data_45U # _chem_comp.id 45U _chem_comp.name "(S)-N-(4-carbamimidoylbenzyl)-1-(2-(cyclopentyloxy)ethanoyl)pyrrolidine-2-carboxamide" _chem_comp.type peptide-like _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H28 N4 O3" _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 372.461 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 45U _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 2ZDL _chem_comp.pdbx_subcomponent_list "01Y 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 45U O32 O32 O 0 1 N N N -27.114 1.250 17.312 2.348 -0.694 0.668 O32 01Y 1 45U C14 C14 C 0 1 N N N -28.289 1.268 16.975 2.762 0.410 0.383 C14 01Y 2 45U C5 C5 C 0 1 N N N -29.201 1.524 18.166 4.208 0.596 0.002 C5 01Y 3 45U O21 O21 O 0 1 N N N -30.210 0.579 18.295 4.880 -0.664 0.050 O21 01Y 4 45U C44 C44 C 0 1 N N N -30.421 -0.513 19.154 6.265 -0.598 -0.296 C44 01Y 5 45U C49 C49 C 0 1 N N N -29.046 -1.222 19.219 6.724 -1.923 -0.939 C49 01Y 6 45U C48 C48 C 0 1 N N N -29.277 -2.699 19.530 8.151 -2.188 -0.428 C48 01Y 7 45U C47 C47 C 0 1 N N N -30.717 -2.998 19.228 8.509 -1.015 0.508 C47 01Y 8 45U C45 C45 C 0 1 N N N -31.239 -1.715 18.513 7.137 -0.472 0.977 C45 01Y 9 45U N1 N1 N 0 1 N N N -28.600 1.076 15.680 1.928 1.468 0.402 N PRO 10 45U C1 C1 C 0 1 N N S -27.631 0.537 14.742 0.500 1.428 0.748 CA PRO 11 45U C7 C7 C 0 1 N N N -26.588 1.607 14.567 -0.229 0.504 -0.193 C PRO 12 45U O22 O22 O 0 1 N N N -26.765 2.784 14.801 0.378 -0.069 -1.072 O PRO 13 45U C2 C2 C 0 1 N N N -28.442 0.419 13.456 -0.046 2.864 0.607 CB PRO 14 45U C3 C3 C 0 1 N N N -29.810 1.051 13.661 0.971 3.530 -0.356 CG PRO 15 45U C4 C4 C 0 1 N N N -30.045 1.076 15.160 2.299 2.860 0.085 CD PRO 16 45U N23 N23 N 0 1 N N N -25.448 1.195 14.089 -1.557 0.316 -0.058 N23 00S 17 45U C24 C24 C 0 1 N N N -24.367 2.032 13.562 -2.266 -0.582 -0.973 C16 00S 18 45U C25 C25 C 0 1 Y N N -23.271 1.866 14.635 -3.728 -0.617 -0.610 C17 00S 19 45U C30 C30 C 0 1 Y N N -23.358 2.161 15.991 -4.603 0.287 -1.187 C22 00S 20 45U C29 C29 C 0 1 Y N N -22.287 1.978 16.934 -5.944 0.257 -0.864 C21 00S 21 45U C28 C28 C 0 1 Y N N -21.035 1.497 16.672 -6.415 -0.680 0.056 C24 00S 22 45U C21 C21 C 0 1 N N N -19.877 1.289 17.645 -7.852 -0.713 0.413 C27 00S 23 45U N47 N47 N 0 1 N N N -19.714 2.050 18.720 -8.289 -1.589 1.272 N35 00S 24 45U N46 N46 N 0 1 N N N -19.061 0.287 17.318 -8.726 0.182 -0.164 N34 00S 25 45U C27 C27 C 0 1 Y N N -20.968 1.207 15.315 -5.528 -1.584 0.638 C19 00S 26 