data_PR1 # _chem_comp.id PR1 _chem_comp.name "4-HYDROXY-3-[2-OXO-3-(THIENO[3,2-B]PYRIDINE-2-SULFONYLAMINO)-PYRROLIDIN-1-YLMETHYL]-BENZAMIDINE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H19 N5 O4 S2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms RPR131247 _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2000-05-22 _chem_comp.pdbx_modified_date 2020-06-17 _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 445.515 _chem_comp.one_letter_code ? _chem_comp.three_letter_code PR1 _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 1F0T _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 PR1 C1 C1 C 0 1 Y N N 13.772 -3.411 25.088 0.728 -0.681 5.624 C1 PR1 1 PR1 C2 C2 C 0 1 Y N N 14.156 -3.544 23.751 -0.517 -0.094 5.666 C2 PR1 2 PR1 C3 C3 C 0 1 Y N N 13.300 -4.134 22.822 -0.894 0.811 4.682 C3 PR1 3 PR1 C4 C4 C 0 1 Y N N 12.044 -4.601 23.221 -0.016 1.129 3.653 C4 PR1 4 PR1 C5 C5 C 0 1 Y N N 11.670 -4.462 24.563 1.233 0.550 3.608 C5 PR1 5 PR1 C6 C6 C 0 1 Y N N 12.510 -3.868 25.527 1.612 -0.364 4.591 C6 PR1 6 PR1 C10 C10 C 0 1 N N N 12.042 -3.698 27.027 2.951 -0.992 4.542 C10 PR1 7 PR1 N11 N11 N 0 1 N N N 10.764 -3.951 27.377 3.775 -0.695 3.578 N11 PR1 8 PR1 N12 N12 N 0 1 N N N 12.909 -3.296 27.969 3.326 -1.891 5.517 N12 PR1 9 PR1 C13 C13 C 0 1 N N N 11.048 -5.279 22.225 -0.429 2.113 2.589 C13 PR1 10 PR1 O44 O44 O 0 1 N N N 13.683 -4.257 21.551 -2.122 1.387 4.727 O44 PR1 11 PR1 C16 C16 C 0 1 Y N N 12.872 -13.039 24.135 0.908 0.958 -4.477 C16 PR1 12 PR1 C17 C17 C 0 1 Y N N 13.897 -13.494 24.952 1.565 1.920 -5.214 C17 PR1 13 PR1 C18 C18 C 0 1 Y N N 15.064 -14.069 24.421 2.906 1.715 -5.505 C18 PR1 14 PR1 C19 C19 C 0 1 Y N N 15.243 -14.211 23.027 3.514 0.558 -5.043 C19 PR1 15 PR1 N20 N20 N 0 1 Y N N 14.289 -13.793 22.154 2.868 -0.339 -4.345 N20 PR1 16 PR1 C21 C21 C 0 1 Y N N 13.065 -13.194 22.623 1.564 -0.207 -4.024 C21 PR1 17 PR1 C25 C25 C 0 1 Y N N 11.969 -12.688 21.920 0.724 -1.113 -3.257 C25 PR1 18 PR1 C26 C26 C 0 1 Y N N 10.967 -12.159 22.815 -0.563 -0.799 -3.050 C26 PR1 19 PR1 S27 S27 S 0 1 Y N N 11.372 -12.288 24.485 -0.747 0.771 -3.872 S27 PR1 20 PR1 N28 N28 N 0 1 N N N 11.090 -6.751 22.217 -1.279 1.438 1.604 N28 PR1 21 PR1 C29 C29 C 0 1 N N N 10.001 -7.552 22.319 -0.815 0.740 0.554 C29 PR1 22 PR1 C30 C30 C 0 1 N N S 10.484 -8.976 22.311 -1.969 0.171 -0.242 C30 PR1 23 PR1 C31 C31 C 0 1 N N N 11.778 -8.886 21.517 -3.182 0.287 0.709 C31 PR1 24 PR1 C32 C32 C 0 1 N N N 12.314 -7.501 21.851 -2.746 1.444 1.635 C32 PR1 25 PR1 N37 N37 N 0 1 N N N 9.895 -10.012 21.557 -1.720 -1.230 -0.586 N37 PR1 26 PR1 S38 S38 S 0 1 N N N 9.480 -11.417 22.247 -1.781 -1.718 -2.168 S38 PR1 27 PR1 O39 O39 O 0 1 N N N 8.680 -11.028 23.366 -1.329 -3.065 -2.174 O39 PR1 28 PR1 O40 O40 O 0 1 N N N 8.938 -12.176 21.167 -3.036 -1.269 -2.662 O40 PR1 29 PR1 O41 O41 O 0 1 N N N 8.843 -7.199 22.395 0.357 0.583 0.287 O41 PR1 30 PR1 H11 1H1 H 0 1 N N N 14.469 -2.942 25.801 1.020 -1.385 6.388 H11 PR1 31 PR1 H21 1H2 H 0 1 N N N 15.144 -3.179 23.425 -1.202 -0.339 6.465 H21 PR1 32 PR1 H51 1H5 H 0 1 N N N 10.678 -4.833 24.871 1.915 0.798 2.808 H51 PR1 33 PR1 H111 1H11 H 0 0 N N N 10.115 -3.209 27.112 3.511 -0.062 2.892 H111 PR1 34 PR1 H121 1H12 H 0 0 N N N 12.607 -3.186 28.937 4.204 -2.303 5.485 H121 PR1 35 PR1 H122 2H12 H 0 0 N N N 13.328 -2.418 27.663 2.714 -2.109 6.237 H122 PR1 36 PR1 H131 1H13 H 0 0 N N N 10.008 -4.923 22.415 -0.983 2.932 3.047 H131 PR1 37 PR1 H132 2H13 H 0 0 N N N 11.202 -4.882 21.194 0.458 2.506 2.094 H132 PR1 38 PR1 H441 1H44 H 0 0 N N N 13.099 -4.659 20.918 -2.032 2.200 5.243 H441 PR1 39 PR1 H171 1H17 H 0 0 N N N 13.781 -13.396 26.044 1.052 2.807 -5.554 H171 PR1 40 PR1 H181 1H18 H 0 0 N N N 15.852 -14.414 25.110 3.463 2.441 -6.080 H181 PR1 41 PR1 H191 1H19 H 0 0 N N N 16.157 -14.662 22.606 4.558 0.393 -5.267 H191 PR1 42 PR1 H251 1H25 H 0 0 N N N 11.904 -12.703 20.819 1.133 -2.032 -2.862 H251 PR1 43 PR1 H301 1H30 H 0 0 N N N 10.369 -9.253 23.384 -2.133 0.761 -1.143 H301 PR1 44 PR1 H311 1H31 H 0 0 N N N 12.496 -9.716 21.712 -3.324 -0.633 1.274 H311 PR1 45 PR1 H312 2H31 H 0 0 N N N 11.662 -9.083 20.425 -4.086 0.548 0.158 H312 PR1 46 PR1 H321 1H32 H 0 0 N N N 12.924 -7.031 21.045 -3.103 1.269 2.650 H321 PR1 47 PR1 H322 2H32 H 0 0 N N N 13.117 -7.486 22.623 -3.128 2.393 1.259 H322 PR1 48 PR1 H371 1H37 H 0 0 N N N 10.507 -10.216 20.767 -1.519 -1.873 0.111 H371 PR1 49 # # 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 PR1 C1 C2 DOUB Y N 1 PR1 C1 C6 SING Y N 2 PR1 C1 H11 SING N N 3 PR1 C2 C3 SING Y N 4 PR1 C2 H21 SING N N 5 PR1 C3 C4 DOUB Y N 6 PR1 C3 O44 SING N N 7 PR1 C4 C5 SING Y N 8 PR1 C4 C13 SING N N 9 PR1 C5 C6 DOUB Y N 10 PR1 C5 H51 SING N N 11 PR1 C6 C10 SING N N 12 PR1 C10 N11 DOUB N N 13 PR1 C10 N12 SING N N 14 PR1 N11 H111 