data_12U # _chem_comp.id 12U _chem_comp.name "N-cycloheptylglycyl-N-(4-carbamimidoylbenzyl)-L-prolinamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H33 N5 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "(2S)-N-[(4-carbamimidoylphenyl)methyl]-1-[2-(cycloheptylamino)ethanoyl]pyrrolidine-2-carboxamide" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-01-15 _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 399.530 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 12U _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 2ZFS _chem_comp.pdbx_subcomponent_list "CGH 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 12U C14 C14 C 0 1 N N N 28.633 -1.033 16.723 -1.939 0.691 -0.102 C14 CGH 1 12U O32 O32 O 0 1 N N N 27.526 -0.784 17.209 -1.271 -0.293 0.137 O32 CGH 2 12U C5 C5 C 0 1 N N N 29.783 -1.245 17.673 -3.441 0.589 -0.148 C5 CGH 3 12U N21 N21 N 0 1 N N N 29.533 -0.500 18.937 -3.847 -0.795 0.128 N21 CGH 4 12U C49 C49 C 0 1 N N N 29.854 0.944 18.928 -5.310 -0.932 0.092 C49 CGH 5 12U C48 C48 C 0 1 N N N 31.279 1.199 19.294 -5.739 -2.135 0.957 C48 CGH 6 12U C47 C47 C 0 1 N N N 31.391 1.280 20.799 -7.141 -2.069 1.342 C47 CGH 7 12U C46 C46 C 0 1 N N N 31.225 2.648 21.389 -8.087 -2.099 0.125 C46 CGH 8 12U C52 C52 C 0 1 N N N 29.908 3.221 21.143 -8.138 -0.720 -0.475 C52 CGH 9 12U C51 C51 C 0 1 N N N 29.417 2.777 19.842 -7.129 -0.539 -1.625 C51 CGH 10 12U C50 C50 C 0 1 N N N 28.769 1.496 19.565 -5.759 -1.177 -1.323 C50 CGH 11 12U N1 N1 N 0 1 N N N 28.702 -1.040 15.427 -1.336 1.875 -0.327 N PRO 12 12U C1 C1 C 0 1 N N S 27.744 -0.794 14.631 0.119 2.097 -0.407 CA PRO 13 12U C7 C7 C 0 1 N N N 26.610 -1.709 14.500 0.838 1.227 0.592 C PRO 14 12U O22 O22 O 0 1 N N N 26.679 -2.894 14.824 0.286 0.902 1.622 O PRO 15 12U C2 C2 C 0 1 N N N 28.343 -0.620 13.231 0.312 3.593 -0.054 CB PRO 16 12U C3 C3 C 0 1 N N N 29.659 -1.335 13.278 -0.931 4.234 -0.728 CG PRO 17 12U C4 C4 C 0 1 N N N 29.993 -1.317 14.763 -2.021 3.159 -0.535 CD PRO 18 12U N23 N23 N 0 1 N N N 25.470 -1.326 14.011 2.092 0.804 0.338 N23 00S 19 12U C24 C24 C 0 1 N N N 24.347 -2.135 13.657 2.789 -0.047 1.306 C16 00S 20 12U C25 C25 C 0 1 Y N N 23.252 -2.012 14.709 4.164 -0.377 0.787 C17 00S 21 12U C30 C30 C 0 1 Y N N 23.309 -2.408 16.024 4.356 -1.506 0.011 C22 00S 22 12U C29 C29 C 0 1 Y N N 22.186 -2.211 16.855 5.612 -1.810 -0.472 C21 00S 23 12U C28 C28 C 0 1 Y N N 20.965 -1.634 16.479 6.692 -0.982 -0.168 C24 00S 24 12U C9 C9 C 0 1 N N N 19.840 -1.482 17.486 8.044 -1.306 -0.678 C27 00S 25 12U N10 N10 N 0 1 N N N 19.016 -0.467 17.291 9.051 -0.530 -0.392 N35 00S 26 12U N11 N11 N 0 1 N N N 19.682 -2.311 18.507 8.237 -2.427 -1.455 N34 00S 27 12U C27 C27 C 0 1 Y N N 20.913 -1.238 15.166 6.494 0.153 0.619 C19 00S 28 12U C26 C26 C 0 1 Y N N 22.030 -1.431 14.326 5.232 0.449 1.092 C18 00S 