5-2-6-11-21)28(35)33-17-7-12-23(33)27(34)32-18-19-13-15-22(16-14-19)26(30)31/h1-6,8-11,13-16,23-25H,7,12,17-18,29H2,(H3,30,31)(H,32,34)/t23-,25+/m0/s1" 33U InChIKey InChI 1.03 ODAPDZPYLPTJOD-UKILVPOCSA-N 33U SMILES_CANONICAL CACTVS 3.385 "N[C@H](C(c1ccccc1)c2ccccc2)C(=O)N3CCC[C@H]3C(=O)NCc4ccc(cc4)C(N)=N" 33U SMILES CACTVS 3.385 "N[CH](C(c1ccccc1)c2ccccc2)C(=O)N3CCC[CH]3C(=O)NCc4ccc(cc4)C(N)=N" 33U SMILES_CANONICAL "OpenEye OEToolkits" 1.7.5 "[H]/N=C(/c1ccc(cc1)CNC(=O)[C@@H]2CCCN2C(=O)[C@@H](C(c3ccccc3)c4ccccc4)N)\N" 33U SMILES "OpenEye OEToolkits" 1.7.5 "c1ccc(cc1)C(c2ccccc2)C(C(=O)N3CCCC3C(=O)NCc4ccc(cc4)C(=N)N)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 33U "SYSTEMATIC NAME" ACDLabs 12.01 "beta-phenyl-D-phenylalanyl-N-(4-carbamimidoylbenzyl)-L-prolinamide" 33U "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "(2S)-1-[(2R)-2-azanyl-3,3-diphenyl-propanoyl]-N-[(4-carbamimidoylphenyl)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 33U "Create component" 2008-05-12 PDBJ 33U "Modify subcomponent list" 2010-11-12 RCSB 33U "Modify aromatic_flag" 2011-06-04 RCSB 33U "Modify descriptor" 2011-06-04 RCSB 33U "Modify descriptor" 2012-01-05 RCSB #