45U C26 C26 C 0 1 Y N N -22.006 1.378 14.365 -4.190 -1.548 0.302 C18 00S 27 45U H5 H5 H 0 1 N N N -28.589 1.501 19.080 4.268 1.001 -1.008 H5 01Y 28 45U H5A H5A H 0 1 N N N -29.668 2.511 18.036 4.682 1.287 0.699 H5A 01Y 29 45U H44 H44 H 0 1 N N N -30.906 -0.108 20.055 6.449 0.237 -0.972 H44 01Y 30 45U H49 H49 H 0 1 N N N -28.529 -1.121 18.254 6.062 -2.735 -0.636 H49 01Y 31 45U H49A H49A H 0 0 N N N -28.429 -0.767 20.008 6.728 -1.830 -2.025 H49A 01Y 32 45U H48 H48 H 0 1 N N N -28.620 -3.326 18.909 8.182 -3.128 0.124 H48 01Y 33 45U H48A H48A H 0 0 N N N -29.061 -2.903 20.589 8.847 -2.225 -1.266 H48A 01Y 34 45U H47 H47 H 0 1 N N N -31.283 -3.198 20.150 9.090 -1.370 1.359 H47 01Y 35 45U H47A H47A H 0 0 N N N -30.812 -3.881 18.579 9.060 -0.248 -0.036 H47A 01Y 36 45U H45 H45 H 0 1 N N N -32.319 -1.586 18.679 7.219 0.570 1.287 H45 01Y 37 45U H45A H45A H 0 0 N N N -31.065 -1.773 17.428 6.734 -1.084 1.784 H45A 01Y 38 45U H1 H1 H 0 1 N N N -27.155 -0.409 15.038 0.377 1.084 1.775 HA PRO 39 45U H2 H2 H 0 1 N N N -28.564 -0.643 13.195 -1.043 2.854 0.167 HB2 PRO 40 45U H2A H2A H 0 1 N N N -27.916 0.939 12.642 -0.054 3.373 1.571 HB3 PRO 41 45U H3 H3 H 0 1 N N N -29.830 2.071 13.250 0.738 3.296 -1.395 HG2 PRO 42 45U H3A H3A H 0 1 N N N -30.589 0.459 13.158 1.010 4.609 -0.199 HG3 PRO 43 45U H4 H4 H 0 1 N N N -30.607 1.965 15.482 2.703 3.360 0.965 HD2 PRO 44 45U H4A H4A H 0 1 N N N -30.617 0.204 15.510 3.023 2.880 -0.729 HD3 PRO 45 45U HN23 HN23 H 0 0 N N N -25.295 0.207 14.081 -2.043 0.775 0.645 HN23 00S 46 45U H24 H24 H 0 1 N N N -24.028 1.691 12.572 -2.154 -0.222 -1.996 H16 00S 47 45U H24A H24A H 0 0 N N N -24.677 3.081 13.450 -1.848 -1.586 -0.894 H16A 00S 48 45U H30 H30 H 0 1 N N N -24.293 2.554 16.362 -4.236 1.015 -1.896 H22 00S 49 45U H29 H29 H 0 1 N N N -22.495 2.250 17.958 -6.626 0.960 -1.318 H21 00S 50 45U HN47 HN47 H 0 0 N N N -18.910 1.782 19.251 -9.230 -1.611 1.506 HN35 00S 51 45U HN46 HN46 H 0 0 N N N -18.274 0.074 17.897 -8.401 0.834 -0.804 HN34 00S 52 45U HN4A HN4A H 0 0 N N N -19.236 -0.252 16.494 -9.667 0.160 0.069 HN3A 00S 53 45U H27 H27 H 0 1 N N N -20.032 0.812 14.948 -5.887 -2.312 1.351 H19 00S 54 45U H26 H26 H 0 1 N N N -21.790 1.104 13.343 -3.502 -2.248 0.752 H18 00S 55 # 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 45U C2 C3 SING N N 1 45U C2 C1 SING N N 2 45U C24 N23 SING N N 3 45U C24 C25 SING N N 4 45U C3 C4 SING N N 5 45U N23 C7 SING N N 6 45U C26 C25 DOUB Y N 7 45U C26 