data_10U # _chem_comp.id 10U _chem_comp.name "(S)-N-(4-carbamimidoylbenzyl)-1-(2-(cyclopentylamino)ethanoyl)pyrrolidine-2-carboxamide" _chem_comp.type peptide-like _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H29 N5 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "(2S)-1-[cyclopentylamino)acetyl-N-{4-[amino(imino)methyl]benzyl}pyrrolidine-2-carboxamide" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2007-12-04 _chem_comp.pdbx_modified_date 2021-03-01 _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 371.477 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 10U _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 3BIU _chem_comp.pdbx_subcomponent_list "021 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 10U C14 C14 C 0 1 N N N 18.576 -13.982 22.158 2.794 0.537 0.558 C14 021 1 10U O32 O32 O 0 1 N N N 17.614 -13.526 22.770 2.389 -0.500 1.039 O32 021 2 10U C15 C15 C 0 1 N N N 19.437 -15.099 22.705 4.251 0.684 0.203 C15 021 3 10U N16 N16 N 0 1 N N N 19.073 -15.246 24.100 4.964 -0.558 0.532 N16 021 4 10U C17 C17 C 0 1 N N N 19.813 -14.062 24.577 6.390 -0.451 0.198 C17 021 5 10U C21 C21 C 0 1 N N N 21.322 -14.120 24.240 6.622 -0.870 -1.268 C21 021 6 10U C20 C20 C 0 1 N N N 21.886 -12.993 25.131 7.978 -1.618 -1.239 C20 021 7 10U C19 C19 C 0 1 N N N 21.126 -13.158 26.466 7.911 -2.395 0.099 C19 021 8 10U C18 C18 C 0 1 N N N 19.806 -13.903 26.129 7.209 -1.420 1.067 C18 021 9 10U N1 N1 N 0 1 N N N 19.174 -13.110 21.309 1.941 1.558 0.342 N PRO 10 10U C2 C2 C 0 1 N N S 18.615 -11.826 20.878 0.501 1.548 0.636 CA PRO 11 10U C7 C7 C 0 1 N N N 17.198 -11.989 20.349 -0.187 0.479 -0.175 C PRO 12 10U O22 O22 O 0 1 N N N 16.787 -13.126 20.155 0.458 -0.223 -0.924 O PRO 13 10U C3 C3 C 0 1 N N N 19.556 -11.337 19.765 -0.055 2.936 0.253 CB PRO 14 10U C4 C4 C 0 1 N N N 20.634 -12.420 19.584 1.207 3.838 0.286 CG PRO 15 10U C5 C5 C 0 1 N N N 20.612 -13.120 20.969 2.297 2.868 -0.233 CD PRO 16 10U N23 N23 N 0 1 N N N 16.332 -10.954 20.482 -1.519 0.305 -0.067 N23 00S 17 10U C24 C24 C 0 1 N N N 15.028 -10.956 19.819 -2.187 -0.734 -0.855 C16 00S 18 10U C25 C25 C 0 1 Y N N 13.965 -10.920 20.897 -3.664 -0.722 -0.553 C17 00S 19 10U C30 C30 C 0 1 Y N N 13.450 -12.090 21.418 -4.163 -1.498 0.477 C22 00S 20 10U C29 C29 C 0 1 Y N N 12.479 -12.052 22.401 -5.514 -1.491 0.759 C21 00S 21 10U C28 C28 C 0 1 Y N N 12.010 -10.829 22.876 -6.376 -0.699 0.002 C24 00S 22 10U C31 C31 C 0 1 N N N 10.901 -10.776 23.860 -7.827 -0.686 0.299 C27 00S 23 10U N49 N49 N 0 1 N N N 10.516 -11.851 24.999 -8.300 -1.416 1.269 N35 00S 24 10U N48 N48 N 0 1 N N N 10.462 -9.459 24.444 -8.677 0.098 -0.450 N34 00S 25 10U C27 C27 C 0 1 