data_567 # _chem_comp.id 567 _chem_comp.name "2-[[(2R)-1-[[(2S)-5-amino-1-[(4-carbamimidoylphenyl)methylamino]-1,5-dioxo-pentan-2-yl]amino]-3-(1H-indol-3-yl)-1-oxo-propan-2-yl]sulfamoyl]ethanoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H31 N7 O7 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-12-18 _chem_comp.pdbx_modified_date 2011-06-04 _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 585.632 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 567 _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 2ZWL _chem_comp.pdbx_subcomponent_list ? _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 567 C4 C4 C 0 1 Y N N 40.239 5.718 12.078 4.682 -1.412 1.712 C4 567 1 567 C14 C14 C 0 1 N N N 35.873 7.021 10.051 0.942 -0.361 -0.955 C14 567 2 567 C5 C5 C 0 1 N N R 37.171 6.192 10.381 2.397 -0.341 -0.563 C5 567 3 567 C6 C6 C 0 1 Y N N 40.627 4.846 14.378 4.713 -0.856 4.036 C6 567 4 567 C11 C11 C 0 1 Y N N 39.817 5.521 13.406 4.006 -1.091 2.891 C11 567 5 567 C7 C7 C 0 1 Y N N 42.331 4.560 12.625 6.786 -1.249 2.886 C7 567 6 567 C8 C8 C 0 1 N N N 33.721 2.520 10.336 5.155 3.450 -0.391 C8 567 7 567 C13 C13 C 0 1 Y N N 40.585 6.212 9.888 5.367 -1.950 -0.371 C13 567 8 567 N1 N1 N 0 1 N N N 30.857 5.861 15.820 -10.738 -0.240 0.485 N1 567 9 567 N2 N2 N 0 1 N N N 29.433 7.615 15.770 -10.468 1.856 -0.475 N2 567 10 567 N3 N3 N 0 1 N N N 35.851 11.064 4.801 -1.030 -4.537 -3.056 N3 567 11 567 O1 O1 O 0 1 N N N 35.030 7.274 10.906 0.631 -0.382 -2.127 O1 567 12 567 N5 N5 N 0 1 N N N 35.755 7.412 8.778 -0.012 -0.355 -0.004 N5 567 13 567 C15 C15 C 0 1 N N S 34.583 8.190 8.382 -1.426 -0.374 -0.385 C15 567 14 567 C18 C18 C 0 1 N N N 34.631 8.529 6.895 -1.873 -1.819 -0.617 C18 567 15 567 C19 C19 C 0 1 N N N 35.845 9.376 6.522 -1.122 -2.398 -1.817 C19 567 16 567 C20 C20 C 0 1 N N N 33.296 7.419 8.715 -2.252 0.236 0.718 C20 567 17 567 O5 O5 O 0 1 N N N 33.219 6.200 8.578 -1.713 0.647 1.724 O5 567 18 567 N6 N6 N 0 1 N N N 32.293 8.206 9.171 -3.591 0.326 0.587 N6 567 19 567 C21 C21 C 0 1 N N N 31.028 7.571 9.430 -4.394 0.919 1.660 C21 567 20 567 C16 C16 C 0 1 Y N N 31.561 6.344 11.579 -6.394 1.976 0.591 C16 567 21 567 C17 C17 C 0 1 Y N N 31.365 6.163 12.955 -7.726 1.964 0.229 C17 567 22 567 C22 C22 C 0 1 Y N N 30.416 6.941 13.646 -8.523 0.865 0.551 C22 567 23 567 C23 C23 C 0 1 Y N N 29.621 7.867 12.916 -7.968 -0.214 1.238 C23 567 24 567 C24 C24 C 0 1 Y N N 29.820 8.053 11.556 -6.636 -0.190 1.594 C24 567 25 567 C25 C25 C 0 1 Y N N 30.798 7.306 10.882 -5.849 0.899 1.267 C25 567 26 567 C26 C26 C 0 1 N N N 30.241 6.805 15.109 -9.953 0.846 0.166 C26 567 27 567 C2 C2 C 0 1 N N N 35.718 9.758 5.051 -1.562 -3.821 -2.045 C2 567 28 567 O2 O2 O 0 1 N N N 35.473 8.916 4.192 -2.393 -4.323 -1.319 O2 567 29 567 C1 C1 C 0 1 N N N 38.333 7.104 10.843 2.838 -1.752 -0.166 C1 567 30 567 N4 N4 N 0 1 N N N 36.894 5.189 11.391 3.203 0.121 -1.696 N4 567 31 567 S1 S1 S 0 1 N N N 36.148 3.708 10.947 3.622 1.719 -1.817 S1 567 32 567 O4 O4 O 0 1 N N N 36.273 2.919 12.112 4.361 1.796 -3.028 O4 567 33 567 O3 O3 O 0 1 N N N 36.874 3.315 9.787 2.393 