data_49U # _chem_comp.id 49U _chem_comp.name "(S)-N-(4-carbamimidoylbenzyl)-1-(3-cyclopentylpropanoyl)pyrrolidine-2-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H30 N4 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2007-11-29 _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 370.489 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 49U _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 2ZDN _chem_comp.pdbx_subcomponent_list "3PA 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 49U C47 C47 C 0 1 N N N -31.294 -1.902 18.711 7.963 -1.300 -1.366 C1A 3PA 1 49U C45 C45 C 0 1 N N N -30.681 -0.541 18.260 6.661 -0.495 -1.130 C2A 3PA 2 49U C44 C44 C 0 1 N N N -29.164 -0.634 18.610 6.458 -0.543 0.398 C3A 3PA 3 49U C49 C49 C 0 1 N N N -29.117 -1.655 19.775 7.210 -1.787 0.903 C4A 3PA 4 49U C48 C48 C 0 1 N N N -30.229 -2.677 19.483 7.844 -2.451 -0.337 C5A 3PA 5 49U C21 C21 C 0 1 N N N -28.474 0.634 19.118 4.968 -0.663 0.725 C6A 3PA 6 49U C5 C5 C 0 1 N N N -28.549 1.647 18.020 4.253 0.631 0.332 C7A 3PA 7 49U C14 C14 C 0 1 N N N -27.626 1.341 16.897 2.786 0.512 0.654 C8A 3PA 8 49U O32 O32 O 0 1 N N N -26.413 1.222 17.033 2.354 -0.507 1.150 O9A 3PA 9 49U N1 N1 N 0 1 N N N -28.190 1.202 15.702 1.953 1.539 0.391 N PRO 10 49U C1 C1 C 0 1 N N S -27.416 0.793 14.537 0.507 1.558 0.654 CA PRO 11 49U C7 C7 C 0 1 N N N -26.218 1.649 14.279 -0.173 0.476 -0.145 C PRO 12 49U O22 O22 O 0 1 N N N -26.263 2.855 14.452 0.480 -0.246 -0.868 O PRO 13 49U C2 C2 C 0 1 N N N -28.451 0.952 13.443 -0.020 2.941 0.219 CB PRO 14 49U C3 C3 C 0 1 N N N -29.848 0.925 14.015 1.253 3.827 0.261 CG PRO 15 49U C4 C4 C 0 1 N N N -29.615 1.453 15.415 2.342 2.829 -0.207 CD PRO 16 49U N23 N23 N 0 1 N N N -25.084 1.145 13.896 -1.507 0.308 -0.053 N23 00S 17 49U C24 C24 C 0 1 N N N -23.887 1.835 13.587 -2.168 -0.748 -0.825 C16 00S 18 49U C25 C25 C 0 1 Y N N -22.833 1.687 14.612 -3.648 -0.724 -0.545 C17 00S 19 49U C30 C30 C 0 1 Y N N -23.026 1.973 15.929 -4.485 0.053 -1.326 C22 00S 20 49U C29 C29 C 0 1 Y N N -21.987 1.810 16.838 -5.842 0.075 -1.078 C21 00S 21 49U C28 C28 C 0 1 Y N N -20.741 1.360 16.456 -6.368 -0.679 -0.029 C24 00S 22 49U C9 C9 C 0 1 N N N -19.616 1.183 17.436 -7.823 -0.654 0.247 C27 00S 23 49U N46 N46 N 0 1 N N N -19.474 2.030 18.445 -8.312 -1.359 1.227 N35 00S 24 49U N47 N47 N 0 1 N N N -18.765 0.181 17.291 -8.659 0.114 -0.534 N34 00S 25 49U C27 C27 C 0 1 Y N N -20.560 1.073 15.109 -5.519 -1.455 0.758 C19 00S 26 49U C26 C26 C 0 1 Y N N -21.591 1.231 14.180 -4.165 -1.474 0.497 C18 00S 27 49U H47 H47 H 0 1 N N N -32.167 -1.723 19.356 8.839 -0.686 -1.159 H11 3PA 28 49U H47A H47A H 0 0 N N N -31.619 -2.479 17.833 7.999 -1.692 -2.382 H21 3PA 29 49U H45 H45 H 0 1 N N N -31.155 0.297 18.792 5.822 -0.968 -1.642 H12 3PA 30 49U H45A H45A H 0 0 N N N -30.841 -0.358 17.187 6.782 0.535 -1.467 H22 3PA 31 49U H44 H44 H 0 1 N N N -28.632 -0.882 17.680 6.870 0.355 0.859 HC3 3PA 32 49U H49 H49 H 0 1 N N N -28.136 -2.150 19.819 7.988 -1.492 1.607 H14 3PA 33 49U H49A H49A H 0 0 N N N -29.267 -1.164 20.748 6.515 -2.476 1.381 H24 3PA 34 49U H48 H48 H 0 1 N N N -30.641 -3.086 20.417 8.830 -2.849 -0.094 H15 3PA 35 49U H48A H48A H 0 0 N N N -29.853 -3.537 18.910 7.198 -3.242 -0.719 H25 3PA 36 49U H21 H21 H 0 1 N N N -27.424 0.422 19.369 4.844 -0.836 1.795 H16 3PA 37 49U H21A H21A H 0 0 N N N -28.966 1.008 20.028 4.540 -1.498 0.170 H26 3PA 38 49U H5 H5 H 0 1 N N N -28.279 2.630 18.434 4.378 0.803 -0.737 H17 3PA 39 49U H5A H5A H 0 1 N N N -29.575 1.636 17.623 4.681 1.465 0.887 H27 3PA 40 49U H1 H1 H 0 1 N N N -26.982 -0.213 14.637 0.321 1.406 1.717 HA PRO 41 49U H2 H2 H 0 1 N N N -28.342 0.126 12.724 -0.427 2.899 -0.792 HB2 PRO 42 49U H2A H2A H 0 1 N N N -28.292 1.921 12.946 -0.768 3.308 0.922 HB3 PRO 43 49U H3 H3 H 0 1 N N N -30.543 1.557 13.443 1.169 4.666 -0.430 HG2 PRO 44 49U H3A H3A H 0 1 N N N -30.320 -0.068 13.988 1.453 4.176 1.274 HG3 PRO 45 49U H4 H4 H 0 1 N N N -29.840 2.528 15.469 2.348 2.757 -1.294 HD2 PRO 46 49U H4A H4A H 0 1 N N N -30.269 0.959 16.148 3.322 3.137 0.159 HD3 PRO 47 49U HN23 HN23 H 0 0 N N N -25.053 0.149 13.809 -2.030 0.885 0.525 HN23 00S 48 49U H24 H24 H 0 1 N N N -23.499 1.436 12.638 -1.996 -0.581 -1.888 H16 00S 49 49U H24A H24A H 0 0 N N N -24.136 2.905 13.531 -1.760 -1.717 -0.538 H16A 00S 50 49U H30 H30 H 0 1 N N N -23.988 2.327 16.268 -4.075 0.640 -2.135 H22 00S 51 49U H29 H29 H 0 1 N N N -22.162 2.044 17.878 -6.495 0.678 -1.692 H21 00S 52 49U HN46 HN46 H 0 0 N N N -20.202 2.714 18.391 -7.723 -1.900 1.776 HN35 00S 53 49U HN47 HN47 H 0 0 N N N -18.093 0.225 18.030 -8.295 0.639 -1.264 HN34 00S 54 49U HN4A HN4A H 0 0 N N N -18.790 -0.506 16.564 -9.612 0.130 -0.353 HN3A 00S 55 49U H27 H27 H 0 1 N N N -19.597 0.719 14.771 -5.921 -2.042 1.572 H19 00S 56 49U H26 H26 H 0 1 N N N -21.426 1.002 13.138 -3.506 -2.075 1.106 H18 00S 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 49U C2 C3 SING N N 1 49U C2 C1 SING N N 2 49U C24 N23 SING N N 3 49U C24 C25 SING N N 4 49U N23 C7 SING N N 5 49U C3 C4 SING N N 6 49U