Y N N 12.535 -9.653 22.342 -5.867 0.082 -1.035 C19 00S 26 10U C26 C26 C 0 1 Y N N 13.501 -9.706 21.366 -4.514 0.071 -1.304 C18 00S 27 10U H15 H15 H 0 1 N N N 19.251 -16.034 22.157 4.346 0.886 -0.865 H15 021 28 10U H15A H15A H 0 0 N N N 20.503 -14.847 22.609 4.681 1.511 0.768 H15A 021 29 10U HN16 HN16 H 0 0 N N N 18.089 -15.213 24.273 4.837 -0.800 1.503 HN16 021 30 10U H17 H17 H 0 1 N N N 19.289 -13.238 24.070 6.734 0.572 0.354 H17 021 31 10U H21 H21 H 0 1 N N N 21.763 -15.099 24.480 5.827 -1.534 -1.606 H21 021 32 10U H21A H21A H 0 0 N N N 21.515 -13.940 23.172 6.685 0.009 -1.911 H21A 021 33 10U H20 H20 H 0 1 N N N 22.972 -13.099 25.272 8.058 -2.306 -2.081 H20 021 34 10U H20A H20A H 0 0 N N N 21.705 -12.003 24.687 8.809 -0.913 -1.235 H20A 021 35 10U H19 H19 H 0 1 N N N 21.725 -13.740 27.181 7.323 -3.306 -0.018 H19 021 36 10U H19A H19A H 0 0 N N N 20.911 -12.175 26.911 8.914 -2.632 0.453 H19A 021 37 10U H18 H18 H 0 1 N N N 18.932 -13.324 26.461 7.951 -0.869 1.644 H18 021 38 10U H18A H18A H 0 0 N N N 19.771 -14.884 26.625 6.548 -1.970 1.737 H18A 021 39 10U H2 H2 H 0 1 N N N 18.548 -11.112 21.712 0.345 1.367 1.699 HA PRO 40 10U H3 H3 H 0 1 N N N 20.019 -10.380 20.048 -0.790 3.274 0.983 HB2 PRO 41 10U H3A H3A H 0 1 N N N 18.998 -11.193 18.828 -0.486 2.912 -0.748 HB3 PRO 42 10U H4 H4 H 0 1 N N N 20.392 -13.113 18.765 1.429 4.163 1.302 HG2 PRO 43 10U H4A H4A H 0 1 N N N 21.619 -11.990 19.352 1.093 4.694 -0.380 HG3 PRO 44 10U H5 H5 H 0 1 N N N 21.014 -14.143 20.918 3.281 3.181 0.116 HD2 PRO 45 10U H5A H5A H 0 1 N N N 21.213 -12.576 21.713 2.279 2.821 -1.322 HD3 PRO 46 10U HN23 HN23 H 0 0 N N N 16.591 -10.171 21.047 -2.035 0.866 0.532 HN23 00S 47 10U H24 H24 H 0 1 N N N 14.935 -10.075 19.167 -2.032 -0.541 -1.916 H16 00S 48 10U H24A H24A H 0 0 N N N 14.916 -11.864 19.208 -1.772 -1.709 -0.598 H16A 00S 49 10U H30 H30 H 0 1 N N N 13.808 -13.042 21.055 -3.494 -2.112 1.063 H22 00S 50 10U H29 H29 H 0 1 N N N 12.083 -12.973 22.802 -5.902 -2.098 1.563 H21 00S 51 10U HN49 HN49 H 0 0 N N N 10.094 -11.418 25.795 -9.250 -1.407 1.463 HN35 00S 52 10U HN48 HN48 H 0 0 N N N 10.041 -9.430 25.351 -8.325 0.642 -1.173 HN34 00S 53 10U HN4A HN4A H 0 0 N N N 10.591 -8.614 23.925 -9.627 0.106 -0.256 HN3A 00S 54 10U H27 H27 H 0 1 N N N 12.181 -8.696 22.697 -6.530 0.697 -1.625 H19 00S 55 10U H26 H26 H 0 1 N N N 13.902 -8.789 20.961 -4.118 0.679 -2.103 H18 00S 56 # # 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 10U C4 C3 SING N N 1 10U C4 C5 SING N N 2 10U C3 C2 SING N N 3 10U C24 N23 SING N N 4 10U C24 C25 SING N N 5 10U O22 C7 DOUB N N 6 10U C7 N23 SING N N 7 10U C7 C2 SING N N 8 10U C2 N1 SING N N 9 10U C25 C26 DOUB Y N 