29 12U H5 H5 H 0 1 N N N 29.881 -2.318 17.895 -3.873 1.251 0.602 H5 CGH 30 12U H5A H5A H 0 1 N N N 30.711 -0.877 17.210 -3.795 0.881 -1.137 H5A CGH 31 12U HN21 HN21 H 0 0 N N N 28.558 -0.584 19.142 -3.408 -1.436 -0.515 HN21 CGH 32 12U H49 H49 H 0 1 N N N 29.924 1.484 17.972 -5.772 -0.023 0.474 H49 CGH 33 12U H48 H48 H 0 1 N N N 31.910 0.379 18.920 -5.571 -3.053 0.394 H48 CGH 34 12U H48A H48A H 0 0 N N N 31.616 2.145 18.844 -5.126 -2.159 1.858 H48A CGH 35 12U H47 H47 H 0 1 N N N 30.604 0.640 21.224 -7.370 -2.916 1.988 H47 CGH 36 12U H47A H47A H 0 0 N N N 32.416 0.965 21.045 -7.311 -1.147 1.899 H47A CGH 37 12U H46 H46 H 0 1 N N N 31.372 2.575 22.477 -7.711 -2.806 -0.614 H46 CGH 38 12U H46A H46A H 0 0 N N N 31.966 3.306 20.910 -9.086 -2.396 0.445 H46A CGH 39 12U H52 H52 H 0 1 N N N 29.213 2.891 21.929 -9.143 -0.537 -0.856 H52 CGH 40 12U H52A H52A H 0 0 N N N 29.979 4.319 21.152 -7.920 0.012 0.303 H52A CGH 41 12U H51 H51 H 0 1 N N N 28.665 3.529 19.563 -7.538 -0.996 -2.526 H51 CGH 42 12U H51A H51A H 0 0 N N N 30.367 2.643 19.304 -6.989 0.526 -1.806 H51A CGH 43 12U H50 H50 H 0 1 N N N 27.863 1.567 18.946 -5.018 -0.760 -2.006 H50 CGH 44 12U H50A H50A H 0 0 N N N 28.351 0.945 20.421 -5.826 -2.252 -1.492 H50A CGH 45 12U H1 H1 H 0 1 N N N 27.282 0.087 15.100 0.481 1.895 -1.415 HA PRO 46 12U H2 H2 H 0 1 N N N 27.685 -1.056 12.465 0.294 3.746 1.025 HB2 PRO 47 12U H2A H2A H 0 1 N N N 28.462 0.441 12.964 1.234 3.981 -0.487 HB3 PRO 48 12U H3 H3 H 0 1 N N N 29.582 -2.361 12.888 -1.208 5.160 -0.223 HG2 PRO 49 12U H3A H3A H 0 1 N N N 30.432 -0.865 12.653 -0.746 4.412 -1.787 HG3 PRO 50 12U H4 H4 H 0 1 N N N 30.409 -2.282 15.089 -2.630 3.400 0.336 HD2 PRO 51 12U H4A H4A H 0 1 N N N 30.758 -0.566 15.009 -2.649 3.105 -1.425 HD3 PRO 52 12U HN23 HN23 H 0 0 N N N 25.365 -0.342 13.864 2.534 1.064 -0.486 HN23 00S 53 12U H24 H24 H 0 1 N N N 23.954 -1.802 12.685 2.875 0.480 2.256 H16 00S 54 12U H24A H24A H 0 0 N N N 24.668 -3.185 13.596 2.225 -0.968 1.451 H16A 00S 55 12U H30 H30 H 0 1 N N N 24.205 -2.866 16.417 3.519 -2.149 -0.220 H22 00S 56 12U H29 H29 H 0 1 N N N 22.276 -2.536 17.881 5.760 -2.690 -1.081 H21 00S 57 12U HN10 HN10 H 0 0 N N N 18.331 -0.486 18.019 9.936 -0.743 -0.726 HN35 00S 58 12U HN11 HN11 H 0 0 N N N 20.410 -2.995 18.460 7.487 -3.004 -1.668 HN34 00S 59 12U HN1A HN1A H 0 0 N N N 18.963 -2.262 19.200 9.122 -2.639 -1.789 HN3A 00S 60 12U H27 H27 H 0 1 N N N 20.017 -0.779 14.776 7.326 0.798 0.858 H19 00S 61 12U H26 H26 H 0 1 N N N 21.939 -1.104 13.301 5.077 1.327 1.702 H18 00S 62 # # 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 12U O22 C7 DOUB N N 1 12U C7 N23 SING N N 2 12U C7 C1 SING N N 3 12U N23 C24 SING N N 4 12U C24 C25 SING N N 5 12U C25 C26 DOUB Y N 6 12U C25 C30 SING Y N 7 12U C26 C27 SING Y N 8 12U C27 C28 DOUB Y N 9 12U C28 C9 SING N