2.416 -1.663 O3 567 34 567 C9 C9 C 0 1 N N N 34.411 3.917 10.599 4.703 2.013 -0.391 C9 567 35 567 O7 O7 O 0 1 N N N 32.719 2.228 10.988 5.968 3.898 0.579 O7 567 36 567 O6 O6 O 0 1 N N N 34.205 1.773 9.486 4.786 4.200 -1.263 O6 567 37 567 C10 C10 C 0 1 Y N N 41.910 4.359 13.982 6.099 -0.933 4.037 C10 567 38 567 C3 C3 C 0 1 Y N N 41.530 5.218 11.673 6.086 -1.492 1.708 C3 567 39 567 N7 N7 N 0 1 Y N N 41.683 5.545 10.332 6.471 -1.820 0.427 N7 567 40 567 C12 C12 C 0 1 Y N N 39.655 6.359 10.924 4.256 -1.711 0.343 C12 567 41 567 H5 H5 H 0 1 N N N 37.483 5.691 9.453 2.537 0.334 0.282 H5 567 42 567 H6 H6 H 0 1 N N N 40.274 4.709 15.389 4.189 -0.607 4.947 H6 567 43 567 H11 H11 H 0 1 N N N 38.847 5.892 13.704 2.928 -1.028 2.897 H11 567 44 567 H7 H7 H 0 1 N N N 43.300 4.192 12.322 7.865 -1.306 2.897 H7 567 45 567 H13 H13 H 0 1 N N N 40.449 6.576 8.880 5.388 -2.203 -1.421 H13 567 46 567 HN1 HN1 H 0 1 N N N 31.428 5.314 15.208 -10.354 -0.992 0.962 HN1 567 47 567 HN1A HN1A H 0 0 N N N 30.764 5.723 16.806 -11.674 -0.253 0.233 HN1A 567 48 567 HN2 HN2 H 0 1 N N N 29.448 7.369 16.739 -11.405 1.844 -0.728 HN2 567 49 567 HN3 HN3 H 0 1 N N N 36.050 11.601 5.621 -0.365 -4.136 -3.637 HN3 567 50 567 HN3A HN3A H 0 0 N N N 35.761 11.463 3.889 -1.313 -5.453 -3.203 HN3A 567 51 567 HN5 HN5 H 0 1 N N N 36.458 7.176 8.107 0.237 -0.338 0.934 HN5 567 52 567 H15 H15 H 0 1 N N N 34.588 9.133 8.948 -1.564 0.200 -1.301 H15 567 53 567 H18 H18 H 0 1 N N N 33.722 9.093 6.638 -1.654 -2.413 0.270 H18 567 54 567 H18A H18A H 0 0 N N N 34.701 7.582 6.339 -2.945 -1.841 -0.813 H18A 567 55 567 H19 H19 H 0 1 N N N 36.768 8.800 6.682 -1.341 -1.804 -2.704 H19 567 56 567 H19A H19A H 0 0 N N N 35.888 10.279 7.149 -0.050 -2.376 -1.621 H19A 567 57 567 HN6 HN6 H 0 1 N N N 32.426 9.186 9.321 -4.022 -0.002 -0.217 HN6 567 58 567 H21 H21 H 0 1 N N N 30.228 8.233 9.068 -4.257 0.345 2.576 H21 567 59 567 H21A H21A H 0 0 N N N 31.031 6.601 8.912 -4.076 1.949 1.825 H21A 567 60 567 H16 H16 H 0 1 N N N 32.294 5.749 11.053 -5.776 2.826 0.343 H16 567 61 567 H17 H17 H 0 1 N N N 31.944 5.424 13.488 -8.150 2.803 -0.302 H17 567 62 567 H23 H23 H 0 1 N N N 28.854 8.431 13.426 -8.581 -1.067 1.490 H23 567 63 567 H24 H24 H 0 1 N N N 29.222 8.773 11.016 -6.205 -1.026 2.126 H24 567 64 567 H1 H1 H 0 1 N N N 38.439 7.927 10.121 2.181 -2.130 0.618 H1 567 65 567 H1A H1A H 0 1 N N N 38.092 7.474 11.850 2.782 -2.407 -1.035 H1A 567 66 567 HN4 HN4 H 0 1 N N N 37.778 4.946 11.790 3.490 -0.508 -2.375 HN4 567 67 567 H9 H9 H 0 1 N N N 34.297 4.548 9.705 5.572 1.358 -0.453 H9 567 68 567 H9A H9A H 0 1 N N N 33.931 4.391 11.468 4.156 1.804 0.529 H9A 567 69 567 HO7 HO7 H 0 1 N N N 32.409 1.369 10.726 6.232 4.827 0.537 HO7 567 70 567 H10 H10 H 0 1 N N N 42.549 3.851 14.689 6.644 -0.743 4.950 H10 567 71 567 HN7 HN7 H 0 1 N N N 42.483 5.323 9.775 7.387 -1.946 0.136 HN7 567 72 # 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 567 O2 C2 DOUB N N 1 567 N3 C2 SING N N 2 567 C2 C19 SING N N 3 567 C19 C18 SING N N 4 567 C18 C15 SING N N 5 567 C15 C20 SING N N 6 567 C15 N5 SING N N 7 567 O5 C20 DOUB N N 8 