10 10U C25 C30 SING Y N 11 10U C5 N1 SING N N 12 10U N1 C14 SING N N 13 10U C26 C27 SING Y N 14 10U C30 C29 DOUB Y N 15 10U C14 C15 SING N N 16 10U C14 O32 DOUB N N 17 10U C27 C28 DOUB Y N 18 10U C29 C28 SING Y N 19 10U C15 N16 SING N N 20 10U C28 C31 SING N N 21 10U C31 N48 SING N N 22 10U C31 N49 DOUB N N 23 10U N16 C17 SING N N 24 10U C21 C17 SING N N 25 10U C21 C20 SING N N 26 10U C17 C18 SING N N 27 10U C20 C19 SING N N 28 10U C18 C19 SING N N 29 10U C15 H15 SING N N 30 10U C15 H15A SING N N 31 10U C5 H5 SING N N 32 10U C5 H5A SING N N 33 10U C4 H4 SING N N 34 10U C4 H4A SING N N 35 10U C3 H3 SING N N 36 10U C3 H3A SING N N 37 10U C2 H2 SING N N 38 10U N23 HN23 SING N N 39 10U C24 H24 SING N N 40 10U C24 H24A SING N N 41 10U C30 H30 SING N N 42 10U C29 H29 SING N N 43 10U N49 HN49 SING N N 44 10U N48 HN48 SING N N 45 10U N48 HN4A SING N N 46 10U C27 H27 SING N N 47 10U C26 H26 SING N N 48 10U N16 HN16 SING N N 49 10U C17 H17 SING N N 50 10U C21 H21 SING N N 51 10U C21 H21A SING N N 52 10U C20 H20 SING N N 53 10U C20 H20A SING N N 54 10U C19 H19 SING N N 55 10U C19 H19A SING N N 56 10U C18 H18 SING N N 57 10U C18 H18A SING N N 58 # # 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 10U SMILES ACDLabs 12.01 "O=C(NCc1ccc(C(=[N@H])N)cc1)C3N(C(=O)CNC2CCCC2)CCC3" 10U InChI InChI 1.03 "InChI=1S/C20H29N5O2/c21-19(22)15-9-7-14(8-10-15)12-24-20(27)17-6-3-11-25(17)18(26)13-23-16-4-1-2-5-16/h7-10,16-17,23H,1-6,11-13H2,(H3,21,22)(H,24,27)/t17-/m0/s1" 10U InChIKey InChI 1.03 WXYKSWZWRHMJTE-KRWDZBQOSA-N 10U SMILES_CANONICAL CACTVS 3.385 "NC(=N)c1ccc(CNC(=O)[C@@H]2CCCN2C(=O)CNC3CCCC3)cc1" 10U SMILES CACTVS 3.385 "NC(=N)c1ccc(CNC(=O)[CH]2CCCN2C(=O)CNC3CCCC3)cc1" 10U SMILES_CANONICAL "OpenEye OEToolkits" 1.7.5 "c1cc(ccc1CNC(=O)[C@@H]2CCCN2C(=O)CNC3CCCC3)C(=N)N" 10U SMILES "OpenEye OEToolkits" 1.7.5 "c1cc(ccc1CNC(=O)C2CCCN2C(=O)CNC3CCCC3)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 10U "SYSTEMATIC NAME" ACDLabs 12.01 "N-cyclopentylglycyl-N-(4-carbamimidoylbenzyl)-L-prolinamide" 10U "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "(2S)-N-[(4-carbamimidoylphenyl)methyl]-1-[2-(cyclopentylamino)ethanoyl]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 10U "Create component" 2007-12-04 PDBJ 10U "Modify subcomponent list" 2011-02-24 RCSB 10U "Modify aromatic_flag" 2011-06-04 RCSB 10U "Modify descriptor" 2011-06-04 RCSB 10U "Modify descriptor" 2012-01-05 RCSB 10U "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 10U _pdbx_chem_comp_synonyms.name "(2S)-1-[cyclopentylamino)acetyl-N-{4-[amino(imino)methyl]benzyl}pyrrolidine-2-carboxamide" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##