N 10 12U C28 C29 SING Y N 11 12U C9 N10 DOUB N N 12 12U C9 N11 SING N N 13 12U C29 C30 DOUB Y N 14 12U C1 C2 SING N N 15 12U C1 N1 SING N N 16 12U C2 C3 SING N N 17 12U C3 C4 SING N N 18 12U C4 N1 SING N N 19 12U N1 C14 SING N N 20 12U C14 O32 DOUB N N 21 12U C14 C5 SING N N 22 12U C5 N21 SING N N 23 12U N21 C49 SING N N 24 12U C49 C48 SING N N 25 12U C49 C50 SING N N 26 12U C48 C47 SING N N 27 12U C47 C46 SING N N 28 12U C46 C52 SING N N 29 12U C52 C51 SING N N 30 12U C51 C50 SING N N 31 12U N23 HN23 SING N N 32 12U C24 H24 SING N N 33 12U C24 H24A SING N N 34 12U C26 H26 SING N N 35 12U C27 H27 SING N N 36 12U N10 HN10 SING N N 37 12U N11 HN11 SING N N 38 12U N11 HN1A SING N N 39 12U C29 H29 SING N N 40 12U C30 H30 SING N N 41 12U C1 H1 SING N N 42 12U C2 H2 SING N N 43 12U C2 H2A SING N N 44 12U C3 H3 SING N N 45 12U C3 H3A SING N N 46 12U C4 H4 SING N N 47 12U C4 H4A SING N N 48 12U C5 H5 SING N N 49 12U C5 H5A SING N N 50 12U N21 HN21 SING N N 51 12U C49 H49 SING N N 52 12U C48 H48 SING N N 53 12U C48 H48A SING N N 54 12U C47 H47 SING N N 55 12U C47 H47A SING N N 56 12U C46 H46 SING N N 57 12U C46 H46A SING N N 58 12U C52 H52 SING N N 59 12U C52 H52A SING N N 60 12U C51 H51 SING N N 61 12U C51 H51A SING N N 62 12U C50 H50 SING N N 63 12U C50 H50A SING N N 64 # # 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 12U SMILES ACDLabs 10.04 "O=C(NCc1ccc(C(=[N@H])N)cc1)C3N(C(=O)CNC2CCCCCC2)CCC3" 12U InChI InChI 1.03 "InChI=1S/C22H33N5O2/c23-21(24)17-11-9-16(10-12-17)14-26-22(29)19-8-5-13-27(19)20(28)15-25-18-6-3-1-2-4-7-18/h9-12,18-19,25H,1-8,13-15H2,(H3,23,24)(H,26,29)/t19-/m0/s1" 12U InChIKey InChI 1.03 BYTJPDBCLWUEBU-IBGZPJMESA-N 12U SMILES_CANONICAL CACTVS 3.385 "NC(=N)c1ccc(CNC(=O)[C@@H]2CCCN2C(=O)CNC3CCCCCC3)cc1" 12U SMILES CACTVS 3.385 "NC(=N)c1ccc(CNC(=O)[CH]2CCCN2C(=O)CNC3CCCCCC3)cc1" 12U SMILES_CANONICAL "OpenEye OEToolkits" 1.7.5 "[H]/N=C(/c1ccc(cc1)CNC(=O)[C@@H]2CCCN2C(=O)CNC3CCCCCC3)\N" 12U SMILES "OpenEye OEToolkits" 1.7.5 "c1cc(ccc1CNC(=O)C2CCCN2C(=O)CNC3CCCCCC3)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 12U "SYSTEMATIC NAME" ACDLabs 10.04 "N-cycloheptylglycyl-N-(4-carbamimidoylbenzyl)-L-prolinamide" 12U "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-N-[(4-carbamimidoylphenyl)methyl]-1-[2-(cycloheptylamino)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 12U "Create component" 2008-01-15 PDBJ 12U "Modify subcomponent list" 2010-11-15 RCSB 12U "Modify aromatic_flag" 2011-06-04 RCSB 12U "Modify descriptor" 2011-06-04 RCSB 12U "Modify descriptor" 2012-01-05 RCSB 12U "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 12U _pdbx_chem_comp_synonyms.name "(2S)-N-[(4-carbamimidoylphenyl)methyl]-1-[2-(cycloheptylamino)ethanoyl]pyrrolidine-2-carboxamide" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##