SING N N 15 PR1 N12 H121 SING N N 16 PR1 N12 H122 SING N N 17 PR1 C13 N28 SING N N 18 PR1 C13 H131 SING N N 19 PR1 C13 H132 SING N N 20 PR1 O44 H441 SING N N 21 PR1 C16 C17 SING Y N 22 PR1 C16 C21 DOUB Y N 23 PR1 C16 S27 SING Y N 24 PR1 C17 C18 DOUB Y N 25 PR1 C17 H171 SING N N 26 PR1 C18 C19 SING Y N 27 PR1 C18 H181 SING N N 28 PR1 C19 N20 DOUB Y N 29 PR1 C19 H191 SING N N 30 PR1 N20 C21 SING Y N 31 PR1 C21 C25 SING Y N 32 PR1 C25 C26 DOUB Y N 33 PR1 C25 H251 SING N N 34 PR1 C26 S27 SING Y N 35 PR1 C26 S38 SING N N 36 PR1 N28 C29 SING N N 37 PR1 N28 C32 SING N N 38 PR1 C29 C30 SING N N 39 PR1 C29 O41 DOUB N N 40 PR1 C30 C31 SING N N 41 PR1 C30 N37 SING N N 42 PR1 C30 H301 SING N N 43 PR1 C31 C32 SING N N 44 PR1 C31 H311 SING N N 45 PR1 C31 H312 SING N N 46 PR1 C32 H321 SING N N 47 PR1 C32 H322 SING N N 48 PR1 N37 S38 SING N N 49 PR1 N37 H371 SING N N 50 PR1 S38 O39 DOUB N N 51 PR1 S38 O40 DOUB N N 52 # # 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 PR1 SMILES ACDLabs 10.04 "O=C2N(Cc1cc(C(=[N@H])N)ccc1O)CCC2NS(=O)(=O)c4sc3cccnc3c4" PR1 SMILES_CANONICAL CACTVS 3.341 "NC(=N)c1ccc(O)c(CN2CC[C@H](N[S](=O)(=O)c3sc4cccnc4c3)C2=O)c1" PR1 SMILES CACTVS 3.341 "NC(=N)c1ccc(O)c(CN2CC[CH](N[S](=O)(=O)c3sc4cccnc4c3)C2=O)c1" PR1 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc2c(cc(s2)S(=O)(=O)N[C@H]3CCN(C3=O)Cc4cc(ccc4O)C(=N)N)nc1" PR1 SMILES "OpenEye OEToolkits" 1.5.0 "c1cc2c(cc(s2)S(=O)(=O)NC3CCN(C3=O)Cc4cc(ccc4O)C(=N)N)nc1" PR1 InChI InChI 1.03 "InChI=1S/C19H19N5O4S2/c20-18(21)11-3-4-15(25)12(8-11)10-24-7-5-13(19(24)26)23-30(27,28)17-9-14-16(29-17)2-1-6-22-14/h1-4,6,8-9,13,23,25H,5,7,10H2,(H3,20,21)/t13-/m0/s1" PR1 InChIKey InChI 1.03 PQJGWYQPOHCEDO-ZDUSSCGKSA-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 PR1 "SYSTEMATIC NAME" ACDLabs 10.04 "4-hydroxy-3-({(3S)-2-oxo-3-[(thieno[3,2-b]pyridin-2-ylsulfonyl)amino]pyrrolidin-1-yl}methyl)benzenecarboximidamide" PR1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "4-hydroxy-3-[[(3S)-2-oxo-3-(thieno[4,5-b]pyridin-2-ylsulfonylamino)pyrrolidin-1-yl]methyl]benzenecarboximidamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site PR1 "Create component" 2000-05-22 RCSB PR1 "Modify descriptor" 2011-06-04 RCSB PR1 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id PR1 _pdbx_chem_comp_synonyms.name RPR131247 _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##