data_R56 # _chem_comp.id R56 _chem_comp.name "5-OXO-6-PHENYLMETHANESULFONYLAMINO-HEXAHYDRO-THIAZOLO[3,2-A]PYRIDINE-3-CARBOXYLIC ACID (3-GUANIDINO-PROPYL)-AMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H28 N6 O4 S2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 1999-07-08 _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 468.593 _chem_comp.one_letter_code ? _chem_comp.three_letter_code R56 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1BHX _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # 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 R56 C1 C1 C 0 1 Y N N 22.169 -14.592 25.720 -2.420 0.052 -8.703 C1 R56 1 R56 C3 C3 C 0 1 Y N N 22.145 -15.940 25.379 -3.081 0.413 -7.544 C3 R56 2 R56 C5 C5 C 0 1 Y N N 20.971 -16.703 25.629 -2.367 0.636 -6.381 C5 R56 3 R56 C7 C7 C 0 1 Y N N 19.839 -16.096 26.206 -0.992 0.497 -6.378 C7 R56 4 R56 C8 C8 C 0 1 Y N N 19.879 -14.754 26.550 -0.330 0.141 -7.538 C8 R56 5 R56 C10 C10 C 0 1 Y N N 21.025 -14.002 26.310 -1.045 -0.085 -8.700 C10 R56 6 R56 C12 C12 C 0 1 N N N 18.567 -16.922 26.487 -0.213 0.740 -5.111 C12 R56 7 R56 S15 S15 S 0 1 N N N 17.843 -17.394 24.850 -0.068 -0.812 -4.183 S15 R56 8 R56 O16 O16 O 0 1 N N N 18.881 -18.123 24.036 0.798 -1.731 -4.833 O16 R56 9 R56 O17 O17 O 0 1 N N N 16.590 -17.997 25.066 -1.316 -1.211 -3.633 O17 R56 10 R56 N18 N18 N 0 1 N N N 17.652 -15.855 24.186 0.800 -0.371 -2.844 N18 R56 11 R56 C20 C20 C 0 1 N N R 18.055 -15.582 22.804 0.275 0.649 -1.934 C20 R56 12 R56 C22 C22 C 0 1 N N N 17.348 -14.345 22.310 0.096 0.052 -0.567 C22 R56 13 R56 O23 O23 O 0 1 N N N 16.354 -13.915 22.914 -0.947 -0.500 -0.293 O23 R56 14 R56 N24 N24 N 0 1 N N N 17.848 -13.772 21.187 1.075 0.123 0.376 N24 R56 15 R56 C25 C25 C 0 1 N N S 19.009 -14.336 20.548 2.255 1.009 0.270 C25 R56 16 R56 C27 C27 C 0 1 N N N 20.106 -14.608 21.547 2.541 1.373 -1.177 C27 R56 17 R56 C30 C30 C 0 1 N N N 19.596 -15.416 22.758 1.254 1.821 -1.869 C30 R56 18 R56 S33 S33 S 0 1 N N N 19.577 -13.030 19.526 3.568 -0.131 0.884 S33 R56 19 R56 C34 C34 C 0 1 N N N 17.910 -12.366 19.287 2.513 -1.067 2.074 C34 R56 20 R56 C37 C37 C 0 1 N N R 17.224 -12.562 20.598 1.094 -0.676 1.604 C37 R56 21 R56 C39 C39 C 0 1 N N N 15.682 -12.739 20.379 0.426 0.111 2.701 C39 R56 22 R56 O40 O40 O 0 1 N N N 15.227 -13.784 19.928 0.032 1.238 2.485 O40 R56 23 R56 N41 N41 N 0 1 N N N 14.894 -11.653 20.671 0.266 -0.434 3.923 N41 R56 24 R56 C43 C43 C 0 1 N N N 13.460 -11.779 20.481 -0.383 0.331 4.989 C43 R56 25 R56 C46 C46 C 0 1 N N N 12.747 -10.602 21.115 -0.437 -0.513 6.264 C46 R56 26 R56 C49 C49 C 0 1 N N N 12.860 -10.724 22.616 -1.116 0.287 7.377 C49 R56 27 R56 N52 N52 N 0 1 N N N 12.062 -11.866 