C27 SING Y N 8 45U C7 C1 SING N N 9 45U C7 O22 DOUB N N 10 45U C25 C30 SING Y N 11 45U C1 N1 SING N N 12 45U C4 N1 SING N N 13 45U C27 C28 DOUB Y N 14 45U N1 C14 SING N N 15 45U C30 C29 DOUB Y N 16 45U C28 C29 SING Y N 17 45U C28 C21 SING N N 18 45U C14 O32 DOUB N N 19 45U C14 C5 SING N N 20 45U N46 C21 SING N N 21 45U C21 N47 DOUB N N 22 45U C5 O21 SING N N 23 45U O21 C44 SING N N 24 45U C45 C44 SING N N 25 45U C45 C47 SING N N 26 45U C44 C49 SING N N 27 45U C49 C48 SING N N 28 45U C47 C48 SING N N 29 45U C5 H5 SING N N 30 45U C5 H5A SING N N 31 45U C44 H44 SING N N 32 45U C49 H49 SING N N 33 45U C49 H49A SING N N 34 45U C48 H48 SING N N 35 45U C48 H48A SING N N 36 45U C47 H47 SING N N 37 45U C47 H47A SING N N 38 45U C45 H45 SING N N 39 45U C45 H45A SING N N 40 45U C1 H1 SING N N 41 45U C2 H2 SING N N 42 45U C2 H2A SING N N 43 45U C3 H3 SING N N 44 45U C3 H3A SING N N 45 45U C4 H4 SING N N 46 45U C4 H4A SING N N 47 45U N23 HN23 SING N N 48 45U C24 H24 SING N N 49 45U C24 H24A SING N N 50 45U C26 H26 SING N N 51 45U C27 H27 SING N N 52 45U N46 HN46 SING N N 53 45U N46 HN4A SING N N 54 45U N47 HN47 SING N N 55 45U C29 H29 SING N N 56 45U C30 H30 SING N N 57 # 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 45U SMILES ACDLabs 12.01 "O=C(NCc1ccc(C(=[N@H])N)cc1)C3N(C(=O)COC2CCCC2)CCC3" 45U InChI InChI 1.03 "InChI=1S/C20H28N4O3/c21-19(22)15-9-7-14(8-10-15)12-23-20(26)17-6-3-11-24(17)18(25)13-27-16-4-1-2-5-16/h7-10,16-17H,1-6,11-13H2,(H3,21,22)(H,23,26)/t17-/m0/s1" 45U InChIKey InChI 1.03 ZWXWAYUCJVQHOR-KRWDZBQOSA-N 45U SMILES_CANONICAL CACTVS 3.385 "NC(=N)c1ccc(CNC(=O)[C@@H]2CCCN2C(=O)COC3CCCC3)cc1" 45U SMILES CACTVS 3.385 "NC(=N)c1ccc(CNC(=O)[CH]2CCCN2C(=O)COC3CCCC3)cc1" 45U SMILES_CANONICAL "OpenEye OEToolkits" 1.7.5 "[H]/N=C(/c1ccc(cc1)CNC(=O)[C@@H]2CCCN2C(=O)COC3CCCC3)\N" 45U SMILES "OpenEye OEToolkits" 1.7.5 "c1cc(ccc1CNC(=O)C2CCCN2C(=O)COC3CCCC3)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 45U "SYSTEMATIC NAME" ACDLabs 12.01 "N-(4-carbamimidoylbenzyl)-1-[(cyclopentyloxy)acetyl]-L-prolinamide" 45U "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "(2S)-N-[(4-carbamimidoylphenyl)methyl]-1-(2-cyclopentyloxyethanoyl)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 45U "Create component" 2007-11-29 PDBJ 45U "Modify subcomponent list" 2011-02-24 RCSB 45U "Modify aromatic_flag" 2011-06-04 RCSB 45U "Modify descriptor" 2011-06-04 RCSB 45U "Modify descriptor" 2012-01-05 RCSB #