C26 C25 DOUB Y N 7 49U C26 C27 SING Y N 8 49U C7 O22 DOUB N N 9 49U C7 C1 SING N N 10 49U C1 N1 SING N N 11 49U C25 C30 SING Y N 12 49U C27 C28 DOUB Y N 13 49U C4 N1 SING N N 14 49U N1 C14 SING N N 15 49U C30 C29 DOUB Y N 16 49U C28 C29 SING Y N 17 49U C28 C9 SING N N 18 49U C14 O32 DOUB N N 19 49U C14 C5 SING N N 20 49U N47 C9 SING N N 21 49U C9 N46 DOUB N N 22 49U C5 C21 SING N N 23 49U C45 C44 SING N N 24 49U C45 C47 SING N N 25 49U C44 C21 SING N N 26 49U C44 C49 SING N N 27 49U C47 C48 SING N N 28 49U C48 C49 SING N N 29 49U N23 HN23 SING N N 30 49U C24 H24 SING N N 31 49U C24 H24A SING N N 32 49U C26 H26 SING N N 33 49U C27 H27 SING N N 34 49U N46 HN46 SING N N 35 49U N47 HN47 SING N N 36 49U N47 HN4A SING N N 37 49U C29 H29 SING N N 38 49U C30 H30 SING N N 39 49U C1 H1 SING N N 40 49U C2 H2 SING N N 41 49U C2 H2A SING N N 42 49U C3 H3 SING N N 43 49U C3 H3A SING N N 44 49U C4 H4 SING N N 45 49U C4 H4A SING N N 46 49U C5 H5 SING N N 47 49U C5 H5A SING N N 48 49U C21 H21 SING N N 49 49U C21 H21A SING N N 50 49U C44 H44 SING N N 51 49U C49 H49 SING N N 52 49U C49 H49A SING N N 53 49U C48 H48 SING N N 54 49U C48 H48A SING N N 55 49U C47 H47 SING N N 56 49U C47 H47A SING N N 57 49U C45 H45 SING N N 58 49U C45 H45A 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 49U SMILES ACDLabs 10.04 "O=C(NCc1ccc(C(=[N@H])N)cc1)C3N(C(=O)CCC2CCCC2)CCC3" 49U InChI InChI 1.03 "InChI=1S/C21H30N4O2/c22-20(23)17-10-7-16(8-11-17)14-24-21(27)18-6-3-13-25(18)19(26)12-9-15-4-1-2-5-15/h7-8,10-11,15,18H,1-6,9,12-14H2,(H3,22,23)(H,24,27)/t18-/m0/s1" 49U InChIKey InChI 1.03 BNCHHUFGEOJCNH-SFHVURJKSA-N 49U SMILES_CANONICAL CACTVS 3.385 "NC(=N)c1ccc(CNC(=O)[C@@H]2CCCN2C(=O)CCC3CCCC3)cc1" 49U SMILES CACTVS 3.385 "NC(=N)c1ccc(CNC(=O)[CH]2CCCN2C(=O)CCC3CCCC3)cc1" 49U SMILES_CANONICAL "OpenEye OEToolkits" 1.7.5 "[H]/N=C(\c1ccc(cc1)CNC(=O)[C@@H]2CCCN2C(=O)CCC3CCCC3)/N" 49U SMILES "OpenEye OEToolkits" 1.7.5 "c1cc(ccc1CNC(=O)C2CCCN2C(=O)CCC3CCCC3)C(=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 49U "SYSTEMATIC NAME" ACDLabs 10.04 "N-(4-carbamimidoylbenzyl)-1-(3-cyclopentylpropanoyl)-L-prolinamide" 49U "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-N-[(4-carbamimidoylphenyl)methyl]-1-(3-cyclopentylpropanoyl)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 49U "Create component" 2007-11-29 PDBJ 49U "Modify subcomponent list" 2010-11-12 RCSB 49U "Modify aromatic_flag" 2011-06-04 RCSB 49U "Modify descriptor" 2011-06-04 RCSB 49U "Modify descriptor" 2012-01-05 RCSB #