23.111 -1.168 -0.521 8.598 N52 R56 28 R56 C54 C54 C 0 1 N N N 11.195 -11.710 24.088 -1.738 -0.007 9.739 C54 R56 29 R56 N55 N55 N 0 1 N N N 11.032 -10.556 24.639 -1.787 -0.766 10.884 N55 R56 30 R56 N58 N58 N 0 1 N N N 10.507 -12.725 24.524 -2.231 1.198 9.735 N58 R56 31 R56 H1 H1 H 0 1 N N N 23.079 -14.000 25.525 -2.979 -0.122 -9.611 H1 R56 32 R56 H3 H3 H 0 1 N N N 23.038 -16.394 24.919 -4.156 0.521 -7.546 H3 R56 33 R56 H5 H5 H 0 1 N N N 20.938 -17.775 25.373 -2.883 0.918 -5.476 H5 R56 34 R56 H8 H8 H 0 1 N N N 18.996 -14.283 27.015 0.744 0.033 -7.536 H8 R56 35 R56 H10 H10 H 0 1 N N N 21.026 -12.934 26.588 -0.529 -0.368 -9.605 H10 R56 36 R56 H121 1H12 H 0 0 N N N 18.754 -17.798 27.149 -0.731 1.480 -4.502 H121 R56 37 R56 H122 2H12 H 0 0 N N N 17.841 -16.393 27.148 0.781 1.108 -5.361 H122 R56 38 R56 HNI HNI H 0 1 N N N 18.123 -15.185 24.793 1.656 -0.790 -2.662 HNI R56 39 R56 H20 H20 H 0 1 N N N 17.769 -16.427 22.135 -0.687 1.003 -2.303 H20 R56 40 R56 H25 H25 H 0 1 N N N 18.764 -15.290 20.026 2.158 1.895 0.897 H25 R56 41 R56 H271 1H27 H 0 0 N N N 20.977 -15.108 21.064 3.270 2.183 -1.209 H271 R56 42 R56 H272 2H27 H 0 0 N N N 20.602 -13.663 21.870 2.946 0.504 -1.695 H272 R56 43 R56 H301 1H30 H 0 0 N N N 19.969 -14.971 23.709 0.805 2.639 -1.306 H301 R56 44 R56 H302 2H30 H 0 0 N N N 20.097 -16.410 22.803 1.484 2.159 -2.879 H302 R56 45 R56 H341 1H34 H 0 0 N N N 17.891 -11.313 18.920 2.691 -0.737 3.097 H341 R56 46 R56 H342 2H34 H 0 0 N N N 17.366 -12.811 18.421 2.674 -2.141 1.977 H342 R56 47 R56 H37 H37 H 0 1 N N N 17.337 -11.686 21.279 0.521 -1.587 1.435 H37 R56 48 R56 HN HN H 0 1 N N N 15.346 -10.803 21.008 0.581 -1.335 4.096 HN R56 49 R56 H431 1H43 H 0 0 N N N 13.190 -11.901 19.406 -1.396 0.593 4.683 H431 R56 50 R56 H432 2H43 H 0 0 N N N 13.072 -12.754 20.858 0.185 1.241 5.180 H432 R56 51 R56 H461 1H46 H 0 0 N N N 13.119 -9.621 20.736 0.575 -0.774 6.570 H461 R56 52 R56 H462 2H46 H 0 0 N N N 11.690 -10.506 20.772 -1.006 -1.423 6.072 H462 R56 53 R56 H491 1H49 H 0 0 N N N 13.923 -10.789 22.945 -2.129 0.549 7.071 H491 R56 54 R56 H492 2H49 H 0 0 N N N 12.583 -9.773 23.129 -0.547 1.197 7.568 H492 R56 55 R56 HN2 HN2 H 0 1 N N N 12.705 -12.612 23.373 -0.801 -1.419 8.600 HN2 R56 56 R56 HN51 1HN5 H 0 0 N N N 10.359 -10.435 25.396 -2.188 -0.404 11.689 HN51 R56 57 R56 HN52 2HN5 H 0 0 N N N 10.814 -9.879 23.907 -1.423 -1.666 10.886 HN52 R56 58 R56 HN8 HN8 H 0 1 N N N 9.548 -12.655 24.182 -2.196 1.734 8.927 HN8 R56 59 # 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 R56 C1 C3 DOUB Y N 1 R56 C1 C10 SING Y N 2 R56 C1 H1 SING N N 3 R56 C3 C5 SING Y N 4 R56 C3 H3 SING N N 5 R56 C5 C7 DOUB Y N 6 R56 C5 H5 SING N N 7 R56 C7 C8 SING Y