567 C20 N6 SING N N 9 567 N5 C14 SING N N 10 567 N6 C21 SING N N 11 567 C21 C25 SING N N 12 567 O6 C8 DOUB N N 13 567 O3 S1 DOUB N N 14 567 C13 N7 SING Y N 15 567 C13 C12 DOUB Y N 16 567 C14 C5 SING N N 17 567 C14 O1 DOUB N N 18 567 N7 C3 SING Y N 19 567 C8 C9 SING N N 20 567 C8 O7 SING N N 21 567 C5 C1 SING N N 22 567 C5 N4 SING N N 23 567 C9 S1 SING N N 24 567 C1 C12 SING N N 25 567 C25 C24 DOUB Y N 26 567 C25 C16 SING Y N 27 567 C12 C4 SING Y N 28 567 S1 N4 SING N N 29 567 S1 O4 DOUB N N 30 567 C24 C23 SING Y N 31 567 C16 C17 DOUB Y N 32 567 C3 C4 DOUB Y N 33 567 C3 C7 SING Y N 34 567 C4 C11 SING Y N 35 567 C7 C10 DOUB Y N 36 567 C23 C22 DOUB Y N 37 567 C17 C22 SING Y N 38 567 C11 C6 DOUB Y N 39 567 C22 C26 SING N N 40 567 C10 C6 SING Y N 41 567 C26 N2 DOUB N N 42 567 C26 N1 SING N N 43 567 C5 H5 SING N N 44 567 C6 H6 SING N N 45 567 C11 H11 SING N N 46 567 C7 H7 SING N N 47 567 C13 H13 SING N N 48 567 N1 HN1 SING N N 49 567 N1 HN1A SING N N 50 567 N2 HN2 SING N N 51 567 N3 HN3 SING N N 52 567 N3 HN3A SING N N 53 567 N5 HN5 SING N N 54 567 C15 H15 SING N N 55 567 C18 H18 SING N N 56 567 C18 H18A SING N N 57 567 C19 H19 SING N N 58 567 C19 H19A SING N N 59 567 N6 HN6 SING N N 60 567 C21 H21 SING N N 61 567 C21 H21A SING N N 62 567 C16 H16 SING N N 63 567 C17 H17 SING N N 64 567 C23 H23 SING N N 65 567 C24 H24 SING N N 66 567 C1 H1 SING N N 67 567 C1 H1A SING N N 68 567 N4 HN4 SING N N 69 567 C9 H9 SING N N 70 567 C9 H9A SING N N 71 567 O7 HO7 SING N N 72 567 C10 H10 SING N N 73 567 N7 HN7 SING N N 74 # 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 567 SMILES ACDLabs 10.04 "O=C(NCc1ccc(C(=[N@H])N)cc1)C(NC(=O)C(NS(=O)(=O)CC(=O)O)Cc3c2ccccc2nc3)CCC(=O)N" 567 SMILES_CANONICAL CACTVS 3.341 "NC(=O)CC[C@H](NC(=O)[C@@H](Cc1c[nH]c2ccccc12)N[S](=O)(=O)CC(O)=O)C(=O)NCc3ccc(cc3)C(N)=N" 567 SMILES CACTVS 3.341 "NC(=O)CC[CH](NC(=O)[CH](Cc1c[nH]c2ccccc12)N[S](=O)(=O)CC(O)=O)C(=O)NCc3ccc(cc3)C(N)=N" 567 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "[H]/N=C(/c1ccc(cc1)CNC(=O)[C@H](CCC(=O)N)NC(=O)[C@@H](Cc2c[nH]c3c2cccc3)NS(=O)(=O)CC(=O)O)\N" 567 SMILES "OpenEye OEToolkits" 1.5.0 "[H]N=C(c1ccc(cc1)CNC(=O)C(CCC(=O)N)NC(=O)C(Cc2c[nH]c3c2cccc3)NS(=O)(=O)CC(=O)O)N" 567 InChI InChI 1.03 "InChI=1S/C26H31N7O7S/c27-22(34)10-9-20(25(37)31-12-15-5-7-16(8-6-15)24(28)29)32-26(38)21(33-41(39,40)14-23(35)36)11-17-13-30-19-4-2-1-3-18(17)19/h1-8,13,20-21,30,33H,9-12,14H2,(H2,27,34)(H3,28,29)(H,31,37)(H,32,38)(H,35,36)/t20-,21+/m0/s1" 567 InChIKey InChI 1.03 NLKRKTGGXZDTOO-LEWJYISDSA-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 567 "SYSTEMATIC NAME" ACDLabs 10.04 "N-[(carboxymethyl)sulfonyl]-D-tryptophyl-N~1~-(4-carbamimidoylbenzyl)-L-glutamamide" 567 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[[(2R)-1-[[(2S)-5-amino-1-[(4-carbamimidoylphenyl)methylamino]-1,5-dioxo-pentan-2-yl]amino]-3-(1H-indol-3-yl)-1-oxo-propan-2-yl]sulfamoyl]ethanoic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 567 "Create component" 2008-12-18 PDBJ 567 "Modify aromatic_flag" 2011-06-04 RCSB 567 "Modify descriptor" 2011-06-04 RCSB #