N 8 R56 C7 C12 SING N N 9 R56 C8 C10 DOUB Y N 10 R56 C8 H8 SING N N 11 R56 C10 H10 SING N N 12 R56 C12 S15 SING N N 13 R56 C12 H121 SING N N 14 R56 C12 H122 SING N N 15 R56 S15 O16 DOUB N N 16 R56 S15 O17 DOUB N N 17 R56 S15 N18 SING N N 18 R56 N18 C20 SING N N 19 R56 N18 HNI SING N N 20 R56 C20 C22 SING N N 21 R56 C20 C30 SING N N 22 R56 C20 H20 SING N N 23 R56 C22 O23 DOUB N N 24 R56 C22 N24 SING N N 25 R56 N24 C25 SING N N 26 R56 N24 C37 SING N N 27 R56 C25 C27 SING N N 28 R56 C25 S33 SING N N 29 R56 C25 H25 SING N N 30 R56 C27 C30 SING N N 31 R56 C27 H271 SING N N 32 R56 C27 H272 SING N N 33 R56 C30 H301 SING N N 34 R56 C30 H302 SING N N 35 R56 S33 C34 SING N N 36 R56 C34 C37 SING N N 37 R56 C34 H341 SING N N 38 R56 C34 H342 SING N N 39 R56 C37 C39 SING N N 40 R56 C37 H37 SING N N 41 R56 C39 O40 DOUB N N 42 R56 C39 N41 SING N N 43 R56 N41 C43 SING N N 44 R56 N41 HN SING N N 45 R56 C43 C46 SING N N 46 R56 C43 H431 SING N N 47 R56 C43 H432 SING N N 48 R56 C46 C49 SING N N 49 R56 C46 H461 SING N N 50 R56 C46 H462 SING N N 51 R56 C49 N52 SING N N 52 R56 C49 H491 SING N N 53 R56 C49 H492 SING N N 54 R56 N52 C54 SING N N 55 R56 N52 HN2 SING N N 56 R56 C54 N55 SING N N 57 R56 C54 N58 DOUB N N 58 R56 N55 HN51 SING N N 59 R56 N55 HN52 SING N N 60 R56 N58 HN8 SING N N 61 # 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 R56 SMILES ACDLabs 10.04 "O=S(=O)(NC2C(=O)N1C(SCC1C(=O)NCCCNC(=[N@H])N)CC2)Cc3ccccc3" R56 SMILES_CANONICAL CACTVS 3.341 "NC(=N)NCCCNC(=O)[C@@H]1CS[C@H]2CC[C@@H](N[S](=O)(=O)Cc3ccccc3)C(=O)N12" R56 SMILES CACTVS 3.341 "NC(=N)NCCCNC(=O)[CH]1CS[CH]2CC[CH](N[S](=O)(=O)Cc3ccccc3)C(=O)N12" R56 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)CS(=O)(=O)N[C@@H]2CC[C@H]3N(C2=O)[C@@H](CS3)C(=O)NCCCNC(=N)N" R56 SMILES "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)CS(=O)(=O)NC2CCC3N(C2=O)C(CS3)C(=O)NCCCNC(=N)N" R56 InChI InChI 1.03 "InChI=1S/C19H28N6O4S2/c20-19(21)23-10-4-9-22-17(26)15-11-30-16-8-7-14(18(27)25(15)16)24-31(28,29)12-13-5-2-1-3-6-13/h1-3,5-6,14-16,24H,4,7-12H2,(H,22,26)(H4,20,21,23)/t14-,15+,16+/m1/s1" R56 InChIKey InChI 1.03 SOIIHESTBYNJRH-PMPSAXMXSA-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 R56 "SYSTEMATIC NAME" ACDLabs 10.04 "(3R,6R,8aS)-6-[(benzylsulfonyl)amino]-N-(3-carbamimidamidopropyl)-5-oxohexahydro-5H-[1,3]thiazolo[3,2-a]pyridine-3-carboxamide" R56 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(3R,6R,8aS)-N-(3-carbamimidamidopropyl)-5-oxo-6-(phenylmethylsulfonylamino)-2,3,6,7,8,8a-hexahydro-[1,3]thiazolo[2,3-f]pyridine-3-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 R56 "Create component" 1999-07-08 RCSB R56 "Modify descriptor" 2011-06-04 RCSB #